Forbidden Fruit Sex Story. Falling In Love With My Girlfriend’s Best Friend. August 17, 2008
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Forbidden Fruit Sex Story. How I fell in love with my girlfriend’s best friend.
Written by Zac for kinkysexstories.org
The forbidden fruit is forbidden for a reason, however sometimes the consequence is worth the taste.
This is a true story that recently happened to me. First I want to say that I am a nice guy and love and appreciate women the best I can. They are a continuous mystery and I love almost everything about them. I have gone for long periods of time without a girlfriend and have been very lonely during those times. I’m by no means a Casanova. Just a humble nice guy who does what he can to please the woman, or in this case, the women, who take an interest in me.
I have lived in San Francisco for the last 3 years now and the first 2 were very lonely. No woman wanted anything to do with me. But finally, I met Suz. She is a drop dead gorgeous brunette with long shiny hair and the most delicate of facial features. She is 5 foot 5 and has very large breasts, a small waist, and is in fantastic shape. She also wears glasses which drives me nutz. I met her at an art showing in my neighborhood and was so taken, I smiled at her, and then directly walked up to her and began talking. I am basically a very shy man, but her beauty transformed me into a different person. I was hit by lightening.
As luck would have it, we hit it off and were inseparable for months spending all our free time together. Sex took a little while to get perfect but we got there eventually and enjoyed a wonderful sex life making love about once a day. Suz was fantastic, she treated me well, and I quickly fell in love. It was a wonderful relationship and perhaps the best one I had been in. I was beginning to think about marriage.
Until I met my girlfriend’s best friend. Anna and Suz had been friends for several years and were very close. They told each other everything and before I even met Anna, I knew how important she was to Suz.
One day I was hanging out with Suz at her apartment and Anna showed up after just working out at the gym. She was wearing spandex pants and a short tank top tee. When she walked in the door, I almost choked on her beauty. She was 5 foot 8, long blond hair, about a C cup, and an ass that did not stop. Her legs and ass were entirely too much.
I opened my mouth and said Hello, but on the inside I was completely bowled over. I fell in love with her instantly but knew I had to maintain composure. Her reaction was difficult to read. When she first saw me, she stopped and froze and starred at me, similar to my reaction. She stopped in mid sentence fro what seemed like a little too long. I don’t think Suz thought anything about it. My guess is that we both hid it enough.
Suz and Anna enjoyed having an afternoon coffee break with each other as much as possible. At the end of each day, Suz would tell me all about Anna and her life and I took an interest in it and enjoyed hearing about her. Her last boyfriend cheated on her and they broke up about 6 months ago. She was having a difficult time finding someone and had a little anger towards men. I was really surprised because she was by far the most beautiful and downright sexy girl I had every met. But I never told my girlfriend that. In fact, in order to conceal my crush on my girlfriend’s best friend, I pretended like I didn’t like Anna very much, explaining I thought she was a little bitchy and not my type, but tolerated being around her and hearing about her because she was so special to my girlfriend.
This tactic worked well because soon, Suz began to feel so comfortable about us being together that she would sometimes ask me to meet Anna somewhere because Suz was running late or couldn’t show.
One time, my girlfriend asked me to drop Anna off at the airport without her. I must confess that I was extremely excited to get the chance to be alone with Anna. I was shaking on the inside when I knocked on her apartment door but tried to keep my composure.
When Anna opened the door, she gave me a big hug and a kiss on the cheek and thanked me for taking the time to pick her up. I melted. I grabbed her bags, threw them in the car and opened the door for Anna. I watched the way her hips bent and the beautiful curves they made as she sat in my car.
As we drove and made small talk, I felt the entire inside of the car began to glow with love. I was buzzing from it and I know Anna must have felt it as well. I could taste the attraction to each other.
Anna was going to see her parents for the holidays and told me all about how neurotic they could be and how for many years she had been upset with them but now was trying to put it behind her. I just sat there and listened to this perfect 10 and thought about how lucky I was to just spend a little time with her. I could have listened to her talk the entire time. Her voice was very high and refined and so feminine and sweet. Yet there was a subtle strength behind it. She was a girl who had overcome rejection from her family, and recently, rejection from her ex boyfriend, but had managed to rise above it. I could not help but think just how lucky they man would be whom she loved next. I was smitten.
When we got to the airport, Anna asked me to come in for awhile and wait with her. I did so and as we sat next to each other on the bench. Anna was wearing shorts and I looked at how perfectly formed her thigh was. I think she noticed I was looking at it and she slowly moved it next to my bare leg and left it against me. I began to blush. I was almost unable to talk. The touch of this young woman drowned out everything else and I sat there glowing.
Just before it was time to go, she told me how lucky she thought her best friend Suz was for having found me. And then she said she thought I was coolest person she had ever met. She blushed and without thinking I reached out and hugged her, then kissed her gently on the cheek, which prompted her to kiss me on the cheek, and we held there for just a moment too long. I pulled away first and wished her good luck with her family. She thanked me again and said she will see me when got back.
Anna became almost like part of my relationship with Suz. Anna would call Suz and sometimes just talk to me instead. We all would go out for afternoon coffee together, and sometimes Suz would ask me to do personal things for Anna like take her shopping. Many days I would be alone at Suz’s place and Anna would come over after working out at the gym. We would sit and talk for an hour until Suz got home.
Now I loved my girlfriend Suz very very much. I had no intention of ever hurting her in any way. She was the best thing to happen to me in a long long time and I knew not to mess it up. I did everything in my power to conceal my feelings for her best friend Anna, and although I sensed Anna felt the same, neither of us ever took the first step. However we flirted heavily when we were alone together.
Suz expressed how nice it was that we all could get along and hang out together. I don’t think she sensed what was going on. Suz was a fantastic girl and no one had every cheated on her or anything like that. She was oblivious to that thing and I truly wanted her not to have to worry.
One day Suz asked me if I would help Anna move because I had a truck. I pretended to be very against the idea and said no. But Suz kept asking me and I finally I gave in and told her I would do it, only cause I loved her and would do just about anything she wanted. This made her happy.
It was a very hot August Saturday morning when I arrived at Anna’s with my truck. Anna opened the door wearing pink short shorts and a cut off tank top. She looked incredible and I was speechless. She hugged me very close and whispered in my ear how grateful she was for my help. I could feel her entire body against mine and it felt like going home. It was perfect fit against mine with her breasts against my torso and her hips just below mine. She smelled so intoxicating that I became numb. Finally we stepped back and looked deeply into each others eyes.
As we began moving, I could not keep my eyes off her ass in those pink short shorts that tightly cupped her buttocks. It was all I could think about and she caught me peeking more than once. Then we began to joke around and try to trip each other while moving. When we picked up the couch, we kept trying to slam each other into the wall and were cracking up. Once I was coming down the stairs carrying a very heavy box and as Anna passed me she spanked me and teased me not to drop her precious China or else.
So, I returned the favor when I passed her on the stairs and spanked her glorious butt. My hand bounced off her ass like a basketball. She laughed and giggled and scolded me to stop titalating her in a playful way. But she one upped me the next time I passed her on the stairs by grabbing my crotch and giving me a quick squeeze. This time I froze and had to put down the box to take a breath. She laughed in a teasing way and continued up the stairs telling me to be careful.
I was so turned now at that moment, that I had to stop playing with her. I was not prepared to jeopardize my relationship with Suz, even for someone as perfect as Anna. It was not fair to Suz and I was set against it.
Anna and I spent the rest of that day moving her stuff into her new place. Suz dropped by before we were finished and we all went out for dinner. There I was, sitting with two unbelievable dream girls and in love with both of them. I felt like the luckiest man alive and was beaming.
Suz, being the amazing woman that she is, told me I had to stay and help Anna put up all her furniture and not to come home until I did even if it took all weekend. I pretended to be very annoyed by this and teased Anna at her being a slave driver. I told them I would stay the night but had other stuff to do the next day. They teased me some more and then Suz went home leaving Anna and I together again.
Anna and I worked in her new place setting it up until very late. Then she told me to stop for awhile and opened a bottle of wine for us. We both sat there in candlelight talking and sharing and laughing. We were both sweaty and tired and soon I told her it was time to go to bed and asked her where I should sleep.
Anna got up and walked over to me and began to give me a shoulder massage.
“I can’t thank you enough for helping me today. You are really an incredible man and I think Suz is the luckiest girl in the world” Anna gushed. She held me very close and then looked up at me and deep into my eyes. She kissed my cheek once, then again, then again and again. I was frozen and very confused. My instinct was to take this beautiful woman and make deep and passionate love to her. Every fiber in my being craved it. But I refused to hurt Suz in this way and held back.
Then Anna began to confess.
“I know I shouldn’t tell you this. I told myself I wouldn’t tell you this. But I simply can’t keep it a secret anymore. I am completely in love with you Zac.” She said as she stared me in the eyes while holding me. “I want to give myself to you in every possible way. I want you to have all of me and I want all of you. You are all I have been able to think about lately. I don’t know what to do about it because Suz is your girlfriend and you guys are happy and I would never want to hurt my best friend. But the feelings I have for you are so powerful, that I can no longer control them.” She said almost in tears.
I pulled Anna closer to me and held her there as she gently sobbed. Again I was aware at how perfectly out bodies matched, and how much chemistry there was between us. I was very excited by what she had just told me and my cock began to grow as the blood rushed to it quickly. Anna could feel my erection and stopped sobbing as she buried her head into my chest and drew as close to me as physically possible. I kissed her head several times as I pondered what I was about to do. Anna was the forbidden fruit, the one thing I couldn’t have. She was the switch that could destroy the wonderful relationship I had with Suz and send my world into darkness and pain. Normally, I would never even had allowed myself to be in a situation like this but Anna was different. I realized that although I was totally happy with Suz and it was wonderful and I loved her very much, the fact that I had allowed us to end up here meant that I might love Anna more. Deep down, I knew this was true.
Once that thought hit me, I forcefully tilted Anna’s head up, looked at her tear soaked eyes, and kissed her passionately. The kiss was electric sending shivers down my spine and turning off my brain. I wanted Anna. All I wanted was Anna. I wanted every inch of Anna. I wanted to crawl inside Anna and kiss her spirit within. I wanted to have children with Anna.
I picked Anna up in my arms and walked her over to the bed we had just put together. She just gawked at me the whole time. I laid her down gently and grabbed her tee shirt and slowly lifted it over her head exposing her magnificent breasts. She reached around and unhooked her bra exposing her silver dollar sized nipples which were completely erect. She grabbed my head and forced my lips to her breasts. As I began to place suction on her left nipple she let out a deep and powerful moan. This did something to my body and I had to rip my jeans off. She quickly removed my tee shirt and placed her hands on my chest.
Like hungry wolves we ripped at each others clothes until we were naked and then I rolled on top of her and began to rub my cock on her public hair. We kissed each other like we were eating each other as my cock found it’s way into her hole of love. I slowly went deep, then deeper, then as deep as I could go sending Anna’s back arching and forced her jaw to open wide as she let out a moan of ecstasy.
Anna began to cry. “Are you alright?” I asked.
“I am so happy Zac. I have dreamed about this for too long. I’ve never cried during sex Zac. This is crazy.” She said as her tears turned to laughter. “No one has every made me feel this way.”
I gently kissed her neck as I took her hips and began to thrust into her back and forth. Her head went back again and more moaning. After awhile I tuned her over on her stomach and made love to her from behind as I watched her ass bounce as my cock moved in and out. I could not believe how incredible her ass was. I didn’t want to cum yet so right before I did, I kept switching positions. I was consumed by her. Driven by some kind of force I had never known before. She was turning me into the best lover I had ever been. The kind of sex I had only heard about and read about. I couldn’t get enough.
Anna asked me to get on top of her again and she dug her hands into my back as she began to cum all over my cock. Her spasms came like waves over her. I could no longer hold back and just as I exploded into this love queen, she had another orgasm with me. We both came together our first time.
Anna rubbed her hands all over my body and nurtured me with them. She was moaning and in a state of bliss. As I was too. It was one of the most wonderful feelings I had ever felt and if it had been any better, my body wouldn’t have been able to handle it.
We held each other as close as possible gently kissing as our spirits glowed as one.
And as we lay there and came back down from the heavens, we both began to contemplate what this meant. The ramifications of how something so wonderful to us, was absolutely destructive to us as well. We didn’t say anything, but we were both thinking it.
“Zac, I am completely in love with you. With all my being I love you. That was the most wonderful thing I have ever experienced. You are simply incredible.” Anna told me.
“Anna, I am only incredible because you make me that way.” I said.
As Anna dozed off, I got up and got dressed again and laid out a blanket on the floor and went to sleep. I was worried that Suz might stop by the next day and I didn’t want to be caught in her best friends bed.
During the night Anna had gotten up and lay down next to me cause I woke up and we were both embraced on the floor. I began to kiss her and as she came to, she let out a gigantic smile.
“Any day I wake up looking in your eyes, is a good day.” She said.
She began to kiss me and I led her naked body to the bed again and went down on her pussy. I began to lick her clit and she came all over my face. Then she began to suck my cock and placed me in the 69 position. I came inside her mouth in under 2 minutes and felt very embarrassed.
We got up and took a shower together washing every inch of each others body. We towled each other off and began to tickle each other.
“I don’t want you to leave Zac. Not ever.” Suz said.
“I feel the same way Anna.” I said.
“I’m totally in love you. You drive me crazy. When can I see you again? What are we going to tell Suz? Poor Suz. Oh god. This is torture. Maybe she will understand. Do ya think?” Anna asked.
I told Anna that this was a very special situation that needed to be handled carefully. But inside, I became painfully aware of how sad this was. Someone was going to get hurt in a very bad way. And neither one of them deserved that. I was too afraid to face that so I thought that perhaps what Anna and I had together was a giant flame that might burn out eventually. To be honest, I thought Anna was out of my league and might just be really lonely. Perhaps I was just a phase for her and a way to heal from her previous bad relationships. In that light, I felt maybe what I was doing was actually a good thing. Suz would want her best friend to heal and find love. But of course with anyone other than me, her boyfriend.
Just then, Suz called Anna and asked how we were doing. Of course Anna lied and told her that I was bothering her and she would be sending me back to her first thing.
After she hung up, she looked at me and said, “This is going to be difficult. I don’t want to lie to Suz, I don’t want to hurt her, or lose her. And I don’t want to lose you either. It has taken my entire life just to find you. And I can’t stand the thought of sharing you either. Oh no. I can’t stand the thought of you having sex with another woman now. Anna said and sat down and buried her head in her hands.
Just last year I was lonely and miserable and thought I would never find love. And now, I had to choose between two of the most amazing women I had ever met. How did I get here? Life is sometimes like that. Filled with wonderment right next to tragedy.
I consoled Anna and reassured her not to worry and that a solution would present itself. But you know, the forbidden fruit is forbidden for a reason and I sank into sadness as I drove over to my girlfriend Suz and thought about all the wonderful times we have had and how she brought me back to life and turned my life into the bright side of the road.
I looked deeply into my feelings to find some answers. What did I want? I wanted Anna. Anna and I had a connection that Suz and I did not. Anna and I had incredible sex and more passion than a man can stand. Anna needed me. And although Suz was drop dead gorgeous, Anna was better. Anna has had a sense of loss in her life and worked through it. Suz has always had a wonderful life and probably always will.
So, I wanted Anna. But I didn’t want to lose Suz either, and definitely didn’t want to hurt her.
Before I saw Suz again, I called up Anna and she picked up the phone in tears.
“Anna, I don’t want you to worry. I am madly in love with you and you are the only woman I want. I can’t have sex with Suz again after what you and I just shared. But you must have a little patience with us if we are to keep from hurting Suz ok?”
Anna agreed. I had no idea what to do, but I knew what I wanted. I wanted Anna.
When I saw Suz again, she seemed a little distant. Like she sensed something had happened or something. I was very strange. That next night I lay down next to her and she was very cold. I wondered if she knew and Anna had told her.
Then the next day, Suz went to work and left me in her apartment. Then Anna called.
“YOu are never going to believe this she said. Are you sitting down?” Anna said very excited. “Suz wanted you to stay with me last night because she has fallen in love with someone else. She told me all about it just a second ago. She had him over for dinner last night and they made out. They didn’t have sex but they wanted to. Suz was a mess wondering what to do about it because she didn’t want to hurt you. “
I was stunned at this. All kinds of feelings rushed though me and it was difficult to focus on one.
“What should I tell her Zac?” Anna asked.
I composed myself and said, “Tell her that she should tell me the truth and that I can handle it and that’s it;s better to be honest about it than to lie. Tell her that I had confessed to you yesterday that I was feeling stagnant in our relationship and was thinking about taking a break.” I said.
“What about us? I mean, I have to see you now and console you. I have to spend the night with you Zac. You are all I can think about you know that? I am madly in love with you. I can’t believe that a doorway has opened for us to be together.” Anna said beaming. “I love you and I’ll call you back ok?”
Anna called back an hour later and said that Suz didn’t feel that she could tell me and asked that Anna tell me instead. I found that rather shitty but kinda understood.
“So Zac, come over now because I have something to tell you. And something else to give you. Come now!” She said.
I arrived at Anna’s and was mauled by her naked body as she ripped off my clothes and I fucked her standing up in the hallway, then we lay on the kitchen table, then we fell to the floor and made love there, then to the bed and made love for hours until we exhausted ourselves.
“Well, I hope that takes the sting out of your girlfriend breaking up with you.” Anna said as we both laughed together until we cried.
“I better call Suz now.” I said.
When Suz picked up the phone, she was very nervous.
“Suz, Anna told me that you have fallen in love with someone else. What can I say? I want you to know how much I have loved you and enjoyed being with you and I want to thank you for all you have done for me. I am a little sad that things between us are over because we had such a good relationship but I have been thinking about taking a break myself lately and didn’t know how to tell you. So really, everything is fine, I totally understand, and am not upset. In fact, I want you to be happy even if it’s not with me. I hope we can stay in touch and I have a feeling we will become good friends.”
Suz was blown away by this and thanked me over and over for understanding and being so cool. Meanwhile Anna was giving me a strip tease.
Well, this is my sex story about bitting into the forbidden fruit and how I fell in love with my girlfriend’s best friend. I was very lucky 3 times. Lucky to have met Suz, lucky to have met Anna, and lucky to have been able to be with Anna without any drama. Most of my life I have had terrible luck, but it all fell on me when I really needed it.
It’s been 6 months now and I am more in Love with Anna than ever. I have asked her to marry me and she said yes. Suz is thrilled that we hooked up and is our closest friend. After all, she introduced us. And Suz is still with the man she fell in love with.
I don’t know if everyone should eat the forbidden fruit. But if you do, then perhaps there is a reason why that you should pay attention to.
May you love and be loved.
ZAC
“
4th of July Sex Story. Man Sees Fireworks with Bi Sexual Female. A true Sex Story. July 4, 2007
Posted by sexstory in Bi Sexual Sex stories, Big Tits Sex Stories, Domination Sex Stories, Femdom Sex Stories, Group Sex Stories, Kinky Sex Stories, Lesbian Sex Stories, Older Women Sex Stories, Role Play Sex Stories, Romantic Sex Stories, Sex Stories, Sex Stories For Women, Sex Story, Straight Sex Stories, Strap On Dildo Stories, Taboo Sex Stories, Three Some Sex Stories, True Sex Stories.1 comment so far
4th of July Sex Story. Man sees fireworks with bi sexual female.
A very true sex story by Sam Stern.
This true sex story begins in Seattle where I live. I work for a law firm and needed to speak with a client in a small town in Georgia. My boss sent me there for the 4th of July and I was not happy about it at first. But once I got there, it was nice to be out of the city and I enjoyed being in the South where things move slower and I could relax. The weather was hot, steamy and I found myself constantly horny in my hotel room. Like I was in heat or something. You ever get that way?
Anyway I went to interview a witness my firm wanted to use in their case and we met at an outdoor café. Her name was Laura and she was a big boned gal about 5 years older than me. She was blond and sweet and I was immediately attracted her Southern accent.
I had a difficult time talking business with her since it was a holiday, and there was a free and easy spirit in the air. It was humid and people were not wearing many clothes at all. Our flesh was natural lubricated and I could not help but focus in on the absolutely huge breasts that Laura had. She was wearing a tank top and from time to time, I could see her nipples were hard and I imagined they stood out about an inch when she was naked.
Laura sized me up pretty quick. A horny lawyer from the North. She knew that she could take it easy with me and she dominated the conversation. I feared my firm had sent the wrong man, but hey, it was the 4th of July and who cared.
There was something about this big titted older woman that was driving me crazy. Perhaps it was the heat, the festive feeling in the air, or Just the South itself. No matter, I couldn’t help but ask Laura personal questions. I blamed it on my job.
“So Laura…um” I said.
Laura interrupted me and said, “Here in the South, people refer to each other as Miss and Mister. So please call me Miss Laura. It pleases me. “
“Ok then, well Miss Laura, I need to ask you some personal questions. Like do you have a family, a boyfriend, what’s the deal?” I asked.
Miss Laura laughed and said, ”That’s none of your business Mister Lawyer, but if you must know, I prefer woman as lovers. I am bi sexual and lately have been involved with a very sweet young lady named Jane. Or at least, that’s what I call her.” Miss Laura explained.
I was a little taken aback. “I see” I said. “So you don’t like men or something?”
“Not when they don’t display manners like you are doing right now. My sexual life has no business in your case.” She said.
“Well, I apologize Miss Laura, you are right, it’s none of my business. I’m just curious about being bi sexual.” I said.
“You mean you are bi curious?” Miss Laura asked.
“No no, that’s not what I meant, I mean how do you know how to choose between a man or a women?” I asked.
“Well, I find all people beautiful and wonderful and I don’t always label it. Women offer me wonderful companionship, and I tend to be a tad strong at times and few men want to deal with that. However most women truly enjoy it.” She said.
“But it must be very different in bed. I mean a women does not have the same plumbing so to speak.” I said.
“You might not know this Mister Lawyer, but the size of a man’s penis is rarely what makes a women have an orgasm. In fact some times, it’s not the penis at all. A well placed tongue can stimulate a woman just as well, if not more, than a large penis.” Laura told me.
“Well Miss Laura, I am learning something today. You have just managed to make me feel a whole lot better about myself.” I said.
“What about you Mister Lawyer, do you have a pretty little gal back home in Seattle that you can use your newfound information with?” She asked.
Truth me told, I had not had sex in about a year. I was too busy working and trying to climb the corporate latter. Being too embarrassed to tell her this, I lied and said, “Well, not really, I see someone from time to time but it’s nothing really.”
“Well, Mister Lawyer, I hope you enjoy the 4th of July. The best place to watch the fireworks is from the steps of the river. Everyone goes there and it’s a nice event with a band and lots of great food. I have to leave now and meet my girlfriend for dinner. She is working tonight and I want to see her before she goes to work. “ Miss Laura said.
I hugged Miss Laura, pulling her big tits close to my sweaty shirt, and I think I detected Miss Laura enjoying the embrace as well. I instantly got an erection and when Miss Laura felt it, she gently pushed me away and kissed me on the cheek as I kissed her. Her perfume was classy, and heavy, and it stuck with me all evening as I headed out to the river steps. I could not get her off my mind.
Just then a hand reached out and grabbed me from the crowd.
“Hey Mister Lawyer. Want to have a seat with me? Miss Laura said.
I was so happy to see her since she was the only person I knew in town and I was feeling a little lonely. “I’d love to, it’s great to see you Miss Laura.” I said.
“Well, I feel a little responsible for you since you came all this way just to see me. It’s the least I can do. Do you want a beer?” She said.
“Sure” I said.
Miss Laura opened up her cooler and I saw she had a few beers and a large black dildo in the cooler. “Wow Miss Laura, do you always carry that around?” I asked.
“Oh, that’s just something I have to keep men from hitting on me. I don’t know what it is about me, but ever since I accepted I was a bi sexual female, I have to beat men off with a stick, and when that doesn’t work, I use this large dildo here. I call my little friend Kevin.” Miss Laura said.
I laughed and sat down and had a beer. She told me that her girlfriend had to work late and was going to meet her about 3am. She just wanted to see the fireworks. We sat there talking, our hips touching, both sweating and laughing as the fireworks went off. It was pretty wonderful.
As we got up to leave, Miss Laura took me by the hand and said, “come with me Mister Lawyer, I want to show you something.”
We walked a few blocks to her house. It was right on the river with a beautiful screened in porch. I was starting to think I might just get lucky. But that was nonsense cause I already knew Laura had a girlfriend. She opened a bottle of wine for me and left me alone while she went to the bathroom. She came out wearing stockings, a garter belt, high heels, a bra, and a long silk white gown. I about choked on the wine.
“What’s the matter Mister Lawyer, haven’t you ever seen a beautiful women before?” She asked. “Or perhaps it’s been awhile. Is that true?”
“You look fantastic Miss Laura. You are wise too. It’s been awhile since I have been with a woman.” I admitted.
“I thought so. Actually I find that very sexy and cute. And as I mentioned before, I feel the responsibility for being a good hostess to you since you are so far from home.” She said.
Miss Laura approached me and took my hands and kissed me very sweetly. Then she began to undress me and spanked me several times.
“I like a man who knows his place is bed. I enjoy being very dominant in bed. Like a man. You must allow yourself to relax and let me be in control of your pleasure. As a women, I know much more about pleasure than you, and if you trust me, I will give you lots of it.” She said.
Was this a dream? Nope it was real. Miss Laura took my naked body and laid it across her ample lap. She began to spank me and rub my butt. It was a little uncomfortable for me, but it actually did help me to relax. When she was done spanking me, she let one of her big tits out of the bra and forced it in my mouth.
“I never get enough of watching a man suck on my big tits. I can watch it all night. I want you to show me how well you can suck a breast Mister Lawyer. Take as much of it in your mouth as you can.” Laura told me.
Her nipples were huge and erect. I felt like a child laying in her lap, sucking hard on those gigantic tits. Laura began to play with my balls and stoke my cock. After I was fully erect, she surprised me by replaced her breast with Kevin, the large dildo from her cooler. Before I knew it, I was sucking that dildo too. I was horny enough to do it and I could see how much it please Miss Laura.
“Kevin likes you Mister Lawyer, but I don’t want to spoil you. Miss Laura wants you to show her how well a lawyer can eat pussy.” She said.
She climbed on top on me in the 69 position and forced her pussy into my mouth. Meanwhile she began to suck my cock and finger my asshole a little. I used my tongue to roll her clit around and she began to moan and cum all over my face. Then she tied a ribbon around my cock and told me that she didn’t want me to cum just yet. She had something else in mind.
Miss Laura threw me on my back and jumped on top of me and my cock was plunged into her dripping wet pussy. She began to cum again now all over my cock. My body tried to come once but the ribbon around it kept me from having an orgasm. Brilliant I thought.
Miss Laura kept riding me while she tied my wrists to the bedpost with more ribbon. “Now you are mine aren’t you Mister Lawyer? Ready for more fireworks?” She said.
Just then, I saw a silhouette of a petite woman walk in the door.
“Jane, say hello to Mister Lawyer, Mister Lawyer meet Jane.” Laura said.
Jane came over and kissed Laura passionately while she was sitting on my cock. Then she knelt down and kissed me passionately while Laura kept riding me. With my arms tied up, all I could do was try enjoy. And who wouldn’t. I hadn’t had this much female attention ever.
Jane crawled on top of my face and Miss Laura told me to please Jane. I began to suck this strangers pussy and she began to cum all over my face. All the while she was kissing Laura and sucking on her big tits. Woman where having orgasms left and right and I was shackled to the bed. I began to want to break free but they would not let me.
After a long time, they climbed off me.
“Now I want you to watch how to really fuck a woman.” Miss Laura said and she strapped on Kevin, the dildo, and placed Jane up against the wall and fucked her from behind. I sat there watching as Laura’s hips pumped back and forth. She was good. She was real good. She was built for it. I watched closely at how Laura combined both animalistic force as well as sensitivity to her thrusts. She reached around and began to finger Jane’s clit until Jane was cuming again. Jane looked over and me so I could see her face in pure pleasure.
I was still tied to the bed. Then they stopped.
“You have been a very good student Mister Lawyer and since it is a holiday, I am feeling generous.” Miss Laura said as she untied me finally and stood me up. She asked Jane to lay down and then she placed me on top of her and inserted my cock into her sweet pussy. Jane was gorgeous. She had large lips and looked from Spanish decent. Very petite and smart I assumed. Didn’t really matter, before I knew it, I was fucking her again and Laura was on top of me showing me how Jane liked it. Jane’s eyes rolled back and she started having more orgasms. Jane was so hot. My body could not help but try and cum again but once again, it was stopped by the ribbon around my cock.
I felt Miss Laura place herself directly behind me, she turned my head and kissed me and to my shock, she started inserting a finger in my ass.
“Just relax sugar and remember, I am your guide to pleasure and if you trust me, you are going to get lots of it.” Miss Laura said.
I couldn’t argue with that so I relaxed and allowed her to slip one, and then two of her fingers my ass, then she used the leverage to steer my thrusting on top of her girlfriend Jane. Good god it was wonderful.
Then I felt a rather larger finger slid into my ass. Nope, that was no finger, it was Kevin, the super sized dildo. Crap was it big. I felt it slid into me deeper and deeper.
“Now relax Mister lawyer boy and take it like a man. If you can relax, you are going to enjoy it” Miss Laura said.
I felt her rubber cock slid in and out while I fucked Jane. I couldn’t even think straight. I was an animal. Completed controlled by this sexy bi sexual woman, and loving every minute of it. I began to moan and couldn’t help it. I began to make faces I never knew I could make. I began to realize that everyone in this love triangle was moaning and panting, and getting off. God I wished I could cum. It was driving me crazy.
After about a half hour of being fucked in the ass while fucking a stranger named Jane, Miss Laura stopped, and I stopped.
“I knew you would enjoy that,” Miss Laura said. “It takes a bi sexual person to know a bi sexual person.”
“Umm, are you saying I am bi sexual?” I asked.
“Well, you are now Mister lawyer. Just like us. You enjoyed it didn’t you? A cock in your ass and your cock in a pussy?” She asked.
“As usual, you make a lot of good sense Miss Laura. I am going to have to think about it I guess. “ I said.
“Don’t worry about it, most people are bi sexual, but society doesn’t accept it. In the Roman times they did, but these days, you have to repress it. I just hope you had a nice time in my town on the 4th of July. However before you go, there is one more thing I want to show you.” Miss Laura said to me.
She untied the ribbon from around my cock finally. She took off her stapon dildo and strapped in on Jane. Then Miss Laura lay down on the bed and placed my dick inside of her. She inserted several anal beads into my butt and instructed Jane to place Kevin, the dildo, into my mouth.
I fucked Laura as she watched me suck on the large cock.
“I like watching a man suck on a cock almost as much as I enjoy watching him suck on my breast.” Laura said. “Now sweetie, whenever you are ready, I want you to cum deep inside of me. You have been a wonderful lover and shared a night we will never forget.”
I came so powerfully that I cried out. It was the best orgasm I had ever had. Having been so bottled up surely helped. I cried out like a free man after being enslaved. I was reborn.
And that’s the true sex story of how I saw fireworks on the 4th of July with a bi sexual woman.
4th of July sex story. Man sees fireworks with bi sexual female.
Confessions of a dominant woman. How to make everyman a submissive sissy. June 29, 2007
Posted by sexstory in Big Tits Sex Stories, Crossdressing Sex Stories, Domination Sex Stories, Femdom Sex Stories, Forced to Feminize, Kinky Sex Stories, Role Play Sex Stories, Sex Stories For Women, Sex Story, Straight Sex Stories, Strap On Dildo Stories.6 comments
Confessions of a dominant woman. How to make everyman a submissive sissy.
Written by Miss Zoe
I often get asked, “How have you become such a successful woman in short a short period of time?”, or “What’s your secret to being a successful women in a man’s arena?”
The answer: simple.
Sex.
It’s as old as mankind himself and if you take a close look around today, you will see that it still exists. Do you honestly think that Hilary Clinton would be so popular if she had not been married to a president?
Well, I never wanted to marry a president of anything. I tried once but it didn’t take. But I leaned a very important experience from that lesson that I will share with you now.
Men like sex. And guess what? Men are everywhere you want to be. I knew I wanted a powerful career high in the skyscrapers of the planet. I also knew that I would be fighting for that position against many more qualified men and women. So I had to take a deep and honest look into myself and figure out what more I could offer to get the gig.
Sex. I like sex. I like sex with men. Deep down, I love to make men happy and always have, although I know that in the times we live in now, that is not very PC to say. But it’s true.
I think there are two basic kinds of women. A woman’s woman, like Oprah and people like Oprah who enjoy looking at only the female side of things and everything about the female. And then there is the man’s woman. Women who just love men, everything about men, can’t get enough of men and have studied them all their life. I am this kind of woman.
Now back to my ex lover, the powerful advertising executive. I envied who he was, and his job, and all his power. That is why I was attracted to him. It was naive for me to think that he would one day give me a powerful job in his firm but that is exactly what I expected and why I was with him. I pleased him for years and was the perfect girlfriend only to discover he was fucking one of his female co-workers. I didn’t understand why but wanted to. It wasn’t a case of selfishness, it was a simple case of he was not honest with me about his sexual needs.
And that is when I found out the secret. Most men who work 40 hours a week and more, and whose brains are filled with responsibilities and decision making stress, have two totally different desires about women. A powerful business man wants to have the classic supportive wife, and the kinky mistress to fulfill his bizarre and sometimes shameful sexual fantasies of power and dominance.
And that’s when I knew that I had made the mistake of trying to be the good girl at home, when I could get much more of what I wanted by being the bad girl at the office. I was reborn.
My plan was simple. I contacted a “corporate mistress” and paid her $300 for an hour to learn just a few common fantasies that powerful men paid her to play out. I was surprised to learn that they all had one thing in common. These rich and powerful men all craved to be dominated by a woman. The female domination took many forms, sometimes soft, and sometimes hard to believe, but the bottom line was that these men felt the need to surrender themselves physically and mentally to a powerful woman.
That didn’t sound too bad to me. And it kind of all made sense too. All day long these wonderful guys had to be strong, and tough as nails, and be proper and correct and inside the box in boring business meetings, in stuffy suits. And when they returned home to the good girl, they had to be in a different kind of box. What is the opposite of that? Being tied up and fucked in the ass by a beautiful woman. Or being dressed as a soft pretty girl, caressed and pampered for an hour.
Men and women have many differences and you either embrace them and love them because of it, or you fight for your own kind and force the others to conform. Oprah does that, and although it has made her rich, most men hate her. I embrace the differences of men and women, and I strive to learn what and why men do what they do. Because in the end, I love them, I want to be around them, and I want to be a source of joy in their lives. If what truly made them happy was role playing a fantasy about being a submissive man, then I am more than happy to abide.
Men have the wonderful ability to focus on something so intensely that they are consumed by it. Surely this is residue from the thousands of years of being a hunter. This includes million dollar business deals as well as sexual fetishes. And every man has them. Something from childhood about the first time they became aroused. They were children, and now they are adults, the fantasy is childish, but the fetish is insatiable.
Woman have the instinctual desire to be with powerful men, no matter how much of a selfish asshole he is. This is another instinctual desire that can get a woman into trouble over and over. Because we all know that the man at the top, is often the most selfish, distant, and difficult man you can find.
But what if you were the women that got to dominate the powerful man? Treat him like the dog he has to be, humiliate him, force him to surrender, and then kick him out on his ass. Now there is a true fantasy, one that I could not resist.
I began to date one of my ex boyfriends co-workers. A very wealthy executive who was recently divorced. He tried to make me into the good girl but I turned the tables on him and would not let him have sex with me. Our first time together, I tired him up on the bed, put a ball gag in his mouth, and teased him. I wore a leather dominatrix outfit and put on a strap on dildo. I eventually forced him to suck the strap on dildo and, no surprise, he enjoyed it. I got him into the 69 position and while he sucked on my strap on, I gave him a blow job. When we were done, I told him I wanted a job at the firm, and would leave him tied up for awhile to think about it. I lay the dildo on his chest, and put the ball gag back in his mouth, and went to a diner for a few hours. When I returned, he offered me a position as his personal secretary. I took the job.
Everyday when I entered the office, I put on my game face. I looked at each powerful man as a little boy who secretly wanted to be dominated. People began to notice that my attitude was unusual, sensual, and every man in that office was attracted to me. They would stop by my desk as often as they could and I would make them wait for me, or be slightly rude to them. Most of them ate it up like candy.
I never actually allowed my boss to have sex with me, instead, I would have sex with him. He would beckon me into is office when he had an hour or two, and I would tie him up. He begged me to fuck him in his ass and would buy different dildos for me to use, as well as different dominatrix costumes. I would occasionally ask him for a raise, and he gave it to me every time until I was making almost as much as him.
He made the mistake of telling one of his co-workers who asked me into his office once. Bill wanted me to dress him as a woman and softly dominate him. Bill would rent hotel rooms near by for an hour or two and we would play dress up. I would even take him shopping in the arts district for sexy lingerie. Again, I never allowed Bill to penetrate me, instead, I penetrated him with a black strap on dildo that he never tired of. And soon, Bill too was giving me bonuses and I began to be a very wealthy woman.
Before too long, I was having sexual fun with the more powerful bosses, and even one woman who asked me to dominate her. She was not a lesbian, in the same way that the men were not gay. They simply needed to let go, and give up control for awhile to relieve their stress. And I was more than happy to do this for them.
I kept a few dominatrix costumes in my closet at work, a jar of lube, an arsenal of strap on dildos, butt plugs, anal beads, sissy slut clothes for men, a ball gag, porno tapes, and oils. It got to the point where I was having 4 to 5 sessions a day and completely unable to get any work done at all. I became addicted to forcing both the men and the women to eat my pussy out. I got to be an expert at watching people please me orally. I was on 7 or 8 payrolls at once, making more money than anyone in there, and everyone was always happy to see me. Except of course my ex boyfriend who was horrified to see what I had become.
One weekend we all flew to NYC for an advertising convention and I was introduced to many powerful men. By now, all men had an instinctual sense about my dominance and they were attracted to me. Some knew why, others had to be shown. But at this convention, I met the president of one of the most powerful advertising agencies in the world. He asked me up to his suite and tried to have sex with me. Instead, I tied him to the desk and bent him over. I tied his ankles to the legs of the desk and forced him to suck the largest strap on dildo I had in my purse. He resisted at first, but I told him I would take pictures of him in this position unless he complied with my every demand. He did not give up control easily. But once he began sucking my black dildo, he became as docile as a baby sucking on a nipple. Then, I got behind him, spread oil all over his butt crack, slipped a few fingers in his ass, and penetrated his virgin ass. Cause in the end, all men are created equal. Just a little joke there.
Mr. Watson took the strap on as far as it could go. I praised him for it. He surrendered himself to me fully and loved every minute of it. I put his cock in a cock ring so he could not cum, and I proceeded to violate his butt in every position thinkable. He did not resist. After I had my way with him, I took off the cock ring and lay him down in the 69 position. I forced him to eat my pussy while I sucked his cock and we both climaxed together.
Needless to say, I flew to NYC many times that year, and made more money than any man around me.
Now some woman might consider me a whore. Some might call me a hooker. I don’t consider myself that, but one thing is for sure, I am not the nice girl at home who waits for her man to arrive and is dependent upon him. The only thing that bothered me was not having a close relationship with one man. But sure enough, I found a younger boy at the reception desk, who accepted me and my sexual behaviors, and has become my boyfriend. He doesn’t mind that I play with high powerful executives all day. I never let them penetrate me, I reserve that for my sexy young lover.
I have evolved from being the good girl. I must be honest about it. Being the good girl had it’s advantages and disadvantages, and so does being the office dominatrix. But at least now, I am wealthy, able to please many men in a very special way, and get what I want as well. Almost everyone puts on a uniform when they go to work, mine happens to be black leather, a strap on dildo, and a pair of sissy panties in my pocket.
Confessions of a dominant woman. How to make everyman a submissive sissy written by Miss Zoe.
Submissive Boy, Dominant Woman Sex Story. Confessions Of A Dominant Woman Part 2. June 26, 2007
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Submissive boy, dominant women sex story. Confessions of a dominant woman part 2.
The next day, sweet Jonathan arrived at my house wearing his tight white work pants and tight pink shirt. He also was wearing a healthy dose of lip gloss on his sweet and voluptuous lips. I met him at the door wearing a light blue lace sleeping gown, and a black bra and panties. My pussy and I were very excited to see him.
“Good morning Miss Tonya. Did I wake you up?” He asked me.
“No Jonathan, I have been expecting you. Are you ready to go to work on my pipes again today?” I said.
“Yes Miss Tonya. Whatever you want.” He said.
I led him inside and stood behind him. I took his arms and held them by his hips as I leaned around and kissed his glossy sweet lips. I forced my tongue deep into his young mouth and he accepted it submissively.
I led his straight into my bedroom and gently laid him down on his back on my bed. I teased him as I undressed in front of him and then crawled on top of him placing my soaked pussy gently on his lips. He began to suck my pussy and lick my clit while I spread his legs apart and massaged his little cock in his tight pants. While in the 69 position, he gave me several orgasms and after about 30 minutes, I was well satisfied and got up.
I wanted to keep this sweet boy in a constant state of arousal and had no intention of allowing him to cum. For I knew he would be much more submissive and docile if his scrotum was filled with warm cum.
“Jonathan, my sweet sexy boy, we are going shopping again today. But first I want you to run me a hot bath.” I said.
Jonathan ran a bath for me, then bathed me and washed my hair. He then towled me off and dressed me in the clothes I had picked out for the day. He watched as I applied my make up and took notes about how to do it. I put a little make up on him for fun and he enjoyed it as much as I did. A little rouge, and more lip gloss. He looked so sexy wearing my lip gloss, I never tired of it.
We drove to the adult sex story downtown and I took him by the hand as we walked inside.
“Now Jonathan, I want you to pick something out for me. Anything you want. And I am going to pick something out for you. Anything I want.” I said.
Jonathan went over to the sexy lingerie and began feeling the fabrics of various sexy teddies. I went over to the clerk and asked him for a large black strap on dildo and harness.
“What color would you like lady?” The clerk asked me.
“I will take the black dildo please.” I said and the clerk gave me a small smile.
I paid for the strap on dildo and went to see what Jonathan had picked out for me.
“I like this one.” Jonathan said pointing at the black leather PVC jumpsuit.
“Excellent choice.” I said. I found my size and brought it to the counter.
“Will that be all?” The clerk asked me.
Just then I spotted a chastity belt and since Jonathan was unaware of the strap on dildo I had already bought, I choose the belt as my item for him.
“What is that?” Jonathan asked confused.
“You will soon see my dear.” I said.
We got back in the car and drove to the mall and did some more shopping for me. I walked with Jonathan holding his hand everywhere we went and this attracted many looks from both women and men. We are about 20 years apart in age and to some people, that is very taboo. But of course Jonathan and I did not mind at all.
I began to try on different clothes and ask my young lover what he thought. He was excellent at helping me and very patient while I made decisions. Sometimes, I would sneak him into the dressing room and make him dress me quietly.
After a full day of shopping, we returned to my home and into the bedroom. I forced Jonathan to dress me in the leather PVC outfit he had picked out. I then dressed Jonathan in some of my panties and a bra. He was so horny that he do so quite willingly. He was putty in my hands.
I laid him gently down on the bed and tied his hands and writs to the bedpost. Then I slid his panties down to his knees and put the chastity belt on his sweet little cock.
“Jonathan, this is called a chastity belt and it will keep you from having an orgasm. It restricts the blood from entering your little penis so you can not cum. Which in turn allows us to play for an extended amount of time. You do want to play don’t you?” I said.
“Yes Miss Tonya, I love playing with you.” He said.
“Good boy.”
I took the rather large black strap on dildo that I had purchased earlier, and I help it in front of Jonathan as I sucked it.
“Watch my sweet boy, watch and learn.” I said. I continued to suck the large cock as Jonathan watched me closely. I then kissed Jonathan and while kissing him, I slowly slipped the large dildo into his sweet mouth. He began to suck very slowly. His body relaxed and it had the effect of a pacifier for a small child. Jonathan closed his eyes and sucked very gently and I pushed it in and out of his mouth.
“I knew you would like that Jonathan. I love watching you suck on my cock. It gives me a wonderful feeling to share this very special moment with you. I like to see you being so vulnerable and submissive next to me.” I said as I pushed the black cock in and out of my sweet lover’s young mouth.
I pulled out the cock and began to kiss him deeply and forcefully with my tongue.
“You’re not going to tell my mother are you?” Jonathan asked.
“So long as you do as I ask, and please me, I will not tell your mother about this. It will be are very special little sexy secret. But if you ever disobey me or become difficult, then I will tell your mother everything. I will tell her that I caught you wearing my clothes and sucking on my dildos and worse. Do you understand?”
“Yes Miss Tonya, I understand.” He said.
“I knew you would sweet boy. I think it’s time that you cum for me. You have been such a good boy all day. It’s time for your reward.” I said.
I untied Jonathan’s hands and took off his chastity belt. He penis flooded with blood and he was suddenly very erect. He cried out in pain as his little cock swelled to its full size in seconds.
I turned Jonathan over on his stomach and laid on top of him. I held the black dildo in front of his mouth and asked his to suck on it for me. As he was sucking my dildo, I reached underneath him and began to stroke his sweet cock. I rubbed my pussy all over his tight butt which put pressure on his dick in my hand.
“Keep sucking for me Jonathan. That’s it. That’s a very good boy.” I said as I watched the black dildo disappear and then reappear in his tiny little sweet mouth. “You are making me very excited and doing a wonderful job on that cock. You are a natural.” I said.
I could not longer control myself and forcefully tuned Jonathan over on his back. I climbed onto his swollen cock and slowly plunged it into my soaked pussy. I straddled him and put my hands on the bra he was wearing. I pushed myself up on down on this sweet boy, watching his facial expressions as we made love for the very first time. I began to have one orgasm after another. Then I could feel his cock become more and more swollen. I reached around with one hand and grabbed his scrotum and began to pump it. He began to pump into me all of his warm cum as I continued to orgasm. When he was finished filling me with his sweet love, I pined his arms behind his head and kissed him.
“Not a bad days work huh Jonathan?” I said.
“Oh Miss Tonya, I think….well……I……I……I love you so much.” Jonathan gushed.
“I know you do Jonathan. Don’t be afraid to tell me that whenever you want to. That is a wonderful thing to tell me and pleases me very much. “ I said.
I tied Jonathan’s wrists to the bedpost again and told him to wait patiently. I ran a hot bath and then went to the kitchen and made him a fruit plate. I spoon fed him as he lay tied up in my bed wearing my panties and bra. And then I untied him and placed him in his bath.
I bathed him in sweet smelling bubbles and washed his butt for quite a while. I slipped a finger in his ass and he did not complain one bit. Rather he moaned with joy as I teased him. He had such a tight butt that I knew it was going to take awhile to train him to take my dildo up his virgin ass. For now, my finger was enough.
I dried him off and then laid him down on my bed again. I informed him that I wanted to shave parts of his body starting with his pubic hair. He never challenged me. He watched as I shaved all of his pubic hair off and made him bald. Then I slipped him into my panties again, and put his work clothes back on him, applied more lip gloss to his sweet lips, kissed him, and spanked him on his way.
“I’ll see you again tomorrow Jonathan. Bright and early.” I called out.
“Yes Miss Tonya.” He called back.
Submissive Boy, Dominant Woman sex story, confessions of a dominant woman part 2 written by Sheri Wilson.
free Female Domination sex story .
Shemale Neighbor Sex Story October 29, 2006
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Shemale Neighbor Sex Story
written by Ian
I moved into my new apartment down by the beach and the neighborhood was known for being somewhat gay friendly. I am not gay but the neighborhood is the only safe one in the area so it was either that or nothing. At first I didn’t even notice who was gay and who wasn’t but over time it became clear that I was one of the few single men in my building. There were lots of gorgeous women but they all assumed I was gay.
My neighbor that shared our balcony was a transsexual and she scared me at first. She was very forward with me from the start.
Hello neighbor, why don’t you come over and suck my cock so we can get to know each other”. Was the first thing Tonya said.
I told Tonya, the shemale, that I was straight but she thought I was just shy. She would love to sunbath her body out on the balcony and flaunt herself in her sting bikini. Then try and get me to come out and talk with her. I brushed her off at first but she was very persistent. I had to give her credit for that.
On a warm Saturday afternoon I checked to see if Tonya was on the balcony and when the coast was clear, I put on a towel and began to sunbath. I must have fallen asleep cause the next thing I knew was Tonya was rubbing sun tan lotion on my bare ass and back and legs. She was humming something about sleep baby boy sleep.
I was surprised to find that I had an erection.
“What are doing?” I asked Tonya.
“I am trying to make you horny so you will want to suck my big cock like you know you want to sexy neighbor.” Tonya said bluntly. “Is it working?”
“I thought shemales were supposed to me submissive and ladylike. “I said.
“Well sweety, I am a top. I like cut boys like yourself. I like to watch as they worship my body and most of all I like to……” she said
“Ok, ok, I get the picture here.”I said while stalling her so she didn’t find out about my hard on.
“Come on, you know you want to suck my cock sweet boy. It’s just a matter of time. I know you masturbate about me but your afraid. I like that. It’s very sweet and nice.” Tonya said.
“What about your boyfriend? Wouldn’t he be upset if he knew you were trying to seduce me?” I asked.
“Never mind him. He is not here but you are my beautiful little boy. Let’s make the most of our time together and give me a little kiss.” Tonya said.
Tonya leaned in to kiss me and I turned my head to the other side.
“What a bad boy you are. Making momma chase you so much.” Tonya said and gave me a spank on my naked butt.
“Ok, enough is enough Tonya. I’m straight and have a girlfriend and you are gay and have a boyfriend. And I’m not going to suck your dick ok? Now hand me my towel and let me go inside.” I said.
“Well aren’t we feisty? I tell you what sweetie, I am going to finish putting on your suntan lotion and then I will leave you alone if you want me to ok? There is no need to hurt my feelings. We are neighbors after all. Can I have a make up hug?”
“No Tonya, just finish what you were doing and then go alright?”
“Now that’s more like it.” Tonya said.
Tonya’s large strong hands began to work up and down my naked legs, thighs, ass, and back. I found myself oddly turned on by all this and it made me a little confused. I wasn’t gay, but I was turned on. It was a warm summer afternoon and Tonya had me very relaxed. I began to fantasize about what it would be like to suck her dick. And the more I thought about it, and the more she rubbed my back, the harder and harder my penis became until it was obvious that I was aroused my what Tonya was doing.
“See, I knew you would like it. But you hurt my feelings. I’m not going to let you suck my cock now. I am finished and you can go.” Tonya said.
“I am sorry I hurt your feelings Tonya. Thank you for the back rub. It was wonderful really. “ I said as Tonya left me there with my hard on.
The next day I saw Tonya sunbathing on the balcony and went out to talk to her. She asked me to put lotion on her and I rubbed her back and all over her body. She was really well built. She could have kicked my ass for sure. She was dark skinned and had a wonderful ass that I admit I would have like to fuck if it wasn’t attached to a cock and balls.
“Have you ever been with a man before?” She asked.
“No”
“Have you ever fantasized about being with a man?”
“No”
“Have you ever been attracted to a transsexual before?”
“Well, yes. One night in a bar I kissed a person who turned out to be a man.”
“Did you like it honey?”
“It was a little strange. I was surprised and scared by it. But I did find her attractive.” I explained.
Tonya turned over and said, “Be a good boy and do mammas front now.”
I tuned her over and saw her cock sticking out of her sting bikini. It was very large. Bigger than mine. I couldn’t help but stare at it for a few moments.
“I know you want to suck my play pole, but I am not going to let you. You are being nice to Tonya now but still, no matter how much you beg, you can’t suck my cock. So just forget about it.” Tonya said.
I laughed and continued to rub lotion all over her front. She had large breasts and her nipples were hard. I was fascinated by her and could not stop looking at her cock. She watched me and grinned.
Tonya invited me inside her apartment and sat me down and made some cocktails.
“Have you ever worn women’s clothes?” She asked.
“Maybe” I said.
“You should let momma dress you up. I can make you a beautiful little girl. It will be fun.”
“Maybe later.” I said.
Tonya and I had several drinks and talked about sex. All the sex talk was making me horny and then she led me upstairs to her bedroom and picked out some of her clothes for me to wear. I debated letting her dress me and figured what the hell. She stripped me down and then began to put panties, a bra, a skirt, a tight little blouse and stocking on. Then a pair of red high heels. Then she took me to her make up table and began to apply makeup and lipstick to my face.
I could see her 9 inch cock was erect under her sweat pants and began to stare at it.
“Now stand up pretty girl and lets walk about to get used to the shoes.”
I stood up and had a difficult time walking. I admit it was fun to be dressed in this way. She led me by the hand as we walked around the bedroom and I began checking out myself in the mirror.
“Now it’s your turn to dress momma as a man.”
I stripped off Tonya’s shirt, and then her tight sweat pants and then her panties. Her cock was huge. I then dressed her in my clothes. It was fun. We were laughing very hard trying to talk like each other. As we laughed, we embraced and our faces met. She learned forward and kissed ramming her tongue in my mouth. She grabbed my hips and held me like a woman. I was completely turned on and our cocks rubbed together. Both fully hard. It was a strange sensation. I was all mixed up on the inside.
Tonya took my quivering hand and led me to the bed and laid me down. She lifted up my skirt and pulled down my panties and began to suck my cock until I was about to cum. Then she lifted her hips over my face and inserted her large cock in my mouth. I sucked and sucked and sucked and soon she began to pump large amounts of cum into my mouth. I swallowed it all and then she inserted her finger in my ass and I came in her mouth.
What had I just done? I just sucked a cock. Sure, it was attached to a beautiful woman, but still. I was confused.
Tonya held me and started kissing me again. And again I became hard as she did too.
“What a good little girl you are. If you keep making me so horny, I am going to have to fuck you sweet little virgin ass. I know you want me to. But you have to ask me like a good girl.” Tonya said.
“Please fuck me. Oh pretty please. I will do anything you want. I need you to fuck me.” I said in my best girly voice.
Tonya took off my panties and lifted my legs with my high heels on them into the air and spread my legs. She rested her large cock on mine and kissed me deeply.
She inserted her finger in my ass and then the head of her cock. She began to fuck my ass and kiss me. She was fucking me better than I have ever fucked any girl. I was learning new things.
I came immediately. It felt amazingly good.
“Well, somebody really likes this. See I knew you were not straight, and just shy. I love my boys that way.” She said.
She kept fucking me until she was about to cum and pulled out and came all over my face. Ropes of cum on my makeup. I licked and sucked it all off.
We fell asleep together in the bed and in the morning she woke me up by inserting her cock in my mouth. I sucked her off and then she ran a nice warm bath for me and bathed me, dried me off, and put a string bikini bottom on me.
“Go out to the balcony and I will cook you breakfast and meet you there.”
I bathed in the warm morning sun contemplating what I had just done. Was I gay now? Perhaps it was just a one-time thing. Did I enjoy it? I think I did. Do I want more?
Tonya came outside with breakfast and champagne and placed me in-between her legs and spoon fed me. I was totally enjoying it. She was treating me better than any women ever had.
She began to kiss me and stoke my stomach until I was hard again. She undid the sting on my bikini bottom and bent me over and inserted her cock in my ass again. She began pumping and I came almost immediately again.
“I’m sorry Tonya. I am new at this and have not learned how to control myself.” I said.
“That’s ok sweetie, just let momma do all the work.” Tonya said.
Tonya fucked my ass until I became sore. Then she pulled out and came all over my back and rubbed her cum in.
“I have to go to work now sweetie, but when I come home, I want you in my bed and waiting for me wearing something from my closet. Do you understand?”
“Yes” I said.
Over the next month, I was Tonya’s bottom boy lover on a regular basis. I met her boyfriend a few times and he never suspected anything cause I had a girlfriend. My girlfriend met Tonya and they got along very well. Nobody suspected a thing. But we fucked and sucked each other as much as we could. I began to enjoy being fucked in the ass as much as fucking pussy. I also learned how to fuck Tonya in the ass too but she usually preferred to fuck me in the ass.
One day, My girlfriend came over without warning me and caught me on the balcony being bent up and fucked in the ass dressed like a woman. She got very upset and left. Later she called me and we talked.
“Are you gay?” She asked me?
“No. I am not attracted to men in anyway.”
“Well, why were you being fucked in the ass then?” Said asked.
“Well, it actually feels good.” I said.
“Why didn’t you tell me that and let me do that to you?” She asked.
“I am worried that you would think less of me.” I explained.
“No silly, I would have enjoyed it very much. Have you been sleeping with any other women?” She asked.
“No baby. You are the only women in my life and the thing with Tonya was just a one time thing.” I said.
“I have thought about this a lot. And I am going to try to forgive you. Actually, I am not that hurt by it because it’s not like I can ever give you what Tonya can. And I can understand that if anal sex turns you on, and you were afraid to ask me, then you would have to get it somewhere else. But now I know and I will give it to you. But you must promise to not sleep with Tonya again.”
I agreed and thanked her for her understanding. But soon Tonya seduced me again and I began to wake up with her cock in my mouth every morning.
Then Tonya’s boyfriend caught we one day. I was asleep in her bed when he came over and found me there dressed in panties and a teddy. He became very upset but also forgave Tonya if she promised never to do it again.
My girlfriend and I were having fantastic sex. She would sometimes use a strap on and sometimes dress me up. She loved it as much as I did. Then I would go home and suck Tonya’s cock and sleep with her. This went on for months until I began to feel guilty.
I told my girlfriend the truth and that I was sleeping with Tonya and I was feeling guilty. To my surprise, she told me that she fantasized about watching me being fucked by Tonya and asked if she could watch.
I asked Tonya and she agreed and asked if she could bring a friend to watch too. Why not?
Tonya’s friend turned out to be a handsome large black man named James. This made me very uncomfortable at first. Why had she brought James?
“You will see.” Tonya said.
So as Tonya began to bend me over and fuck my ass, and my girlfriend and James watched, James began to kiss my girlfriend. Tonya held me down so I could not get up. James started to undress my girlfriend and he slid his fingers inside her pussy. She was moaning, as my ass was getting hammered by Tonya’s beautiful cock. At first it bothered me but then it began to turn me on.
He bent her over next to me and we kissed side my side as James fucked my girlfriend in the ass, just like Tonya was doing to me. Tonya and James began to kiss. And soon, people were cumin all over the place.
First I unloaded as Tonya reached around and jerked me off. Then Tonya unloaded on my back. Then My girlfriend began to have multiple orgasms. Then James unloaded on my girlfriends back.
And then we all switched partners. It was like some kind of game of musical chairs. I fucked my girlfriend and Tonya and James began to suck each other off. More orgasms.
Finally, we all collapsed out of exhaustion. Tonya took my girlfriend upstairs for a shower and James and I sat on the couch. James began to message my back and shoulders and then started to rub my crotch. He turned my head to kiss him. I didn’t really want to kiss him but it was not so bad. He then pulled out his cock and told me to suck it. I did. I was not very good at giving head and James came in my mouth in under 5 minutes. Upstairs I could hear my girlfriend being fucked my Tonya. This made me very angry but James told me to calm down and relax and that it was ok.
I wanted to run upstairs but James grabbed me, pinned me down, and began to fuck me in the ass to shut me up. It worked. He was even bigger than Tonya. It was painful and I had to concentrate on relaxing my ass muscles to allow for his gigantic cock to penetrate me.
His cock was so big, I could not cum because each time I tried, my ass muscles tensed up and he just pumped me harder. It was starting to make me delirious, and then it began to make me feel incredible. It was like I was having multiple orgasms but unable to actually cum. I could hear my girlfriend moaning upstairs. Tonya was fucking her good. I began to hope they would continue so I could keep being fucked.
Soon, they came downstairs and found James pounding my ass. I was enjoying it so much that I couldn’t care less if anyone saw me or what. My girlfriend sat down to watch and gave me small kissed as I was being fucked. She also kissed James while he was inside me. Finally James came all over me and as he pulled out, I came too. Loads and loads of cum spewed out of my penis. I had never had an orgasm like that before.
Tonya made us drinks as we all relaxed.
“We have something to confess to you.” Tonya addressed me.
“Your girlfriend and I have been fucking each other for several months now and we wanted to tell you but we didn’t know how. We have fallen in love and wanted to have sex with you one last time before we told you.” Tonya said.
I was shocked. “You mean you are both breaking up with me?”
“Yes, I am sorry.” Tonya said.
“Well, I would have never guessed that.” I said.
“It’s just that I want to be with someone else for awhile. Watching you and James made me certain of it. I think you should be with a man.” My girlfriend said.
“I agree.” Tonya said. “Watching James fuck you, I could tell how much you enjoyed it. It’s ok baby. Sex is sex. As long as you enjoy it, then it doesn’t matter who it’s with.”
James leaned over and kissed me. I thought all this was very strange. On the one hand, I was being dumped and told I was gay. But on the other hand, they were right. James gave me the best orgasm of my life.
“Why don’t you just try if for awhile and think about it.” Tonya said.
James took my hand and led me upstairs into Tonya’s bedroom. He gently laid me down began to caress me and kiss me. It wasn’t so bad. He began to put a finger in my ass. I began to get hard. He began to put baby oil all over me and then he inserted he cock again. And just like last time, I could not cum because he was so large. I kept having multiple orgasms and began to moan and almost black out.
My girlfriend and Tonya opened the door and said, “I see you are in good hands now.”
Shemale neighbor sex story written by Ian.
Crossdressing Sex Story With Aunt Joan October 25, 2006
Posted by sexstory in Bi Sexual Sex stories, Big Tits Sex Stories, Crossdressing Sex Stories, Domination Sex Stories, Femdom Sex Stories, Forced to Feminize, Kinky Sex Stories, Older Women Sex Stories, Role Play Sex Stories, Sex Story, Strap On Dildo Stories.2 comments
Cross Dressing Sex Story With Aunt Joan
When I was in high school, my parents used to go away on vacation to exotic and far off places every summer. I was an only child and for them a vacation was without the kid. So they dropped me off at my father’s sister, my Aunt Joan. Aunt Joan was adopted at a young age by my grandparents and Joan was famous for always being a wild woman. She married a man once who was 40 years older than her and filthy rich. He died suddenly and Aunt Joan received millions. She was my favorite Aunt and during puberty I always used to masturbate about her.
As I got older, my summers with Aunt Joan became more and more fun and interesting. She took me around all day doing errands and hanging out with her interesting friends. Most of them were either gay, bi sexual or just plain good looking and as a teenager, the whole scene fascinated me. Such a different world from my conservative uptight parents.
The summer I turned 15, my folks went to Barbados for 3 months and off to Aunt Joan’s I went. But this year was different. Joan had moved into a huge house on the beach and there were at least 4 guest rooms to choose from. Joan took my hand and led me to the PINK room. She explained to me that this room was the only room that was finished and although it was intended for a girl, she was sure I would find it more than comfortable. And indeed it was. A large soft fluffy bed with a large mattress. A huge walk in closet, and a bay window plus a private bathroom with hot tub. Thank you Aunt Joan.
Joan and I would run her errands and go to posh shopping malls as well as fancy restaurants and she would even buy me wine for lunch. She easily won me over and I looked forward to seeing her everyday. Usually she would try on clothes all morning and I would sit near the dressing room and tell her how she looked. She looked great. She was of German decent and a large and full figured blonde bombshell type woman although not fat. She had powerful legs and butt muscles and the largest breasts I had seen up close. She could have been a porn star and she was in my mind. Everything she tried on was a size too small and she spilled out of it like milk from a glass pitcher. I had a constant hard on all summer long.
One early summer morning I woke up and began to get dressed. I noticed all the lingerie in the closet and dresser drawers in my girly pink room and decided to dress up a little bit before breakfast. I found some white thong panties with lace around the elastic edges, I slipped them on and turned around and looked at my ass in the mirror. I stuck it out just like a little slut and it turned me on a bit. Then I put on some white stockings over my legs and found some white garders to attach to them. Then I put on a small white lace bra. Just then, Aunt Joan opened the door to my room and caught me all dressed up.
“My, you look delicious” she said. “Come here and let me help you”.
My face turned red and I knew I had been caught. I just stood there.
“Now look sissy boy. If you don’t do as I tell you, I am going to tell your father that you like to dress up in panties and frillies.” Aunt Joan said.
She had me over a barrel so to speak and I did what she told me. And actually, I really enjoyed it. The thought of being my Aunt Joan’s sex slave was a dream come true for me. However I never imagined it would take this form. She had caught me in her panties and that was not the masculine image I was trying to portray. But I was just happy the relationship was turning sexual.
“I don’t like those white panties on you. White is not your color. Lets try baby blue. Come here and let me take off your panties.” Joan said.
“Aunt Joan, I don’t want you to see my penis. Can I put on the blue panties in the bathroom?” I asked.
“Of course not silly” she said. Joan grabbed me by the hair and pulled me over to her large bosom and quickly yanked down my white lace panties and took a good look at my dick. She spanked my bare bottom twice and told me never to sass her again.
“You have rather large balls for a young boy your age but your penis is not very big. I am going to call it your clit from now on. Don’t worry; from now on it will sever only as your clit. You won’t be fucking anyone with it anymore. It’s just as well sissy boy.” She instructed me.
Joan massaged my clit until it was it’s full throbbing size. Then she put on the silk baby blue panties that felt amazing as they hugged my penis and balls.
“Today we will be going shopping to buy some sexy clothes for my new sissy slut. I don’t want you stretching out my good lingerie with your oversized clit. But for now you can keep the girly clothes on and we will go shopping as women together. Won’t that be fun?” She said.
“Please Aunt Joan, I don’t want to go out looking like this. Please, I beg you. I will do anything you ask. Anything you want. But don’t make me go outside dressed like a girl.” I pleaded.
“Well, I understand that you are shy and I may not take you out today but sooner or later you are going out with me dressed like your sissy self and we are going shopping. You know you secretly want to and you know you will enjoy it so stop trying to lie to me.” She said.
“Please, not today, I will do anything.” I begged her.
“Well little sissy, there is one thing I want to do to you. I think it needs to be done to straighten out your attitude. From now on I don’t want any macho masculinity coming from you what so ever. I am going to strip you of the stupid social training you have received and make you soft, gentle, light, and as sweet as the nicest girl in town do you understand?” she said.
“I will do anything you want me to do. I promise.” I said.
“Good girl. That’s the right attitude from now on.” She said.
Aunt Joan took me gently by the hand and bent me over the side of the bed and told me to wait there in that position for her to return. I waited in that position for 10 minutes wondering what she was going to do to me. I began to hope that she was going to fuck me. Whatever she was going to do, I hoped she would let me cum. I was dying of my constant hard on.
Joan returned wearing black stockings and block high heel shoes with white panties and no bra. Her breasts were gigantic. She was also wearing a huge strap on dildo and I immediately had the urge to suck it.
“From now on little sissy, your mouth is going to be my personal vacuum. I am going to train you to suck whatever I command you to put your lips on. Let’s start with my tits.” She said.
I placed Joan’s left breast in my mouth and gently sucked on her nipple for 5 minutes until it was fully erect.
“You are excellent at that. Very good. You have got Aunties tits very hard. And my pussy is also very wet.” She exclaimed.
As I was sucking her tit, she slipped her nipple out of my mouth and gently slid her 8 inch dildo into my mouth. I opened my throat wide and began to suck on it just like my ex girlfriend sucked on my cock last year.
“Take it all inside little sissy boy. Make that cock feel nice and warm and wet. Use your tongue to gently massage it up and down and cup the balls with your little sissy hand.” She said.
I did as I was told and began to fall into a rhythm. I looked up at Joan as much as possible as I sucked her plastic cock.
“You still need lots of practice sucking on a real man cock sissy boy. But we have the whole summer for that.” She told me.
Joan pulled the dildo out of my mouth and walked around behind me. She spread my legs apart just a little and pulled my balls out from under me. Without warning, Joan put the head of the dildo against my blue panties and pushed in into my ass with my panty going first. She pushed it as deep into my ass as I could take it and held it there. It hurt at first and I moaned and whimpered despite myself. She pulled it out and pushed it in again, keeping it inside me. I whimpered again. She did this at least 10 times until my cries subsided and I began to feel the pleasure of it. Now I moaned in joy as the dildo entered my ass along with my silk panties.
“From now on sissy slut, the only pleasure you are allowed is in this way. With a cock in your ass. Only with a cock in your ass are you allowed to cum. Do you understand?” she asked.
“Yes, I understand.”
“That’s a good girl.” Joan said. She put her hands on my back and began to fuck me gently pushing my body back and forth on the bed that caused friction to my cock and then she told me to cum for her in my silk soft panties. I easily came all over myself in those wonderful panties.
“Now that you have had your pleasure, it’s my turn. You must learn to be selfless with your body and to give pleasure to others above all.” She said.
Aunt Joan tuned me over on my back, stripped off my cum soaked baby blue silk panties and lifted my legs into the air exposing my now limp penis. She splashed baby oil all over my crotch and her dildo and began easily slipped her strap on into my ass again.
“You must be able to take my entire cock in your ass without any thought of your own pleasure.” She told me.
She slammed the dildo as far as it would go inside of me and I cried out. She quickly pulled it out and slammed it in again. I was in great pain. Over and over she did this and faster and faster. I almost blacked out it was so painful. I began to cry and she began to fuck me harder. It felt like she was trying to dig a hole in my ass. I kept crying and sobbing. She stopped and slapped my face and told me to stop being such a pussy. I lay there crying as she left the room and then came back with a double headed dildo that she placed in my mouth.
“I want you to hold on to this to keep from crying so much. When you feel like crying, just keep sucking.” She told me.
I did as she said and she returned to ramming my ass. I sobbed constantly as I sucked the double-headed dildo. After about 45 minutes, my ass was numb and I no longer felt the pain. The muscles in my mouth were sore and I took out the dildo and just laid there while she continued to fuck my tight ass. And then she stopped.
“Well my little sissy, I have fucked the manhood out of you and from now on, you will be my sex slave. Don’t worry, I know you have always secretly wanted to be my sex slave. Just as I have always wanted you to be my sex slave. I have always secretly wanted to fuck your ass. I have fantasized about it since you were 12 years old. It was only a matter of time. I own you now and you are owned by me. From now on you will sleep in my bed at night with me dressed as a woman. You will come with me everywhere I go dressed as a woman. You will be my own personal shemale. Now I know that excites you as it excite me. It’s what we both want.” Aunt Joan said.
And Joan then got on the bed and spread her legs over my face and told me to suck her pussy and lick her clit. I did so with a fever and she came on my face several times. Her juices ran down my chin and neck and I just kept sucking her beautiful pussy. I felt a sense of peace being owned by her now. It was a relief in a way. I knew she would take care of my sexual needs and I would take care of hers. To be a teenager and get the chance to sleep with such an amazing woman was more than I could hope for.
Crossdressing sex story with Aunt Joan written by Ian. Unauthorized reproduction is prohibited without expressed permission. Contact sexstory@postinbox.com for permission.


