Cuckold Stories August 7, 2008
Posted by sexstory in Bi Sexual Sex stories, Cheating Wife Stories, Cockold stories, Crossdressing Sex Stories, Crossdressing Stories, Cuckold Stories, Domination Sex Stories, Femdom Sex Stories, Group Sex Stories, Kinky Sex Stories, Older Women Sex Stories, Role Play Sex Stories, Romantic Sex Stories, Sex Fantasies, Sex Stories, Sex Stories For Women, Sex Story, Strap On Dildo Stories, Taboo Sex Stories, Three Some Sex Stories, True Sex Stories.Tags: Cuckold Stories, Kinky Sex Stories
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Cuckold Stories. Submissive Cuckold for Dominant Older Woman Sex Story Stories.
True Cuckold Stories written by Ian Moore.
This cuckold story begins very innocently wanting to please my new bride. I met and fell in love with a beautiful woman who happened to be 9 years older than me. She was very sophisticated and had a great job and lived very well. When I met her, I was still struggling with my own career and was easily seduced by her higher level of lifestyle. She also had gorgeous friends that always hung around who were rich and powerful themselves. At times I felt a little like a boy toy but I was very well taken care of for the first time in my life.
Although Julie and I were several years apart, we had the best sex I had ever had. She made me feel very comfortable and seemed to know exactly what I liked and how I liked it. She would always make sure I was satisfied first, then she would instruct me on how she wanted to be pleased and in what way for that day. Julie was a sensual powerhouse of seduction and I felt honored to be the center of her attentions.
One day Julie spilled wine on my shirt and told me she would wash it immediately.
“I’m so sorry sugar, you must take off your clothes and go take a shower why I wash them.” Julie said.
I sheepishly did as she said and while in the shower Julie came into the bathroom.
“DId you clean my shirt Julie?” I asked.
“Not yet sweet pee, but soon. In the meantime I am laying out some of my clothes for you to wear ok?” She said.
“Thanks” I said. When I exited the shower I found a pink silk bathroom that was short cut. It was the very same bathrobe Julie was wearing when I had sex with her the first time. I also found a pair of white panties, knee high black stockings, and a bra. I was a little confused so I stuck my head out of the bathroom door.
“Julie, where are the clothes you want me to wear?” I asked.
“Right there sugar plumb.”
“You mean your clothes? ” I asked
“Of course sweetie” and she came into the bathroom. “Now my love, I want you to wear these for now ok? It’s not too much to ask after all I do for you is it? Besides, haven’t you ever fantasized about wearing my clothes?” She asked.
“Well, maybe, but I’m not sure.” I said.
“Oh don’t be so silly, just put them on. Do you need my help putting them on?” She asked?
“Well……..I guess so.” I said.
“That’s better sugar. Trust me, you are going to enjoy this as much as I am. Now come here and let me slip my panties on you. Haven’t you always wanted to feel the pleasure of silk around that beautiful sweet cock of yours? ” My finance said.
Julie dressed me up in all her lingerie and then even put makeup on me and bright red lipstick on my lips.
“I have always wanted to put lipstick on those luscious full lips of yours. You have very feminine lips sweetie. They are sensual and deserve lipstick. Don’t you like how pretty I’ve made you?” Julie said.
“I feel a little silly Julie. I mean this feels kinda strange. Are you sure you enjoy doing this?” I asked.
“Oh yes, seeing you like this only brings us closer and it is really turning me on to see you so pretty and pink. It’s ok if it feels good to you. It should. It feels good to me and you want to please me and make me happy don’t you sugar?” My finance asked.
“Yes Julie. You know I love you.” I said.
“Well then let yourself be spoiled and allow the soft feminine things you have on to envelope you completely until you are relaxed and unguarded. Do you understand?” She said.
It did feel good once I relaxed. And I could tell that Julie was getting really hot because she began to massage her clit with her finger and then she stuck her other finger in my mouth as I watched her. I began to get hard and could feel my penis swelling with blood in my girlfriends white panties. Julie noticed it.
“Very good my sweet boy. You are finally enjoying this as much as me. Would you like to follow me to the bedroom?” She asked.
Julie gently took my hand and led me towards the bedroom. She lay down and placed me on top of her and reached down and slid my throbbing dick out of the panty. Then slowly inserted my cock into her soaked pussy and began to moan. She kissed my painted lips very very softly and and the asked me to close my eyes and open my mouth.
then my finance slowly inserted a black rubber dildo into my mouth which cause me to open my eyes very wide, which caused her to laugh , but because the rather large cock was in my mouth I was unable to protest.
“Now don’t fight it sweet boy. This is exactly what those painted lips of yours are made for. Sucking cock. Try to relax and take it deeply. Show me how you would want your cock sucked to perfection.” She said.
I did as my lover instructed and soon found that the act of sucking the rather large black dildo in my mouth began to relax me and turn me on knowing I was being watched.
“Oh that’s lovely. Your pretty red lips look wonderful as they move up and down on my cock. I am going to cum now.” And I felt as my lover began to climax all over my cock that was thrust deeply inside of her.
“Keep sucking my baby, this is driving me crazy.” She said.
After Julie had cum several times, she pulled my penis out of her and laid me on my back. She slowly took off my panties and and began to lube up my virgin ass hole.
“You have been so good baby that I am going to give you a special treat.” She said and I moaned as she spread my cheeks and gently pushed her black dildo into my virgin ass. “Yes, mommy likes that very much.”
Just as she said that I came all over the bed.”Sorry Julie, I couldn’t help myself. It just felt so fantastic.”
“Well, I see my pretty pink girl likes this a little too much. We are going to have to work on you so that you don’t come so quickly. Perhaps a cock ring will do the trick. For next time my darling.” Julie said.
Over the course of the next 3 months, Julie would dress me up and fuck me. We still had regular sex as well and it all kinda mixed together. I began to get worried because I enjoyed her dressing me in her lingerie and panties so much, and then her using the strap on too, but we were having great sex every single day and I figured that was what was important.
Then one day Julie dressed me up and then tied me to the bed for my daily strap on training. She put a blindfold over my eyes and began inserting her strap on dildo into my mouth. The next thing I new, I was sucking what seemed to be a real man’s cock. I began to gag a little but Julie stroked my head and whispered into my ear, “calm down baby calm down. This is your birthday present. Open up and suck it all down. There is a surprise waiting at the end of it all.”
Then this strange cock that was in my mouth began to spew cum down my throat and I began to gag but realized it was much easier to just swallow it which I did.
“Very good boy my sweet pee. Very good boy.” Julie took my blindfold off and I saw a very buff older man smiling down at me. “Say hello to Jason.” She said.
“Hello Jason” I said.
“Jason is your big birthday surprise. I want you to do whatever he asks of you ok sweet cheeks?” She asked me.
Julie walked over to the other side of the room and began to insert her favorite sex toys as she watched Jason have his way with me. Jason threw me around the room like a little bitch and Julie smiled at me the whole time.
“Now don’t forget to take notes about how a real man should fuck. You can always learn something from everyone.” She said.
Jason first bent me over the bed and as soon as he inserted his very large cock into my ass, I came. Julie was not happy.
“I thought I trained you not to do that. We are going to have to get the cock ring out so Jason can have his pleasure, and I can have mine too. Next time, I’ll make sure you come before Jason fucks you.” Julie said.
“Next time?” I cried as Julie placed the tight fitting cock ring over my penis.
Jason fucked me in every position I knew of and some I didn’t know of too. Julie watched and came over and over again and giggled. She took a picture of me too. Being my first time with a real man.
When Jason was ready to come, he pulled out and took off his condom and placed his hand on my jaw and opened it. He then shot another load into my mouth.
I was exhausted.
“Now come here sweet boy and take my seat with my dildo and I’m going to take your seat with Jason.” Julie said.
“Wait a minute Julie, I never agreed to this.” I said.
“Well fair is fair, I let you get fucked didn;t I? Now you have to let me! I’ll let you play with my dildo and you can masturbate too. I’m not that mean. ” Julie said.
I sat back in the chair as I watch a very muscular man with a bigger cock than me fuck my soon to be wife. It was very very difficult. Then it started to turn me on. Then I saw Julie getting rammed hard and fast, then I got even more excited. Then I watched her cum, then Jason came, then I came again.
After Jason left that first night, Julie took me to bed and began to kiss me and rub my cock.
“That was a very good boy today. I loved watching that cock go in and out of you. Didn’t you enjoy the same?” she said as she reached down and placed my hard cock inside her moist pussy.
“My sweet little boy, I can barely feel your cock in my pussy after Jason stretched it out so much. I bet your ass must be the same.”
Cuckold Stories. How my wife turned me into a cuckold. Storied of Cuckold and kinky sex stories.

All of the stories I read like this turn me on until the woman has sex with another man against the cuckold’s wishes. Is it possible to be a sissy and monogamous?
No it isn’t really possibe. You aren’t man enough to please her. And deep down inside of your self you know it. So just give in and let her show you your place. you will be much happier then.
Love the pic of being on my back in seamed stockings and high heels and having a real man take me.
I have always dreamedabout being taken by a Jason, on myh own besd aand in front of my own husband. This finally happened when I invited a new employee of mine from the nursing home to have dinner with my vhujsband and I.
He, after diner, had a very friendly chatwith my husband, tied him up by our bed, and then se duced the hell outof me. I had no will to stop as I felt his black hands going up my bathrobe and peeling away my silk white panties. penetrating my front hole with his thick fingers and then my rear hole as his cock, about 9 by 5 slid into my vagtina and make me scream my heade off. I could not stand it his big coc kas i CUMMED OVER AND OVER AND SEEING MY HJUSBAND SQUIRMING UJP IN FRONT OF MY VBED JUST DROVE ME INTO WANTING MORE AND MORE FRO MRFEAL HUNK MEN.
I love geting dressed up in thigh hi pantyhose pink slik thong pantys and jacking off while my wife fucks me with her 10 inch strapon. She has been making me her bitch for 3yrs and just now shes finally pounding me as she calls me a whore or slut last nite she made me ride her cock and cum on her tits. After i came she grabed my heap and forced me to her cum soaked tits and said now bitch clean me off with your tounge and swallow every drop of your own cum like a good whore. I did as she said and i loved every second of it. Now if i can find a willing man 2 fuck me while she watchs i would be set.
I liked the storie it sounds like you have found your place. Once you admit to what you truly are it all seems to go smother and a lot more enjoyable. Doesn’t it?
oh what a beautiful stories wish i could have it happen to me i want to be treated likea slut
I want to be like a cuckold while show my gf faked pics to a rich strong guy while he say hot and dirty thing abt losing my gf to him. Please reply me if u like online chat abt my gf.
helplesskhan@yahoo.com
It took me a long time to get started but now that I have I can’t imagine ever not cuckolding my husband. He wanted me to do it for a couple of years, before we actually started doing it. But he was right I should be in charge and pleased.
At first I would go out to a bar and get picked up and fucked. Now I bring these men home and make my sissy husband watch as men fuck me right in our bed. I have now also trained my sissy to get fucked in the ass and to suck mens cocks to clean them up or get them ready for me. This is especially important when I have more than one man in for the night.
One Saturday not long agao. My wife told me she wanted to have a serious conversation with me. That sounded bad to begin with,but I agreed. She started out by telling me that I just couldn’t please her sexually. That my cock is to small and that I can’t hold my cum long enough. This was very depressing to me as you might imagine. She then went o to say that she loved me but has been having sex with other men. I had no idea,Iguess that I just trusted her to much. Although I should have had my doubts looking back. She was a real slut growing up. She fucked every guy in the neighbor hood at some point.
She went on to tell me that she prefered that we stayed married,but that no matter what she was going to fuck other guys. And that she had been fucking her boss and other guys for the last two and a half years. This was shocking because we had only been married for a little less than three years.
We of coarse had a big agruement. But after ward she told me to search for cuckold sites on my computer. That there was lots of coupless that remained married and lived this life style. And that in order to stay married I would just have to adjust and embrace this life style. After much research and talking to these couples I agreed. I did set some rules that made it exciting for me. Things like when ever possible I wanted to watch. And that when I just couldn’t she would masterbate me and tell me ever last little detail.
She had some rules to. They are that she could fuck any one that she wanted,even if I knew the guy. And she could fuck guys of any race. also she wanted to try multiple men at one time. then she hit me with the hardest rule of all. I would have to become a sissy.
I would have to let her fuck me with a strap on and eventually suck her bulls cocks. And I would also have to eat their cum out of her when they were done. also she would at her descretion be able to bring men home and fuck them right in our house in our bed.
Well iguess I am a sissy because I agreed to every last rule. Now she goes out Friday and saturady nights. Dresses like a little slut. I even have to help her pick out what to wear. Some times she doesn’t come home until the next day, some times she brings a man home and fucks the right in our bed.
i don’t always get a chance to watch but she gives a preferance to men that are confident enough to let me watch. I love to be naked and stand in the corner watching and masterbating.
She also has begun fucking me with a large black strap on. I’m getting used to it and even beginning to enjoy it She also makes me suck on it. She says that pretty soon I will be sucking on a real cock. I do now very much enjoy eating her out after one or two other men have fucked her. If I had thought about it a long time ago I guess that maybe I could have seen this coming. I had froiends of mine tell me that when we were going together that they had fucked her and that after I had dropped her off other guys would pick her up and take her out.
you are either gay or will become so in short time…assuming this is not mere fiction but yur fantasy
I am a young, full breasted Italian girl named Christine (Chris, for short.) if any of you wanna have fun over email, email me anytime at chris.blackwell33@yahoo.com