Kinky Sex Stories

Role play sex story. Forced to Feminize boyfriend becomes a strapon sissy slut. Part two.

Role play sex stories written by Miss Evette.

My boyfriend stepped out of his girly bubble bath and I dried him off with a towel. I was careful not to mess up his lipstick. First I spread his legs and lifted up each foot and slid a pair of my white lace panties up his legs and over his cock.

“Evette, do we really have to do all this? You made your point already.” My boyfriend said.

“Now hush my sweet sissy boy. You are going to ruin your lipstick with your talking and that is going to make me upset. You don’t want me to be upset now do you?” I said.

Next I put a white lace bra on my boyfriend. I have big tits so of course it did not fit him correctly. I stuffed his bra with toilet paper.

“How does it feel to have big tits sissy man? Feels wonderful doesn’t it? But you are not allowed to play with them. Only I can.” I instructed.

Then I sat him down on the toilet and lifted each leg while I put on a pink stocking. It was bright pink and without the hair on his legs, it looked very sexy. Almost better than my legs.

“Now aren’t you glad that I shaved you bare? All that unnecessary hair is gone and you are free to enjoy the full sensation of lace panties and bra, and these delicious pink stockings. I am going to pink and pamper you my sweet strap sissy.” My pussy began to get wet again. I loved talking to him this way. “Momma just loves to dress her little sissy slut up. You are my own personal Barbie doll aren’t you?” I said.

I found some red high heels that barely fit my boyfriend, and strapped them on him. It was difficult to decide what else to cross dress my boyfriend with. I finally found a short pink teddy with fluffy pink ruffles around the bottom to dress him in. It was such a sight to see him so humiliated like this. And I could not believe how much it was turning me on.

“You are such a sweet little sissy.” I said. Just saying the word sissy to him made me cream in my panties.

I put his hair in little pig tails and applied more makeup and lipstick to his face. I think secretly, he was loving the attention I was giving him. Men don’t often get this much attention from anyone. He stood still and although I know he was embarrassed and being forced to cross dress, he also would let out a tiny giggle. Plus, his penis was half erect in the white lace panties.

“There, now you are all pinked and pampered up. Ready to hit the town. You know sweetie, there is not a man out there who wouldn’t want to have you.” I said.

“Evette, don’t say things like that ok?” My boyfriend said.

“Why not honey, you obviously enjoyed sucking my cock in the bubble bath, and I can see that you are enjoying this cause you are starting to get a hard on. “ I said.

“Stop it Evette.” My boyfriend protested.

“It’s ok sugar sweets. We can keep this our little sexy secret. Now follow me to the bed in your high heels.” I told him.

My boyfriend could barely walk in his red high heels. That made me even more horny watching him so helpless. He looked hot and for a moment, it crossed my mind that I would enjoy watching another man have his way with my crossdressed boyfriend. But I put that thought on the shelf for another time.

I sat down on the bed and told my sissy boyfriend to lay across my lap. I massaged and caressed his butt slowly as it lay there in the air, exposed. I slid down his panties and began to spank him.

“From now on, you are going to be my little sissy slut boy toy. You will do as I say and not speak unless I ask you too. I think you and I will both find this to be more relaxing and more fulfilling. I have allowed you to be in control, and look where we ended up. You stopped fucking me, worked too much, and I almost fucked another man. That’s not very good leadership honey. It’s my turn to run the show. And you are going to star in this show as my own personal Barbie doll.” I said as I spanked his bottom until it was red. I could feel his cock bulge on my lap and I knew he enjoyed being spanked, as much as I enjoyed spanking him.

I stood my sissy boyfriend back up and slid his panties up as well. His penis was hard and sticking straight out of my panties.

“I am surprised to see you hard again my dear. I just fingered you in the tub 30 minutes ago. I have never seen you this horny before. Perhaps it’s cause you like what mommy is doing to you.” I said. “Now I want you to walk over to my dresser draw, bend over, and open the bottom drawer and tell me what you see.”

My boyfriend walked clumsily to the dresser, bent down exposing his tight little ass, and opened the draw.

“I see several dildos in here.” He said.

“I want you to pick out the one you like best, and then take the harness out as well, and walk back over to me.” I said.

My boyfriend chose the medium sized white dildo. It was about 6 inches long and very thick. He shyly returned to me with the harness too.

“Now hold out your hand and show mommy what you found.” I said. “Good boy. Now watch as I put your dildo onto the harness because next time, I am going to make you do it. And watch how I strap it on. See? Good boy. Now get down on your knees and suck this new cock that you have found.” I said.

My boyfriend was not so willing this time, I had to firmly place my hands on his shoulder and force him down to his knees. He turned his face away and I slapped it back. That turned me on quick to slap him in this way and so I slapped his face again, and again until I was dripping wet inside my panties. Still he refused to take the cock in his mouth.

“Ok sissy, you are shy right now. Perhaps two blow jobs in one night is too much for you. We are going to have to work on that, but if you don’t want my cock in your mouth, then I am going to feed you my soaked pussy cause slapping you around just turned me on.” I said.

I took my boyfriend by the hand and lay him down on his back on the bed. I straddled him and put my hips over his pretty mouth.

“Now make mommy cum all over your face”. I said. And my boyfriend licked my clit and sucked my pussy like a champ. While he was eating me out, I began to finger his ass again. And took the strapon dildo and began to force it into his virgin ass. He was very tight and the 6 inches would be too much.

“I am going to get a butt plug for you to wear around the house while you are working on the computer. We need to stretch your little sissy asshole out a little so momma can stick her nice thick cock up there for her sissy slut.” I told my boyfriend as he continued to lick my pussy. I began to cum all over his pretty little mouth, over and over I came while he ate my pussy. When he stopped, I asked him, “Did you stop cause you are ready to suck my cock?” He started eating me out again.

After about 30 minutes of cumming all over his face, I was ready to fuck him in the ass. I stood up and slid the inch dildo into my wet pussy to lubricate it. I then lifted up my boyfriends legs into the air and rested them over my shoulders. He looked so hot in this position, dressed up in all my clothes. He looked delicious and I began to fantasize more about watching a real man have his way with my boyfriend.

I had been dreaming about this role play story for a long time now. I don’t know why, but I have always wanted to fuck my boyfriend in the ass. One, he has a great tight little ass and hips that scream out to be fucked. And two, I always wanted to see him in such a vulnerable position. I have fantasized about fucking him, in the way he has fucked me.

“This is a very special moment little sissy. This is the moment that you are about to lose your virginity. I am very excited that I can be the one to take it from you. I promise I will be gentle with your girly butt. It may hurt at first but I know that over time, you are going to learn to enjoy this very much.” I said.

I placed the tip of the dildo into my boyfriend’s ass and slowly pushed forward. I watched his face as he took my cock. He closed his eyes and turned his head.

“Open your eyes sweet sissy and turn your head so I can see you. We are going to share this special moment together.” I said.

I pushed the 6 inch strap on cock all the way in his ass. “Very good sissy slut, you can take the whole thing, momma is impressed with her submissive boy. Now try to relax and enjoy it.” I said.

I began to slowly work his virgin ass, I fucked him softly and gently and watched his face twitch. He moaned in slight pain as I fucked him in the ass. I took his hand in mine and he gripped it tightly while I fucked him.

“Oh, you do not know how much I am enjoying watching you get fucked in the ass. I am about to cum again sissy boy, all over this strap on dildo.” I said.

I turned my boyfriend over on his face and asked him to stick his ass way up in the air for me. I inserted my strap on as far as it would go into his ass and reached around his hip and took hold of his penis.

“Now I want my sissy slut to cum for me.” I said as I stroked his penis and fucked him in his girly hole. He came very quickly in my hand and cried out.

“Congratulations sissy, you are no longer a virgin, you are my strap on sissy slut. Tonight I want you to sleep with me in your girly clothes. I will hold you tightly as we fall asleep together. I am so proud of you baby. You have pleased me very much and I have never loved you more. I want you to get plenty of sleep because Charles is coming over to visit us tomorrow afternoon.” I said.

“What?” My boyfriend said.

“Hush now, and sleep.” I instructed.

I held him close, he in my sexy lingerie and me in my sexy lingerie. It was a wonderful feeling. I stroked his head softly as we feel asleep and I began to fantasize about another role play story. One that involved watching my sissy boyfriend sucking another mans cock.

Role play sex story. Forced to Feminize boyfriend becomes a strap on sissy slut. Part two. Look for role play sex story coming soon.