Gender Play and Feminization

[GMC56]

I've written about this before in other threads about what I get from being a bisexual male, but I recently had a chance to explore my "female" side further so I thought I'd share on the topic. My female awareness started early when I discovered that I enjoyed sucking my buddy's cock more if I imagined I was a girl when doing it. I didn't have a feeling of gender confusion really, but I had wondered what girls felt when having sex, so that's how it worked in my young brain. It wasn't long before my mind wondered to what else I could enjoy as an extension of my oral gender bending fun, so I started exploring anal play and found the "like a girl" idea worked well for that too. After a while I could slide down on my dildo and imagine it was filling my "pussy" and work myself to very interesting orgasms without touching my cock, and even cum without an erection. By the time I finally got around to having sex with another man in real life I was quite adept at imagining myself in the female role and loved the way my body would respond so differently than when I was with a woman.

With a woman my nipples have almost no response, but with a man it feels like I have breasts that I love to have fondled and squeezed. If a woman penetrates me with a finger I feel nothing sexual, but for a man I will open myself and moan from the pleasure of his cock plunging deep inside me. With a man I can have multiple orgasms and cum just drips from my swollen but not hard cock and I could go on for hours; but with a woman I have one cum shooting orgasm and need a rest. I love fucking a woman in the ass, but(t) fucking a man doesn't interest me, nor does a woman with a strap on. With a man my cock doesn't get very hard, but is super sensitive; with a woman I get hard as a rock but it takes a lot to get me off.

So that's my version of gender role-play. When I'm with a woman I respond like a man and I never think about being a woman at all. But get me naked with a man I turn into a real cock hungry cum slut with small tits, an open swollen pussy and an easy to find clit. I tried dressing the part once or twice but it didn't do anything for me, and I'd rather be naked in any case anyway.

For me , bisexual is really both worlds.

I can relate to your post very well. I too am bi, and I started dressing as a way to submit to my friend with benefits. I have since moved on from him, but the thrill and interest is still there. I have a b/f now who loves to dress me. I love to wear panties under my work clothes. The soft feeling of women's lingerie against my cock and bottom is so...hot, for lack of a better term.

When I am with him, I am so incredibly easy...it's not funny. Dressing has helped me not only explore my submissive side, but also has helped me grow and appreciate the beauty of a woman's body.

 

[jackielicker]

Pt. I

When my wife and I were first married, and had lots of time to play, she was very into making me up as a woman. One of my favorite scenes that we did was me as a girl getting made up for prom night. I played it that I was nervous, because my boyfriend was expecting sex and I didn't have much experience. Her character volunteered to teach me.

First, she made sure that I was dressed sexy enough. She made me lift my skirt and show her my plain cotton panties. "That won't do," she said, and yanked them off me. She told me to bring her a selection from her drawer. "Black's too wicked for your first time. I think pink is best." I could barely get the panties over my hardon. I slipped on the matching bra. Then she told me to change in to my prom dress. It was a deep green, slit to the knee, with layers of delicious silk. "Very nice. Your boyfriend is going to be hard." I blushed, asking shyly what she meant. She pulled me close, as if we were slow dancing. I could feel the strap-on bulging under her clothes. She ground it in to my thigh and against my "pussy." I tried to pull away. "He's going to be doing that every chance he gets, so you may as well get used to it."

 

[jackielicker]

Pt. II

I asked her what else he might do. She grabbed my face and kissed me gently, then forcefully, driving her tongue deep in my mouth. "Eww!" I said, "He's never put his tongue in there before." She told me that's not all he was going to put in. She got me in the dancing pose again, grinding against me and nuzzling my neck. "He's going to want to touch you here," she said, dropping her hands to caress my satin covered ass and pulling me against her crotch. "And here." She move around behind me and started caressing my breasts, reaching beneath the pink satin bra. "And here." As she reached up under my dress and traced her fingers around my pussy. "Are you ready for him to do that to you?" I could barely breath as I said "Yesss."

"And what are you going to do to him?" I blushed. "Kiss him?" I offered. "It's prom night, dear," she laughed. "He's expecting alot more than kisses." She hiked up her skirt, showing me the strap-on I'd only felt earlier. It was 8" and very thick. "Touch it," she said. I reached out and patted it. "No! Grab it!" I grabbed it. "Now stroke it." I stroked gingerly up and down the shaft, working it like my own dick. "Now, suck it."

 

[noisymother]

Pt. II

I asked her what else he might do. She grabbed my face and kissed me gently, then forcefully, driving her tongue deep in my mouth. "Eww!" I said, "He's never put his tongue in there before." She told me that's not all he was going to put in. She got me in the dancing pose again, grinding against me and nuzzling my neck. "He's going to want to touch you here," she said, dropping her hands to caress my satin covered ass and pulling me against her crotch. "And here." She move around behind me and started caressing my breasts, reaching beneath the pink satin bra. "And here." As she reached up under my dress and traced her fingers around my pussy. "Are you ready for him to do that to you?" I could barely breath as I said "Yesss."

"And what are you going to do to him?" I blushed. "Kiss him?" I offered. "It's prom night, dear," she laughed. "He's expecting alot more than kisses." She hiked up her skirt, showing me the strap-on I'd only felt earlier. It was 8" and very thick. "Touch it," she said. I reached out and patted it. "No! Grab it!" I grabbed it. "Now stroke it." I stroked gingerly up and down the shaft, working it like my own dick. "Now, suck it."

I'm here . . .

waiting for part III

 

[jackielicker]

Pt. III

"Suck it?" I stammered. She started rubbing her cock against my face. "Open up, you pretty little bitch." I opened my mouth and she drove her cock home, gagging me a little. She drew it out slowly, and coached me on how to love a cock with my mouth. "Lick up and down. Swirl the head. Take it deep. Oh, yeah. He'll be coming in no time." I sucked her off for about five minutes, getting sloppier and sluttier as I went. "Your a quick study. Are you ready for your final exam?" She grabbed my hand and led me to the bedroom. She kissed me deeply and sat me on the bed. "If you're lucky, your boy will do this." She hiked my skirt and began licking my pussy through my pink satin panties. I squirmed and squealed as she licked me, pulling aside the panties to dart her tongue in my ass and lick under my balls. My cock was dripping with precum and she used it to lube her finger, which she then put gently up my ass. I squirmed again. "What are you doing?" I pretended not to know. "It's what I'm going to do," she said and pushed me back on the bed. She pushed my legs back, so that the prom dress rode up around my waist."

 

[jackielicker]

Pt. IV

I heard her spit into her hand. I closed my eyes, afraid, but wanting it so much. I felt the head against my hole as she rubbed it around, pushing it in a little and drawing it back out, never going past the ring. "Do you want it? Do you want me in you?" she demanded. "Yes," I said, "Yes."

"Then ask for it!" She started slapping my balls and ass with the dildo, dragging it across my hole. "Please," I said. "Please what?" "Please give me your cock." She spit into her hand again and lubed her hardon. She shoved hard and her cock drove into me. I gasped and nearly came. She gave me a minute to get used to it. "Do you like this, baby?" I nodded. "Then say it." "I like it." "What do you want me to do to you?" She gave a little jab."Do you want me to fuck you?" Yes, I said. Yes, please fuck me. She drew back to the tip and then drilled it home and ground it against my ass. I could feel her pushing against my pantied covered balls and my cock leaked even more precum. She hooked my legs over her shoulders and hammered my ass as she licked my neck and ears, growling to me how much she loved fucking me and how she was going to make me come.

Her cock felt great in me. I felt I truly was a girl getting savaged on her prom night. I moaned as her cock went in and out of my pussy. She would grind deep into me, making my gland tingle in a way I'd never experienced. Then she'd saw in and out very quickly and greedily, like a real high school boy. I could feel my orgasm building in the lowest parts of me. She kissed me roughly, shoving her tongue down deep and drenching my face with saliva. I could only moan as my ass started clenching and throbbing and my hot come jetted against my panties, soaking them and dripping around my cock and balls. She ground against her end of the dildo and shuddered with orgasm. I could feel it quaking in my ass as she came.

We never quite repeated that scene, but have played alot of other games. It's harder now with an active, curious kid in the house. I once had to explain about daddy's "battery tester." Vacation is coming up, however, and the kid is going to grandma's for a week.

 

[noisymother]

The Prom Queen and the Drag King

The above story reminded me of an SRP that a friend and I did -


http://forum.literotica.com/showthread.php?t=624831

 

[bi golly]

I've written about this before in other threads about what I get from being a bisexual male, but I recently had a chance to explore my "female" side further so I thought I'd share on the topic. My female awareness started early when I discovered that I enjoyed sucking my buddy's cock more if I imagined I was a girl when doing it. I didn't have a feeling of gender confusion really, but I had wondered what girls felt when having sex, so that's how it worked in my young brain. It wasn't long before my mind wondered to what else I could enjoy as an extension of my oral gender bending fun, so I started exploring anal play and found the "like a girl" idea worked well for that too. After a while I could slide down on my dildo and imagine it was filling my "pussy" and work myself to very interesting orgasms without touching my cock, and even cum without an erection. By the time I finally got around to having sex with another man in real life I was quite adept at imagining myself in the female role and loved the way my body would respond so differently than when I was with a woman.

With a woman my nipples have almost no response, but with a man it feels like I have breasts that I love to have fondled and squeezed. If a woman penetrates me with a finger I feel nothing sexual, but for a man I will open myself and moan from the pleasure of his cock plunging deep inside me. With a man I can have multiple orgasms and cum just drips from my swollen but not hard cock and I could go on for hours; but with a woman I have one cum shooting orgasm and need a rest. I love fucking a woman in the ass, but(t) fucking a man doesn't interest me, nor does a woman with a strap on. With a man my cock doesn't get very hard, but is super sensitive; with a woman I get hard as a rock but it takes a lot to get me off.

So that's my version of gender role-play. When I'm with a woman I respond like a man and I never think about being a woman at all. But get me naked with a man I turn into a real cock hungry cum slut with small tits, an open swollen pussy and an easy to find clit. I tried dressing the part once or twice but it didn't do anything for me, and I'd rather be naked in any case anyway.

For me , bisexual is really both worlds.

This was smokin' hot.

 

[yr_sissy_toy]

wow

It's definitely something I fantasize about while with partners, but I haven't gotten up the gumption to confess my fantasy yet. Hopefully soon!

 

[bluesky496]

Greetings all you good kinky people!


I wanted to ask the crowd if there are any men or women who enjoy gender play, i.e. dressing as and/or acting as the opposite gender for sexual gratification. If so, I'm curious as to what drives you, what do you crave, how do you express this need (clothes, makeup, affectations, stereo-typical gender activities, sexual performance as the opposite gender, etc.)

I've had experience with several sissies (men who craved to be feminized, used, and dominated) but it is still limited. I'd enjoy more insight from source as it were.

Thank you!

Satin

i dress as a woman to attract men, i take it as far as i can without surgery , the clothes the make-up, the mannerisms ,typically female activities ,cooking cleaning ,having flowers around and my sexual performance is what might be described as typically feminine ,submitting to the mans wishes .
i pluck my eyebrows , wax my legs and bikini area ,i have my nails done regularly and i love clothes shopping and of course my lingerie must match ,not for me different coloured bra and panties.
my favourite look is 50s style housewife , full skirt and lots of petticoats .
i have tried to perfect the walk , sitting like a woman ,holding my cup or glass the right way and yes i always sit to pee . i hope that helps in some way .x

 

[stickygirl]

Hi Blue - when I clicked on the start of this thread I thought 'not another ancient thread revived' but when I started reading, there are some great posts: people bothered to write intelligent replies in those days ( 2009 ). So thanks for finding it

So, a question to you. Is your role playing ( if that's the right description ) sexually driven? That's to say, is it a kind of foreplay with sex being the end result?

 

[bluesky496]

Hi Blue - when I clicked on the start of this thread I thought 'not another ancient thread revived' but when I started reading, there are some great posts: people bothered to write intelligent replies in those days ( 2009 ). So thanks for finding it

So, a question to you. Is your role playing ( if that's the right description ) sexually driven? That's to say, is it a kind of foreplay with sex being the end result?

mostly yes it is sexually driven but i just enjoy being a woman for a while ,well a lot really ,i love the clothes , the make-up, getting wolf whistles , getting flowers and i enjoy being treated as a woman and if sex comes at the end of so much the better .
having said that i enjoy being a woman with my female friends too,sitting round gossiping , flicking through magazines ,discussing fashions and make-up and hair styles and i do enjoy being the one to make the tea or coffee and clearing up after them ,i suppose i am more feminine than most guys and i enjoy it .
not sure if that answers your question honey ,x Lucy

 

[stickygirl]

Yea, it does, thanks for responding I guess I'll always find myself trying to work out this whole gender jigsaw. Some of those old posts were really interesting.

 

[StacyTG]

Yea, it does, thanks for responding I guess I'll always find myself trying to work out this whole gender jigsaw. Some of those old posts were really interesting.

Sometimes I wonder if it's a puzzle I even want to try and figure out anymore. I'm tired of trying to be what society tells me to be. I just want to be...me.

 

[haurni]

I've long felt that I'd have rather been female but I don't think I'm trans in the fullest sense. I played a female character (my 'alter ego', in a sense) in a MORPG for the last 8 years or so (including a lot of sexual roleplay) and fairly regularly have masturbation fantasies in which I'm female, but apart from that my practical experience with genderbending is some recent casual at-home crossdressing, which will probably remain my outlet for the foreseeable future.

I admit that it would be interesting to have sex with a guy while dressed as a woman but I don't have any fantasies about being particularly slutty or bimbofied or any D/s scenarios. (That said, I also have fantasies about serving a bunch of guys as a guy.) Nor do I have any great urge to get all dolled up or sit around doing my nails. I have found that I do rather enjoy the less constricted feeling of dresses and skirts in general and *cough* of dressing to have breasts.

 

[Donnacdme69]

I agree about the old posts a lot of the are very well thought out and well put. I have been dressing in women's cloths as long as I can remember. I think it started because I could always talk to my mom and have a good meaningful conversation with her, with dad it was more of matter of fact and how to lessons. As I grew I dated several women always looking for a relationship and trying to form that before trying to score. I always found it interesting that I could talk to women so much easier than to men. I don't consider myself especially feminine as I have many interests that are mostly stereotyped as male activities. I think what really triggered my desire to be more feminine was my relationship with my wife. She was the one who came onto me first and I really appreciated that. I didn't have to wonder if she found me funny or attractive she just came right out and let me know. After spending more than 20 years with her I grew so close to her that all I wanted to do was to please her in any way I could, and especially in the bedroom. I would spend lengthy periods of time going down on her and just enjoying watching her squirm and shake with delight. Although she very seldom returned the favor I didn't mind but I think that brought out a desire to try to please a man and watch his reactions to see if I could make him feel as good as I know I did her. I am still very much more drawn to women than men but if I could find a woman who would be more on the dominant side I would be in Heaven. Not that I want to be whipped or beaten by dominant I mean someone who would show me how much they appreciate me and want to please me I really miss that part of a relationship. Sorry I got to rambling but this is one of the best threads I've seen on here.

 

[bluesky496]

I agree about the old posts a lot of the are very well thought out and well put. I have been dressing in women's cloths as long as I can remember. I think it started because I could always talk to my mom and have a good meaningful conversation with her, with dad it was more of matter of fact and how to lessons. As I grew I dated several women always looking for a relationship and trying to form that before trying to score. I always found it interesting that I could talk to women so much easier than to men. I don't consider myself especially feminine as I have many interests that are mostly stereotyped as male activities. I think what really triggered my desire to be more feminine was my relationship with my wife. She was the one who came onto me first and I really appreciated that. I didn't have to wonder if she found me funny or attractive she just came right out and let me know. After spending more than 20 years with her I grew so close to her that all I wanted to do was to please her in any way I could, and especially in the bedroom. I would spend lengthy periods of time going down on her and just enjoying watching her squirm and shake with delight. Although she very seldom returned the favor I didn't mind but I think that brought out a desire to try to please a man and watch his reactions to see if I could make him feel as good as I know I did her. I am still very much more drawn to women than men but if I could find a woman who would be more on the dominant side I would be in Heaven. Not that I want to be whipped or beaten by dominant I mean someone who would show me how much they appreciate me and want to please me I really miss that part of a relationship. Sorry I got to rambling but this is one of the best threads I've seen on here.

dont think of it as rambling on ,think of it as sharing honey.x