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Thread: SO and sex (as a woman) *straight male CD only please*

  1. #26
    Aspiring Member Leelou's Avatar
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    Hi Kas, I'm also a straight crossdresser and have no desire to be with men. I've been out as a CD to a few different women and have been fortunate enough to dress in bed with all of them. They were all accepting, and one of them was especially into it.

    I think that once you've lowered your defenses enough to come out as crossdresser to a woman, it's just a natural progression to take it into the bedroom. It's really just getting to know what they're comfortable with, then enjoy!

  2. #27
    Junior Member Susan Smokes's Avatar
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    Yes, I have played the female passive role while dressed, and I enjoyed it very much. it was something we were both interested in trying, so we turned the fantasy into a real life role play experience. I have questioned my sexuality since I became a crossdresser, but for now I still consider myself a straight male crossdresser.

  3. #28
    Member Trione's Avatar
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    My late wife liked to switch roles at times. I have had sex dressed as a woman and being the woman. Have enjoyed everything that we tried.

  4. #29
    AKA Lexi sometimes_miss's Avatar
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    Quote Originally Posted by Kas View Post
    I would like to know how you got the ball rolling.
    Never had an SO who was into it, so I can only describe my experience with a 'professional'. I just asked how much extra it would cost. I was happy with the answer: "Hey, whatever floats you boat, It's your dime!"
    Some causes of crossdressing you've probably never even considered: My TG biography at:http://www.crossdressers.com/forums/...=1#post1490560
    There's an addendum at post # 82 on that thread, too. It's about a ten minute read.
    Why don't we understand our desire to dress, behave and feel like a girl? Because from childhood, boys are told that the worst possible thing we can be, is a sissy. This feeling is so ingrained into our psyche, that we will suppress any thoughts that connect us to being or wanting to be feminine, even to the point of creating separate personalities to assign those female feelings into.

  5. #30
    Senior Member Robin777's Avatar
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    I like to dress in bed with my wife. I have been doing this for many,many years. I like wearing sexy lingerie with a bra and forms. Years ago it would mostly stay on,now it mostly comes off after a while. My wife has gotten into it over the years and enjoys it as much as I do.

  6. #31
    Banned Read only terza's Avatar
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    it was hard for me digest, when my ex-wife told me of her window shopping for toys. it is harder than one would think to assume the role, and i can only speak for myself. i can only think that has something to do w/ my intellectual macho'ism in my career --though jill was no less w/ a doctorate.
    Last edited by Sandra; 12-02-2017 at 04:22 AM. Reason: read the rules...what you put is not allowed

  7. #32
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    My partner asked me if I would be interested in letting her use a toy on me a couple years before she even knew about my dressing. At the time I said no way (even though I secretly did) because I still hasn't fully accepted myself, but since the cats now out of the bag, I don't feel weird about it at all.
    Last edited by Sandra; 12-02-2017 at 04:23 AM. Reason: read the rules...what you put is not allowed

  8. #33
    Banned Read only terza's Avatar
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    i takes a bit to digest when actual bodies are involve. you may think you're ready, but hard to give up complete control.

    saaaafe woooord.... isn't enough. i haven't found out.

  9. #34
    New Member ShaunaTossaint's Avatar
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    Hello Kas and Everyone else.

    The first time is still one of my most memorable times when she took my “virginity”. I first called her at work to find out if she is in the mood to meet her girlfriend when she got home. I got so excited when she said yes. I placed her new appendage so she would see it as she came in the front door. She had never seen one before in person. I got dressed in my sexiest lingerie, stockings, garters, lace bra and heels and waited in bed for her to come home from work.

    I heard her come in and I’m sure I also heard her gasp when she saw it and another gasp when she saw me. I pretended to be asleep in a sexy pose on the bed that was sure to turn on any person who saw me, as I listened to her freshen up. I heard her re-enter the bedroom, I hoped with her new appendage in hand. I must say she did not disappoint, even while having to hold it, and it was the first time I felt truly dominated and taken to the point of me being at her mercy on the receiving end of you know what. Needless to say, after that, I made a homemade harness for her.

    Even after all these years I am still not attracted to men in any way only GG’s, CD’s and trans women. I hope my description is not too much for the chat.
    Last edited by Sandra; 12-02-2017 at 04:24 AM. Reason: TMI read the rules

  10. #35
    Member Maria_mtf's Avatar
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    Quote Originally Posted by Stephanie47 View Post
    Decades ago when we were first married we incorporated nightgowns and hosiery (stockings and garter belts) into our bedroom play. She was ok with that until my interests started to progress. When it went past "fetish play" to cross dressing she did a total reversal and nightgowns and hosiery were out. The difference was the perception it was now "lesbian" sex total shut her down on the idea.
    Same story for me except also included panties, hose and bra. Did it once in a dress, was great. She too doesnt like to feel like a lesibian so now its naked only. She also likes to be the submisive one, so do I but I rarely get the chance to be.

  11. #36
    Aspiring Member Rayleen's Avatar
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    Had oral sex by my so while dressed, it was an exciting event but it was out of the blue and never tried it again.

  12. #37
    Junior Member Aunty_Hazel's Avatar
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    I had sex with an ex when we were both in lingerie, and with her taking the male role.
    It was the high point in a brief and otherwise disastrous relationship.

    A word to the wise: If the new love of your life has all her possessions packed in bags marked "HM Prison" when she moves in, that might just be a hint that there could be trouble ahead...

  13. #38
    Aspiring Member Lacey New's Avatar
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    It is a fantasy of mine to make love to a woman (my SO) while dressed as a woman and to behave as a pair of lesbians but that is as close as it has ever come - fantasy only

  14. #39
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    Kas commenting on you being bi curious there was a post on here where a CD while getting a haircut received an invitation from the barber to come over that night "dressed". The CD said getting dressed was exciting like going on a first date knowing what was ahead, the drive over dressed as a woman was validating, performing as a woman while wearing bra and panties made her/cd feel as much like a woman as you can get. She summed it up by saying very very nice evening.

    If you would like to experiment further would a "strap on" for her help or hurt where this is going? There was also another post where the CD's mate wore a "strap-on" for her/cd and he returned the favor by doing something to her she really liked and enjoyed.

  15. #40
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    Quote Originally Posted by deebra View Post
    If you would like to experiment further would a "strap on" for her help or hurt where this is going? There was also another post where the CD's mate wore a "strap-on" for her/cd and he returned the favor by doing something to her she really liked and enjoyed.
    Hi deebra,

    I don't quite understand your question, but I think using one doesn't necessarily have anything to do with the persons sexual orientation. Cis guys can also enjoy this kind of thing. I think if both parties are interested there's no harm done and it doesn't mean you are bi or gay.

  16. #41
    Member Amanda Katharine's Avatar
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    Wife and I do this all the time. There is no male role for us because we look at it as two women having sex and she typically will call me Amanda in bed. I think my wife has a thing for girls but doesn’t want to really admit to it but she has told me that she’s happy she has a husband who embraces feminine roles and that seeing me dressed does turn her on. We’ve had times where we’d be in vanilla mode as she calls it and she’ll stop and tell me to put hose and heels on. That seems to be her big turn on as she’s told me she loves seeing me in hose, heels and pearls because she thinks a pearl necklace is sexy and classy.

  17. #42
    Member Rowan Ailbhe's Avatar
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    R. and I switch..and it is sort of new to me. She is bi and vey experienced and does things that curl my toes....we are part of a very sexually liberal crowd so the unusual seems less so to us.
    I have always been mostly dominant....but I am finding that I like to take the ladies role in a big way.

  18. #43
    New Member Leann_M's Avatar
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    Quote Originally Posted by Jennifer in CO View Post
    when your tied to the bed she's gonna be on top no matter what....
    LOL this is very true.

    She has her toy and I have mine. She has used mine on me several times but never while dressed.

  19. #44
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    We've only done it a small handful of times; main purpose was to conceive.

    One of the times I was wearing a swimsuit; another time was a black bra/cami.

  20. #45
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    i considered myself straight as an arrow until recently, so i can talk about my experience as a straight male. i consider myself heteroflexible now, meaning i am only interested in emotional relationships with women (well, one woman, my wife), but an open to play with men (well, one particular man). something i think is helpful in thinking about the answer to your question is to separate the actual act of submissive bottom play with dressing.

    before i ever had any thoughts of playing with a man, even before i was first with a girl/woman, i was into bottoming i suppose you could say. i started experimenting on my own around 11 or 12yo. it did not have anything to do with an attraction to boys/men. it was simply pleasurable. i had started to wear mom's pantyhose long before that, and that had nothing to do with my gender id. it also just felt good to wear those tight, silky hose. it never occurred to me to do both at the same time, at least not until later, probably because the pantyhose would have gotten in the way!

    a few open minded women in college made me feel ok about bottom play. they feminized me and dominated/topped me together, and that kicked off a few years of closet dressing and self-play. it was 100% their plan. i had no inkling that that was the way things were going to progress. at the time, i don't recall ever having (much of) an issue with it during or after. of course it felt somewhat weird in the moment at first, but in a good, titillating way. as a matter of fact, i was somewhat relieved because it took a lot of the shame and guilt away from that kind of solo play and made it "more ok" for me, if that makes any sense. it wouldn't be until recent happenings with my wife that it would become "fully ok" for me.

    part of it being "ok" is just age and maturity. i'm much more comfortable in my own skin (in a general sense) than i was, say, 5 years ago. a lot of it has to do with reaching a certain point of mastery in my profession, resolving old family conflicts, and having an awesome marriage. i have nothing to prove anymore and nothing hide. you also get a little thick skinned after having a kid, at least that was the experience my wife and i had in the past few years.

    since i have started to dress earlier this year with the help and encouragement of my wife, we have only slept together with roles reversed! i actually cannot remember the last time we did things "normally." we had a pretty good traditional sex life prior to that, so it wasn't a substitute for boring sex or a solution to impotence. is it a permanent thing? probably not, but it's still new and fresh and fun for us so that's what we do these days! about 6 years ago when i first introduced HER to bottom play, she got so into it (as did i, of course) that that's all we did for almost a full year! eventually we will move on but i'm sure pegging and dressing will always be part of our in-bed repertoire.

    i did have one date with wife's former male playmate during which we had some light play before all this started with my wife, but i'm fairly certain that she would've been ok with dressing or bottoming even if that date never took place. that date was simply the conversation starter that put the ideas of dressing and role reversal in our heads. up until that point i was very dominant in and out of bed, she was very submissive. it is interesting to note that she has become more assertive in her everyday life after starting to top me, which is nice to see.

    i think just talking about bottom play is the best approach if you have a relatively open-minded wife with whom you have good communication. it also helps if she's into bottom play too, as she can relate to the pleasure any human can experience in that way. many feel that cis men actually feel more pleasure than cis women because we have a prostate. we talked about it kind of tongue-in-cheek at first, so she was a little surprised when i ordered a (spareparts joque) harness and revealed it to her one night. with it dangling in one hand, thoughts racing through her head, she asked me with a serious look, "are you sure you want to go down this road?" as quickly as i could say yes, she was strapped in and ready to go! i'll tell you what: seeing my petite wife with a large member immediately commanded my respect and submission. it was so hot! what an experience

    bottom play has never made me question my sexual orientation, not when i was a kid (or adult) doing it alone, not when i did it with young women in college, not when i do it with my wife, and (very recently) not when i gave it up to a man. it really is just about the pleasure for me. i don't think i'll ever "become gay/bi" as i'm hopelessly in love with my wife and have always chased women. despite living in san francisco and even working in the castro, i have never been emotionally or even physically attracted to men. after sex, my bf and i talk about parenting, wives with PMS, tools, home renovations, building drones, hunting, other general straight guy topics laying in bed. aside from the sex, it's a normal straight guy bromance lol

    my point is that if you're honest with yourself and pretty sure you are straight, bottoming for your wife (or even a man) isn't going to change that. if you do happen to be latently gay/bi, then getting in touch with that repressed part of you isn't necessarily a bad thing. in my experience, however, it's not going to make you gay. i just happen to be very open-minded about how i receive pleasure, so i include a man in the mix.
    Last edited by Sandra; 12-02-2017 at 04:28 AM. Reason: circumventing the word filter

  21. #46
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    Quote Originally Posted by terza View Post
    ................ but hard to give up complete control..
    I don't normally think of either party having "complete control". I will say that in the past, I have enjoyed being "on the bottom" but I had no thoughts of being a woman at the time, it was just a different way of doing it. Unfortunately, my wife has knee and back problems now and that is pretty much a thing of the past.
    Krisi

  22. #47
    Senior Member Karen RHT's Avatar
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    My wife and I are both totally straight. She's made her thoughts on this subject very clear...don't even think about it, let alone approach me in a sexual way while you're wearing women's clothes.


    Karen

  23. #48
    Member Rowan Ailbhe's Avatar
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    Broadshoulderedbroad...that is awesome!

  24. #49
    Laura So Cal Laura28's Avatar
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    Yes my wife and I have played many times with me dressed but only in bra panties nylons heels. She loves to top and I love to bottom. It started with me talking about and we watched some videos and she thought it was. She also enjoys watch gay porn male male. Finds it hot so her strapping it on was a natural. She enjoys it and so do I. She is aware I dress and is fine with but her limit is she doesn’t want to see me in a wig in person pictures no issue. Yes it also peaked my curiosity as I wondered what a real one would feel like and she would always say it is so much better. So I tried it and it was fantastic.

  25. #50
    Member ChubbyLeahCD's Avatar
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    I had a gf who loved that and when I was dressed none of my body parts had male body parts names.
    It was amazing and because of all that I came to terms that I’m bi but back then I was sure I was straight
    xoxo,

    Leah

    "Man, I feel like a Woman!"

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