Would you go on a date with a man?

This poll asks if you'd go out on a date with a man when you're in your feminine mode.

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  • No, I wouldn't 32.80% 62 votes
  • Yes I would, but only if he knows 15.87% 30 votes
  • I might, but am not sure 14.29% 27 votes
  • Yes, I absolutely would 14.29% 27 votes
  • Yes, I'd like to, but I would be scared 13.76% 26 votes
  • Yes I have, and it was wonderful 8.99% 17 votes
  • Creator
    Topic
  • #660684
    Holly Morris
    Participant
    Registered On: April 15, 2022
    Topics: 62
    Replies: 148
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    Hi ladies!

    As crossdressers, we all strive to perfect our feminine image. We start feminizing our male bodies by shaving off all of our hair, moisturizing all over so that we’re soft and smooth, painting our finger- and toenails so that they’re pretty like real women have, and more. Then we modify our body shapes by padding and shapewear to get that wonderfully feminine silhouette we all desire, and we wear lingerie, dresses, hose, heels, makeup, jewelry, perfume, wigs and more so that we are seen as the women we want to be.

    But once we’ve done that, have we really passed as women?

    That leads me to this question: If you had the opportunity, once you were all dressed and made up and have transformed into your feminine self, would you go out on a date with a man? A real man that is, not one of our sisters in male mode.

    Hugs,

    Holly

Viewing 34 reply threads
  • Author
    Replies
    • #669857
      Fiona Black
      Lady
      Registered On: November 23, 2019
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      Holly,

      I voted no because I have no interest in men as far as dating or sex is concerned. However, if the guy was a friend or someone I knew extremely well, who accepted Fiona and who I knew had zero interest in me “that way” then it would be nice to be the female half of a typical date.

      2 users thanked author for this post.
    • #669815
      Alisha Alex
      Lady
      Registered On: November 28, 2020
      Topics: 2
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      I’m bi. So it would be yes. I have done it long years ago with a divorced man in my younger 20s. We used to have a thing going. I’m not going into details here lol. But was all indoors and private.
      I used to dress up in sheer black night gown with lingerie underneath. Sometimes just throw several things to wear. Casual nothing sexy. just lipstick, camisole and a pair of ruffled pants.

      If I ran into the right man, and he was loving and caring and accepted me for who I truly am, then I would definitely like to go out in public with him.

      5 users thanked author for this post.
    • #669700
      Triesste
      Lady
      Registered On: December 26, 2016
      Topics: 2
      Replies: 14
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      With my life situation, I have questioned myself even further. If some rich guy came to me and said, I saw your performance tonight. I fell in love with that girl, I want to know her. Then it became, I want you as my partner. Be mine. Don’t worry about work. I’ll take care of you. If anything happens to me, you’ll be okay. For life.
      Really………
      now where was that arsenic again haha
      But seriously-as a guy I have no interest in guys except as friends. As a guy I’m a guy.
      As Triesste, I prefer to be called she. I try to be as close to a fully functioning woman as possible and that means interacting with men. I’ve been hit on more than once.
      It’s good experience-how to say no thanks without being a b+++h, or totally freezing up. I’m not a sex worker and no interest in coming across as one.
      Would I date a real man-yes, if it’s a real date and he’s not a real jerk.

      4 users thanked author for this post.
    • #669694
      Davina
      Duchess - Annual
      Registered On: April 15, 2022
      Topics: 1
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      No, I would not. I love crossdressing. But I love my wife of 54 years more. Even though we are slowly walking through my being a cross dresser, I would not date another person; male or female.

      3 users thanked author for this post.
    • #669481
      Catherine S
      Lady
      Registered On: August 3, 2022
      Topics: 2
      Replies: 9
      Has thanked: 16 times
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      The great debate!

      The more I dive into Catherine, the more I’m on the fence about this subject. When I first started dressing I considered myself a ‘cross-lesbian’ I liked and wanted to present more femme, but still only wanted to be with women both emotionally and sexually. The more I dressed and have gone deeper into Catherine, the more I wonder how it would be taken on a date with a man, let alone anything else that might transpire.

      Deep down I feel like I want to not only feel sexy/attractive, but I want others to feel that way towards me. Given my comfortableness and need/desire to dress, its only reasonable that when being Catherine that wanting men or women to see me as attractive or sexy is something that I also desire/need in my life.

      • #669486
        Kris Burton
        Lady
        Registered On: August 6, 2022
        Topics: 0
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        This is an interesting question for me. I would on one level like to experience that part of femininity. Although I am heterosexual, I have found the notion intriguing if you could turn the table on the socio-sexual expectations, and take on the female role with all that it entails if I may be so bold as to state. Crossdressed, and taking on the personality of my alter ego would indeed be a way to do that in some measure.
        It’s highly unlikely that it would ever happen, but often my fantasies will go there. If all the stars aligned however – and there’s a lot of stars to align – I think I would want to live it out.

    • #669429
      Jane Holliday
      Lady
      Registered On: December 14, 2021
      Topics: 2
      Replies: 21
      Has thanked: 21 times
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      When I first got into crossdressing, it was because of a guy I was dating. I always wanted to crossdress, but did not have a clue how to start, what to do, nothing. I met this guy, come to find out he crossdressed, and I knew I found my person to help me get started. We only dated for 6 months, but if it wasn’t for him, it would still be a dream instead of a reality. Now I have 2 female friends that help me in more ways than one, but I will never forget Tony helping me get started.

    • #669386
      Gail
      Lady
      Registered On: May 12, 2016
      Topics: 10
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      You know, if I was all dressed totally as girl, from Pretty Lingerie to Lovely FEMININE dress or cute skirt and top outfit.

      I JUST MIGHT

      As long as I’m treated like a girl on a date.

      • #669393
        Ruth-Ann
        Lady
        Registered On: July 26, 2022
        Topics: 3
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        Has thanked: 66 times
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        A great intriguing question Holly. Honestly, yes, I think in time, I would. I think being completely enfemme changes your personality and your emotions. But this is what I think. As a complete newbie I’d have to experience it first. This is all ahead for me. I’d need professional help with makeup especially. Still, if the mood was right, a nice meal in a secluded restaurant, warm conversation at a nice hotel bar, a little intimate touching, maybe slow dancing. Who knows where the night might end? Why not. x

        5 users thanked author for this post.
    • #661839
      Mary Priscilla
      Duchess - Annual
      Registered On: May 23, 2020
      Topics: 2
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      I said yes, I would date a man as long as it was clearly specified that it would be social only. In fact, I have an open invitation to dine out with a wonderful gay man when it is pandemic safe to do so (he is severely health compromised). The other reason for being open to dating a man is that having a male escort would, hopefully, preclude any unwanted harassment.

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      • #661904
        Holly Morris
        Lady
        Registered On: April 15, 2022
        Topics: 62
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        Mary Priscilla, you raise a great point. Being on the arm of a man would definitely help convey the image that we want to portray, that of being a real woman.

        Holly

        3 users thanked author for this post.
    • #661560
      Revel
      Baroness
      Registered On: December 5, 2020
      Topics: 15
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      An interesting question.

      I’m a private crossdresser so I don’t venture “out and about” in public, but IF that changes one day, and IF the man knows that I’m a CD, I would if I’m still single. πŸ˜‰

      XOXO Rev

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    • #661500
      Gwyneth
      Lady
      Registered On: January 21, 2021
      Topics: 5
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      Holly,

      I just reread through a lot of these comments and I don’t see yours here. What would you do?

      Gwyn

      1 user thanked author for this post.
      • #661814
        Holly Morris
        Lady
        Registered On: April 15, 2022
        Topics: 62
        Replies: 148
        Has thanked: 1850 times
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        Hi Gwyn.

        Oops, you’re right. Sometimes when I post these topics I forget to include my own response!

        Let me start by saying that when I’m in male mode, that would never, ever even be considered. However, when Holly comes out, then everything about me turns feminine, my dress, my mannerisms, my actions, my attitude, so that thinking of going on a date seems to be normal and natural. That’s what women and men do, right? And truth be told, if I was single, I definitely would! I’d love to be out in public on a man’s arm, being seen and treated as his date. However, since I’m not single and am very happily married, then that just remains a fantasy in my mind…

        Holly

        3 users thanked author for this post.
    • #661491
      Bianca Everdene
      Lady
      Registered On: April 11, 2017
      Topics: 30
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      Wouldn’t be afraid to admit if I was gay but I know I’m not. The thought of being intimate with a man leaves me cold. So go on a date with a man-no.
      would go out as friends, buts would only date women.

      B x

      6 users thanked author for this post.
    • #661464
      Raquel Smith
      Lady
      Registered On: August 26, 2021
      Topics: 19
      Replies: 911
      Has thanked: 3050 times
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      Holly,

      All hypothetical, since I’m happily married, I still don’t know if I could commit if I weren’t.

      My mind does wander, though, when the pink fog settles over me and I take on a more feminine exterior. I wonder what it’d be like to have a handsome gentleman woo me, knowing I still had my own male parts.

      Just going through with it would be hard, though.

      Much love,
      Raquel

      3 users thanked author for this post.
    • #661442
      Madelynn Fox
      Lady
      Registered On: September 6, 2019
      Topics: 2
      Replies: 43
      Has thanked: 116 times
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      I absolutely would go out with a man. Β If I can be taken in a date and treated like a lady, bring it on. Β I might even kiss and tell about the experience. Treat me like a princess and let me show off my Venus!

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    • #661378
      Anonymous
      Topics: 0
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      Yes of course if was single, because I have boyfriend but as gay couple.

       

       

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    • #661122
      Gabriela Romani
      Managing Ambassador
      Registered On: January 11, 2021
      Topics: 988
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      No, I wouldn’t go out with a man. I don’t need validation of who I am to be provided by β€œa real man”. (Or by an unreal man anyway).

      5 users thanked author for this post.
    • #661114
      DianaCD22
      Duchess
      Registered On: April 19, 2020
      Topics: 1
      Replies: 20
      Has thanked: 5 times
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      I was considering the option, “I might, but am not sure” until the very end where the question finishes with, “A real man that is, not one of our sisters in male mode.”Β  After reading that I had to choose, “No” because I really don’t have an attraction to men.Β  Although the certain male physiques may be erotic, there isn’t that desire for a “real man.”

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      • #661117
        Stephenie Derick
        Baroness
        Registered On: July 9, 2020
        Topics: 0
        Replies: 175
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        I have only gone out with other CD friends in male mode.Β  The trust factor is much higher.Β  I shy away from most nonCd guys.Β  I have made a couple of exceptions.

        4 users thanked author for this post.
    • #661058
      Polly Stewart
      Lady
      Registered On: January 2, 2021
      Topics: 13
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      Guess I’m a lesbian!

      Polly

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    • #661033
      Amy Catrelle
      Lady
      Registered On: January 2, 2022
      Topics: 10
      Replies: 207
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      Not on your nelly! Men are awful. Sometimes I’m even trying not to be one.

      • #661047
        Davina
        Duchess - Annual
        Registered On: April 15, 2022
        Topics: 1
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        Sometimes I feel the same way.

        3 users thanked author for this post.
    • #661027
      Janice Goode
      Lady
      Registered On: May 25, 2022
      Topics: 1
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      I’m single and would consider myself straight…at least as a guy. Is this resonating with anyone else? My feelings on this are a little different as a girl and I’d really be available to dates and possibly more with a man if he was considerate, charming, and we got a long. I look at it like an affirming experience for me that I’d like to have at least once.

      • #661046
        Davina
        Duchess - Annual
        Registered On: April 15, 2022
        Topics: 1
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        Yes, it does resonate with me. I feel the same way.

        1 user thanked author for this post.
    • #660998
      Sandra Lasco
      Lady
      Registered On: January 30, 2022
      Topics: 2
      Replies: 56
      Has thanked: 285 times
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      Yes, I definitely would if he is my type of man, that is handsome, well educated, a little romantic, financially stable, caring and respectful towards women.

      4 users thanked author for this post.
    • #660952
      Liara Wolfe
      Lady
      Registered On: August 14, 2021
      Topics: 3
      Replies: 1607
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      I would like to but I wouldn’t cheat on my wife.

      Hugs, Liara

      • #660961
        Holly Morris
        Lady
        Registered On: April 15, 2022
        Topics: 62
        Replies: 148
        Has thanked: 1850 times
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        Liara, I fully agree!

        I think that from the perspective of those of us who are happily married, we wouldn’t want to do anything that would cause problems in our marriage. But that doesn’t mean that we can’t wonder about what it would be like to go out with a real man!!!

        Hugs,

        Holly

    • #660897
      Π‘Π°ΠΌΠ°Π½Ρ‚Π°
      Managing Ambassador
      Registered On: January 21, 2018
      Topics: 678
      Replies: 1649
      Has thanked: 9621 times
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      A real man that is, not one of our sisters in male mode.

      omg y’all probably just heard me spraying coffee out my nose 🤣🤣

      Yes, I have. And yes, I will again.

      Maybe I could add the fact of being a man in and of itself does nothing for me. The spark has to be there and the window for that is pretty doggone narrow. But that doesn’t mean i won’t knock a few back & shake it out on the floor!

    • #660891
      Anonymous
      Topics: 0
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      Dearest Holly
      My reply basically is going to upset a few girls here but i have no intention of going out with a Man as i am Straight!
      I would however enjoy the company of another girl if we strode out together!
      My big hope is to step out with another girl for drinks and have a girly chat as well!
      If we dance together later even better!
      To be up front i have never kissed another girl before and am something of a novice!
      Thanks again Holly for a wonderful Topic!
      Love & Hugs
      Anna xxxx

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    • #660871
      Jocelyn Beyoody
      Duchess
      Registered On: May 4, 2022
      Topics: 0
      Replies: 86
      Has thanked: 183 times
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      Where do you think of these, great question. I recently went on a date, my second. I was completely honest with my wife. She was supportive on both occasions.
      Also, being able to talk open about my experience during the date, how I felt, and what he wore, was my favorite part.
      Prior, a moment only reserved for girls. We sat up all night talking. Go figure, how cathartic. xoxo

    • #660835
      karley delaware
      Baroness - Annual
      Registered On: October 23, 2017
      Topics: 10
      Replies: 442
      Has thanked: 2399 times
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      Hi Holly……..There was an occasional customer at work that was very very nice to me …….and would always draw the soft side of me out.Β  Β  When I started to grow my hair out ……………he would want to check the length ( out of view of my co-workers) .Β  He made a comment that he knew there is a girl in there….. somewhere…………………..since pandemic and change of hours ……..have not seen him ………….my hair is a lot longer ………down to mid back (kept in a pony tail or bun)………would love to show him …….yes….there is a girl here …………..(tears) …..I really reallyΒ  miss him……………..would have gone on a date …….dressed!!!Β  He could draw the girl out of me and would love to be his girl……………………….karley

      • #661498
        Gwyneth
        Lady
        Registered On: January 21, 2021
        Topics: 5
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        Surely you’ve tried to find this wonderful guy!

    • #660807
      Krista
      Duchess
      Registered On: January 24, 2017
      Topics: 10
      Replies: 738
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      Hi Holly, I checked the “NO” box because I’m married.

      Now, if I wasn’t married, I would probably check the “I MIGHT” box. While I prefer the company of women far, far more than men, going out for dinner and a movie might be a fun experience. I often have men hold the door open for me going into stores and it feels quite nice. And I’ve had a few men flirt with me – a couple in a hardware store and another in a grocery store. They seemed nice enough guys. But of course, I’d be careful – no going to his place for drinks, I’d drive my own vehicle and meet somewhere instead of him picking me up in his vehicle, always be in a public place with other people around. I’m sure there is a safety guide to dating somewhere on the Internet.

      Thanks for the topic Holly, Hugs, Krista🐶

      6 users thanked author for this post.
      • #660992
        skippy1965 Cynthia
        Ambassador
        Registered On: August 25, 2015
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        Kinda the same. Ten years ago the answer would have been definite and emphatic no, but now? I’m still attracted to women not men BUT if the right PERSON appears in my life then I think I’d be ok. As we ask others to acknowledge about ourselves, it’s the person inside who is most important not the outside appearance. ( i.e. it’s the gift not the wrapping paper that counts!)
        Cyn

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    • #660801
      Nancy
      Lady
      Registered On: May 3, 2020
      Topics: 28
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      Sure, if I met one who was kind and caring, sensitive and considerate, who made me smile, laugh, and feel good about myself. Does such a man exist? But, I’m non-binary, so I think I could enjoy being with anyone with those traits, regardless of sex or gender.

      Nancy

      5 users thanked author for this post.
    • #660791
      Alison Anderson
      Duchess
      Registered On: October 15, 2018
      Topics: 13
      Replies: 844
      Has thanked: 685 times
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      Absolutely not.Β  I have no mandate to go on a man-date.

    • #660742
      Joanne Jackson
      Lady
      Registered On: May 26, 2020
      Topics: 4
      Replies: 187
      Has thanked: 511 times
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      God, i’m so wishy-washy.
      I used to be flat out no.
      Then a definite maybe.
      But now i’m a yes, please. As long as he’s nice to me like a proper gentleman should be.
      And they are hard to find so i’m not holding my breath.

      Thanks for asking.
      -joanne

      4 users thanked author for this post.
    • #660738
      Peggy Sue Williams
      Duchess - Annual
      Registered On: June 26, 2019
      Topics: 23
      Replies: 411
      Has thanked: 1527 times
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      Since I am happily married to a supportive spouse, I checked “no.”

      However, that being said, in earlier years, before I was married, there was a one time incident where I mixed cross dressing, alcohol, and kissing another male.Β  The incident gave me much to consider and think about.Β  In short, I never again mixed alcohol with cross dressing, and I realized that I am 100% heterosexual.

      OTHO, before I was married, I dated many women who made it a requirement that I cross dress for all our dates and assume the role of the female, but that is another story.

       

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    • #660723
      Lauren Mugnaia
      Duchess
      Registered On: November 1, 2021
      Topics: 15
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      No! Now that I have transitioned and live as a woman full time, I have no feelings or attractions for men. I definitely have attractions and feelings towards women! I know that I am a trans lesbian and quite happy with that. Dates with women in my life have been wonderful! πŸ™‚

      Hugs girls,

      Lauren M

      5 users thanked author for this post.
    • #660718
      Trish White
      Baroness
      Registered On: December 2, 2021
      Topics: 3
      Replies: 357
      Has thanked: 1654 times
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      Hi Holly, I did go out with a man. It only happened once and more or less by chance. He was very nice, a true gentleman and treated me like a lady. It was a very nice experience and one I often look back on, he made me feel very feminine.

      • #660719
        Jasmine
        Registered On: June 8, 2022
        Topics: 1
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        Has thanked: 8 times
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        That is definitely the kind of man that I would be looking for a true gentleman who understands that we’re not a fetish were people congratulations

        3 users thanked author for this post.
    • #660711
      Jasmine
      Registered On: June 8, 2022
      Topics: 1
      Replies: 119
      Has thanked: 8 times
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      I have been on dates with a few men but I am very very picky about the type of man that I will go with I don’t want one of those big Burley and demanding types for me I like a type that while they’re still a man they do have some sense of compassion and ability to be polite and treat you well well groomed well kept but my preferred choice is to be with another CD in this category.

      • This reply was modified 2 months ago by Jasmine. Reason: Caught a grammar error
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    • #660693
      Davina
      Duchess - Annual
      Registered On: April 15, 2022
      Topics: 1
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      No. Β I love my wife and am crossdressing only because I love wearing feminine clothes.

      1 user thanked author for this post.
    • #660692
      Gwyneth
      Lady
      Registered On: January 21, 2021
      Topics: 5
      Replies: 323
      Has thanked: 2015 times
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      I know I’m the proverbial unicorn on CDH, but I want to CD solely for the purpose of getting a guy to date me. And…..

      Gwyn

      3 users thanked author for this post.
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