How To Do It: I Pretended To Be Gay To A Female Friend.
Mar. 12th, 2026 04:07 pm![[personal profile]](https://www.dreamwidth.org/img/silk/identity/user.png){kind=small}
cereta posting in ![[community profile]](https://www.dreamwidth.org/img/silk/identity/community.png){kind=small}
agonyauntDear How to Do It,
I made a mistake. I have been very close with my friend, who’s a woman, for the past three years. I am a man, and for the most part, I’ve been able to convince her that I am gay.
At first, I just yearned for the platonic affection that only a woman can offer; nothing obscene. But now … I am enticed by her smooth skin and curves. I’ve seen her naked several times, and she’s always felt safe around me because she thinks I am gay. How can I proposition her so that she’ll forget all about my so-called gayness? Should I pretend to be bisexual? HELP!
—Cross My Heart and Hope to Die
Dear Cross My Heart and Hope to Die,
Did you consult with any media before deciding to pursue opportunistic identity impersonation? With icing on her face, Mrs. Doubtfire would have shrieked at you, “Hell noooooo!” You have placed yourself in a farce that rarely works out as intended. You purposely deceived someone in order to make a connection, and now that you have that connection, you want more. Meanwhile, your friend will end up with less. It is safe to assume that her attachment to and comfort around you are predicated on your lie. You’re asking what to say to make her forget, as if I’m a wizard who’s been holding out on revealing a magic technique for mind-editing and not just some guy sitting on his couch in Brooklyn.
Here are your options: Keep up the deception and forget any kind of romantic pursuit because to her, you are as good as gay. You will have to keep up this deception for the rest of your life and/or friendship (whichever ends first), which seems exhausting and doomed to fail. Or you can come clean and hope that she is already in love with you and has been secretly wishing that you would just turn straight already. Unless she is under love’s spell, she is likely to be angry when she finds out that you have deceived her. Since your relationship is built on a lie, you can expect the relationship to collapse once the lie is dismantled. I don’t think there’s any way around that, but at least now you know what not to do next time.
I made a mistake. I have been very close with my friend, who’s a woman, for the past three years. I am a man, and for the most part, I’ve been able to convince her that I am gay.
At first, I just yearned for the platonic affection that only a woman can offer; nothing obscene. But now … I am enticed by her smooth skin and curves. I’ve seen her naked several times, and she’s always felt safe around me because she thinks I am gay. How can I proposition her so that she’ll forget all about my so-called gayness? Should I pretend to be bisexual? HELP!
—Cross My Heart and Hope to Die
Dear Cross My Heart and Hope to Die,
Did you consult with any media before deciding to pursue opportunistic identity impersonation? With icing on her face, Mrs. Doubtfire would have shrieked at you, “Hell noooooo!” You have placed yourself in a farce that rarely works out as intended. You purposely deceived someone in order to make a connection, and now that you have that connection, you want more. Meanwhile, your friend will end up with less. It is safe to assume that her attachment to and comfort around you are predicated on your lie. You’re asking what to say to make her forget, as if I’m a wizard who’s been holding out on revealing a magic technique for mind-editing and not just some guy sitting on his couch in Brooklyn.
Here are your options: Keep up the deception and forget any kind of romantic pursuit because to her, you are as good as gay. You will have to keep up this deception for the rest of your life and/or friendship (whichever ends first), which seems exhausting and doomed to fail. Or you can come clean and hope that she is already in love with you and has been secretly wishing that you would just turn straight already. Unless she is under love’s spell, she is likely to be angry when she finds out that you have deceived her. Since your relationship is built on a lie, you can expect the relationship to collapse once the lie is dismantled. I don’t think there’s any way around that, but at least now you know what not to do next time.
![[syndicated profile]](https://www.dreamwidth.org/img/silk/identity/feed.png){kind=small}
![[staff profile]](https://www.dreamwidth.org/img/silk/identity/user_staff.png){kind=small}
![[site community profile]](https://www.dreamwidth.org/img/comm_staff.png){kind=small}
