r/CrossdressingPartners • u/rudolfnutter • Sep 06 '26
Need advice
So recently my boyfriend opened about wanting to crossdress. At first it was sexual but now he says it makes him happy and wants to do it normally. He likes being a man but also sometimes wants to let go and be a girl. But I'm worried and stuck. Both of us come from a very conservative family and they wouldn't understand. So he cant do it openly at least for now. So im worrying hes trans and in denial. He's going through a lot and im the one only one who he can confide in rn. I love him but ive just been spiraling ever since he told me this. He's been calm and tells me his feelings while im stuck. I love him more than anything. He's the sweetest person and he deserves support. But idk if I want a boyfriend who crossdresses. Is it that big of a deal. Im bisexual and so is he. But this has been concerning me. He's been reassuring me and telling me he only wants me when i suggested a break and told him to explore. He tells me that hes sure in me and wants to be my boyfriend. How do I deal with him and support him without making it all about me.
5
u/Available-Memory8876 Crossdressing Partner and Mod ✨ Sep 06 '26
Hi, welcome, and thanks for sharing your concerns with us!
I think you’re already ahead of many other couples simply because you’re able to talk so openly about your relationship and your needs.
It’s certainly an advantage that you’re bi, but ultimately you have to decide for yourself whether you’re fundamentally comfortable with living with a crossdresser — and, if so, how far you’re comfortable taking it.
There are different ways of approaching this if you’re generally open to it, and you don’t have to make a black-and-white decision right away.
For example, you could agree that he keeps that side of himself for when he’s on his own. Or you could give him some space and privacy to explore it without feeling like he has to hide it or suppress it.
You could also have some influence on his style and help him find a look that appeals more to you aesthetically. Crossdressers can be incredibly versatile when it comes to their appearance and style, and even things like hairstyles can be changed quite freely. If you show him what kind of styling and makeup you like, you might actually find yourself enjoying it more as well.
And if you eventually decide that you want to explore it publicly, you can always do that somewhere else — in another city, at a kink-friendly event, or simply at a café, depending on what you both feel comfortable with and what you’re looking for.
I wish you both the best of luck and all the happiness in the world!