How do I tell my boyfriend this?

Question

My boyfriend wants to be a sissy for a week. He f*cks himself in the ass while masturbating and I'm open to the idea but I fear he may wanna keep being this way. I've f*cked him in the ass a couple of times, he said he enjoyed being dominated by me (by the way he's not gay, when i brought it up, it put him off) he also wants to dress up as a woman, go and hang out. It's a fun game for me and I do enjoy dominating him but I don't want this to be a regular thing. He knows that I don't want it all the time but I feel like if I agreed, he would become a sissy and even let me lock his d*ck up for weeks. He refuses to like this game, pretending to not enjoy but I think deep down he enjoys it. He thinks that it'll take away his masculinity. I like this game but I like his masculine, manly side too. He sometimes wants to throw away everything and stop playing this game but he's easy to convince because he likes it.

My fear is whether he'll want to be a sissy whenever we have sexy time together because I like his masculine side as well and I don't want to dominate every time. He says he may get hooked on this "fetish/fantasy."

What do I do?

BrookeAZ90 · Accepted Answer

Yes, there is a definite balance and it will get out of hand if you don't limit it right away. I brought up a strapon for the boyfriend years ago and it was just once a week or so, some weeks we'd skip even. Then years later, I brought up putting him in a bra and panties/thong/schoolgirl skirt. Once he started to like it all, he'd bring it up more. You have to make it clear you'll just do it like one night a week or something like that, and I even had to end up requiring he fuck me a certain number of times or something like that during the week or he wouldn't get his one day. And then don't introduce too many new details to it. Stick with the same thing a few times and don't keep expanding to new stuff too quick.

Anonymous · Accepted Answer

He doesn't just want this for just a week he's testing you. I think you should cut your losses.

Hanrej · Accepted Answer

Do you have to limit yourself to only your boyfriend? Could you perhaps explain that you need a masculine man in your life as well and if you had it you could indulge in his sissy-fetisch?