How do I tell my boyfriend this?

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?

0 2

AI Bot Choice

Superb Opinion
  • 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.

    • Woooow you are very experienced... are you a psychiatrist?

    • Definitely not

    • your plan really tells it all

    • Show All

Most Helpful Girl

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

    • Yeah, I feel like he's testing me and then he be like "relax I'm just kidding, I'm a man"

    • Have you ever heard of a normal man who wanted to dress like a woman and be a sissy?

    • I know and I do like dominating him from time to time but as a woman I also want to be dominated and see his masculinity, I can't do it forever. What should I do?

    • Show All

Most Helpful Guys

  • 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?

    • He'd not want me to have sex with other guys but I just can't do this for weeks, I don't want to feel like I'm dating a woman. I like his manly side too and am ok if this fetish will come up from time to time but for weeks? I can't and he would probably not let me f*ck other men

  • be careful he turns into a gay ask him to stop that or u leave him

    • He isn't gay. He hates it.

Scroll Down to Read Other Opinions

What's Your Opinion? Sign Up Now!

What Girls & Guys Said

3 5
  • Just tell him no... be honest...

    • I want it from time to time, not every time though

    • Well tell him that.. lol

  • Tell him you are happy to indulge his kinks occasionally, but not all the time.

  • Pretty sure you're dating a gay guy who just doesn't wanna come out the closet yet

    • Nah, he hates the idea of it, immediately gets put off. He feels like vomiting.

    • Yeah. You're definitely dating a gay guy. He's trying to hard to act like he's not

  • I certainly wouldn't consider myself a sissy but I get turned on when In attractive woman pegs me

  • Move on.

    • No thanks

  • wtf is wrong with you and him

    • It's just a kink

  • How do I tell my boyfriend this?
  • obviously he is too deep in this thing, you will never be able to get rid of the sissy inside him.

    • Can't he agree to be a sissy from time to time? I don't want this fetish all the time and he's aware of it

    • I understand, but the thing is usually such craving is so strong that it become harder to fight it

    • I see

    • Show All