My EX wants me to use a strap on on him?

so I dated this guy years ago. we aways had feelings for each other. we reconnected a few years ago and have hooked up a couple of times when he came to visit me. Even tho we have feelings for each other our personalities just clash too much for a relationship to work but our sexually chemistry has always been really good! we both have the best sex of our life together... its a mutual feeling... well... He wants to come visit me again. I was excited that he is coming. we are both open minded... i guess i am not as open mined as i thought tho. but he said he would be down for anything. I joked and said that he wouldn't let me use a strap on on him and he was like as long as its not huge then he would do it. I was shocked.. i i asked if he would do it with a guy he said no he would not do anything with a guy at all but he is open to a strap with me. I blew it off after that. he texted me tomorrow about coming and asked me to remember to get the toy. I was confused till he reminded me about the strap on thing. he really wants me to fuck him with a strap on! i don't know if i should or not! Im open minded and all but he might like it a lot and i really don't know if i would look at him the same after i fucked him with the strap... is this something i should do for the benefit of his curiosity?
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Most Helpful Girls

  • I honestly love to fuck guys. It gives me a sense of power to penetrate them and to see them moan beneath me. It has nothing to do with the guy being gay or bi or anything if he likes anal stimulation. That is where is prostate is, and it provides sexual pleasure when stimulated. If he likes getting it stimulated by a woman, he is still straight. It would be like calling a lesbian straight if she likes to get fucked with a toy by a female; widely inaccurate. Females can get pleasure from penetration, and so can men. They shouldn't be judged for liking to receive pleasure.

    • I need you in my life 😭

  • Even though the guy is straight, mean actually love milking!
    cltampa.com/.../how-to-milk-your-mans-prostate

    It's like woman watching lesbian p*rn turns them on, so does for this guy... his prostate is actually pretty sensitvie to sexual pleasure. I suggest you give it a try.

    • That links is nasty

  • ALWAYS! Of course! Just do it! And what happens in the bedroom, stays there. He won't treat you different ^^

    • Fucking man's unimaginable.

    • @nok1hil Then you have a very poor imagination.

    • @nik1hil

    • Show All
  • Did you give it a go? I have and while I found it strange, it was fun and we have done it a few times

Most Helpful Guys

  • it isn't a "curiosity". he likely knows that he will like it.

    if you don't want to do it, then don't. But if you decide to, then you have to act like you want to do it. Do not be gentle. Grab his ass and hold it in place. If he wiggles, pin him face down and fuck him hard and deep. If he starts to moan and grunt, then it's time to take the stap-on off (leave it in his butt and possibly move it in and out with your hands) and suck his dick. You have to be aggressive, basically. If you aren't up for it, simply tell him so.

  • I presume you like anal sex, right? If not, why not? The anus is a very erogenous area and while I've never been pegged, I've for sure had my share of prostate massages and they are amazing. So that it's a dildo instead of your fingers is not a big deal in my eyes. He wants to experiment. You have a sexual history. Time to put on your big girl femdom panties and own his ass!! I'm guessing if you don't take it seriously but just for the fun it is, you'll love it.

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What Girls & Guys Said

2 11
  • give it to him he's taken a big risk to ask you its a bit of a stigma to want that , message me after and let me know if u did or not =)

  • Any guy who likes anything in their anus, are secretly gay or full homo.

  • Go for it, I love it when my wife uses it. It is a mutual trust. You poke into him and he pokes into you.
    Do try mutual crossdressing too

  • Can I sent this question link to god so he can also see what is his creation doing, device built to fuck other device which gets fucked , now the device built to fuck is going to get fucked by the device which was built to get fucked.

    • ... you call people "devices" for fucking or getting fucked? Okay, that's a view on life, I guess.

    • According to gods language we are their creation and they gave us devices.

  • It's up to you, are you uncomfortable with doing it? Since he's your ex, what do you have to lose by trying it and if you look at him differently does it matter since he's your ex? Or are you maybe hoping to get back together with him?

  • What. Da. Fuq. To each their own I guess. I can't give advice because I'm too repulsed haha

  • Lol, if you do it don't tell anyone or you might have a lot ofpeople looking at him differently.

  • Fuck yeah do it!

  • Have fun doing it!

  • Do it... I never had a strap on but I love when a girl licks my ass and sticks a finger in my ass while giving me a bj... But like him, I would be open for a girl to use a strap on me. But the thought of being with a dude makes me wanna vomit

  • He probably likes dicks to some degree. Usually these type of guys like shemales.

  • The male G spot is found through the anus... he probably wants to be really stimulated

    • I wouldn't do this with an ex though. He's your ex, find a new guy, leave him alone

  • Haha oh man!! I definitely wouldn't do it. I'd never see him the same again.