When should a GUY ASK a girl to have anal sex?

After how many times does a guy have to sleep with a girl or date a girl for him to bring up the topic of anal sex without sounding like a perv? And are most chicks into it?
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Most Helpful Guys

  • its inevitable that after a few times of having sex you will end up talking about what you both like, I wouldn't mention it then I would wait a few more times and ask her if there is anything you can improve on and anything she hasn't done that she wants to, if I'm right she will ask you the same question back.

    this is where you compliment her on her blowjob skills and any other sexual act she does for you, mention things like you want to have sex in your car or something like that ask her if she wants to try any of these things, now wait till she asks if there is anything elsethen hit the bombshell by saying something like 'ive always wanted to try anal, but I know I'm not likely to ever meet a girl who also wants to try' even if she dosn't want to try it you have put it into her mind that you want to try it and you are respectfull enough to not pressure her into it.

    now its in her head every time the 'what would you like to try' convosation comes up, which it will alot. you can mention it and who knows if you talk it through enough she may want to try it one day.

    oh and if she does want to try it there are some great step by step guides on the net just google it, on how to take it slow making her comfortuble and as pain free as possible, hey if you really want to put her mind to rest tell her you have done your homework and show her the site you think is best and read through it with her, it might surprise her the things she didn't think of that can make it a better experience for her.

    good luck

  • some are some arent. I would talk to her about sex and what she's done and like and try to bring it up to see if she likes it or is willing to try it.

Most Helpful Girls

  • Why's the guy have to ask about it? I know before my boyfriend and I never even started to date, I asked him what he's never done and he told me anal, so I just told him whenever he wants to try that out I'll be happy to help him experiment with it. ;)

    • Why does he have to ASK? Because it would be really rude to just stick it in her ass.

    • U said that to your boyfriend before you even started to date or hookup...wow you really cut to the chase and let the guy know your interested don't you? not all girls are as up front as you unfortunately. Lots of chicks play the prudish role even though they are not.

    • I don't mean just go for it, I mean the girl should be able to ask too. Its the 21st century, girls can ask guys, it doesn't just have to be up to the guy. Well I had just finished giving him a blowjob when I asked him so it was obvious I was into him before I told him about anal. I think that people should be more upfront about things but whatever.

  • i had anal sex before, but it was randomly with some guy. and it was not good for me. after, boyfriends have asked but it took a while, and I always said I wasn't down cause having something shoved up your ass doesn't feel good.

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What Girls & Guys Said

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  • If you get her drunk enough you don't have to ask...