After how many dates is it considered ok to do anal sex with a guy?

A few guys seem to have different expectations. 1st date, 3rd, 8th, 6 month anniversary, 1 year? Prob is, I kinda like it, we have had sex a few times, dated for maybe a month but I don't want to look like a skank and turn him off. Other guys have said they liked it but no way would have a relationship with me cuz of that.
0 4

Superb Opinion

  • It's really impossible to say because every guy is different and people tend to have very strong (and often irrational) feelings about anal sex. So the answer to your question will depend entirely on the guy and how he sees it.

    For me personally, I love anal sex and appreciate and respect women who do as well. I don't see it as "skanky" at all, but rather as a woman who is in touch with her sexuality and knows what she likes.

    For me, if I'm with a woman and our sexual relationship has progressed to a point where we are comfortable being ourselves, then it's time for one of us to suggest anal. What I do is gently touch or rub her anus during doggy or while I'm giving her oral and see how she reacts. If she doesn't react negatively, I'll try inserting a finger. If she reacts negatively at all then I have my answer. If she seems to enjoy it then I'll ask if she enjoys the feeling of other things up there, and that will pretty much get things out in the open.

    I have also been with women who liked anal and wanted to suggest it too. One just came out and asked to put it in her ass during the heat of the moment, and another subtly approached the subject during a conversation that actually had nothing to do with sex up to that point. In both of those cases my esteem for the women increased considerably. But for some guys it could be the complete opposite, again depending on their opinion of anal sex.

Most Helpful Guy

  • in my opinion, if you're already having sex with a guy, and he's treating you well, then it's whenever you're comfortable.

    If he's NOT treating you well, then 100 years would be too soon, and why are you with him at all? If he IS treating you well, then it's unlikely that adding a sex act is going to change that - but you can always bring up the subject in general and see how he feels about it before you make a straight-up request for it.

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What Girls & Guys Said

2 29
  • Its better to ask him if he likes it or wants to try if you want a long term wait at least until the 3rd time having sex if you just want anal sex then any time really

  • If he likes you he won't care about you liking anal. Just bring it up to him and see what he thinks. I don't think there are any rules when you can do it and not, I don't see how that makes someone not worth dating.

  • The wonderful lady that introduced me to the joy of it wasn't counting dates, nor was I! She was all about spontaneous action, and in the moment of the feelings she had.
    I remember it being a really great day, and back in her place, and having something for dinner, watching some 'naughty' videos, drinking a little, and she just suggested it.
    I'm not sure what you should do, now, as I think a lot of guys are unsure and afraid, that it will "make them gay" based on a lot of posts here.
    She just suggested it, and there was some kissing, and usual foreplay, and I just went with it, and loved it!
    Maybe it is part of the women's 'equality' thing, and a new test, of a man, accepting her equality? LOL!!!

  • It depends on you (or anyone else) and the partner.

  • if its what you desire then speak up

  • whenever you feel comfortable

  • 1, to 1000000. it’s up to you.

  • If you think there's a certain number of dates that = it's ok to do something then your clearly not mature enough to date. Normal people in this world have a brain and use common sense to decide when things are ok.
    You wouldn't say after 40 dates it's ok to un-consensually rape your partner so why is it any different here?

  • im surprised you want it! what kinda butt u have?

  • Your choice

  • Every time I ended up having sex with a girl, we would start having sex from the first date.

  • "I don't want to look like a skank"... LMAO!

  • How many dates or how long you have been dating are not the metrics to be considered, the only metric should be how comfortable are you with that person?

  • I never expect it but if you're comfortable with the guy and your sexuality then tell him that you like anal and go from there

  • So u like anal sex better than vaginal?

  • How many people want it in the ass on a first date?

    • depends on the guy... some guys just have that perfect dick for anal, others dont. And those with the perfect dick also have the perfect personality.

    • The. Perfect. Dick. For. Anal. Right... this is also a common determination upon meeting someone for the first time

  • There is no requirement for when anal is allowed. Rather the Q is dependent on the man you are dating.

    Personally, I might do it as soon as I start having sex with a woman, whether that's the first or millionth time!

  • That’s a turn off to me, if my girl wanted something up there I put a condom on one of her toys.

  • Seventh

  • do it if you want to do it, not to please the guy, however long youve been together. If anal is your thing, do it on the first date. If its not your thing, dont do it even if you're married to the guy.

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