Losing your anal "virginity"

So about a week ago my boyfriend asked me if I was down to try some new positions/ new things and I happily agreed. Today during doggystyle, while I was blindfolded (kinky eh?) he asked me if I would mind if we tried anal sex. Now up until this point I was always curious but I had never had the courage to actually do it. First try he goes all the way in and is able to move a couple strokes. It kind of hurt but it wasn't awful. Anywho, I was just curious to know about anyone else's experience? Does it get better eventually? Girls do you usually orgasm? Guys- how is it for you? - Thanks!
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Most Helpful Guys

  • for me, a girl asking for anal sex is as though she wants my **** so badly she wants it anywhere I'm willing to put it and she will get off on it all the same. The physical sensation is really not all that different than oral sex (except I can thrust without choking her), but there is also the added pleasure of having a sexy butt in front of me. Every girl I have had anal with eventually orgasmed from it - though one not the first time (but then I was her first time having anal, so that's to be expected).

    It does get better with practice. You generally don't want to thrust it in suddenly, though. You need to give your butt some time to relax. it's a very unique muscle in that if you expect pain you are going to tighten up, and trying to thrust into a tightly clinched butt is going to hurt you (not me! but you). If you push out (attempt to fart or something) you'll not only relax that muscle but you'll also open it up, reducing the impact of stretching due to the penis: and with lube it should go very smoothly.

  • I prefer vaginal sex to anal sex, I don't like the idea that my partner is uncomfortable. I have tried it a few times and wasn't all that impressed, yes it was tighter, but sometimes this isn't always a good thing, additionally while it's advised to use lube, and I did the anus doesn't self lubricate so the lube tends to go a way after a while which in turn increases the friction. The vagina on the on the other hand if you are attentive to your partner will self lubricate which is awesome. I suppose if my partner was really into anal sex I would learn how to better please her and use lots of lube.

Most Helpful Girls

  • my first time was awkward and painful. He just sort of went for it and fortunately it was over pretty quick. It made me not want to try it again. Luckly a year or two later I met a guy who I was crazy about and we decided to give it another shot.

    At first it hurt a bit, nothing bad but was kinda uncomfortable. Within a few min everything started to go sort of numb. From there it evolved to this tingleing pressure. IT WAS AMAZING! It gave me the most intense, full body orgasm I had experienced up until this time.

    Since then I have been pretty hooked. I don't always orgasm from it but I do enjoy it so long as my guy is gentle.

  • I love love love it. It feels good :) I don't usually orgasm, but that's because I never have. The pain definitely goes away. Hm...whered that boy go...see ya later! :) haha.

    sorry to let you know, but it's totally addictive.

    • all this from a 17 year old

    • i live doing what makes me happy. as long as its safe. don't judge me, because I'm smiling.

    • MMMMMMM E tOO

    • Show All
  • I love it, but for me it is wasn't something I got to master very quickly. It took me about a year in fact, using dildo's on my own, learning to realx, healing some small tearing... but once I learned I couldn't stop !

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What Girls & Guys Said

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  • Did he use lube before he entered you. Nothing is more important during anal sex than lube. And many women not only enjoy anal sex, but like it more than vaginal. Everyone is different though.

  • Make sure he uses lots of lube and enters you slowly (for the pain issue). Make sure you're really turned on and relaxed also.

    I've never done it so can't comment on how it feels but it's also something I have no interest in.

  • from what I've heard, it can take getting used to.

    some girls love it the first time, just like regular sex.

    but most feel some pain at first.

  • There is better place for penis. I did not try anal sex. The vagina is the right place for my penis.

  • I prefer vagina or anal. However I have tried anal a few times and its initially tighter so that's the best benefit. My girl didn't really like it so we just dropped it.