My girl is interested in anal sex, but never done it before. How do we go about it?

My girl mentioned to me that she wants to try anal sex, but is afraid of it at the same time. She has never done it before and is afraid that it'll hurt. How can I get her more interested in it, and make her want to try it?
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Most Helpful Guys

  • It's not that involved and can be rather painless with enough prep/planning
    1) at least two alcoholic drinks or what it takes to get her cavalier enough to say "time's a wasting, let's get it on!"
    2) kissing & stripping, foreplay as much as possible - you might want to cum via BJ then recover so you don't blow early in this tight hole
    3) now she bends at waist, leans on bathroom sink looking into mirror
    4) while you lube up both vag & ass warmly, gently, sexily and finger her until she wants it
    5) you'll first get her warmed up by vag sex, she's to let you know when time for ass
    6) circle the asshole with your little head and gently move slowly in-out in millimeters unitl the whole thing is deep
    7) then slowly move in-out in an inch or two
    8) when she's ready, then try the full length pump
    9) eventually she can take the jackhammer
    10) grab a breast + other hand tweak a nipple

    Best to use a condom
    Never go back into vag

  • Don't do it until she has spend some time preparing her ass for it. Otherwise it will be a painful an unpleasant experience for her and she'll probably never want to do it again.

    If she's really interested, she should get a toy or two and use them while masturbating. A butt plug is good because it's tapered so she can push it in only as far as she is comfortable. She needs to be comfortable with something the diameter of your penis before you get involved, which will probably take weeks. Worth the effort though.

    Good water based lube is essential.

Most Helpful Girls

  • Well, slow! Lol. Im not into fingers in my ass. Its alittle weird. But do go in slow and use lube. If its her firat too, your gonna want to be gentle Nd understanding if she ends up changing her mind in between sex.

  • For starters. Use lube. 1 finger first. more lube...2 fingers... more lube...3 fingers... more lube... fuck her with your tool but if she complains... bail out. Back to start.

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What Girls & Guys Said

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  • It will hurt if you dont use a lubricant. Buy a buttplug, it will help greatly and she will most likely NOT bleed the next day.

    • How can I make her comfortable using the buttplug? she's afraid of even trying it.

    • Well let her put it on. Some girls take 5min to slowly put it on because you dont feel that much pain. The best way she can do it is have the buttplug standing up and let her sit on it.

  • It will hurt... use lots and lots of lube and be gentle

  • Start playing around with her ass with a finger.