Best position for first time anal?

As shown in my other posts, lost a bet and have to have anal sex. Kind of excited to try now. My guy is letting me chose the position. So what’s the best position for an anal first timer?

He’s had anal with other girls in the past. He knows it’s my first time.
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Most Helpful Girls

  • I've found anal sex works best for me in missionary position, at least for starters. It hurts far less if I'm on my back versus being in doggy position or girl on top. The upside to doing it this way instead of doggy is he can take non verbal cues. Girl on top in a way handles that issue because you're in control. My issue with that though is, it's uncomfortable and it kind of hurts taking a dick up your ass, not gonna sugar coat that, and inflicting pain on myself is a bit difficult for me.
    And even if you start in missionary once you've... adjusted to having him in you there you can switch up positions.

    I know you didn't ask but obviously use plenty of lube and as weird as it sounds if you push, like you're going to the bathroom, while he's pushing in it tends to go easier. Just a tip.

  • Hahaha on your hands and knees or on your bad hold your legs open bahaha

  • I'd suggest doggy or standing doggy bent over as far as possible.

Most Helpful Guys

  • If its his first time too you need to be in control. Reverse cowgirl most likely. If you want to go doggy that's fine, just be very specific with your instructions so he doesn't hurt you. Anal can be fun and awesome if done right, have fun

    • It’s not his first time. But he knows it’s mine and says he’ll go at my pace and stop if I want to

    • Then just make sure you relax, just not with alcohol

  • If you trust him to go slow then doggy is the perfect position. If you want more control over it then you sitting on them would be better because you can control how much of it goes in your butt.

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What Girls & Guys Said

1 11
  • Doggy is usually the best bet...
    On your back might be more comfortable.
    Also... LOTS of lube

  • Doggy, perhaps with a pillow under you so you lay on it to help when he first enters you.

    What would you be doing if you'd won the bet?

    • He’d be singing a karaoke duet in a Canucks jersey. I went easier on him lol. But he hates crowds and hates singing in public. Despised karaoke

    • Yeah, those are two very different things!

  • Bent over a table with your wrists tied in place?

    Well maybe not

  • on your side

  • doggie is the safest bet cause the least can go wrong in that position.

  • doggy i guess

  • For the first time I'd recommend you on top... cowgirl works well... so you can control the depth and pace.

  • Lay down on stomach but if its first time ramming it in sucks.

    One would do better by taking 3 objects... small bigger. Bigger yet then his dick size. Work your way up first then the experience will be much better for both

  • doggie with lube.

  • Try doggy or missionary position

  • What was the bet?

  • Frog style