Summary: From my experience 40% of the girls are into anal sex. It's super fun, it's pure domination, and it's really worth trying out if you never did. Or maybe you just want to do it more, even on the first night you end up in bed with a girl? Here's an useful guide.

 

This is just a how-to that is working for me. If you're interested in more details - Google them up or ask.

 

How To Convince A Girl To Try Anal Sex?

 

Let's start with basics. You don't "convince" her nor you ask her for it. But that doesn't mean you don't need her consent. Think of it as of any other stage of seduction. You assume she wants it then test that hypothesis by trying a little thing and then gauging her reaction. If you suspect she might not be into it - don't force it.

You don't ask a girl to have regular sex with you, you just lead her to that. If she doesn't want to - she simply won't follow you all the way. She will stop you or voice her concerns. It's exactly like that with anal. Remember: you don't push her, you merely let her follow. Be civil.

A simple escalation ladder seems to work every time if the girl you're dealing with ever considered having anal. If she is against it - it will fail at the first step and she'll stop you. That first step is simply massaging her anus with your well-lubed finger while you're having regular sex (any position).

Now you want a lot of lube or a bucket of spit. There's no lubrication there so everything that's wet and slippery helps, including condoms with extra lube but those will come of handy later. For now make sure your finger is wet and you're not pushing inside but simply making circles around and through it applying very little pressure.

That's the moment when she'll push back your hand if she doesn't like it. If she didn't do that - anal just appeared on the menu.

 

How To Have Anal Sex

 

Now you can safely suspect she might be into that but you still don't want to go all in. If you go in too fast it will be painful and she won't enjoy it (and won't ever try it again with you). Don't rush it, it's a slow process. Keep fucking her and from time to time continue with the massage.

Next step will be getting tip of one finger inside her butt and that's best done while you're behind her (doggy style) or while you're licking her pussy (good old "two in the pink, one in the stink"). Both approaches work well, it just depends on what you're doing at the moment. If you have to stop yourself from finishing too fast then cunnilingus might be the better option.

One way or the other you'll end up with just the tip of your finger inside her ass. Don't wiggle it, don't push inside, let it sit there. She has to relax and become comfortable with something in her butt. Continue fucking/licking her and take it out after a long time, relube and insert back again. You're almost there.

Just kidding. It's a long process. If you weren't in that position before - switch to doggy style. Remember about tons of lube (or spit if there isn't any around). Really. It's no fun without it and it should be fun and exciting for both of you.

 

Anal King

 

Now you might want to try something she will definitely enjoy - fucking her from behind with your thumb in her butt. Because thumb it's thicker than other fingers remember to lube it pretty well and don't move it after you put it in. Let the girl relax and get accustomed to the feeling. You'll feel her anus relaxing after a while. You can even stop fucking her until that happens.

That's when you might start to wiggle it and move it inside while still having vaginal sex. She should love it at this point so if there's any discomfort or pain - you either rushed it too fast or didn't lube it enough. If she really gasps and screams (in a good way) you might want to try to have anal sex.

It still isn't the time for your dick. First - stop with the sex and focus on her anus. Go back to massaging it and putting a finger inside her. If you feel any tension - cease any movement. When she relaxes - go back to fingering her asshole. The goal is for your finger to move in and out without any friction. You guessed it - you need a lot of lube.

If she's not relaxed completely you can try to use two fingers. If you can slide your finger inside her without any resistance you might want to try your dick. Stay doggy style, lube the hell out of everything and while spreading her buttocks with one hand - go in. You might not succeed the first time as it's not easy, you need some force. If you can't get in - go back to fingering.

If you did get inside her - STOP! That's the most crucial moment and that's where it's way too easy to mess this up. Don't even flinch, let her relax. You can whisper into her ear "I'm not going to move, relax". It can take ages but after some time she will loosen. That's when you might try to move a little bit. Nothing big, a mere suggestion of a movement is enough. Wait until she's comfortable. Playing with her clit will help and it will make everything even more pleasurable.

Then, after a very long moment without any movement, while still taking care of her clit, you can try to slowly move back and forth. If she likes it and doesn't stop you or push you back - great, you're there. Be super considerate for a while. Then you can increase the speed and depth and have even rough, wild sex.

 

Lessons (re)learned:

  • Anal is fun. All of the girls that tried it with me did it more than once. Some even asked for it!
  • You don't rush anal. You can do it even on the first date but the process is slow.
  • There is a series of steps that just works. It shows that you know what are you doing and she should submit herself to you.
  • And there is more - more positions, toys (girls love anal toys) and more. Don't have boring sex!
  • Lube.
  • If she openly states she's not into that - don't push it.

 

If you like more then you can always visit my blog, although with the exception of sex week I usually write about daygame.