Expert: Fox - 9/8/2005

Question
Me and my girlfriend are considering having anal sex. Any advice ?

Answer
Hi there meeeeee :-)

Why of course I have some advice for you.

I'll tell you how to do anal now...

Start with the regular foreplay, going down on her, making her cum with your fingers, then start making love to her. Make sure you don't cum and that she's comfortable and enjoying it. She should probably be aware that you intend to try anal.

Now, if you're not already in the position, change to doggy style position, and continue fucking her in the pussy. When she's really loving it, spit on her asshole, or squirt some lube on it and up it. Rub it in gently with your free hand.

Also, if you don't mind stopping and starting, you can do my favourite thing: stop fucking her pussy, pull out, lean over, and start licking her ass. Lick around it, then lick the space between her pussy hole and asshole, then finally lick the ass hole. Lick all around it and then when she's moaning and squirming with pleasure, slide your tongue inside just a little bit. Spit on it. Kiss it. Just make it nice and wet. Use lube if it's not wet enough.

Then, continue fucking her pussy. While you're doing it, use your thumb or fingers to start gently rubbing her asshole, slowly and then firmly. When you can feel her opening up (keep fucking her hard), try to slide your thumb in there, or one of your fingers. If it doesn't go, don't force it, just repeat the above steps until it does go in. Tell her to relax, and enjoy, and it shouldn't hurt too much.

When you have one finger or thumb inside, try two fingers. Very slowly and carefully, rhythmically and softly. Don't force them in, remember. She can reach back and play with her clitty, or you can fuck her pussy even harder and stroke her back or pull her asscheeks apart - all these things can help.

Once two fingers are inside, and her ass feels wet or well-lubd, she is ready. When she's in the midst of pleasure, pull out from her pussy and press the head of your cock against her tight asshole.

Now, she should push her upper body up off the bed, so she's resting on her palsm rather than her elbows or with her head in the mattress. Her head should really be higher in the air than her ass.

Now, once she's ready, make sure you are REALLY REALLY HARD. If you're only semi hard, put it back in her pussy and start fucking her again, making yourself feel good, until your cock is nice and erect.

ONCE YOUR COCK IS AT FULL HARDNESS and ONLY THEN, start pressing the head into the hole. Press a little harder. Hold your cock, and make sure it's going in straight, into the hole. If she's lubed and you're very very hard as a rock, it should slide right in. If you have to force it, you might want to stop and try the other stuff some more. In genearl, it takes at least 15 minutes to get warmed up for enjoyable anal.

When you slide it in, if it goes easily, you should feel it "pop" in there as it gets past the outer ring. it will be very very tight and will feel different from her pussy. Not necessarily better, just different. Start sliding in and out of her slowly, straight lines, no gyrations.

Once you're fucking her at a constant rhythm, and she's starting to enjoy it, you can fuck her harder. You can grab her ass and really start pounding it. If she wants you to. JUST MAKE SURE THAT YOU DON'T SLIP OUT OF HER. Maintain control over it, otherwise, if you slip out and slam into her ass without being inside, you could really hurt her or yourself.

When she's really into it, you can fuck her ass basically as if it were a pussy. Once she's cumming, do it as hard and in any way that you want. After five or ten minutes of it, you should even be able to change positions if you want to.

Other good anal positions: woman on top, facing you. Doggy style (her legs have to be REALLY far back. Missionary pretzel (her legs behind her head exposing her ass to you). There's also the tricky "piledriver" where she lays on her back and gymnastically brings her legs over to touch the ground near her head, and you get over the top of her and position your cock against her upturned ass and just sink it down into her. Wow.

If she's not enjoying it much, she should play with her clitty, or put a few fingers in her pussy to simulate double penetration. it's also good to use toys (dildos for her pussy hole and vibrators for her clit) to imrpove analcourse. There's also the option of using a vibrator in her ass while fucking her pussy before you switch and do her backdoor.

Good luck, my friend. Remember, be gentle, take it nice and slow... really slow... and make sure you're rock hard before you try and slide it in her ass.

Let me know how it goes

Sincerely

Fox Salehi