Sex Q&A - Anal sex dilemma

Anal sex dilemma

I used to have anal sex with my last girlfriend regularly, but my new girlfriend has never done it and is afraid. What can I do to set her mind at ease?

Walt

Get her drunk. Just kidding. If she’s afraid, you’re going to have to take things a lot slower because with fear comes anal clenching, and that just won’t work for anyone.

First, always have plenty of lube close by. You can start by licking her anus and introducing your finger by inserting it slowly. Once she gets used to the sensation, you can insert another finger, and eventually try to insert your penis.

All this won’t likely happen in one night – it should go on over a course of nights. And again, water-based lube is your friend.

Angie

Friends with benefits?

I went out with a good friend of mine and she happened to get really drunk that night. After begging me for sex for 30 minutes and essentially trying to perform oral sex on me through my jeans, I gave in and had sex with her.

And it was amazing.

The next morning, however, she began acting like a victim, as though I shouldn’t have done it no matter what she was doing.

And just to let you know, she rode me the whole time. I never took control.

What’s her deal, man?

Johnny

There are women in this world who get liquored up, have sex with random guys (or friends) and wake up in the morning and convince themselves that they were taken advantage of so that they don’t feel too badly about having had sex with men who weren’t their boyfriends.

Don’t feel too badly; if it was that amazing, you can bet that she will be calling you up the next time she drinks to do the same thing. At that point, you have to decide if you want to deal with the drama that comes with.

Angie

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