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Afraid of Anal Play

“My Girlfriend is into anal play. She likes to play with me in that area plus she wants me to play with her there also. I am not at all comfortable with her playing with that area on me, but it is something she really enjoys and REALLY wants to do. I just can’t let [...]

A Couple of Anal Questions

These are from two different readers and months apart, but they kinda seemed like they went together. Both women enjoy anal play, and yet each has a problem with it…

“I like anal sex. I even orgasm from it. My problem, and the reason it doesn’t happen very often, is that well, I will [...]

Anal Toy Give Away – CLOSED

Some of the folks from EdenFantasys have been keeping up with our discussions on anal stimulation this week.
When they read that some of you have  resorted to using random objects rather than proper anal toys, well they just had to send me an e-mail about setting up a give-away!

They have a [...]

Anal With Household Items

On Monday we talked about a young man who wanted to experiment with anal stimulation, but foolishly made a very bad choice when he was looking around his house for something to put up his bottom.

I believe we have now established that putting smallish objects inside your bum is a bad idea; even something like [...]

Anal Rule #1 Don’t Put Little Things Up Your Bum

“So I was experimenting with a bit of anal play since i heard that the feeling the prostate is a good stimulus, and I did something really stupid. I got a small dice, a pretty small one, put a bit of lotion on it, and stuck it up my ass. I masturbated and that was [...]

After Anal

“I haven’t had anal sex in a long time, that is until last night. My previous experiences weren’t terribly successful (he only got a little way in and not a lot of movement) but this time, there was a lot of movement and pleasure – it was fantastic! My issue is that today, [...]

But… Sex is SUPPOSED to Feel Good!

It actually took me a few tries to reply to this e-mail because I kept freaking out and had to try starting over when I could calm down again. I feel like this kind of e-mail really highlights the sorry state of sex education in North America:

“Well, I’ve been reading your blog/site for awhile now, [...]

Ass to Mouth

“Hey Shay! I was wondering if a blowjob after unplanned anal sex is sanitary? Cuz I just had an argument with a friend, and he seems to think that it’s fine (too much porn I think) while I disagreed. On another note, though safe sex is highly encouraged, when is it a high [...]

Reader Question – The Right Time

“I’m a long time viewer, first time poster. I need some advice really badly. You see, I finally met this boy that I really like and I want to get… more involved with him. I don’t think I’m ready for vaginal sex just yet but I want to maybe try some other things like anal [...]

Anal Virginity or How to Clear a Room in Your Local Coffee House

This past Friday night I was out at a local coffee/dessert/tea house with a group of friends – you know, one of those places with the nice comfy couches around the tables. We got to talking and anal sex came up – as it will do. Before long we noticed that the [...]