Perceptive forum discussions on Anal Sex:

Do men like anal sex more than women?
do guys like anal sex more than women?

How do you prepare for anal sex?
For most of us, anal sex is not usually a spontaneous decision. To be pleasurable some thought and planning is entailed beyond lots of lube. Though I...

Anal Tit-for-Tat
A lot of couples have an arrangement where the girlfriend or wife will allow her man to perform anal sex on her only if he first consents to being...

Who likes it better?
Would like to know who enjoys anal sex more. Men or women.

Ladies: Do you like anal sex?
Usually ladies I've asked seem shy or deny enjoying anal sex. Do you enjoy it?

If you're looking to start simply, I'd go with something of a small diameter and a smooth texture. I can't pull up any specific examples because I haven't bought any anal vibrators yet, but I do know that ridges can be painful and rough if you're not completely relaxed and lubed up.

It's one that I'm going to use vaginally while he's doing anal, sorry forgot to add that in there.

You could also try a bullet for your clit rather than a full size vibrator. Even an average size vibrator (in the vagina) can compete for space when he is in your back door but, everyone's body is different. The nice thing about a bullet is that you get the sensation where you want it and it isn't cumbersome or in the way.

I was also going to suggest a bullet, if you're just looking to loosen up a bit while he enters you. I always stimulate my clit manually when I'm being penetrated anally - it really does help relax your muscles and make it easier! - but a vibrator would be great there too. If you still want something vaginal though, I would go with anything slim and soft.