I may regret this...
...but I'll share a tip or two myself on playing in the back door.

First of all: lube. Lots of lube. Insert some into the orifice with a fingertip before you do anything else, and make sure that what's going in there has a good layer on it as well. And before you insert the lube- trim your fingernails!

Second tip: relax. Both of you. If you're receiving, relax your butt like you're going to go take a shit. If you're giving, go very slowly- work it in there gradually, and if you feel resistance and your partner is making strange noises, back it out a bit. Use your hand to wriggle it around, as though giving a massage with it- which in truth you are, to get the muscles to relax. Eventually you'll find yourself sliding in- and at that point go slowly, rather than banging away at it like a rabbit. If you just go ahead and ram it in there, it hurts A LOT. As in, your entire universe shrinks to nothing but this screaming pain that makes you writhe and want to crawl away and hide.

Third: if you've never tried it, don't dismiss it out of hand. If it's done slowly and gently, it can be one of the most intense feelings you've ever had. And there I'm addressing both genders- guys, if you're asking her to trust you to do it, you should be willing to give it a go yourselves. However, it's fair to ask that the toy she uses be no larger than your own cock.

To keep on topic: I had a woman do it to me a couple of times, and not only did she have long nails (ouch), but she didn't exactly work it into me slowly (YEEE-OWWW!!!). Not to mention that it was substantially larger than my own equipment...

I let her try it a couple of times before I refused to try again. However, I have also had some incredibly good experiences with it... so keep an open mind.
( The Resident Loon Not a demographic. Do not measure., Mon 18 Jun 2007, 16:33, Reply)