DO take your time
DON'T forget to use lube, I recommend actually using ANAL lubricant
DON'T do it without warm up
DO use a condom if you are afraid of messiness
DO breathe, you need to relax
DON'T force it

I highly disagree with using a bullet. It can get lost in the anus if it doesn't have a flared base. It's not a good idea to use bullets since most of them do NOT have flared bases.

if you have a waterproof corded bullet...but still...

Go to Sexis homepage and then dialup Tuesdays with Nina (Hartley). She has a great amount of experience and information. I watched it so I would know when and if I ever get the opportunity. I love the education/information that is available to everyone.

I think Crystal_Rose meant that she likes to use a bullet on her clit while engaging in anal play, not that she recommends using it for anal stimulation itself. I do agree that bullets are high-risk when it comes to anal play.

Please re-read my post, VieuxCarre... you greatly misunderstood what I said. I am NOT suggesting the use of a bullet anally. I state quite clearly "clit stimulation" in my post. I would never, EVER suggest the use of any type of bullet anally.

Tatus B-Bomb - a vibrating anal plug - is a much better choice.

Also, DO stop if it hurts. Pain usually means injury, even a small tear is not a good thing when it comes to anal sex.

Great idea!

Nina's got great advice here and here.

I need to try that last one sometime or another. That sounds hot.

I misunderstood it and wanted to clarify for others who may have misunderstood it as well. It did not read, until you posted this, like you intended.

Not to offend, just saying how I read and interpreted it.

Very good advice - a stationary plug does little to prepare you for thrusting.

Sunshine, when My Man and I were learning how to have anal sex we found that a few things made it not only easier for me, but VERY enjoyable.

1) LUBE LUBE LUBE LUBE. It's a given, don't try it without it. I like either Astroglide green cap (no glycerin) or Astroglide Anal Poppers.

2) I love something penetrating my vagina. DP is fantastic and feels amazing. Also, the familiar feeling of vaginal penetration makes many women feel more comfortable about starting the whole anal thing.

3) I usually have to have at least one good orgasm BEFORE we even start anal sex. It relaxes me, and gets me ready for more orgasms easily. If you are relaxed, everything is easier.

4) Go slowly. The first time we just tried penile anal penetration and not only did it hurt, but I cut it short because I just didn't like it. Also, I bled afterward (I didn't bleed the first time I had PIV sex!) and told My Man, "We won't be doing that anymore. I was bleeding." He looked disappointed, but sadly nodded and agreed if I didn't like it he wouldn't push it. Still, both of us decided we still wanted to try to make it work. (we are both VERY stubborn and usually don't give up on anything.) We figured out that GRADUALLY getting me used to something in my anus was the best route. We bought a butt plug, but I didn't like that either. So, he did what he did when he was teaching me to have PIV sex many years earlier, a lot of outer exploratory play, very shallow penetration with his finger, moving on to more than one, and eventually (after a few weeks of work) actual anal sex.