I'm researching that one myself. The only thing I can categorically tell you at this point is that you need to be able to be very relaxed - you relax into an anal orgasm rather than tensing into it.

I'm not sure how to describe a female anal orgasm but according to my girlfriend it's something so intense that she wouldn't be able to handle more than two (well actually she does, but is sooo humble). You can intensify your clitoral/vaginal orgasm by adding anal stimulation. The orgasms are very intense that way.

I'm getting no-ejaculatory anal orgasms most of the time and ejaculatory without penile stimulation almost every time; that's solo. With a partner it's sometimes tricky as it takes a while before your partner learns how to make it right for you. The more solo experience you have the easier it gets to steer the partner into the right direction.

The relaxing is certainly a very important issue so I usually don't hesitate to have a few drinks while watching a nice porn movie before I even start playing around. I love skin-like toys they are the best and safest (injury wise) you can really experiment with slow deep strokes, serious pounding, rocking, etc. etc. There are certain breathing and muscle contraction/relaxation techniques that are very useful in the beginning. I remember that the Aneros manual (downloadable) had a good introduction.

It's definitely a combination of material, size and tempo. Everything quite individual for everyone.

For men I think it involves the prostate and its contractions due to stimulation. It's happened to me, but I wouldn't call it an "orgasm". It just feels like a more intense regular orgasm.

Being male, and enjoying anal stimulation I have had a few anal orgasms without ejaculating. There isn't a "tensing up" as with regular orgasms, actually I never even really know it's going to happen till my head is spinning and my sphincter muscles are contracting rapidly. Then a wash of pure relaxation occurs throughout my body with a "buzz" effect and lightheadedness.
For my wife, she describes an "assgasm" the same way, and I can feel her contracting on my penis and she is incoherant in her speaking/moans, and her eyes roll back into her head during it.
The good thing is that it seems we can both have multiple "assgasms" within a short period of time, leaving us both dizzy and differently satisfied for awhile as opposed to ejaculating or vaginal/clitoral orgasm.

I find it's really hard to do it on your own. It helps to have a partner so you can ignore "what I'm doing" and focus on the sensations. I'm still not sure on other techniques, though.

Czechmate - what do you find works best?

Czechmate, I'm going to try what you mentioned.

To date, neither my husband nor I have had a straight anal orgasm, but when the anal is mixed with other stimulation it comes close. I am anxious to try your methods and see what happens.

The orgasms that i have when i have something fucking me in my ass combined with other stimulation are extremely intense. i have never had one solely from anal stimulation, but i'm sure that it is possible.

Well, I don't know if i had an "assgasm" but I have had some of the intense orgasms of my life while using the Slim Jim by Happy Valley and The Crystal Chic Wand by California Exotic Novelties. I totally figured out how to rub my G-spot anally and have never been happier or cum harder1! GO ME.

Well, I'm not sure if this helps, but I have orgasms from anal play by using a dildo on myself. I tend to prefer realistic dildos to abstract ones, with a size slightly above average. I really love the in-and-out motion, and the stretching and that completely filled up feeling creates an extremely intense pressure that, like I said on another post, sometimes just "makes me cum" without any penile stimulation. I think it's a lot of a mental thing... you need to be relaxed, confortable with yourself and/or your partner and, obviously, very excited. Oh, and I guess it helps if you really love anal . I'm going to paste here what I said on another topic related to anal and orgasm:

"...It's strange really, but I cum very quickly with that sort of play (in fact, there were times that I have orgasmed from the initial insertion, right when the dildo went in balls-deep... it was quite intense, I was very much excited and felt that I had absolutely no control). These orgasms from anal play, without any penile stimulation, feels incredibly intense. They build up, slowly but very surely, and when I finnaly orgasm it feels like my entire body is climaxing, not just my penis. My whole body twists and turns, on the verge of literally exploding, pulsating from the inside out. I think that one of the main differences from penile orgasms (at least for me, and comparing from masturbation only) comes from that loss of control... something (or someone, if that's the case) is entering you, penetrating you, fucking you, conducting your pleasure and taking control of your entire body (mind, soul?); your excitement just builds and builds until it finnaly collapses, rendering you completely helpless, forced to cum. You are left feeling fucked, violated, satisfied. Pleasured."

I've never had an anal orgasm without also having a penile orgasm at the same time. But the ones I've had with anal stimulation while cumming were great!