I am an anal pleasure lover! Many guys won't go near their anus, but I say they are missing out. Realistically, I would say it adds at least 1/2 again as much pleasure as just stimulating your cock.
I recently got a new toy for my anus, it's a g-spot vibrator made for women. It has a long slender shaft, only about 1/2' diameter. And an angled bulb shaped thing on the end that is about 1 and 1/4' diameter. That larger bulb takes a little relaxation to get into my anus, but I wanted a larger more rounded shape there.
The first couple times I used it, I was not that impressed with how it stimulated my prostate. I thought maybe it was too large and rounded to really hit it. Today I learned more about how to use this tool! I've always wanted to cone just from anal or prostate stimulation, but never have been able to. I always had to stroke my cock. Today I started by fingering my anus slowly with a rubber glove on and some water based jelly lube. as it relaxed, I easily went in and out with two fingers. Then I eased in the G-spot vibrator while it was set on low. I probed around for the sweet spot and rubbed it this way and that with the probe. The I tried something new, I pulled it out so that it slowly slid through my anus, then back in. It was big enough that it was a tight stretch and the vibrations felt so good with that tightness. In and out slowly, then a little faster. By now I was getting first clear pre-cum and then creamy white. While I'm getting hot like that, I eat my precum. After doing that I wanted something a little longer so I switched in my longer rippled jelly dildo for a few minutes, in and out with that felt very good, but I wanted the prostate stimulation again. When I slipped the g-spot one back in, suddenly my prostate was much more sensitive. I started gently stroking my cock with my other hand while I rubbed the head on my prostate and also pulled it in and out a few times. I turned the speed up to medium and then started focusing on the prostate. I stared at the head of my cock, looking at the shimmering drop of cum at the opening. I then felt something coming, that was not like a regular orgasm, more of a sustained, lower level pleasure. I think I was just holding my cock and it started oozing out a stream of thick creamy come while I worked my prostrate with the probe. It kept coming and coming and the flow increased. I was hovering over some panties that I like to come in. Soon there was a large glob of creamy goo in the white cotton VS thong! After what seemed like a long time, I could feel a 'real' orgasm coming. I stroked gently and boom! I came! More goo came out, but I think a lot had already been ejected. then I eased the probe out of my anus and that caused me to come even more again. That was a pretty amazing experience. The amount of come I produced and the thickness of it was more impressive than I've seen in a long time.