Anal Pleasure for Him and Her

As I sit here thinking how write this, I have a rather large orange sitting comfortably inside my colon. I usually push it halfway out then pull it back in. It will usually suck in really quick snapping my anal ring shut. Then the orange jumps up inside of me hitting my prostate on the way past. It’s is a really wild feeling. By the way I am a 36 year old male. I am not gay, but anal insertions are my fetish, and here is my story.

It started years ago, when I was in my early teens. One night I was lying on my side running my hands over my ass and in the crack and over my anus. I always was repulsed by the thought of male anal sex or even exploration that could lead to it, but curiosity got the best of me. I had taken a shower so my anus was clean, and I started prodding it with my finger. I had heard of rim jobs and a friend of mine said his girlfriend gave him one once and said it was awesome. But as my anus was dry I didn’t quite get much feeling pushing my finger around it. So I gathered some spit and stuck my finger in my mouth getting it all slicked up. I went back to prodding and started circling around my anus and wow! The tickling feeling immediately got me hard. Then I thought of women who liked getting fingered in the ass, as well as men, and wondered what it would be like. So I slowly started pushing my middle finger in. Immediately my anus locked around the tip and contracted a few times. I pulled it out then started to push it back in. This time it gripped and wouldn’t let go, suddenly convulsing on my finger like it was a mouth sucking on it. The feeling on the inside was amazing. My colon reacted to my finger contracting and releasing. It felt so sensitive on the inside touching my finger. After a minute the contractions stopped and my anus relaxed, so I decided to pull it out and push it back in. This time my anus relaxed a bit more and slickness inside my anus had lubed up my finger enough partially aided by the spit. I started pushing it in and out. The feeling was indescribable! My cock got partially hard so I grabbed it with my other hand and started stroking it. But something seemed lacking. I wasn’t getting the feeling I got when I stroked my cock, inside my ass. I always assumed the anus acted just like a vagina when penetrated. But nothing happened. I was getting excited naturally because this was something new I was experimenting with.
I decided perhaps one finger was not enough. So I pushed in my index finger getting it all slicked up, and then pushed both fingers in. It took a bit of work like one finger did, and suddenly my anus was reacting again, contracting. This didn’t last nearly as long but I immediately felt full, like I had to take a shit or was in the middle of doing so. There was also some pain that started as my anus was stretching wider than normal. I had learned about anal sex from porn tapes my dad kept, since in those days the internet did not exist. I knew the anus was a ring of muscle that needed to be stretched out in order to accommodate larger items. So I separated my fingers. Immediately the pain kicked in and I snapped my fingers back together. So for the next hour or so, I experimented with my two fingers. I then masturbated and came with them in my ass. That feeling was interesting. My anus contracted in a good way as I came.

I experimented more and more after that. After one particular messy experience, I soon realized I need to relieve myself before doing it. But even then it got messy, so one day I found an enema bag in our medicine closet. I read the instructions and it mentioned good for cleaning out the colon. So I started giving myself warm water enemas before anal play. After a while two fingers got boring, plus I was not getting much depth. I wondered if going deeper was the key to having an anal orgasm. The closest object to my two fingers I had was a large sized novelty tooth brush that had a hard plastic handle. The handle was about a foot in length, so I figured that solved the depth issue. I lubed it up with spit and slowly slid it in. It was very interesting, like taking a shit in reverse, but not quite. You know that absolute relief feeling you get when the shit comes out? It was that as I slid it out, then a filling feeling as it went in. I slowly pushed it deeper, and when it was about 5 inches in it stopped. I couldn’t believe that was as far as it would go. So I pushed harder, not knowing there was another sphincter ring inside. Suddenly it hurt as it pushed through that inner ring. But as I groaned I also pushed like I was pushing out a loaf, and in slid the handle much deeper. It got to a depth of about 8 inches when it stopped for good. I tried pushing it harder but the pain and immovability told me I had bottomed out. I rolled from my side to my back and it pushed the brush up to the top of my colon wall. It felt really good and I immediately started masturbating. It only took a few strokes and I started cumming. But the contractions of my sphincter muscles in my colon and anus locked onto the brush and pulled it in and out, rubbing the handle on my prostate, or so I learned later, which was the reason for such a hard orgasm. I came so hard the first rope of sperm rocketed out and over my head hitting the wall behind me. “Holy Shit!!!” I yelled, and groaned loudly. But soon the contractions were pulling the handle into my ass so hard it start hitting that wall deep in my colon causing a lot of pain, so I immediately grabbed the brush and pulled it out, causing my whole body to grip into a hard orgasm. I had stopped cumming but the orgasm had not fully subsided. I realized the next day that I had pulled stomach muscles from cumming so hard. Also I realized the handle was not totally smooth as one edge still had the line from where the plastic was pressed together. The grip that my anus had on it caused it to cut into the flesh a bit and I soon realized I was bleeding a bit. My ass was sore for several days afterward, not only from where my anus was cut but from the stretching of the muscles. It hurt to take a shit for a couple of days. I smoothed out the brush with sandpaper.

Years went on. I would occasionally revisit my novelty toothbrush, but I was afraid I might turn gay if I did it a lot. I was so naive in those days. Then the internet came along and along with it a lot of info. I learned men enjoying anal stimulation did not necessarily mean they were gay. I learned about the prostate gland, and what it did with stimulation through the anus.