How did you discover anal pleasures?
I started to take a greater interest in my body when I was 13. I began to play more intensely with my penis and testicles than ever before and get bigger erections. I would lie naked in bed, playing. Then one day I turned over face down and worked forwards and backwards exposing my glans and rubbing it on a paper towel; I placed a mirror so that I could see my anus and cheeks squeezing together: they too had become erogenous areas. My older brother had some nude magazines - quite innocent by today's standards. They were mostly mature ladies showing their bums and tits. I imagined myself naked with the models, ashamed but excited. I felt compelled to rub harder and harder until suddenly I had my first rush of pleasure unlike anything I had experienced before. I had started to masturbate.
School showers
Between the ages of 11 and 18 I went to an all-boys school. At first, I found physical education and games an embarrassing ordeal. Our games teacher was a bully. He made us queue up naked outside the showers. 'Close up the queue' he would shout. Penises and bottoms touched. Was he demonstrating his authority or seeking sexual gratificaton? After reaching puberty, embarrassment turned into excitement. Several boys said how much they liked my big, round bum 'just like a woman's' and how much they would like to get their pricks up it. Maybe, like me, they had been masturbating while looking at the nude magazines of that time, which showed a lot of ample, middle-aged ladies with ample bums and tits. I was flattered and excited by their attentions. I had already discovered that my cheeks and anus aroused me when I started to masturbate but this was the first situation where I found out that other boys were aroused too.
At the time, it appeared that he considered that shared nudity was part of a sporting activity; but surely he must have expected that developing penises pressing against classmates' bare bottoms would stimulate thoughts of sex. Often, he would watch us shower. He must have noticed our arousals. There was little opportunity for us to please ourselves after lessons in the gym, but after afternoon sports at the end of the school day, there was more time for touching and pleasing ourselves. Often I would go home with one or two friends to continue in my bedroom, or in summer, outdoors.
Thank you both for reading my post and for sharing your experiences. It is so interesting to be able to compare with others. Since puberty I have found my bum hole erogenous. Even as I write this I can feel it rubbing against my pad inside my knickers. It is helping to stimulate my bollocks and prick with my foreskin rolled back, my semen swilling around as my knob end rubs against my pad.
Sometimes my brother and I played in the nude but we never had penis-in-bum sex. He was 4 years older than me, so we were developing at different times; also I felt that it was something I did not want our parents to know about.
I often use a mirror so that I can watch my bum cheeks and hole as I masturbate with one hand squeezing my bollocks and the other flicking my foreskin to and fro over the overhang of my gland over the shaft.
I have found that doing nude yoga is a wonderful way of exposing my anus. I have often used some of the positions when working as a nude model. Details of these and other situations which I have found stimulating are at this site:
https://www.dailystrength.org/user/profile/1138845/journals
You can send me a message from there if you wish.
I used to go swimming 3 or 4 times a week. Some pools had communal showers. After swimming, I would go there for a wank, as a duo if there was anyone like-minded there. If my hormones allowed me to postpone orgasm for a few minutes, I might restrict myself to anal foreplay in the hope of a nude parade and masturbation , maybe anal, in the men's room. Then I would make my way there, stark bollock and as hard as I could manage, foreskin still retracted. Invariably, the effect was infectious. Usually there would be other men covering themselves with towels. On seeing me they would begin to peel them off. Gradually, most of them would pull their foreskins back. We would congregate to compare. Especially in racially mixed areas, I found it fascinating to compare length and thickness of their dicks and the colour and size of the knob-ends of the various races, to feel and be felt - even better when there were ladies present. I love to bend over and show my bum hole. Often I would get a response.
I had a neighbor boy who was 3 years older and we would go in his tree/play house. I'd get naked and he'd play with with my hairless dick and finger my hole using his mom's lotion. We did this everyday and the more he worked my tight, virgin hole, the better it felt, causing my dick to pulsate giving me dry orgasms. After a few months, he worked on my hole with lotion for what seemed like forever. Then he stood up and slid his dick in my bottom. OMG it felt so big and so GOOD that I had a full body orgasm when I felt him cum inside me.
Great story. Anal is such a great feeling. Fisting? Nothing tops that.
I had a few anal experiences in puberty, but nothing that deeply penetrated my anus or switched me onto gay practices. But in the last decade I've come to love dildos and dicks and spanking my bottom. That really gets me excited to bottom for pegging and buttfucking.
Not sure when or how I found out. I guess was first time I had my ass eaten then fucked. I definitely enjoy a bare cock buried deep. A dildo is alright ,but nothing like the real thing.
I dont get a chance often to have a real cock, so when I do I hope its a lot or a good one that can go for awhile to give me the pleasure. A short time is good also really dont care if time as long as bare.
I first learned of anal sex when I read a porn novel that my cousin had, probably at age 12. It was hidden between mattress and box spring in his bedroom. At the time I thought it was a terrible idea, but later, when I saw my first gay porn film I saw how much the bottom was enjoying it. I started to do a little exploring of my own anus, fingers and small objects. Crisco or vegetable oil. Thinking back on that time, I wonder if the grocery guy was puzzled about the guy who was spending just a little too long picking out just the right cucumber or sausage. Maybe he wasn't puzzled at all. Later still I became confident enough to buy dildos. I enjoyed pleasuring myself for sure, but I also wanted to be really comfortable for eventually getting fucked. It happened when I was 26 and it was really great. I am pretty versatile, I think some of my enjoyment of topping has been knowing how much pleasure I'm giving g a bottom. Nothing like mutual satisfaction. Whew.
I was young. Maybe 9 or 10. I forget when I actually did it for the first time and what caused me to try it. But I do remember putting q tips in my ass. I enjoyed the feeling. I eventually moved onto slightly bigger things like markers with a nice round tip. I would love to slide it inside me then go walk around outside in the woods. Once I was far enough into the woods I would take my clothes off and play naked. Pulling it out and then pushing it back in.
As I got older I would find bigger objects. Maybe a hairbrush handle or something. I would also put tampons in my ass. I loved that. Id walk around and occasionally reach in my pants and gently tug on the string.
Playing with my ass was something I always loved to do.
I started tickling my asshole when i was jerking off when i was about 13. It started with me plying with my balls and taint, and then i rubbed my hole and loved it. Soon i was fingering my ass when i jerked. Then one day a women finger fucked me while she sucked my cock, damn that was the most amazing orgasm i had had up till then. After that i have enjoyed lots of anal play, rimming, pegging, dildos, vibrators, beads etc. I can now cum form just anal stimulation.
I was laying in bed a restless sleep, I had only just turned eighteen, naturally normally if I could not get back to sleep I would wank off ( in later years I would get a satisfaction buzz by running naked around my block!) but on this one particular night something inside my head questioned why do men let other men fuck themselves in the anus?
Some true knowledge urged me to insert my fingers into my anus ( much like my thirteen year old self starting to push my strangely hard penis hard against the mattress! On that occasion I had had my first not knowing at the time organum! I think that I wanked off every day after!)
If that true knowledge, worked then, then should I not be experimenting with other pleasures?
I stripped off( being naked seemed to be part of the essential enjoyment) and tentatively inserted one then two fingers and arouse myself.
For a while I continued, with no recognition of stimulation, I may have stopped thinking that this was just silly, but my inner self kept me going and then!
We all know the joy! I was coming in my ass hole and squirting cum from a throbbing penis!
Thank fuck I kept inserting those two fingers.
Ive always loved bums and I remember being fascinated when I discovered that gay guys had anal sex soon after I learned about the birds and the bees. I used to get naked as often as possible and although I didnt really understand much about orgasms and wanking found it thrilling and started to play with my bum when I was nude - it felt wrong but I liked it. I went to a boarding school and one day got a bit playful with a friend and we ended up practicing kissing each other with tongues. That moved on to feeling each others cocks and one night I was feeling horny so slipped into his bed naked. He woke up a little confused but soon started playing with my dick and I guided his hand to my bum hole and encouraged him to start fingering me. It became a regular thing and soon progressed to trying out various objects - pens, bottles and fruit and vegetables!
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