First anal

Ive read somewhere about male g spot inside anus, so of course qs im always very curious about any kinky things i have decided to try it. I bought a lube, spread it on my fingers and my hole and ive slide it slowly inside. Feeling was intresting. With anal play its learnig about how to enjoy this pleasure. Its new and as im a guy i used to identify all pleasure in my body with my cock. As soon as ive reached prostate that was it. Pleasure unbelievable, orgasm so intense that i couldnt get up from bed in at least 5 minutes. Loved it

First anal was with my first wife. I'm not even sure how we got started on doing that, but it continued for many years so evidently she liked it! It never occurred to me at the time for her to try that on me, but the second wife fixed all that. We now both enjoy anal penetration on a regular basis.

I was about 15 we were at a friends house. We had been in pool and came out and were changing clothes. He had been flirting with me in the pool the hole time . We were making sandwiches and he asked me if i was gay. I told him i was not sure. As he walked by he would rub my butt or pinch my butt. Next thing i knew we were kissing i went down on him and then he was sliding it in me very gently. It hurt while doing it. The next day it sore but after that i was fine. We did it a couple mire times then he moved.

My first anal was with my own fingers, hair brush or similar things when I was 6 or 7. Around 8 or 9, a boy, or I guess a young man (he was 1😎, asked me about "beating my meat." He showed me his and I showed him mine. We played together that summer just about daily. He would insert his finger in my ass and finger fuck me. I'd "beat my meat" while he finger fucked me. I'd do the same to him and he would cum all over me. I thought it was great. As I grew, friends and I would play including putting fingers in our asses. We would also use the typical pens, brush handles, etc. A few times, one particular friend and I tried fucking one another. We would work our cocks in, but the Vasoline or hand creams really were messy. It just seemed more fun using an object which would mean just wiping one's ass and washing the brush or finger. It wasn't until I got my drivers license and started going to an adult book store across from the shipyard. The fellow that worked the door would let me in even though I wasn't 18. Shipyard workers would come to the store and watch movies in the back during lunch. They would jerk off. Some would play with my cock, suck me, or I'd suck them off. After the lunch hour, the man at the door would close and lock the door for his lunch. This was the first time I ever had a man's cock up my ass. We stripped and laid on the floor. He lubed his cock and my ass. It hurt like hell at first but he told me to try to push his cock out like I was having a bowel movement. The more I pushed down, the easier his cock slid in and the better it felt. Fucking me was his lunch and my access to the book store any time I wanted. I really hated when the city tore down that block for redevelopment. I enjoyed spending summer days there. One interesting point was the number of men who lived in my hometown that came into the store, jerked off, etc. I sucked off the fathers of three friends and another fucked me in a movie booth. As far as I know, none of them ever told, and neither did I.

I started putting stuff from around the house in my butt at about 8 years old. At 15 I lost my anal virginity, and never looked back.

First for me was my fingers and different objects around house that were of similar shape.... then around 14 as we went to spend summer at my step sisters cousins house,her cousin mike was 15 we shared room together for the summer... he and I started comparing our size to one another and touching each other ... one thing led to another and soon I was sucking him regularly and after a bit he took my anal cherry... after that I never looked back and I like a good anal fucking ... strap on pegging ils fine by me as well I luv it.

Dominatrix who put it to me with a strap-on, after she gave me two solid 2-quart enemas back to back. Exquisite.

Cant remeber, but i was young, maybe 6 or 7 ish, liked to use vaseline and i used to push bits of soap up myself as my mother did once.

My first time would have been when I was seven years old; I'd just received my first enema from my mother about a week earlier. Our "family" enema bag always hung inside the bathroom closet within eye-shot every time the door opened. Having thoroughly enjoyed the first time an enema phenolic rectal nozzle penetrated my anus a week previous, it was a given that I was to launch upon a life-long career of inserting a cornucopia of implements into my rectum.

To this day, I'm always on the lookout for anything new that is the right size (and smooth) to try inserting into myself and noting what is different about it from previous dildos.

Back when I started, Vaseline was the lube of choice as a jar was on the shelf near the enema set, KY or Astroglide has supplanted that over the ensuing years.

I was 17 and let my boyfriend try it. It hurt so I made him stop. I had tears. I let him talk me into trying it again and it still hurt and I made him stop again. I hated it. I never let that happen again. At least not with a guy. Girls and toys I like now.

My 1st anal was when I was 16-I had my 1st rectal prostate exam and did cum.hard.I then was seen by the same Dr.Two weeks later and the same thing happened.I knew I was hooked on anal play.I did loose my cherry later when I was 19.But that's another story.

I don't know why, but before it was even a sexual thing, I was putting stuff from around the house up my ass. Maybe 8 or 9?

A girls first love may be her father, but her first lust is a hairbrush handle.

When I was about 7, the neighbor boy, 14, would dry hump me. We did this for years. when I was about 10, he pulled back too far and when he thrust forward, his dick went right in my ass. OMG, did I jump. A few years later, we were swimming at night and he pulled my suit off, pulled me onto his lap and began fucking me. He also jacked me off till I came, then he came inside me. It didn't hurt at all that time and I have been hooked on anal sex and anal play ever since.

I have always been a butt man. My first anal sex experience was when I was 18 and a Freshman in college. I met a girl who I started dating in September of my first year. We started having sex shortly after. Then we started experimenting with a vibrator I had bought her. Just a standard vibrator, nothing fancy. One afternoon that October, after we had sex, we were laying in bed. Out of the blue she says “I’m a little curious ..... about anal sex. I think I’d like it”. So I got her to lay on her side as I grabbed some Vaseline and put some on her anus. Then I first inserted one finger, then eventually two. After 3 or 4 minutes, I put some on my penis and tried to slide myself inside her ass while she stayed on her side. She said it hurt too much so I stopped. Then I had an idea. As she remained on her side, I grabbed the vibrator and rubbed it on her anus while it was vibrating. She liked the sensation. Then I put a little Vaseline on the tip of the vibrator and slowly inserted the tip into her backside. First just an inch, then two and eventually it was 3 inches inside her. She loved it and there was no pain at all. After a few minutes, I withdrew the vibrator and replaced it with my penis. This time with success. I was completely inside her. I was surprised at the tightness of her sphincter. After a couple of minutes of slowly going in and out of her ass, we switched position and she got on her elbows and knees. The view of my penis sliding in and out between her butt cheeks was amazing. I quickly came inside her and she came as well.

For me it was probably about age 12. I was already frequently pilfering moms pantyhose and lingerie. I began using her vibrator on my cock, this progressed to me running it up and down my crack and then eventually to putting as much of it up my hole while I stroked. Led to many afternoons of furiously scrubbing cum from some sheer to waist. lol

I must have been 12 to 14 when I started playing with my hole in a sexual way (maybe younger). Before that I would just like the sensation of touching my hole, putting thing against it like cold water or ice. Then later started with fingers and what ever else I could manage like pens and pencils. Later on I wanted bigger and deeper sensation but was so paranoid about something getting stuck inside me so I started using plastic shopping bags to wrap what ever I was using in my butt. The best thing I found for a while was my mother's empty lipstick cylinders. I would go to my basement where I had a private little area, bag the lipstick then slip it inside me as deep as I could with the plastic bag sticking out of me like a tail to pull it out. I would try to walk around with it inside me under my clothes as long as I could even in front of my family. Later on I even managed to bag a small lemon and work it inside. That hurt at first but after a while felt nice especially when I pushed it out while tugging on my plastic bag tail.

. . . . Later on I even managed to bag a small lemon and work it inside. That hurt at first but after a while felt nice especially when I pushed it out while tugging on my plastic bag tail.

THAT is a good idea.

I never thought of placing objects in a plastic bag so the "tail" would be a retrieval tool, although we have used condoms in that fashion for small battery powered anal vibrators used during intercourse.

I have done that using a microwavable plastic wrap. It makes toys much easier to clean up, as any fecal matter would be on the wrap. It also lessens the odors on toys after long term wear or use. I believe someone asked about odors on anal plugs due to long term wear.

I recall my temp taken with rectal thermometers as far back as I can remember. A few childhood friends and I enjoyed touching each others hole and inserting small things up there. Through high school with a friend and then in college with my roommate I enjoyed mutual fingering while we masturbated each other.

Not until I was in my mid 20's did I manage a vibrator, one of those classic smooth rocket types up my ass. I remember that my hole felt open for quite a while after I finished. Shortly after that my wife got involved. We bought a rubber cock. She wore a pair of my tighty whities and poked that dildo through the fly. This was new territory for both of us. She lubed me up and pushed it straight in. It hurt like hell!! Pins and needle pain as she stretched my butt hole and pushed it in all the way and held me there. She held my hips close so I could "get used to it". Once I did I loved the way it filled me. When she started to fuck me I was hooked forever.

Years later my second wife and I searched for another guy to join us so I could experience a real cock up my ass.

.

My first anal experience was when I was 20. She was 26. She was a lot more experienced than I was and anally erotic as well. We never did any vaginal penetration just anal. It was absolutely wonderful

First time attempting to have anal with a girl was kind of funny.

We were young and in love, having sex like crazy. Sometimes having vaginal sex, I'd miss, and she'd tell me I was trying to go in the wrong hole. We were in college -- so many times (most times) we'd have sex in one of our cars. I had some impressive stamina back in those days. We were in a mini van, in the back having sex missionary. We'd been at it for quite some time. I then suggested we do it doggy style. She looked at me for a second, then said, "I think that sounds like fun" -- so she turned around and I started to enter her. There was a great deal of resistance, but I kept trying to penetrate her (she never said I was doing anything wrong). After a minute, I finally said, "I'm having a hard time getting it in, it's almost like I'm going into your ass." She then said, "you are, I thought that's what doggy style was."

I then lowered my aim, and entered her vaginally. We continued on for a bit, then finally finished.

After I was done, I had to ask -- "so you thought doggy style was anal, and when I suggested it, you were okay with it?"

She admitted her misunderstanding, and laughed. I then asked what she thought of it. She impishly looked at me, and said "oh my god, I think you've turned me into an animal."

We tried a couple more times without lube (we were young and dumb). A couple weeks later we got some Astroglide, and consummated our anal relationship.

I was about 11 or 12 the girl next-door and I were playing "doctor" after she examined me complete with her finger up my ass it was my turn, I poked around her vagina and butthole she dared me to stick my penis in her butt since we couldn't have regular sex. We would engage in sessions for the next couple years till I moved away.

My first anal experience did not happen until I was in my 20's. I had been dating this wonderful girl, also in her 20's for awhile and we had been having oral and vaginal sex. One weekend we went out of town and spent a Saturday at an amusement park. When we got back to the room we took a shower together and after our shower I noticed she was sunburned a little on her shoulders and lower back (her top was partially open in the back). We were both still nude so I had her lie down on a towel on her tummy and began applying lotion to her shoulders trailing down to her lower back. Then I started to apply it to her butt, spreading it as I applied to peek at her little opening which made even harder. As I was doing that I slipped my penis into her pussy at the same time I pushed a finger into her little opening. I started to move in and out of her pussy when she reached back, took me out and put against her little pucker and pushed back, I slide right in without hardly any effort. That was my first sexual anal experience with someone other than myself.

It was when I was 16, my bf liked to slide his finger into my butt when we were having sex. He asked me to try anal so I rolled over onto my stomach and he straddled my thighs and was rubbing his dick up and down between my butt cheeks. He then pushed the tip into my ass.

I was about 13 when I used the handle of a hairbrush ,lubricated with Nivea,felt so horny,loced using the handle of the bath brush too,covered in shampoo.

I had my first experience back there at the age of 20, I think. I didn't want it, but my boyfriend at the time did.

I have gone back and forth with it. Sometimes I like it, even if it hurts a little bit, but I always feel embarrassed afterwards. I did date a guy who enjoyed receiving, and that was fun, but he was a little bit strange for me, so I broke it off.

For many sailor on liberty in Greece, the only sex the prostitutes would perform was anal. I think they were just following Alexander's lead.

For many sailor on liberty in Greece, the only sex the prostitutes would perform was anal. I think they were just following Alexander's lead.

More likely to reduce the risk of pregnancy. Especially if the men refuse to use condoms ...

My first anal experience- not necessarily sexual- was when I was little, an unfortunately rather long lasting incident with pin worms that my mother “treated” me for holistically. In ways that involved quite a lot of attention to the area. I was fascinated with my anus from then on and experimented from an early age.

My first experience with anal intercourse did not come until my senior year of college. He, a lover/friend and I had talked about it years prior in a different iteration of our intimacy. We were taking a shower together, as we did, and I had struck up the nerve to tell him about my interest in enemas and all things anal he was the first person I ever told- about the enemas, not the anal, though he was the first to respond well to that. I mumbled it at first and he thought I said “animals” and I had to repeat myself. Nothing came of that then, though I stayed in the shower after him, fingering my ass. Perhaps intuitively knowing what was up he pulled back the shower curtain and asked me if I was fingering my “poop chute.” I must have turned scarlet- he was very good at erotic humiliation, and I have several other treasured, slightly painful but delicious memories of him humiliated me in just the right way.

Several years and the coming and going of a significant relationship of his later, we found ourselves in bed together- giving him a reprieve from being smothered by my pussy- as per his request- I asked him how he felt about anal sex. He got this wonderfully vulnerable look in his eyes, one that I had rarely seen from him and told me that he liked being pegged. This was information I filed away for later- and wound up fantasizing about, though the fantasies sadly never came to fruition. We did decide that he would fuck my ass though.

It was, all respect to him, rather unspectacular- we had a very difficult time getting him hard and were more focused on that than on preparing me. He was not terribly large so this proved not to be much of a problem, it wasn’t painful for me, though it never got to the pleasurable part, and I’ve since had much better experiences. Still- it was the first time and he was a significant person in my life. Sadly he passed away last year, the first person I have been intimate with to do so- and so as unspectacular as the act itself, there remains a significance to me in the memories of this encounter and the memories of him generally.

I mumbled it at first and he thought I said “animals” and I had to repeat myself. Nothing came of that then, though I stayed in the shower after him, fingering my ass. Perhaps intuitively knowing what was up he pulled back the shower curtain and asked me if I was fingering my “poop chute.”

@Monpetitmew LOL I have to laugh at the ‘animals’ thing for 2 reasons. First, and I’m sure I’m not the only one, when I use voice-to-text on my phone, 90% of the time ‘enema’ becomes ‘animals’!! And I have to be very diligent to proofread or the conversation could go WAY off the rails!!! I’d hate to miss fixing it and then have the other person say “Oh! I’m so glad you said that!!!” 😧 😶 😞 . Second, good thing you clarified or he might have shown up at your dorm with a Doberman to ‘fulfill your fantasy’!! 😁

I’m sorry your fist experience wasn’t the best. He was obviously NOT into giving anal, for I cant imagine ANYONE on this forum finding their partner fingering their asshole in the shower (after expressing an anal interest) and NOT wanting to take that further, right then and there!! I’m sure as you found more excited partners is when it became more pleasurable.