First anal

My first experience was when I was 16, I found out about prostate stimulation from the movie "Road Trip." haha. Anyways, I locked myself in the bathroom and insered my gloved index finger into my ass. I lubricated it with Pond's cold cream. It was a very cold, stimulating feeling. You could call it love a first finger? I have never had any type of anal stimulation other than by myself, but I'd be very interested to hear at what age everyone else's first times occured and how it went!!

My first time I was 12 but at the time I had no idea of prostate pleasures. I thought I liked the erotic anal sensations and it took many tries before I started enjoying the new erotic play.

I am new at this site but looking forward to learning more about enemas. I always thought about receiving erotic enemas.

I was about six , never looked back , LOL

Started doing it soon after onset of puberty (within a year). It seemed pretty natural to me. Guys at school were always making 'anal' jokes, whic tells me it's a pretty common thing.

I must be a little slow here, I didn't know anything about anal or prostate stimulation until an adventurous girl when down on me in college. WOW now that was an orgasm! Hey, better late than never.

Started doing the same to her when I was fingering her and have never "looked back" to the pleasures of it all. In fact, I have a pretty nice collection of toys for all kinds of activities. Got to keep the ladies happy --- and myself, if she's adventitious enough.

BTW, so where do you find all the ladies here!!!

I'm available, willing and adventitious. 😃 😄 😁

I had been watching girls in porn do it for so long and thought "They really look like they enjoy that, why can't I?" So I laid in bed and tried sliding my finger in. I didn't have any lube and thought this isn't that great. However, over the next couple of days I decided I should try it with some lotion and a sharpie. The feeling I got when it was in me was incredible and I couldn't stop. I was playing with myself for what seemed like forever. Continually, in and out until I orgasmed. It was a great day and something's that made me love exploring myself.

Some of my first memories are the time that I gave myself an enema at about 16 years old and with the water hitting my prostate, I had an orgasm without even touching myself. At 16, I lost my virginity to a girl in the back seat of my car. We were fooling around and she got on her hands and knees. I licked her pussy from behind and then I put my cock up against her pussy. She said no and guided it to her ass, looked at me over her shoulder and said my all time favorite words - fuck my ass. She really loved getting a hard pounding and I came deep inside her asshole. It was awesome!

I first started playing with my ass at the age of 10, I believe. I enjoyed the sensation and it became a regular part of my masturbation.

My first anal experience was receiving an enema at age three. I was turned on enough to want to experiment on my own and began to secretly insert parts of some of my toys, being careful to clean any revealing evidence. The first time I did so, there was a trace of blood, but I remained undeterred. Although I did not let on and pretended otherwise, I craved each and every enema experience to follow . . . and still do to this day. With my next full-time play partner, a strap-on is a definite must have for our toy box.

My anal experances started when i was about 5 as my mummy was well fetishistic though i didnt realise at the time 😃.

Being regularly bent over my bed with a vasalined rubber gloved finger up my fufu

Which i liked a lot 😃.

-please mummy not botty time

My first anal sex was with a sweet chubby asian man in my late teens and ooòoooo did i cum and come back for more.

So I was a late starter in the sexual world. I didn't orgasm until i lost my virginity at 15. It was the best 7.5 seconds of my life.

This spurned a yearning of exploration and I don't really know how long after but i began going thru the back door. I can't even recall what compelled me to do so.

First was I gently slid my thumb inside and started wanking and very shortly after (before even getting hard) i had came.

This spurned further interest and a lot of practice (didnt have much on the net in terms of guides) and a lot of various objects it went to the next level.

There was a friend who'd stay over often and we had sort of 'fondled' around in the past, a bit of head but not gone down the alley so to speak. Normally it involved thru or dare and i wanted it so i dared him to fuck me. So i lubed and warmed myself up while he lay on his back, he was hard as and i slowly slid down onto his cock straddling him. I basically rode him for a while until he came. I finished myself off while he was still in me and that was that. I would have been 16 by then.

I liked putting my finger in since early childhood. Can't say exactly when it started. Probably at the same time when I got interested in enemas. I also don't know how I got the idea.

First anal sex I had at the age of 17. Not a nice experience, though. The guy obviously never had heard of lubes... it was painful. Took me ages before I was able to enjoy it.

Didn't punch the 'giver' card until early in a first (and failed) marriage age 25, then many years later at age 38 finally got up the courage to visit a very understanding and skillful Dominatrix who made me see the 'receiver' light as if I'd never seen color before.

My girlfriend suggested we do it. I had been fingering her anus as part of sex, but had never thought to ask to put my penis in there. But she wanted to try. It took a while, but once I was completely inside, she asked me not to move so she could get used to the sensation. I did my best, but then I lost control and started cumming. I was facing her, so she could see my face. She said something like, "oh my god, I can feel you cumming...it's so warm and..." then she started to cum too. We were both hooked and did it regularly. She's now my wife....

Well I guess this is a two part question.

1) When did I first experience any kind of anal penetration on myself?

That is kind of hard to pin down. Certainly no later than about 13 when I started experimenting with my mother's enema set. Yes I did get suppositories when I was 6 or 7 when I was sick and did get a bulb enema from my mother when I was about 4 but I put less emphasis on these events compared to when I was thinking of doing things on my own for erotic pleasure. I may have inserted something in my ass before 13 for erotic pleasure, but I really don't have any specific memories.

2) When did I penetrate another person?

That would have been a girlfriend at about the age of 29. I know, so long to wait to feel what that feels like and I loved it as much as getting my ass penetrated with fingers or toys.

You may have surmised I love all things anal and you would be right!

Mmh. When I was a kid, I was to take my temperature rectally, and I received suppositories.

A defining experience was the digital rectal exam that I received from our physician when she suspected appendicitis - she had not explained to me what would happen so I still remember my surprise at receiving this adult finger (gloved and lubricated, I think with mom's vaseline) into my rear end. Once I recovered a bit from the illness, I found in retrospect this event to be both humiliating (why I had not been told what would happen?) and strangely arousing.

So later I explored my rear end with fingers and small items (plastic cases for pens).

Unfortunately, anal exploration is not somebody an uncomfortable and inexperienced young male talks with inexperienced girlfriends. I tried to give hints but to no avail, they were probably too cryptic. So it is much later (after graduating!), when I started "dating" (I don't think it's the right word for that) my future wife that I had my first adult anal experience (a gloved, vaselined finger up there) and I loved it.

If we're talking anal sex, this was later for me. My girlfriend, now my wife, used to like anal play very much with fingers, thermometer, enema, plug... but freaked out at the size of my penis.

At some point we tried a thin strap-on dildo for her to fuck me and we enjoyed the experience, after some initial hurdles. That convinced her to try penis-in-anus intercourse. Well... with good preparation, no hurriedness, and good lubrication (we took our time, instructed by our strapon experience), it was delightful for me and she was surprised at how smoothly it went. Since then it has been a common occurrence in our couple, though much less frequent than vaginal (she also, less frequently, fucks me with a strapon dildo).

I had my first experience three weeks ago. It was a difficult situation for me to get into action. I hate when he kisses me coz i am not a gay. I enjoyed when he sucked me and got in me. But after 2 days started to be in pain at my rear. But i think i ll try it again. He was a good guy but i dont want him to kiss me or hug me. Just need a suck and fuck... how i can e xplain it to him.

For not being gay you're sailing very close to the wind.

Is it so ? Cant i enjoy with anal? Emotionally i am not impressed...

It's entirely your business. Far be it from me to say anything.

First time another person's finger went into my anus was my first girlfriend. She had been rimming me alot which she used to do frequently and so I asked her if she would put her finger in. She was hesitent but did it. I was on my hands and knees and she was behind me with the bedside lamp shining at my ass. The feeling was incredible. She fingerfucked me regularly after that. But she never let me fingerfuck her, just my tongue on her anus.

1st time playing was when I was 10 with a eraser end of a pencil. Then other objects. 1st real toys at 19 solo. Then a fwb used a dildo on me at 22.

1st time have anal sex with someone was with my gf at 20 her 1st time she enjoyed it.

My first anal experience was inserting a cotton swab. I was, like, 13 or 14 at the time. I don't remember what possessed me to stick something up there but that's what ended up in me. It escalated into fingers, hoses, sun cream bottles and whatever I got in without damage until I bought my first actual toy at 18. I inserted things dry until I started using saliva as lube. When I started buying sex toys I also got some proper lube. There was a hot, dirty feel about using saliva as lube, though. It was quite a turn-on. However actual lube works way better.

I was very young and had experience with being given enemas, suppositories, and such from my caregivers. I was about 10 or 11 when I started finding very thin smooth items to put in there. I would not do anything, just put it in and sometimes try to look in the mirror to see. At 16 I had someone else put something there, smiles all around!

I have always liked touching my anus with my fingers but I think I first had anal sex with my husband when I was about 17 or 18. I decided I liked it. He was very careful and gentle when he pushed his slippy penis up my back passage and I was well plugged. :-)

^^^ The good Dr obviously "under"- stood his charges comfort & a good out cum was had

Hahaha Yes he will smash my back door in. But he will do it GENTLY. :-)

LOL -- At least he pressed the button before entering 😜 😁

He has had practice smashing other girls back doors in I think, and yes he does know where my button is but I have heard some of my friends say not all men know where to find it! lol