I can honestly say the first time I tried it was less than fantastic...I was scared, intimidated, and it seemed kind of gross but at the same time I sort of liked it. The second time I liked it a little more, and now it's one of my favorite things to do

I was 18 and at first he was hard to fit in but with a lot of lube and patience we finally fit it in and it started to become more pleasurably. I used a vibe to stimulate my clit. I don't particularly enjoy having something so big in my butt though. I prefer maybe just a finger so thank goodness my boyfriend doesn't love anal sex.

I was 17 and had been hooking up with this guy I thought I really liked. Wanted to lose my "anal virginity" with him. We did it in the back of his car. I thought the whole experience was pretty easy and very enjoyable. We both had a great time. Not much later I found out he lied about his age by a good number of years...what can ya do.

I was 21 and in my last serious relationship.

I was 19 and it was a one night stand, which really wasn't the best choice. He did ask, and used lots of lube, but I wasn't really comfortable enough with him for it to be really fun.

I was 16 also.

The first time, I was 21. It was actually only like the fifth time we'd had sex, and we'd talked about it, but I finally got up the courage to nod (I kinda lose the ability to speak during sex and had before been shaking my head "no,") when mid-coitus he pulled out and pressed up against my anus, I just wanted it so much *blushes* It was amazing too, he was so gentle and we were all spooned up so after he finished we just cuddled and fell asleep ^_^

I discovered anal fingering when I was 8. I had an itchy butt for whatever reason, and my grandma suggested using petroleum jelly to cure it. Looking back now, I don't think she intended for me to apply it as thoroughly as I did, as it lead to me discovering the sensations a lubed finger can give back there.

My first time receiving "legit" anal sex with a partner was the first time my wife pegged me, when I was around 20-ish.

Think I was.. 20

I have tried, but failed horribly. My girlfriend is slowly helping me with plugs until we're ready to try again.

My first anal experience was when I was about 13 or 14. The guy was way older than me, and I still remember it like it was yesterday. LOL! It wasn't so bad.

Early 20's, and OMG did I love it when we finally made it work right!

How it was for me, plus a few of my friends who also like it, and a cousin of mine who is a total backdoor betty like me, is that the thing that seems to make the difference is attraction to the idea of anal prior to taking your first plunge. The idea of sex in my butt instead of my pussy made me very horny from the time I was in my early teens. When I'd be around a boy or man I felt an attraction to, the image in my mind was usually him giving me anal sex. Anal porn really excited me too, and I'd also been masturbating with my vibrator anally before my first time. So maybe that helped the sensation not feel so strange my first time I did it.

I was 16 when I got to where I knew I really had to try it and realized my boyfriend at the time was not the one I wanted to do it with. He seemed too---something. I loved him, just knew he wasn't the one to handle my special request. Opportunity finally knocked and out of desperation I asked a friend of my friend's older brother if he would to do it to me while we were at this wedding reception. I lost it belly down, dress up in the backseat of his car out in the parking lot. He was pretty good actually and was rougher than I expected. Not like mean. But I had asked for it, he drove it home and my rear really took it good. It hurt when he pumped deep but I liked it, and then that pressure was gone and it turned to pleasure. There is that element to it. I didn't technically orgasm but I think if we weren't all crammed into the car I would have. By the following summer began seeing an older guy who really opened me up and took it to the next level for me. To this day I still do it way more than I have vaginal sex.

I think I was 15.

lots of boy - boy sex in my neighborhood. Probably first anal around 12 - both receiving and giving. Tho definately hetro, it certainly turned on a switch of anal activity being erotic and an important part of my full sexual experience. My experience is about 30% of women actually like anal intercourse. For me, a finger during forplay or oral is very pleasurable. I also occasionally like to use a dildo when masturbating.

i was 19.

My first time is the first time ive bought a toy on my age of 18

23 and still haven't tried it.

Funny story. I was 21 and passed out from my celebration and he picked the wrong hole. I was so zonked out I didn't even notice and when I finally came to I was like "are you where I think you are?". It was pleasant and we were never able to pull it off again.

After playing around with things like a sharpie and candles for a couple of years I found a large plastic tube with a smooth cone shaped end that allowed it to slide in very easily especially with lotion. I came hard. It was very exciting that first time. still play around occasionally and always have the most intense orgasms.

just last week