What was your earliest experience with anal pleasure?

I was a little perv early on. Even before any exposure to magazines or video, I got aroused easily by the smallest things. Then when I was 8 my mom & I lived with her bf who had a lot of dirty magazines and they were right in the open on a sideboard kinda bookcase. He collected Playboy but also had dirtier ones like Hustler, Oui, and the like. I would get home from school before they were home from work and peek at the magazines. OMG I was amazed. I didn’t know about masturbating yet but I’d get a little boner and feel super horny. One time I showed a neighbor girl who was a year older and she got aroused too. We dry humped, trying to act out the sex pictures we saw :joy:

So was I, 100%! I think when I finally had internet at home, I didn’t leave my room for a week :smiley:
And I remember some of the games I played with the neighbour girl. Sadly, she wasn’t as perverted as your friend, but we did some stuff that would fall under the fetish-umbrella these days :smiley:

1 Like

I was 17 when I first had anal sex but didn’t enjoy it. My boyfriend at the time was not very kind or considerate to the fact I was an anal virgin. He fucked my ass like it was my pussy, with no lube plus we didn’t plan it. He made me do ATM which I was not expecting. It wasn’t very pleasurable but thankfully I have an amazing boyfriend and friends and we all try to ensure that everyone is ok and enjoy themselves.

1 Like

lucky that bad first time experience didn’t break your interests. some people may never try again.

2 Likes

:sweat_smile: so… Do not remember how I was introduced to the concept of anal sex. It definitely wasn’t porn and I figure it was either some kid at school clueing naive good girl me in or me just connecting the dots by myself. Anyway, first experience with anything anal was fingering from my then fiancé in my mid twenties. He claims he rimmed me once too, but I only vaguely remember. Anyway, plum forgot about all of it until like a year, year and a half ago when I decided PIV just wasn’t doing it for me, but I had enjoyed being anally fingered back when engaged. So, decided to get a couple little silicone plugs and some small anal beads to see if I’d like it and maybe explore plugging and what not.

Well, I loved it and rapidly decided I liked that stretch feeling and that maybe anal sex would be fun. Fast forward to like a month and a half ago, I finally worked up to being stretched out enough to fit my husband’s cock and hot damn! It felt so fucking good! Soooo much better than my first experience with PIV! And the fact I was able to take him balls deep the first time was amazing to me! It’s definitely revolutionized our sex life as our frequency has gone through the roof compared to before and I actually want sex now.

So my first experiences were when I was adult and then even more adult. :rofl:

2 Likes

Well as a child I had a cousin (female) and she would take me down to the back of my house amongst a grove of trees. We had a large yard and this area could not be seen from the house. My cousin was a couple of months older than me and she always wanted to take her pants off and show me her arse and her pussy. We were like about 5 I guess. She encouraged me to finger it, or maybe I thought of it myself :smile:

I must have already been a deviate then, as I recall drawing a dirty picture of my mother and my grandmother with no clothes on, but they had penises :rofl: I must have been only 3 or 4 and obviously knew nothing about female genitals. An innocent deviate! Not until my cousin came along and started educating me, which I quite liked. She used to give me a “stiffy” as we called it then. I don’t quite know how but we got caught and she threw me under the bus and said it was all my doing :joy: I got into trouble for “interferring” with my cousin. Even then I still had no concept of a pussy until the girls over the back fence introduced me to their “rosebuds”. All of this was fairly normal infant curiosity, which I left behind as I grew towards youth.

During prepubescence I started to become interested in girls again, but not much happened. When someone finally told me, other friends, that were a little more advanced than me what I was supposed to do with my penis I was a bit shocked and repulsed. So I wasn’t touching anything! Anal wasn’t on the radar and I wasn’t having regular sex until my early 20s when I had a serious girlfriend. She requested anal one time and it was an abrasive disaster and I got blisters on my dick!

The idea at the time was enticing and totally arousing until we tried it dry, first time, we didn’t even know about lube. I think we both decided to put that behind us. With that experience, I was turned off it completely. It wasn’t until my 30s after I’d divorced I had a girlfriend which introduced me to it, whom I mentioned in my introduction. At least by then I had access to porn and so I knew about the need for lube. I had a friend who kept telling me about his exploits and it stayed with me and I watched a few anal porn movies and I started to become curious, especially as my girlfriend kept talking about it. So it wasn’t until I was around 36 I had my first proper, and very enjoyable, anal experience. That changed everything.

I was 13 and had just discovered masturbation. I had discovered internet porn as well and had watched a bit of the anal kind. One day, I decided to rub around my asshole and then put a finger in. It felt really tight, but somehow good. Eventually, it became 2 and I would sometimes insert 2 fingers and leave them inside my ass while I rubbed my clit to orgasm. It somehow intensified the feeling and I quickly discovered that If I ever needed to cum quickly or was struggling, I could just stick a finger or two up my ass :rofl:

3 Likes