What got you interested or started in anal

Howdy all

47m here
I love anal sex, and knew from early on I did
I loved experimenting

I'd love to hear what got you interested or started in anal

Cheers
Simple answer for me, it's enemas. I got them as a kid growing up. I liked the tingling feelings in my butt. I started playing with the enema equipment when I was home alone. It grew from there,, bit that was the start.
 
A young lady introduced me to anal about 55 years ago. It was one of her favourite activities. At first, she was a bit reluctant to share this tid bit with me. She later told me that she thought I might think that she was weird. But we got past that and went on to enjoy an on-and-off relationship that lasted for many years.
 
The first time I was with another man, he was beautiful with nice bbc. He told(not asked) me to. I was his to do whatever he wanted and I loved it.
 
Youthful curiosity, if I'm honest. I was well aware that some of my friends were into it, including my sister. They never got in explicit detail, but it was clear it was something they enjoyed, and it never came across as wrong or taboo.

Then this hot guy turns up to do some contract work on the family farm. We hit it off, but I knew he wouldn't be around long.
I was a virgin but kinda felt I wanted to experience being with a guy, just not properly. I know it's a cliché but I didn't want knocked up by a guy I barely knew if the condom broke. Anal just seemed right somehow.

As for the act itself, it went smoothly. A little occasional discomfort, but nothing I'd describe as painful. I couldn't really get my head around the sensations other than weird squirmy wormy, but it felt it was giving me something I needed. Unsurprisingly, I didn't orgasm but I felt fulfilled and more confident of my sexuality.
 
When my then girlfriend and I would have intercourse in almost missionary position and probe each other's assholes with our fingers. I could feel my cock go in and out of her and she could feel my prostate pulse.
Then I got pegged for the first time. Despite the fact that it hurt a lot as she was not gentle at all. Being video taped while submitting to her was an enormous turn on.
 
Met a woman at the local race track one early evening. I had walked by and she was on the hunt as she approached me right away. We hung out and when the races were over she rode with me back to her place where we spent the night.
During vaginal sex she looked at me and said can you do my butt too?
I had never had anal sex but she obviously was very experienced as she took me without much lube basically just vaginal fluids and precum.
Each time I ran into her she immediately wanted to have anal sex. ( There is a story behind one of the occasions that turned into an exhibition for others)
This was back in the days of no cell phones so we lost touch.
 
Wife and I were road tripping back when we dated. We inevitably wandered into sexy talk and the fantasy topic came around. She said, and I quote (all these years later!), “I guess it would be anal…I’d never do it in real life, but it’s fun to fantasize about.”

I packed that little gem away in the spank bank and about a year later she had a procedure that didn’t allow vaginal sex for around a month. One night after about the third week of no sex for both of us, we started fooling around and I was rubbing my cock up and down her ass, teasing her. She asked if I’d like to try and the rest is history.

She’s gone from loving it to not and back again. We’re in a “not” phase now. That doesn’t include her toys…those are used anally every time.
 
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