Fair warning, this post isn't super sexy, so if you're looking to rub one out this might not be the one for you. But I needed to share this *somehow* and it's not the kind of story I really want to tell anyone I know personally lol
Ever since I (32F) was a sexually active teenager, partners always wanted to stick it in my ass. I was a horny little slut, so I always wanted to try it, to please them. But it was never ever fun. None of them knew what they were doing, and I had no idea what prep was.
We were horny kids, of course we didn't know lol But there were a few who took it too far. They didn't try to gently ease it in, some even enjoyed it when they tried too fast and it hurt so much that I cried. No one ever got further than maybe an inch in, it hurt too much among other reasons.
Pretty soon I'd decided I hated anal and would never ever do it. It was gross and dirty and painful, and there was no pleasure in it. Especially with the selfish jerks who didn't care if I enjoyed it or not.
...Fast forward to my 30s. I made a friend (39M) who was easy to talk to and fun to flirt with. When we got to talking about sexy stuff, I was getting very interested and pretty excited until... he expressed how much he liked doing anal. In fact, it's his favorite sex act.
I deflated. Flashbacks to all the greedy butt bullies in my past made me recoil. He saw my reaction and I explained my disinterest and all the reasons why, fully expecting to hear all the ways he'd be better at it than all of them and how much he could make me like it and blah blah blah. I'd heard it all before.
Much to my pleasant surprise, he didn't push it at all. He was understanding and accepting, and the conversation moved on to more mutual interests... it made me a little curious... Buuut not enough to pretend to be interested in it.
After a couple weeks of talking, we'd begun to fool around and have sex. Lo and behold, another pleasant surprise; sex with him was entirely different from any partner I'd experienced before him. Somehow simultaneously intense, yet light. Fun, but deeply fulfilling. He's gentle *and* commanding. Takes the lead but, but not greedily. Easily reads my body and gives me exactly what I want, and makes it so easy for me to give him exactly what he wants. Our libidos matched so perfectly.
...And then one day, in my favorite position with my face pressed into the mattress, back arched and ass up-ended, with him buried in my pussy, he very gently and unintrusively rested his thumb on my asshole.
I came so hard and so suddenly, I'm pretty certain I saw god.
He giggled at the shocked look on my face, when I returned from my heavenly visit. He said something like, "I think you might have liked that," with a grin on his face.
Bruh.
I giggled too. He asked me if it was okay that he did that, and I giggled more lol I thought it was so sweet that he checked in on me, especially because he didn't try to push inside, just very gently let his thumb land there as he held my ass. Like, it was irresistible to touch it, but at the same time he cared enough about my comfort to refrain from going further. One would think that's a pretty low bar to be impressed by, but that's the kind of world I came from...
So I decided I'd give in to my curiosity. I asked him what kind of work goes into properly doing butt stuff, and he looked hopeful and excited.
It sounded awful.
But I took the baby steps. Learned how to prep, learned how to properly clean, and how to relax and stretch myself slowly and gently...
And now I love anal more than vaginal sex.
In the 18 years that I have been sexually active, never in my life did I think I would do, let alone *enjoy* anal sex, and here I am preferring it over the way god intended lmao I'm surprised He didn't try to warn me when I saw Him.
So yeah, that's the story of how I lost my anal virginity and became an absolute butt slut.
Sex with this man is easily the best I've ever had, and the orgasms are ridiculous, in both quantity and quality. I do everything in my power to give him exactly what he wants and he takes such good care of me right back.
I have sworn my ass to him. Even if we stopped seeing each other and went our separate ways forever, that part of me will never feel another's touch.