Post
by ZorPrime74 » Wed Mar 23, 2022 7:13 pm
I would dare say about 15-16.
Watching a porn flick around a mates house and saw the dude just slide into her butt, It was an amazing butt.
Then I was lucky to meet an older women who was 40 and I was 20 when I started working, she had been separated from her husband a few weeks.
We started chatting while we worked, and I offered to look at her PC, went around there and she kept brushing her huge boobs over my back and neck (they were like H cups), I made a joke about it and she said do you want to see them, then the next few months she taught me a LOT of what to do and never do.
The magic moment was when she said she loved anal sex and KABOOM, my love for it was forever.
I found out she was seeing like another couple of dudes as well (There was never any agreement or commitment, I only assumed it was).
A lot of other women never liked anything to do with it.
Last girlfriend had horrible experience with ex husband as he would just try and invite himself in while she slept.
I had to encourage encourage and encourage more and more again to get her relaxed around anal play.
She was pretty much hooked when she had her first anal orgasm, pussy and clit at the same time, her body was shaking and she sucked the air out of the room, it lasted about a few minutes, we did that again on a regular bases to get her to relax and just enjoy it.
She could never say she wanted it, only by the look on her face (very shy when it came to sex). After months of a vibrator in her pussy and a bullet on her clit and my tongue on her butt, she could just have an orgasm from my tongue or a small vibrator on her butthole.
We started getting into finger penetration while she was giving me oral, once we got over the awkwardness of her clenching to just relaxing and working around that, if i pushed my finger in to far or to fast and she froze i would stay put for a few moments to feel her relax again, then work on getting the rhythm right to have her thrusting her hips to the feeling (She would deny doing it though) and she would have to stop sucking me to moan and groan and breath very heavy and have an anal orgasm with my finger.
It took a good 6 months of encouragement and more encouragement and always reinforce that it is fun, sexy, naughty, special and very intimate thing to do together, and if you can have super mega orgasms then who cares!
She started talking about trying anal sex and we talked about butt plugs and we should go shopping together to get one or two together to get her full comfortable with before diving in, she was really keen to dive in (very rare thing for her to do regarding sex, let alone her butt), something I would not do to anyone, Make it a magically moment and she will want to do it again.
But with most things, we were two worlds apart on the right / wrong of covid and she went down the path of it all being a conspiracy to depopulate the world, I won't go any further than that, but when you cannot have a meal together while someone is absorbed into that sort of thing and finds problems with everything in the world, I knew it was time we went our own ways.