My boyfriend (21 m) and I (23 f) have been together for 8 months and our sex life is far from Vanilla.
I was his first and he was mine. At first our sex was plain but we started to explore more such as bondage, sub/dom, daddy/little, etc. However one thing we never did that I refused to do was anal.
He was persistent and kept pushing for it but I said no every time.
Every story I had ever heard about anal was the same; it was painful, messy, and no fun.
I never EVER wanted anything to do with it.
However, my boyfriend kept asking. He really wanted to try it, so I decided fuck it, why not?
I was terrified it would all go wrong. I thought I was going to hate it and that it would be messy and gross. Not to mention my boyfriend isn't exactly small, if you know what I mean.
So we got a ton of lube and got to work.
The first time we did it, it was uncomfortable, but not painful. I actually kind of liked it.