Where my love of anal comes from.
I'm male in my 30s, bisexual. I love anal fun, being fingered, fisted and fucked in the ass! Someone recently asked if I knew where my love for it came from? I said no but I do actually know, or at least when it started. I've never told anyone but here it is now.
I was coming up for 9 years old and had a regular babysitter, a 17 yo girl who was a daughter of friends of my parents.
She used to lay on the sofa with me when we watched TV and would often stroke my bottom through my clothes. One Friday night, never forgotten it, she was stroking me but then slipped her hand inside my pants and started stroking my bare bottom. This progressed to her rubbing a finger on my anus. Which felt good to me. I said I liked it when she asked. She then pulled my pants down and gently pushed a saliva covered finger inside my ass. It felt amazing!
Over the next few times she babysat she progressed to getting three or four fingers inside me and using a small dildo on me. She'd make herself cum while she did it too.
We reached a point where I could cum just from her playing with my ass!
Even when I was old enough to not need a babysitter we used to meet up and carry on playing. This carried on until she got married and I moved away for university.
By that point we were anal fisting each other and she'd peg me hard and I'd always finish by cumming in her ass.
She told me she'd never done it with anyone else, just me. I miss her.
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