Please note: This is my very first story and English is not my first language, so any criticism is welcome.
This story is based on true events.
Okay, so before that eventful night, there were a few events that led up to it. So I will start with that..
But first:
My name is Damon. I’m 22 years old and i’m 6 feet tall. For the last couple of years, I’ve been hitting the gym a lot, so by now I am what most call ‘pretty buff’.
My girlfriend Ava is also 22 y.o. and 5’1. She is a little on the chubby side, but I love that she has ample breasts and a big round juicy ass.
Our sex is great, but there used to be one ‘problem’. Every time I tried to do any butt stuff with her, she would stiffen up and tell me ‘babe no, I don’t like it there.. that’s gross’. I mean, that’s completely fine.. it’s just that I am an ‘ass man’, you know?
I like playing with Ava’s butt and all that comes with it. It’s kind of a big fetish of mine.
We talked about that situation recently. After what seemed like forever, she opened up to me and told me that an old boyfriend of hers tried to force his dick inside her ass without lube, a warning and despite her telling him ‘no’.
So she was just scared and also scarred by that incident.
I completely understood and promised her that i won’t force her or would ever want to hurt her.
After that conversation, she told me that we can try little things like just playing with the outside or me licking her ass.
I was very happy to oblige. So the next few times I ate her out, i ever so slowly played with her ass. I licked it and circled a finger around it, being careful to lube it with spit or her pussy juices. I paid close attention to her reactions.
The first time, she was nervous and a little uncomfortable, but she told me to keep going because she told me that it didn’t feel bad.
After a few minutes, I noticed that she started to relax and moan even louder than when i ‘just’ ate her out. So being the daring man that I am, I started to poke her little star with my finger carefully. I went very slowly and just penetrated her lightly with the tip of my finger.
‘Babe stop that feels weird.. oh.. oh wait.. ooohh’.
That’s when I knew..
‘Does it feel good?’ ‘Yessss.. it actually does’ she moaned.
So I kept licking her delicious pussy and playing with her ass for some time.
But when I asked her if maybe I could try to use a buttplug, she again looked at me scared and said ‘no babe.. I think a finger is enough. I like the feeling, but something bigger in there.. it just seems… wrong to me’.
So I told her ‘okay love, I won’t force you’.
She nodded, looked at me seductively and whispered ‘and now come here and fuck me please’
…..
After that night, I thought to myself that anal was off the table. I was kind of sad, but ultimately okay with it, because I love her and respect her boundaries.
But that would all change soon..
To be continued..
Source: reddit.com/r/eroticliterature/comments/ubuok4/taking_my_girlfriends_anal_virginity_part_1
Part 2