About 6 or 7 months into dating, things were getting kind of boring in bed, and we both agreed. So we decided to try new things and were just thinking about all of our options we had yet to explore. This was last year when I was 18 and he was 26.
He had probably 5 or 6 ex girlfriends and I had only had one ex boyfriend. The first thing he said when we fucked the first time was how impressed he was, with how good I was in bed. He said my head was unlike anything he had ever had before. He said nobody could make him cum as much as me. And that meant a lot to me because I felt like I was valuable to him, since he was the older guy and I was the dumb, cute blonde girl.
So the new sexual realm we decided to explore was anal. For him, I was going to peg him. Just kidding lol that would be funny though. He always stuck his fingers in my ass when I deep throat his cock over and over and he loved this for whatever reason. He would cum down my throat while his middle finger was deep in my asshole and he said nothing ever has turned him on more than my tight little asshole.
I never really understood how obsessive he could get about it until the day we actually decided to do real anal. I put my butt plug in, way in advance, so he wouldn’t have any trouble getting his cock inside it. I gave him head until I knew it cock was rock hard and throbbing and ready to go in me. He slowly inserted it into my tight little asshole while I squealed and he held my hands behind my back. He was moaning so loud and under his breath he was saying “Its so fucking good, its so fucking tight oh my god”. Once I was a little looser he started to go fast and I was squealing and screaming and I loved it.
He put his hand over my mouth and came all and my asshole and it sounded like it was the first time he had ever busted a nut. I just could not fathom how much he loved it. Ever since that day happened we had anal A LOT. My asshole was fighting demons. My ex also started to act different and it was almost getting a little weird. I don’t feel like typing anymore. I may come back and do another part to this.
