I have made it a little goal of mine to experience alot of things sexually before I am too old and get married/kids etc. This was with my then boyfriend at the time Dean.
Dean was dark skinned and played basketball at the college we both attended. We met at a party and really hit it off and it wasnt long before we were a thing. Dean had a few friends but there was one guy he was particularly close too (Shaun).
The sex with Dean was amazing, he was well hung and stretched my pussy every time we fucked. I loved the feeling of having something in my ass while we fucked so often he satisfied me by sliding a finger or two into my tight ass while we fucked or inserted a plug that he picked out himself.
We often joked about me getting tag teamed and DP'd and used it as dirty talk while he slid inside me. I hadn't let Dean in my ass before, the thought of him stretching out my ass like he did my pussy was something that scared me. This was something I was going to have to overcome if I was going to go through with this.