The three of us were hanging out at my place. It’s a week before exams. Emily, she was 18. My friend Ryan and I, we were 20 and 21.
After a lot of drinking, the two of us started to undress her. First, her blouse. Then, her jean skirt. She seemed weirded out at first, I think because there were two of us tugging on her clothes, but she seemed to relax soon afterward.
As a joke, Ryan shoved a Sharpie from his backpack down Emily’s narrow, virgin asshole, then she stood up quickly and yelped. The two of us laughed, then Emily settled back down.
I was first up to bat. A couple of seconds after I pulled my swollen cock out of my jeans, Emily confessed to us in a hushed, embarrassed voice that she was still *a virgin*. As my cock started to throb in my hand, I watched the way Emily’s brown little bud of an asshole winked back at me. Instead of fucking her cunt, which was already wet enough to start dripping all over the floor, I pulled the Sharpie out and pushed the head of my cock against Emily’s tight asshole.