I remember the first time I saw someone getting fucked in the ass. I stumbled across one of my brother's porn videos one day. My curiosity got the better of me and I decided to look at it. It looked so painful, yet she looked like she was enjoying it. I was shocked, turned on, and embarrased all at the same time. I became hooked, and soon watching his dirty videos became my guilty pleasure, and especially the anal scenes. It got to to the point where I wouldn't even watch straight sex, I just skipped right to the anal. As I watched the scenes, I would finger my ass, too afraid that I might actually enjoy myself. After all, I was only sixteen. As I got older, I worked my way up to putting my finger in my ass, and then dildos of varying sizes. Still, I was afraid to let anyone pop my anal cherry, although I liked to fantasize about it with strangers online. Then I met a man online. His name was Thomas. He was a police officer, and he was much older than me(I'm nineteen). We met in a chat room. Soon we were having our own private conversation. First we talked small talk, like, "What do you do for a living? How old are you? Where do you live? How tall are you? How much do you weigh? What ethnicity are you?" But I was feeling bold, and so I asked him bluntly, "So, have you ever fucked a girl in the ass?"
"All the time", he replied.
"Tell me about it", I begged.
"Why? Do you want to be fucked in the ass?"
I had to pause for a moment. In the course of conversation it was discovered that we live only hours away from each other. I knew what this was leading to. If I told him yes, he would want to arrange a meeting. Was I really ready for that?
"Yes, I do. I'd really like that. I've been curious for a while--"