When I was in high school, I had a crush on this very pretty/thick latina girl. She was pretty, big lips and wide eyes, with dark brown hair and skin. She was skinny but had an insane ass, about 5’1, and needless to say, a lot of guys would hit on her. When we met, she was dating some guy who was a pretty big dude and older. Once they broke up, I started taking her out on dates and one day I decided to compliment her ass and send her a pic only wearing boxers. She complimented my bulge(8x6 hard) and just said “btw it looks like your dick is pretty big” I teased her and said that it’ll scare her if I took it out then she sent some laughing faces and told me to show it. I sent her pics and she used a bunch of “😱😱” emojis and then asked if that was really me. After I showed her more pics including my face, she said “that’s huge, it’s too big” I thought it was so hot that this girl who I thought was so sexy and pretty was telling me that my dick was too big for her. It really did seem like this girl was out of my league and now she wants to fuck me. We met up a few days later to watch a movie and she let me grab her ass the entire time. Once we got back to her place, I remember I took out my dick and she kind of laughed and said “omg it hangs when it’s soft??” I instantly got hard and after eating her out a lot, I finally fucked her. It was the second time I bottomed a girl and her pussy felt very tight on my dick. It felt almost like it was getting squished but I just found that so hot and it just made me brick hard. After a few months, we stopped going out so much and I moved cities. Last I heard, she was getting into the academy to become a cop.