I was starting my first relationship with a guy and we were ready to jump into bed. We’re on the same college campus, and we go back to his room as soon as possible that evening. The lights are low. We press together. I’m all over him. He’s a good few years older than me and pretty, with whatever the 24-year-old version of a dad bod is. He’s bi, and has plenty of experience with girls and guys. I love that. I’m nervous, but so ready to get fucked. He breaks off as I’m kissing down his collar, and asks, ‘Would it be ok if we did anal?’.
So. I had no interest in anal at all. I figured it would probably hurt. I’d had my hands on his penis before and while I’d learn it wasn’t especially big, it *was* sort of imposing at the time… So naturally I flash him a huge smile, look him dead in the eyes, and say, ‘Of course, anything you want!’.