I went to a private high school that was relatively small in hindsight, about 85 kids to a grade, maybe 250 kids total. I was always a great friend to the girls in my class, but never dating any of them. My first real “GF” was a a couple grades younger and sexy, we tried to take each others virginity the summer before my Sr year and it physically couldn’t work because she couldn’t receive me. I figured it was due to the fact that she was very petite more than anything having to do to my size. We had done oral prior to that, but given our lack of experience, she had never commented on my size as relative to others. The story of our attempt at sex made it around the school, at least amongst her friends, and she unfairly got some flack for it. I remember her friends saying we were “mechanically incompatible” as that was a term they’d heard in Bio that next Fall (a scientific term for being unable to reproduce.) We broke it off going into my Sr year and I started dating a girl from another school my age and she had more experience than me. My next and longer GF made some passing comments, but never emphasized my size. I ultimately learned that she had been with some other well endowed guys prior to me and in hindsight perhaps that’s what she was used to.

It wasn’t until after my freshman year of college when I came home for the summer and was on “a break” with this GF that I hooked up with one of the sexiest girls from my HS class. We were all friends in HS and very close, as she had dated one of my HS best friends, but they separated when she went off to college and he started dating someone else. He and I grew apart during that time and though I definitely broke the bro code in hindsight and it caused some issues, I remember it vividly.

We were in my parents basement that first college summer, just me and her. We watched a movie and began making out. She went down on me and I went down on her. Afterwards, as we were putting our clothes back on, she said what I’d end up loving to hear for the rest of my life.

“You know, you’ve got a big dick.”

“Really?” I said.

“Yeah, you’re big. Has no one ever told you that?”

“Not really.” I said. Mind you, I’d only hooked up with 2 girls at this time.

“Yeah, you’re big.”

That was about the end of it, but I took it to heart because I knew her HS boyfriend was pretty large too, as he was one of my best friends and bragged about it a lot. I did ask her:

“Am I bigger than [Friend]?”

“Definitely longer. He’s pretty thick, but you’re thick too.”

After that I ended up having sex with her one time that summer and then going back to college and getting back with my GF. Found some online sites where women would rate your dick and got high ratings and ultimately began to measure. Mind you, this was late teens and body matured a little more. Ultimately grew another inch in height in college and my junk grew a little more then too.

Wanted to share this story and see what experience y’all may have had when you “realized” you were packing and how that shaped your view going forward.