That girl had it figured out. The best guys come in strange packages...
Reminds me of that bit in Revenge of the Nerds where the cheerleader asks the lead nerd "How are you so good at sex?" and he goes "All jocks think about is sports, all we think about is sex". I know that movie gets trashed for that scene nowadays, but it's pretty true. Every 'cool' guy I've dated has sucked in the sack. The nerds are FAR superior.
My ex was exactly what you're talking about, the cool 'preppy' stereotype back in high school. I liked him because he had some cute dorky qualities that he hid from everyone else, but he was majorly preoccupied with being Mr. Popular (Asshole) Football Player. It was all downhill for him after graduation. He tried to continue being cool by selling pot and hanging out with 'actual' drug dealers, which bit him in the ass and landed him a felony charge.
Now he's 32 & still working a shitty hourly job, renting a room from a friend & driving the same beat up truck. My friends have found him on dating apps, lying about being a doctor or in pilot trainingDefinitely glad I did not hitch my wagon to him when I was still young and optimistic!
Bookmarks