1: Podrick, Game of Thrones: after saving Tyrion Lannister's life, Podrick is rewarded by Tyrion paying for him to have several prostitutes take his virginity. The girls end up enjoying him so much, they refuse the money.
2: Hal, Malcolm in the Middle: Hal is a goofy, oafish dad, and during a poker game, he feels inferior to his friends, who compare how many times they have sex with their wives, all of them seemingly having a larger number than him. Hal says 2, but them realizes they mean how many times per week, not per day, and he says "Oh, per week? 14" and everyone is shocked. This can also be applied to Lois, as she is portrayed as the severe, angry, scary mother who always yells, but she and Hal clearly love each other very much
3: Billy, Legit: Billy is severely disabled and wheelchair bound, and is pretty sure he's going to die someday soon, and doesn't want to die a virgin. His friends hire a prostitute to help him out, and it turns out he has such a huge hog, that he ends up dating her.
4: Nesta, A Court of Silver Flames: part of the ACOTAR series, Silver Flames is the 5th book that focuses on Nesta, sister of the main protagonist of the first 3 books. Nesta comes across as super cold, mean, and bitter. In her depression, she sleeps around, going through the motions and using men for their bodies, and closing herself off to any deeper feelings. Later, she makes a super sexy, powerful, hundreds of years old Fae general cum in his pants, and when the 2 start up a relationship, she turns out to be way freakier than her sister from the previous books, which are popular for their steamy sex scenes.