There are two times that my wife has told me about…
The first was the story of how she “lost” her virginity, “stole” is a better word for it. She was at a party summer break before her high school freshman year. An older man at the party convinced her to come upstairs to talk more. He held her down and graded her body before taking her. She said she still feels like it is her fault.
The second time was when she was with her ex and they had to live with his “disgusting biker” dad, as she called him. Her Jackass ex was drunk fucking her in the spare bedroom and the dad barged in and watched and made fun of her for being fat (although she was just curvy at the time.) Her ex thought it was hilarious and told all of his friends about it.
Not the best memories, and both kind of fucked her up in different ways. The first time sent her on a wild streak where she fucked anyone she was attracted to at any time. The second experience made her not want to experiment much sexually anymore, unless she is in a very serious committed relationship.