@Solipsist
It's really not that complicated.
1. The two stay up late playing video games
2. She decides to 'make her move' by saying she wants to go to bed but also saying they can have more fun
3. He doesn't respond/thinks she's just talking about playing games again some time or whatever. He doesn't think there's a chance in hell she's talking about fucking.
4. It's like 2 in the morning, so she falls asleep without anything happening
5. He's still trying to figure out if she's talking about sex and doesn't end up getting any sleep
She brought condoms because she wanted to practice safe sex, he just wasn't picking up on her signals. That's all. She's not into rape-play, she didn't chicken out, she actually just fell asleep because it was super late at night.