30

On our second date, she said, 'I really like that you're not into games.' I said, 'I agree. I find them exhausting.' She said, 'Like what games?' I said, 'The I'll text you when I get home game. The accidentally double-texting game. The I was just thinking about you game where you are clearly thinking about whether I'll think you're thinking about me.' She said, 'That's not a game, that's just... texting.'

Related Jokes

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On our seventh date, she said, 'I really like that you're not intimidated by my career.' I said, 'Of course not. I'm not intimidated by your career. I'm intimidated by your calendar. You have a meeting at 7:15, a call at 8, a quick sync at 8:30, and then you're available at 9.' She said, 'That's just how work is.'

83

I went on a date with someone who said they were terrible at giving directions.

83

I went on a date with a calendar.

82

I told my date I was a good dancer.

82

My date told me she was 'a very low-maintenance person.' I said, 'That's great, I'm the same.' She said, 'I don't need much. Just a guy who remembers what I said in the first five minutes of the conversation.'

82

On our fifth date, he said, 'I really like that you're not afraid to be yourself.' I said, 'Thank you. I've been working on it.' He said, 'What do you mean, working on it?' I said, 'The not-afraid part is new. The being-myself part has been going for thirty-four years.'