Well, perhaps one of the worst could be when his date talked non - stop about an ex - partner. It would be really annoying and make the whole date about someone else instead of getting to know each other.
One time, his date might have been on their phone constantly. In today's world, it's a common pet peeve. If his date was texting or checking social media during the date, it would make Jay feel unimportant and ignored.
I'm not sure exactly what Jay Leno's worst first date story is. But it could be something like showing up late and the other person getting really angry. Maybe he accidentally insulted the person without realizing it, like making a joke that they took the wrong way.
I'm not sure of the specific stories directly from Jay Leno. But an embarrassing first date could be things like showing up late, getting food all over your clothes during the date, or accidentally calling the date by the wrong name. It's likely Jay Leno might have had a situation where he made a joke that backfired and made the date uncomfortable.
Well, I'm not sure of the exact stories off the top of my head. But I can imagine that maybe he showed up late for a date, or accidentally spilled something on his date. Another possibility could be that he told a joke that didn't go over well and it made the date a bit awkward.
One idea could be that he accidentally tripped and fell in front of his date right at the start of the date. That would be really embarrassing. It's the kind of thing that can set a really awkward tone for the whole date.
Maybe a date where one person talked only about themselves the whole time. For example, they rambled on about their work achievements, not even asking the other person a single question. It made the date feel like a one - sided monologue instead of a conversation. They were so self - absorbed that it completely killed the mood.
Well, there was this girl who went on a first date at a fancy restaurant. The guy she was with was constantly on his phone, texting and even taking calls during the meal. He didn't show any interest in getting to know her and she ended up leaving early, feeling really disappointed.