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‘Sleepless in Seattle’ With Bill Simmons, Juliet Litman, and Amanda Dobbins

The Rewatchables

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Leo Dating a 19-Year-Old

I don't like that he's dating a 19 year old, but what do people want from him? Like 27? What's a good age is that we'd all be like, okay, that's fine. I just don't know what he would talk about with somebody who's 19. That's like two years older than my daughter. He should have been dumping on her though. But she's out. Giselle loved him the most. It's probably like half his age plus two. So it's fine. Definitely not late in my daughter day,. Leo, stay in the mid-late twenties.

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