Oct 15, 2026 · 55 min · 17 segments
Is dating really as terrible as everyone says it is? According to Trey, the only single guy in The Treehouse, the answer is a resounding YES! Today we kick things off with a viral video of a young…
Um, okay, real quick before I get into what one woman claims to be as the worst first date ever.
Uh, Jerry, you're precluded from this 'cause you're in a long-term relationship.
Um, while I think expectations are out of whack sometimes because of social media, but at the same time, when you're in your 20s and 30s, your dating pool is long, wide, and deep.
And this is one of the things you really don't think about it, and I- if I could go back and talk to myself, and it's like I wanna spread this message.
Y- it's one of those things you don't think about, but then as you get older, being single really, it sucks because that dating pool, it's shallower and shallower, and it's full of, of throwbacks.
Um, okay, real quick before I get into what one woman claims to be as the worst first date ever.
Uh, Jerry, you're precluded from this 'cause you're in a long-term relationship.
Um, while I think expectations are out of whack sometimes because of social media, but at the same time, when you're in your 20s and 30s, your dating pool is long, wide, and deep.
And this is one of the things you really don't think about it, and I- if I could go back and talk to myself, and it's like I wanna spread this message.
Y- it's one of those things you don't think about, but then as you get older, being single really, it sucks because that dating pool, it's shallower and shallower, and it's full of, of throwbacks.
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