When someone is dating someone that is either too ugly, old, young, or just plain wrong for them. It can also be used when you're dating someone in a much lower socio-economic class or someone of a different race or level of intelligence.
Fred: Dude, so who're you into these days?
Tim: This freshman in high school. She's really cute.
Fred: Gross... you're a sophomore in college. Way to start dippin' in the fondue.
Katie: What do you think about me dating Joe?
Jen: Are you serious? He's so fugly. You'd be hardcore dippin' in the fondue.
The playmates who date Hugh Hefner
The late Anna Nicole Smith with her rich, old, crusty husband
Prices shown in USD.
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