Monday's letter came from Janet in Schaumburg.
Janet wrote: "Should I further a relationship with this man I'm talking to? He's a stripper and he has three baby mamas and 5 kids. Are these deal breakers?"
Ryan, Val, Ji and Mark DeCarlo weighed in.
Do you have your own "Pillow Talk" question? Got a problem we can solve? Need relationship advice? Just click THIS LINK and send it to us. You could win yourself a Coconut Bliss Pillow from our friends at Mattress Firm.
Pillow Talk: I'm dating a stripper
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