Joe from Chicago wrote: "A very good friend dated a woman for two years and I know her through my friend. Recently, this woman and I were at the same event and she started to become very friendly toward me. It sort of made me feel uncomfortable. I'm not interested in her, but I want to know is it ever okay to date someone your friend dated?"
Val, Ryan, and special guest Kelly Rizzo weighed in.
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Pillow Talk: Dating a friend's ex
WINDY CITY LIVE
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