Tom went on a blind date through Time Out magazine's The Undateables column and has a lot to say about it. Then he sits down with Will Gleason, the matchmaker behind the column, to debrief and find out how this all works, anyway. Meanwhile, Tucker catches up with Tom's blind date, Molly, to find out what it's like to date Tom.
You can read Time Out's The Undateables column about Tom and Molly's date right here: https://www.timeout.com/newyork/sex-and-dating/meet-the-undateables-molly-and-tom
Huge thank yous go out to Will Gleason for playing ball and letting us record the experience, and especially to Molly for putting up with us far longer than she signed up for with The Undateables. Small shout out to Time Out's photographer as well for putting up with Tom's s**t.
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Photography by the talented and patient Sam Liebeskind who you can find at samliebe.com.