Well, That's Awkward.

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Awkward conversation is never comfortable, but there are steps you can take to make one less embarrassing. Avoid the silence. ... Speak in a private setting. ... Sit. ... Offer a warning. ... Acknowledge your discomfort. ... Be polite, yet direct. ... Be


    • Jun 16, 2021 LATEST EPISODE
    • infrequent NEW EPISODES
    • 57m AVG DURATION
    • 6 EPISODES


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    Latest episodes from Well, That's Awkward.

    One Hell of an Orphanage

    Play Episode Listen Later Jun 16, 2021 46:35


    Do you have a sex position bucket list? Join us as we go through some fun discussions about this topic and so much more! Side note- Tony and Ingrid are back!

    The Legend of the Long Vagina

    Play Episode Listen Later May 23, 2021 67:48


    In today's episode we are hanging with the neighbors and talking about why our children are the worst. We can't have nice things... ever. Can you relate?

    WTF is a Simp?

    Play Episode Listen Later Jan 31, 2021 59:49


    Do you have trouble understanding what the kids are saying these days? We do too. In this episode we interview a couple of, like, really SICK high schoolers, who will walk us through a day in the life of Degrassi High, ya know?

    Nipple Sized Penis Fingers

    Play Episode Listen Later Jan 17, 2021 44:38


    Tony and Ingrid prefer sex in a car, Mike is hiding a very special talent, and Amanda has a major crush on Lord Zedd.

    Chocolates and Poop

    Play Episode Listen Later Dec 21, 2020 53:45


    In this episode we share stories about awkward bodily functions while sampling an assortment of gourmet chocolates. Thanks, Dad!

    Online Dating is Awkward

    Play Episode Listen Later Dec 10, 2020 74:57


    Do you want to know how much online dating sucks? We want to share some of our experiences and hear yours. Email us at awkwardafchicago@gmail.com and tell us about your online dating horror stories. To those of us still looking for the right one- good luck diving into that urine-filled dating pool. Let the odds be forever in your favor.

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