Awkward Tuesday: Road Trip Singer

Part 1 One of our listeners says a DEAFENING silence happened after an awkward question from their waiter on their date, and now she’s not getting a call back. Part 2 The woman on the phone today claims that she discovered a place that is swarming with career driven, high-value m ... Show More

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One of our listeners BROKE UP with a guy and now she’s thinking she made a mistake. She wants him back but before she can get to him she’ll have to go through his SISTER in your Awkward Thursday Phone Call!See omnystudio.com/listener for privacy information. 

How do you tell someone you love that their wildest dream might not be achievable? One of our listeners has that very problem with her boyfriend and she chose to email us for an Awkward Tuesday Phone Call!See omnystudio.com/listener for privacy information. 

It took a GIRLS TRIP to Italy to make one of our listeners realize what she’s really looking for in a man. But how will she explain that to the dude she’s dating back home? It’s Awkward Tuesday Phone Call time!See omnystudio.com/listener for privacy information. 

One of our listeners has a looming conversation coming up and it’s one of the most difficult things you could ever talk about with a loved one. Before it happens they want our help via an Awkward Tuesday Phone Call!See omnystudio.com/listener for privacy information. 

Is there a way to BETRAY a friend… but POLITELY? One of our listeners wants to do that, but she has a good reason for it and wants our help with an Awkward Tuesday Phone Call!See omnystudio.com/listener for privacy information. 

After turning down her boyfriend's first proposal....One of our listeners wants our help getting him back on the phone... And re-doing one of her biggest life moments.See omnystudio.com/listener for privacy information. 

The guy in today’s Awkward Tuesday Phone call is looking for advice on how to take his relationship to the next level… physically… without sounding too weird.See omnystudio.com/listener for privacy information. 

One of our listeners made her date laugh so hard that something embarrassing slipped out and she’s worried it’s the reason he’s not calling back!See omnystudio.com/listener for privacy information. 

Something UNWELCOME has been living in our listeners apartment, and it’s HIS OWN FRIEND. We’re using today’s Awkward Tuesday Phone Call to try and break up a living situation while saving a friendship!See omnystudio.com/listener for privacy information. 

One of our listeners asked us for help with an Awkward Tuesday Phone Call but ended up BLINDSIDING us and his girlfriend at the same time. You gotta hear it in the podcast!See omnystudio.com/listener for privacy information. 

Brent talks an anonymous caller through her difficult relationship situation.  Halfway through, it gets even more interesting.  See omnystudio.com/listener for privacy information.