
DWW: Emily, Josh, and the Mystery Girl at the Dinner Date
How would you react if you were on an anniversary dinner date with your BF, and when you came out of the bathroom you saw him talking to another woman?
7mins
22 Jul 2022
Rank #1

DWW: Rich, Aubrey, and the BP
Rich thought Aubrey was really into him! So why did she suddenly pull a 180 and cut him off completely? Was it something one of his jerky friends said? Not exactly... but the truth is more shocking (and hilarious) than we ever could have imagined!
9mins
15 Jul 2022
Rank #2
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DWW: Heather, Matt, and the Nude Selfies
Heather found nude photos on her BF Matt's phone, and here's the weird part: they were of HIM. Is he sending nudie pics to somebody? He claims that he noticed a strange mole on his body, and the pics are for his doctor to look at. But Heather thinks that is total BULL.
7mins
1 Jul 2022
Rank #3

DWW: Dana, Mike, and the "Friendly" App
Dana found an app on her BF Mike's phone that is supposed to be a "friend finder". But she thinks he's using it to find more than just friends...
8mins
24 Jun 2022
Rank #4
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DWW: Paige, Mike, and the Secret App
Paige found an app on her BF Mike's phone called "Wickr". He told her it was a sports betting app. She discovered it has a very DIFFERENT function...
7mins
10 Jun 2022
Rank #5

DWW: Scott, Lindsay, and the Secret in the Closet
Scott is wondering why Lindsay was so into him at first, but now suddenly pulled a 180 and is showing ZERO interest! Is it something he said or did? Actually we found out it was something she found in his closet...
9mins
3 Jun 2022
Rank #6

DWW: Why Is My Ex Having Dinner With My Mom
Laura found out that her ex, Tyler, was having dinner with her mom BEHIND HER BACK! But WHY? Is it to get advice? Or is it for a much crazier reason...
8mins
27 May 2022
Rank #7

DWW: Emily, Aidan, and the Roommate Problem
Emily was out of town at a bachelorette party in Myrtle Beach. Meanwhile back home, her BF Aidan stopped by her apartment. HE said he needed to get his phone charger that he left over there. We found it that it was ACTUALLY for a different reason...
8mins
20 May 2022
Rank #8

DWW: Luke, Amber, and Micah, the Guy Roommate
After dating for MONTHS, Luke just found out that Amber's roommate Micah is a GUY, not a girl. Now he's suspicious of their relationship, and whether or not anything has ever "happened" between the two of them, even if it was by accident...
9mins
29 Apr 2022
Rank #9

DWW: Makayla and Kevin the Coward
What kind of COWARD breaks up with his GF while she's away on deployment!?? Apparently Makayla's BF Kevin, that's who! He said he just needs time alone for a while, but Makayla thinks there's a different reason...
6mins
15 Apr 2022
Rank #10