What started as innocent conversations between Bree and her friend’s husband about their children’s home schooling turned into so much more... 

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Shannon and her best friend have both been simultaneously going through rough patches in their marriages so lately their conversations have been venting sessions about whatever their latest issues are with their respective husbands.

Things took a turn the last time they got together...a passionate turn. For some reason, Shannon and her friend ended up kissing. She hasn't told her husband about it yet and she called in to ask Simon if it might mean something more. Is she in love with her best friend? Is her friend in love with her? What does this all mean and more importantly, what should she do next?

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Catherine's boyfriend was supposed to be sleeping over but when she woke up in the middle of the night to find her bed empty she assumed he was getting a snack or going to the bathroom. What she discovered was worse than she could have imagined.

He was in the living room on his phone and at first she thought he was watching ooh lala videos but then she realized the girl on the phone was live....he was having phone ooh lala with a real girl while he thought she was sleeping in the next room. WTF.

She had to call in to confess this to Simon because other than this he's a great boyfriend so she doesn't want to tell any of her friends or her mother because she doesn't want them to hate him.

What would you do? Is this a red flag or a dealbreaker?

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Aria called in to confess that she started dating a guy about two years ago. Everything was great but she started noticing something was weird when he would never invite her over. He made up a weird excuse that he had a mentally ill roommate who didn't like strangers coming to visit and with that reason she dropped it.

Well, fast forward to a cancelled date because he claimed to be sick so she decided it would be sweet to just drop off some soup at the front do and lo and behold - as she was pulling up, so was another woman. Listen in to hear the details of this very awkward confrontation with her now ex-boyfriend's WIFE.

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Carrie is sick of dating single guys, they're too much work. She prefers to date married guys because they're already (as she says) broken in. They know what women like, they are grateful for her attention, and she feels like she gets the best parts of them.

She has the mistress life down to a science. Listen in to see what Simon has to say and find out if she's ever been caught...

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Deena called in to confess that she slept with someone who WASN'T her fiancé the night before her wedding...

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Listener Dina is torn. She's married and quarantined with her husband and kids...the only problem are the steamy texts she's sending with her crush from the gym.

What is she going to do? What would YOU do?

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Poor Sofia. She called in to confess to Simon that her fiancé is on a same sex dating app and exchanging explicit messages with men.

She's not sure what to do, should she call off her wedding? What will her friends and family say?

Listen in to see what she decides to do with this life changing moment...

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