

I slept with his two best friends
Oct 2, 2025
The hosts delve into the complicated world of situationships and the fallout of past relationships. One listener reveals she slept with her boyfriend's two best friends, sparking a debate on whether to disclose such secrets. They explore the grey area of ambiguous connections and the potential impact of honesty on love. Personal stories about revisiting exes add to the conversation about when to open up about past sexual history. Tune in for laughter, real talk, and some juicy secrets!
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What Defines A Situationship
- A situationship is an ambiguous romantic-sexual relationship where one person wants commitment and the other doesn't.
- They can be enjoyable or emotionally harmful depending on feelings and expectations.
Eighteen-Year Situationship
- Bella stayed emotionally attached to a man named Sam for 18 years without him fully committing.
- She finally unfriended him in her early 40s and felt freed after leaving that shadow.
Twelve-Year Monthly Arrangement
- Blair has been in a secret monthly situationship with a high-school boyfriend for 12 years after her divorce.
- They meet once a month for sex, she would leave if someone else swept her off their feet, but she won't give it up otherwise.