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Reddit On Wiki· Folge 507

#507: My Sister SLEPT With A Guy I Was DATING! | Reading Reddit Stories

Montag, 26. Oktober 2026 · 1 h 08

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It’s Monday Reddit Readings on the Reddit On Wiki podcast! This week, John and Josh read stories like: a sister who slept with her sibling's date, a buyer wants to write a letter to a family to buy their property, a girl is questioning a guy because he hasn't slept with anyone, a guy made an alarming statement during a date, an office that has a burn book, and a personal story about a petty revenge that simmered for over 7 months. Plus, we end the episode with an Amazing Underbakke segment where the boys play, Would You Rather?

Want MORE stories? For our bonus story, we have a dad that left their kid after walking them down the aisle.

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Let's get into the Reddit drama!

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Timestamps:(Timestamps are approximate due to dynamic ad insertion. Become a Patron or YouTube member for ad-free episodes)
- Intro
- My relationship with my sister (27F) changed after she slept with a guy I (26F) went on a date with. (reddit.com/r/relationship_advice/comments/1wrq…)

- Would it be crazy and/or insensitive to write a letter to a homeowner whose house I'm interested in? (reddit.com/r/RealEstateAdvice/comments/1wvy2uj…)

- The guy I am talking to is a virgin, and I don’t know how I feel or if it’s a red flag (reddit.com/r/Advice/comments/1wxkwff/comment/p…)

- The guy I went out with made a really weird comment and I don't know what to think (reddit.com/r/dating_advice/comments/1wdp1qr/co…)

- my office has a burn book we all have to read and sign (reddit.com/r/BestofRedditorUpdates/comments/1w…)

- Petty Revenge, simmered on low for 7 months, tastes like vengeance (reddit.com/r/redditonwiki/comments/1x5bqr7/pet…)

- Would you rather?
- Outro

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