Toby + Chilli's "Crazy First Dates"

Toby + Chilli's "Crazy First Dates"

Have you ever had a Crazy First Date story that's SO good it needs to be shared with the WORLD?! Remember, doesn’t have to be your worst… just your first!

Episodes

October 14, 2021 2 min
Kristen's date forgot some serious pieces of information on his dating profile.
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John's date showed it all on their first date.
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Deborah's date decided to play firefighter on their date.
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October 5, 2021 3 min
Nicky didn't even know what her date looked like when she agreed to go out with him!
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September 30, 2021 3 min
Susan's date took her on the ride of her life.
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September 28, 2021 2 min
Rachel's date used their first date to think about their future.
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September 23, 2021 3 min
Megan needed life-saving on her date. No big deal.
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September 21, 2021 2 min
Wendy's date chose an interesting restaurant that only left him in hot water.
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September 16, 2021 2 min
Nelson's run-in with nature stopped his date in its tracks.
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September 14, 2021 2 min
Maddie found out her date was a regular at a specific...entertainment spot.
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September 9, 2021 2 min
Nancy's date almost got her fired. Listen to find out if it was worth it.
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September 7, 2021 3 min
Jean's date tried to financially compensate for a big lie he told.
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September 2, 2021 2 min
Nicole's date had an awakening during their night together.
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August 31, 2021 2 min
Tati's date handled this classic disaster horribly.
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August 26, 2021 2 min
Alex dealt with a big creeper on this first date!
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August 24, 2021 3 min
No punny description today because Inez drove her car into a POOL!
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August 19, 2021 2 min
Birthday suits are not always a good thing on a first date.
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August 17, 2021 2 min
Can you send a stunt double on your first date? Well, this happened to Alaina!
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August 10, 2021 2 min
Fran's date was a corrupted politician. Go figure!
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August 5, 2021 2 min
Leslie joins Toby + Chilli to dish about her date who wined and dined her... with the help of the DOLLAR MENU... Then he had an indecent proposal for her while shopping for some sheets... Wait 'til you hear what he proposed!
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