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

10/14 Crazy First Dates! - Kristen's Date Forgot 6 Little Details

October 14, 2021 • 2 min

Kristen's date forgot some serious pieces of information on his dating profile.

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10/12 Crazy First Dates! - John’s Date Put On an Interesting Show

October 12, 2021 • 3 min

John's date showed it all on their first date.

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10/7 Crazy First Dates! - Deborah's Date Was Focused on the wrong Fire

October 7, 2021 • 3 min

Deborah's date decided to play firefighter on their date.

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10/5 Crazy First Dates! - Nicky

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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9/30 Crazy First Dates! - Susan

September 30, 2021 • 3 min

Susan's date took her on the ride of her life.

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9/28 Crazy First Dates! - Rachel

September 28, 2021 • 2 min

Rachel's date used their first date to think about their future.

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9/23 Crazy First Dates! - Megan

September 23, 2021 • 3 min

Megan needed life-saving on her date. No big deal.

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9/21 Crazy First Dates! - Wendy

September 21, 2021 • 2 min

Wendy's date chose an interesting restaurant that only left him in hot water.

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9/16 Crazy First Dates! - Nelson

September 16, 2021 • 2 min

Nelson's run-in with nature stopped his date in its tracks.

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9/14 Crazy First Dates! - Maddie

September 14, 2021 • 2 min

Maddie found out her date was a regular at a specific...entertainment spot.

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9/9 Crazy First Dates! - Nancy

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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9/7 Crazy First Dates! - Jean

September 7, 2021 • 3 min

Jean's date tried to financially compensate for a big lie he told.

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9/2 Crazy First Dates! - Nicole

September 2, 2021 • 2 min

Nicole's date had an awakening during their night together.

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8/31 Crazy First Dates! - Tati

August 31, 2021 • 2 min

Tati's date handled this classic disaster horribly.

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8/25 Crazy First Dates! - Alex

August 26, 2021 • 2 min

Alex dealt with a big creeper on this first date!

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8/23 Crazy First Dates! - Inez

August 24, 2021 • 3 min

No punny description today because Inez drove her car into a POOL!

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8/19 Crazy First Dates! - Mari

August 19, 2021 • 2 min

Birthday suits are not always a good thing on a first date.

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8/17 Crazy First Dates! - Alaina

August 17, 2021 • 2 min

Can you send a stunt double on your first date? Well, this happened to Alaina!

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8/10 Crazy First Dates! - Fran

August 10, 2021 • 2 min

Fran's date was a corrupted politician. Go figure!

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8/5 Crazy First Dates! - Leslie

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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