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

10/24 Crazy First Dates! - Tanesha's Date Was Painful

October 24, 2023 • 2 mins

Tanesha's date took her to party that ended up with him in pain and her traumatized.

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10/19 Crazy First Dates! - Camille's Date Drove Her Crazy

October 19, 2023 • 2 mins

Camille's date owned a car that was more like a hazard.

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10/10 Crazy First Dates! - Bonnie Had To Clean Up Her Date's Mess

October 10, 2023 • 2 mins

Poor Bonnie! She had to clean up her date's mess.

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10/3 Crazy First Dates! - A Man's Proclamation Came True

October 3, 2023 • 2 mins

Linda's date was sure about her.

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9/28 Crazy First Dates! - Michelle's Date Went Longer Than Expected

September 28, 2023 • 2 mins

Michelle's date was supposed to be a one-night stand but it turned into a lot more.

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9/26 Crazy First Dates! - Jerry's Date Did Too Much

September 26, 2023 • 2 mins

Jerry's date went above and beyond and it was not effective.

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9/21 Crazy First Dates! - Vikash Flew Too Close To The Sun On This Date

September 21, 2023 • 2 mins

Vikash learned an important lesson about dating in the workplace.

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9/19 Crazy First Dates! - Stacy's Date Didn't Learn His Lesson

September 19, 2023 • 2 mins

Stacy's date was not stopped by the cops just once but twice!

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9/14 Crazy First Dates! - Wendy's Date Ended Up In The ER

September 14, 2023 • 2 mins

Poor Wendy had to take her date to the ER!

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9/12 Crazy First Dates! - Susan's Date Was Steamy

September 12, 2023 • 2 mins

Susan's date was HOT but not in the way you may think.

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9/5 Crazy First Dates! Alexis' from Clinton's date with a guy STUNK!

September 5, 2023 • 3 mins

Real stories. From real people. All over the DMV. Today's Crazy First Date Story finds Toby and Chilli talking to Alexis from Clinton, Maryland about her first date with a guy which STUNK! What made this so unpleasant and unpleasing? Well, that's what makes the story CRAZY! Listen in on demand now... and if you've been on a Crazy First Date before, we want to hear that story! It could mean some free concert tickets, gift cards and ...

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8/31 Crazy First Dates! - Julie's Date Left Out Some Crucial Information

August 31, 2023 • 2 mins

Certain pieces of information should be shared wayyyy before the first date.

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8/29 Crazy First Dates! - Lorri's Date Was Jaw Dropping

August 29, 2023 • 1 min

Unchiverlous and aggressive...a great combination in a date.

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8/24 Crazy First Dates! - Kim's Date Knocked On The Right Door

August 24, 2023 • 2 mins

How many doors does it take to take Kim out on a date?

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8/22 Crazy First Dates! - Izzy's Date Was All About Himself

August 22, 2023 • 2 mins

How many selfies can one person take?

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8/17 Crazy First Dates! - Karen's Date Mixed Business and Personal

August 17, 2023 • 2 mins

Imagine going on a date with a co-worker and their son!

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8/15 Crazy First Dates! - Colleen's Prom Date Was A Nightmare

August 15, 2023 • 2 mins

Colleen's date was the worst prom date!

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8/10 Crazy First Dates! - Lynne Sent Food Flying On This Date

August 10, 2023 • 2 mins

Lynne's date took a chance and crashed!

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8/8 Crazy First Dates! - Shannon's Date Was Low On Funds

August 8, 2023 • 2 mins

Shannon's date may have had no money but he did have her heart.

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8/3 Crazy First Dates! - Felicia's Date Was Fleeting

August 3, 2023 • 3 mins

Felicia's date disappeared as fast as he arrived.

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Toby + Chilli's "Crazy First Dates"

Episodes

.css-14f5ked{margin:0;word-break:break-word;display:-webkit-box;-webkit-box-orient:vertical;box-orient:vertical;-webkit-line-clamp:2;overflow:hidden;}10/24 Crazy First Dates! - Tanesha's Date Was Painful

.css-r6mb8g{margin:0;word-break:break-word;display:-webkit-box;-webkit-box-orient:vertical;box-orient:vertical;-webkit-line-clamp:1;overflow:hidden;}10/19 Crazy First Dates! - Camille's Date Drove Her Crazy

10/10 Crazy First Dates! - Bonnie Had To Clean Up Her Date's Mess

10/3 Crazy First Dates! - A Man's Proclamation Came True

9/28 Crazy First Dates! - Michelle's Date Went Longer Than Expected

9/26 Crazy First Dates! - Jerry's Date Did Too Much

9/21 Crazy First Dates! - Vikash Flew Too Close To The Sun On This Date

9/19 Crazy First Dates! - Stacy's Date Didn't Learn His Lesson

9/14 Crazy First Dates! - Wendy's Date Ended Up In The ER

9/12 Crazy First Dates! - Susan's Date Was Steamy

9/5 Crazy First Dates! Alexis' from Clinton's date with a guy STUNK!

8/31 Crazy First Dates! - Julie's Date Left Out Some Crucial Information

8/29 Crazy First Dates! - Lorri's Date Was Jaw Dropping

8/24 Crazy First Dates! - Kim's Date Knocked On The Right Door

8/22 Crazy First Dates! - Izzy's Date Was All About Himself

8/17 Crazy First Dates! - Karen's Date Mixed Business and Personal

8/15 Crazy First Dates! - Colleen's Prom Date Was A Nightmare

8/10 Crazy First Dates! - Lynne Sent Food Flying On This Date

8/8 Crazy First Dates! - Shannon's Date Was Low On Funds

8/3 Crazy First Dates! - Felicia's Date Was Fleeting

Popular Podcasts

10/24 Crazy First Dates! - Tanesha's Date Was Painful

10/19 Crazy First Dates! - Camille's Date Drove Her Crazy