Why Chelsea Handler’s Friends Loved Her Relationship with 50 Cent

Vroom, vroom, baby: All of Chelsea Handler’s friends had a particular fondness for one of her exes, and the reason behind it is quite peculiar.

On this week’s episode of the Call Her Daddy podcast, comedian Chelsea Handler sat down with host Alex Cooper for a candid conversation that touched upon her past relationship with rapper 50 Cent, whom she dated for two months in 2011.

Handler spoke highly of her ex, describing him as “beautiful, a sweetheart, and very sweet,” before delving into why her friends were particularly enamored with their relationship.

Recalling the time she was dating 50 Cent, Handler shared, “All my friends absolutely loved it, because he would show up at our house every night with a different luxury car, like a Lamborghini one day and a yellow Ferrari the next.” She then humorously discovered that he was actually borrowing these cars from various dealerships, leaving her surprised by the revelation.

Chelsea Handler at the 2024 US Open Tennis Championships.

Gotham/GC

Although their relationship was short-lived, Handler ended up with more than just memories. She humorously shared, “Then I got a Bentley. I got a chocolate Bentley because he kept coming over every night with a different car, so as a joke, I went and bought a chocolate Bentley.” This unexpected purchase left her with a unique car after their breakup.

Reflecting on the experience, Handler amusingly added, “So I went and bought a chocolate Bentley, and then we broke up, leaving me with this unique car that I drove around feeling like a rapper for two years.”

Handler’s affectionate remarks about 50 Cent align with her previous statements, where she affectionately referred to him as her “favorite ex.”

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In an interview with Entertainment Tonight in January 2023, Handler expressed her fondness for 50 Cent, describing him as fun, sweet, and someone she enjoyed being around. Despite the brevity of their romance, lasting only two months, she mentioned that she would gladly share a drink with him if they crossed paths.

Additionally, in the Call Her Daddy podcast, Handler candidly discussed various topics, including her memorable one-night stand, being catfished by a scuba instructor, the evolving dynamics of sex as one ages, and an outrageous breakup gift she once gave to a toxic ex.

Currently, Handler is actively promoting her upcoming book, “I’ll Have What She’s Having,” set to release on February 25 and available for pre-order.

FAQs

Q: How long did Chelsea Handler date 50 Cent?

A: Chelsea Handler and 50 Cent dated for two months in 2011.

Q: What was the unique gift Chelsea Handler bought after her breakup with 50 Cent?

A: After her breakup with 50 Cent, Chelsea Handler humorously purchased a chocolate Bentley in jest, inspired by the different luxury cars her ex used to bring over.

Q: What is Chelsea Handler’s upcoming book?

A: Chelsea Handler’s upcoming book is titled “I’ll Have What She’s Having,” scheduled for release on February 25.

Credit: ew.com