Kaitlyn’s Bachelorette Reunion | Chris Strandburg: The Return of Cupcake with Roses, Receipts & a Tabloid Cover!

#857. He Drove Up in a Cupcake and Drove Off with Our Hearts! Kaitlyn is joined by the one and only Chris “Cupcake” Strandburg for a trip down memory lane through her entire season of The Bachelorette. From being the first kiss on night one to reminiscing on group dates in Ireland, Chris shares the wildest behind-the-scenes stories — including how he landed the iconic cupcake-mobile (yes, it involves Burning Man), hilarious moments from the Aladdin group date, and how Kaitlyn rode off into the sunset in two helicopters… while he took a three-hour bus ride back. He spills on Amy Schumer, almost being cast on Andi Dorfman’s season, and even shows up with actual Bachelor memorabilia!! Nostalgic, hilarious, and unexpectedly sweet — this reunion is one for the books.

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EPISODE HIGHLIGHTS: 

• (9:16) Chris reveals he was originally cast for Andi Dorfman’s season — and why he turned it down.
• (12:38) The full story behind the cupcake entrance that made Bachelor Nation fall in love.
• (23:09) Wait… WHO did Chris meet before filming? The wild “don’t steal my girl” moment with a future castmate.
• (41:12) Behind the scenes of the Aladdin Broadway group date!
• (58:41) Cupcake comes bearing memories: a dried-up rose, a mini cupcake replica, and an actual tabloid cover.

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