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

Off The Vine with Kaitlyn Bristowe

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Society & Culture, Tv & Film, Comedy, Talk Radio

4.4 • 21.3K Ratings

🗓️ 10 July 2025

⏱️ 68 minutes

🔗️ Recording | iTunes | RSS

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Summary

#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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Transcript

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0:00.0	Okay, guess whose birthday's coming up? So I am, you know, planning for a bunch of things and then eventually heading out of town to celebrate. So obviously I need a few new outfits. And Macy's friends and family sale could not be better timing. Right now you can save an extra 30% off plus 15% off beauty. I'm telling you it's the perfect excuse to treat yourself. I've been eyeing this
0:21.5	matching floral swim set from Vince Camuto. It comes with this really, really cute cover-up pant that
0:27.6	makes it feel like an actual outfit instead of just a bikini. Super easy to throw on and still feel
0:32.6	put together while you're at the beach. And for dinner out one night, I found the prettiest dress from Astor the
0:38.8	label. It is flowy. It's super flattering. And then one of those pieces that makes you feel like
0:44.0	you actually tried, even if you just threw it on. And of course, I'm grabbing a few beauty faves while
0:48.8	they're 15% off, especially super goop sunscreen. Lerve. It's new at Macy's and it's so good for travel. The sale
0:55.6	runs through June 9th, so now is the time, whether you're shopping for a trip, a little summer
1:00.8	glow up, or just because. Go check it out at Macy's.com. This episode of Off the Vine is brought to
1:07.4	you by Quince. Go to Q-U-I-N-C-E.com to get free shipping and 365-day returns.
1:14.7	Apartments.com, the place to find a place. BetterHelp off-the-vine listeners get 10% off their first
1:20.2	month at BetterHelp.com slash vine. And Splendid. Right now, Splendid is offering our listeners
1:25.7	20% off when you go to Splendid.com and use promo code Vine at checkout or when you shop at Splendid. Right now, Splendid is offering our listeners 20% off when you go to splendid.com and use
1:28.5	promo code Vine at checkout or when you shop at Splendid in stores.
1:36.6	You're listening to Off the Vine with Caitlin Bristow.
1:41.2	Hey, Vino's, real quick, if you are listening right now, which obviously you are, you wouldn't
1:45.4	be hearing this, can you hit the subscribe or follow button on whatever platform you're on?
1:49.6	Please, that one simple thing helps more than you even realize it allows me to keep growing on this
1:55.0	podcast and making these episodes the best they can possibly be obviously for you.
2:00.2	That's the only favorite I'm going to ever ask, okay?
2:02.1	It truly means the world to me.
2:03.6	Thank you.
	...

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