Laughs, tears, dentists driving cupcake cars — when it comes to premiere night on The Bachelor and The Bachelorette, all bets are off. Introductions by suitors range from silly to outrageous, and these 15 still have us scratching our heads.
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1. Jeff Medolla, The Bachelorette Season 7
Not only did Jeff exit the limo and introduce himself to Ashley Herbert while wearing a mask, but the entrepreneur continued to keep the mask on for virtually his entire run on the show. He called it a “social experiment,” explaining he wanted Herbert to get to know what was in his interior before getting a full glimpse of the exterior. Props for originality, I guess? Regardless, it didn’t work out so well for Jeff, who got the boot shortly after unmasking.
2. Chris Strandburg, The Bachelorette Season 11
It may have given the rest of the world a toothache, but cruising into the dating pool inside of a giant cupcake car wasn’t lost on Kaitlyn Bristowe — she kept dentist Chris Strandburg in the game far longer than anyone could have predicted after he parked the Cupcake Mobile. Major bonus points would have been given if he’d actually brought baked goods for the Bachelorette.
3. Kaitlyn Bristowe, The Bachelor Season 19
Speaking of Bristowe, she made quite the first impression herself when she vied for the attention of Chris Soules. Homegirl had no qualms about firing right out of the gate with a raunchy farmer joke, saying, “I don’t know much about you. I know your name’s Chris. I know you are a farmer. And you can plow the f*** out of my field any day.” But, hey, it did the trick — not only did she catch Chris’ eye, but she also landed the coveted spot of the next Bachelorette.
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4. Diogo Custodio, The Bachelorette Season 9
Woe is Diogo Custodio! After going through the trouble of donning a full suit of armor for his meeting with Desiree Hartsock — not to mention finding the armor in the first place — the Brazilian was sent packing along with five other suitors on the very first night. Oof! Guess Desiree wasn’t looking for a knight in shining armor or, you know, a dude whose creases she’d have to grease.
5. Reegan Cornwell, The Bachelor Season 19
Some people wear their heart on their sleeve, but Californian Reegan Cornwell carries hers in a cooler… and presents it to her date like a bloody corsage. “It’s a joke!” she exclaimed upon presenting the faux (or so we hope) heart to Chris Soules. But relying on her career as a cadaver tissue saleswoman as shtick didn’t do Reegan any favors — Chris soon sent her back home, presumably to harvest more organs.
6. Clare Crawley, The Bachelor Season 18
While Clare ultimately ended up winning over viewers, she spooked everyone — and most especially Bachelor Juan Pablo Galavis when she stepped out of the limo sporting a burgeoning belly. “I know you have a daughter, and I know you want more children,” she told a clearly terrified Juan Pablo, “and I was thinking of maybe adding to it!” She proceeded to reveal she wasn’t really pregnant, of course, but yikes!
7. Shawn Evans, The Bachelorette Season 11
Who even knew hot tub cars were a thing before Shawn Evans? This guy rolled into Season 11 of The Bachelorette in style inside of a car, hehe, pool. And despite being trolled by that one drunk idiot, he still managed to keep his cool. Kaitlyn may not have kept him around for the long haul, but at least he’ll go down in history as one of the most memorable introductions ever.
8. Emil, The Bachelorette Season 10
When you explain your name’s pronunciation is like “anal, but with an ‘m’ — just remember that,” oh, people do. We only wish we could forget, buddy.
9. Stacey Elza, The Bachelor Season 12
This is not a picture of Stacey Elza. Rather, this is a picture of The Bachelor: London Calling‘s Matt Grant — and Stacey’s underwear, which she handed to him shortly after introducing herself. “Pantygate,” as it was dubbed, lives in infamy. Well, that and the way Stacey passed out before the rose ceremony even started. Oh, honey.
10. Robyn Howard, The Bachelor Season 17
Here’s a pearl of wisdom we all learned at Robyn Howard’s expense: Gymnastics and ball gowns do not mix. While Robyn’s attempt to show off her tumbling skills could very well have wowed Bachelor Sean Lowe, the whole tripping on the dress and flopping onto the pavement earned her more pity than props.
11. Brett Melnick, The Bachelorette Season 10
In the absence of any apparent forethought, Brett Melnick introduced himself to Andi Dorfman by handing her a lamp he’d stolen from his hotel, saying, “My mother always told me, never greet a lady empty-handed.” Who is this guy, Brick Tamland? Andi insisted Brett return the lamp, likely while mentally crossing him off the list of people to leave unattended near her belongings.
12. Josh Seiter, The Bachelorette Season 11
What happens when you cross The Bachelorette and Magic Mike? Josh Seiter, that’s what. Things went from boring to bow-chicka-bow-wow real quick-like when this law student/exotic dancer exited the limo and proceeded to give the then-dual Bachelorettes Britt Nilsson and Kaitlyn Bristowe a sexy striptease.
13. Jonathan Vollinger, The Bachelorette Season 9
Dear Jonathan Vollinger, no. Just no. Whew, we’ve been wanting to say that to you since you stepped out of the limo and handed Desiree an envelope urging her to proceed straight to the Fantasy Suite with you. Shout-out to Des, who nipped Jonathan’s misogynistic stunt in the bud.
14. Amy Jokinen, The Bachelor Season 18
Granted, a relaxing massage is nearly always a welcome occurrence. But when you factor in a full tux, the viewing public and Juan Pablo, even the most well-intended massage can turn awkward. Having said that, we’d happily accept all introductions in the form of massage were we the Bachelorette.
15. Lindsay Yenter, The Bachelor Season 17
Lindsay. Lindsay, Lindsay, Lindsay. Where were you going with this, girl? When she stepped out of the limo in a legit wedding dress, even I felt my heart race (and not in the good way). To his credit, Sean Lowe handled the whole bridal snafu like a total gentleman, even when Yenter went in for a matrimonial kiss mere moments after their meeting.
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