After 25 seasons of The Bachelor, 16 seasons of The Bachelorette, and the franchise’s various spinoffs, Bachelor Nation fans are used to seeing some pretty bizarre stuff unfold on this show — especially during the season premiere episodes. Considering the fact that there are usually well over 20 contestants each round, the new Bachelor and Bachelorette’s suitors have to figure out a way to stand out in the crowd when they join the limo arrival lineup to meet the lead for the first time, and often, that means going out on a limb (like, way out) to make a lasting impression.
At this point, you would assume it’d be pretty difficult to show up at the mansion ready with a shtick that was different from something anyone else has done for wrong… but you’d be wrong. Season after season, these hopeful men and women somehow manage to find a new way to capture everyone’s attention, even when they just have a few moments to make it happen. Hey, when true love (and screen time) is at stake, is there such a thing as going too far?
There have been a lot of unexpected limo arrivals over the years, and there’s no doubt there are plenty in the reality TV show’s future. Read on for some of the strangest Bachelor entrances of all time.
Lindsay Yenter's The Bachelor entrance skipped a few steps
The end goal of The Bachelor is to get engaged, but this contestant definitely skipped a few steps. On night one of Sean Lowe’s season of The Bachelor, Lindsay Yenter arrived at the Bachelor mansion in a full on wedding gown, complete with veil. She took it even farther than that, though — after telling Lowe “you may now kiss the bride,” she swooped in for a smooch, which rarely happens during the limo arrival segment. What a power play!
As strange as it was, Yenter’s scheme actually worked… well almost. She managed to stick around long enough to be Lowe’s runner-up, though he ultimately ended up choosing Catherine Giudici as his final rose winner, and the couple is still married at the time of writing. As for Yenter? She found her own happily ever after, too. She’s Lindsay Swanson these days, a married mother of two, and according to her Instagram bio, she works as a customer care rep at Tubby Todd, a children’s personal care company.
Trent Jesperson's The Bachelorette debut was dead on arrival
After getting dumped by Arie Luyendyk Jr. weeks after he proposed to her on The Bachelor, Becca Kufrin returned as the next Bachelorette, and her season premiere definitely came with a few unexpected moments, including one contestant’s particularly morbid arrival. Trent Jesperson showed up in an actual hearse to meet Kufrin, with a matching opening line all ready to go. And interestingly enough, it didn’t have to do anything with wedding vows promising “’til death do us part.” He was a bit more creative than that!
“When I heard you were the Bachelorette, I literally died. But then you brought me back to life,” he said. Who said romance is dead?
Unfortunately, albeit not surprisingly, Jesperson’s mortality-themed entrance didn’t get him very far on The Bachelorette. He was eliminated in the second week of Kufrin’s season. While Kufrin ultimately chose to get engaged to contestant Garrett Yrigoyen on the finale, the two eventually split up. Maybe she should have given the hearse guy a second chance?
Alexis Waters showed up to The Bachelor as a dolphin… sort of
Alexis Waters has easily become a franchise legend, and it all leads back to her unforgettable limo arrival on Nick Viall’s season of The Bachelor. Costumes are pretty common on the show, and that’s the route that Waters took. However, the ensemble didn’t pan out quite the way she planned. Because of her love of dolphins, Waters arrived dressed as one — or so she thought. In reality, she was actually wearing a shark costume that she’d mistaken as a dolphin. Whoops!
“I dolphinitely can’t wait to talk to you inside,” she said, while a look of confusion crossed Viall’s face as he tried to figure out exactly what was going on here.
Waters didn’t win The Bachelor that season, but she did last a few weeks on the show. And she also ended up snagging some serious screen time on Bachelor in Paradise, and yes, her shark costume made another appearance. Looks like we are all winners.
Chris Strandburg's The Bachelorette entrance kept it corny
Kaitlyn Bristowe’s season of The Bachelorette started out as the first season to feature two leading ladies… until the men voted between her and Britt Nilsson and ended up choosing Bristowe as their winner. But before the voting could take place, The Bachelorette contestants had to descend upon the mansion in their limos and present their entrances. And wow, did dentist Chris Strandburg certainly make an impression when he showed up in a massive candy corn cupcake costume. And to take it a step further, he even brought cupcakes to share with the ladies… and earned himself the nickname “Chris Cupcake” for the rest of the season.
Strandburg made it pretty far with Bristowe on The Bachelorette — he hung in there until through week seven. And while the show was still airing in 2015, he explained the reasoning behind his costume to Good Morning America after he was eliminated.
“Normally when people think of the dentist they don’t think about fun and so I wanted to make sure that girls [know] I have a personality, you know, I’m fun,” he said at the time. “I don’t take myself too seriously so I wanted to do it in the most extreme way I could.”
JoJo Fletcher's arrival on The Bachelor was unicorn-ique
Before she eventually became the lead on Season 12 of The Bachelorette, JoJo Fletcher was Ben Higgins’ runner-up on The Bachelor, and she made sure that the first time they met was a memorable experience. When she exited her limo, she had a unicorn mask over her head along with her cocktail attire. This was definitely a creative choice, to say the least, but why? “I think she was making a joke about how guys are always holding out for a unicorn,” host Chris Harrison told Yahoo!.
In the end, Fletcher was almost Higgins’ unicorn, until he decided in the season finale to propose to Lauren Bushnell instead. A few months later, he and Bushnell went their separate ways, while Fletcher is still happily engaged to her final Bachelorette pick, Jordan Rodgers.
And speaking of Fletcher’s season of The Bachelorette, it is worth noting that Luke Pell showed up to the mansion atop a unicorn. Oh, and by “unicorn” we mean “horse wearing a horn headband.” Unicorn or not, the callback landed, and Pell wound up as Fletcher’s runner-up.
Adam Gottschalk took a doll-ppelganger to The Bachelorette
This The Bachelorette limo entrance has nothing to do with costumes, but it might actually be worse, somehow? When Adam Gottschalk arrived to meet Rachel Lindsay on the first night of her Bachelorette season, he brought along a doll of himself—that was almost his height!—to help make his mark. The doll was named Adam Jr., naturally, and for some reason, he spoke French (via voiceover) in the moments he “talked” to the camera about his feelings for the leading lady.
After Lindsay admitted that Adam Jr. scared her, Gottschalk promised that he wouldn’t always be around, and he was true to his word. Though Lindsay ultimately ended up sending Gottschalk home in week seven, he returned for Bachelor in Paradise, where he met his current fiancée and fellow Bach alum, Raven Gates. Today, Lindsay is married to her final pick, Bryan Abasolo.
Clare Crawley wore a baby bump to The Bachelor
We now know Clare Crawley as a former Bachelorette and staple of Bachelor Nation, and it checks out that her debut was nothing short of memorable. During Juan Pablo Galavis’ Bachelor season premiere, Crawley emerged from her limo looking nine months pregnant… or so she wanted Galavis (and the audience) to think.
“I know you have a daughter, and I know you want more children,” Crawley said. “And I was thinking maybe adding to it.” And then, she let him feel her bump and see for himself that it wasn’t real. It was out of the box for sure, but Crawley ended up sticking around until the very end, when she called Galavis out for the way he’d treated her during filming. He didn’t end up staying with season winner, Nikki Ferrell, for too long, either.
These days, Crawley is a single lady after splitting from her The Bachelorette pick, Dale Moss.
The Bachelorette's Jenna Serrano was here to moo-eet friends
On pilot Peter Weber’s Bachelor season premiere, he was greeted by contestant Jenna Serrano… but she wasn’t alone. She claimed she’d brought her “emotional support cow” with her to be there for the experience, and yes, that means she brought an actual real cow, who she introduced as Ashley P.
“I figured you’d be a little nervous tonight, so you can hang onto her,” Serrano said. Weber didn’t seem quite as enthused by the cow as Serrano had hoped, and unfortunately, bringing livestock to filming didn’t work out the way she hoped. She was eliminated later that night during the very first rose ceremony of the season.
After the ups and downs his Bachelor experience brought, Weber is a single man and he continues to take to the skies. As for Serrano? In 2020, she shared on Instagram that she graduated from Lewis University’s nursing program. Unfortunately, Ashley P. doesn’t make too many appearances on Serrano’s Instagram account.
Alex Dillon took things slow on night one of The Bachelor
All aboard the costume train for another trip to Goofy Getup Junction. When Alex Dillon came to The Bachelor, her entrance made a major impression not just on season lead Colton Underwood, but on her fellow contestants as well. She arrived at the mansion wearing a sloth costume which covered her from head to toe, making it impossible for anyone to know what she looked like until she took it off, which didn’t happen until well into the first cocktail party of the season.
She didn’t just look the part, though — she acted like a sloth, too. Everything she did was slow-paced, including the way she spoke. But by the time she got to chat to Underwood one-on-one over drinks, he helped her take her costume off, and she was wearing a cocktail dress underneath.
Dillon didn’t end up winning Underwood’s season (that was Cassie Randolph, though the couple has since split), but she did get to meet a real life sloth, according to Instagram, which is a pretty great result.
Chantal O'Brien slapped a Bachelor star right away
When Brad Womack began his second season as The Bachelor — the only lead to have two seasons to himself so far — he already had a bit of a reputation following him. On his first season of The Bachelor, Womack rejected all his final choices in the eleventh hour. So, when it came time for Womack’s second round, one contestant, Chantal O’Brien, slapped him and said she was doing it “for every woman in America.”
If you thought this would immediately put Womack off of O’Brien, you’d be wrong. She made it all the way to the end, when she became his runner-up. Ultimately, Womack chose to get engaged to Emily Maynard, though they never made it down the aisle. And today, O’Brien keeps herself out of the limelight, even having rejected her own opportunity to become the Bachelorette after she met her future husband before the show began filming.
Ali Harrington's The Bachelor entrance was the pits
Since Arie Luyendyk Jr. is a race car driver and all, it totally checked out that one of the contestants incorporated a reference to his career in her The Bachelor season premiere entrance. However, the way the contestant went about it was a bit strange. When Ali Harrington got out of the limo on night one, she asked Luyendyk to smell her armpit. He laughed as she lifted up her armpit and fanned the air, and it became clear that she wasn’t kidding. After Luyendyk took a good sniff around the area where her shoulder connects to her torso, Harrington joked, “Was that not the best pit stop of your life?”
Her plan definitely worked, and she easily got a laugh out of Luyendyk. But that wasn’t enough to convince him that they’d eventually have a love connection. And so, she did get sent home that night. As for Luyendyk? Though things didn’t work out with his final pick, Becca Kufrin, Luyendyk ended up with his runner-up, Lauren Burnham, and the two are happily married and have become parents. And whether they all like it or not, an armpit whiff is forever a piece of all of their stories.
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