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The Bachelor’s Funniest Moments Ever: Watch a Clip!

First impressions are everything — especially when it comes to The Bachelor! When the newest Bachelorette, Desiree Hartstock, meets her 25 suitors for the very first time on the show’s season 9 premiere on Monday, May 27, they’ll have to compete against some of the most memorable — and disastrous — entrances in seasons past.

PHOTOS: Remember all of Sean Lowe’s Bachelor women?

In a special airing Tuesday, May 21 at 8 p.m., host Chris Harrison recalls some of the most-talked about entrances during The Bachelor’s Funniest Moments. Whether it was Jef Holm riding in his skateboard to meet future fiance (and subsequently ex) Emily Maynard in season 8, or Robyn Howard from season 17 who fell while trying to do a back handspring towards bachelor Sean Lowe, the entrances over the years have been totally quirky, odd, sometimes sweet, or totally funny. 

jef and emily
Jef Holm met Emily Maynard by riding a skateboard into the season 8 premiere. Relive other memorable entrances in “Bachelor’s Funniest Moments,” airing Tuesday, May 21 at 8pm on ABC.

Related: PHOTOS: The Bachelor -- where are they now?

Viewers can expect that Desiree’s upcoming first meetings will be just as memorable. According to a network press release, there are at least three entrances sure to make the blooper reel in the future — a romantic dance gone wrong, a magician who tries to make the magic happen with Desiree, and a Prince Charming in a literal suit of armor. But he can’t ride in on a horse, of course, since Lindzi Cox handled that during season 16 with Ben Flajnik.

Related: PHOTOS: Ugliest Bachelor breakups

Relive some of the most interesting entrances and LOL moments on The Bachelor’s Funniest Moments, which airs Tuesday, May 21 at 8 p.m. on ABC.

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