Played by James Van Der Beek
The Dawson Leery crying meme will be etched into our memories forever. Not only because it’s just so deliciously ugly, but because it perfectly sums up Dawson’s ongoing self-pitying behavior that was displayed for the entirety of the six-season show.
While an emotionally attuned soft boy with the chiseled face of a jock did reel in viewers, Dawson’s whole thing just got a bit too much.
Samantha Jones - Sex and The City
Played by Kim Cattrall
While Samantha Jones did what she wanted, she probably made a terrible work colleague. She might have been a great worker and all, given her high position and success and all, yet there are a couple of things that would have definitely set her back.
Her passions for physical indulgences might keep her a little preoccupied at work, or worse...land in some hot water over harassment.
Ross Geller - Friends
Played by David Schwimmer
While the show's writers certainly intended for Ross to be a loveable nervous nerd, that wasn't quite the result. Ultimately, Ross just came off as whiny and self-pitying, who believed that he was entitled to anything he wanted.
Countless marriages and failed relationships, Ross just couldn't get it right. Eventually, he managed to get the wonderful Rachel, and we really just don't know how or why.
Miranda - Sex and the City
Played by Cynthia Nixon
While she may have been the most successful of the lot with her shrewd and "lawyery" ways, Miranda had a rather immature way of dealing with her friendships.
It was not uncommon for her to hold grudges and give the silent treatment. You were either with her or against her.
Jeremy Jamm - Parks and Recreation
Played by Jon Glaser
Anyone who gets in the way of the ever-delightful Leslie Knope is just quite simply the worst. Case in point, Jeremy Jamm. Thwarting all of Leslie's efforts to make Pawnee the best town ever, Jeremy Jamm was awful.
Add in his misogynistic and patronizing behavior, and he was completely unbearable.