| By Kevin Fitzpatrick February 14, 2012 |
| 5 | Connor and Cordelia Chase |
The Love-Sick: Charisma Carpenter and Vincent Kartheiser of Angel
So Wrong: It was odd enough having Angel develop feelings for Cordelia, considering their history in Sunnydale, but we accepted the growth principle. Falling for and sexing his teenage son on the other hand...possessed or no, still scars Whedon fans to this day.
Happily Ever After?: With that whole "posessed by a demon goddess who gave birth to itself and put Cordy in a coma" thing out of the way, the romance between Connor and Cordelia was safely crushed and swept under the rug.
| 4 | Fez and Jackie |
The Love-Sick: Wilmer Valderrama and Mila Kunis of That 70's Show
So Wrong: Look, Wilmer Valderrama's Fez certainly wasn't an unattractive fellow. But a near-decade of creepy weirdness and unrequited pining shouldn't have been enough to finally win over a girl with the looks of Mila Kunis.
Happily Ever After?: Sadly, the producers saved this pairing for the very last episode, set New Years 1980. We'll never know if Jackie snapped to her senses.
| 3 | Shannon and Sayid |
The Love-Sick: Naveen Andrews and Maggie Grace of LOST
So Wrong: Okay. Life and death situations, pre-conceptions melting away and opposites attracting. Fine. But the idea that the tortured torturer actually loved the vapid Shannon in their brief time together, particularly enough to end up as soulmates in the afterlife, with no afterthought of Nadia? Really?
Happily Ever After?: We...guess? The two jogged each other's memories of their time in the real world, and presumable ascended together...wherever the hell they were going.
| 2 | Sam and Diane |
The Love-Sick: Shelley Long and Ted Danson of Cheers
So Wrong: Practically the origin of "Will They/Won't They," Sam and Diane certainly attracted as opposites but their eventual breakup, subsequent mooning and countless attempts to rekindle things wore on the audience's patience.
Happily Ever After?: Not quite. Shelley did return in the series finale to discuss the possiblity of re-kindling things, but the two ultimately discounted the idea. We like Kirstie Alley better anyway.
| 1 | Joey and Rachel |
The Love-Sick: Matt LeBlanc and Jennifer Aniston of Friends
So Wrong: It worked for Monica and Chandler, as their respective neuroses blended quite well. Lightning doesn't always strike twice however, as the Friends writers discovered with the experimental and universally reviled pairing of Rachel and Joey. It made some sense, the characters having grown closer since her pregnancy but Ross help us, it NEVER felt right.
Happily Ever After?: Thankfully, no. The two realized how awkward it made things, freeing Rachel to finally (and somewhat more believably) return to Ross.