9. Gary Grabowski & Brooke Meyers (The Break Up): I think there’s an outside shot this couple rekindles. They had good chemistry. Gary just didn’t listen. The break-up forced him to change his ways for himself — concerning a lot of people in his life including his best friend and brothers. For that, I could see Brooke taking him back because you could tell that she still loves him at the end of the film. Relationship length: IDK. ~ Damon
10. Harry & Sally (When Harry Met Sally): Proof that friends can become lovers. But there’s a lot of drama that ensues, including the pair trying to hook each other up with friends, and coaching each other thru relationships. I think it works because, in the end, this pair knows how to communicate with each other. It’s what their relationship is predicated on for good reason. Relationship length: JT said until the end of time, right? ~ Damon
11. Marcus Graham & Angela Lewis (Boomerang): It’s not even necessary to explain why they won’t work. If you think they can, read Greg Behrendt’s “He’s Just Not That Into You”, specifically Chapter 5. Relationship length: 3 months. ~ Monica
12. Princess Fiona & Shrek (Shrek): Shrek is a short-fused loner and Fiona is an emotionally unstable Pedestal Patty, but somehow, they clicked. Shrek’s down-to-earthness helps Fiona learn to love the beauty within. They ride off into happily ever after until they go visit her ‘rents and all h-e-double breaks loose. Shrek is out-casted by Fiona’s family, Charming’s crazy mother is scheming to get her skinny-jean wearing son on the throne, and Fiona is battling her abandonment issues with daddy. This level of drama will stress any relationship. Relationship length: They’ll at least try and stick it out for the kids. I give it about 12 years before they end up in arbitration. ~ Monica
13. Ross Gellar and Rachel Greene (Friends): Just like her green counterpart, Rachel is a Pedastal Patty. However, Ross’ main fault is that he was content to live in Rachel’s platonic friend zone and make goofy, puppy-dog eyes at her from afar. Rachel was so stuck in her own world that it took losing Ross twice (once to Julie, once to Emily) for her to even realize what she had. It seems like Rachel can’t get the guy unless he’s not interested in her anymore (I’m talking to you, Joshua). There are two words to describe people like this: Drama Queen. Plus, they’ve already been married and we saw how that one worked out. And, Ross is no good at marriage. Relationship length: On-and-off again marriage for three years before Emma says, “Enough already! I’m going to live with Aunt Monica and the twins.” ~ Cicely
Where are we right or wrong? Debate.