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There have been many great rom-coms over the last 10 years, but it's a largely dead genre, at least when it comes to movies that make it into theaters. 'Playing it Cool' is just about as cliche as they come with this genre, even though the film tries its darndest to do the opposite. Chris Evans and Michelle Monaghan play the two central characters, both of which I love in just about anything, but they are given next to nothing with this script. It's also the only film Justin Reardon has ever directed, which should tell you something about how this film was received within the industry. Perhaps the worst part is that it feels long at 90 minutes. That's when you know something is wrong with your pacing, writing, and direction. 'Playing it Cool' contains a few moments of genuine charm, purely from its actors, only to be outdone by the next extremely cliche plot point.

5.4/10

5/10 - a deeply average romance regardless of the occasional heartfelt moment

there are two movies that almost run parallel with each other with obvious identical similarity, this 'playing it cool' is almost like the other most pathetically boring 'lovesick'. i really don't know if these screenplay writers are just roommates renting the same apartment together, or they are just renters next to each other, or on the same floor. but these two screenplays are just as bored as each other, and the difference is so little, only the storyline shuffled a little bit. but obviously, the budget of 'playing it cool' is several times bigger than the 'lovesick', less roles, compensated by mucho kids players instead. but both so-called 'romantic comedy' turned out to be so boring, so exaggerated, so pretentious, and so contrite, and both should never be approved to be produced. the investors of these two movies should have give their money to the charities, at least the money won't be wasted like this.

Evans and Monaghan have really good chemistry on screen. I am surprised at the quality of Evan's acting chops. I think the guy is pretty talented. He's able to pull off drama and comedy well.

Nicely directed , the cast is Hilarious from Chris Evans, Aubrey Plaza to Topher Grace .. started with a well put Hilarious bits , tuned down then the romance peaked which just the definition of romance comedy.

The scenario escalated gently and understandably , the "Narrator" explained exactly how things work on a romance comedy then the movie just stared showing what has been explained , also the flashbacks for each story any of the guys tell was spot on.

the only thing i'v noticed , which not just here in this movie but also in the recent ones is that the writers generally trying to spread the idea of "it's okay to cheat on your partner if you're trying to finding love" !!! i don't know but it feels kinda wrong to me, yet it wouldn't serve the purpose of the movie here or the concatenation of the event..but still ;)