David Schwimmer is always the nerdy, geeky, soft-spoken, bashful, puppy-dog leading male in films, and to be frank, it's gotten quite sickening. But there's hope, because in Kissing A Fool Schwimmer plays the complete opposite of his traditional role. He is, in fact, a womanizing, prudish, stubborn, ahem... asshole. In contrast, Jason Lee plays the sweet and innocent one, who has been lamenting over being dumped by his model girlfriend for over a year. Best friends since childhood, Lee can't understand Schwimmer's womanizing, and Schwimmer, in turn, cannot understand Lee's relationship pain.
Schwimmer is a Sports anchor on tv, while Lee is a writer, currently on his first book about his horrible relationship with his ex. Bonnie Hunt plays the surly book maven, who, at a wedding, recounts to an inquisitory couple, the story of how the bride and groom came to be, well, the bride and groom.
It turns out that Lee figured his editor would be perfect for Schwimmer, and he was right, almost. The two have bonded quickly, and within two weeks they moved in together, a month later they were engaged. But suddenly the ladies man begins to have reservations, not about himself, but his significant other. So he asks his best friend to try and seduce her to see if she'll cheat on him. Lee objects at first, but agrees to do so only because if he didn't, Schwimmer would find someone else who would. Lee simply spends time with his editor, having no desire to follow his best friends scheme, but soon he finds himself in love with her, and vice versa. That's when the fireworks happen.
Kissing A Fool is highly entertaining, but is not funny, action packed, romantic or intense. It's sweet, charming, and very likable though, with a host of characters who are pleasing to watch and associate with. Just get past the fact that David Schwimmer's in it, and you'll like it, guaranteed (void everywhere).