Winston St. Paul is a middle-aged professional photographer. When he was in his twenties, he started sleeping with the male models he shot in their underwear. While Winston has gotten older, the models certainly haven't. His friends used to be impressed and call him a stud, but now they think he's just sad and desperate, and Winston is starting to agree with them. After his latest model boyfriend left him for a younger man, Winston did nothing but mope in his apartment and stare at photos of past failed relationships. Winston planned on skipping a friend's wedding in New England until he was guilt-tripped into it, but a torrential storm grounded his plane. Stranded in the south, Winston is forced to rent a car to make it to the wedding on time. When Winston stops for gas, he meets Erik, a hitchhiker who is exactly the type of guy he knows he shouldn't chase after. A good-looking young man without any responsibilities in need of help, Erik is hoping for a ride, and Winston is surprised to find they have the same destination. But as these two strangers leave together, they are completely unaware of the dangerous chain reaction they have set off.