Break out the flannel and grunge rock! Let's rewind to the 90's for an example of the imperfect teenage dream.
One of my favorite flawed fictional teenage love interests was Angela Chase's major crush Jordan Catalano in My So Called Life. The guy definitely had his hang-ups and was no where near perfect.
He was one of the "cool kids" who played dumb (academically) to compensate for his illiteracy. He was bored with the same ole' same old, but did it anyway because it was expected. He denied his attraction to Angela, even to himself. When he did finally admit it, he hid it from his "cool" friends because she was "weird". And he often let his hormones rule the day. After all, he was a teenage boy.
But... The writers still managed to redeem him in a realistic way for a teenager. He finally went public with their relationship by simply holding her hand in the hallway. When he messed up in a BIG way (uh, hooking up with the best friend is definitely not my idea of prince charming), he worked hard (for him) for forgiveness. He tried to pen a love letter. And, though he bailed the first time (he was so not the "meet the parents" kind of guy), he met her mom and confessed his mistake.
Despite his issues, I wanted to see them together and happy (though the show was pulled on a cliffhanger).
So who's some of your favorite love interests? And how did the writer make the character flawed, yet redeemable?