You know, it's probably both wrong and stupid to spend any time at all questioning the relationship choices of a fictional 14 year old kid.
That being said, Kevin Arnold (The Wonder Years) is a horse's ass. He spent the entirety of his teen years mooning over Winnie Cooper when Madeline... Sexy, French-speaking Madeline... Was practically throwing herself at him. Winnie with her stupid bangs and Moon Pie face couldn't hold a candle to Madeline's plucked brows and short skirts. Now, this may have had something to do with the fact that Julie Condra, the actress who portrayed Madeline, was 21 years old at the time while Danica McKellar was only 16.
Of course, since Danica is still fugly, maybe not.
Anyhoo, you screwed up, Scroat. Yeah, you banged Winnie in the barn a few years later, but Madeline was ready to usher you into paradise much earlier. Ready, willing and able!
Just so you'll know what I've wasted time and space on, here are a couple of before and after shots of the hottie Kevin spurned: