![]() Carl has known that Eddie had a tendency to stretch the truth and is skeptical at first, assuming it was an excuse for more misbehavior on his part. However, the late-carousing trait almost backfired seriously, when he was the victim of a harrowing racial profiling incident with two overzealous Caucasian police officers. More often than not, he ends up learning the consequences of gambling the hard way when Carl finds out.Eddie had been renowned for his late-night carousing whenever he doesn't come home on his curfew. He lost a bundle and was acosted by a tough bookie named, Bones(Season 5, Episode 5: Money Out The Window). Steve warned him to stay away from gambling after what happened last time and he ignored him. Lastly, Eddie got involved with Waldo and Weasel in placing his bets on the football teams which cities hosted the ugliest women. Next, he got arrested with Steve at Mom's Bakery which hosted an illegal underground casino, instead of going to his father and telling him the truth about the dent on his car (per Laura's recommendation which he ignored in Season 2, Episode 19: Busted). The first time was against a pool hustler in an all adult billiards hall while he was with Rodney and Urkel(in Season 2, Episode 12: Fast Eddie Winslow). Several times before, Eddie had refused to go to his father first when he was in trouble with his gambling streak. However, he still was prone to his other mistakes, including his late night carousing and his gambling. For instance, he told his father he had been scammed by a con artist owner of a prestige bar, who promised him and Waldo, a chance to meet members of the Chicago Bulls(Season 7, Episode 21: Scammed). Eddie often got along with his mother, Harriette, while having typical brother/sister relationships with his younger sisters, Laura and Judy.In time, Eddie has gained maturity, even coming to his father when something wasn't right. However, he would eventually see the error of his ways, and make up with his father. However, it was not playing catch with Steve before he(almost) had to leave for Military School(Per Dr & Mrs.Urkel's punishment in Season 2, Episode 5: The Crash Course), that finally got him to confess to his wrong doing.Eddie's father, Carl, often came down very hard on him, something that frustrated him to the point that, more than once, he threatened to move out of the house (one time, he actually did move out). ![]() ![]() ![]() Other times, he lets other people take the blame for his mistakes (such as the time he said nothing when the nerdy neighbor, Urkel told Carl he drove the family car through the front of the house, when - in fact - he was the guilty one) a trait that even annoys Laura to no end and causes her to call him out. In comparision to his sister, Laura and their friend Steve, who both had better judgement and knows about their consequences at hand. While intelligent, he proved to not be a great student, earning only average grades (although once, his friend, Rodney, changed his grades by hacking into the school's computer system).Most of the time, Eddie proves that his judgement has been the worst, and this frequently landed him in trouble with Carl. During the early years of Family Matters, Edward - or Eddie, as he was commonly known - is a typical teenage boy, whose main interests were cars girls and pulling hijinks typical of boys his age.
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