Episode - 7G06\\
First Aired - 2/11/1990

->''I got a bratty brother, he bugs me every day.''\\
''And this morning my own mother gave my last cupcake away.''\\
''My dad acts like he belongs, he belongs in the zoo.''\\
''I'm the saddest kid in Grade #2.''
-->-- '''Lisa Simpson'''

Lately, Lisa is feeling depressed about life, but doesn't want to talk about it as no one truly understands what she's going through, so Lisa runs away and befriends a homeless, black saxophonist named Bleeding Gums Murphy. Meanwhile, Homer gets help from a video game master at the local arcade so he can beat Bart in a two-player boxing video game.

!!This episode contains examples of:
* AdultFear: Marge taking Lisa away from Bleeding Gums Murphy, even though the two of them were getting along.
-->'''Marge:''' ''(to Murphy)'' Nothing personal, I just fear the unfamiliar.
* {{Bowdlerization}}: A lot of the violence in the boxing video game (including Homer's nightmare of Bart beating him) was edited when shown on UK TV.
* DivergentCharacterEvolution: The first appearance of Lisa as the brainy, wise sibling rather than a troublemaking female clone of Bart.
* DontYouDarePityMe: Lisa said this to Bart after he was ordered by Marge into cheering her up.
-->'''Bart''': Hey.
-->'''Lisa''': I don't want your pity.
* NightmareSequence: Homer dreams about engaging in an actual boxing match with Bart. Bart mercilessly beats him.
* ShoutOut:
** Video games: [[VideoGame/PunchOut Mike Tyson's Punch Out]] takes center stage, as "Super Slugfest" is pattered directly off the legendary game. Other games in the arcade are "Eat My Shorts" (an early ''Simpsons'' Shout Out), Itchy & Scratchy and "Pac Rat" (a parody of PacMan).
* SpecialGuest: RonTaylor as "Bleeding Gums" Murphy
* TakeAThirdOption: Bart and Lisa stand on opposite sides of the living room and ask Maggie to walk to the one she loves the most. After looking at both of them, she just walks over to the TV and hugs it.