Kyle Broflovski/Interactions
Family
Extended Family
Romantic Relationships
Admirer
Kyle's always been popular with the ladies in South Park early on, the popular Bebe Stevens thought he had a nice ass and he later returned the favor by admiring her new breasts, but their relationship ended quickly after a forced first kiss.
Past Love Interests
His first real relationship was with the home-schooled girl, Rebecca Cotswolds, who he introduced to the art of kissing... but it didn't work out so well, and she ended up kissing lots of guys. No details on the breakup are known.
He's been a swingin' single ever since, but he did go on a date with Nichole Daniels and displayed attractions to Ms. Ellen and Lisa Berger with the other boys. He seemed on the cusp of a relationship with Leslie Meyers, until her secrets were revealed to the town.
Despite his charming personality, Kyle has never made it past one date with any of his love interests on-screen, meaning he's yet to have had an official girlfriend.
Best Friend
Close Friends
Other than his Super Best Friend, Stan, Kyle's closest friend has always been the local poor kid, Kenny McCormick. When he's not hanging out with them, he's usually sticking up for the schoolyard's punching bag, or hanging out with a certain handi-capable comedian.
He also had a very strong friendship with his late, great school cafeteria chef.
He recently befriended a busboy that moved to town, and they've grown considerably close in quite a short amount of time.
The Guys
Kyle has an extended group of friends that he hangs out with at school. He regularly catches up with them outside of school though, usually to see what crazy new thing has come to town, or to simply watch the newest Terrance & Phillip episode.
Other Friends
Kyle has a unique set of minor friends, who he shares a mutual liking to. Whether it be his meterosexual-hating ex-teacher, holy Jesus or a Zypod from the moon, they're always there to cheer Kyle up.
He also befriended a Prehistoric Ice Man from the year 1996, who he eventually had to part with. Whether they remain in contact is unknown.
Acquaintances
Kyle's relationships with these characters have never been (or currently isn't) quite clear, and his mutual feelings about them is usually up for debate amongst fans.
