Tipper O'Donnell (nee Namir)The main character, twelve-year-old tomboy Tipper Namir, whose coming of age, and later, adult life, is the focus of the strip.
- Disappeared Dad
- Gag Boobs: "I have a very marketable chest."
- Happily Married
- Incompatible Orientation: With Gabby.
- Naïve Everygirl
- Tomboy: At first; less so the older she got, to the degree that it was almost forgotten even at sixteen.
Snickers NamirTipper's older sister. With their father having left at a young age and their mother chronically unreliable and eventually also gone, she was the main authority figure in the strip's early years, even though she was fifteen at the start.
- Happily Married
- The Maiden Name Debate: Unable to remember her wedding, she checks to see if she'd kept her name. Suffice to say, she did...
- My Own Private "I Do": While drunk.
- Promotion to Parent: After her mother moves to Canada, although she was already a better influence on Tipper than her mother ever was.
- Reasonable Authority Figure
Blue DeiterOne of Snickers's two best friends in high school despite being a year older.
- The Bartender
- Cool Big Sis
- Hard-Drinking Party Girl
- Parental Abandonment: Or so it seems at first, until we get the Backstory.
- Really Gets Around
- The Runaway
Joy SatuSnickers's other best friend, who mostly hangs around Blue.
Charles "Chachi" O'DonnellIntroduced as the sadistic TA of one of Tipper's courses who seems mildly turned on after she tells him off in front of the class for giving her an impossible assignment. It's soon revealed he's Gabby's cousin, and when she sees the chemistry between them, she pushes them together. They eventually marry.
Twix NamirEarly on, Bob set Snickers up with his cousin, Twix Dorpe, nothing like his family (of idiotic slugs) in appearance or personality. They hit it off immediately, and impulsively married on a bender soon after. Since then, he's been something of a father figure to Tipper.
- Bumbling Dad: Both to Tipper and his actual daughter Cerise.
- Happily Married
- The Maiden Name Debate: While drunk, changed his name.
- My Own Private "I Do"
- Promotion to Parent
- Switched at Birth
Gabby RamosFormed a rivalry with fellow art student Cedric in high school; when Cedric began trying to win Tipper's affections going into junior year, so (platonically) did she, introducing her to the strip. She soon realizes that she wants to be more than friends with Tipper, and pretends she already is to her internet contact Falco... who, it turns out, goes to the same high school. When Falco talks to Tipper for the first time, it's under that assumption, and once Tipper tells her that she's not into girls and doesn't believe Gabby is, Falco starts pushing the two of them together, which ends with the two of them not speaking for some time. Things settle down between them after a while, and when Gabby needs a roommate and Tipper needs a place to live, they start sharing an apartment, which they share from 2006 to the end of the comic, along with their respective partners.
- Coming-Out Story
- Foil: To Tipper in the last two years of high school. For the longest time, the strip's icon was an image of the two of them talking on the way to class.
- Incompatible Orientation: With Tipper, with a boy her mother tries to set her up with, and (she thinks) with Joan.
- The Rival: To Cedric.
- Shipper on Deck: Tipper/Charles
Joan CutterA childhood friend of Gabby and Cedric who returns to town, and Gabby realizes she still has feelings for her. A bit later, when she's considering moving in with her Bastard Boyfriend for security, she jokes that maybe she should marry Gabby instead; when Gabby makes it clear Joan has hit a nerve, Joan offers to date her for real, despite the fact that Tipper and Charles kind of hate her.
- Bi the Way: In contrast to Gabby's previous girlfriend.
- Ignored Epiphany: After ruining Tipper's beach party and getting arrested... for the fifth time... that year, Joan starts getting the idea that Tipper and Charles are angry with her; Gabby's attempt to cheer her up leads to Joan dismissing the idea and thinking that Tipper and Charles are just "old fuddie-duddies".
- Manic Pixie Dream Girl
- Victorious Childhood Friend
Cedric van HelgenA customer at a comic shop where Tipper filled in for a friend for a bit in the fall of '02, he immediately fell in love with her and became something of a stalker, which she tolerated because he was a close friend of her real love interest at the time, Taimoor. She finally agreed to date him in early '04 when the two of them were Locked in a Room in a fire drill, but they broke up toward the end of the schoolyear when he realized she still felt more strongly about Taimoor. Because of Taimoor and Gabby, they remained friends; when it was revealed that Falco went to the same high school as the main characters, she started to date him, and they've been in an on-again/off-again relationship ever since.
Jennifer "Falco" AnnestonAn internet contact of Gabby's, she meets the main cast in person in early '05, and begins dating Cedric. Despite a break of several months in '07-'08 after about a year long-distance, during which she dated Isaac, the two remain together as of the end of the comic.
- Shipper on Deck: Gabby/Tipper, with disastrous consequences. The fact that Tipper doesn't like girls never quite seems to register with her.
- Tomboy: Oh, so much. She tries to be more feminine for a few months in '06 when she thinks Cedric is still hung up on Tipper, but she just comes off as Uncanny Valley-ish.
- Tomboy and Girly Girl: With Gabby.
- Tsundere: To both Cedric and Isaac.
Roxanne Huss-DeiterBlue's biological sister, who raised her after she ran away from their alcohol, neglectful mother. When Blue's more or less on her own, her boyfriend Dmitri gets her pregnant and runs, returning when the child is born. She forgives him surprisingly easily.
Isaac TelfordComes into Blue's bar on her shift and repeatedly asks for water so he won't be carded; Blue's afraid of him until he reveals that he suspects (correctly) that they share the same mother, and that's why he's following her. After this, he starts dating Falco while she's on the outs with Cedric, but that doesn't last. He moves on to Joy, but after saving the relationship from Joy's accusation that it's built on lies, leaves her for the same reason after learning from Blue that the reason she's been so distant is that she's hiding a miscarried pregnancy. They reconcile shortly before the end of the comic.
- Bi the Way: So suddenly it would have been a Wham Line if anyone had actually cared.
- Cousin Oliver: Introduced as a freshman in college, right as the last of the original main characters were leaving college, and acts out a number of plots that no longer worked with the main characters.
- Long Lost Sibling