Sister, Sister Celebrity Cameos And Guest Stars

Episode: Season 5, Episode 10 — “Two’s Company”

Their Character: Taraji played Briana, a friend of Tia’s who attempts to help her find Tamera a boyfriend so that she’ll stop third-wheeling with Tia and Tyreke on all of their dates.

Episode: Season 4, Episode 20 — “Inherit the Twin”

Their Characters: At the peak of their All That and Kenan & Kel fame, the boys played Trevor and Todd, two new kids who get mixed up with Tia and Tamera when the twins bring a personal issue into Student Court.

Episode: Season 2, Episode 12 — “Put to the Test”

Their Character: RuPaul played Marjé, a snooty store-owner to whom Lisa is trying to sell her custom gowns.

Episode: (First appearance) Season 1, Episode 2 — “First Dates.”

Their Character: Brittany played Sarah — Tia and Tamara’s super-cool school friend — over the course of six episodes in the first and second seasons.

Episode: Season 6, Episode 8 — “Greek To Me”

Their Character: After he starred in ’90s classic, Clueless, and before he hit it big with Scrubs, Donald played Darryl — a drill sergeant-like fraternity guy in charge of Tamera’s boyfriend, Jordan (who is undercover attempting to expose the fraternity hazing process for the school paper).

Episode: Season 4, Episode 1 — “When A Man Loves Two Women”

Their Character: This was Christina’s TV debut! She played an unnamed girl who, much like Tia and Tamera, was duped into believing she was dating Roger (after his summer glow-up).

Episode: (First appearance) Seasons 4, Episode 22 — “Guardian Angel”

Their Character: Gabrielle played Vanessa, a prim-and-proper new friend of Tamera who makes Tia jealous. She seems really cool — until Tamera makes the discovery that Vanessa is a SHOPLIFTER. She went on to star in a few more episodes as a friend of both Tia and Tamera.

Episode: Season 4, Episode 6 — “Kid-Napped”

Their Character: An 18-year-old Kobe played himself, showing up at Tia and Tamera’s school on the arm of their nemesis, Melissa, as one of her celebrity “friends.”

Episode: Season 4, Episode 10 — “Double Exposure”

Their Character: The second incarnation of Fresh Prince‘s Aunt Viv — Daphne — played Charmagne, Ray’s very forward coworker (She’s also married to Tim Reid — aka, Ray — IRL, which makes this “frisky” cameo all the more hilarious and adorable).

Episode: Season 2, Episode 13 — “Kid In Play”

Their Character: Long before she played the beloved Lane on Gilmore Girls, Keiko played an unnamed student journalist who interviewed a very cocky Tamera — who just became star of the school play.

Episode: Season 2, Episode 11 — “Field Trip”

Their Character: In a hilariously opposite role to his buttoned-up Mr. Moseby, Phill played too-cool-for-school, laid-back teacher Ed Berry, whose kindness the girls take advantage of, wrecking havoc in a museum. (In later seasons, he ALSO came back and played a completely different character — Clifton McNair — who helped Ray run his campaign.)

Episode: (First appearance) Season 5, Episode 16 — “Ladies Choice”

Their Character: Lisa played herself in several episodes beginning with this cameo in Season 5. After Tia impresses Lisa at a book signing, the WNBA star to puts a good word in for her for a job with the company — causing a worried rift between Lisa and Tia.

Episode: Season 6, Episode 21 — “The Road Less Traveled”

Their Character: In the same storyline as Lisa, Kyla played an unnamed youth basketball player who showed up in several of Tia’s daydreams, trying to convince her to intern with the WNBA in New York.

Episode: Season 6, Episode 5 — “The Grass Is Always Finer”

Their Character: The singer played a college T.A. named Keith who Tia crushed on hard, ultimately leading to her and Tyreke breaking up in one of the more “OH NO” moments of the show.

Episode: Season 1, Episode 10 — “Wedding Bells & Box Boys”

Their Character: Only one year before she became a Saturday Night Live superstar, Molly played an unnamed checkout clerk who makes the near-fatal error of questioning Lisa for bringing 13 items into the “10 Items or Less” checkout line.

Episode: Season 6, Episode 19 — “Before There Was Hip Hop…”

Their Character: In a dreamy retelling of the rise of jazz icon Clarence Walker in the 1940s, Michael played Big Earl, a mean boss set on taking down the family’s jazz club.

Episode: Season 4, Episode 21 — “Slime Party”

Their Characters: At the absolute HEIGHT of their ’90s domination, Mary-Kate and Ashley played themselves, competing against Tia and Tamera on a twin-themed episode of a game show.