1Hilary Duff
Getty Images Hilary! Duff! The queen herself played fictional celeb Olivia Burke, who had a romantic fling with Dan. She even took part in one of the show's most iconic scenes: a steamy threesome between her, Dan, and Vanessa.
2Armie Hammer
Getty Images Remember Serena's brief love interest named Gabriel Edwards? The one who tried to get her to invest in his "philanthropy" project but was actually just trying to steal her money? Yeah, that was played by a young Armie Hammer. (Swoon.)
3Lady Gaga
Getty Images In season three, Gaga performed her song "Bad Romance" as part of a performance art piece in the episode. (Hi! Where was my invite?)
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4Tika Sumpter
Getty Images Chuck once had a quick romance with Tika Sumpter, a.k.a. Raina Thorpe, the daughter of Russell Thorpe, who wanted to buy Bass Industries.
5Elizabeth Hurley
Getty Images Remember how Nate had a thing for powerful women? Liz was one of them, playing Diana Payne, the gossip-loving editor-in-chief of the New York Spectator.
6Tyra Banks
Getty Images Ahhh, we all remember the episode where Tyra (a.k.a. Ursula in the episode) had her best scene cut from the movie she was starring in in the show, and Serena had to help her keep it together during the premiere.
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7Karlie Kloss
Neilson Barnard Yep! Karlie Kloss made a brief appearance as herself on the show, attending a fashion party and looking for Eleanor Waldorf.
8Vera Wang
Getty Images Even though Blair's first wedding was kind of a flop, she still got her gown fitted by Vera freakin' Wang.
9Cyndi Lauper
Getty Images She popped into the Waldorf house during a party, and Blair and Dorota totally geeked out. (I'd do the same.)
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10Krysten Ritter
Getty Images In case you forgot, Krysten played a younger version of Lily's sister, Carol, in one of the show's throwback episodes.
11Sofia Black D'Elia
Getty Images Sofia played the young Sage Spence, upcoming It girl and the final girlfriend of Nate in season six.
12Brittany Snow
Getty Images Brittany played young Lily herself as part of the flashback cast, too.
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13Clemence Posey
Getty Images A Harry Potter celeb in Gossip Girl? Here for it. Clemence played Chuck's Parisian girlfriend, Eva Coupeau, in season four.
14Rachel Zoe
Getty Images Rachel Zoe attends Blair's 20th birthday party as herself but ends up falling on the floor and getting chocolate fondue spilled all over her head (woof).
15Kristen Bell
Getty Images ~Hi, Upper East Siders.~ Kristen Bell is *THE* voice of Gossip Girl. That said, she doesn't make a physical appearance on the show until the very last episode.
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16Ivanka Trump
Getty Images Ivanka made an appearance at a party on the show in 2010, and she appeared to be pretty close friends with Lily.
17Jared Kushner
Getty Images Aaand alongside Ivanka was her husband, Jared, who owned the New York Observer at the time, which the party was for on the show. Probs why the couple made their little cameo.
18Rachel Bilson
Getty Images Rachel made her debut in the final episode when she auditioned for the role of fictional Blair in the forthcoming movie based on Dan's best-selling book. Lol.
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19Tim Gunn
Getty Images Ahhh, the days of Jenny Humphrey. Remember when she was an aspiring designer and had to showcase her work to Tim Gunn? Oh, the pressure!
20Michelle Trachtenberg
Getty Images Idk why but this woman was my late-2000s icon. Michelle played Georgina Sparks as a recurring character on the show who always seemed to cause drama.
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