We need to talk about Jennifer Aniston.

And no, not her divorce from Justin Theroux, because, duh!

Were going to talk about her mid-Friendsmovie career.

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Credit: Everett Collection( (2); Van Redin/20th Century Fox/Kobal/REX/Shutterstock

Our story begins, of course, withFriends.

young advertising executive who is (what else?)

Naturally, complications arise.

The following spring broughtThe Object of My Affection, more solidly nostalgic rom-com fare.

To make matters even more complicated, George is gay.

To start, Paul Rudd stars opposite Aniston as George, marking the first of their onscreen collaborations.

Allison Janney plays Ninas stepsister and Alan Alda plays Janneys husband (power couple!).

Completing Anistons late 90s movie trio is, of course,Office Space.

The flick allowed Jen to show off her drier comedic chops and, most importantly, her flair.

Heres to your flair, Jen.