Jack Dates Condoleezza Rice | 30 Rock

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From Season 1, Episode 8. "The Break-up". Liz dumps her beeper-salesman boyfriend and hits the New York singles scene with Jenna; Jack realizes that dating a high-ranking official in the president's administration is harder than he thought.
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[@StefveoX]

I like how there’s not at all another person that Jack could possibly be dating given the criteria lmao

[@Lafemmefutile]

Jasper Jamm Right, it’s her or Colin Powell and you know what, I bet Jack would still be into it.

[@tylerkochman1007]

@@Lafemmefutile Powell neither was a woman. Nor still in the Bush admin anymore at that time

[@msminmichigan]

The smirk before he says he isn't at liberty to say who he's dating is hilarious.

[@c-light7624]

If I dated a man who sounded like Jack, I’d melt ... every time.

[@arbeleg]

Ladies' unmentionables with snaps and openings all over the place!
HAHAHAAAAA forgot about this line

[@aliceabc]

A funeral! Oh... My bad, I'm sorry

[@Lafemmefutile]

Jack’s love of lingerie is mentioned again when he’s dating Elisa and he’s obliged to skip his fancy dinner reservation at Plunder during Valentines Day. My kind of man.

[@LoveMyUnusual]

Shame he'll never see the crazy underwears she had on.

[@c-light7624]

*_ATTACHÉ!_*

[@Blondfoxy24]

I am big fan of this show! Just wanted to say...how handsome is Alec

[@freddyboy800]

Creepy

[@Blondfoxy24]

@@freddyboy800 oohh, sensitive!

[@elizabethsullivan7021]

Condoleezza Rice: MARS ATTACKS ROCKS!

[@corberus3119]

Admit I'm better at the piano than you are at the flute

[@corberus3119]

Also She says awesome not rocks

[@SmashLiXs]

here i'm thinking if anything is green screened in this scene

[@tieflingcorpse9817]

"observe" *breaks out into an allergic reaction*

[@JABS991]

Condy's cool - but she yells at the screen in movie theaters. :/

[@arbeleg]

You + me = :(

[@MinhLe-zo3ij]

He once dated Condoleezza Rice and now he is Trump