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The Thomas Crown Affair is a 1999 American romantic heist film directed by John McTiernan, written by Leslie Dixon and Kurt Wimmer and is a remake of the 1968 film of the same name. Its story follows Thomas Crown, a billionaire who steals a painting from an art gallery and is pursued by an insurance investigator with the two falling in love. It stars Pierce Brosnan, Rene Russo, and Denis Leary.

The soundtrack was composed by Bill Conti and arranged by Jack Eskew. It features a variety of jazz arrangements which harken back to the original film's version. In addition, the film ends with a reprise of the Academy Award-winning song "Windmills of Your Mind" sung by Sting. Throughout the film, Nina Simone's recording of "Sinnerman" (from the album Pastel Blues, 1965) is used in segments. Mostly the non-vocal parts are used (hand-clapping and piano riffs), but in the final scenes, where Crown returns to the scene of the crime, Simone sings "Oh sinnerman, where are you gonna run to?"

1 Sting– Windmills Of Your Mind 4:17
2 Nina Simone– Sinnerman 10:19
3 Wasis Diop– Everything (...Is Never Quite Enough) 4:32
4 George Fordant– Caban La Ka Kratchie 4:06
5 Bill Conti– Black & White X 5 1:22
6 Bill Conti– Never Change 1:20
7 Bill Conti– Meet Ms. Banning 1:26
8 Bill Conti– Goodnight/Breaking & Entering 3:41
9 Bill Conti– Glider Pt.1 2:05
10 Bill Conti– Glider Pt.2 1:31
11 Bill Conti– Cocktails 1:36
12 Bill Conti– Quick Exit 1:28