Out of Sight (1998)

In Steven Soderbergh's sexy crime caper-thriller:

• the reassuring and calm words of charming career bank robber Jack Foley (George Clooney), without a gun, to convince nervous SunTrust Bank teller Loretta Randall (Donna Frenzel) to load up a bag with lots of unmarked $100s, $50s, and $20 dollar bills: "Is this your first time being robbed? (she nodded) You're doing great. Just smile, Loretta, so you don't look like you're being held up. You got a very pretty smile"
• outside the bank, Foley was unable to flee when his cheap car's carburetor flooded and he was quickly apprehended without incident by an armed officer

Bank Robber Jack (George Clooney) to Teller: "You're doing great"		Flooded Escape Car

• two years later, the scene of Foley's exciting Florida jail break when he escaped from the Glades Correctional Institution disguised in the uniform of a guard; although wielding a shotgun in the parking lot, Deputy Federal Marshal Karen Sisco (Jennifer Lopez) was taken as a kidnapped hostage with the help of Foley's cohort Buddy Bragg (Ving Rhames)
• the very memorable and erotically-flirtatious, dialogue-rich scene in the trunk of Sisco's own car, driven by Buddy; the conversation was between Foley and Karen who exchanged sexy quips and banter (a discussion of Faye Dunaway films, such as Bonnie and Clyde, Network, and Three Days of the Condor) during the ride: "You must really see yourself as some kind of Clyde Barrow, huh?...In that part where they get shot, I remember thinkin' to myself, that wouldn't be such a bad way to go, if you had to. You sure are easy to talk to. I was thinkin', if we met under different circumstances, if you were in a bar and I came up and we started talking, I wonder what would happen...if you didn't know who I was...just saying if we met under different circumstances..."

Trunk Getaway Car Scene
Sisco Dragged to Her Own Car's Trunk	Sexy Banter Inside Trunk

• the momentary instant that Foley and Karen caught sight of each other - he was in an elevator going down to the Parking Garage Level, and he glimpsed her seated in Buddy's apartment lobby during a police operation against Foley and his gang: ("She just looked right at me...Karen...Yeah. She's in the lobby")
• the later sexual encounter between Foley and Karen in which they flirtatiously called each other different names (Gary and Celeste) during a conversation in a Detroit hotel bar-lounge over drinks, with snow falling outside; at first, he complimented her: "I like your hair. I like your outfit"
• their conversation conveyed their feelings of "What if?" - Foley mentioned the chance nature of their meeting and their obvious attraction to each other; he countered her idea that they were playing a game: "It's not a game. It's not something you play"; when she then asked: "Well, does this make any sense to you?" - he delivered a long response: ("It doesn't have to. It's something that happens. It's like seeing someone for the first time, like you could be passing on the street, and, and you look at each other and for a few seconds, there's this kind of a recognition, like you both know something. The next moment, the person's gone, and it's too late to do anything about it. And you always remember it, because it was there, and you let it go, and you think to yourself: 'What if I had stopped? What if I had said something? What if? What if?' And it may only happen a few times in your life")
• minutes later, the cross-cutting scene of them at the bar - and also in a penthouse hotel room (she had told him: "Let's get outta here"), where they kissed, undressed (she performed a strip-tease for him in front of the windows) and they got into bed before making love
• the final stairway showdown between a masked Foley and Karen during a safe robbery inside billionaire insider-trader Richard Ripley's (Albert Brooks) posh Detroit-area estate-mansion on a snowy night, when Foley was confronted by her at the top of the stairs and he wouldn't surrender or put his gun down: ("I'm not going back...No more time outs"); although she begged him: ("Jack, please, don't make me do this. Put the gun down. Damn it, Jack, put the gun down!"); she was forced to shoot him in the leg ("You win, Jack"); and then she apologized: ("I'm sorry. I wish things were different")

Final Stairway Showdown During Detroit Mansion Robbery
Karen: "I'm sorry. I wish things were different"

• in the film's conclusion, the apprehended Foley was loaded into the back of a prison transport van to return to imprisonment in Florida at Glades; he would share the long ride (and lots of stories) with another repeat (nine-time) escapee, Islamic Hejira Henry (Samuel L. Jackson); the inmate claimed his name referenced 'Mohammed's flight from Mecca in 622'; in the front passenger seat, Karen smiled - in addition to his favorite cigarette lighter, Hejira was her "present" to Foley to keep him entertained and informed during the "long ride to Florida" back to jail