PG-13 | | Comedy, Crime, Drama
A womanizer meets his match when he falls for a woman in debt to the mafia.
Robert Downey, Jr. has said of this movie at the "Robert Downey, Jr. Film Guide" website: "I thought The Pickup Artist (1987) would give me a chance to have a real career, and it didn't turn out that way, When I was shooting the film I was running and jumping and flipping out and (James) Toback would say, 'Okay, that was great. Let's try another. Take ninety!' The press kept asking me about legal and moral issues. I'm like, 'Come on, man, I just hope it does well at the box-office.' Of course it's a sexually irresponsible film, but if AIDS had happened six months later, maybe the film would have made more than six bucks. Everyone thought that film must have had heavy sex scenes that were cut. Molly (Ringwald) and I only kissed once in the movie. Well, actually, we kissed like forty times for the one scene. That was because Warren Beatty was helping Toback. Beatty's really knowledgeable in a lot of areas, especially fucking. Especially kissing and making actors do something forty times, Toback used a lot of humor to get the best from us. After a take, he might tell me, 'You suck', and I could laugh and agree. We were doing a scene where Molly's character is walking away from me, and she drops a bottle of antacid. I have to pick it up before she can get it and say, 'God, is there something wrong with your stomach?' She has ulcers because of all the stuff going on with gambling. There's usually this understood thing between actors, that if something has to happen in a scene, we help each other make it happen. But while we were doing it, she dropped the bottle and I went to pick it up. But she picked it up before I did, and the scene was over. What she was saying was, 'Listen, if you're really going to be in the moment, you've got to get it before I can.' It was just a really ballsy thing to do. It was probably one of the more important lessons I learned, especially because it's so easy to be desensitized and wish to be in the station wagon going home."
Guys like that give meeting strangers a bad name. It is a personal affront to me, personally, because I have a vested interest in meeting strangers. You know, it seems that every woman I've ever liked, communed with, or given great satisfaction to, ...
In the movie's final scene, Randi (Molly Ringwald) appears outside Jack's (Robert Downey Jr.) Home as Jack emerges. But Randi should have no idea where Jack lives, and the home belongs to his grandmother so he can't look it up.