I remember a movie with a premise just like this but going through the picture gallery here doesn't confirm it. The one thing I definitely remember is a make out/sex scene in a truck or van or something like that. Also the woman had her shirt off with just a bra on. You can tell I watched this as a young teen or like 11 or 12 or something because this is the scene I remember most.
Yeah, that's the Mayors wife and Skank Martin having an affair. I think it's in like a camper though. I'm not sure because it never shows where he lives but yoi see her in her bra on top of him. Then there is Burt Reynolds movie daughter and Stevie Weeks in a snowblower and she takes off her sweater but you only see her from the shoulders up so I think the scene you remember is Skank and the Mayors wife.
No, that's a different couple. One of the hockey players (i can't remember which one) and his teenage girlfriend (who I believe is either Burt Reynolds or Russell Crowe's daughter) try having sex for the first time in a car. He ejaculates prematurely and then when he gets hit in the head he comically shouts out to the crowd that he's a premature ejaculator.