Loverboy (1989)

College sophomore Randy Bodek is unfocused. The only thing he knows is that he loves his roommate, Jenny Gordon, who feels unappreciated as other things in his life seem to take precedence over her. He hasn't even told his parents, Diane and Joe Bodek, that he is living with a female, let alone a significant other, so Jenny breaks up with him at the end of the semester.

While Randy is home during the summer break, Joe, against Diane's wishes, decides not to fund Randy's college education anymore as he is flunking all his classes and hasn't yet declared a major. Not knowing what to do besides try to get back to college if only to be with Jenny, Randy gets a minimum-wage job as a pizza-delivery guy. During the course of his job, he meets Alex Barnett, a beautiful, sophisticated older woman who likes extra anchovies on her pizza. To his surprise, she seduces him, after their sexual encounter and gives him $200 to help him get back to college. Without telling him, she ends up telling her neglected, married female friends about Randy, and the pizza joint suddenly gets many more orders for pizzas with extra anchovies. Although Randy balks at the notion of being a stud for hire, he eventually goes along with it if only to pay for his college tuition and be able to return to Jenny. In the process, he finds that most of the women just want companionship, romance, and attention, which he ends up being able to provide, and which he didn't provide in a meaningful way to Jenny. There is the potential problem of anyone finding out what is happening, mainly his boss, angry jealous husbands, his parents, and most specifically Jenny, who might have other guys waiting in the wings. Meanwhile, on the eve of their 20th anniversary, his parents face their own marital problems which Diane might feel could be solved by a $200 pizza with extra anchovies.