Loverboy (1989)

Patrick Dempsey stars in this light farce as Randy Bodek, a college student who's alienated his father (Robert Ginty) by doing poorly in school; consequently, tuition payments have been cut off, leading Randy to take a job as a pizza delivery boy for the summer. One day he encounters Ms. Alex Barnett (Barbara Carrera), who asks for more than pizza when he shows up to make a delivery. Later she sets him up in business, passing his card around to other bored, wealthy Beverly Hills women--and the enterprising youth realizes he'll be able to pay for his entire education by simply living up to his name. The women, who include Kirstie Alley and Carrie Fisher, also teach him to replace his boorish persona with a more civilized demeanor. Dempsey proves himself an able farceur in this comic romp that also features a sombrero-shaped delivery truck.