The concurrent sexual lives of best friends Jonathan and Sandy are presented, those lives which are affected by the sexual mores of the time and their own temperament, especially in relation to the respective women who end up in their lives. Their story begins in the late 1940s when they are roommates attending Amherst College together. Both virgins, they discuss the type of woman they would each like to end up with. Sandy, the more sensitive of the two, meets Susan at a mixer, she who he believes is going to be the one to who he will lose his virginity. Sandy goes through the process methodically, taking into account what he thinks Susan wants, but without much true passion or romance. Jonathan, the more sexually aggressive of the two, ends up losing his virginity first to "Myrtle", who ends up being a steady but hidden girlfriend. Based on what each knows of the other's relationship, both Jonathan and Sandy strive for a little more of what the other has.