Never Like the First Time! 2006 one on netflix

Four people share the stories of their first sexual experience in this animated short subject from Swedish filmmaker Jonas Odell. Each vignette features a different look and animation style, and the stories cover a time span from the 1920s to the present day. Each narrator recalls their loss of virginity in a different way, ranging from deeply romantic nostalgia to befuddled disappointment to terror in the face of unexpected violence as their stories play out on screen.