I remember this 90s movie that starts with the protagonist losing her virginity and doesn’t get an orgasm. Her mother is an artist and one of her friends is sex crazed and has dark hair. She puts an ad, or looks for someone online to find someone who will give her an orgasm. She ends up with a guy that she bumps into throughout the movie. There’s a scene when they bump into each other while she’s buying apples.
Also, her dark haired friend gets dumped during sex, that they are in a private school or something (they wear uniforms), and the third friend ends up with a girl from a band. I’ve been looking for this for days! Heelp!