Animation Sex - Doukyuusei Natsu no Owari ni (1994) 03

With a frankness and sensuality seldom seen in even the most daring of live-action pictures, End Of Summer portrays the narrative of one young man's connection with five women. Despite the fact that the hero, Wataru, simply wants to score with Mai, the lady of his dreams, he first has to cope with four other young ladies who have been dropped like land mines in his way. There's the smitten and immature Miho, the tomboyish athlete Misa, the innocent Kurumi, and the caustic Satomi, who works in the café where Wataru hangs out and whose personal life becomes inextricably interwoven with Wataru's.