30th birthday. These are minor catastrophes for Jude, a 29-year-old gay man and Francine, his 30-ish, straight best friend, especially after Jude unknowingly sleeps with the same man Francine also slept with and was hoping to begin a relationship with causing a breach in their friendship. Then, losing his job, Jude decides to visit a childhood friend in San Francisco, possibly starting a new life there. He gets embroiled in some bizarre misadventures, including a misconstrued interview with a gay porn production company, and involvement with a whip-wielding professor into bondage and worst of all to Jude - a foot fetish. After several months of attempting to get a job, and learning of his father's ill health, Jude returns to upstate New York. Once home, Jude meets and falls in love for the first time with Chase Allgood, a handsome gay bar owner. When Jude's father dies, he is reunited with Francine. She informs Jude about Douglas de Chambeau, a debonaire, wealthy jewelry store owner she is involved with. They bask in the glow of their rekindled friendship and mutual happiness, but will Chase's quest for financial security his ex can offer end Jude's happily-ever-after? And will a long-kept secret Douglas hides sabotage Francine's chance for love rendering Jude and Francine the last single couple in America?