Alistair McClair, Seattle's #1 most eligible bachelor, has had a string of horrible breakups. 99 ex-girlfriends to be exact. And now was his time for a new match. But an issue arises in the matchmaking process, linking him up with a man. Alistair seems hesitant to date Calvin Fischer, a local artist. But will this accidental match prove to be the one that will finally land Alistair's wandering heart? Or will this be just another inevitable breakup?