Jack Boers and Hudson James had a wild affair one long weekend many years ago. But their lives were too different then to even think about something more. They’ve kept in touch, meeting up every year when the bull riding tour is in Anaheim to pick up where they left off, and spending every moment Jack isn’t in the arena in bed together.
But this year, Hudson has a plan. He’s in love with Jack, and even though he knows the cowboy has a man at every stop along the tour, he’s decided to ask for more. Jack is an experienced, handsome cowboy, and he’s earned his reputation as a bad boy. He knows he can have any man he wants. But the last couple of years, he’s been looking forward to seeing Hudson more than he can understand. He’s really not the rambling man he used to be, and he wonders sometimes if there’s anything out there for him once he retires. When Hudson’s plan backfires, he’s not sure how to handle the situation. Jack is just keeping his head down and working, unable to understand what is, or what’s not, happening between them. Can they figure out their communication issues before the weekend is over? Or will they be left with "see you same time next year"? Pick Up Man is a second chance, opposites attract romance featuring a smoking hot bull riding pick-up man, and a wealthy entrepreneur.