90 Days in the Pen follows the three months of an itinerant cowboy/feedlot pen rider. His tumbleweed life bumps into an outfit crewed by a mix of oddball characters and a rancher that ain't firin' on all eight. Scoot Merritt promised himself that when he knew it was time to roost, he would. He dreamed of life as a cowboy since before he could remember. He also has talents that he figures don't fit into the cowboy way. When Ruby, the ranch owner's niece, is hired as cook, the shy cowboy finds himself drawn to her. She nurses him back from a horse wreck, but it's the life and death race to save his dog, Fizz, that forces Scoot to make some hard choices about his drifting ways. Ruby, T.F., Tink, the Bucks, Bronc, the Clegg brothers, Fizz, his dog and Bonehead the horse help open the cowboys eyes and heart.