Captain Parmalee sends Reese on a mission to pickup a special shipment and bring it back to Laredo. Reese brags about the mission before he leaves leading several people to believe it's the $100,000 in gold shipment that everyone's heard rumors about. After he picks up the shipment in a wagon Reese is challenged for it by the Baker Gang, Sheriff Wes Cottrell and his deputies, Ma Burns and her daughter Flame and an Old Timer, who just wants to see what $100,000 in gold looks like. Reese outwits them all until everyone but the Old Timer join forces, surround Reese and force him into a shoot-out. Meanwhile, Chad and Joe have been sent out to find out why Reese is two days late. They arrive during the gun battle and help Reese. The strongbox has been penetrated by bullets and the contents, 36 bottles of limestone Tennessee sippin' whiskey for Parmalee's private stock, is leaking out. Only 1 bottle is left for Reese to deliver to the Captain. Can he do it without breaking it?

Reese comes up with the perfect plan to catch Linda Littletrees, use Joe, who she is in love with, as bait. Parmalee says they might use the plan but then orders Reese, Chad and Joe to stay off the ""streets"". Reese and Joe are walking down an ""alley"" when they run into three escaping prisoners, two of Littletrees gang and William Tinney, a Ranger from Company A posing as an outlaw to gain the confidence of Littletree's gang. Reese captures Tinney and Joe tracks the two escaped outlaws Max Vander and Blue Dog. Reese is sent to San Antonio to fill in for Tinney, who is to continue his undercover role. The Captain and Chad spend their time waiting and worrying about Joe's safety. Joe is captured by Littletrees gang and locked in a room where she serenades him and has a wedding suit laid out for him. Tinney arrives as Joe is trying to escape and they capture the gang, including Linda who, to Joe's relief, tells him she won't love him anymore if he takes her to jail.

Reese ""saves"" three con artists from robbers and Don Miguel's ""dying"" wish is that Reese have 10% of his estate. It turns out the estate is the entire city of Laredo and the surrounding county, which Don Carlos de Laredo and his ""sister"" Dona Dolores are claiming the right to with a recently discovered Mexican land grant. Don Carlos makes arrangements for the former landowners to pay to keep their land while Reese spends time with Dona Dolores. His new role as a gentleman prompts Chad and Joe to put Reese through a Pollyanna transformation. Captain Parmalee suspects something is wrong and secretly ""borrows"" the land grant to have it checked out.