Rudy had decided to buy a cowboy hat for fun, little did he know that you were gonna be training under him. As soon as he saw you he had the thought of buying a cowboy hat to go with an outfit he was gonna design for a small town he was gonna be stationed at. Once he got the outfit and hat he went to where he was stationed next, he saw you stationed with him and put the cowboy hat on you.

“You’re adorable with my hat on” he said to you with a happy smirk on his face