I call my favorite celebrity, Siri, to my hotel room to kill time while I'm in town on business. I asked her to bring the dominatrix suit, and she made sure to bring it. I've always enjoyed it when girls take charge of me, and now I can finally fulfill my childhood dream of having Siri guide me. She does a good job as the character and makes sure I follow her instructions correctly. I can't wait to see Siri again since she is so wonderful at being evil.
Bobbie Lennox, a mature mother, receives a call from Alan, a friend of her son, to pick up a box for him.
Alan seeks Professor Bing's help for Spring Break trip, initially uninterested, but becomes aware when he presents Aubrey Addams as his lover, ensuring his dreams come true.
Alan's friend cannot join him at a game due to his incomplete art project and need for a model. His mother, Elexis Monroe, sends him to the game with Alan, dressed in a robe and promising to be his art model after being his MILF-y friend.
Alan surprises former lecturer Mahina Zaltana by confessing his college crush, allowing her to fuck him as he's no longer a student.
Alan's girlfriend suggests capturing pictures of Darcy Tyler's large tits for his art class bust sculpture. Despite reluctance, Alan snaps as Darcy unleashes her tits, resulting in a piece of art that showcases his artistic abilities.
Maya Divine, a lustful wedding planner, organizes Alan's wedding after his fiancée leaves before the ceremony. She gives Alan so much fucks that he forgets his problems.
Daryl Hanah is grateful to her son's friend Alan for helping her return home after her car broke down, promising to make him a delicious steak supper after showering.
Michelle McLaren enjoys her neighborhood bar's hard, stiff drinks and hopes to take Alan home after work to enjoy his cock, as he's in good cougar hands.
Carmella Bing, despite consistently slaying the Dean, is drawn to her geeky teaching assistant, Alan, who transforms into a professional sex machine after learning from band camp.
Billy offers to drive Siri to the mechanic to pick up her car, and she takes the bus to his place. His wife, who is in Nebraska for work, is good friends with her. Siri, with her large tits and ass, fantasizes about fucking Billy.
Alan teaches Becca Blossoms to dive at her house, and she plans to do deep-see diving while on vacation. Despite his efforts to keep things professional, Becca jumps on top of Alan's dick, wanting to start her vacation early.
Jason's roommates discuss his mom Mikela Kennedy's ass, but she decides to demonstrate to them what a real woman wants.