Jack becomes jealous of Annie's work husband and, out of spite, becomes friends with his husband. Meanwhile, Mr. Mitch becomes Vice Principal, and when he faces mandatory drug tests, Duncan and friends take advantage.
| Name | Type | Role | |
|---|---|---|---|
| Aaron Lee | Writer | ||
| Joy Osmanski | Guest Star | Principal Swinton | |
| Zach Cherry | Guest Star | Vice Principal Drummond | |
| Bowen Yang | Guest Star | Garrett | |
| Yassir Lester | Guest Star | Waiter | |
| Andrew Rannells | Guest Star | Bryce | |
| Riki Lindhome | Guest Star | Gate Agent | |
| John Viener | Guest Star | 007 Tie | |
| Frank Marino | Director |