Matt goes on a date and it seems to be going well until the date asks him, "your place or mine". Matt immediately remembers a traumatic incident when Tom was eaten by irradiated socks. Before Matt says anything, his date has already left.
- Matt - Matt Hargreaves
- Tom - Tom Ridgewell
- Katey "RED" Harding - Jenny Bingham
- Balloon Head Fred (cameo)
- Mrs. Head (cameo)
- Pearl "iamprikle" (cameo)
- Johnny "Skifle" (cameo)
- This is the first Eddsworld animation entirely animated by Paul ter Voorde.
- This episode marks a rare occasion on the Eddsworld series where the character of Edd is never seen or heard. While Tom is also not seen in this episode, his voice can be heard while Matt is having his flashbacks.
- At the start of the episode, Balloon Head Fred, his wife and their balloon giraffe son can be seen sitting at a table, along with Johnny, a character from Bumming Crew (made up of some of Paul's friends). Seen admiring him is Pearl of Bumming Crew fame as well.
- When Matt is having his flashbacks, his room is hinted to be incredibly messy. This was visually shown in Hammer & Fail, so chances are that Date Night might've taken place before Hammer & Fail, or perhaps a mishap might've taken place after Hammer & Fail when which Matt's room might've spontaneously become messy again.