Cupid, the new story DLC for Love and Sex: Second Base, has officially launched for free on Steam, putting you in charge of helping other couples get together. Ten couples around the city need help, with a friend of yours involved in each relationship and asking you to act as wingman.
The 10 matchmaking stories each have their own tracker and outcomes, with wedding endings and new locations also included. At launch, sleeping with the woman you were matchmaking for was described as failing her matchmaking story, alongside abandoning the couple, pushing things the wrong way or letting her leave town. A second part was announced on November 2, 2026, in the October update announcement. New aftermath events now turn you from wingman into lover if you sleep with a woman while playing matchmaker for her. At every wedding, you can slip away with the bride before the ceremony and, if she loves you enough, ask her to call it off at the altar.
Cherie and Dwayne's story brings your boss's crumbling marriage into the office, where you step in to calm the fights. Sam and Ryan also need marital help: Ryan turns up on your porch, and you're tasked with getting them through a barbecue and back on track.
Anna needs help patching things up with Gwen, the ex who broke her heart. Kleio would rather hide from her ex Morgan than talk to her, but your task is to help win Morgan back.
The second act also lets you go with either bride or both at Kleio and Morgan's wedding, which can lead into the pixie harem.
For Palla and Shawn, you bond with your electronics-store buddy over Demons & Demigods before coaching him through his crush on his roommate. Jack has carried a torch for Reona since their first year; the launch announcement framed helping him win her over as keeping your own hands off her.
Scottie's attempt to win Sasha back comes with a possible change at home: if it works, you'll be saying goodbye to your roommate.
Grab it for free on its Steam page and it's added to your game automatically.
