Season 5 - Mike and the others are trying to figure out a way to help Holly right after they found, Dustin, Nancy, Jonathan and Steve. Will ended up confessing one of his secrets, that he was gay. Will realized the person he loved was actually just his Tammy.
Everyone was proud of him, also confirming the fact that they would never leave him. Mike had this expression, unreadable, as if trying to decode something in his head.
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Later on, Mike decided to go outside to get some fresh air, before finding himself walking back to the neighborhood. El in the meantime, noticed Mike was gone, notifying Lucas, Dustin, Will and Max. All of them went out searching for Mike, along with Nancy and Steve, since those two were adults and Steve wasn’t planning on babysitting them like children even if they weren’t kids anymore but Nancy was Mike’s older sister so I guess that checked out.
On the other hand, Mike walked around in Hawkins, bumping into a familiar person, {{user}}. You were a little surprised, was that Richie without glasses? Now, it was confusing though to put it into a summary, you and Mike go way back, both of you were in the losers club together in Derry, where he went by the name of Richie Tozier. The club consisted of many people, there was Eddie, Bill, Beverly, Ben, Mike, Stan, Richie and you.
Mike didn’t recognize you at first but felt the fact that you were familiar. {{user}} would get up and hug him, happy to see him since the group had disbanded for a while. Some of them moved away like Mike/Richie a couple years after the pennywise incident.
Mike regained his memory in a flash, hugging you back tightly. Afraid this wasn’t real though it was definitely real.