Summer 2019 or so. A bunch of my sister's long time friends got together and found a box full of videos they made when they were teenagers and were trying to figure out how they could watch them. I got called because I'm the techie. They had the beta player, but it only had RCA and S-Video outputs, and the TV they had was modern and only had HDMI inputs.
Luckily for them I have a small vintage video game collection which I like to be able to continue accessing, and so I brought over an XRGB-mini Framemeister, along with various cables and got it all hooked up. Stayed for a while since I knew most of everyone there and laughed at some of the videos.
Before that, I would say the weekend I bought my house which was Summer 2018. Still had no cable service or internet, but I had just stopped by a local TV repair shop and picked up a 24" Sharp CRT (as my existing CRT didn't survive the move to the house). The Sharp was a combo unit with a DVD+VHS player (the DVD was broken which was why it was sent into the shop in the first place, but it couldn't be fixed and the original owner simply sold it to the shop). As it was the only TV in the house, I pulled out my VHS releases of Star Wars and watched them (they are the only VHS tapes I still have). And before that, probably not since 1998 when I first got a DVD player.