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I'm too baby to have used MSN. Skype has already become the industry juggernaut by the time I was really using the internet. I did use some shady irc chats to RP though...
I used Skype for one person for about a year after it died, haha. Then I got their phone number so that ended my need for it, thankfully.
Although there have been times I've been tempted to quit Discord and just use Skype...Discord already has more bad memories for me than MSN and Skype combined =/
MSN was the shit. When Live Messenger came out, I definitely remember using the platform with its custom emotes, and also playing games like Uno with friends.
I was going to post about Minesweeper on the Google Play Games app being a fun little thing to fiddle with, but my original post sounded like an ad lol
It is nice to have, though. It's got Solitaire, Snake, a Doodle Jump rip-off, and a few other games, too.