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I hope I got those right. If those aren’t the right ones, please suggest which Dos game would be one of them’s favorite and I’ll get to updating in the future.

safe2241616 apple bloom61637 applejack206013 descent295 fluttershy266205 pinkie pie263192 princess celestia115861 princess luna120373 rainbow dash287824 rarity223514 scootaloo60047 sweetie belle58048 twilight sparkle367669 alicorn330192 earth pony535189 pegasus525514 pony1672258 unicorn569268 g42103248 chart1055 chex quest4 command and conquer: red alert17 commander keen8 commander keen in goodbye galaxy1 cutie mark crusaders22929 duke nukem 3d17 female1879901 filly103183 lemmings12 lemmings 2: the tribes1 mane six38502 mare787995 meme96038 ms-dos25 oregon trail50 sim city21 video game6281 wolfenstein 3d23
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Da5ch
Shimmering Smile - Celebrated the 10th anniversary of Equestria Girls!
Princess of Love - Extra special version for those who participated in the Canterlot Wedding 10th anniversary event
My Little Pony - 1992 Edition
Friendship, Art, and Magic (2020) -
Friendship, Art, and Magic (2017) - Celebrated Derpibooru's five year anniversary with friends.

Is it weird that I remember all these games from my childhood?
 
Lemmings 2 was the first DOS game I ever played, after playing the original Lemmings on Amiga during a trip to England in mid ‘93. I was only five years old. Wow time flies.
 
And Mom got me Chex Quest to discourage me from playing Doom on my dad’s computer, since she obviously thought it was too violent for an eight-year-old like I was at the time. Though I wound up playing Chex Quest on her computer, and Doom on my dad’s. I loved both games.
pootisgumball256

I know what will happen when Rarity finds out the Sim City franchise has been ruined by the “Pay to Win” model. (Sim City BuildIt)
 
Rarity: (when trying to put out the Grand Haven fire in level 3) MY LIFE IS RUINED!