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Cuddles with Nightmare Moon?  
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suggestive195651 apple bloom62313 babs seed6548 big macintosh34952 braeburn7219 derpy hooves59721 flitter3488 granny smith6345 lightning dust5549 lyra heartstrings35381 nightmare moon21443 pinkie pie266538 prince blueblood4671 princess cadance41940 princess celestia116457 princess luna121005 queen chrysalis43998 rainbow dash290833 rarity225944 scootaloo60642 shining armor29179 snails5890 snips4712 soarin'18714 spike95446 spitfire16115 sweetie belle58563 trixie81871 twilight sparkle371324 twist3234 oc1008443 oc:milky way2389 g42121789 birthday game636 colt23358 cutie mark crusaders23250 exploitable meme33813 meme97322 meta18886 scp-68216 sidorovich19 text98203
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Background Pony #B5B4
I found myself out on my own ever since the rejection from hell by Flitter.
Scp-3125
Lunar Supporter - Helped forge New Lunar Republic's freedom in the face of the Solar Empire's oppressive tyrannical regime (April Fools 2023).
My Little Pony - 1992 Edition
Wallet After Summer Sale -

Memetic eldritch horror
Play chess with snips, can’t tell if that would be very easy or very infuriating
 
“King me! I win!”  
“That’s checkers you idiot, and I’ve had you in a checkmate for 2 turns now”  
“Nuh-uh, because I got my uno reverse card”  
“… you wanna play lawn darts?”
Background Pony #9D63
Cuddles with Queen Chrysalis? Well guys, it’s been nice knowing you all.
OmegaCrowley
Perfect Pony Plot Provider - Uploader of 10+ images with 350 upvotes or more (Questionable/Explicit)

Cadence makes me go to A NM/JB duet concert; WHY CADENCE, WHY!!!! WHAT DID I EVER DO TO YOU?!?! THIS IS CRUEL AND UNUSUAL PUNISHMENT!!!! I THOUGHT YOU WERE THE PRINCESS OF LOVE!!!!
thanatosG3

chess with celly, well…. crap….. my english teacher was the best chess player i’d ever seen, and i beat him a few times, but im quite certain celly would win. ah well, i’d just never fall for the two move checkmate
rserp8

Victim of Thanos
Horror movie marathon with Snails.  
Damn! I really wanted it to be with Spitfire. Besides I don’t think Snails can survive a horror movie marathon.