The Freelancer and the Princess of magic…not bad right? Twilight Sparkle x Roulette
Anyway after finally accepting that Cadence wasn’t an option anymore and knowing that Shining Armor will be there for her, Roulette figured that he should continue his freelancer career…until he was hired by Cadence to protect Twilight and her Castle. Note Cadence and Roulette were best friends all the way back when they were in Elementary School.
Twilight didn’t exactly like Roulette, not because of his old feelings with Cadence but because he was easy going, always calm, cocky, cunning, and the “go with it” type of pony around her. Which completely annoyed her especially when she is panicking about lists, organizing, or some other third relating thing. So in anycase their relationship is the “I hate you but at the same time I’m attracted to you” type of love relationship. Enjoy~
Roulette -> https://mushindivinity.deviantart.com/art/Mlp-oc-Russian-Roulette-556135872

Twilight Sparkle/MlpFim (c) Hasbro and
Roulette/AfterVerse/Art (c) (me)