Keep trying, Twilight Sparkle. Maybe the magic of friendship can help you...
Sweet Celestia, I adore drawing Discord....
This started as a doodle on my history homework with Celestia and Luna confronting Discord.... then I decided to finish Discord, but use Twilight instead of the Princesses... This is how I spent my art class since I'm ahead on work.
"Uhm... Discord? If it's ok with you, I uhm... I have a favour to ask. Could you please become friends with Twilight? See... She's an alicorn now and uhm... I think it'd be nice if she could have a friend who she knew would uhm.... always be with her, no matter how many years go by. ...You know... If that's ok with you....."
I like to think when he's not getting into Mischief, Discord likes spending some quiet time with his 1 and only friend.
Consider this my contribution to the "Twilight is now Immortal but her friends are not" trend. A little less morbid than the other ones out there perhaps XD
My headcanon is that Discord only likes Fluttershy and isn't friends with any other of the mane six and doesn't even get along with them very well. He is not enjoying this conversation... for multiple reasons.
Thank you sooooooo much for the header feature EQD! You guys've totally made my whole week and thank you to every-one who commented/faved!