THIS MAY HAVE SPOILERS FOR THE NEXT GEN COMIC THE TRANSGRESSION
YOU CAN READ IT HERE

Nickname(s): Jack, Jackie
Parents: Discord, Pinkie Pie
Siblings: Pyrite Gemstone Pie (dead link)
Close Friends: Dream Catcher
Species: Half pony half Draconequus
Gender: Male
Sexuality: Gay
Cutiemark: Poker Chip
Special talent: Gambling
Occupation: Gambling, and lots of it.
Personality: Jackpot Chance is the very definition of an asshole. He’s rude, cocky and doesn’t give a fuck. He is very extroverted and sociable, and often very risk-prone.
ESTP

He’s the son of the couple that is Discord and Pinkie Pie. The Draconequus fell in love with the party pony because he felt that she was the only one who understood his random chaotic nature. Jackpot’s parents always encouraged him to be laid back and fun loving.

He spends most of his time at casinos, drinking cheap drinks in dark alleyway, and partying. Due to his provoking demeanour, and him constantly being around the sketchy sort, he would’ve already been buried alive in a field somewhere for winning a few too many games of blackjack. That is, if he wasn’t a four winged being of chaos.

Fun Facts:

1. Jack suffers from horrible night terrors. Hence the bags under his eyes. Strangely enough, it was because of his night terrors that he met his all time best friend Dream Catcher.
2. Jack’s wings are completely useless. He doesn’t actually use them to fly. He can defy gravity thanks to chaos magic, just like his dad. His wings are quite large, and because there are four of them, they take up a lot of space even when folded.
3. Jack isn’t very magical. Or at least he doesn’t think he is. Unlike his father has no particular talent in chaos magic. Due to this he often feels that he is a disappointment to his dad.
4. Jack is actually an incredibly talented shapeshifter. It comes as second nature to him, so he doesn’t think that it’s too impressive.
5. As a shapeshifter, Jack assumed a more Draqonequus-like form during his teenage hood. This was one of his attempts to impress his dad.

Relationships:

Jack’s all time best friend is Dream Catcher, the son of Twilight and Luna. The two met through dreams. Dream visits people in their dreams to help them, and since Jack has chronic night terrors Dream often helps him deal with them. Most people see Jack as the arrogant outspoken person he is, but Dream is probably the only one who gets to see his vulnerable side. Jack is also notably less rude to Dream then he is to most other people. Likewise, Dream is less secretive around Jackpot then he is other people.

Jack is very close to his mother Pinkie Pie. As a young child, he would always go on little adventures with his mom, pranking ponies and going to parties. He doesn’t really understand her mother’s randomness, sometimes she can be even more chaotic then discord himself, but being around her is always fun.

Jack isn’t as close with his father, though. When he was born, Discord was super excited to meet another Draconequus, and was already dreaming of the adventures they’d have across space and time. That… didn’t exactly happen. No matter how much Jack tried, he had a hard time mastering chaos magic, and while he loved going on adventures with his dad, he often felt that he was a disappointment. He tried so hard to impress his father, but he couldn’t succeed in reigning chaos and randomness like his father had imagined he would. As an adult, he doesn’t give a fuck is his father is disappointing in him. Or so he says. He doesn’t know that, in reality, his father is very fond and proud of him.

Other Next Gens in this universe:

Next Gen | Dream Catcher Sparkle Next Gen | Cassiopeia
Twilight x Luna Celestia x Chrysalis