Auto-imported from derpibooru.org (1864665)

Person: Has anyone ever told you that ye kinda look like Duke Blueblood??
Jasper: [dripping w/ sarcasm] No never! Until you said so, I thought I didn't look like any of the Duke's numerous bastard children.
Person: ….

"Manechiavelli"
Jasper Longcase
Family: Illegitimate son of Duke Blueblood, Aphrodite's Kiss [oc],
Jade Luck
Voice: Quiet and solemn

Calm and composed, Jasper is a stallion of fine taste with an easy temperment. He's a regular in the party scene of Canterlot and despite his tough upbringing, seems to be a well liked and educated pony.

Jasper Longcase was born in Canterlot at a very interesting time in his family's history.
His mother had been one of many mares and stallions in Duke Blueblood's harem but she became pregnant. She kept it to herself in fear that she'd be kicked out of the elite. Despite her usual careless temperment, she didn't have the heart to have the boy adopted. Her mother however took this oportunity to feed off of her daughter's status under the pretence that she'd help raise Jasper.
For the first 7 years of his life Jasper attended private schools for gifted Unicorns where he excelled in his studies. He was the first to get his cutiemark and was well liked by the teachers, even getting to meet the Queen of Friendship. However that all changed when Jade was born. This time, Duke Blueblood found out. He paid Aphrodite a large sum of money and shut her out of the Harem for lying about her birth control and hiding Jasper and Jade right under his nose.
Tragedy had not ceased to plague this family either. At the news of losing her status, Aphrodite gambled a huge amount of her money away forcing the family to move to a less expensive apartment in Manehatten. Shortly after that Tropical Seas, Aprodite's mother suffered a heart attack and passed away.
If Aphrodite wasn't already a mess, every semblance of joy flew out the window and her children paid the price.

Jade was eventually adopted and taken back to Canterlot for a great life but Jasper was not so lucky.
Instead he sculked around East Manehatten and made friends with children from less than reputable households. Because of his years in Canterlot and higher education, Jasper had an advantage over his peers and the knowledge to start a small vigilante agency known as Harbinger. While it started out with good intentions, Jasper was a bitter young stallion at this point and their services expanded into somethings that were more harmful.
As of now, Jasper is the most feared mob boss and goes by the title of Manechiavelli. Only a small group of people know the Manechiavelli and Jasper are the same ponies. He's also almost completely under the radar of the authorities

Upvotes at import: 17 | Stars at import: 9
Posted previously at: 2018-10-24T07:17:12 | Posted previously by: Mildgyth