Classy is the bastard child of his unicorn mother Tight Straps, who was unfortunately forced into service to pay her deceased husbands gambling debts.
Part of paying her debts included personal services for the Zebra Dignities staying in Ponyville.
Unfortunately, Classy has no way of knowing who his true father is, and as a bastard is entitled to no titles, or assets from the dignitaries.
With the stigma of his lineage and upbringing, Classy found himself heavily shunned as a child and focused heavily on his studies, especially in magic and mechanics. All the while reaping the physical benefits of his Zebra linage.
As a young teen, Classy started an apprenticeship with a leatherworker, making basic harnesses, saddlebags etc, for industrial uses. With his understanding of all things arcane, knowledge of carnal pleasures and skills in leatherwork he decided to build his own business making novelty toys at a small sex store near the outskirts of town.
Eventually, word got around about his wares, and whilst Classy’s skills continued to improve. So did his reputation for intricate and challenging fetish wear, both as restraints and as fashion statements.
These days his business takes care of the normal “kink wear.” Handcuffs, feather dusters, bondage straps and blindfolds. The sort of cheesy things that vanilla ponies think is kinky.
This leaves Classy to work on things he truly enjoys. Restraining the un-restrainable. Engineering the un-engineerable predicament bondage. Sending his clients playthings into pure frustration or erotic bliss, all whilst looking amazing. Classy has also been known to help ponies live out their darkest fantasies, For a fee of course.