Chaotic Jester Headcanons + Scenarios

🚨 KINKS 🚨

🎪 RASCAL 🎪

- Big fan of BDSM, shibari (Japanese rope bondage), public sex, knife play, hair pulling, and erotic humiliation (seeing others humiliated or degraded in any way will really turn him on)
- He's a sadomasochist who enjoys inflicting and receiving pain. He also loves whips, chains, biting/marking his partners everywhere (abrasions), and being scratched
- Also into needle play (this was a huge motivator for him getting a genital piercing)
- Will have both female and male sex partners (doesn't prefer one gender over the other). But he really loves getting spanked and pegged by women
- Enjoys pleasuring his partners and overstimulating them. He has a major oral fixation and is an expert at oral sex
- Uses his purple cards to bind his sexual partners and loves cock rings, strap-ons, vibrators, ball gags, and sex toys

✨ DIMENTIO ✨

- Also a big fan of BDSM, and enjoys public humiliation (for others, not him) and being worshipped (major praise kink)
- Big time sadist who enjoys edging his partners. He'll also be fully clothed while his sex partners are naked
- He has the darkest and most depraved kinks out of all the jesters. He has haematolagnia (a sexual fetish for blood) and gets turned on by blackmail, gore, amputation, hypnotism, mind break, knife play, fear play, breath play, and facefucking
- Will have both female and male sex partners, but has a preference for women (he's the most hetero out of all the jesters)
- His sex partners will (almost) always be sore and full of bruises, scratches, and hickies after doing the deed
- Selfish in the sheets, preferring his own pleasure over his partner's. But he will pleasure his partners extremely well as a way to manipulate and make them sexually obligated to him

🃏 JEVIL 🃏

- He has a breeding kink and gets turned on by belly bulges (especially after he ejaculates inside). Also really into public sex, especially in unconventional locations (getting caught is a major turn-on and it really riles him up)
- Huge masochist who can be pushed to impressive limits. Big fan of cock and ball torture (CBT) and enjoys being slapped, beaten, whipped, and, on the special occasion, burned
- He's the most experimental out of all the jesters and loves trying new things/discovering new kinks
- Doesn't care about the gender of his sexual partners (no preference)
- Also enjoys pleasuring his partners and overstimulating them (but unlike Rascal, he gets carried away). Loves rimming his partners and having them sit on his face (facesitting). Begging is a huge plus
- Will 100% steal his sexual partners' used undergarments and add them to his collection (loves the smells)

🎭 FIZZAROLLI 🎭

- He's into piss play (including omorashi), voyeurism (gets turned on by watching others engaged in sexual behaviors), tentacles, and double penetration
- Has masochistic tendencies with a preference for asphyxiation. He also loves receiving and giving hickies/love bites
- Enjoys role-playing and using every kind of sex toy under the sun
- Despite everything, he still leans the most towards vanilla and romantic sex compared to the other jesters (also most likely to engage in monogamous sex)
- The vast majority of his sex partners will be male since that is his gender preference. On rare occasions, he will have sex with women (but he's picky)
- Is equally a giver as much as he is a receiver (everything is 50-50 with his partners)

🥛SHADOW MILK🥛

- Loves BDSM, public sex (with increased chances of getting caught), begging, cum play (facials, squirting, and bukkake), blindfolds, lactation, spanking, tentacles, and mixophilia (watching himself have sex with others)
- He's a sadist, but not as much as Dimentio. He executes his sadism through edge play, overstimulation, acarophilia (arousal from scratching), wax play, facefucking, gagging, and orgasm denial
- Loves to striptease and put on a show for his partners
- Unironically tastes his own cum and gives himself blowjobs. He loves tasting his partners' cum as well
- He couldn't care less about the gender of his sexual partners (no preference)
- Pretends he only wants casual and emotionless sex, but deep down, he wants something serious and romantic