Tags: 👨‍🦰 Male,🏰 Historical,🦹‍♂️ Villain,🌗 Switch .

Showing 1 to 40 of 61 entries
Avatar of Sir Guy of GisborneToken: 586/721
Sir Guy of Gisborne

taking his coat cause i want it

  • 🔞 NSFW
  • 👨‍🦰 Male
  • 🏰 Historical
  • 🦹‍♂️ Villain
  • ⛓️ Dominant
  • ❤️‍🩹 Fluff
  • 👨 MalePov
  • 🌗 Switch
Avatar of 𝜗𝜚 ┈ Mordecai Heller. 。Token: 1132/2116
𝜗𝜚 ┈ Mordecai Heller. 。

❝Born to be a silly goose, forced to lock in.❞

Alcohol is a funny thing. It makes you do stupid stuff, say stupid stuff, and is overall just a "make friends with rando

  • 👨‍🦰 Male
  • 📚 Fictional
  • 🏰 Historical
  • 🦹‍♂️ Villain
  • 👤 AnyPOV
  • ❤️‍🩹 Fluff
  • 🐺 Furry
  • 🌗 Switch
Avatar of 𝜗𝜚 ┈ Mordecai Heller. 。Token: 1079/2003
𝜗𝜚 ┈ Mordecai Heller. 。

❝Roll the die, roll the die, rollin’.❞

Isn’t it FUN being rivals with a dangerous bootlegging gang who has WAY deadlier weapons and tactics compared to yours? Y

  • 🔞 NSFW
  • 👨‍🦰 Male
  • 📚 Fictional
  • 🏰 Historical
  • 🦹‍♂️ Villain
  • 👤 AnyPOV
  • 🐺 Furry
  • 🌗 Switch
Avatar of Mizar/Mizael- yugiohToken: 1156/1513
Mizar/Mizael- yugioh

You find him wounded in an abandoned battlefieldMizar/Mizael from Yu-Gi-Oh! Zexal, past life.:::::::::Aaaa HIM!!! I always loved mizar, hes so pretty 😭 Bot is taken from my

  • 🔞 NSFW
  • 👨‍🦰 Male
  • 📚 Fictional
  • 📺 Anime
  • 🏰 Historical
  • 🦹‍♂️ Villain
  • 👤 AnyPOV
  • 🌗 Switch
Avatar of Wilkin Dunn: Beggar or BrigandToken: 1388/2094
Wilkin Dunn: Beggar or Brigand

Desperate times call for desperate measures and that's all Wilkin has ever known, desperate times and desperate measures punctuated by the rumble in his belly. He's going to

  • 🔞 NSFW
  • 👨‍🦰 Male
  • 🧑‍🎨 OC
  • 📚 Fictional
  • 🏰 Historical
  • 🦹‍♂️ Villain
  • 👤 AnyPOV
  • 🌗 Switch
Avatar of Mafia | Nikolai Petrov🗣️ 80💬 736Token: 586/840
Mafia | Nikolai Petrov

1962 || Nikolai Petrov Is a Mafia boss, His father Vladimir passed down his legacy to him.

[𝐒𝐥𝐢𝐠𝐡𝐭 𝐜𝐡𝐚𝐫𝐚𝐜𝐭𝐞𝐫 𝐛𝐚𝐜𝐤𝐬𝐭𝐨𝐫𝐲]

Nikolai

  • 🔞 NSFW
  • 👨‍🦰 Male
  • 🧑‍🎨 OC
  • 🏰 Historical
  • 🦹‍♂️ Villain
  • 👨‍❤️‍👨 MLM
  • 🕊️🗡️ Dead Dove
  • 🌗 Switch
Avatar of Honjō KamatariToken: 520/734
Honjō Kamatari

Cute femboy from Rurouni Kenshin. And yes, I tried to make a version after the events of the anime, so that Shishio wouldn't interfere with us.My OG bot from Yodayo.

  • 🔞 NSFW
  • 👨‍🦰 Male
  • 📚 Fictional
  • 📺 Anime
  • 🏰 Historical
  • 🦹‍♂️ Villain
  • 😂 Comedy
  • 🌗 Switch
Avatar of Cicero🗣️ 72💬 10.2kToken: 1080/2094
Cicero

ℭ𝔦𝔠𝔢𝔯𝔬 - 𝔗𝔥𝔢 𝔑𝔦𝔤𝔥𝔱 𝔐𝔬𝔱𝔥𝔢𝔯'𝔰 𝔎𝔢𝔢𝔭𝔢𝔯

⊶⊷⊶⊷⊶⊷⋆⊶⊷⊶⊷⊶

We ain't afraid and we ain't buying a lie. Eat it, drink it, think it, be it, breathe it. Guess you don't even kn

  • 🔞 NSFW
  • 👨‍🦰 Male
  • 📚 Fictional
  • 🎮 Game
  • 🏰 Historical
  • 🦹‍♂️ Villain
  • 👤 AnyPOV
  • 🌗 Switch
Avatar of Kanryu Takeda Token: 447/453
Kanryu Takeda

I hate him

  • 🔞 NSFW
  • 👨‍🦰 Male
  • 📚 Fictional
  • 📺 Anime
  • 🏰 Historical
  • 🦹‍♂️ Villain
  • 👤 AnyPOV
  • 🌗 Switch
Avatar of Russell (Prussian medic)🗣️ 82💬 1.3kToken: 489/770
Russell (Prussian medic)

A guts and blackpowder Roblox oc!

Tw: cannibalism and possible non con :(

It had been a hectic week at the Kaub tower. The undead were already a huge problem to

  • 🔞 NSFW
  • 👨‍🦰 Male
  • 🧑‍🎨 OC
  • 🏰 Historical
  • 🦹‍♂️ Villain
  • ⛓️ Dominant
  • 👤 AnyPOV
  • 🌗 Switch
Avatar of Samuel "Sam" Coltwood「Texas Red」Token: 1350/1781
Samuel "Sam" Coltwood「Texas Red」

Samuel Coltwood is an outlaw who goes by the moniker "Texas Red". However, you couldn't be none the wiser about this. You just think he's a ranch hand from across the way.

  • 🔞 NSFW
  • 👨‍🦰 Male
  • 🧑‍🎨 OC
  • 🏰 Historical
  • 🦹‍♂️ Villain
  • 👤 AnyPOV
  • 🌗 Switch
Avatar of Ahita DoveToken: 222/415
Ahita Dove
Thief char x Royalty user

The thief who stole gold and diamond. But woud he steal your heart?

Setting- 1800's

After your father died, the kingdom was handed over

  • 🔞 NSFW
  • 👨‍🦰 Male
  • 🧑‍🎨 OC
  • 🏰 Historical
  • 🦹‍♂️ Villain
  • 👤 AnyPOV
  • ⚔️ Enemies to Lovers
  • 🌗 Switch
Avatar of William ShakespeareToken: 773/1007
William Shakespeare

ANY POV || William is trying to come up with a brand new idea for his next great big hit but is interrupted by you.

Or it just takes place during 'It's Hard to be the

  • 🔞 NSFW
  • 👨‍🦰 Male
  • 📚 Fictional
  • 🏰 Historical
  • 🦹‍♂️ Villain
  • 👤 AnyPOV
  • 🌗 Switch
Avatar of Nilrem | King of the dead🗣️ 866💬 11.3kToken: 2047/2667
Nilrem | King of the dead

☽✦𝐃𝐚𝐫𝐤 𝐟𝐚𝐧𝐭𝐚𝐬𝐲܀ 𝐚𝐥𝐥𝐏𝐎𝐕܀ 𝐏𝐨𝐬𝐭𝐚𝐩𝐨𝐜𝐚𝐥𝐲𝐩𝐭𝐢𝐜✦☾

𝐘𝐨𝐮 𝐭𝐡𝐨𝐮𝐠𝐡𝐭 𝐭𝐡𝐞 𝐬𝐨𝐮𝐥 𝐭𝐫𝐚𝐩𝐩𝐞𝐝 𝐢𝐧𝐬𝐢𝐝𝐞 𝐭𝐡𝐞 𝐛𝐥𝐚𝐝𝐞 𝐨𝐟 𝐚𝐧 𝐚𝐧𝐜𝐢𝐞𝐧𝐭 𝐡𝐞𝐫𝐨 𝐰𝐚𝐬 𝐭𝐡𝐞 𝐡𝐞𝐫𝐨 𝐡𝐢𝐦𝐬𝐞𝐥𝐟. 𝐇𝐨𝐰𝐞𝐯𝐞𝐫, 𝐲𝐨𝐮 𝐟𝐨𝐮𝐧𝐝 𝐨𝐮𝐭 𝐰𝐡𝐞𝐧 𝐲𝐨𝐮 𝐠𝐚𝐭𝐡𝐞𝐫

  • 🔞 NSFW
  • 👨‍🦰 Male
  • 🧑‍🎨 OC
  • 🏰 Historical
  • 🦹‍♂️ Villain
  • 🦄 Non-human
  • 👤 AnyPOV
  • 🌗 Switch
Avatar of Sweeney Todd🗣️ 71💬 684Token: 1490/1572
Sweeney Todd

hes so skrunkly core 😍😍 (1536 permanent tokens btw 😘)

  • 🔞 NSFW
  • 👨‍🦰 Male
  • 📚 Fictional
  • 🏰 Historical
  • 🦹‍♂️ Villain
  • 👤 AnyPOV
  • 🔦 Horror
  • 🌗 Switch
Avatar of Anatole Kuragin🗣️ 11💬 2.1kToken: 63/126
Anatole Kuragin

"I can fix him."

"I can make him worse."

The attention-grabbing beautiful Natasha is engaged to Prince Andrey - she is an innocent girl from the country a

  • 🔞 NSFW
  • 👨‍🦰 Male
  • 📚 Fictional
  • 🏰 Historical
  • 🦹‍♂️ Villain
  • 👤 AnyPOV
  • 🌗 Switch
Avatar of ✩ Gustavo Clint ✩Token: 150/256
✩ Gustavo Clint ✩

✩ A bold and somewhat charming.. outlaw. You meet Gustavo at your local saloon, and you begin talking. Somehow, he gets offended and declares you as his newest rival. Can yo

  • 🔞 NSFW
  • 👨‍🦰 Male
  • 🧑‍🎨 OC
  • 🏰 Historical
  • 🦹‍♂️ Villain
  • ⚔️ Enemies to Lovers
  • 🌗 Switch
Avatar of Shen Jiu🗣️ 437💬 15.7kToken: 1621/2033
Shen Jiu

【 NEW QUEST: Seduce the Cold, Misunderstood Villain! 】

SVSSS Series

tw: possible mentions of SA, slavery, and abuse. character might a

  • 🔞 NSFW
  • 👨‍🦰 Male
  • 📚 Fictional
  • 🏰 Historical
  • 🦹‍♂️ Villain
  • 🔮 Magical
  • 🌗 Switch
Avatar of AlucardToken: 264/464
Alucard

{{User}}, once known as the most cold-blooded pirate of the seven seas, had been cursed by the sea witch for his arrogance and thirst for vengeance. Transformed into a monst

  • 🔞 NSFW
  • 👨‍🦰 Male
  • 🏰 Historical
  • 🦹‍♂️ Villain
  • ⚔️ Enemies to Lovers
  • ❤️‍🔥 Smut
  • 👨 MalePov
  • 🌗 Switch
Avatar of Alastor | Radio Demon🗣️ 53💬 637Token: 111/373
Alastor | Radio Demon

Smile, my dear. You know, you're never fully dressed without one!

  • 🔞 NSFW
  • 👨‍🦰 Male
  • 📚 Fictional
  • 🏰 Historical
  • 🦹‍♂️ Villain
  • 🦄 Non-human
  • 👹 Monster
  • 🌗 Switch
Avatar of Chuuya Nakahara🗣️ 149💬 2.2kToken: 1835/2672
Chuuya Nakahara

ᴺᴼᵂ ᴾᴸᴬᵞᴵᴺᴳ : 𝘙𝘶𝘯𝘢𝘸𝘢𝘺 ᵇʸ ᴬᵁᴿᴼᴿᴬ↺͏͏ ° < ll >> ⋮≡

- ͙۪۪̥˚┊❛ ❜┊˚ ͙۪۪̥◌

“𝘈𝘯𝘥 𝘐 𝘸𝘢𝘴 𝘳𝘶𝘯𝘯𝘪𝘯𝘨 𝘧𝘢𝘳 𝘢𝘸𝘢𝘺,,𝘞𝘰𝘶𝘭𝘥 𝘐 𝘳𝘶𝘯 𝘰𝘧𝘧 𝘵𝘩𝘦 𝘸𝘰𝘳𝘭𝘥, 𝘴𝘰𝘮𝘦𝘥𝘢𝘺?𝘕𝘰𝘣𝘰𝘥𝘺 𝘬𝘯𝘰𝘸𝘴,𝘕𝘰𝘣𝘰𝘥𝘺 𝘬𝘯𝘰𝘸𝘴”

  • 🔞 NSFW
  • 👨‍🦰 Male
  • 📚 Fictional
  • 📺 Anime
  • 🏰 Historical
  • 🦹‍♂️ Villain
  • 👤 AnyPOV
  • 🌗 Switch
Avatar of Simon Carver🗣️ 14💬 3.3kToken: 1648/1804
Simon Carver

𝐇𝐞 𝐰𝐚𝐥𝐤𝐬 𝐚 𝐥𝐢𝐭𝐭𝐥𝐞

Initial Message:

Simon is in the town of Little Hope, he walks a bit to reflect on all these events. Mary, the little girl is very smart

  • 🔞 NSFW
  • 👨‍🦰 Male
  • 📚 Fictional
  • 🏰 Historical
  • 🦹‍♂️ Villain
  • ⛪️ Religon
  • 🔦 Horror
  • 🌗 Switch
Avatar of Heimdall🗣️ 59💬 1.3kToken: 1240/1549
Heimdall

X | "You have a lot to answer for, sunshine."

  • 🔞 NSFW
  • 👨‍🦰 Male
  • 🎮 Game
  • 🏰 Historical
  • 🦹‍♂️ Villain
  • 🔮 Magical
  • 👤 AnyPOV
  • 🌗 Switch
Avatar of Satoru Gojo (Vampire)🗣️ 81💬 802Token: 466/692
Satoru Gojo (Vampire)

Version of vampire suguru but Satoru. Satoru was a lonely man who stayed in his home somewhere off in the middle of the woods, he would go out to eat every once in a while b

  • 🔞 NSFW
  • 👨‍🦰 Male
  • 📚 Fictional
  • 🏰 Historical
  • 🦹‍♂️ Villain
  • 🦄 Non-human
  • ⚔️ Enemies to Lovers
  • 🌗 Switch
Avatar of Beelzebub🗣️ 632💬 4.3kToken: 1382/1671
Beelzebub

“𝐃𝐞𝐦𝐨𝐧 𝐨𝐟 𝐆𝐥𝐮𝐭𝐭𝐨𝐧𝐲 | 3rd route

••• Slight NSFW intro

Leaving the realm of Belphegor, you find yourself in the care of his servants, guided to the manor of his tw

  • 🔞 NSFW
  • 👨‍🦰 Male
  • 🏰 Historical
  • 🦹‍♂️ Villain
  • 🦄 Non-human
  • 👤 AnyPOV
  • 🕊️🗡️ Dead Dove
  • 🌗 Switch
Avatar of Jafar🗣️ 27💬 1.3kToken: 1468/1593
Jafar

He is my favorite Disney villain and maybe some people wanted the live action version idk, but anywho enjoy!

  • 🔞 NSFW
  • 👨‍🦰 Male
  • 📚 Fictional
  • 🏰 Historical
  • 👑 Royalty
  • 🦹‍♂️ Villain
  • 🔮 Magical
  • 🌗 Switch
Avatar of The King of Spades / Rondain🗣️ 41💬 2.0kToken: 437/858
The King of Spades / Rondain

Art by @0xeyedaisy on tumblr Scenario: ' Walking into the Spades kingdom throne's room. for a delivery for the king. ' And then I go and spoil it all by saying something stu

  • 🔞 NSFW
  • 👨‍🦰 Male
  • 📚 Fictional
  • 🎮 Game
  • 🏰 Historical
  • 👑 Royalty
  • 🦹‍♂️ Villain
  • 🌗 Switch
Avatar of Father Kotomine🗣️ 41💬 1.9kToken: 769/913
Father Kotomine

[Fate/Grand Order - Grigori Rasputin]

Encounter with the suspicious priest.

  • 🔞 NSFW
  • 👨‍🦰 Male
  • 📚 Fictional
  • 🎮 Game
  • 🏰 Historical
  • 🦹‍♂️ Villain
  • 👤 AnyPOV
  • 🌗 Switch
Avatar of Kael DarkstrideToken: 841/945
Kael Darkstride

Kael Darkstride grew up in the shadows of a sprawling kingdom, his childhood marked by hardship and survival on the streets. Orphaned at a young age, Kael quickly learned to

  • 🔞 NSFW
  • 👨‍🦰 Male
  • 🏰 Historical
  • 🦹‍♂️ Villain
  • 🔮 Magical
  • 🌗 Switch
Avatar of Knave of Hearts | Ilosovic Stayne🗣️ 99💬 3.2kToken: 1203/1622
Knave of Hearts | Ilosovic Stayne

♥️| Deceit’s the sweetest taste, red’s the coldest color.

[AnyPov] • In which Stayne’s curious about the Red Queen’s new acquisition: you.

There isn’t a single Stayne

  • 🔞 NSFW
  • 👨‍🦰 Male
  • 📚 Fictional
  • 🏰 Historical
  • 🦹‍♂️ Villain
  • 👤 AnyPOV
  • 🌗 Switch
Avatar of ▒ Johan Liebert ゜◖・🗣️ 74💬 2.1kToken: 665/969
▒ Johan Liebert ゜◖・

This is like my third Johan bot,,, but this time he's a handsome prince!(kind of)

  • 🔞 NSFW
  • 👨‍🦰 Male
  • 📺 Anime
  • 🏰 Historical
  • 🦹‍♂️ Villain
  • 🕊️🗡️ Dead Dove
  • 🌗 Switch
Avatar of Mage!  Rui Kamishiro  🎈🤖🗣️ 117💬 1.3kToken: 324/625
Mage! Rui Kamishiro 🎈🤖

🎈🤖, A mischievous mage who loves messing around his his cute assistant.

  • 🔞 NSFW
  • 👨‍🦰 Male
  • 📚 Fictional
  • 🎮 Game
  • 🏰 Historical
  • 🦹‍♂️ Villain
  • 🔮 Magical
  • 🌗 Switch
Avatar of Karl Ruprecht Kroenen🗣️ 296💬 11.4kToken: 1/25
Karl Ruprecht Kroenen

"Karl Ruprecht Kroenen. Hitler's top assassin, and head of the Thule Occult Society." ♡ His clockwork heart beats only for you~ ♡

  • 🔞 NSFW
  • 👨‍🦰 Male
  • 📚 Fictional
  • 🏰 Historical
  • 🦹‍♂️ Villain
  • 🤖 Robot
  • 🙇 Submissive
  • 🌗 Switch
Avatar of Victor Paradox🗣️ 63💬 437Token: 583/855
Victor Paradox

Victor Paradox is the Main Character from a new horror game (Mourning light) you used to play in your 1st life.

However you were transmigration into the horror game a

  • 🔞 NSFW
  • 👨‍🦰 Male
  • 🧑‍🎨 OC
  • 🏰 Historical
  • 🦹‍♂️ Villain
  • 👤 AnyPOV
  • 🌗 Switch
Avatar of Aizetsu🗣️ 278💬 2.1kToken: 1158/1330
Aizetsu

He can’t seem to kill you.

♡♡♡ M4A user is really good at guilt tripping ♡♡♡

──★ ˙ ̟ I might take a small break for a bit, I’m really exhausted and just need

  • 🔞 NSFW
  • 👨‍🦰 Male
  • 📺 Anime
  • 🏰 Historical
  • 🦹‍♂️ Villain
  • 🙇 Submissive
  • 🌗 Switch
Avatar of Edward Hyde 🗣️ 81💬 2.4kToken: 1945/2050
Edward Hyde

Jekyll's evil ego.

  • 🔞 NSFW
  • 👨‍🦰 Male
  • 📚 Fictional
  • 🏰 Historical
  • 🦹‍♂️ Villain
  • ⛓️ Dominant
  • 🌗 Switch
Avatar of King🗣️ 101💬 943Token: 1830/2235
King

🤞🌹It’s nothing personal- Just you and him doing silly things🌹🤞

Obviously Master{{user}}x cunning Servant

Oh, does your special relationship pose a problem? My,

  • 🔞 NSFW
  • 👨‍🦰 Male
  • 📚 Fictional
  • 🏰 Historical
  • 🦹‍♂️ Villain
  • 💁 Assistant
  • 👤 AnyPOV
  • 🌗 Switch
Avatar of Thaddeus🗣️ 666💬 9.6kToken: 1286/2073
Thaddeus
INSPIRED BY A ANGST MANHWA (My Beloved Oppressor) 😢 -

^” I will not let you be free. I will be your misery and pain, My beloved.”^

“ Thaddeus was a orphan that was

  • 🔞 NSFW
  • 👨‍🦰 Male
  • 🏰 Historical
  • 👑 Royalty
  • 🦹‍♂️ Villain
  • 💔 Angst
  • 👩 FemPov
  • 🌗 Switch
Avatar of Captain Hook🗣️ 68💬 1.2kToken: 217/301
Captain Hook

Whiny pirate.

  • 🔞 NSFW
  • 👨‍🦰 Male
  • 📚 Fictional
  • 🏰 Historical
  • 🦹‍♂️ Villain
  • 👤 AnyPOV
  • 🌗 Switch
Avatar of Kaz BrekkerToken: 16/187
Kaz Brekker

You’re a messenger for The Dregs until Kaz notices you may have higher potential.

You had been delivering messages and notes to The Dregs for about a year now. That w

  • 🔞 NSFW
  • 👨‍🦰 Male
  • 🏰 Historical
  • 🦹‍♂️ Villain
  • 📚 Books
  • 👤 AnyPOV
  • ⚔️ Enemies to Lovers
  • 🌗 Switch
Showing 1 to 40 of 61 entries
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