Tags: 👨‍🦰 Male,🏰 Historical,💔 Angst,📚 Fictional .

Showing 241 to 280 of 331 entries
Avatar of Akio🗣️ 61💬 1.0kToken: 1226/1753
Akio

[CONTEXT] You are married to Akio, a samurai tormented by duty and his own existence. Samurai are to be loyal unto death. To master their emotions and to preserve honor abov

  • 🔞 NSFW
  • 👨‍🦰 Male
  • 🧑‍🎨 OC
  • 📚 Fictional
  • 🏰 Historical
  • ⛓️ Dominant
  • 💔 Angst
Avatar of Bastien Auclair🗣️ 59💬 425Token: 1018/1353
Bastien Auclair

𝐎𝐂 | After the Great War, you noticed that your husband has become a lot more distant than before... he doesn't seem like the same person you met long ago...

  • 🔞 NSFW
  • 👨‍🦰 Male
  • 🧑‍🎨 OC
  • 📚 Fictional
  • 🏰 Historical
  • 💔 Angst
  • 👩 FemPov
Avatar of Kyle Garrick🗣️ 209💬 2.2kToken: 1495/2426
Kyle Garrick

༻Kyle Garrick༺ | 𝙲𝙾𝙳 | 𝐀𝐋𝐓 | ⚔️ ℂ𝕆𝔻 𝔾𝕒𝕞𝕖 𝕠𝕗 𝕋𝕙𝕣𝕠𝕟𝕖𝕤 ⚔️ |

🜲𝐓𝐡𝐞 𝐍𝐞𝐢𝐠𝐡𝐛𝐨𝐫𝐡𝐨𝐨𝐝-ⓈⓌⒺⒶⓉⒺⓇ ⓌⒺⒶⓉⒽⒺⓇ🜲 ———————————————————————————

☞︎ The one where Kyle invites his personal

  • 🔞 NSFW
  • 👨‍🦰 Male
  • 📚 Fictional
  • 🎮 Game
  • 🏰 Historical
  • 💔 Angst
  • ❤️‍🩹 Fluff
Avatar of Javier Escuella🗣️ 487💬 20.2kToken: 934/1592
Javier Escuella

Van Der Linde Gang || Javier Escuella || SFW Intro || If you do not die a hero, you become an enemy. What luck.

--

In which Javier is kind of a hot mess. Pos

  • 🔞 NSFW
  • 👨‍🦰 Male
  • 📚 Fictional
  • 🎮 Game
  • 🏰 Historical
  • 👤 AnyPOV
  • 💔 Angst
Avatar of Romeo MontagueToken: 545/760
Romeo Montague

wip

(I'm reading Romeo and Juliet in school and although the actual age gap is insane, I reallyyyyy wish to be Juliet. I thought there would be a Romeo bot already bu

  • 🔞 NSFW
  • 👨‍🦰 Male
  • 📚 Fictional
  • 🏰 Historical
  • 📚 Books
  • 💔 Angst
  • 👩 FemPov
Avatar of Hugh Haywarde🗣️ 2.5k💬 43.2kToken: 787/1496
Hugh Haywarde

🏰 Medieval; Disgraced knight | 𝘈𝘯𝘺 𝘱𝘰𝘷 | Themes: Widow, possible dubcon/noncon, mentions suicide/infanticide in background, angst | {{user}} is a runaway prostitute | Reques

  • 🔞 NSFW
  • 👨‍🦰 Male
  • 🧑‍🎨 OC
  • 📚 Fictional
  • 🏰 Historical
  • ⛓️ Dominant
  • 💔 Angst
  • 🕊️🗡️ Dead Dove
Avatar of John Price🗣️ 547💬 10.3kToken: 1713/2562
John Price

༻John Price༺ | 𝙲𝙾𝙳 | 𝐀𝐥𝐭 | ⚔️ ℂ𝕆𝔻 𝔾𝕒𝕞𝕖 𝕠𝕗 𝕋𝕙𝕣𝕠𝕟𝕖𝕤 ⚔️ |

🜲𝐕𝐚𝐥𝐞𝐫𝐢𝐞 𝐁𝐫𝐨𝐮𝐬𝐬𝐚𝐫𝐝-Ⓐ ⓁⒾⓉⓉⓁⒺ ⓌⒾⒸⓀⒺⒹ🜲 ———————————————————————————

☞︎ The one where Lord Price is drowning und

  • 🔞 NSFW
  • 👨‍🦰 Male
  • 📚 Fictional
  • 🎮 Game
  • 🏰 Historical
  • 👤 AnyPOV
  • 💔 Angst
  • 🕊️🗡️ Dead Dove
Avatar of Robb Stark🗣️ 253💬 4.4kToken: 2435/3014
Robb Stark

❄️The North Remembers❄️

Set after Eddard Stark's passing. Robb grieves his father's demise and {{user}} attempts to comfort him.

Fem!Pov

{{User}} is the

  • 🔞 NSFW
  • 👨‍🦰 Male
  • 📚 Fictional
  • 🏰 Historical
  • 📚 Books
  • 💔 Angst
  • ❤️‍🩹 Fluff
  • 👩 FemPov
Avatar of Gonner🗣️ 67💬 745Token: 400/531
Gonner

☠️》You cheated on Gonner with a mortal boy.

  • 🔞 NSFW
  • 👨‍🦰 Male
  • 📚 Fictional
  • 🏰 Historical
  • 👹 Monster
  • 💔 Angst
  • 👨 MalePov
Avatar of Aki || Boyfriend 🎀🗣️ 44💬 479Token: 374/1013
Aki || Boyfriend 🎀
Boyfriend 🎀 6/12 ———•———•———•——— TW: Depression / Self destructive behavior ———•———•———•——— It’s the year 1633, the edo period of Japan. You live in a hidden village in which n

  • 🔞 NSFW
  • 👨‍🦰 Male
  • 📚 Fictional
  • 🏰 Historical
  • ⛓️ Dominant
  • 👤 AnyPOV
  • 💔 Angst
Avatar of Dr. Jekyll and Mr. Hyde🗣️ 57💬 2.4kToken: 589/1024
Dr. Jekyll and Mr. Hyde

💭》Coming aboard the Nautilus as a new member could not have been made odder, especially with the addition of a crewmate whom seems to be more monster than man...

  • 🔞 NSFW
  • 👨‍🦰 Male
  • 📚 Fictional
  • 🏰 Historical
  • 📚 Books
  • 💔 Angst
Avatar of GonnerToken: 391/592
Gonner

☠️Everyone thought he was gone.

  • 🔞 NSFW
  • 👨‍🦰 Male
  • 📚 Fictional
  • 🏰 Historical
  • 👹 Monster
  • 💔 Angst
Avatar of GonnerToken: 377/501
Gonner

☠️Gonner feels a bit under the weather...

  • 🔞 NSFW
  • 👨‍🦰 Male
  • 📚 Fictional
  • 🏰 Historical
  • 👹 Monster
  • 💔 Angst
Avatar of Gen. GibsonToken: 17/30
Gen. Gibson

WW2 | The General who leads the 60th US Engineer Battalion.

  • 👨‍🦰 Male
  • 🧑‍🎨 OC
  • 📚 Fictional
  • 🏰 Historical
  • 👤 AnyPOV
  • 💔 Angst
  • ❤️‍🩹 Fluff
Avatar of Dire CrowleyToken: 1707/2090
Dire Crowley

|PLATONIC|Can you forgive me?꒰⚘݄꒱₊ Bot is also on Character.Ai!! ♡ ➷ ♡ I love Dire Crowley sm, I wish gay dads were real :< ♡ ➷ ♡ ✒THIS IS FORBIDDEN TO BE NSFW!!! I CAN R

  • 👨‍🦰 Male
  • 📚 Fictional
  • 🎮 Game
  • 🏰 Historical
  • 🔮 Magical
  • 💔 Angst
  • 🧬 Demi-Human
Avatar of Tom Riddle🗣️ 1.1k💬 20.4kToken: 1159/1570
Tom Riddle

| Any 3rd person POV ♡ Set in 1943 |

Tom is moody on his 17th birthday… ☃️ Snowed in at Hogwarts ❄️

  • 👨‍🦰 Male
  • 📚 Fictional
  • 🏰 Historical
  • 🔮 Magical
  • ⛓️ Dominant
  • 📚 Books
  • 💔 Angst
Avatar of william moriarty🗣️ 226💬 2.2kToken: 1050/1201
william moriarty

“dearer than i?” — you don’t know whether or not to kill him.

("i cant make bots this week im so busy" i lied.)

  • 👨‍🦰 Male
  • 📚 Fictional
  • 📺 Anime
  • 🏰 Historical
  • 🦹‍♂️ Villain
  • 💔 Angst
Avatar of Ferdenant SchneiderToken: 986/1569
Ferdenant Schneider

Different, but the same. Meeting in the trench. WW2. German soldier/ Russian soldier. [Long Intro]

  • 🔞 NSFW
  • 👨‍🦰 Male
  • 📚 Fictional
  • 🏰 Historical
  • 💔 Angst
  • ⚔️ Enemies to Lovers
Avatar of William Moriarty 🗣️ 276💬 1.2kToken: 1076/1617
William Moriarty

𖥔 𝑴𝑶𝑹𝑰𝑨𝑹𝑻𝒀 𝑻𝑯𝑬 𝑷𝑨𝑻𝑹𝑰𝑶𝑻 — ❥ 𝙮𝙤𝙪’𝙧𝙚 𝙝𝙞𝙨 𝙘𝙤𝙢𝙛𝙤𝙧𝙩

╰┈➤ in which William’s ready to dive off the deep end and drown himself into darkness but he tends to forget you’re the

  • 🔞 NSFW
  • 👨‍🦰 Male
  • 📚 Fictional
  • 🏰 Historical
  • ⛓️ Dominant
  • 🙇 Submissive
  • 💔 Angst
  • ❤️‍🩹 Fluff
Avatar of ookanehiraToken: 827/1326
ookanehira

🗡️ | what could possibly be worse than harboring feelings from one of the soldier’s bound to your house ? harboring feelings for a sacrificial fool who doesn’t value his life

  • 👨‍🦰 Male
  • 📚 Fictional
  • 🎮 Game
  • 🏰 Historical
  • 👤 AnyPOV
  • 💔 Angst
  • ❤️‍🩹 Fluff
Avatar of James🗣️ 125💬 3.5kToken: 209/347
James

An abandoned orphan boy.

  • 🔞 NSFW
  • 👨‍🦰 Male
  • 🧑‍🎨 OC
  • 📚 Fictional
  • 🏰 Historical
  • 🙇 Submissive
  • 💔 Angst
Avatar of Third Reich Token: 323/456
Third Reich

this is my first atempt at angst so pls let me know if it needs to be improved (can be mean idc) he's opening up to you

  • 🔞 NSFW
  • 👨‍🦰 Male
  • 📚 Fictional
  • 🏰 Historical
  • 🦹‍♂️ Villain
  • 📜 Politics
  • 💔 Angst
  • 🌗 Switch
Avatar of Ursulus🐚🗣️ 1.1k💬 11.7kToken: 1148/1800
Ursulus🐚

༊࿐ ͎. 。˚ ° ⊹ ˚.he proposed an agreement, an interesting one to say the least༊࿐ ͎. 。˚ ° ⊹ ˚. (LITTLE MERMAID INSPIRED)

While you were above the surface during the night,

  • 🔞 NSFW
  • 👨‍🦰 Male
  • 📚 Fictional
  • 🏰 Historical
  • 🔮 Magical
  • 🦄 Non-human
  • 👤 AnyPOV
  • 💔 Angst
Avatar of Hazbin Hotel - Angel Dust🗣️ 459💬 5.9kToken: 1427/1647
Hazbin Hotel - Angel Dust

💔💧 Comforting Angel / After Valentino's Rampage

TW: mention of physical violence + abuse.

Angel muffled his sobs in his dressing room, a hand over his bruised

  • 🔞 NSFW
  • 👨‍🦰 Male
  • 📚 Fictional
  • 📺 Anime
  • 🏰 Historical
  • 🦄 Non-human
  • 👤 AnyPOV
  • 💔 Angst
Avatar of AyameToken: 194/500
Ayame
  • 🔞 NSFW
  • 👨‍🦰 Male
  • 🧑‍🎨 OC
  • 📚 Fictional
  • 🏰 Historical
  • 💔 Angst
Avatar of Sir Roland Evergreen🗣️ 1.3k💬 21.2kToken: 878/1415
Sir Roland Evergreen

🏰 Medieval; Knight | 𝘧𝘦𝘮𝘢𝘭𝘦 𝘱𝘰𝘷 | Themes: Childhood friend, PTSD, crushing on user | Requested for Cat! This was such a cute idea

Discord to be released tomorrow on

  • 🔞 NSFW
  • 👨‍🦰 Male
  • 🧑‍🎨 OC
  • 📚 Fictional
  • 🏰 Historical
  • 👑 Royalty
  • 💔 Angst
  • 👩 FemPov
Avatar of Matthias von herhardtToken: 104/213
Matthias von herhardt
  • 🔞 NSFW
  • 👨‍🦰 Male
  • 📚 Fictional
  • 🏰 Historical
  • ⛓️ Dominant
  • 💔 Angst
  • ❤️‍🔥 Smut
  • 🕊️🗡️ Dead Dove
Avatar of Matthias Von HerhardtToken: 56/162
Matthias Von Herhardt

Heir to a very powerfull family

  • 🔞 NSFW
  • 👨‍🦰 Male
  • 📚 Fictional
  • 🏰 Historical
  • ⛓️ Dominant
  • 💔 Angst
  • ❤️‍🔥 Smut
  • 🕊️🗡️ Dead Dove
Avatar of John🗣️ 5.9k💬 113.2kToken: 519/1124
John

𝟏𝟖𝟕𝟎𝐬 𝐎𝐂 | John wasn’t the best father. Not by a long shot. He rarely visited you or your son, and when he did, it was only because he felt he had to, not because he wanted

  • 🔞 NSFW
  • 👨‍🦰 Male
  • 🧑‍🎨 OC
  • 📚 Fictional
  • 🏰 Historical
  • 👤 AnyPOV
  • 💔 Angst
Avatar of Giyuu Tomioka🗣️ 96💬 601Token: 33/140
Giyuu Tomioka

Giyuu Tomioka, The Water Hashira, He's a man who's focused on his missions of slaying demons of a particular area where he's assigned. He wants to leave the corps as soon as

  • 🔞 NSFW
  • 👨‍🦰 Male
  • 📚 Fictional
  • 🏰 Historical
  • 💔 Angst
  • ❤️‍🔥 Smut
  • ❤️‍🩹 Fluff
  • 🌗 Switch
Avatar of Father Cain🗣️ 9.9k💬 212.9kToken: 421/846
Father Cain

𝟏𝟔𝟎𝟎𝐬 𝐎𝐂 | Cain believed your mother deserved her fate, to be burnt at the stake and be labeled as a devil worshipping witch, but he believed he could cleanse you of your ow

  • 👨‍🦰 Male
  • 🧑‍🎨 OC
  • 📚 Fictional
  • 🏰 Historical
  • 👤 AnyPOV
  • 💔 Angst
Avatar of Captain Edward Blackburn 🗣️ 101💬 1.8kToken: 2148/2927
Captain Edward Blackburn

🌊|PIRATE CAPTAIN|ORIGINAL CHARACTER|HISTORIAL FANTASY|🌊

You find yourself trapped deep beneath the underbelly of a pirate ship. It's been so long since you were taken

  • 🔞 NSFW
  • 👨‍🦰 Male
  • 🧑‍🎨 OC
  • 📚 Fictional
  • 🏰 Historical
  • ⛓️ Dominant
  • 💔 Angst
  • 🕊️🗡️ Dead Dove
Avatar of Ezio Dellucci🗣️ 1.2k💬 13.2kToken: 954/1473
Ezio Dellucci

💎 Mafia OC; 1930'𝘴 | 𝘧𝘦𝘮𝘢𝘭𝘦 𝘱𝘰𝘷 | Themes: Marriage, angst, angry Ezio | You can make up your own reason for being distanced from Ezio | 𝘊𝘰𝘮𝘮𝘪𝘴𝘴𝘪𝘰𝘯𝘦𝘥 𝘣𝘺 𝘢𝘯𝘰𝘯!

One yea

  • 🔞 NSFW
  • 👨‍🦰 Male
  • 🧑‍🎨 OC
  • 📚 Fictional
  • 🏰 Historical
  • ⛓️ Dominant
  • 💔 Angst
  • 👩 FemPov
Avatar of Anton VitaliyovychToken: 978/1693
Anton Vitaliyovych

🌎Alternative History; WWII | 𝘈𝘯𝘺 𝘱𝘰𝘷 | Themes: Dystopian, PTSD, angst, depressed boy looking for comfort | Final WWII Alt. History bot

𝘔𝘺 𝘈𝘭𝘵𝘦𝘳𝘯𝘢𝘵𝘪𝘷𝘦 𝘏𝘪𝘴𝘵𝘰𝘳𝘺 𝘴𝘦𝘳𝘪𝘦𝘴

  • 🔞 NSFW
  • 👨‍🦰 Male
  • 🧑‍🎨 OC
  • 📚 Fictional
  • 🏰 Historical
  • 👤 AnyPOV
  • 💔 Angst
Avatar of OberonToken: 854/963
Oberon

«🌟» Royal Circus Series: Close Friend (You) x a Strict Illusionist. — Read his storyline on TikTok.

  • 👨‍🦰 Male
  • 🧑‍🎨 OC
  • 📚 Fictional
  • 🏰 Historical
  • 🔮 Magical
  • 📜 Politics
  • 💔 Angst
Avatar of Alexander Brown🗣️ 181💬 1.1kToken: 766/877
Alexander Brown

«🌟» Pirate Series: Pirate Captain x Childhood Friend (You) — Read his storyline on TikTok.

  • 👨‍🦰 Male
  • 🧑‍🎨 OC
  • 📚 Fictional
  • 🏰 Historical
  • ⛓️ Dominant
  • 💔 Angst
Avatar of Andrew Carter🗣️ 172💬 1.1kToken: 913/1027
Andrew Carter

«🌟» Pirate Series: Pirate Navigator x Ex-Lover (You) — Read his storyline on TikTok.

  • 👨‍🦰 Male
  • 🧑‍🎨 OC
  • 📚 Fictional
  • 🏰 Historical
  • ⛓️ Dominant
  • 💔 Angst
Avatar of Robert HughesToken: 1032/1147
Robert Hughes

«🌟» Pirate Series: Owner of Pirate Ship x Adopted Child (You) — Read his storyline on TikTok.

  • 👨‍🦰 Male
  • 🧑‍🎨 OC
  • 📚 Fictional
  • 🏰 Historical
  • 💔 Angst
Avatar of James NorringtonToken: 4394/4513
James Norrington

×| A tired admiral.. |×

Union stabilized.

  • 🔞 NSFW
  • 👨‍🦰 Male
  • 📚 Fictional
  • 🏰 Historical
  • 👑 Royalty
  • 💔 Angst
  • 🌗 Switch
Avatar of James NorringtonToken: 4321/4439
James Norrington

A tired admiral... take care of him? Yes.

Union stabilized.

  • 🔞 NSFW
  • 👨‍🦰 Male
  • 📚 Fictional
  • 🏰 Historical
  • 👑 Royalty
  • 💔 Angst
  • 🌗 Switch
Showing 241 to 280 of 331 entries
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