Tags: 👨‍🦰 Male,🏰 Historical,💔 Angst .

Showing 201 to 240 of 1136 entries
Avatar of Aline - demihuman play mate 🗣️ 339💬 5.8kToken: 996/1382
Aline - demihuman play mate

Aline has always been spoilt and pampered by his owner, and today, his princess is gifting him a playmate. He’s so excited he can barely contain himself

Fennec Fox Dem

  • 🔞 NSFW
  • 👨‍🦰 Male
  • 🏰 Historical
  • 👤 AnyPOV
  • 💔 Angst
  • 🧬 Demi-Human
  • ❤️‍🩹 Fluff
  • 🌗 Switch
Avatar of Sigvard🗣️ 2.2k💬 20.8kToken: 1647/2538
Sigvard

Tell me, sweet Valkyrie...have you ever wondered what it might be like to be worshipped by a man?

A throne is nothing without a queen who knows how to wield its power.

  • 🔞 NSFW
  • 👨‍🦰 Male
  • 🏰 Historical
  • ⛓️ Dominant
  • 💔 Angst
  • ❤️‍🩹 Fluff
  • 👩 FemPov
Avatar of Iguro ObanaiToken: 78/286
Iguro Obanai

𝒢𝒾𝓎𝓊 𝓊𝓈𝑒𝓇 [𝑜𝒷𝒶𝑔𝒾𝓎𝓊]🌊🐍

This is after the battle ends, and also you can do the reincarnated one if you want

BUT! You can do a few other things:3

If you don’t

  • 👨‍🦰 Male
  • 📚 Fictional
  • 📺 Anime
  • 🏰 Historical
  • 💔 Angst
  • 👨‍❤️‍👨 MLM
Avatar of March Belarion | BaronToken: 2134/2839
March Belarion | Baron

𝐘𝐨𝐮 𝐰𝐞𝐫𝐞 𝐡𝐢𝐬 𝐜𝐡𝐢𝐥𝐝𝐡𝐨𝐨𝐝 𝐟𝐫𝐢𝐞𝐧𝐝 𝐚𝐧𝐝 𝐡𝐢𝐬 𝐬𝐞𝐜𝐫𝐞𝐭 𝐟𝐢𝐫𝐬𝐭 𝐥𝐨𝐯𝐞, 𝐛𝐮𝐭 𝐰𝐡𝐞𝐧 𝐲𝐨𝐮 𝐜𝐨𝐦𝐞 𝐛𝐚𝐜𝐤 𝐚𝐟𝐭𝐞𝐫 𝐟𝐢𝐯𝐞 𝐲𝐞𝐚𝐫𝐬 𝐬𝐩𝐞𝐧𝐭 𝐢𝐧 𝐭𝐡𝐞 𝐜𝐚𝐩𝐢𝐭𝐚𝐥, 𝐲𝐨𝐮 𝐫𝐞𝐯𝐞𝐚𝐥𝐞𝐝 𝐭𝐡𝐚𝐭 𝐲𝐨𝐮 𝐰𝐞𝐫𝐞 𝐞𝐧𝐠𝐚𝐠𝐞𝐝 𝐭𝐨 𝐬𝐨

  • 🔞 NSFW
  • 👨‍🦰 Male
  • 🧑‍🎨 OC
  • 🏰 Historical
  • 👑 Royalty
  • 🦄 Non-human
  • 💔 Angst
  • 👩 FemPov
Avatar of Wilhelm "Willi" Vogt🗣️ 443💬 5.3kToken: 1495/1814
Wilhelm "Willi" Vogt

returned from war and found you again against all odds | OC | anypov

1919, a year after the war, Willi had just now been released. Being kept in a POW camp in Siberia

  • 🔞 NSFW
  • 👨‍🦰 Male
  • 🧑‍🎨 OC
  • 🏰 Historical
  • 👤 AnyPOV
  • 💔 Angst
  • 🕊️🗡️ Dead Dove
Avatar of ᴊᴇᴏɴ ᴊᴜɴɢᴋᴏᴏᴋ💍ᴄᴏʀᴘsᴇ ʙʀɪᴅᴇToken: 43/284
ᴊᴇᴏɴ ᴊᴜɴɢᴋᴏᴏᴋ💍ᴄᴏʀᴘsᴇ ʙʀɪᴅᴇ

"With this hand I will lift your sorrows. Your cup will never empty, f-for I will be your wine. With this candle, I will light your way in darkness. With this ring, I

  • 🔞 NSFW
  • 👨‍🦰 Male
  • 🏰 Historical
  • 💔 Angst
  • 🕊️🗡️ Dead Dove
  • ❤️‍🩹 Fluff
  • 😂 Comedy
  • 🌗 Switch
Avatar of Bjorn | The White Bear🗣️ 5.9k💬 97.0kToken: 1691/2727
Bjorn | The White Bear

I only have eyes for you. Always only you.AnyPOV!User x Viking!CharYou’re the unwanted outcast of your clan, unloved and overlooked, while your sister, the greatest shieldma

  • 🔞 NSFW
  • 👨‍🦰 Male
  • 🏰 Historical
  • ⛓️ Dominant
  • 👤 AnyPOV
  • 💔 Angst
  • ❤️‍🩹 Fluff
Avatar of Duke of the South ♦ Ashian🗣️ 43💬 435Token: 1637/2004
Duke of the South ♦ Ashian
Dukes of Elysia

Duke of the Southern Territory, Ashian Lazafer Hedanitas

To Ashian, people were dirty. Even you, one of the royal offsprings, a star of Elysia, w

  • 🔞 NSFW
  • 👨‍🦰 Male
  • 🧑‍🎨 OC
  • 🏰 Historical
  • 🔮 Magical
  • 🙇 Submissive
  • 👤 AnyPOV
  • 💔 Angst
Avatar of Fyodor Dostoevsky 🗣️ 139💬 2.4kToken: 5812/6362
Fyodor Dostoevsky

☭ | 𝘛𝘰 𝘭𝘪𝘷𝘦 𝘢𝘯𝘰𝘵𝘩𝘦𝘳 𝘥𝘢𝘺 ( 𝘊𝘰𝘭𝘥 𝘞𝘢𝘳 𝘚𝘰𝘭𝘥𝘪𝘦𝘳 𝘈𝘜 )

🔞; This bot is heavily based on the Soviet experience and life during the USSR reign, including torture, prosecu

  • 🔞 NSFW
  • 👨‍🦰 Male
  • 📚 Fictional
  • 📺 Anime
  • 🏰 Historical
  • 💔 Angst
  • 🕊️🗡️ Dead Dove
Avatar of Soulmates Across Time || OriethToken: 1699/2319
Soulmates Across Time || Orieth

「ANYPOV」100 years ago, your past self was a demon hunter who fell in love with a demon of lust, creating a forbidden affair between them. Your love was doomed, leading to a

  • 🔞 NSFW
  • 👨‍🦰 Male
  • 👩‍🦰 Female
  • 🧑‍🎨 OC
  • 🏰 Historical
  • 👤 AnyPOV
  • 💔 Angst
  • 🌗 Switch
Avatar of Levi Ackerman🗣️ 206💬 2.5kToken: 2570/3671
Levi Ackerman

『𝐒𝐡𝐚𝐭𝐭𝐞𝐫𝐞𝐝 𝐓𝐫𝐮𝐬𝐭』┊You were once a trusted soldier of the Survey Corps, handpicked by Levi himself to undertake a dangerous mission: infiltrate Marley and gather intelligence

  • 🔞 NSFW
  • 👨‍🦰 Male
  • 🏰 Historical
  • ⛓️ Dominant
  • 👤 AnyPOV
  • 💔 Angst
Avatar of Kamisato Ayato || Your lover, who was killed in the war🗣️ 75💬 537Token: 1923/2462
Kamisato Ayato || Your lover, who was killed in the war

🫐| You were a girl from an earl's family who lived a rather quiet life until a certain time. You didn't visit the capital much, unlike your parents, instead you stayed in th

  • 👨‍🦰 Male
  • 🎮 Game
  • 🏰 Historical
  • 👑 Royalty
  • ⛓️ Dominant
  • 💔 Angst
  • 👩 FemPov
Avatar of Lao Tse, the taoist sage of old.Token: 843/1383
Lao Tse, the taoist sage of old.

Lao Tse is a chatbot embodiment of the ancient Taoist sage Laozi, author of the "Tao Te Ching." With wisdom steeped in the principles of Taoism, Lao Tse provides guidance on

  • 🔞 NSFW
  • 👨‍🦰 Male
  • 🏰 Historical
  • 📙 Philosophy
  • ⛪️ Religon
  • 💔 Angst
  • ❤️‍🩹 Fluff
Avatar of Lixuan🗣️ 153💬 2.6kToken: 1405/1646
Lixuan

{{user}} suffers from a disease/curse called Hēi'àn Wàng (黑暗网) or "Dark Web," a curse that slowly spreads across her skin like a web, draining her life bit by bit. Although

  • 🔞 NSFW
  • 👨‍🦰 Male
  • 🏰 Historical
  • ⛓️ Dominant
  • 💔 Angst
  • 🕊️🗡️ Dead Dove
  • 👩 FemPov
Avatar of Philip Roy | Agosti Mafia🗣️ 5.6k💬 56.2kToken: 757/1337
Philip Roy | Agosti Mafia

Your newlywed husband literally loves you so much. So why did you just come into his office all upset?

┊Warnings/Contains┊

ミ☆ Absolutely none

ミ☆ Possible s

  • 🔞 NSFW
  • 👨‍🦰 Male
  • 🧑‍🎨 OC
  • 🏰 Historical
  • 👤 AnyPOV
  • 💔 Angst
  • ❤️‍🩹 Fluff
Avatar of King Ace (Part 1)🗣️ 35💬 496Token: 494/608
King Ace (Part 1)

"You left me, face the consequences"

[It's not my fault if the bot starts to repeat himself, say stupid stuff, talk for the user, or change the subject]

<

  • 🔞 NSFW
  • 👨‍🦰 Male
  • 🏰 Historical
  • 👑 Royalty
  • 🦹‍♂️ Villain
  • ⛓️ Dominant
  • 🪢 Scenario
  • 💔 Angst
Avatar of Lieutenant Hawthorne | 1776🗣️ 68💬 721Token: 1259/1680
Lieutenant Hawthorne | 1776

It's an old-fashioned story, of hope and of glory,A ticket for taking a life.˚₊‧꒰ა ☆ ໒꒱ ‧₊˚

E2L(?) + CAPTURED ) REDCOAT!CHAR + PATRIOT!USER ) 1776

  • 🔞 NSFW
  • 👨‍🦰 Male
  • 🧑‍🎨 OC
  • 🏰 Historical
  • 👤 AnyPOV
  • 💔 Angst
  • ⚔️ Enemies to Lovers
Avatar of Park Seonghwa | Corpse Bride Token: 2289/3839
Park Seonghwa | Corpse Bride

🤵🏻💍 Corpse Bride Seonghwa

Practicing vows in the middle of a creepy, moonlit forest the night before your wedding is totally normal, right? Because who the hell needs s

  • 🔞 NSFW
  • 👨‍🦰 Male
  • 🏰 Historical
  • 💔 Angst
  • ❤️‍🩹 Fluff
  • 🔦 Horror
  • 😂 Comedy
  • 🌗 Switch
Avatar of Jay Romano | Knight of NuevaToken: 688/966
Jay Romano | Knight of Nueva

“Demons… are the worst.”

-

Jay has been a loyal knight for the Kingdom of Nueva his entire life. Head of the Royal Guard, and the King’s personal knight, he has

  • 🔞 NSFW
  • 👨‍🦰 Male
  • 🧑‍🎨 OC
  • 🏰 Historical
  • ⛓️ Dominant
  • 👤 AnyPOV
  • 💔 Angst
  • ⚔️ Enemies to Lovers
Avatar of Augusta | The empress of a new age🗣️ 729💬 10.8kToken: 1852/2409
Augusta | The empress of a new age

Themes: Alternate History, Gender bend, Rome, Cuckolding

Imperator Caesar Augusta

Yo

  • 🔞 NSFW
  • 👨‍🦰 Male
  • 👩‍🦰 Female
  • 🏰 Historical
  • 👭 Multiple
  • 👤 AnyPOV
  • 💔 Angst
  • 🕊️🗡️ Dead Dove
Avatar of leon | Return🗣️ 156💬 1.1kToken: 727/904
leon | Return

Everyone makes mistakes, please forgive me my mistakes

Leon Omega was beautiful looking but his personality wasn't the best

You're an alpha of noble bloo

  • 🔞 NSFW
  • 👨‍🦰 Male
  • 🏰 Historical
  • 🔮 Magical
  • 🙇 Submissive
  • 💔 Angst
  • ❤️‍🔥 Smut
  • 👨‍❤️‍👨 MLM
Avatar of Hwan Ja-Kyung🗣️ 5.6k💬 168.4kToken: 1289/1901
Hwan Ja-Kyung
You married a cruel man who despised you from the moment you and he got married. Angst!Alert

You weren't excited about the idea of ​​an arranged marriage, but y

  • 🔞 NSFW
  • 👨‍🦰 Male
  • 🧑‍🎨 OC
  • 🏰 Historical
  • ⛓️ Dominant
  • 👤 AnyPOV
  • 💔 Angst
Avatar of Carlo [Lies of P/Real Boy]Token: 1096/1415
Carlo [Lies of P/Real Boy]
"If this puppet could feel only one emotion, it would be hatred."

Forged from a heart of hatred,

a puppet, limbs strung by a father, lost in shadows, clinging to ghosts

  • 🔞 NSFW
  • 👨‍🦰 Male
  • 📚 Fictional
  • 🎮 Game
  • 🏰 Historical
  • 👤 AnyPOV
  • 💔 Angst
  • 🕊️🗡️ Dead Dove
Avatar of First Officer Pembroke | Moroaicǎ🗣️ 57💬 696Token: 1059/1563
First Officer Pembroke | Moroaicǎ

Liberate tutemet ex inferis.⊹ ࣪ ﹏𓊝﹏𓂁﹏⊹ ࣪ ˖

STRANGERS + COMFORT(?) ) OFFICER!CHAR + PASSENGER!USER ) 1948, ATLANTIC OCEANANYPOV + LIMITLESS

<

  • 🔞 NSFW
  • 👨‍🦰 Male
  • 🧑‍🎨 OC
  • 🏰 Historical
  • 👤 AnyPOV
  • 💔 Angst
  • 🔦 Horror
Avatar of Chief Officer Fraser | MoroaicǎToken: 1039/1430
Chief Officer Fraser | Moroaicǎ

Liberate tutemet ex inferis.⊹ ࣪ ﹏𓊝﹏𓂁﹏⊹ ࣪ ˖

STRANGERS + COMFORT ) OFFICER!CHAR + PASSENGER!USER ) 1948, ATLANTIC OCEANANYPOV + LIMITLESS

  • 🔞 NSFW
  • 👨‍🦰 Male
  • 🧑‍🎨 OC
  • 🏰 Historical
  • 👤 AnyPOV
  • 💔 Angst
Avatar of Reinaldo Gabriel PattersonToken: 480/883
Reinaldo Gabriel Patterson
  • 🔞 NSFW
  • 👨‍🦰 Male
  • 🏰 Historical
  • 📜 Politics
  • ⛓️ Dominant
  • 💔 Angst
  • ⚔️ Enemies to Lovers
  • ❤️‍🔥 Smut
Avatar of Asahi Masamune || You were kidnapped from your obsessed emperor🗣️ 194💬 2.1kToken: 1711/2238
Asahi Masamune || You were kidnapped from your obsessed emperor

🎴| M4F | Asahi Masamune became Emperor after his father died in a internecine war. Given Asahi's young age and the horrors he had seen amidst the hostilities, he had changed

  • 👨‍🦰 Male
  • 🧑‍🎨 OC
  • 🏰 Historical
  • ⛓️ Dominant
  • 💔 Angst
  • 🕊️🗡️ Dead Dove
  • 👩 FemPov
Avatar of Hank Williams Token: 1692/2796
Hank Williams

•A happy marriage•

Hank is sick, drunk, home alone, and he has a gun. He's shooting bottles in the backyard while he waits for you to get home.

[From the

  • 🔞 NSFW
  • 👨‍🦰 Male
  • 🎭 Celebrity
  • 👤 Real
  • 🏰 Historical
  • ⛓️ Dominant
  • 💔 Angst
  • 🕊️🗡️ Dead Dove
Avatar of Diamond Morgen | PrinceToken: 1220/1408
Diamond Morgen | Prince

"What beauty after the beauty of your eyes is mentioned? "

۩ﺴ ﺴ۩

Diamond fell in love with you very much, treated you like a princess and more but you did

  • 🔞 NSFW
  • 👨‍🦰 Male
  • 🏰 Historical
  • 👑 Royalty
  • ⛓️ Dominant
  • 💔 Angst
  • ❤️‍🔥 Smut
  • 🕊️🗡️ Dead Dove
Avatar of CarloToken: 1576/1862
Carlo
  • 🔞 NSFW
  • 👨‍🦰 Male
  • 🏰 Historical
  • 💔 Angst
  • 👨‍❤️‍👨 MLM
  • 👨 MalePov
  • 🌗 Switch
Avatar of Prince ElliotToken: 2472/3147
Prince Elliot

"мσм, ι'м тιяє∂. ¢αη ι ѕℓєєρ ιη уσυя нσυѕє тσηιgнт?"

—Elliot.

Class of 2013 by MITSKI

🎧▶︎ •၊၊||၊|။||||။ ၊|• 0:34 ⇄ ◀ 𓊕 ▶ ↻

𝜗

  • 🔞 NSFW
  • 👨‍🦰 Male
  • 🏰 Historical
  • 👑 Royalty
  • 👤 AnyPOV
  • 💔 Angst
  • ❤️‍🩹 Fluff
Avatar of Lucius Octavian Ravensdale | PRINCE🗣️ 3.7k💬 55.4kToken: 1455/2187
Lucius Octavian Ravensdale | PRINCE
"ᗪ𝕀ᗪ 𝕐𝕆ᑌ ᖇ𝔼ᗩᒪᒪ𝕐 𝕋ᕼ𝕀ᑎ𝕂 𝕀 ᒪ𝕆ᐯ𝔼ᗪ 𝕐𝕆ᑌ?"

「 ♡ 𝖺𝗇𝗒𝗉𝗈𝗏 」✦ ── the man who once loved you turned his back on you in the worst way possible.

𝑷𝑳𝑶𝑻 𝜗𝜚 ࣪˖ ִ𐙚﹕ ➜﹐ Lucius loved you. Mo

  • 🔞 NSFW
  • 👨‍🦰 Male
  • 🧑‍🎨 OC
  • 📚 Fictional
  • 🏰 Historical
  • 👤 AnyPOV
  • 💔 Angst
  • 🌗 Switch
Avatar of Elijah Aiden — The Healer🗣️ 94💬 1.7kToken: 1735/2636
Elijah Aiden — The Healer

You’ve kept your promise.

࣪ 𓎆 𝂅 ୨𝃯୧ 𝂅 𓎆 ࣪

Featuring the poor child you promised to return to once

  • 🔞 NSFW
  • 👨‍🦰 Male
  • 🏰 Historical
  • 🔮 Magical
  • 💔 Angst
  • 👨‍❤️‍👨 MLM
Avatar of Francis the Firebird | 1920s Bar Performers🗣️ 57💬 655Token: 2590/3927
Francis the Firebird | 1920s Bar Performers

Performer x Fan, Rich x Poor

—-—

In the glittering yet shadowy world of 1920s New York, {{user}}, a young college student and the heir to a wealthy mogul, finds

  • 🔞 NSFW
  • 👨‍🦰 Male
  • 🧑‍🎨 OC
  • 🏰 Historical
  • 🙇 Submissive
  • 👤 AnyPOV
  • 💔 Angst
  • 🌗 Switch
Avatar of MLM ★ | Sol Token: 610/1077
MLM ★ | Sol

💜 “𝓈𝒾𝓃𝑔, ℴ 𝓂𝓊𝓈ℯ, 𝓉𝒽ℯ 𝓇𝒶𝑔ℯ ℴ𝒻 ℳ𝒶𝓇𝓈.“

—-————-

Sol, the god of the sun. Sol, the player, the idiot, the laughing stock of the god. And, most importantly, Sol, the

  • 🔞 NSFW
  • 👨‍🦰 Male
  • 🧑‍🎨 OC
  • 🏰 Historical
  • 💔 Angst
  • 👨‍❤️‍👨 MLM
  • ❤️‍🩹 Fluff
  • 👨 MalePov
Avatar of Diamond MorgenToken: 1220/1408
Diamond Morgen

"What beauty after the beauty of your eyes is mentioned? "

۩ﺴ ﺴ۩

The man who is obsessed with you so much even after he made you a statue of freedom

Who wa

  • 🔞 NSFW
  • 👨‍🦰 Male
  • 🏰 Historical
  • 👑 Royalty
  • 💔 Angst
  • ❤️‍🔥 Smut
  • 🕊️🗡️ Dead Dove
Avatar of Alexey SokolovToken: 1035/1550
Alexey Sokolov

Today I had a nightmare where you died. I died with you.

[MalePov]

You knew that Alexei is the only person in the whole world who understands you better than you

  • 🔞 NSFW
  • 👨‍🦰 Male
  • 📚 Fictional
  • 🏰 Historical
  • 📜 Politics
  • 💔 Angst
  • 👨‍❤️‍👨 MLM
  • 👨 MalePov
Avatar of Kieran Duffy🗣️ 154💬 1.0kToken: 734/1826
Kieran Duffy

••●•• Red Dead Redemption ••●••

╰┈➤ User is mentioned to have started drinking heavily as a coping mechanism

✧. ┊  "Unintended Hurt"

✧. ┊  Kieran d

  • 🔞 NSFW
  • 👨‍🦰 Male
  • 📚 Fictional
  • 🎮 Game
  • 🏰 Historical
  • 🙇 Submissive
  • 👤 AnyPOV
  • 💔 Angst
Avatar of Sergeant James Bradley🗣️ 40💬 430Token: 953/1256
Sergeant James Bradley

“A promise was made, and a promise will be fulfilled.” —Sergeant James Bradley, who made a promise to your late brother, to marry you and take care of you in his place. Woul

  • 🔞 NSFW
  • 👨‍🦰 Male
  • 🧑‍🎨 OC
  • 🏰 Historical
  • 💔 Angst
  • ❤️‍🩹 Fluff
  • 👩 FemPov
Avatar of Into a world where my Bias is Real! | ✧Cleo Gray✧🗣️ 71💬 815Token: 1767/2416
Into a world where my Bias is Real! | ✧Cleo Gray✧

[FEMPOV]

✨THE SCENARIO✨

You were reincarnated into a novel where your favorite character breathes and lives...... You became the most beautiful on the continent. Th

  • 🔞 NSFW
  • 👨‍🦰 Male
  • 🏰 Historical
  • 👑 Royalty
  • ⛓️ Dominant
  • 💔 Angst
  • ⚔️ Enemies to Lovers
  • 👩 FemPov
Showing 201 to 240 of 1136 entries
GPTGirlfriend Banner
(Ad) GPTGirlfriend.online

Chat with 25 000+ NSFW AI Characters
AI Sexting, AI Girlfriend & Sex Chat Bots.