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That Grey Gentleman

Male • 4,709 subscribers • 205,229 playsHe/They | Actor, Voice Actor

That Grey Gentleman

Male • 4,709 subscribers • 205,229 plays
He/They | Actor, Voice Actor

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If you're going to become king, you'll need to know how to handle yourself.

[M4M] [MDom] [Historical] [Sword Fighting] [Training] [Knight x Prince] [Teasing] [Masturbation] [Praise] [Your Cavalier] [Frotting] [Encouragement] [Aftercare] [Falling for You]

13:48 · 2,518 plays

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If you're going to become king, you'll need to know how to handle yourself.

[M4M] [MDom] [Historical] [Sword Fighting] [Training] [Knight x Prince] [Teasing] [Masturbation] [Praise] [Your Cavalier] [Frotting] [Encouragement] [Aftercare] [Falling for You]

13:48 · 2,518 plays
There's only one bedroom left available for tonight? Fine...that'll do.

[M4F] [MDom] [Villain x Hero] [Fantasy] [Stormy Night] [Tavern] [Sneaky] [Passionate] [Rough] [Oral] [Growling] [Master] [Beloved] [Fingering] [Choking] [Praise]

14:21 · 6,947 plays
We have to keep quiet, but I'm not going to make it easy for you. (TW: Firefight, Tinnitus)

[M4A] [MDom] [Partners in Crime] [Romance] [Wounded] [Blood] [Praise] [Hiding] [Penetration] [Vertical]

15:48 · 7,243 plays
I’m being sincere — there’s no one around to pretend for.

[M4F] [Historical] [Royal Ball] [Accent] [Friends to Lovers] [Mutual Pining] [Confession] [Making Out] [SFX] [Music] [Crescendo] [Passionate] [Praise] [Moaning] [In My Lap] [Holding You] [Aftercare]

15:52 · 10,162 plays
I need to finish my work...What? No, I'm fine. I don't need the day off.

[M4F] [MSub] [Personal Assistant x Boss] [Sick] [Taking Care] [Distracting Me] [Bondage] [Tied to My Chair] [Oral] [Moaning] [Riding] [Taking Me Home]

19:58 · 4,602 plays
I can tell you've had a hard day. Let me help you work out that tension.

[M4A] [Masseuse] [Gentle MDom] [German] [Liebchen] [Stress Relief] [Daddy] [Praise] [Breathe for Me] [Oral] [Caring] [Patronizing] [Orgasm Control] [Aftercare] [For All Genders]

13:02 · 5,336 plays
Enjoy this departure from my regular content and take a peek behind the curtain.

[M4A] [Bloopers] [April Fools] [Goofs and Gaffs] [Outtakes] [Compilation] [Silly] [Mostly SFW]

16:36 · 2,768 plays
If you're going to wear the crown, you'll have to learn some manners.

[M4M] [MDom] [Historical] [Prince x Knight] [Condescending] [Comparing Scars] [Brat Taming] [Wrestling] [Size Difference] [Punishment] [Spanking] [Grinding] [JOI] [Your Cavalier]

20:10 · 4,485 plays
I heard about the proposal. Have you answered him?

[M4F] [Historical] [Royal Ball] [Gossip] [Love Triangle] [Passionate] [MSub] [My Darling] [Take Charge] [Oral] [Moaning] [Praise] [Crescendo] [You Undo Me] [Aftercare] [Bittersweet] [Friends to Lovers] [Romance]

20:43 · 4,433 plays
My agency wants me to take care of you...and orders are orders. (CW: Tinnitus, Gunshot, PTSD)

[M4A] [MDom] [Agents] [Rough] [Argument] [Bondage] [Penetration] [Stop] [Tender] [Gentle] [Romance] [Scratching] [Riding] [Burn It All Down for You] [Partners in Crime]

22:54 · 3,667 plays
After your divorce, you've needed someone handy like me to help around the house.

[M4F] [MDom] [Neighbors] [Divorcee] [Sweaty] [Burly] [Nervous] [Consent] [Passionate] [Rough] [Ripping Your Dress] [Praise] [Oral] [Manhandling] [Kitchen Sex] [Penetration]

26:45 · 7,891 plays
After a great betrayal, we find ourselves entombed together.

[M4F] [Villain] [Hero] [First Watch] [Fantasy] [Passion] [Confession] [SFX] [Historical Innuendo] [Turning the Tables] [Praise] [L-Bombs] [Consent] [Moaning] [Whimpering] [Penetration]

24:36 · 15,894 plays
I'm alright, but I could use some tending to.

[M4F] [Pirates] [Historical] [Princess x Captain] [Accent] [Wounded] [Tending to Me] [L-Bombs] [Heart-Stopping Sex] [Literally] [Slapping] [Praise] [Fuck Me Back to Life] [Penetration] [Aftercare]

25:19 · 3,364 plays
We don't have much more time for privacy tonight, but I will cherish you one last time before I go.

[M4F] [Historical] [Accent] [Music] [Sweet] [Passionate] [Darling] [Gentle] [Under Your Petticoats] [Check Ins] [Oral] [Praise] [Slow] [SFX] [Aftercare]

21:14 · 2,579 plays
Did you really think you could Stowaway on My ship without pay? The Captain's come to collect his due...

[M4F] [MDom] [Historical] [Pirate] [Virginity] [First Time] [Fingering] [Praise] [Consent] [Biting] [SFX] [Accent] [Pirates]

23:37 · 12,195 plays
Maybe if I distract you, your medication won't taste so bad.

[M4TF] [Sci-Fi] [Bionic Listener] [Boyfriend] [Caring] [Medication] [Distraction] [Praise] [Good Girl] [Breast Play] [Oral] [Teasing] [No Penetration]

14:31 · 1,813 plays
That bottle was poisoned. Red, do something!

[M4A] [MDom] [Partners in Crime] [Agents] [Poisoned] [Ice] [Oral] [Choking] [Rough] [Penetration] [Degradation] [Slapping] [Biting] [Only One I Trust] [Cold Shower] [Confession] [L-Bombs]

42:09 · 3,920 plays
I know you're my "secret admirer," but I'm not playing your little game.

[M4F] [MDom] [At the Office] [Boss x Secretary] [JOI] [On My Desk] [Condescending] [Edging] [Fingering] [Good Girl] [Orgasm Control] [Begging]

20:36 · 6,225 plays
So much has changed since we were kids, and maybe our friendship has too.

[M4TF] [MDom] [Best Friends] [Cuddling] [Confession] [Kissing] [Hair Pulling] [Brat Taming] [Oral] [Butt Stuff] [Pretty Please] [Good Girl] [Daddy]

24:12 · 5,531 plays
Your treatment has been a success — now show me what you've learned.

[M4F] [MDom] [Therapist] [Hypnosis] [Surrender] [Instructions] [Teasing] [No Thoughts] [Light Touch] [Praise] [Fingering] [Blowjob] [Encouragement] [Deep Throat] [Commanding]

33:53 · 4,396 plays
You make me a better person — you are my hero, my savior.

[M4A] [In Medias Res] [Switch] [MSub] [Hero x Villain] [Storm SFX] [Bondage] [Whimpering] [Moaning] [Punishment] [L-Bombs] [Degradation] [Passionate] [Darling] [Aftercare] [Redemption Arc]

16:15 · 4,402 plays
If you're sure you want me to be in charge...will you teach me?

[M4F] [ABO] [Werewolves] [Eager Servant] [Fantasy] [Madam] [MSub to Nervous MDom] [Oral] [Switch] [Fingering] [Shifting] [Growling] [Knotting] [Aftercare] [Good Boy] [Omegaverse]

36:03 · 14,822 plays
The library is closing, but your research is fascinating. I'll gladly assist you with your experiments.

[M4TM] [Trans Listener] [MDom] [Top Surgery] [Library] [Accent] [Historical] [Whispering] [Safe Word] [Passionate] [Experimenting] [Aftercare] [Praise]

30:55 · 4,284 plays
Tell me your nightmare and let me chase those awful thoughts away.

[M4F] [MDom] [Pirates] [Historical] [Princess x Captain] [Comfort] [Singing] [Bondage] [Fingering] [First Time] [Check-In] [Penetration] [L-Bombs] [Slow] [Affectionate] [Cock-warming]

29:52 · 7,722 plays
I've had this fear since I was a pup... (TW: Loud Thunder, Astraphobia)

[M4F] [MSub] [Omegaverse] [Werewolves] [Thunderstorm Comfort] [Handjob] [Oral] [Loving] [Affirmations] [Shifting] [Growling] [ABO] [Fantasy]

15:45 · 5,578 plays
I don't know how you found me, but I really need you here.

[M4A] [MSub] [Agents] [Partners in Crime] [Flashback] [First Time] [In Hiding] [Found Me] [Fever] [Cuddling] [Vulnerable] [Tender] [Gentle] [Penetration] [Aftercare] [Cliffhanger]

22:43 · 2,837 plays
I was hoping you’d come in today.

[M4F] [Therapist] [Control Issues] [New Treatment] [Experimental] [Surrender] [Guiding You] [Instructions] [MDom] [Praise] [Encouragement] [Hypnosis] [Undressing You] [Fingering] [Oral] [No Penetration]

21:02 · 9,129 plays
What is this "pressing matter" you need me for?

[M4F] [Sequel] [Personal Assistant x Boss] [Boardroom] [Switchy] [Power Struggle] [Moaning] [Music] [Paper Clips] [Fingering] [Oral] [Go Away Nancy] [DTR] [Confession] [Holding You] [Penetration]

27:48 · 5,557 plays
Let’s go over your schedule for tomorrow — you’ve been going nonstop this week.

[M4F] [Personal Assistant] [Stress Relief] [Whimpers] [MSub] [Your Fuck Toy] [Oral] [SFX] [Moaning] [Use Me]

13:13 · 25,589 plays
Darling, I told you I wanted everything. All of You.

[M4F] [Narration] [Vampire] [MDom] [Biting] [Fangs] [Blood] [Spanking] [Moaning] [Oral] [Penetration] [Riding] [Sweet Girl] [Little Girl] [Good Girl] [Aftercare] [Exhibitionism] [Outdoors] [Adoration]

20:00 · 9,343 plays

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