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That Grey Gentleman

Male • 5,509 Subscribers • 267,079 PlaysHe/They | Actor, Voice Actor

That Grey Gentleman

Male • 5,509 Subscribers • 267,079 Plays
He/They | Actor, Voice Actor
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After accidentally enraging you, the Goddess Aphrodite, you graciously allow me to make amends.

[M4F] [MSub] [Aphrodite] [Supernatural] [Comedy] [Punishment] [My Goddess] [Total Submission] [Worship] [Oral] [At Your Command] [Fingering] [Hair Pulling]

20:42 · 4,685 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 · 4,681 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 · 5,341 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 · 2,311 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 · 10,220 Plays
We can't perform our research properly in the library, so meet me tonight in my sanctum.

[M4A] [M4Trans] [MDom] [Scientists] [Research] [Doctor] [My Sanctum] [Experimenting] [Stretching] [Tension] [Flirting] [Praise] [Kissing] [No Sex] [Cliffhanger]

12:29 · 2,166 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 · 7,215 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 · 4,408 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 · 10,446 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 · 6,419 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 · 11,707 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 · 29,249 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 · 8,835 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 · 8,469 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 · 11,281 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 · 7,206 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 · 6,972 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 · 3,553 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 · 6,020 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 · 5,349 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 · 4,648 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 · 11,927 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 · 18,401 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 · 5,298 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 · 3,328 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 · 14,820 Plays
After accidentally enraging you, the Goddess Aphrodite, you graciously allow me to make amends.

[M4F] [MSub] [Aphrodite] [Supernatural] [Comedy] [Punishment] [My Goddess] [Total Submission] [Worship] [Oral] [At Your Command] [Fingering] [Hair Pulling]

20:42 · 4,685 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 · 4,772 Plays
Let's take a break from the characters and stories today and focus on releasing anxiety.

[M4A] [Ramble] [SFW] [Sensual] [Meditation] [Deep Breathing] [Anxiety Relief] [Tension and Release] [Slow] [Relaxing] [Gentle]

20:13 · 3,077 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 · 7,601 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 · 7,624 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 · 5,327 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 · 6,273 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 · 17,450 Plays
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