Jizz

Sir Not Sir pics

Sir that is not the proper use of the water fountain (pic) (nsfw)

Sir that is not the proper use of the water fountain (pic) (nsfw)

pics, WTF

Sir, that is not what donkeys are for [NSFW]

Sir, that is not what donkeys are for [NSFW]

pics

Well, someone's gotta get it going....

Well, someone's gotta get it going....

shibari, Sir_not_sir

Submitted by Request (Sir_not_sir) - Thanks a 
(m)illion

Submitted by Request (Sir_not_sir) - Thanks a (m)illion

ArtGW, GoneWildPlus, gonewild, gaymersgonewild, GaybrosGoneWild

Maybe not, sir, but I swear I'm better at spelling than you.

Maybe not, sir, but I swear I'm better at spelling than you.

lolgrindr

Sir that is not a grab handle

Sir that is not a grab handle

nsfwhardcore

The consent. It is sexy.

The consent. It is sexy.

maledom, Sir_not_sir, MSMD

I love this quote

I love this quote

bdsm, Sir_not_sir

[F]or you, Sir not sir :)

[F]or you, Sir not sir :)

gonewild

Just the basic tools...

Just the basic tools...

bdsm, Sir_not_sir

Shibari - Pentagram Bondage

Shibari - Pentagram Bondage

Sir_not_sir

Shibari - Fanrin's Weave

Shibari - Fanrin's Weave

Sir_not_sir

Shibari Self Restraint Diagram

Shibari Self Restraint Diagram

Sir_not_sir

Sir's CB6000 for me just arrived and I was so excited I could not wait and just put

Sir's CB6000 for me just arrived and I was so excited I could not wait and just put it on now :)

GayKink

Found in /r/funny

Found in /r/funny

Sir_not_sir

I expect her to smile every time I see this.

I expect her to smile every time I see this.

Sir_not_sir

Not getting proper attention (f)rom my Sir, thought i would post a lil something

Not getting proper attention (f)rom my Sir, thought i would post a lil something naughty... ;)

gonewild

Not even i(f) I bend over for you sir? Then can I get some cum tributes? *pouts*

Not even i(f) I bend over for you sir? Then can I get some cum tributes? *pouts*

TributeMe

Sir will not let me cum until I get 100 up votes... Help me please.

Sir will not let me cum until I get 100 up votes... Help me please.

gonewildcurvy

not allowed to touch,watch porn, do ANYTHING for 9 days as punishment from Sir..

not allowed to touch,watch porn, do ANYTHING for 9 days as punishment from Sir.. only a day in and my pussy/ass is craving to be used!

GoneWildPlus

Sir isn't sure i[f] he wants me tonight or not. Anyone else?

Sir isn't sure i[f] he wants me tonight or not. Anyone else?

gonewild

Sir wants to fuck my ass tonight but I'm not in the mood. Need someone to get me

Sir wants to fuck my ass tonight but I'm not in the mood. Need someone to get me worked up. Limits in comments.

FapDeciders

Sir was not having my attitude tonight :(

Sir was not having my attitude tonight :(

Spanking

Umm sir not all women belong in the kitch-..

Umm sir not all women belong in the kitch-..

ImGoingToHellForThis

Sir, my maid Dottie was quite distraught at my decision not to have the latest gas

Sir, my maid Dottie was quite distraught at my decision not to have the latest gas powered geyser installed. She complains of soot, smuts and damage to her uniform whilst tending to the stove. As a caring employer, I have issued new dress guidance to prev

gonewanton

I'm sure I'm not the only one who enjoys a hot bath and reading. Any favorite book

I'm sure I'm not the only one who enjoys a hot bath and reading. Any favorite book recommendations? ?

u_thankyou_sir

Sir, I recently dismissed another maid for burning my breeches by placing them too

Sir, I recently dismissed another maid for burning my breeches by placing them too close to the fire to dry (and I do not wish to discuss her "traditional" sans-soap laundering methods). I have found a superior maid who has most ably demonstrated the appr

gonewanton

Sir, my Maid Peggy suggests that one day, Women might equally use bicycles. I countered

Sir, my Maid Peggy suggests that one day, Women might equally use bicycles. I countered that it was not at all Lady like, even for lowly staff. Peggy soon corrected my views with a practical demonstration of her Female prowess on my Swift Safety, and I no

gonewanton

Sir, I must, with great caution, share this publication with you. I would not permit

Sir, I must, with great caution, share this publication with you. I would not permit a maid of mine to engage in such behaviour.

gonewanton

Sir's instructions, but not Sir's cock ;)

Sir's instructions, but not Sir's cock ;)

Hotwife

Not the most glamorous shot, but 11 days since I put on a cage with no key's getting

Not the most glamorous shot, but 11 days since I put on a cage with no key's getting to me, thank you Sir

SissyChastity

Sir, There are some amongst us who would deny me my vast wealth and my low-paid servants.

Sir, There are some amongst us who would deny me my vast wealth and my low-paid servants. But with such privations, I would not have time to sit for days on end in my vast library, learning of 18th c. French history.

gonewanton

Sir your training has not been in vain ? [f]

Sir your training has not been in vain ? [f]

BDSMGW, u_bear_chief_, bdsm, DadWouldBeProud, GirlswithGlasses, Keeptheglasseson

Cum check out what happens when a fan gets lucky... That's Sir's slut, but not Sir's

Cum check out what happens when a fan gets lucky... That's Sir's slut, but not Sir's cock...

OnlyFans101, OnlyFans_Accounts, Hotwife, u_funsk

Not allowed to stop until he cums ); yes sir

Not allowed to stop until he cums ); yes sir

Sissies

Sir, I recently made a great saving upon hiring a maid - most eager for employment

Sir, I recently made a great saving upon hiring a maid - most eager for employment - for a penny under rate. She was so poor that she did not have work clothes. We soon came to an amicable arrangement until such time as she can afford new attire. I have t

gonewanton

Sir? Please tell me why my uniform is not acceptable in class?

Sir? Please tell me why my uniform is not acceptable in class?

indianSissies, SissyHeaven, SissyChastity

Sir....Please tell me why my uniform is not acceptable in class?

Sir....Please tell me why my uniform is not acceptable in class?

GoneWildCD

Sir,I recently found maid Annie gazing upon my collection of tribal hunting weapons

Sir,I recently found maid Annie gazing upon my collection of tribal hunting weapons collected from my travels of the Empire.I offered her a demonstration,but noted it's origins were a savage tribe who did not wear clothing. Annie very much enjoyed recreat

gonewanton

Sir, With a recent purchase of sugar from overseas I did receive a servant, free

Sir, With a recent purchase of sugar from overseas I did receive a servant, free of charge. Her reaction to our food is not describable here, but I cannot deny she has introduced much exotic spice. The empire is a wondrous thing

gonewanton

Sirs and Madames, I must humbly apologize for the earlier intrusion of advertisement

Sirs and Madames, I must humbly apologize for the earlier intrusion of advertisement periodicals scattered around our most private club. Upon investigating how such a miscreant gained entry, I discover an idle maid. If she had not apologized in a most int

gonewanton

Sir, On my last trip across the empire, a lady invited me into her chamber and promised

Sir, On my last trip across the empire, a lady invited me into her chamber and promised that she could make a large snake arise within minutes. I have had some difficulty in this area recently, and so I could not refuse the offer. Her performance was not

gonewanton

Sir,After 4 brandies reading Mr HG Wells,a thought: I might find the horse racing

Sir,After 4 brandies reading Mr HG Wells,a thought: I might find the horse racing results in The Sporting Times & travel back a day to place bets. I devised an apparatus with maid Abigail assisting. Fearing my device would not transport inanimate obje

gonewanton

Sirs and Madames, It has been brought to my attention that the newer area of our

Sirs and Madames, It has been brought to my attention that the newer area of our club (colloquially known as the "redesign") did not convey the club rules as clearly as the old wing does. I have instructed this to be remedied at once; the staff responsibl

gonewanton

Sir, at the end of a tiresome day I usually shout at servants, which brightens my

Sir, at the end of a tiresome day I usually shout at servants, which brightens my spirits greatly. Today, seeking a change, I instead challenge Maid Elsie to a game of strip billiards. She is not a very good player. Which curiously makes the game more enj

gonewanton, u_LordMoorcroft

Sir, Elspeth is my trusted Maid and it is she alone who is permitted to clean in

Sir, Elspeth is my trusted Maid and it is she alone who is permitted to clean in my studio, hidden as it is in the East Wing where Lady B___ knows not. I ask Elspeth to help me test my new lens bellows and, I have to say, we are both most excited upon the

gonewanton

Sir, to-day, June 21st, I do receive a postcard from Lord Thistlewick, inviting me

Sir, to-day, June 21st, I do receive a postcard from Lord Thistlewick, inviting me to his midsummer night's ball. "The woodland setting invokes sprites and nymphs of all kinds," he writes. "Bring a few pretty servants, tell them not to worry about dressin

gonewanton