The Lord of the Kinks and his chastity slave - part 6 - The hooker
One day Sir texted me and told me to come to shave my armpits, pubes, and body hair, wear my pink thongs and show up at his place at 9pm sharp. He warned me that any tardiness that day will be punished. Unfortunately, despite my best efforts, I ended up being 5 min late as I could not find parking near Sir's place.
As soon as I entered, I saw Sir in his jockstrap waiting by the door. I could sense Sir was not happy.
"You are a full 5 min late slut! Did I not tell you to be on time tonight? You will be punished for this. Bend over the couch!" he ordered, as he pulled out his thin wooden paddle.
He pulled down my thong, and ran his long slender, fingers over my butt cheeks gently. And then ...wham!
"Aaaaaaargh..." I cried out in pain as the paddle slammed against my ass.
"Keep your hands out of the way, or you are getting 5 extra. Now are you keep count?"
"One Sir!" I shouted.
"Good boy!"
"Ouuuch. ....Two....please forgive me Siiiir.....Thhhhreeee......no Sir it hurts Sir......fooooour!"
"Will you be late again boy?!"
"Never again Sir! ....aaaaaaaah .....Five!"
"How pretty your ass looks now - there's a deep crimson welt already. Tomorrow when you sit at your desk, you are going to remember this gift from Master!"
"Yes Sir! Thank you Sir!"
"Ok now get up! Here's the key to your cock cage! Unlock yourself and kneel in front of me!"
As soon as I obeyed, Sir gave me a viagra and said,
"Put that in your mouth! And here's some fresh warm piss to wash it down! It takes 20min to start acting. In the meantime go clean the dishes in the kitchen sink!"
Wish my ass still very sore, and my mouth filled with the taste of Sir's sweet, light piss, I went to the kitchen and started doing the dishes quickly.
As soon as I was done, Sir told me to crawl on all fours to his bedroom. On the bed were laid out the most elaborate gear I had yet seen - there was a stockade, hand restraints, ball gag, cock ring, leg chains, eye shades, and a full hood with just an opening for the mouth.
"Iam going to restrain you to the bed and place you in those stockade faggot! You won't be able to move an inch after that! You will also have a ball gag, and you can't even cry out aloud!"
For those that don't know, a stockade is a medieval torture device consisting of two heavy wooden planks - with semicircular hollows where the neck and hands can be placed. The two pieces then fastened, trapping the neck and hands - leading to the person being nearly immobilized by the heavy planks.
Sir placed the stockade at the head of his bed and ordered me to sit up on the bed. He then fastened the stockade around my neck and immediately I felt the heavy wood weighing down on my shoulders. I couldn't move much - luckily the stockade was shored up against the headboard allowing me to continue to sit up without buckling under its weight.
Then Sir restrained by legs to the foot of the be, put the ball gag in my mouth, tied the eye shades and then pulled the hood down.
For the first time since I started serving Sir, he reached out to gently caressed my small cock, which usually is always locked away in a cage. I immediately sprang a boner - and Sir laughed,
"What a tiny pecker you have faggot! I didn't even notice the difference when you got hard!"
Sir then applied a tight cock ring trapping all the blood in my boner. By now the viagra was in full effect and I had a painfully throbbing erection.
Then suddenly Sir shoved a lubed butt plug into my hole - and I felt like I would cum right then.
"Ok faggot! I have a surprise for you tonight. I have a special guest here who will entertain us!"
As I was hooded I couldn't see a thing. But I could hear someone walk in....tak.. tak..tak. wearing heels? And then I could smell the strong, cheap perfume. What was a woman doing there?"
"Peggy! Meet my slave - as you can see I have immobilized him but he has a raging boner. You can barely see it..but believe it's there" Sir guffawed.
"It's your job to take care of it and make him cum as many times as possible in the one hour I am paying you for!"
The hooker laughed too and in a very treacly sweet voice said,
"I have seen plenty of small dicks, but this one is especially tiny! But I will work with what I have!"
She then jumped onto the bed and started sucking me! Her long wavy hair fell all over my abs and balls - caressing the smooth shaved skin. Sir then came and stood up straddling my face and started fucking my face. As usually he went deep and his huge cock started pounding the back of my throat.
Meanwhile, Peggy's tongue and lips moved skillfully on my cock. As I usually never get sucked, and as I was caged for over a week, I came fairly quickly in Peggy's mouth. She chuckled as she swallowed my load.
"That was so quick!" She laughed and then started stroking my cock. The viagra made me hard again immediately.
Once again Peggy started sucking me off. I sensed Sir move away from me.
" You look so sexy sucking this sub off Peggy! Your pussy looks so wet. Iam going to fuck you, but first let me wear a condom as I don't want to get you pregnant!"
I heard the sound of condom wrapped being opened and then Peggy started moaning deeply as she continued to lick my cock. I could sense her body shudder rhythmically as Sir pounded her hard.
The thought of Sir fucking a woman who was sucking me made me even more close - and I quickly came for the second time.
"Second load!" cried Peggy.
"Good girl! Now ride his little cock!" ordered Sir
Peggy then moved up to sit on my cock and ride me. As I could see nothing, and as I had never fucked a woman's pussy, it was not clear if i was fucking her pussy or ass. But it felt really tight and good and I was quite close once again.
Sir in the meanwhile yelled "Peggy did you put a condom on?"
"No I forgot! I can pull out and wear one now!" yelled Peggy. But it was too late and I came inside her.
"Load three! I am going to have his babies!"cried Peggy!
"Oh no faggot! You just impregnated a woman! What are you going to do?"
A sudden pang of fear ran through my body! What if this woman really got pregnant? I had never thought about the scenario and felt terrified! But Peggy seemed unconcerned! She pulled out and sat on my abs - from the way she did that it seemed that it was her ass I was fucking. As she sat, what seemed like a bulge seemed to rub against my stomach. Was Peggy ... a man? I couldn't tell for sure.
Peggy once again started sucking me off, and Sir once again opened a condom and started fucking her as she sucked me.
"He has lubed your pussy up nicely with his cum Peggy!" said Sir as he pounded her relentlessly.
Soon, she had elicited three more loads from me- each took longer than the previous and was way more intense as my ever more sensitive cock kept being stimulated again and again.
Finally the hour was up and Peggy announced that the her job was done! She immediately got dressed and left.
After that Sir untied me and removed my stockade and said, "Good work faggot! You passed my predicament bondage test! You shall be rewarded!"
He then proceeded with the usual protocol - he pushed to the edge of the bed and fucked my throat, and then switched to fucking my hole and then again back to my throat. After nearly 20 min of alternate hole to hole use, Sir came deep into my throat and said "Here's for being a good slut! Aren't you glad to have me as your Master? I even take care of you by getting you a hooker! But you should have used a condom faggot! Now I think you got yourself into trouble - you probably impregnated her!"laughed Sir.
Sir then locked me in my chastity cage, took the key and asked me to leave. I went home very nervous that night. What if I really got Peggy pregnant!
It's been more than a year, and luckily I never heard about Peggy again. Maybe Peggy was a man after all. Maybe she took a morning after pill... only the Lord of the Kinks knows!!
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