Part 1

My Mistress is a beautiful Lady in her early 40’s with a Playmate body. We met each other at a cuckold/Mistress Convention at a Stand, where there were Videos about Women Cuckolding their Slaves by fucking one or more BBC in front of them. She watched me for a while, approached me back, and asked me if it was what I was looking for in real life. I turned around and saw the Mistress of my wildest dreams. Long dark hair, dressed very sexy, blood red Lips, open-toed high heels, bright red Toes, and matching long Fingertips. Yes, I stuttered; I think so, Mistress. With my chin on my chest, I sank to the floor and showed her my submissiveness. I guess you’re lucky, you little wimpy boy, she answered. My last slave preferred to run away and couldn’t take what I expected from him. Do you think you’re sub enough to take whatever I want you to take?

Again, I stuttered, yes, Mistress, I’m all yours, and I’d do everything that pleases you. We will see, she answered. Follow me on your knees. I’m going to get a collar and chain for you. We moved to a Sales stand for BDSM equipment, and she found a choke collar with spikes and a chain, which she immediately put around my neck. At the same Stand, she found advertising for “Custom-made chastity cock Cages.” She grabbed that Info card and made me carry it in my mouth. Then we moved to the parking lot, still on all fours, holding that Info card in my mouth, entered her car, and drove to her house. As soon as we were inside, she told me to strip naked. She said I need to check your size, and there’s no need for clothes inside your Dungeon. I want you to be available and vulnerable at all times.

She led me into the Basement, which was equipped with a huge round Bed with a Fridge next to it, both kinds of Slaves Cocks excessive furniture, a milking chair and milking bed, and a face sitting chair. Next to the bed is an observation chair with ankle and handcuffs. She took that Info card out of my mouth, lay me on the bed, and started to stroke my cock. Being at full attention with my 4″ cock, she said, you’re a born cuckold. With that little Babydick, you deserve to be cuckolded. There’s no way that this little thing will ever feel a pussy. You’re such a loser and made to serve a superior Goddess like me. I’ll teach you how to serve me, how to adore me, how to fulfill my every order.

She kept on stroking my little Dick. With an Ice cold look, she ordered me to never cum without her permission. You don’t want to get punished for that, understand that? Yes, Mistress, no cumming without permission, I answered. She stroked me to the edge at least ten times. I was in absolute agony. My cock was a dripping mess. Then she ordered me to undress her and worship her whole body with my tongue.

I cleaned every spot of her body with my tongue. She ordered me to pay special attention to her feet, to massage them and lick them clean, as she was in her heels for almost the whole day. I loved every second of it, and it kept my cock hard the whole time. Being done with her feet, I moved to her pussy and ass and licked her through multiple orgasms. When satisfied, she edged me another five times and then grabbed an Ice Pack out of the Fridge to melt my Rock Hard 4″ inches to nothing.

She opened the drawer of the bedside table and grabbed a cock chastity cage, which she proudly showed me and said Welcome to your new life. When the lock clicked to close, I asked myself if I wanted this. She laid next to me, her feet on my face, and ordered me once again to worship them. Okay, Babydick, here are the Rules. Your orgasms are restricted to every four weeks only. You can reduce that period to 4 hours by cleaning me up after I got DP’d by two or more BBCs. When I only Fuck 1 BBC, you can reduce it to 3 hours if it is an Anal Creampie and to 2 hours if it is a pussy Creampie. You get a 1-hour reduction for every orgasm induced by tongue fucking my pussy and ass. I keep you horny almost 24/7. I edge you whenever I want, and you worship me whenever I want.

I saw that your cock gets hard from only smelling my sweaty feet freshly out of my high heels. So, it’ll be a routine duty that you take off my shoes when I come home, sniff my feet, and lick them clean. Your body, and especially your Babydick, is my property. It’s for amusement, and I do whatever comes to my mind. There will be no discussions, and I don’t accept a “No.” I already told you, absolutely no orgasm without my permission. If you cum without permission, the time for your next orgasm will be extended by four weeks, and there will be no possibility of reducing that time. I can add or change Rules whenever I want. Do you accept that? Your last Chance to say “No”! Still under her feet, inhaling her scent, intoxicating my brain, I mumbled yes, Mistress, I accept the Rules. Good Babydick.

For today I am giving you 10 hours of reduction time because you made me cum several times even without knowing the Rules. I promise you will get more chances to reduce the time tomorrow. With a devilish grin, she covered us with a thin, silky blanket. Hug my feet and smell them through the night. I want you to suffer for your cum release as much as possible. I did as I was told, and my Mistress dimmed the Lights and fell asleep with a smile on her face. I had less luck. My balls were aching from all that edging, and my cock was still trying to get hard but had no Chance inside the cage. Sleeping on my stomach was no option. Way too much pain with that cage and my aching balls, so I just kept her feet in my face and inhaled their aroma all night long. At some point, I also fell asleep.

*****

Part 2

When I woke up the next day around 9 am, my Mistress was removing my cage to give me the new day’s first edges. While edging me, she told me her plans for the day.

Three guys are coming this afternoon to give me a good fucking. Their BBCs are massive, and they shoot monster loads. I’m going to record that. Do you see those cameras in each Corner? They don’t miss anything, and they will also record you when you fulfill your duties, cleaning me out, when they’re done with fucking my brains out. And tonight, I have some Girlfriends coming over. They want to meet you and see your Babydick. I think I’ll show them the Video of my Fucking Session and my brave cuckold cleaning me up. You don’t mind, do you?

That question was just to test me, but I remembered she said she does not accept a “No.” I’m her property and can do whatever she wants, so I answered that she could show whoever she wanted; it was her decision.

Good boy, Babydick Cucky. She climbed on my face in the 69 position and pressed her pussy into my mouth. Still edging me, she said it’s time to earn some reduction time. I started to lick her eagerly and earned three hours. I already had more than half a day with yesterday’s ten hours.

We did our Bathroom stuff and showered together, and then she locked me back into my cage and ordered me to prepare breakfast. After eating, I cleaned the dishes, and my Mistress checked her wardrobe for a sexy Dress to wear for her soon coming Lovers. When she called to ask me how she looked, my jaw dropped. She looked like everyman’s dream. Bright red high-heeled stiletto sandals and the skimpiest red tube dress you can imagine. It barely covered the nipples of her amazing big boobs, and if her Pussylips were just 1/2 an inch longer, you would be able to see them, even without bending down. The color of the shoes and the dress perfectly matched her nail polish.

You look gorgeous, Mistress. Your Lovers will be very pleased.

Fantastic, that was the plan. Thank you. Let’s go down to the Dungeon. You have to prepare some stuff.

We walked down the Stairs, and she ordered me to remove our bedding and replace it with silky white sheets.

That will make my Lovers look even darker, she said with a smile.

Now you can check each camera’s connection and then turn on those Spotlights.

The bed and observation chair were fully illuminated when I turned on the lights. I was amazed at how well everything was organized, and even though there were so many spotlights, you were not blinded.

Take off your Bathrobe. Time to get you into position. Sit on that chair.

I did as ordered, and she cuffed my ankles and my wrists to the chair.

You don’t say a word, unless someone asks you something, understand?

Yes, Mistress, you won’t hear me.

The Doorbell rang.

Okay, showtime, Mistress said and walked up the Stairs.

I could hear deep male voices complimenting her look, then some talking, and my Mistress asking if it was okay if her Babydick Cucky watched them.

Sure thing, one guy said. Another asked where I was, and my Mistress informed them I was already in the Dungeon. Then let’s go downstairs and show him how real men fuck a Lady properly said the third one. I heard them coming downstairs. My Mistress was followed by three black, well-toned muscular studs, all three with huge bulges in their Pants. They checked me out, and their eyes rested on my caged cock.

Hey, white boi, how big do you get when Mistress lets you out of your cage, asked one. I looked into Mistress’s eyes, and she nodded.

Close to 4″.

What? I’ve more than 7,5″ when it’s soft.

All started to laugh about me, and I blushed red. To my surprise, my cock started to try to become hard.

I saw my Mistress switching on the Cameras.

Can you take off his cage when we fuck you? I want to see if it makes him hard to see real men fucking you, another one asked my Mistress.

Sure, he’s cuffed to the chair and unable to jerk off anyway.

While giggling, my Mistress unlocked my cage and told them the Rules for receiving an orgasm and how to reduce the time.

Oh, boi, you’ll have to clean a lot today to earn four hours. I can promise that.

All three guys fell into laughter again, and I blushed even more, but my cock was standing at full attention now.

Look at him; he’s fully hard now. Seems like he’s also into humiliation. Good for me, said Mistress, and smiled at me.

Are we here for fucking, or for talking and looking at small Dicks, asked one guy.

Another one grabbed my Mistress, said I’m here for fucking, and gave her a passionate kiss.

The other two undressed, out of their boxers, and jumped their impressive, already half erect Cocks.

When they were naked, Mistress sank to her knees and started to suck and stroke their Cocks alternately to full size. Meanwhile, the third got naked, and his cock was already at full attention. All three were between 12 and 13 inches, and their girth was way more than my length.

The third guy knelt behind Mistress and peeled down her dress to free her tits and started to caress them. When her moans became louder and louder, they pulled her back to her feet, stripped her dress completely, and almost threw her on the bed. The guy, who didn’t have a blow job yet, positioned her in a way that her head was hanging over the edge of the bed and started to work his cock into her mouth. Going a little deeper with each thrust, he was finally deep-throating her, and I was amazed at how well my Mistress could fight against the gagging. It’s probably all a question of training. Another guy was caressing her tits and sucking on her nipples, and the third licked her pussy. Then the fucking began, and it was an amazing show to watch my Mistress taking 12” at the same time in her throat and her pussy, while working another 12″ with her hands. Clockwise, the guys switched positions, and I was amazed again at how much stamina they had.

Baby, ready for the real ride, one asked, and Mistress nodded. She sat on one guy and lowered her pussy down the full 12″ in one movement. Another guy moved behind her and worked his 12″ into her ass while the other throated her again. I couldn’t believe my eyes, how 36″ of BBC fucked all holes of my Mistress. Even in my wildest dreams I never saw that before. Again, they switched positions clockwise, and Mistress moaned in absolute pleasure. One guy looked over at me and asked if I understood now why I didn’t get any pussy. I just nodded.

Look how much Pre-Cum he’s leaking, said another one, and they laughed. “I think he enjoys the show,” he said.

I looked down at my cock, and saw a stream of Pre-Cum running out of my cock down into a big puddle. My cock was never harder than at this time. My cock throbbed and pulsated, and I recognized how desperate I was to cum.

The guy in her ass right now intensified his fucking speed and then pumped his load 12″ deep into Mistress’ ass. The throating guy moved behind her, and after a few more minutes, he did the same and pumped everything deep inside that ass. The third one wanted to switch his position but recognized that he wouldn’t be fast enough, so he pumped everything deep into her pussy. My Mistress rolled to the side, and her holes were gaping wide and glistening with cum. She asked one of the guys to grab the key from a shelf and unlock me from my chair; her legs were still trembling.

Bon Appetit, he said while unlocking me, and laughed with the other two.

With weak knees, I moved onto the bed, and my Mistress placed herself on my face to let the juices run out of her pussy and ass into my mouth. I had to swallow several times because it was more than a mouthful. When most of it was down in my stomach, I started to lick in long strokes, from ass to pussy, and my Mistress started to moan once more, and suddenly she came again with a little squirting orgasm, wetting my face and the bed sheets.

Wow, thank you, that was amazing, she said when she rolled powerless to the side.

Hey, white boi, at least your tongue is worth something. Good job, said one of the black guys, and the others nodded approvingly.

They got dressed and left the house. My Mistress was still breathing heavily, and it took her some time to come back to strength. When she got up, she looked deeply into my eyes and kissed my forehead. Then she locked me back into my cage.

You earned 4 hours for the cleanup, and I give you another 2 for making me squirt. Does that sound fair to you?

Yes, Mistress, thank you for the extra reward.

You’re welcome; you deserved it. Now, clean up this mess. I have to get ready for the Girls and check the Video clip.

Once more, I changed the bedding and turned off the Spotlights.

My Mistress took a shower, refreshed her makeup, and came back in another sexy but less revealing Outfit. She took the memory card from the cameras, saved the data on a computer, and opened a suitable AI-enhanced program to cut a perfect clip of her fucking session.

Clean your face, and dress in some easy pants and a T-shirt. You’ll find something in the small black wardrobe upstairs. I need you to get us Drinks, snacks, and maybe more.

*****

Part 3

I was just zipping up my Pants when the Doorbell rang, and the living room became loud with female voices and giggles. I entered the kitchen, opened two Bottles of Champagne, placed several glasses on the tablet, and entered the living room. 5 ladies plus my Mistress were standing around and chatting about some unimportant things. I filled six glasses with Champagne and walked around to offer each Lady one of the glasses. They were all in their early to mid-forties, dressed sexy but not slutty, in high heels, and very attractive. Each one took a glass but didn’t say a word to me. I backed up into the kitchen, where I could follow most of their Conservation and would be able to be at their service immediately when needed. One asked my Mistress about her new Cucky Slave, and she explained that they just met me and that I was doing a good job up to this moment.

She told them how we met, how submissive and obedient I was from the very beginning, which Rules I had to follow, and how I earned my first reduction hours, especially today in her BBC fucking session. Several ladies asked some questions about that session, and my Mistress offered them to watch the video clip she made. All agreed, and pretty soon, six ladies were watching a cuckold porn clip on a large TV Screen in the living room. All laughed when my little 4″ Dick entered the Picture and agreed that it better stays locked away. They were all amazed about the cock sizes of the three black bulls and how they fucked Mistress anally. They laughed again when they saw how much Pre-Cum I was leaking, but then they paid most attention to my Mistress squirting from me, cleaning her out, and licking her ass and pussy.

I’ve never squirted, and I want to know how that feels, said one of the ladies. All the others agreed and wanted to know how it felt.

We can get Babydick over here, and you can try if he gets you to squirt if you want, said Mistress, but I can’t guarantee anything. Some Women can squirt, others can’t. But I can promise he’ll try his best.

Come here, Babydick, your service is needed, cheered all five ladies.

I entered the living room and said at your service, Mistresses.

One said, strip naked and show your cage.

I checked with my Mistress, and she nodded. I did as I was told, and had to listen to things like, oh, how sweet his little thing is, and, is it still growing? I blushed a little bit and could feel, once again, how my cock tried to become erect inside the cage.

One Lady stood up, lifted her miniskirt, and pulled down her G-String.

Make me squirt, Babydick. Mommy is all wet for you.

Checking with my Mistress again, I buried my face between her legs and started to lick from her ass to her pussy, until she exploded in a Waterfall of pussy juice on my face. It didn’t take long, and all the ladies had taken off their panties and waited for me to make them squirt. I managed 4 out of 5 to squirt, but on the 5th, the only thing I was able to give was two shivering orgasms without squirting. I apologized as a Gentleman, and she said, you just did wonderful. It was her best two orgasms in a long time.

Look at him. He’s leaking lots of Pre-Cum again. Those balls must be close to exploding.

Little did she know how right she was. My balls were aching; three thorough strokes would have sent me over the edge.

I was allowed to keep all their Panties, and my Mistress suggested stuffing my pillow with them to be able to inhale their aroma all night long.

When the last Lady left for the night, my Mistress gave me another Kiss on my forehead.

You did great today, and I think you deserve another reward. You gave four of them their first squirting experience and the 5th her best two orgasms for a long time. I’d suggest a reward of another ten hours, what do you think?

Thank you very much for your generosity, Mistress, I appreciate that very much. I try to give my best to please you.

A good Job should be honored, and you’re doing very well.

The next days, we terminated my rental contract for my Apartment and my employment relationship, and I surrendered my total dependence to my Mistress.

She fucked several BBCs, I did my cleaning Job, and day by day, I reduced my orgasm time.

One day, when she came home from a girl’s shopping day, she held a little Box and sat on the living room couch. As my normal routine, I removed her heels, massaged her feet, and licked them clean. I so much hoped she’d be in the mood to get licked to orgasm, as it was only a few hours over a day for my first orgasm since I was her cuckold slave. And I was so fucking horny, you could cut glass with my cock. My balls were killing me, and I constantly leaked Pre-Cum.

While I did my routine duties, she unwrapped that Box and removed a black Velvet bag.

She said, ” I have something new for you. It’s finally ready, and I can’t wait for you to wear it.”

Remember where we met and that Info Card you had to carry in your mouth?

Yes, Mistress, I remember that.

She opened that velvet bag, and a new chastity cage appeared.

You know what that is, she asked.

A new chastity cage, Mistress, I answered.

Yes, Babydick, but this one is custom-made. It’s my creation. This is what I want you to wear. This cage is my fantasy, the product of my cruel and mean mind, and it’ll make you suffer even more than in the last few days. It has an integrated Dilator, spikes on the inside, and it has electrodes to stimulate or shock your cock, whatever comes to my mind. It’s remote-controlled, or I can operate it via an App. It gives me total control over your cock 24/7, whether I’m home or not. The App has several Programs, such as edging. If I turn that one on, you’ll get edged by electricity for as long as the batteries have power or I switch it off. The sensors on the inside regulate the intensity of electric stimulation so that you won’t cum inside your cage. This little thing will melt your brain, and you will be nothing more than a piece of meat begging to cum. Sounds great, doesn’t it?

Yes, Mistress.

Let’s get your Babydick in here.

She removed my regular cage and applied the new one to my cock. I’ve to admit, it fitted perfectly and felt pretty easy on my little Dick. But that changed when she inserted the Dilator, which I was not used to, and when she started to check out the different Programs setting electricity free to my cock. Some Programs were feeling pretty good and stimulated my cock in a positive way, but some were kind of electric shocks, which hurt especially inside my cock, due to the Dilator. But my Mistress liked to play with it and became pretty horny till she asked for a good licking. Eagerly, I did as I was told to earn a few extra hours. That should make it to get my first orgasm tomorrow.

I earned four extra hours before we went to bed, and I was looking forward to the next day, but my Mistress made it a very long night as she kept playing with her new tool.

Finally, she fell asleep, and so did I.

I woke up the next morning, and like a little boy on Christmas, I couldn’t wait for the time to run down for my first orgasm.

My Mistress woke up next to me and started the edging program.

I have a surprise for you today, she said. My Girlfriends asked me to be here when you have your first orgasm as my Babydick cuckold. I told them, I want this something special for you because you were so brave to become my Cucky without knowing the Rules, and you followed every order from the first day on. So, I told them they all have to wear their sexiest outfit, have their favorite nail polish, red or neon pink, and have to wear their heels all day long to inhale their favorite foot smell. If you want them to strip nude, they will, and you can worship their Bodies (lick Pussies and Asses, smell and lick Feet, and suck on nipples) for as long as you want. You can cum as often as you want, and you don’t have to wear your cage until midnight. You decide if you want to cum from a foot job or a handjob. How does this sound to you?

You’re so generous, Mistress, that sounds wonderful, thank you.

I just ask you to wear your cage till my Friends are here. I’d like to show them my invention and how it works for you. Are you okay with that? It’s your day, you know?

Whatever your wish is, Mistress, I’m yours.

*****

Part 4

It seemed like minutes were hours that day, and I couldn’t wait for the Doorbell to ring and welcome the ladies. All the time, my Mistress had fun playing with the remote control of my electronic cock cage, varying from just a little stimulation through the edging program to suddenly shocking my cock to melt it down to nothing. God, I just love my Mistress. Cruel and mean on one side, seductive and playful on the other side, and always fair in giving me chances to reduce my waiting time. Then, the time had come, and the Doorbell rang. I had to calm myself down, not to run to the door and drop my pants right away.

Slowly, I opened the door, and all five ladies entered the house, making those men’s heads turning noises with their high heels. They looked just gorgeous and sexier than ever. Each of them wore a very skimpy dress, showing off a lot of what they had to offer, plus some very sheer stockings and super sexy fuck me heels. Even though my Mistress was not playing with the remote, my cock tried to break the cage. I was harder than ever before, and once again, I had to calm myself down. I led the ladies into the living room and disappeared into the kitchen to prepare Champagne and snacks. I could hear my Mistress talking about my new cock cage and its features. All the ladies wanted to see it in action, and my Mistress told them that I agreed to show them, even though today was my special day. They all cheered.

I entered the room with Champagne and walked a 2nd time for the snacks. They couldn’t wait for me to drop my pants as they only sipped on their glasses and stared at my groin. Holding the remote in her Hands, my Mistress gave me a sign to strip naked.

She explained the different programs, from light stimulation over long-term edging to electro-shocking. And she showed them, that she could control all that teasing and shocking via App on her mobile phone. Each Lady played a bit with the remote and the App to check everything out until my Mistress told them that today was not the day of teasing and torturing. Today is the day of pleasing me because I did a good Job those last weeks and days.

Yes, you’re right, sorry, one said. So, what would you like us to do? You want a Foot job or a Handjob, she asked me.

If you don’t mind, I’d start with worshipping all you ladies, one after the other, from Head to Toe. I massage your necks, undress you, suck on your nipples, and work my way down to your feet to caress them and back up to kiss and lick your Asses and your Pussies, until you’re all satisfied.

That sounds fantastic, but we thought today was about pleasing you. You please us all the time anyway. Don’t you wanna cum?

Oh yes, I wanna cum. I need to cum so badly. My balls are ready to explode.

So, what’s the matter?

Well, normally, you tell me when to lick your Pussies, when to worship your Asses, and all the time I’m in that cage. Today, it’s my decision when and where to lick and suck, but most important, I won’t be in that cage, and my little cock can get hard all the way.

Good argument and my Mistress removed my cage carefully. Looked like it was already leaking some Pre-Cum, but I was going to enjoy that evening for as long as possible.

Being a good Slave, I started with my Mistress to caress her. Softly, I massaged her neck and gave her a few kisses on her shoulders while my hands found her tits, and I unbuttoned her blouse to massage her nipples and made them hard. It looked like she was enjoying it as her hand wandered down between her legs and fingered her freshly shaved pussy. The other ladies were watching us, while they started to play with each other or themselves.

Pretty soon, lots of moaning filled the room, and the smacking noise revealed wet Pussies. I tried not to be in a hurry and give and take my best of each Lady. My cock was a leaking mess when I had removed all their sheer stockings. Their smell was intoxicating my brain, and I had to stay focused, not to grab my cock, and just to jerk off. I wanted this moment to last as long as possible, as I knew all the teasing would start right away after midnight, and only heaven knows when my next release will come.

I licked all the Pussies through several leg-shaking orgasms and stuck my tongue deep into every ass to pleasure the ladies as much as I could. Some of them even squirted with my tongue up their ass, and the couch and the floor were soaked with Pursuance. Plus, my cock was leaking Gallons of Pre-Cum on the floor. And then, finally, I wanted my first orgasm in weeks. I played on the floor, surrounded by the ladies, fantastic-smelling feet in my face, getting a very sensual Handjob.

For sure, it didn’t need much jerking until I exploded in a Fountain of white sticky cum. I shot stream after stream, and it seemed like it wouldn’t end. The feeling in my balls, releasing all that tension, was amazing. I never had an orgasm like that before. It was worth the wait, every second of becoming teased, being in that cock cage, worshipping all those ladies each and every day.

As soon as I regained regular breathing, I said, ” Thank you, Mistress, thank you, ladies. You’re fantastic.”

You’re very welcome, Babydick, answered my Mistress. I guess it’s the biggest load I have ever seen. Do you think you got more cum in your prostate? You know, it’s your day, and I want you to enjoy it as much as possible until I click your cage locked a Minute after midnight, said my Mistress.

I guess, with your help, there will be another cumshot. To be honest, I still feel horny. They all laughed, and one Lady sat down on my face and started to fondle my cock very gently until it was at full attention again. They took turns in riding my face and stroking my cock, and when I started to leak Pre-Cum again, one said she read something on the Internet about a Pre-Cum Challenge. She said there’s an Adult Vacation Resort, and they sometimes have special Events sponsored by the sex industry, like being nude for the weekend, or a swinging weekend, and so on. And this time, they want to find out which Mistress gets the most Pre-Cum from her slave.

That sounds very interesting, said my Mistress, while she took now a seat on my face.

What do you think, Babydick, can you win that Challenge? she asked.

With your help, I think I’ll make it, I mumbled with my tongue still lapping on her Asshole. There’s no one like you making my cock leak Pre-Cum continuously.

We will show those would-be Mistresses and Slaves how it’s done. I’m going to sign up for us right tomorrow morning. But now we have to make a Babydick cum. All ladies laughed and took turns in jerking my cock. Finally, one gave the last stroke, and I exploded in another huge cumshot. With the help of the ladies, I reached another orgasm short before midnight. I took a shower, and then a little click on my cage lock started the next T&D time.

*****

Part 5

Monday Morning.

My Mistress was already up when I woke up the next morning. I found her online, reading the Rules for that Pre-Cum Challenge. The rules were pretty easy. The Mistress could bring up to two assistants to help her make her slave’s cock leak. The Pre-Cum will be collected in a Jar, and the winner will be who leaked the most Pre-Cum from Friday 4 pm till Sunday 10 pm. Electric or electronic devices are forbidden. It’s all about Mistress and Slave, nothing else. Cumshots in between are not allowed. A cumshot leads to disqualification. If the slave has to go to the toilet, he will be observed by an official so he doesn’t jerk off secretly. Breaks are on the decision of the Mistress. My Mistress looked deeply into my eyes. We will have to do this as a team. And two of my friends will keep you leaking permanently for 54 hours. You’ll have to stand that and give us a sign when you’re too close to cumming. I don’t want to be disqualified because of making you accidentally
cum. And believe me, you don’t want that either, understand?

Yes, Mistress, I’m all yours, and I promise I won’t cum.

Good Babydick. You only get a break for drinking water or going to the toilet. Whom of my friends do you want to assist me?

I’m sorry, but I can’t answer that. They are all highly qualified. I mean, each of them is very sexy, wears revealing clothes, always has a fresh Manicure and Pedicure, their feet, Asses, and Pussies smell and taste like heaven, and they all have fuckin’ hot bodies. I wish, each of them could assist you. I can’t choose two out of five, sorry.

It’s okay, Babydick, I’ll just ask them. If only two want to assist, great. Otherwise, we’ll roll a dice.

I thought I’d have a chill-out week and would only be teased a little daily, but I was completely wrong. Later that day, her three black studs came again to fuck her brains out, and I had to watch with my cage set on the edging program. For sure, I had to clean her up afterward, and I licked her through three more orgasms because I hadn’t heard anything about a reward for me if I won that Pre-Cum challenge yet, and I wanted to make sure to reduce my time, just in case. In the evening, her Girlfriends came, and she confronted them with the Rules, and that two Assistants were allowed. She asked them who wanted to assist her, and 2 of 5 said they could not be there because their husbands had some business dinners, on which their presence was necessary.

It was the first time that I heard they were married. I wondered if their hubbies knew their wives’ hobbies, and I think I smiled a bit.

Okay, we need to find two of three, then. We’ll roll a dice.

The team was set and ready for the Challenge, almost. My Mistress wanted them to tease me as much as possible, to make my Organs produce as much Pre-Cum as possible.

Don’t make him leak, though. We want that stuff inside his body. Leaking starts on Friday afternoon.

With that, my daily routine started. Massaging, kissing, licking, and smelling feet. Licking Asses and Pussies through endless female orgasms, and my cock cage was set on low stimulation, but my cock tried to become hard every day, all day long.

Thursday afternoon, my Mistress had another fucking session with her three bulls, and they pounded her harder and longer than ever before. They all fucked her balls deep up her ass, and her squirts flooded the bedsheet, which was very soaked. It was dripping on the floor. The Bulls watched me as I cleaned my exhausted Mistress. First, they made jokes about me, but ultimately, they wished me luck with the Challenge.

We started Friday pretty slow, around 10 am, a good breakfast. Around noon, the other two ladies arrived, and we went through the Plan again. Then we took off and arrived early enough to talk to the organizer and get familiar with the location. My Mistress removed my cage, and we were ready for the Challenge to start. We were introduced to the other three Teams, and they handed us our jar to catch the Pre-Cum.

My Mistress looked at it and said that it would be too small. We will need a second one. Her words didn’t miss the mark, and the other Teams looked at us in shock. I just smiled, and the organizer said a spare Jar would be in each room. We were led to our room, equipped with a massage bench with a hole in it to stick your cock and balls through, similar to a milking table, but on the head, end equipped with an extra seat for someone to sit and get her pussy or ass licked, a face sitting chair, and a swing for pegging the slave. On a Sideboard were several Sex Toys, including strap-ons in different sizes, from XS to XXXL. When my Mistress inspected those Toys, she gave me a devilish smile.

With a wink, she said, time for a new experience, Babydick.

I was told to strip naked, my cage was removed, and the Countdown started one Minute to 4 pm.

At 4 pm, my Mistress ordered me to lay on the milking table and stick my cock through the hole. She ordered her two friends to remove their shoes and make me smell their sweaty feet. My cock immediately jumped to full attention, and Mistress started to gently stroke my cock. She paid extra close attention to using her long fingertips, especially on my glans, and it didn’t take too long before the first drop of precum dripped from my cock into the jar. Her two friends took turns in making me lick their Pussies and Asses or service their feet. They always put their shoes back on when not servicing their feet to refresh their smell. They did a great job, and my Mistress just kept me perfect on the edge. I was horny as hell, and I wondered how I should stand that for more than two days. My cock was already leaking floods of Pre-Cum, and the ladies constantly switched Positions.

Every Lady had her way of touching my cock, and every way just felt fantastic. My face was soaked with pussy juices, as they squirted a lot when I gave some extra effort to the ass and pussy licking. Every now and then, I was granted a little break to drink some water, and my Mistress always asked if I was still okay. I said that my balls hurt and that I was hornier than ever before, but being a good slave, I would take it and win this Challenge. After 24 hours, the jar was filled 3/4 with Pre-Cum, and my Mistress said it was time for that new experience. I was ordered to take place in the swing, and she grabbed a middle-size strap-on and handed it over to one of her friends. For sure, she didn’t start with the XS-sized one.

And I knew I’d have to take the 12 incher at the end anyway. She looked me straight into my eyes and said, if she can take her 12-inch BBC Gang, I can take a 12-inch strap-on. Her friend lubed my ass and then started to gently fuck my ass. To my surprise, it was a great feeling, which I didn’t expect, and my cock leaked streams of Pre-Cum. The other Lady already took the next higher size, and they took turns on my ass until only the 12-inch strap-on was left. My Mistress took it, adjusted it, and worked it up my ass. When she was in and started to pound me hard, I had to stop her because I was extremely close to cumming.

Good to know that you like it that much, she said. We will get this into your routine program. All three ladies laughed. The jar was full, and after calming down, I started the second one, this time with my head underneath the face sitting chair. They fondled my cock with their long fingertips again, and soon I was leaking like an old faucet again. There were still 6 hours to go when my 2nd jar was half-filled. We were all exhausted. None of the ladies was able to squirt anymore, as I made them cum so many times in the last hours, like never before. My tongue was numb, my balls ached, and I was leaking even without getting my cock touched.

So, my Mistress ordered me to lie on the milking table again, take a Rest for the last few hours and just let my cock dribble into the jar, whatever dribbles out. When the time was up, and the organizer led us out of the room, the jar was filled to 2/3. Each team’s amount of Pre-Cum was registered, but seeing that the other Teams only handed over one jar, it was for sure that we were the winners. We were congratulated, and as the winning prize, my Mistress got a $10,000 coupon for the organizer’s new opening sex toys megastore. I was sure my Mistress would find many new Toys to tease me even more, and I couldn’t do other than smile just thinking about that. My Mistress talked briefly with the organizer, and they disappeared into the storage room. When they returned, she held a big box and smiled at me.

When we arrived home, my Mistress asked her friends who wanted to make me cum with a completely new experience. Instinctively, I knew what was going to come. Because both ladies wanted to make me cum, they had to Roll the dice again. My Mistress unpacked the Box in between, and there they were. Two new strap-on monsters, a 12″ and an unexpected 14″. The “loser” of the dice rolling got the 12″ strap-on to prepare my ass for the new experience of taking 14″ up my ass. On one side, I was shocked by the size. On the other side, I remembered that I almost cum from being fucked by the 12″ strap-on. And I was very desperate to cum. My balls ached like hell.

The Lady with the 12″ strap-on lubed up the Dildo, and my Mistress made me strip naked. Then my ass got lubed, and she didn’t miss, while doing that, to stroke my cock, and bring him to full attention. I was made to bend over the table, and her friend worked that 12″ strap-on up my ass, very gently at first, then pounding me harder and faster with each thrust. It was only a few minutes, and I was close to cumming, and since I still hadn’t, my Mistress okayed me to cum. I pleaded to stop fucking my ass.

Good Boy, my Babydick, never forget to wait for my permission. Okay, time to take 14″ up your ass. And relax and enjoy. Don’t hesitate to cum, whenever you’re up to it. You have my permission. My Mistress winked at me with a smile.

Her friend worked the 14″ up my ass, and it felt sensational. She was not fucking me slow and gentle. She pounded me hard as soon as the Dildo was fully up my ass. After 5 minutes maximum, I shot the hugest load I ever had on the Tabletop, but she didn’t stop fucking me, and after about another 10 minutes, I shot another huge load, and my balls stopped aching.

You want another round, asked my Mistress.

Enough Miles for me today, I answered, but I guess I’ll collect many more next time.

You can bet on that, the ladies said and laughed together.

Click, and my cock was locked in its cage again.

 

The End

 

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