This is my first story. Any feedback greatly welcomed. Enjoy


Me and Maddie had made a bet that she had lost. This meant I could do anything I wanted to her no matter how dirty. She wasn't looking forward to her punishment, but I saw it as revenge. The last bet we made she tied me to a chair and rode me cowgirl whilst pouring custard over me. She teased and teased me until she finally let me cum. So in my eyes it was payback time.

She was dressed in a sexy pink bikini with her 36DD's spilling out. Her long blonde hair was down by her shoulders and she was looking extremely hot. In the centre of the room there was a sybian with 2 dildos protruding from it. Next to the sybian was a small black tank with 2 pipes going to both the dildos. I'd spent a lot of time preparing for this and was very excited about what I was going to do to her.

I led her to the centre of the room and she looked shocked at what she saw.

"What the fuck is this?" She said

"It's your punishment Maddie. You lost the bet so it's fair and i don't remember you holding back on me last time" I explained

"I can't argue with that, I suppose, I did tease you for hours. Just please go easy on me" She pleaded

"Maybe" I said mischievously

I led her over to the sybian and got her to remove her bikini bottoms. She took them off and tossed them to the side. Maddie then straddled the sybian and slowly guided both dildos deep inside her. She kept lowering herself down until the dildos bottomed out inside her.

"Uuurrggghhh, this feels quite nice actually" exclaimed Maddie

"Don't speak too soon" I said to her as I pulled out a black panel gag and bent down to place it in her mouth. She was a bit annoyed at the recent intrusion but she soon calmed down.

I then got some leather restraints out and restrained her ankles to the side of the sybian and restrained her wrists next to her ankles on the sybian. I made sure they were tight so she couldn't move. She looked at me pleading with her eyes.

Then I got a whip out and a remote out and started walking around observing her. I smacked the whip against her clit. She screeched and moaned at this. I then stood in front of her and started explaining what was going to happen.

"Right Maddie' I started explaining ' You lost the bet and now it's time to punish you. You are sitting on two very powerful vibrating dildos. Depending on how intense I set it, I could make you cum in literally seconds. But that's not the only special feature of these dildos. You may notice next to you two pipes coming from that black tank leading to your dildos. That tank is full of ice cold custard and if you make too much noise that custard has only got one place to go."

Maddie started whimpering and wriggling. I grabbed her by her hair and looked her in the eyes.

" The rules are simple, Maddie. I will turn on both dildos on low to start with and gradually increase them if you behave. If you make any more than a whimper or a whine I will whip your clit and take that gag off and ask you which hole you would like some custard. We will keep going until the tank is empty and then I will tittyfuck you on the sybian and cum in your hair. Oh and I almost forgot DONT YOU DARE CUM! Or there will be one big messy consequence. I pointed to a table full of thick creamy pies and 4 buckets of yoghurt and custard."

She looked at me pleadingly shaking her head and whimpering. I then turned the vibrations on both dildos to low. She flung her head back and make a high pitched squeal which was heard clearly through the gag.

I knelt down in front of her and whipped her clit hard which caught her by surprise. I then started removing her panel gag so she could speak.

" That didnt take long did it?! Now which hole do you want filled first"

I removed her panel gag and she started pleading.

" Please, No! Please dont do this please!!" She begged.

"Maddie, the quicker you decide, the quicker this will be over with. Understand!" I said sternly.

" But please sir. Please let me off" Maddie pleaded.

" Maddie im getting really impatient now. Make a decision now or i will cover you head to foot in mess right now!!" I snapped.

" Okay okay, im sorry. Please dont cover me in mess. In my pussy please" She said.

" What was that Maddie? I didnt quite catch it" I asked

" In my pussy sir" Maddie said frustrated

"Can't hear you Maddie. Beg me for it" I said

" Please sir turn that sybian back on. I'm really wet and fill my pussy up please!! Please fill it with your yummy custard" She said desperately.

"Maddie you dirty slut, are you enjoying this?"
I asked her.

" Maybe Sir," she said provocatively.

" Well its supposed to be a punishment" i said to her as i roughly shoved her panel gag back in.

I turned the vibrations back on and watched her squirm against the vibrations. I then pressed another button and the tank shot a spurt of custard through the dildo into her pussy. Only about a shot glass worth but enough that she moaned deeply and looked at me in surprise as the ice cold custard shot up inside her. She kept moaning and tried to start bucking against the vibrations but the restraints wouldn't let her.

"Maddie, shut the fuck up unless you want to be filled again" I said to her.

She looked at me square in the eyes and tried bucking again.

"Hmphhh, Hmphhh, Hmphhhh, Hmppphhhhh!" She moaned.

" You just want your pussy filled and you want to cum, don't you? Remember there's consequences if you cum. There's gonna be a consequence for you being so desperate as well you naughty slut" i said to her.

I shut off the vibrations instantly and I heard Maddie let out a disappointed whine. I then pressed the button and sent two spurts of custard into her ass. Maddie squealed and groaned at this. After that i set the machine up so it would vibrate for 5 minutes then shut off for 5 minutes continuously. I also set it so it would send random spurts of custard up each hole every 4 minutes. After that i set it so if the machine thought she was gonna orgasm it would shut the machine off instantly for 10 minutes. It did this with various sensors in the dildos and the sybian. It was very clever technology.

"Because you're enjoying this so much Maddie. I'm gonna leave you here for an hour. Make sure you dont cum although i don't think the machine will let you get that close" i laughed as i walked out the room leaving Maddie whimpering and squealing through the gag as her torment began.

I went to the room next door and watched her torment from the video cameras set up. I chilled out in the room for 50 minutes before I decided to go back and have some more fun with her.

I entered the room and Maddie was there breathing heavily and whimpering. Between her legs there was a big pool of custard dripping out of her pussy and asshole. The custard was covering the base of the dildos and had run down the side of the sybian forming a puddle on the floor. I walked up to her and removed her gag

"Make me cum. Im fucking begging you' she panted " Please sir, that machine has kept me on edge for ages, i just need to cum. Please, please!! I don't care about getting messy, I just need to cum!!" She pleaded.

" As you wish Maddie". I said as i put her gag back on.

I grabbed a hitachi and the remote. I put both dildos on full power whilst holding the hitachi against her clit, she came in a matter of seconds, screaming and panting. She completely covered both dildos in her juices. I took the hitachi off her clit but left both dildos on. Judging by her squirming she was building up to a second orgasm. I grabbed a heavy creamy pie and threw it point blank range at her pussy. She orgasmed again squealing against her gag. Overwhelmed by the sensations. When she had finished cumming she just slumped against her restraints, exhausted.

" I'm gonna untie you now Maddie. You'll go sit in that chair over there and receive your messy punishment ''I told her.

She nodded her head. I removed her gag and tossed it to the side then started removing her restraints. I removed all her restraints and she climbed off the sybian, custard dripping out of her pussy and ass as the dildos left her holes.

" Put your bikini bottoms back on as well" I ordered her.

She complied and slowly slid them up her legs and over her custard covered pussy and ass. She then stood over the sybian and looked over it curiously.

" Just before you punish me sir, can you show me how this all works. I really want to get one now. I love it." She said with her finger on her lips.

" Okay Maddie, but quickly, I can't wait to get you messy."

I knelt down next to the sybian and showed Maddie how all the controls worked and the different modes you could put it in. She was amazed by it all. I then removed both the dildos from it and attached the other attachment which was a long ridge that was designed to nestle against the clit and pussy lips. I showed her how to change the attachments.

"Thank you sir. I'm gonna go buy one after this, i'll go sit down now."

As Maddie walked off behind me to go sit on the chair I felt a hard push on my shoulders. I tumbled over the sybian. I then straddled the sybian in order to get up and find out what the fuck just happened. Just as I put my leg over the sybian I felt my wrist pulled down and attached to the restraint. Then my other wrist, then my ankles. Before I could process what was going on I was tied up straddling the sybian, with Maddie standing over me looking very content.

She knelt down in front of me and put the panel gag on me that I had used on her. I tried twisting my head away but she grabbed my chin and held it still whilst she fastened it. I tried shouting against the gag but Maddie just laughed and bent down and looked me straight in the eye.

"You're fucked now" She said menacingly.

I tried wriggling myself free of the restraints but it was no use, I was completely at her mercy. I just had to accept my fate. She walked behind me and started looking through the boxes of supplies I had set up by her punishment chair. She dug through all the toys and props until she found a pair of scissors, high heels and a sexy santa outfit which left little to the imagination. She walked back round to the front of me showing me what she had found.

"Looks like i found your secret stash then you dirty boy. I bet you were hoping that I would wear this for you. I think I might actually do it, but only to tease you even more, because believe me im gonna tease you and punish you so fucking hard after what you did to me. First though i think you need to lose some clothes I think." She said

I tried protesting through the gag but it was pointless. She got the scissors and slices through my shirt, completely removing it. Then she did the same to my trousers leaving me there in my boxers tied to the sybian. She then left the room only to quickly return again wearing the sexy santa outfit and heels. She looked incredible. Her makeup and hair was done perfectly and her massive breasts were ready to burst from the outfit. She strutted towards eyeing up the growing bulge in my boxers and walked past me to the punishment chair and foodstuffs. I heard her rustling and some low moans. I couldn't figure out what she was doing. After a while she came up behind me and wrapped her arms round her neck. I could feel her big tits against my back as she whispered in my ear.

"Do you like my outfit baby? Such a shame you can only look and not touch. I bet you're dying to touch my big titties and my pussy. My pussy was so messy when I got changed I had to leave my bikini bottoms on under my costume. I like it though. It was so gooey and custardy and creamy from the pie. I felt it needed a bit of topping up though so I've just put one of them miniature little trifles down the front of my panties to make sure it stays nice and messy. It feels so good and my pussy is even more messy now, I wish you could see it." She whispered to me

I tried talking through the gag but it was no good. She got up from behind me and walked round to the front of me and looked at my now fully erect cock ready to burst through my boxers. She slowly dragged her high heel teasingly over my straining erection.

"Did my little talk get you a bit worked up?" She teased.

She then went and retrieved a pie and knelt down in front of me.

"This should cool you down a bit." She said brandishing a heavy cream filled pie

Maddie then opened the front of my boxers and dropped the pie in there. She broke the pie so it would all fit in. She let my boxers snap back into place then proceeded to rub the front of them to move the mess around.

I moaned through the gag as Maddie's hands briefly brushed against my cock. Maddie stopped what she was doing and stood up again.

"Sorry my hand must of slipped" she giggled clearly enjoying every minute of the torment.

She grabbed the hitachi and turned it on full power. She lifted the front of her costume and rubbed it against the front of her mess filled panties.

"Oooh that feels good." She gasped.

She then pulled her costume back down and and ever so slightly brushed it against the front of boxers. Just enough that I moaned deeply through the gag. She giggled at this and did it again. I moaned even louder. She stopped and knelt in front of me so her tits were within millimetres of touching me.

" Do you want more? Do you want to cum?" She asked.

I nodded my head.

"Okay then" she said

She picked up the remote for the sybian and got down on her knees in front of me and the sybian. She pressed the button on the remote to set the sybian on low. The vibrating ridge burst to life massaging my balls. I moaned in pleasure. She then grabbed my boxers and took my cake covered dick out. It sprang out my boxers at full mast. She lowered her head and licked all the way from the bottom to the top of my shaft. She then took my dick in her mouth and started sucking me clean. Between the sybian and her mouth I was in heaven and ready to blow any minute. Without warning she stops sucking and turns off the sybian. She puts my dick back in my boxers. I groan loudly in desperation. I was on the edge.

" I don't think you deserve that," she said as she got up.

I groaned through the gag trying to plead with her.

" I think we need to cool you down a bit" She said as she picked up a large pitcher filled with porridge.

She opened up the front of my boxers and poured it all over my rock hard cock filling my boxers up. My boxers were bulging with porridge now.

"That will do" she exclaimed as she put the empty pitcher down.

She then picked up a large jug of custard and brought it up to teasingly close to her large boobs.

"Shall I pour this down here?" She asked.

I nodded, i desperately to see her tits get covered in custard. She smiled at me and started pouring the thick lumpy custard over her big tits and down her vast cleavage. The custard was filling her costume up nicely and soon saw streaks off custard coming out the bottom of her costume down her thighs. She threw the jug on the floor when it was empty and walked towards me and knelt down to show me her messy tits.

"Look how messy they are baby. They are covered. Its filled my bra and its teased my nipples. Its even running in my panties as well. Im so wet." She teased.

I was mesmerized by her messy cleavage and boobs. It just wanted to lick her tits and caress them.

What happened next was a massive shock. She got up and grabbed 5 jugs of porridge and custard. Then she grabbed 3 pies and set them all down next to the sybian. She then picked up her scissors and cut my boxers away letting my rock hard erection spring free. She then slid her own bikini bottoms down her legs and chucked them to the side. My mind was racing, I could only imagine what she was upto. Maddie then sat on my lap grabbing my cock as she did so and guiding into her warm wet messy pussy. I moaned so loud through the gag as her warmth engulfed my manhood. She bottomed out on my dick and put her arms around my neck. Her tits centimetres from my face.

"Im gonna fuck you now whilst i pour the mess over us. I'm gonna make you fill my teasing little pussy up. You're probably wondering why i've had a change of heart." She said

I nodded then moaned as she shifted slightly, teasing my dick even more.

"Well you're gonna help me big boy. You know my friend Emily?" She asked.

I nodded. I remembered Emily. Sexy blonde girl with big tits just like Maddies. She was gorgeous.

"Well i was telling her about our messy bets that we do and she said she'd like to watch sometime, but i think if we worked together we could turn the tables and destroy her and punish her hard. She has been a bit bitchy and bossy recently and she has it coming. So, are you in?"

I nodded eagerly excited by the prospect of getting another gorgeous girl messy.

"Good boy, lets get my pussy filled with your hot cum" she said sexily

She grabbed two jugs of custard and slowly poured them over her own head. It covered her long blonde hair in waves and flowed straight into her cleavage and down her front. She then started riding me slowly teasing my cock with her tight pussy, sliding up and down my length. The next two jugs went over me, completely covering my head and flowing down my chest to where it gathered at the base of the sybian. She got the last jug and poured it directly over our private parts as she continued fucking me. The custard enveloped my shaft and her pussy and provided brilliant lubrication. She then started to speed up her riding a bit, getting me closer and closer to the edge. She reached behind my head and undid the strap for the panel gag. She removed it and tossed it to the side.

"Madd-" was all I could manage to say before she pushed a cream pie deep into my face exploding on impact and covering my face and my hair. She then got the last two pies and shoved one deep into her cleavage and boobs and the other one into her own face covering her face and her hair completely. She then leant forward and started kissing me and running her hands up and down my chest. Moments later I erupted deep inside her moaning and groaning deep into her mouth and our pie covered faces were mashed together in a deep snog. She slowed down her riding as i emptied my balls deep inside her, filling her upto the brim.

"Good boy, I think you needed that. I'll arrange for Emily to come over next week then and we will have to see where we can find a gunge tank and about half a dozen vibrators and dildos to make sure she gets the full experience"

"Thank you Maddie for that mind blowing orgasm" I said as she unshackled me from the sybian.

The End.
Stay tuned for the next series