April's Punishment/Part 25
After the school auction, Tom, the man who had purchased Tiffany for the weekend was silent as he drove out of the parking lot. She didn’t say anything either, but did manage to spot April out the window before they pulled away. Her best friend was being led through the parking lot by another strange man—obviously the one who had bought her for the weekend.
As the car started down the road, Tiffany watched listlessly out the car window as the street lights passed by. Before too long, the car turned into a neighborhood, but still continued driving for several minutes and steadily climbed up the side of a small hill. As he drove, the houses got bigger and the road grew steeper.
He finally stopped in front of a gate at the top of the hill and pressed a button in the car. Then the gate started to open. Tiffany could see the whole city from where they were. The bright city lights twinkled and faded into the night sky. Had they not been there, it would have been pitch black because this particular night, there was no moon. She admired the view of the city until the man pulled the car into the garage and it disappeared from her line of sight.
“Alright, come on. Let’s get you ready for bed,” Tom said once he’d turned off the car and started ushering her out. “Would you like some ice cream first?”
“Yes, please,” Tiffany said politely. She was nervous, but the idea of ice cream got her to open up a bit. She was led into the house and greeted immediately sleek contemporary design features and wall to wall windows. The city skyline was once again in view. She marveled at the futuristic design and the spectacular views as she walked further into the house. It was pretty, but the place gave her a rather eerie feeling that she couldn’t ignore.
In the kitchen, the man lifted Tiffany up and sat her on the counter.
“I think I only have vanilla and chocolate,” he said. “Which one would you like?”
“Chocolate.” She replied. While he didn’t have much of a variety of ice cream, his bar on the other side of the kitchen had numerous flavors of vodka as well as various brands of tequila, whiskey, and other kinds of hard liquor.
“You’re pool is pretty!” Tiffany noted, looking out at the infinity pool outside, which was lit up dramatically at night.
“Thanks, you can use it anytime you want to while you’re here,” the man promised as he piled ice cream into a glass bowl. “I have a jacuzzi on the roof, too.”
“Really?” Tiffany replied excitedly. “Can I see it?”
“Sure, I‘ll take you up there once you’re finished with your ice cream,” he handed her the bowl and accompanying spoon. It was a lot more than her parents would ever let her eat and took her a while to finish it. As she ate, her new “friend” began telling her to make herself feel at home and that she could eat or drink anything that was in the refrigerator.
The young child was a little taken aback by being given quite a bit more freedom than she was usually allowed at home. Alas, she finished her ice cream and while she had enjoyed it, felt rather full when her bowl was empty.
When the man led her up to the roof, she was greeted by even grander views of the city atop the three story mansion. In addition to the jacuzzi, there was a gazebo which housed yet another bar with a barbecue and was surrounded by stools on both sides. There was also an astroturf putting green, but that didn’t interest Tiffany much.
“Your house is really cool,” the girl complemented.
“Thank you, I bought it to impress my business associates and throw big parties.” He replied and laughed to himself. It was tempting to tell her that she would be attending one of his craziest parties to date this weekend, but he managed to contain himself and keep it a surprise.
“Well, I think it’s time we aught to get to bed,” he grabbed her hand and led her back inside.
Once in the master bedroom, indeed another room with rather fantastic views of the city, the man helped Tiffany onto his bed and began running his hands all over her before stripping off her dress and throwing it to the floor.
She sat on the edge of his bed in just her panties and watched as he unbuttoned his shirt. She could see him as little more than a large shadowy figure in the dark room. His large frame interrupted her view of the city which lit him up from behind.
Once he was naked, the shadow moved closer and Tiffany felt two grubby hands touching her bare skin. His fingers found the fabric of her panties and pulled them off as well. Then she felt another organ—his cock, resting against her cunt.
The tall six year old lay back, legs dangling off the bed as the cock thrust into her. It wasn’t long, but it wouldn’t have been able to fit all the way into the girl’s young body either way. His girth however, stretched her twat as he pushed into her. It wasn’t painful, but left her feeling quite uncomfortable as he continued to fuck her.
As his thrusts grew more violent, so did her discomfort. She began to whine as things progressed, overwhelmed by the increasing rhythm. He moaned in pleasure as he bounced over her, relishing her tightness and feeling her soft skin rub against him.
Just when she though she could handle no more, Tiffany felt him begin to cum inside her and fill her up with his jizz. After letting out a satisfied sigh, he pulled out and crawled up to the head of the bed, running his still leaking cock up the girl’s body. It left a string of jizz running up her chest and onto her face. His ball sack followed, smacking her chin, nose, and forehead.
The man settled in, relaxing in his bed. Tiffany got comfortable, too; admiring the city lights in the distance as she drifted to sleep.
When Tiffany woke up the next morning, the auction winner than had won her for the weekend was nowhere to be found. She lay in bed for a while, looking out at the city view for the first time in daylight. It was strange to her to be left alone. Her hair was still in pigtails, but they had come loose and hung down lazily. After a while without seeing anyone, she started feeling hungry and got out of bed.
Her panties were laying on the floor by the bed. She picked them up and put them on before venturing through the rest of the house. But her dress was nowhere to be found.
The house was big and looked different to her during the day, but she quickly found her way to the kitchen and rummaged through the cupboards until she found a box of cereal. It wasn’t her favorite, but it would do.
The milk was a bit heavy for her, but she managed to pour it into the bowl of cereal without spilling too much. She didn’t notice the few drips she had left on the other side of the bowl, though.
Climbing up to a stool in front of the island, the six year old sat and ate in peace. When she was finished, Tiffany left her bowl on the counter for someone else to deal with and went off to explore the house. She had half a mind to go swimming in the pool, but she didn’t have a swimsuit and he idea of swimming in her panties—or without them, made her uncomfortable.
Instead, she walked around the house, checking out its many bedrooms, bathrooms, and other sorts of rooms she had never seen in a house before. It had a gym, a fancy home theater, a game room with a pool table, and an office which had lots of books. All the rooms were minimalist and futuristic looking.
When she walked down to the lower level, she came across a room near the garage with nothing in it but an odd looking swing hanging down from the middle of the room. It just seemed weird to her and she couldn’t imagine what it might be used for as she moved on.
Her self guided tour was cut short however, when she heard someone come through the front door. She ran back towards the living room, expecting to see the man from last night. Instead, she found a tall, skinny man with a darker complexion. The sides and back of his hair was dark very short but it was long and blonde on top. It hung down in front of his face.
“Hey there, sweetie,” he said in a more womanly tone than she was accustomed to hearing from a man, not that she paid it much attention.
“Hi,” she said shyly.
“My names Dimitri, but you can just call me DeeDee,” he reached out his hand. She grabbed it carefully and they shook hands.
“I’m Tiffany,” she replied.
“I know who you are,” she was surprised. “I saw you at the auction last night. I loved that little performance you put on.”
“Thanks…” she said it without any excitement whatsoever.
“My Daddy bought us a nice present from the auction, too. Well—he’s not my real daddy. I just call him daddy because he likes it when I call him that. Plus he’s pretty much my sugar daddy. Do you know what that is?”
She didn’t, but he hardly paused long enough for her to answer.
“Anyways, he’s coming over later so you’ll get to meet him. Also, I made these brownies for later, but they’re only for adults just so you know. I wouldn’t want you to eat a bunch of them and start freaking out, okay?” He pulled a plate of brownies out of a large designer bag he’d been carrying. Tiffany didn’t understand why she couldn’t eat them, too, but she didn’t ask. They did look good, though.
“I’m really excited for later. Tom’s parties are always the best,” DeeDee continued. “Oh my gosh, last time, I got so high I kept opening and closing the electric curtains. Oh, have you seen the rooftop bar yet?”
“Yes.”
“Yeah, isn’t it great? I just love this place.” Tiffany agreed that it was a nice place, though she wasn’t sure what to think about her present company as he looked around, seeming to sniff the air. She liked that someone was talking to her and giving her attention, though.
“I’m thirsty,” she found herself saying.
“Oh you sweet thing. Did Tom just leave you here to fend for yourself? Here I’ll get you something to drink.” She followed DeeDee to the kitchen and he found wine glass for her, filling it with water. “There you go. I’ll make sure you’re taken care of today, okay?”
“Thank you,” Tiffany was grateful and climbed back up on one of the stools to drink it. Before DeeDee could say another word, the doorbell rang.
“I guess I’ll get the door; I think I know who that might be…” DeeDee walked out of the kitchen and back down the hall. Tiffany heard voices coming from down the hall, but couldn’t make out any words.
When DeeDee came back into the open kitchen and family room area, a man followed close behind him.
“This is my husband, Jay,” DeeDee motioned at the man in the purple and white track suit. “And this is Tiffany!”
“Nice to meet you,” he was clearly a bit older than DeeDee, but his short, slicked back hair was only just coming in gray. “It seems Matty here is a bit overdressed.”
“That’s not my name!” Tiffany hadn’t even seen the boy hiding behind Jay, but she recognized him from school. He was a year older in the second grade.
“Oh, what’s the matter Matty?” DeeDee knelt down in front of the boy. “Well, I guess you didn’t get very much sleep last night after the auction, did you?” DeeDee laughed as he tousled his hair.
“I told you we aught to take it easy. We don’t need him all tuckered out before our weekend with him has even started,” Jay said as DeeDee took the boys shirt off.
“But how could we possibly keep our hands of this gorgeous boy physique?” DeeDee answered running his fingers down the boy’s chest. Teddy flinched as he felt DeeDee’s hand reach inside his underwear. “Such a cute little cock!” He teased before removing his hand.
“My name’s not Matty!” The boy echoed as DeeDee pulled his pants down, leaving him in nothing but a pair of white briefs.
“We talked about this, your name is whatever we want it to be!” DeeDee reminded him. “We won you at the auction, so we get to call you whatever we want.”
“I bet a nice blow job would lighten him up. It always works for you when you’re having one of your moods!” Jay suggested, leaning on the kitchen counter by Tiffany.
“Of course, should do the trick!” DeeDee agreed. “I bet Tiffany here gives great blow jobs don’t you, dear?” She shrugged.
“Come here and show us how it’s done, sweetie!” Jay began helping her off her stool.
She was suddenly placed on her knees in front of Matty, and told to pull down his briefs. He flinched again when she took his small cock in her mouth. Meanwhile, DeeDee rubbed his chest and whispered into the boy’s ear as she began to suck on him
Indeed, it was the smallest cock she’d ever sucked. The middle school boys at the science camp weren’t very big, but compared to a seven year old’s cock, they were quite large. Still, the boy’s cock grew hard and her motions began to drive him crazy.
“See, I knew it would help him relax,” Jay commented as Matty’s legs started to shake. He let out a high pitched moan and shortly after, his orgasm came in full force. DeeDee kept rubbing him while Jay stood behind Tiffany, now with his cock on hand. He had been unable to contain himself with the lewd scene before him.
“It looks like Matty enjoyed it so much, I’d like a turn myself.” Jay stepped up to the girl. Matty was allowed to pull his briefs back up when Tiffany pulled away. Meanwhile. Jay moved in position and pressed his cock against her mouth. She had no choice but to open wide and accept it.
She sucked the man’s much larger cock and he let her take her time bobbing up and down—at first, anyway.
“Let’s see how far you can go, sweetie,” he said once she had gotten into a rhythm. Suddenly, he grabbed her messy pigtails and pulled hard. Unable to fight it, she gagged on the man’s cock as it was forced towards the back of her mouth. This was something her father enjoyed, and so while she definitely didn’t enjoy it, it was far from a new experience for the girl. Jay however, refused to let go.
Tiffany whined and tears started to flow. Meanwhile, the man continued manipulating her pigtails to force her to continue back and force on his cock. She let out as steady stream of cries under the onslaught.
While Jay was keeping her occupied, she was completely unaware that several more party guests had arrived and were now eagerly watching her. Not wanting Matty to miss out, DeeDee had pulled out his own cock and began fucking his face, too.
Distressed sounds came from both children and echoed through the house. Tiffany’s gags grew suddenly worse as Jay started cumming down her throat. She tried to push back against him, but he simply held onto her pigtails, forcing her to stay in place as he emptied his balls into the girl’s unwilling mouth.
Finally, he let up and pushed her back. She stumbled and only then did she look around the room and realize in horror that she had several new audience members. She looked over at DeeDee who had a hand on Matty’s head and forced him to choke on his own cock.
“Well, who else wants a turn?” Jay asked. Tiffany scannned the room with pleading eyes, hoping nobody would. Much to her dismay, there were many takers. She only had one mouth, however. A man who looked to only be about 17, was the one to pull her over and push his cock into her mouth.
He didn’t seem to mind that it was already full of cum, he simply went about adding his own. Again, Tiffany was forced to gag and cry as her mouth was fucked.
“Awe yeah, take my sticky man juice!” DeeDee cried out. Matty nearly threw up when DeeDee blasted his cum down hus throat. Gobs dripped out the side of his mouth and even spilled out his nose. A few onlookers laughed at his distress as cum started to pool on his chest or fall to the floor.
Like Tiffany, he too was distraught when he was finished as he noticed plenty of eager men watching—and waiting. As soon as DeeDee’s balls were empty, another cock was seeking its way past the boys lips.
One by one, the children were passed around the room. More guests arrived to join in on the fun. They weren’t all interested in partaking and many were simply satisfied to watch. Regardless, there were plenty of eager cocks that found their way into the kid’s mouths. Both of them forced to gag and choke if the owner of said cock so desired. Both kids were steadily becoming even more of a mess with tears and cum.
After Tiffany had taken her sixth cock, and indeed her sixth load of cum in an hour, DeeDee grabbed his designer bag and walked over to Tiffany.
“I brought a little treat for anyone who’s interested!” He announced to the room. Then, he lay Tiffany on the rug in the center of the room and used a cloth to clear some of the cum off her chest. He didn’t bother with her face or chin which were still covered in the stuff. Then he pulled a half gallon sized bag out. It was filled with a white substance that looked very similar to flower—but it wasn’t.
Tiffany watched wearily as he poured the white powder onto her flat chest and used a plastic card he kept in the bag to make a line of the powder. She was surprised when he leaned down and suddenly snorted it up.
“Oh yeah, that’s the good stuff!” He exclaimed, clearing his nose before licking up the remnants. He wasn’t shy about licking her higher either and taking up some of the fresh cum that was stuck on her neck.
“Who else wants a hit?” DeeDee raised himself up and pounded more cocaine into the child’s bare chest.
Matty was left to entertain cocks while Tiffany’s flat chest served as a human cocaine tray. Both men and women came over to snort lines off of her, most licking her clean after they did. She didn’t understand what was going on, but she stopped crying and was glad she didn’t have to suck any more cocks for now.
“I gotta pee!” Matty cried in distress when one of the men was finished with him. Cum dripped onto the wood floor as he spoke. The boy pushed his legs together and squeezed his cock from the outside of his briefs. But by that time, more guests had arrived and there were more cocks for him to service. Nobody seemed the least bit concerned about his urges. They were only there to service their own.
Thus, the boy who’s real name wasn’t Matty, found yet another cock in his face and it was forced down his throat. His cries of distress continued as his throat was raped yet again. Distracted, his control over how bladder steadily weakened.
It took a moment for him to realize what was happening, but his cries turned into a steady high-pitched whine when he felt the warm liquid filling his briefs and begin to trickle down his leg. Many onlookers laughed as one by one, they realized what was happening. Losing all control, he emptied his bladder into his white briefs and ultimately, onto the wood floor.
The man who’s cock was currently buried in his mouth, paid the boys accident little mind, continuing to pleasure himself with the kid’s mouth.
Tiffany watched the whole thing unfold, as a woman leaned over her to snort a second line off her chest.
“Being able to see a little boy’s cock through his wet briefs is so fucking hot,” DeeDee noted excitedly to his husband who was sitting cross-legged next to him.
“It really is,” Jay agreed. “But I still think adopting a girl could be the way to go. A sweet little angel would make a wonderful little sandwich when we make love.”
“I guess we’ll see how much we enjoy it later tonight…” DeeDee’s voice trailed off and was buried over the sound of Matty’s cries and coughs as more cum was squirted into his throat. But Tiffany had heard enough to know what was coming.
Before she could think too hard about it, though, a cock suddenly began smearing pre-cum across the side of her face.
“I think you’ve had enough of a break,” the man said as he turned her cheek towards him. He pushed the six year old’s head onto his dick. He wasn’t as forceful as other’s had been, even allowing her to bob her head instead of shoving his cock straight down her throat. When she brought him off, however, he pulled out of her mouth and aimed right at her face.
She screamed and tried to turn away, but someone else quickly moved in and held her head in the line of fire. Tiffany was forced to take the entire load straight onto her face, shutting her eyes tightly so as not to get any of the man’s juices in them. A healthy serving wound up in her mouth before she closed it, but she was forced to open it again when cum began to squirt up her nostrils, obstructing her air flow.
She felt more cum land on her cheek and drip over to her ear. He then aimed more at her forehead and into her hair. Finally, the man lifted one of her already messy pigtails and squirted his last final drops in her hair, whipping off his cock when he was finished.
“Nice!” One of the men said as he examined the other’s handiwork. Then, he too went to town, taking then first man’s place in her mouth. Tiffany didn’t dare open her eyes, but sucked the new man all the same.
As she continued, she heard several laughs and then felt someone removing her panties, pulled them down over her legs. She expected to feel a cock begin fishing around her pussy, but was surprised by what she felt instead.
While her panties had been pulled clean off, she felt two hands down near her feet and the. felt someone pulling them back up. It surprised her until the hands pulled them all the way up and she realized they were wet.
“No!” She thought to herself. She whined and nearly started to cry again once the realization came to her. They were the boy’s briefs, soaked with his warm piss. And how she had to wear them, too.
“Come here little sissy boy,” a voice said. “Maybe he’ll wet these, too.” A group of men laughed.
Matty felt both relieved to be wearing a dry pair of underwear, but humiliated by the fact they were clearly a pair of little girl’s panties, pink and frilly. He was instructed to prance around the room and show off for everyone. He was thoroughly embarrassed, but it gave him a moment or f reprieve before being forced to open his mouth while another cock filled it up again.
Both kids swallowed more cocks and received loads of cum in their mouthes and on their faces and chests. Since everyone had snorted enough coke for the time being, Tiffany was made to stand up again, but still didn’t dare open her eyes for fear of getting cum in them.
“Awe, what’s the matter pretty lady?” Asked the man who had just squirted a fresh serving of cum over her face. She just cried, but he didn’t really expect her to answer.
“Oh, I see,” he added in a mocking tone that was disguised as someone who cared. He then proceeded to grab her pigtails and used them to wipe her face.
“Wow, these pigtails really come in handy don’t they,” the man said as Tiffany slowly dared to open her eyes. “You know, Matty over here doesn’t have pretty long hair like you, why don’t we go help him out?” He led the girl by her hair over to Matty who had also just finished getting blasted in the face.
“Here, I bet you can do it!” The man taunted her. Reluctantly, Tiffany lifted the ends of her hair and began running them over the boy’s cum-smeared face. The onlookers laughed as her effort served to make more of a mess of her pigtails than to actually clean up his face, but a woman came up to help her out, too.
Tiffany looked down at the boy standing there in her panties, reminded that she was was wearing his dirty briefs. It was then she realized that she had to pee, too.
“I have to use the restroom,” April said looking over at the woman who was doing a much better job of wiping Matty’s face with the girl’s hair. Tiffany hoped the woman would give a bit of sympathy.
“No need to worry sweetie, we’ll make sure you’re taken care of,” she replied. Tiffany's pigtails landed with a thud on her shoulders, dripping cum down her body. Meanwhile. The woman unbuttoned her jeans and peeled them down along with her panties. With both hands, she guided Tiffany’s face into her crotch and the girl began to eat her cunt.
“You don’t get to eat pussy little gay boy. Only fat cocks for you!” one of the men said to Matty who had watched Tiffany start to eat the woman out. Sure enough, another fat cock was shoved into his face.
After thoroughly eating the pussy and bringing the woman off, more fat cocks were shoved in Tiffany’s face, too. Once again, she was forced to resume crying and choking on them as they fucked her little mouth. Much like when Matty had wet his briefs, it was now Tiffany’s turn since she hadn’t been allowed to use the restroom either. With a cock moving in and out of her mouth, she felt ashamed as she started to re-wet the boy’s briefs with fresh piss.
Once more, the crowd watching was quite amused, calling out to her and laughing at her distress. It only made her cry harder as she felt her urine flow steadily down both legs.
Tiffany’s briefs were still a bit damp when lunch time came around. DeeDee brought both kids into a side room to give them some privacy while they ate. He’d left them a few pre-packaged sandwiches and some chips. Though neither said much, they enjoyed some time to themselves. Tiffany sat naked, glad that DeeDee let her take off Matty’s twice-soiled briefs. Matty however, was not allowed to take off Tiffany’s panties because he was a “bitch boy” as DeeDee put it.
Both kids had a bit of trouble eating with their jaws sore from sucking so many adult’s cocks. While they ate, they, too grew more anxious about what sort of activities were waiting for them once their lunch time was over…