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Quickies: Cosplay Bets 4

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It was going to be an exciting day for Will. The other day, he heard a commotion in one of the tech rooms in the large house. The sounds of someone panicking and running around the room echoed out. A curious Will was peeking through the open door, the dirty blonde could see Cass was freaking out, pacing back and forth near one of the computers. Seeing that something was clearly up, he entered the room, Will cleared his throat to get Cass’s attention. She looked back at him with apparent fear in her eyes. Will crossed his arms before speaking.

“What happened?”

She motioned to a computer used by one of the girls.

“I dropped a soda on the computer.”

After a very long sigh, the dirty blonde spoke again.

“You brought a drink into a room that bans food and drinks? And proceed to spill it on Yuri’s programming computer, of all things?. Arguably the strongest and most aggressive person here, Having an 8 pack. Sounds like our Casshole fucked herself.”

She could compose herself enough to turn to Will and flip him off.

“Fuck off! I need you to help me.” She hissed.

“Why should I?”

Will replied, having a perplexed face. Cass looked back at the computer and motioned to it.

“Because Yuri actually likes you.”

She spoke. The tall one couldn’t help but let out a scoff and replied.

“Compared to you, everyone likes me. I have no reason not to tell her what you did.”

Will started to pull his phone free. That caused the girl, just over half his height, to panic again. Closing the distance between them.

“I will pay you back later. Whatever you have to spend to replace or fix it. I will pay you back later.”

She spoke, giving him crazy eyes. Will had to stop from laughing before speaking.

“We both know you never pay anyone back. I am still waiting for the twenty you borrowed for a pizza. The twins lent you a fifty for dinner. The list goes on. I don’t believe you can pay anyone back.”

Cass let out a sigh, rubbing her hands together. Seeming to be forcing something out from behind clenched teeth. Finally, mumbling something he couldn’t hear.

“What was that? Speak up?”

He asked. Cass seemed to get angry but stared down at the floor. After closing her eyes, she finally spoke again.

“I will do anything you want.”

Will gave her a quick once over before asking.

“You do understand what that means, right?”

She nodded, not wanting to talk anymore. To her surprise, he went to one of the printers, grabbed a piece of paper, and grabbed one of the pens on a desk. She gave him a perplexed look, and he responded.

“I will accept. But I don’t trust you to keep it without proof. We are getting it in writing. And you will sign it.”

Cass sighed deeply; it seemed that was her plan, and she was making her way over. She watched as he wrote the contract.

“Your handwriting sucks.”

She spoke with a bit of smugness. Will’s penmanship was never the best.

With an annoyed grunt, he set the pen down and pulled out his phone.

“Fuck it. I am making a video of you saying it. The recording would be more legit anyway.”

He hit a button, aiming his phone at Cass, speaking.

“Say it. Now.”

She sighed and looked at the phone. Not really seeing a way out of it, she could only comply.

“I owe William big time. And have to do whatever he says.”

“Good, Casshole.”

He said with a grin. And stopped the recording.

“Now then. I will deal with Yuri. Get out so the German doesn’t go detective on us.”

Will said as he started to pull up his contacts. Cass didn’t have to be told twice and bailed out of the room. The dirty blonde called Yuri, telling her he was carrying a twelve-pack of soda in a box, thinking it was safe, and how one escaped the box and messed up her computer. And he was going to help her get a new one. Yuri accepted it, and for the rest of the day, Will was dragged around bursa bayan eskort various shops so the programmer could make her PC the way she wanted it. Keeping receipts of everything, even where the two stopped for lunch.

This morning, after waking up, Will had made his way to Cass’s room. Along the way, he had an amusing idea. The Casshole answered the door; she was going to say something with a sneer but seemed to remember the situation; she let out a sigh, closed the door, and came back dressed. Will led the two out of the housing wing to the part of the house that had the workshops and gyms. Stopping at one to knock on the door. Aggie quickly opened the door.

“Hey, Aggie, I have a fun offer for you. Cass owes me big time and cannot say no. So how about you dress her up in a few outfits.”

Will offered with a grin. He could see the cosplayer was thinking it over. Aggie was 5’2, Asian, with long black hair in a ponytail. Dark brown eyes with glasses and an impressive pair of DDDs. Cass was 5’0, white, the rudest Canadian anyone would ever meet. Short tomboyish brown hair, Amber eyes with glasses, And one of the smallest pairs in the house at A cup. While the height would be similar, she would have access to a new body type. Aggie was plump and thick in all the right places. Whereas Cass was petite and lean.

Realizing the situation, Aggie grabbed them both and pulled them inside. Not caring that she was in just her shirt and underwear. Pushing Will onto the futon. She pulled Cass to the back of the room. The cosplayer then pulled some measuring tape from seemingly nowhere. Quickly taking Cass’s measurements and writing them down. Once done, the Asian started to dig through her hanging materials and outfits. Tossing some back, One landing on Will. Pulling it off, he could see it was a virgin killer sweater. His mind started to race, imagining Aggie wearing it. Looking back up, he saw the two heading into the back room with some outfits. After about five minutes, they come out. Cass was in a Japanese Schoolgirl outfit as Aggie circled the Canadian like a shark. Cooing and awwing, Taking pictures of Cass from all angles. They returned to the back, and Cass was now in a maid outfit when they returned, capturing pictures like before. Although the Canadian was unhappy, she even managed to get Cass to pose before returning to the backroom.

And that was where Will was now. After some time, the two emerged from the back room. The busty Asian blocked his view until the Canadian was next to the futon. Aggie was the first to speak.

“Are you ready, Will? This one will be the one to leave her in your care with.”

“I um. Don’t want it done here?”

She quickly replied. Aggie took on a solemn look before speaking again.

“Because I don’t want to deal with cleaning up a big mess here. Also, don’t think your wallet can replace ruined materials and outfits. I send you two out with one outfit. Only one is at risk.”

The American couldn’t help but chuckle at the reason.

“That’s fair. So what is she?”

He asked. The Asian replied as she moved to the side.

“See for yourself.”

Now entirely in view, Will could clearly tell the outfit and its origins. Cass was in a Slave Leia outfit. It hugged her body quite well. Even though she didn’t really have anything up there. The main differences were that she was wearing her shoes and that she was also wearing a modern collar. The cosplayer handed the American the leash while speaking.

“Figure you would want to do this part yourself.”

Will took great joy in forcing the Canadian on her knees before him. Attaching the leash to the collar and giving it a testing tug.

With Cass already on her knees in front of him. Will wanted to start the fun there. But he knew Aggie would get very mad at him. So, reluctantly, the American stood and pulled the Canadian up by the leash. The Asian gently bursa escort bayan mushed them out the door, closing it behind them. Will could just take her back to his room and use her all he wanted there. But he wanted to be able to show off his prize first. So he led the two, pulling Cass by the leash, from that Wing of the place. With it being around noon now, girls were leaving the gyms and workshops for any lunch dates they had. So they were passing a good few. Some of the girls decided to take pictures of the two. Lex is a 5’8 white American with pixie-cut black hair, having a lean body type and blue eyes. Asked.

“How did you tame the Casshole?”

He would just reply. “She just owes me. Don’t expect this too much. Unless she somehow fucks up again. Granted, this is Cass we are talking about.”

The Canadian didn’t like being talked about like she wasn’t there. But all she could do was to keep silent to keep them from getting any satisfaction from her. Soon enough, the two were through and climbing one of the sets of stairs. The American led the Canadian higher up into the house. Will led them to a side hallway that didn’t seem to have anyone there. Leading him and Cass to a single door. That looked plush enough.

Entering through the door revealed that they were now on one of the many balconies of the building. This one is one of the larger ones. Having three tables with two chairs each. And ten chairs facing out from the building. All the tables had closed umbrellas; the deck had weird-looking carpeting. That looked plush enough but would survive the weather. Will pulled Cass by the leash to the middle table. He sat down and made the Canadian kneel in front of him. It was a very satisfying look for him. His member was already fully hard from the excitement alone.

“Pull my dick out.”

He commanded. Cass did as she was told but had an irate expression the entire time. The American’s thick and heavy member hung down a bit. She glared up and asked.

“I’m guessing you want me to suck your cock now?”

He shook his head before replying. “Not quite yet. I have something else I want to do first.”

She had a confused look, but before she could ask anything, Will slapped his cock against her face. All she could do was release a surprised yelp as her face was repeatedly hit by the American member.

This continued for a few moments before Cass could get some words out.

“What are you doing asshole?”

She took another slap to her face before Will answered.

“Just covering you in my scent. So you know who you belong to.”

The Canadian was quick to speak.

“I d-“

But before she could finish, the American had grabbed the back of her head and forced it down on his cock. Cass released a surprised Gulk. She could only glare up at Will as he forced her head to bounce on his cock repeatedly. She was doing her best to hold back any noises. The little look of defiance while getting facefucked was very erotic for Will. That was when he decided to stand up, grabbing the back of Cass’s head. He started to thrust into her mouth. The Canadian could only sit there and take it as her mouth was taken. She couldn’t keep quiet, though. Releasing a length of gulk, gulk, gulk, gulks as the cock reached her throat with each thrust. Will used the leash and collar to pull Cass into his thrusts, accepting it with a frown.

This continued for about ten minutes. Using the leash to hold her down on his cock, choking her on it a few times until Will could feel himself getting towards the edge. Thrusting wildly into her mouth, making her gulk gulk gulk gulk on his cock, until his body tensed up. Pulling free from Cass’s mouth with a pop. The American stroked himself until he shot load after load of his cum on the Canadian’s face. One of the last ones hit inside of her mouth. She could only groan as she was given a facial. Once finished, breathing heavily. Cass looked up at Will, one of his loads pinning an eye shut.

“You-“

She tried to speak, but the American stuck his cock back into her mouth.

“Clean it.”

He demanded. Cass licked it a few times, and Will pulled it free and checked it over. The American decided it was time for the next fun part because it was excellent and clean. Using the leash to make Cass stand, he made her pull the skirt to the side. Giving him a view of her nether region. Something looked off. Reaching out, Will discovered that Cass was quite wet. That she was getting heavily turned on by the situation and being used. The American couldn’t keep himself quiet.

“You know, if you weren’t such an asshole bitch, we could do this more often.”

The Canadian’s only reply was to give him the middle finger.

With the Canadian already prepared for his cock, the American pulled her into his lap. He realized he had a few options here and decided to have fun with a different hole. He got Cass off his lap and bent her over the table. She didn’t have much of an ass, but the view, costume, and setting were still very nice. He teased the head of his cock against her cunt; Cass pushed herself back until she bottomed out on the American. Letting out a low groan as the invader filled her up. Will couldn’t help but smirk down at where they were connected.

“Is this your way of telling me to breed you, Casshole?”

He asked. That seemed to get a shudder from the Canadian.

“Wanting me to knock you up so I have to like you? And fuck you more?”

He continued. Cass was releasing small groans, tensing and relaxing on his member.

“Turn these pitiful A cups into milk-filled Bs or Cs?”

The American spoke. The Canadian pushed her ass back against him a few times. Seemingly enjoying the dirty talk and the cock being as deep as possible.

“But, with you always acting like you have a stick up your ass, imma make it happen.”

He finished. Before Cass could register what was going on, the American pulled out of her cunt, and pushed his now well-lubed cock halfway into her ass. The Canadian let out a surprised yelp from the invasion. She tried to pull away, but the American grabbed her hips, pulling himself deeper and deeper. Until his balls were against her womanhood. Cass let out a deep breath and let her upper body fall onto the table. Leaving her in a face down ass up position

Having a firm hold of the Canadian’s hips, the American begins to thrust slowly into her ass. Cass stared into the distance, giving small moans every time there was an intense thrust. Will felt her move and could see that she had moved her arms under her body. Cass had one hand pushing a finger onto her cunt while the other was teasing her clit. All while Will was thrusting into her ass. This was making the Canadian moan even more as she thrust into her own cunt. With her adequately adjusted, the American started to bottom out in her ass harder and faster. Bouncing Cass into the table from the impact. The Canadian didn’t have any tits to bounce wildly with it, though. So she just grunted and moaned as her ass was taken. Soon enough, he is slamming into her ass repeatedly. Meanwhile, Cass is violently fucking herself with two digits while rubbing her clit. Moaning loudly from each impact.

This continued for about ten minutes, the two slamming wildly into Cass’s holes. Will was the first to be pushed over the edge. His body slowly tenses up as he thrusts more and more wildly. Until he finally released, slamming balls deep into the Canadian’s ass. His member twitched as it filled her ass with cum. Cass moaned with each twitch. That had been enough to push her over the edge as well. Groaning as she tensed from her fingering. Clenching up on the cock in her ass. Until the tension broke, her orgasm hit hard. She shook for a bit, but finally, her entire body relaxed. Letting out little coos on the table. After a few moments, the mind reset. The American pulled out of the Canadian’s ass, enjoying the view of his cum leaking out of it. He let her just rest on the table with her ass up. Will sat back in the chair, reclined, and enjoyed bird-watching.

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