Quickies: Cosplay Bets 5

Will was chilling in one of the game rooms of the house. They were different from the Arcades because they only had pinball machines and shelves filled to the brim with board games. And many tables to play said games. A very bored Will was off to the side. The dirty blonde was setting up one of the three-foot-tall Jenga towers and using its box on the floor as a base. Will was wanting to see how long he could last on his own. He was curious if he could make it taller than himself.

Around the time the dirty blonde was almost done with the tower, one of the new women had entered the room. Will snapped his fingers a few times, trying to remember her name. After a bit, he finally remembered Marie. She was white, Murican, 5'10, with long brown hair down to her middle back. Brown eyes with a very chubby body type. She was currently wearing a tight t-shirt that made her immense breasts strain against it. Marie was also wearing a pair of capris.

The guy was so focused on remembering her name that he didn't register Marie looking around the room, stopping at Will, then beelining in his direction. Not until she was right next to the dirty blonde.

"Hello?"

She asked, making Will jump, almost knocking over the tower. He caught himself, though.

"Heyo?"

He replied. The brunette was holding back some chuckles from the reaction. Few people in the house were also tall. So, with his sitting position, it felt weird to look up.

The woman extended a hand down to Will, who quickly shook it. She continued after pulling her hand away.

"My name is Marie. I just wanted to introduce myself. If you want to talk more, we can talk about ourselves so the other can get an idea."

Unseen to Will, the brunette was twiddling her index fingers nervously. The dirty blonde thought over what she said before answering.

"I am Will. And sure, we can. Since it was your idea, care to do it first?"

He almost missed the excitement in her eyes when she confirmed who he was.

She nodded, sat down next to Will, then spoke.

"Let's see here. I used to be a teacher. Uuuh. I'm a Gamer. And I have some awesome H Cups."

She winked at Will after that. The dirty blonde was next to speak.

"Hmm. Some people joke about whether I am an Incubus or an Energizer Bunny from hell. At the same time, I know I am not the strongest here. I am probably the only person that will judge-free help with almost anything."

He replied with a quick thought. This seemed only to make the strange new woman more excited.

The new brunette poked his chest as she spoke.

"Are you the guy everyone was warning me about sex bets?"

Will nodded; he couldn't help but have some weird, perverted pride. Well kinda. In a regular place it would be embarrassing. But the bizarre situation they were in made many things backward ass. To make his point, the new woman was very close if she didn't like the idea. The house was full of weird people and those pretending to be normal. It was a fascinating menagerie of folks.

"Yes I am. Afraid I will fast talk you into losing a bet for some kinky cosplay sex?"

The dirty blonde answered with a smirk. Marie gave him a goofy but playful look. She then spoke.

"Since I am new here, I want to leave my mark. Beat one of the ones that matter. Not the best gamer, though. So your bets are my best option. I see you are setting up Jenga. I am pretty good at the game. Winner takes all Jenga?"

The dirty blonde absorbed what she was saying. And it did make some sense. Why did she want to make her mark? No idea. But there have been weirder and more mundane starts to these bets. Will never really cared about the reasons. Just the challenges and rewards. He gave her a thumbs in reply as he answered.

"Sure. I can easily switch my plan. You do understand what will happen if you lose, correct?"

He wanted to make sure they were on the same page first.

"I get fucked in any hole with a costume, right?" She replied.

It was very clear; both were on the same page. Will be moved to the other side of the Jenga Tower.

"Okay then. I'll go first."

He started. The dirty blonde was able to grab a middle block and set it on top with ease.

"Your turn."

He continued. Marie took on a bizarre expression. She moved over to the tower. Looking it up and down. Then she did something Will never expected. The woman raised her leg and, within a moment, kicked over the tower. It was noisy, but Will was staring at Marie very confused.

"Why did you do that? You do understand you just lost, right?"

The woman had a nervous expression, looking down and twiddling her thumbs around each other. When she spoke, it was a bit soft and quiet.

"Being honest here. I have been in a dry spell since 2018. It has been a very long time since someone else got me off."

Will looked her over and spoke. "You look plenty sexy to me. What is wrong with you?"

She answered while still looking down. "All guys say I am too tall or too fat for them. I can understand if you feel the same."

The woman was too in her own head to notice Will walk away or return. She was only pulled from her mind when she felt something plastic but soft hit the top of her head. It didn't hurt, so she just looked up at Will, confused. He was standing next to her with a fake caveman club. Before she could ask he started talking.

"This is the bonk stick. There was a game with a fake club that you would inflate. You hit people with it in the game if they break the rules."

Looking closer, Marie could see a frowny face was also on it.

Will spun the club around and continued.

"When we first got the game, people were having too much fun with the club. It was appearing everywhere for surprise or punishment bonks. But we had to stop. Someone left it in their room overnight, and their cat popped it. No patch worked, so they filled it with cotton. And from that, two things became clear. No more bringing inflatables out of the rooms. And it is now a much more effective club. Still soft but now has some weight to it."

He swung at her again with the club, and this time, she ducked away. Will continued to speak.

"If you keep being mopey, I will make you wear something extra embarrassing. I never once said I don't want to fuck you. You look quite fuckable to me. Now, no whining. I need to figure out what outfit you should wear."

Marie lifted up her shirt to show off her chubby body. She then asked.

"Do you understand what you are claiming you want?"

Looking her over her body, before Marie could react, Will pressed his head between her bare breasts. Sucking on an uncovered spot. The woman was a surprised, moaning mess. They only pulled back after leaving a hickey. Then he bonked the woman again before speaking.

"Did I stutter? Just for that. I have the perfect idea of what outfit to dress you up in--one of those cow Bikinis. Show a lot of skin. As well as, let me make udder comments with these big titties of yours. How big are they again?"

A blushing Marie answered. "H Cups."

The dirty blonde reached out to squeeze a covered tit.

"See, perfect for the Cowkini."

He groped Marie a few times before releasing her. The woman dropped her shirt back into place. Will had the woman help him clean up. Afterward, he started to name the various cosplayers in the house who would have the outfit. As well as having it in her size. It was going to be a very long journey. But at least they had a clear day to work with. Will led Marie out of the game room.

Before he could go far, Marie grabbed his shirt and held Will in place. He looked back at the shorter woman with a confused expression. She was touching the ends of her index fingers together with an embarrassed face.

"I might be able to save us a lot of time."

She continued under Will's scanning gaze.

"I may or may not do sexual stuff online. And a fan bought me a cowkini to wear. I am a bit proud of it, too. So let's go straight to my room."

The dirty blonde gave her a teasing grin before replying.

"Sure. Lead the way."

The two made their way to a living quarters, and then she led them to her room. Marie unlocked her door and pulled Will inside. Looking around the place wasn't that special. No posters or weird decorations. And only the default furniture. The only thing that was different from the rest was the many piles of books. There were somewhere between seven and ten of the stacks. And each one varied in size. The woman really loved her books. And while it looked to be a mess, each pile was actually as neatly in a row as possible.

Will couldn't help himself. "I take it you like books?"

Marie nervously twiddles her fingers again before answering.

"Yeah. I just love to read. And when you don't really have anywhere to go, it helps. Plus I love the adventures you can get into."

The dirty blonde found her nervousness cute. He reached out to rub her head. Then he spoke again.

"Since you are new, I don't know if you know about this. But there is a fully stocked two-story Library here. And you can use the computers there to order any books or series you think it needs."

The woman looked quite happy with the information. She pulled away from the head pats with a smile. Then she spoke.

"Awesome. I didn't know that. I will check it out tomorrow. I am sure that I am going to enjoy having a library very close. But first. Sit down on the bed, look away from the closet so I can change."

Will gave her a confused look. "Surprised you are not asking me to wait outside."

The woman was immediately relieved as she continued. "Well, I thought asking that would be rude. But if you are fine with it. Can you wait outside by the door? I will call you in."

He nodded and left the room, leaning against the wall by the door. He pulled out his phone to kill time. After what looked to be around twenty minutes, he heard a knock on the door. Will entered the room, finding Marie by her bed in a robe with a hood. She had an apologetic expression. Then she spoke.

"Sorry about that. Part of the outfit refused to be found until a few minutes ago--another part I had to properly prepare. So I don't hurt anything. You will understand when you see it."

Will nodded in understanding and then spoke.

"Yeah. I don't want it or you tearing. Also, I am ready whenever you are."

Marie nodded back; she moved between the guy and the bed with quick and surprising skill. She threw the robe back, hood and all. Will's brain was playing catch-up with what he was seeing. He was expecting a simple cow-themed bikini. But no, this was something much sexier. And he had to deal with his processing blood immediately going south.

The woman was currently wearing a cow-themed micro bikini. It barely contained her H Cups. And he could see the areolas peeking around the cloth. Her chubby body stretched out the bottoms. She was also wearing a headband that gave her a fake pair of ears and horns. Marie spun around, and Will was met with more incredible sights. Her huge ass swallowed the string of the bikini, making her look like she wasn't wearing anything. Then add the highly erotic sight of the cow tail buttplug. She tugged on it a couple of times to show it was exactly where he thought it was. To add to the outfit, she had a pair of cow-themed gloves that went up to her elbows and thigh-highs.

She turned back around and could easily see that she was having an effect on Will. Marie moved her hands to her breasts. Bouncing them a bit, all the while speaking with a teasing grin.

"I am very glad to see you getting excited for me. It's time to get into character, though. So Will. Touch the cow. Do it now."

She turned to her bed and bent over, showing off her ass and breasts, trying to free themselves. She shook her assets a few times teasingly.

Before she had the chance to do more, the woman could feel Will move close enough behind her she felt his rigid member against her ass. When Marie straightened back up, her back was on his chest. Will embraced the woman from behind. Reaching around her to grope her fat udders. He was slapping them as well as roughly squeezing and bouncing them in his hands. This caused Marie to moan softly as her breasts were abused. With how large the H Cups were, Will was able to lift one up to her shoulder where his waiting mouth was. And immediately latched on. Sucking roughly.

After enjoying her breasts to his heart's content, Will pulled away.

"Im done sucking on these fat udders for now. I need to fuck you. Get on the bed, doggy style. So I can breed the cow."

Marie seemed to like the dirty talking. She went to get on the bed, but the klutz slipped on a book that was poking out from under her bed. She grabbed onto Will in panic as she fell. She took his pants with her as her butt hit the floor. Her face was now eye level with his bare and very hard cock.

He was looking down to make sure she was okay. After Marie gave a thumbs up, she had a fun idea. Then asked with a teasing tone.

"Master, since I am down here. How about you fuck your cow's face first? Then maybe my tits? I want to be a good cow for you."

It was hard for Will to decide on that. He wanted to put all of his loads inside of her. To breed her properly. He tried to think about his options here. He decided to let her try.

"Try to convince me. I want to dump all of my cum inside of your cunt and ass. So if you want to get face fucked, my cow. Convince me."

Will said. She looked up at him with a very teasing look, then replied.

"Challenge accepted."

She grabbed the base of his member and kissed her way along the bottom until she reached the head. She caught it between her lips before using her mouth to stroke the cock. She rested and rubbed it against her face. All the while staring into Will's eyes. She spoke in a teasing tone again.

"I want you to fuck my face, to throatfuck me. And make me swallow your cum."

After a time, Will realized he had survived the challenge. He picked Marie up and threw her onto the bed. Will smirked as he spoke.

"We will do that later. But for now."

She got into the doggy-style position herself, shaking her ass teasingly. The dirty blonde mounted her from behind; she was pretty wet, so he sank inside her cunt quite easily. It wasn't that tight; he could only imagine the toys she used. Marie let out a deep, satisfying, moan. As she was being filled up by a real cock after so long.

She didn't seem to need much time. Marie was already slamming her hips back against Will. At this point, she couldn't get enough of his cock inside of her. The dirty blonde started to thrust hard and deep to match her hips. Instead of just moaning, Marie talked as well.

"It has been too long. I needed this so much. Just as thick as my toys. I can't give this up. Please don't stop fucking me. I am your fuck cow now. All you have to do is bend me over, and I will let you fuck me. I don't care who sees. I just need to get fucked."

With the dirty talking, the previous teasing, and the Marie working hard with him. Will only lasted about ten minutes. Tensing up as his first climax hit. He slammed into her fast and rough until bottoming outside of the woman. She interrupted her dirty talking with moans. She moaned with each twitch of his cock, releasing cum inside of her cunt. This seemed to push her over the edge as well. She tensed up with one continuous low scream. Clenching up his member. Afterwards detensing with a content sigh.

After a moment of recharging their mind, Marie looked back at Will before asking.

"Please tell me it wasn't just a quicky. Please keep it up."

Will smirked back at the woman. "I'm not done. But since you are enjoying this so much, I want to try something. I will switch back and forth between your ass and cunt. Fucking and cumming in both. I want to see what my stamina can be when pushed to its limits. Want to be my experimental fuck cow?"

This seemed like a very fantastic idea to Marie.

"Use me until you are dry even if I pass out. You have my permission to ruin my holes for everyone else except you."

She shook her hips with his cock still inside her.

"Just make sure I have something to drink afterward. That isn't cum. I know it's full of protein. But I will need to rehydrate. Clear?"

Will nodded and answered. "Understood fuck cow."

He then slapped her ass. Pulling a small moan from her.

With the plan decided on, Will gently pulled the cow tail plug from her ass. Quickly replacing it with his own cock. With how lubed his own member was, it went in quite easily. He started to thrust deeper and deeper. With everything ready, the dirty blonde started to slam his hips into Marie's, who was meeting his thrusts with her own hips. She was a groaning, moaning mess already. The thrusts were hard enough to make her breasts bounce wildly until the H Cups were hanging free. He laid over her body to grope her breasts.

After about twenty minutes of Will roughly sodomizing Marie. And him abusing her tits. Her dirty talking returned.

"I don't want you to stop fucking my tight fat ass. Claim it. Claim all of me. If you want me to be your little ass to mouth fuck cow. Only good for my tits and holes. As long as you don't stop fucking me. I need your thick cock slamming my insides to its shape."

This time, she was interrupted by her own orgasm. She hit first, and the woman clenched up on the cock in her ass and pushed Will over the edge too. Flooding her butt with his cum.

This continued for about a few hours. Will would fuck one hole until he came inside of it, and then he would switch. Marie was enjoying it all and only passed around the end. Will's final count was seven. Four in her cunt, three in her ass. They both needed water by the time he was done. He took a few pictures of the mess to show Marie later. It was an impressive sight. He left the woman a water bottle and then left her room. Heading back to the game room. He was going to try solo Jenga again. There was still time in the day.