Quickies: Taken by the Tomboy 01

Will was trying to think of how he had gotten into this situation, currently being sucked off by the friend that had invited him over to watch an anime his friend begged him to watch. That was a few hours ago; the gamer goblin had set her room up so that her laptop was streaming to her TV, the bed positioned comfortably in front of the TV. She had one of those chair-like pillows with little arms that she insisted Will lean against as she grabbed a bowl of popcorn before sitting down to enjoy the show. Although the dirty blonde brought his own snack, which the Europeans in the house loved, a bag of specialty chocolate.

Will could see Kaylar eyeing the bag and after letting her try a piece; her eyes glimmered in excitement. Instantly craving more, she went for the bag. Luckily for Will, being over a foot taller than the candy gremlin, Will kept the bag out of reach by standing. Kayar quickly chased after the bag, Jumping a few times to no avail. Pouting, the short brunette wearing a simple tank top and shorts and somehow they didn't threaten to release her DDs as she continued jumping to reach. She pouted and reached up at the bag, closing and opening her hands in a grabbing motion.

"Please, please, please!" She asked.

The dirty blonde just shook his head. "No. It's the only bag I have."

He replied with a chuckle. She continued reaching for the bag.

The brunette pulled her arms down, looking over the bed as she thought of something. She moved a few pillows to the end of the bed and did a bit more thinking. Looking back to Will once she had it thought out.

"What if we made a deal then? I don't want to miss the show or make a big mess. So how about you fuck my ass while we watch the show? Prone bone style?"

She bounced her breasts in her shirt to make his blood run south faster and make him more into the idea. Will was caught off guard by her deal and was a weak man sighing, Will Held the bag to her as he spoke.

"I'm weak. Deal."

Kaylar replied with a woohoo. She quickly pulls her shorts down. Grabbing the bag, she jumps on her bed. Moving to face the TV on her stomach. The brunette gives her ass a teasing slap, then refocuses on her chocolate. Will pulls his pants off, dropping them to the floor. He climbed onto the bed, straddling Kaylar. His fully hard member was already pressed against her ass cheeks. He grabbed a small bottle of lube from one of the many pockets of his cargo pants. Using it on his cock, it was well-lubed soon enough. He knew Kaylar's ass was relatively easy to get into. But he doubted she would enjoy it if both sides were fully dry. And so he made sure his member was well lubed. Meanwhile, the brunette restarted the show as they had gotten distracted.

Once sure it was good enough, Will pushed his member into Kaylar's rear end. Her ass accepted his cock better than most cunts until he was fully inside of her. She let out a small moan from the invader filling her up. She started to chew on the next piece of chocolate as Will thrust slowly. Enjoying himself, making her moan around the snack. He let out a smirk at her reaction. Eventually enough, though, he decided he wanted to cum inside her soon. With that, he starts to thrust harder into her ass. Their position just rocked Kaylar forward with each impact. He couldn't see, but her eyes were closed, and the brunette was moaning continuously. Having lost the cognition to grab any more chocolate to eat. Instead, just gripping the bag tightly.

They continued for about twenty minutes, thrusting faster and deeper into Kaylar's ass. The woman was always the type to push over the edge first. Tensing up and clenching down on the cock in her ass until the final sweet release of the orgasm hit hard. With the tighter hole, Will was pushed over the edge, tensing up as he thrust more and more wildly until finally bottoming out in her ass. His cock twitched as it shot load after load inside of her. Kaylar moaned with each twitch. After a few moments, the dirty blonde freed himself to let his mind reset, enjoying the view. He sat back, And as if on cue, the brain-fried brunette moved around so that she could suck his semi-hard member. And that was how he got into his situation.

At that time, he heard someone approach the room and open the door. Will turned to see Kaylar's younger sister, Kayla; their parents thought they were funny, enter the room. She took in the sight of her half-naked brain fried sister sucking on Will's member. Closing the door behind her, she scratched the back of her neck awkwardly before speaking.

"I was coming over to see if my sister would want to play a game. I see she is going to be gone for a bit. Uhm. Would you like to come instead?"

The dirty blonde was confused. Kayla didn't ask him to play games much, if at all. He wasn't going to turn it down, though.

"Sure."

Will answered as he worked to free himself from Kaylar's mouth. Setting her down on her bed when done.

The two made their way to Kayla's room. Kayla was nearly a split image of Kalylar except for an inch in height, as Kayla was taller. Something she always holds over Kaylar. Kayla was never seen without her backward ballcap and could be best described as a "Tomboy." Once inside her room, Will was caught off guard as this was his first time. It had the expected TV, a game system, and a PC, like him, games, and nerd swag. But her walls were covered in "System of Down" posters and pictures of her at their concerts. It seemed she adored the band, but he wasn't one to judge. Will's phrase is that "No matter the type of music, he will find a song to like." He has surprised a few with his chaotic playlist. Even her bathroom was filled to the brim with System of Down items. Will thinks to himself. 'I didn't even know the towels were a thing?'

Sitting on her bed, Will waited to see what she would pull out for them to play. Kayla bent over to set up the console in front of the TV. She looked back over her shoulder to speak.

"Hey, Will. Why don't you do all the stuff with me? Is it some kind of respect for my sister? My ass and DDs are just as good as hers."

Will gave her a very confused shrug before answering.

"It's not really that. You are always doing your own thing in here. Or away from the house. I just assume that you are busy or not interested."

She wore baggy jeans, a blank t-shirt, an open button-up shirt, and her backward ballcap. He would see that hat more than her glasses. With those clothes, it was hard to see what kind of body she had.

Kayla looked very confused for a moment there before standing up. She made her way to the bathroom.

"I'll be back in a bit."

Seeing where she was going, Will gave her a thumbs up. The dirty blonde had a small thought; he would finish getting the console ready while waiting for her to return. He slid down to the floor and finished turning it on and connecting everything. Once done, he made his way back onto her bed. After about five minutes, he realized she would be there for a while. Will pulled his phone out and scrolled through the apps, deciding whether to watch the video or play a game. After about a minute, he decided on some mind-numbing videos to occupy the silent space.

After about twenty minutes since Kayla ducked into the bathroom, the door could be heard opening. Will looked over to her. But he was having problems processing what he was seeing. The brunette was wearing a very interesting outfit. She was wearing a very tight black corset matching black lace bra and panties set, a black lace garter connected to black fishnet stockings, A pair of black open-toed high heels, and her backward ballcap. Showing that it really was her. She could see Will was looking her over. And with a very smug smirk, she spoke.

"Now tell me. Do you think I am not interested?"

It was bizarre to see that face on that body and outfit.

"Do you want to have some fun now? We can change the things to play with." Kayla closed the distance as he spoke, her hips swaying with each step.

The brunette stopped at the bed and climbed onto it. Pushing Will back so she could have all the space she needed. Kayla pulled his fully hard member from his pants. Looking up at him, stroking him slowly, before speaking.

"So which way are we going to do this? Me on my back with my legs spread? Or bent over, doggy style or face down ass up, and you fucking my ass?"

Looking around the room, Will realized that there was a slight chance for a hat trick.

"How about this? In return for me getting you a new system of a down poster. You use your mouth to get my dick good and wet first. I fuck you first on your back. But I finish inside of your ass. Would that work? I am willing to change the poster." He replied with a big grin.

She thought it over while still stroking his member. It was weirdly cute looking. Kayla refocused on Will once she was done and said.

"I have been looking at this System of Down bed set. But it is pretty expensive. Change it to that not only is that a deal, but I will let you chill inside of me afterward. And when you are horny later, you can get another load out."

Realizing it was a pretty good deal, the dirty blonde gave her a thumbs up before speaking.

"Deal on payday, I will get it."

The brunette started to stroke him faster, being quite excited about the deal. She really did want that bed set. It was also pretty cute to Will.

With the deal official, Kayla is ready to continue. Kissing the head of his member with a smirk, she took the cock in her mouth. Looking up at Will as she bobs up and down his member. Taking it deeper and deeper with every down. Sucking on the head of his cock every time, it was the only part in her mouth. Kayla's tongue rolled around his member inside her mouth, being more active at the tip when it was at the entrance. At the same time, the brunette slowly slid an arm down her body. Until one of her hands slipped down under her panties. Kayla's middle finger teased her clit as she sucked Will's cock. Making the brunette moan every now and then. Not once breaking eye contact, though.

The Dirty Blonde's member was good and wet by this point. Kayla pulled off it with a pop. She moved further into the bed, laying on her back. The brunette grabbed her knees and spread her legs, pulling them back. Kayla in that position and outfit was quite erotic to Will. The dirty blonde moved between her legs. Kayla thought she would be funny by propping her ankles on his shoulder. Bouncing her legs a bit. Will moved her underwear to the side and teased the entrance of her cunt with his cock. That made Kayla moan and tense up. Her legs had slipped a bit behind his back, and when they clenched around Will, it pulled him inside of her. Because of how wet both were, he bottomed out inside of the brunette. Pulling a long and deep moan from Kayla.

"Sorry." Will apologized.

The brunette stared at him with half-lidded eyes.

"Don't be. Just fuck my brains out already." She replied.

Without needing another word, the dirty blonde pulled back halfway. Then he slammed his member as deep as he could. Spearing Kayla on his cock. Forcing out more erotic grunts from the woman beneath him. He didn't have to go slow with how wet she was already. He started to thrust in and out of the more petite woman fast and hard. The corset fought hard to keep her DDs in place. They were still jiggling wildly, though. Kayla started to groan as she felt the invader taking her faster and faster.

This assault on the Tomboy continues for about ten minutes. One of her breasts had escaped the corset and was bouncing wildly. Will took the chance to latch onto the nipple. Sucking on it and biting it roughly. This pulled more squeals out of Kayla. She wrapped her arms and legs around him, allowing herself to grind against him in a way that sent tingles to her clit, pulling even more moans out. To the point that she was pulling herself over the edge. Until the brunette tensed up, clenching on the cock inside of her. Will never once stop thrusting throughout her climax until she is finally content, gaining a very peaceful look on her face.

After a few moments, her brain reset, and Will was still thrusting away inside of her. She looked up at the dirty blonde with a happily fucked expression.

"Ready to cum in my ass now?" She asked.

Will nodded and pulled out. The brunette let out a moan from the feeling. They found a minor problem that made the two giggle like idiots. Kayla's heels were stuck together, and she couldn't free herself with her weak legs. The dirty blonde had to reach behind himself to free the shoes. Their giggling didn't make it easy. This time, it was Kayla apologizing.

"Sorry about that. Please don't tell the others that the first time I wear heels, I get stuck by them."

Will gave her a teasing smirk before replying. "No promises. Depends how I feel, I guess."

She gave a playful look before continuing. "What if I let you fuck my butt any time you want? Will that buy your silence?"

He stopped to rub his chin, pretending to ponder her offer until finally replying. "Deal."

Kayla thrust her arms in the air with a. "Woo hoo."

After taking much longer than it should have, the two were finally free. Kayla's strength had returned to her legs. But with the time it took, as well as the giggling. Will's members turned to semi-hardness. Sitting down next to the brunette again, he motioned to his cock before speaking.

"Use that mouth to get it hard again."

She nodded but seemed to get an idea. She moved her head between his legs, inches away from the dirty blonde's member. Before he could question her, Kayla spoke.

"With my mouth? You want me to suck your big fat cock into my little wet mouth? So that your fat and hard cock can fuck my tight ass?"

She reached behind herself to slap her ass before continuing.

"It's a fat but tight ass. And I want your fat cock stretching it out. Claim my ass with your cock, please. I love the taste of your cock. I need it in my mouth right now."

The dirty talk was enough to get his cock painfully hard. She finished it with a deepthroated and loud gulk. Will was pushed over the edge with that, shooting load after load of cum down her throat. Kayla swallowed diligently.

A few moments after his cock finished twitching, Kayla pulled back. Smacking her lips in an over-the-top way.

"Tastes good." She teased. "Are you still going to be up to plowing my ass?" The teasing brunette asked.

Will nodded before replying. "I am. I just need a moment for it to recharge. If you want it to go faster, use those fat boobs of yours."

She gave a playful "Fine." Before making a big show of pulling her other breast free of the corset. Kayla slammed her DDs down on Will's deflated member. Rubbing their softness against him. Continuously until the cock was hard enough to catch between her tits. Grabbing both sides of her boobs, she gave the dirty blonde a short titfuck. It didn't take long for him to get fully hard, with the head protruding from her pair. The brunette took the chance to lick it once. Then, she pulled back to get it good and wet.

Once done, Kayla pulled back and wiped her face. "

I think you are ready."

She spoke as she stood up. Moving next to Will on the bed, she got on all fours and then moved into a face-down ass-up position. For a Tomboy, she had a hell of a butt.

"Fuck me, hard, big guy."

She said as she slapped her ass. Without needing to be told twice, Will moved behind to mount Kayla. Before sticking it in, he gave the back of her head a dumb grin before speaking.

"I was going to make an Anal joke. Butt fuck it."

He pushed into her ass as soon as he was done with the dumb joke. So he couldn't tell if it was his humor or cock that pulled a groan out of the brunette. Her back hole was tighter than her sister's. But like Kaylar, it took his member quickly enough. Making small thrusts to get deeper and deeper until the dirty blonde was bottoming out in Kayla. Pulling muffled moans as he speared the more petite girl.

Soon enough, Kayla's ass was loose enough that Will was able to make his thrusts harder and faster. Moving himself into a more stable mounting of the brunette. So that he could quickly increase his thrusting. Kayla was a muffled screaming mess, with each scream interrupted by the next. Her breasts were squished erotically against the bed. Will took a chance to give her ass some rough of slaps. The third one got a red mark against the more petite woman's skin. She yelped with each slap. Kayla started to push back to slam her ass back against Will. Wanting to get back at the brunette for earlier, the dirty blonde wrapped an arm around her waist. It allowed him to pull Kayla into his thrusts. It also allowed him to push two fingers into her cunt. Moving them as fast as his thrusts. The brunette was a muffled, squealing mess.

This lasted about ten minutes until he felt Kayla's body tense up. She clenched against his fingers and cock as she came hard. Will didn't give her any time to rest. He pulled the fingers out and grabbed the brunette's hips with both hands. It allowed him to slam into her ass wildly, over and over. Kayla was now a brain-fried, muffled, moaning mess. Her hands moved to absentmindedly rub her still-squished boobs. Will doesn't know when he got the idea. But he had grabbed Kayla's hands. Pulling her body back into his thrusts by them. This has the side effect of lifting her upper body. Allowing her free DDs to bounce wildly. As well as unmuffled the screamer. Soon enough, the dirty blonde felt himself hit the edge. Bottoming out in the brunette's ass as he claims it with his cum. Each twitch was a load being released, and Kayla moaned with each one. Until he released her arms, and she face-planted the bed.

It took a few moments to get his mind back. Dismounting and pulling out to cool off. Will laid on the bed beside Kayla, enjoying the post-nut clarity. He felt the brunette moving next to him. He was getting ready for either a bad joke or a tomboy comment. What he wasn't expecting was for Kayla to take his cock into her mouth. It must mean that the sisters are of the same brain-friedness. The older sister could cum from just her breasts alone. This one didn't show signs of that earlier. So it would have to just be their butts. He would need to find a way to get them both to allow Will to experiment with him. Kaylar would be easy to convince with sweets. Kayla was the one he would need to figure out. And he spent her brain-fried period thinking as she sucked on his member.