Whats next?
Dear Micheal,
Soooo, things the last couple of days have been interesting. Like I said before, Catherine works from home, and even though Brady had a couple of hours at Subway, I knew he would spend the whole rest of the day with my wife.
I got to admit, I was a little nervous. I mean I didn’t expect Brady to like harass Catherine or anything, but you never know with these Frat guys. He might just play really loud music or make a mess. I just hoped Catherine wouldn’t be too annoyed when I got home because she really likes to let her annoyance slip into everything she did so I would be the one feeling the blunt of it.
But, the whole day we texted completely like normal. She would message me about work, and I told here about the hundreds of documents I was sifting through. I loved to be a good employee, but man did it suck when they randomly threw on that extra work load onto me, the poor schmuck who does his job without complaint.
But I grinded out, and I worked as hard as I could until 5’ o clock hit and I headed home expecting to find my beautiful wife tearing her hair out, trying to work on her laptop while Brady sat around like an idiot doing nothing. Even though he kinda deserves it since he works so hard.
Only Catherine wasn’t tearing her hair out, in fact, when I opened the door, the first thing I heard was the sound of her laughter.
“Hello,” I called out. I was smiling now too, her laughter had that effect on me.
But when I looked up, I saw my beautiful professional Catherine, in our living room, dressed up in her high school cheerleading uniform. She was doing a star pose. Don’t get me wrong, she had kept herself in pretty good shape, but she was still an older woman. So her breasts were larger and so was her ass and the slight tummy she had grown to have. Those breasts were threatening to spill out of the top of her shirt, and her midriff and tummy were fully out, and her ass was stretching her skirt so that it ended pretty high up her thigh.
Brady was stretched across the couch, playing an xbox we didn’t have yesterday.
My smile faded away instantly. “What the hell is going on here?” I was surprised and impressed by my own sternness. That moment gave me a little bit of certainty and grounding in my situation which had felt pretty off kilter. It was like my own way of saying , ‘I’m not backing down Brady this is still my house.
In response, Catherine, pulled up her knee and kicked her left leg up way over her head. Clearly, the cheerleading skirt was meant to be worn with athletic shorts underneath, but Catherine seemed to only be wearing a pair of cute emerald panties which just did enough to hide her pussy as she kept her leg held high.
“Wow, Catherine. You weren’t kidding!” Brady grabbed a handful of chips and munched them down, crumbs flying onto our carpet.
“See, I told you!” She was still laughing and out of breath as she turned her attention to me. “Oh welcome home, baby.”
“Hey, what the hell’s going on?” I asked, though it felt kind of lame to repeat myself.
Brady resumed playing Fortnite as he spoke, “Hey bro, welcome home. Sorry, I can move my xbox to my room if it’s bothering you.”
“No, that's fine,” I said. Though I hadn’t really had time to think about it. I didn’t want to seem weak and flip floppy so I decided I would hold firm on my decision that the xbox could stay out here. “I meant more like, why is my wife out here dressed in her old cheerleading uniform.”
Catherine embraced me deeply, and I patted her back. I felt some of the stress leave me instantly, but I still needed some answers. “I can explain, Micheal, and you’re going to get a kick out of this,” she said, “So I had just finished coming back from the store to get Brady’s new Xbox and snacks, when he-”
“Wait.” I held her arms so I could look her in the eyes. She looked really freaking sexy. I couldn’t deny that. “ You bought him that Xbox? I thought he brought those from home or something.”
She walked over to Brady and started massaging his shoulders. “Yeah, but our poor sandwich artist had an Xbox controller he borrowed from one of his friends, and no Xbox.”
“Could you imagine how much that shit fucking sucked?” Brady added as he got a kill.
“Yeah, I bet that was terrible,” I said, though I didn’t really understand.
“So I used some of our Europe funds to make sure that Brady had an Xbox to play with and chips and stuff to munch on since our house only has lame snacks.”
“Europe funds?” I was starting to get angry. “Honey, we- we weren’t supposed to touch that money for a couple of years.”
“I know, but Brady said I shouldn’t spend my own money on him, so I told him this money kind of didn’t belong to anyone, so I bought the Xbox, the snacks and then just gave the rest to him in cash in case he needed anything else.”
“The rest, honey, that's over four thousand dollars!”
She put her hands straight to her hips and her chin went back. I was a step away from sleeping on the couch so I relaxed my tone as I continued, “that’s a lot of money.”
“Sure is,” Brady said, “and I appreciate it so much. Also could I get another beer?” He threw a can behind the couch and it clanged by our feet. Catherine picked it up, and walked over to the fridge with me close behind as she bent at the waist to grab a beer that we apparently now also had in our fridge.
“I’m happy we’re helping this guy out, but that’s our money. That’s a lot of money.”
She poked a finger into my chest. “I never expected you to be so greedy. We told Brady that he should feel at home while he’s here. Like he’s one of us. Right?”
“Sure.”
“And the money belongs to us, right?”
“Yeah.”
“So technically, that money also belongs to him.”
Before I could respond I felt a tap on my shoulder and turned to find myself face to chest with Brady. “Couldn’t wait for a beer.” He looked down at me with those eyes that matched the color of my wife's panties. “Pretty sick fucking logic right,” he said. Reaching behind me to grab the beer and chugging it down.
“I mean, yeah. I-” I turned to look at my hot wife who seemed to be the most mad at me she had been since the flat tire incident. “Yeah it makes sense, but that still doesn’t explain the cheerleading uniform.”
“Cheerleading uniform?” Catherine asked before looking down and laughing again. Brady had already made his way back to the couch and started the search for another game. “You know it’s funny, I’d actually forgotten I was wearing it. Brady, do you want to explain this one?”
Before we could fully leave the kitchen, I grabbed Catherine’s wrist and brought her nice and close. “I’m sorry,” I said, “ you know I hate to argue, but I’m just not used to having him in my house and it’s still weird for me. I guess it just keeps me on edge.”
She caressed my cheek, gently, softly and gave me a nice kiss. “Don’t be. I know this guy messed with you a lot in high school, but clearly he’s different now. If you weren’t so busy being hyper judgmental, you might even notice that he actually fits in pretty well here. He’s like a part of the house.
I looked over at the caveman on our couch- MUNCH MUNCH MUNCH SIP.
He looked at me, smiled, and waved as if were neighbours. “Hey man! Want some chips?”
“I’m good.” I guess he did seem a little nicer. He didn’t have to offer me those chips.
“Did you say something, Cat!?” He asked. Before adding, “fuck yeah, take that idiot!” to someone in his game. My beautiful wife took my hand and brought me back into the living room.
“I asked if you wanted to tell Michael why I’m wearing this old thing.” Her hand brushed across her red and white outfit.
“Oh yeah,” his attention never left his screen as he continued, “So basically, she was going to go work on her boring useless shit, but I told her that it would be more fun to game with a hot babe beside me.”
“Whoa, you can’t talk like that,” I interrupted.
“Why not? You don’t think your wife’s hot? That’s cold, man.”
“No, of course I think she’s hot.”
“Then what’s the problem?”
BANG BANG BANG.
“Nothing, I guess.”
“Anyways, I wanted a hot babe beside me, so I played my game, did my thing, and then all of a sudden we started talking about the good old days. Back when Cat used to be a cheerleader and I was in slightly better shape.”
“Slightly?” I muttered under my breath.
“The fuck did you just say to me, Michael?” Brady almost threw his controller to the ground instead of up. For a second, it felt like we were in high school again. He wiped his face and said, “I’m sorry. Part of what I’m trying to get better at is not being a victim to my anger issues.”
Catherine held my arm tightly. I knew she had my back, but I patted her shoulder to let her know that everything was okay.
“Anyways, I told Catherine that she probably couldn’t do all those things she used to do, like kick her leg above her head and do the twirls and stuff.” He started playing his game again.
“So,” Catherine interrupted him, she loved to do that when someone was telling a story,“I told him that of course I could, so I stood up and showed him. But he said it wasn’t fair since I wasn’t wearing my cheerleader outfit. So I changed out of my jeans and sweatshirt and put this thing on.” She giggled. “It must’ve been lying in my closet for a long time. I honestly couldn’t remember the last time I put it on.”
“To be honest, I forgot you owned that uniform. It reminds me of our first date.” She had come right after practice, so she hadn’t had any time to change. It had given me a little bit of trouble focusing on our assignment, but she did look good. Her brunette hair was longer then, but it still hung daintily around her face.
The memories of my wonderful wife were cut away from me by Brady’s demeaning tone as he said, “Even though you’re dressed the part, and you can still do those silly cheerleader tricks, I don’t think you can cheer like you used to.”
“Of course I can,” she said. She walked over to where she had been holding her leg earlier. “And you know what? I don’t need to prove anything to you.”
Brady looked at me; for the first time, it felt like he was looking at me with friendliness in his eyes rather than desperation or anger. “Hey Michael, why don’t you grab yourself a beer and sit down here with me and we’ll make a friendly bet?”
I don’t know why I found myself agreeing with him, but before I could even really process what was going on, I was on the couch next to my bully, staring at my wife in her cheerleading outfit as she stood there typing something on her phone.
“What’s the bet?” I asked.
“So, do you think your wife can still cheer like she used to?”
I could never not support my wife, so of course I said, “Duh.”
“I’ll bet you that she can’t come up with three cheers for random things in this room off the top of her head. And if you win, I’ll give you a hundred bucks.”
My wife looked intrigued. She was very competitive, so I knew she had this in the bag. Still, the bet didn’t make a lot of sense. “A hundred of my own dollars, since you took thousands of ours... but fine, if you win, I’ll also give you a hundred bucks.”
He looked almost offended. “Here, finish that beer quickly.”
I did, and quickly went to go grab another one.
“Look, your money is our money,that’s what your wife said. But my money is still my money, so it is not your thousands of dollars anymore.”
I shrugged my shoulders while drinking my second beer. I hated being such a lightweight, but at least it’d save money the few times I did drink alcohol. “I guess you’re right. I wouldn’t want your things anyway.”
“Since I have these thousands of dollars, I don’t really need your hundred bucks. You see, when people bet things, they bet things they don’t want to give up. I don’t want to lose a hundred bucks, but a man like you has plenty of money, right?”
“I mean, I don’t have *plenty* of money.”
“But would a hundred bucks be a huge deal if you lost it, compared to someone like me who only recently came into a decent amount of money?”
I hate to say it, but he was making sense. “I guess not.”
“Exactly. When we bet, we need to bet something that we don’t want to lose. Like, I don’t want to lose a hundred bucks, and you wouldn’t want to lose a night sleeping in your wife’s bed.”
“Whoa! Hey. Come on now.” I looked at my wife, but she didn’t seem to have much of a reaction. “That’s highly inappropriate. I thought we talked about your attraction to my wife. She doesn’t like you like that.”
Brady put both of his hands up in mock surrender. “Whoa there, buddy. I never said I wanted to sleep in the same bed as your wife. Do you want my hundred dollars?”
“No. I don’t want your money.”
“Exactly. We’re not betting things the other person wants to gain, just something you don’t want to lose. I don’t want to sleep in your wife’s bed tonight, but it’s something you don’t want to lose, so it makes it an equal bet.” He hustled me around, shaking me as if I was a younger brother. “And hey, man, you don’t really think your wife’s going to lose, do you?”
“Of course not!”
“Good, so it’s a bet.”
“Don’t worry, honey,” my beautiful wife said, “I’ll win this no problem.”
It didn’t take us long to pick the three things in the room. She had to do a quick cheerleading, chant, and dance about. The main things she had to worry about was making sure that the dance had something to do with the objecting question and that the chance she came up with had to sound like something we would hear from her in high school. I’m not gonna lie, I was pretty nervous, but my therapist had insisted that I was probably overreacting about this whole thing so I just made sure to take deep breaths and count to three every time I started to feel any sort of anxiety coming on. The beer helps too as I watched my wife stretch and prep for the competition.
I watched Catherine take her position in the middle of our small living room. She looked back at me and winked, then took a deep, theatrical breath.
"Alright, object one: The TV Controller!" Brady barked, leaning back and crossing his arms over his chest.
Catherine didn't miss a beat. She started clapping a rhythmic beat against her thighs.
"Power up! Volume high!
Point it straight towards the sky!
Menu, Exit, Play, and Pause,
Give this remote some big applause!
Go... CLICKERS!"
She ended with a high-kick that almost took out the ceiling fan. I cheered, raising my beer. "That’s one!" Her panties were exposed again.
"Object two," Brady said, a smirk playing on his lips. "The Beer Can."
Catherine immediately pivoted, her hips swaying as she began a more sultry, slow-paced chant.
"Ice cold! Aluminum skin!
Pop the top and let the fun begin!
Bubbles rising, golden hue,
This cold one's dedicated to YOU!"
She pointed a finger at me, then at Brady, and finished with a perfect pirouette that sent her skirt flying upward.
"Two for two!" I yelled. I was starting to feel the alcohol now, a warm buzz that made the whole situation feel like a harmless party. Brady just nodded. "Not bad, Cat. But let’s see the finale. Object three: The Melon."
Catherine trotted over to the counter and snatched the cantaloupe from the fruit basket. She held it like a prized trophy.
"Round and ripe! Sweet and firm!
Eating fruit is how we learn!
You want a taste? You want a bite?
This melon's gonna treat you right!"
She tossed the melon into the air, caught it, and in one fluid motion, she dropped into a full floor split. As she hit the ground, she arched her back, her skirt rode up showing off the bottom of her cheeks, and looked back at us over her shoulder.
"But if you're looking for a pair of treats," she chirped, "I've got two more melons right on these seats!" I had never seen her act this sexually, but I hoped her playfulness might offset what Brady was feeling.
"Whoo!" Brady roared, clapping his hands. "Okay, okay! Michael, she's still got it." He reached into his pocket and pulled out a wad of the cash Catherine had given him earlier, peeling off a hundred-dollar bill and tossing it onto the coffee table.
I felt a rush of adrenaline. I had won. I stood up to go to the fridge. "I need another beer to celebrate," I said.
As I cracked the third can, Brady stood up and walked over. "You know, Michael... that was almost too easy. I feel like I didn't even get a chance to see her really work for it. Double or nothing. If she can do it, I will give you two hundred. If she can't... I get the bed, and you get the couch for two days. But it’s got to be something taboo that she would never talk about."
The alcohol was doing the thinking for me. I looked at Catherine, who was still sitting in her splits on the floor. "You're on," I snapped. I wanted to show him I wasn't scared. "How about... your dick? Let's see her cheer for that."
The room went silent. I think I even surprised myself.
Brady’s eyebrows shot up. "My dick? Bold move, Mikey. But hey, a bet's a bet. But let's be fair. A cheerleader can't lead a chant for something she's never seen, right?" Before I could process what was happening, Brady reached for the drawstring of his gray sweatpants. With a blunt motion, he pushed them down to his knees. “Rememeber, y’all are the ones who told me to feel at home.”
My jaw practically hit the floor. Seeing the reality of him was something else entirely. It was substantial. Even Catherine’s eyes widened as she stared from her position on the floor.
"Well?" Brady prompted. "Give us a cheer, Cat."
Catherine scrambled up to her feet, her face flushed. She took a position right in front of him and started a high-energy dance. “For you, baby. I won’t lose, I promise.” I just nodded.
"He's the captain! He's the star!
This big guy's gonna go real far!
Thick and heavy, long and wide,
There's nowhere for this beast to hide!"
She began a series of motions, dropping to her knees and miming the act of taking something large into her mouth, her head bobbing as she continued:
"Up and down! Round and round!
Best damn thing in the whole damn town!
It’s a giant! It’s a pole!
It’s gonna take total control!"
She finished by throwing her arms up in a V-shape. I was breathing hard, a mix of arousal and terror fighting in my chest.
Brady looked down at her, then back at me. He didn't move to pull his pants up. "Nope," he said flatly.
"What do you mean 'nope'?" I yelled. "She did it!"
"It didn't rhyme," Brady said, shaking his head. "The middle part was a mess. It didn't have the flow of real cheer. It's a disqualification. Technicality."
"That’s bullshit!" I stepped forward, but Brady just stood his ground.
"A bet's a bet, Michael. A chant has to be perfect. That was a fumble." He looked at Catherine and winked. "Guess I'm sleeping in the big bed tonight. Hope you like the couch, buddy."
The worst part, Future Micheal… was that the night was far from over.
Dear Michael,
After our therapist read our last letter, she insisted that we should try to be nicer to ourselves. So we’ll do that, and let’s stop referring to ourselves in any sort of plural context. It makes me feel weird.
So that night, I... lost a bet. I hated to admit it, but I wouldn’t want my cheerleaders doing cheers that didn’t rhyme either, so as much as it pains me to admit it, he had earned the spot where I normally slept. I would say that I felt like a loser, but as I said, I’m trying to be nicer to myself. I felt like a "not-winner."
But me and Catherine talked about it while Brady stayed in the living room playing his video games with the volume turned down to be respectful.
“Honey, I’m going to be honest, I don’t want that guy sleeping in our bed with you for two days. I also don’t want to sleep on the couch. I don’t know why I don’t just take the guest bedroom; we have a bed in there.”
Catherine looked slightly distressed, her eyes darting a little bit from side to side until she finally focused and took my hand. “Honey, we had it in the bag. You’re the one that suggested double or nothing for some reason.”
I had suggested that. Idiot. But everyone makes mistakes.
“Yeah, I did do that, but you seemed like you were in the zone.”
“I thought I had it, too, but why’d you choose his cock?”
I thought about Brady’s large penis. I didn’t want to think about it. But it's like when someone says "don't think of red elephants",all you can think about is Brady’s cock. “Well, we were a few beers in, so I thought it would be funny. I don’t know. I wasn’t thinking.”
“Well, clearly.” She gave me a deep hug before starting to strip. It was quite a sight to see those big pale tits of hers bounce out of that undersized cheerleading uniform she’s been wearing. I was slack-jawed. “Mikeyyy,” she always calls me Mikey when she’s in the mood, “you act like you don’t see them every day.”
“And every day I’m blown away.” I couldn’t help myself; maybe I was just horny or maybe it was the beers, but I grabbed my wife and picked her up, her legs wrapped around my waist as I dug my face into the mountainous cleavage before me, motorboating her with all my might. It left a huge, dumb smile on my face. “You’re so sexy.”
She released herself from my grasp and took off her skirt and panties. My hot wife was completely naked in front of me, and I laid back on the bed in distress. As much as I wanted to, I knew we were both tired and it was getting time for bed since we had work in the morning. I didn’t want to keep Brady up either since he has his important shift tomorrow at Subway; maybe I’ll see if I can DoorDash him something to give him some extra strength for his couple hours making "art." I just laid down in place. I could not sleep that night and let my hand rest on my crotch.
Catherine put on her oldest bra, an old white T-shirt with a bunch of cats on it, and a pair of plaid pants which make her ass look great,except it was impossible to see said ass because of the length of the shirt. It was the perfect cover-up since she’d be sleeping with Brady tonight.
“I appreciate you dressing like that.”
“Well, duh,” she said, “I’m not gonna dress all sexy.”
“Yoooo,” Brady knocked at the door. “Is it bedtime yet or what?”
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