The Babysitter

Yay I finished one! Thanks so much everyone for waiting I really hope its worth it. Btw part 4 is kinda a bonus. I kinda intended to use that pic for a love scene but I kinda ran out of time sadly :( I hope it adds to the story somehow.

 Matt sighed as he got shot again by Drew, “I hate this game dude.” The overweight 20 year old college dropout sat in his parents basement with his friend/drug dealer Drew on his day off from managing the local fast food joint. The entire basement smelt between a mix of a dirty bong and moldy pizza. The two had been playing Call of Duty almost the entirety of the day. It’s how they spent most of their days off. Matt was pathetic, and he knew it too. He failed out of college, his only friend and the only person who actually liked him was Drew, who he only knew from buying weed from. He wanted more, and knew he was capable of more. He wanted to at least move out of his parents' house in hopes to get his life back on track.

       As he stuffed more cheesy chips into his mouth he heard footsteps on the stairs. He quickly yanked his hand out of his stained sweatpants and acted like he was texting. “Son it smells god awful down here!” It was his dad, Dr. Alan Robinson. Alan was a Harvard grad and one of the best surgeons in the state. He saw Drew and his face fell. He knew who Drew was and what he did, he tried to ignore him. “Son I have good news, I found you a worthwhile job. Matt looked at his dad skeptically, “Yeah? What is it?” His dad tensed up a little, “it mayyyy be a glamorized babysitting job.” Matt looked back at the TV, “No deal.” His dad shook his head, “Son listen, I told Mr. Mayfield that you were available. You know he just went through a nasty divorce, he needs help while he finds a good enough nanny.” Matt shook his head at his dad, “Fuck no dad, it doesn’t surprise me Mr. Mayfield got divorced, dude is just weird.” Alan had a sour look on his face, “Fine son, if you don’t take this I want to see you out of this basement within in the week.” As Alan walked up the stairs he heard his son get up, “Dad are you fuckin serious? Fine! You’re fucking insane!” He slammed himself back down on the couch and scoffed to himself, he had always hated Mr. Mayfield, he was his dad’s friend since high school, and the two still kept in touch. Before Alan reached the top of the stairs he yelled back down into the basement, “You start tomorrow, 9am!”

Matt unenthusiastically moped to his car the next morning. He still couldn’t believe his father was making him do this. Matt’s mood brightened a little as he read the address of Mr. Mayfield’s house, it was in the Highlands, which was the nicest part of town. Maybe it wouldn;t be so bad if Mr. Mayfield was rich. To his amazement, Matt pulled into the driveway of a mini mansion. It nothing too special, but it was way bigger and nicer than the house he lived in his entire life. 

Matt knocked on the door and waited with his hands in the pocket of his jeans. He chose to wear his usual pair with a plain black t shirt and his tennis shoes. He didn’t know what Mr. Mayfield expected. The door swung open and standing in the doorway was an older looking man. He had a mix of brown and gray hair which was balding. He wore a robe and sipped a cup of coffee, “Ah you must be Matt, come in come in! I have a lot to show you before I’m off to work.” Matt cautiously introduced himself and entered the beautiful house. “Wow I love your house.” He told Mr. Mayfield. Mr Mayfield’s face fell, “Yeah my wife did most of the decorating. Not sure what to do with it now.” Matt pat Mr. Mayfield’s back, “Sorry man. Women suck dude, you’re better off like this anyways. Mr. Mayfield smiled, “Thanks Matt, hopefully you’re right. Also please call me Dave. Come on, I’ll have you meet Charlie and I’ll show you the rest of the house.” 

        For the next hour Dave showed Matt the in’s and out's of the massive house. Matt met Charlie, he was 7 and all Matt had to do was keep an eye on him for the day while Dave was at work. It seemed like a breeze and he could hangout and watch TV all day. After Dave finally left he plopped down on the couch and turned on the TV. His joy quickly fell as he learned Dave didn’t have Netflix, and only channels that had terrible soap operas, reality shows and daytime talk shows on them. Matt sighed and made what was best of it… he started by watching the View. 

        Matt hardly ever had to check on Charlie, he was very independent for how young he was. Matt couldn’t complain it made his life a lot easier. Dave instructed him to cook a special recipe of mac and cheese for Charlie. Matt was surprised to find Dave had prepared food for him. Not just fancy food too, it looked like a delicious steak fillet. Matt thought it was kinda odd that Dave went out of his way to prepare him food, but how could Matt complain?

       The first few weeks of the job went by fast. Matt and Charlie were quickly becoming buddies as well as Matt not being creeped out by Dave as much. The only creepy thing was he only let him eat specifically what he had prepared for him, but Matt didn’t mind, it was always tasty. Recently Dave had been getting home a little later and asking Matt to stay and make dinner for him. Matt happily obliged as he got a little raise out of it. 

       One night Matt had stayed late and cooked Chicken Parmesan for Dave and Charlie. Matt smiled as he watched Dave devour the meal while he did dishes. “What do you think Dave?” He asked eagerly, knowing he did a great job. Dave wiped his bushy mustache with his napkin and got up to bring his plate over, “Delicious! Thank you Matt.” Dave smiled and rubbed Matt’s arm, Matt was taken aback by Dave touching him, but he didn’t react and just smiled. 

        A couple nights later Matt was packing his stuff up to head home for the night. Charlie was asleep already and Dave was supposed to be home any minute. Matt was beat, it had been a long day. Suddenly his phone buzzed, Matt groaned as he read the text from Dave asking him if he could stay overnight with Charlie. Matt sighed, he just wanted to go home, but he agreed. It was hard to say no to Dave for some reason, he was so convincing. Matt was already tired, he headed for the guest room which was double the size of his actual room, he laid down on the soft memory foam and fell asleep almost immediately. 

       Matt groggily awoke in the massive bed. He still wasn’t used to waking up in such a big bed in a big room, he rolled over and nearly had a heart attack. Maybe only a foot away from him laid a sweaty shirtless Dave. Matt quickly scrambled out of the bed as fast as possible, which woke up Dave. “Good morning.” He yawned as sat up on the pile of pillows. “Uh hi, I thought this was uh the guest room.” Matt replied still not knowing how to react, he felt weird from the whole thing. Dave looked like it was just another Saturday morning, “Oh I hope you don’t mind I crashed with you… I kind of stumbled in late last night. Do you mind starting breakfast for Charlie?” Matt was uneasy with how nonchalant Dave was, but he needed the money and didn’t want to start anything with Dave. “Uh I should probably get going.” Matt said quietly. Dave looked offended for some reason, “Nonsense, If you stay I’ll take you and Charlie to the mall and let you get whatever you want. Matt was already edging his way to the door when he stopped his tracks, “Seriously? Deal.” He eagerly made his way downstairs to cook breakfast. He had wanted a Nintendo Switch since it came out. It was crazy Dave out of all people was going to be the one to get it for him.

It was a couple weeks later, Matt had become accustomed to staying overnight if Dave didn’t know if he’d be home or not. With Matt and Dave being around each other more, a little friendship blossomed. Matt found himself trying to hangout with Dave whenever they were home. They even started watching Game of Thrones together since Matt couldn’t believe Dave hadn’t watch it. Although it was weird, Matt almost hated it watching it the second time. There was wayyy to much sex and gore for his liking. In fact his liking had been a lot different recently, with all the daytime talk and reality shows he’d been watching… he had to admit.. He was actually starting to.. Like them? He couldn’t believe it but he found Kim K to be so glamorous. 

“Matt could you come here real quick.” Dave said in a sweet voice from the living room. Matt strolled I’m from making a casserole, he was wearing a pair of skinny jeans and a cute striped shirt that Dave had bought for him. It was a snowy winter Sunday. It had been about 3 months since Matt had agreed to become Charlie’s full time caretaker. “I’d like you to get this operation for me. No worries I’ll pay for everything. Matt looked at him confused, “Operation? What? Why?” Dave smiled and scooted closer to Matt on the couch, “Listen, you have been great. Amazing, I couldn’t ask for more.” Matt let out a little smile, he had to admit it felt great when Dave validated him like that. “But I think Charlie is looking at you like… a friend almost, maybe a brother. This procedure will simply give you a more… mature look. Hopefully letting Charlie know you are his guardian not his friend. Matt was still confused, “Really? I mean I could just be more strict…” Dave grabbed Matt’s shoulders and moved his head right in front of his, “Nonsense Matt, I don’t want to ruin what you and Charlie have.” Matt was unsure, an operation sounded so… serious. “Uh I don’t know Dave…” Dave smiled and rubbed Matt’s arm, Matt had started to really like when he did that. Matt looked in Dave’s eyes, he could tell he wanted this for him, and nobody had ever taken such an interest in Matt’s life, not even his dad. “Well I mean I guess if it’s one little operation.” Matt squeaked.

The next couple of weeks were some of the weirdest of Matt’s life. He found himself with Dave and Charlie more than not. Him and Dave were starting to become really good friends. Dave bought him almost whatever he wanted, as long as Matt agreed to get a procedure every now and then. Matt didn’t mind the procedures, he actually kind of like the way he looked. He was starting to look so… mature. Dave treated him differently after everyone, like he was more interested in Matt. Matt loved their little friendship,  he didn’t really find it weird anymore when Dave touched him. In fact he loved snuggling with Dave. He was so big and warm. 

Matt had started spending more time out and about. It started with him going to the gym, which was suggested by Dave in order to maintain a more positive body image for Charlie. Matt agreed and started going almost every day. It was surprisingly easy, it was almost like there was something else in his body that wasn’t there before. He dropped weight like crazy. He met a wonderful lady there named Barb who he quickly became friends with. The two were surprisingly similar, she had so many tips for Matt, whether it was with Charlie or on how his hair looked. Speaking of his hair, Barb suggested he dye it blonde. Matt was unsure at first, be one night he overheard Dave mention how he loved blonde hair. That’s all it took for Matt to agree to go to Barb’s salon. His hair had been growing like a weed lately, he definitely needed to change it up.

One late evening Charlie was already in bed as Matt sat little spoon to Dave as they watched some Rom Com that Matt had suggested. Dave rubbed Matt’s now little arms as the two giggled at the movie together. As the movie rolled on Dave started moving his hand down Matt’s arm, eventually to his waist. Matt rolled over and smiled at Dave, “And what do you think you’re doing?” He giggled. Dave squeezed his ass, “You know what I’m doing cute.” Matt giggled again as he leaned his head in to kiss Dave.

     One day in the summer Matt sipped his wine glass as he chatted to Barb about his new favorite yoga studio. Dave and Barb’s husband Howie were in the living room watching a football game. Dave and Matt invited them over for a Sunday brunch.  Matt used to love football but he could care less about it lately, besides Barb was SO insightful for fashion tips. Matt found himself caring more and more of how he looked recently. The last 3 procedures he had were not even Dave’s idea. The doorbell suddenly rang, “Oh I’m sorry let me get that.” Matt put his hands on his hips and headed towards the front door.

     Drew stumbled carefully up the steps of the mansion that Matt’s dad sent him to. Being from a poorer part of town, Drew had hardly ever been close to a house this big. He had been looking for Matt ever since they hung out last, he still owed him $20 for the last 1/8th of weed he bought. He carefully knocked on the door and waited anxiously for Matt. He couldn’t believe how long it had been since he had seen him, they used to hangout every day. Ever since he had taken that job he hadn’t seen him, but judging from where he was living it looked like it was paying off. The massive wood door open. In the doorway stood a skinnier long haired version of Matt. Drew couldn’t believe it, he had hardly ever seen the guy in anything but sweatpants but he was rocking a white skirt and a blouse, “Ohmygosh Drew?! I wasn’t expecting you! Come in come in!” Drew was taken aback by the sound of Matt’s voice. It sounded… off. He was even more taken aback as he stepped into the mansion and saw Matt’s face in the light. It looked… old… and tan. “Matt are you okay?” Drew said trying not to look disgusted. Matt looked sick, and not to mention he was wearing women’s close. Matt gave him a confused look, “Yes? Uh Drew this a bad time we have company over.” Drew couldn’t get over how crazy this was, “We? You and that Mr. Mayfield guy?” Matt looked uneasy, “That’s none of your business Drew, why are you here?” Drew ignored the question, “Dude fucking look at yourself holy shit!” Matt put his hand on his chest, which was no longer flat, “Drew please get out of my house right now!” Drew grabbed Matt’s tiny hand and shoved him into the bathroom, “Look at yourself Matt!! You are 21 year old guy!”

Matt looked at himself in the mirror. Was Drew right? He never stopped to realize what was staring back at him. This wasn’t him. He was a gamer, and wanted to be a software developer before he dropped out. He hadn’t thought about video games in weeks, maybe months. What was wrong with him? For gods sake he was wearing lip gloss and crossdressing. Not to mention how weird Dave had been around him. Now that he thought about it Dave had been really weird. The whole sleeping with him, really worrying about how he looked, buying him a whole new wardrobe, Matt had never stopped to think about it. What was Dave doing exactly? Matt started to panic, Drew was 100% right, he frantically opened the bathroom door. “Drew we have to get out of here.” The two frantically ran down the stairs and towards the front door of the house. Matt prayed everyone was still in the kitchen. Matt grabbed his bag and bolted for the front door with Drew. It looked like no question they’d make it out of the house until suddenly Dave appeared out of nowhere to lock the door. “Where are you guys off to?” He said calmly. Matt took a deep breath, “Uhh just going to hang out.” Dave shook his head, “What about Charlie?” Matt stuttered, “Uhhh…” He couldn’t think of what to say, Dave looked so mad. Drew made a quick leap for the door handle, only to be punched in the face by Dave, “So you are the one trying to ruin my lovely plan huh?” Dave hissed at Drew, “Well son, I guess we will have to see what we will do to you.” He gave Drew another nasty punch, knocking him out. Matt screamed, “What are you doing to me?” Dave give Matt an evil smile, Matt tried to sock Dave but he couldn’t move, it was almost like… Dave was in control of him. “I don’t know honey what do you want me to do you?” Dave said wrapping his arms around Matt’s tiny shoulders. Matt screamed as loud as he could on the inside. 

         1 year later, Dave yawned as he hung up his coat. He was beat, another 60 hour work week had him dead. “Awww honey I’m so glad you are home! I wish just finishing up my hair. Hurry and shower so we aren’t too late!” A very short perfectly shaped women appeared around the corner, she was wearing a beautiful hot pink bedazzled minidress that accented her figure perfectly. Her platinum blonde hair tumbled over her tiny overly tan shoulders. She pressed her new chest up against the 55 year old Dave Mayfield,  “I missed you today hun!” She gave Dave a cute smile as she wrapped her hands around her old man’s head. Dave rubbed his hand across his wife’s ass as they embraced. She loved it when he did that. The would be 23 year old college dropout completely thought of himself as a sexy and mature 41 year old woman. After a vast number of surgeries and extensive therapy sessions, the once overweight kid now had the figure most women would only dream of. To say Monica was addicted to the perfect body was an understatement, what started as a couple of routine Botox treatments to look more mature for Matt turned into the sexy mature women she found herself to be. She was now standing at a perfect 5’ 1” and weighing the perfect 100 pounds. As she pulled away from her hubby she left he arms curled around him and stayed pressed up against him, “Hun! My god guess what!? They had that blouse I’ve been dying for on sale at Kailey’s!” Dave cringed a little knowing the blouse was somewhere around $250, but gave his wife a fake smile, “Ah honey I’m so glad. Are you ready to go?” The couple had a house party to go to that night which is why Monica was more dolled up than usual. “One sec I gotta finish my hair!” She pulled away from her hubby and scurried upstairs. Dave sighed and plopped down on the couch, he knew it was going to be at least 45 minutes.

          Dave wrapped his arm around his darling wife as they walked up to the small suburban house the dinner party was being held at. Monica laid her head on her husband as they walked. She sighed, her man made her so happy. The neighborhood was quiet besides the sound of her 3 inch silver heels on the cold suburban pavement. Dave knocked on the door, almost instantly it swung open. Standing in the doorway was Dave’s old high school friend Alan. “Ayy what’s up buddy.” Dave did a big bear hug on Alan, who smiled and laughed. Monica glanced at his wife, who Monica secretly couldn’t stand. They had met a few times and they had like nothing in common. Monica flashed her beautiful smile and hugged her, “Aww Debbie it’s so good to see you girl! Wow I love that top! Those colors are perfect on you!” Monica hated the top. Where did she shop, Goodwill in the 1980s? Ugh Barb was going to flip when she heard about this. Debbie smiled, “Thanks Monica… that dress is… something.” It was to hard to believe the woman in front of her was in her 40’s, her face had $100 worth of makeup on it, she wearing a glittery pink dress and very clearly sticking out her ass as much as possible. 

          As the night passed the two couples got to know each other better. Debbie and Alan got more and more weirded out by Monica and Dave. They almost didn’t stay off each other the entire night. Whether it was Monica sitting on Dave’s lap on the couch or Dave squeezing her ass whenever he got the chance, it was safe to say Alan and Debbie felt really awkward. It was over the top when the two disappeared into the bathroom together. The night ended somewhat abruptly when Alan asked them to leave. But Monica was glad to, she wanted to get home and watch the Kardashians. Alan hugged his friend goodbye, Monica was already in the car ready to leave and Debbie was upstairs mad for what she had just endured, “Well, I’ll see ya buddy. I’m happy for you man… she’s so… interesting.” Dave smiled, “Thanks Alan, I’ll see ya later man.” 

          Another year passed, it was a warm summer day in the Highlands, Monica was the first one up in the Mayfield household, she spent the first hour and a half of her day dolling herself up before she made breakfast. Most wives would do that after breakfast, but she thought it was important that Dave started his day to a primped up and pretty woman. “Good morning sweetheart.” She gave Dave a warm smile as she picked him on the lips, “Ready for pancakes?” She said excited. Dave shook his head, “I’m alright with coffee for now babe.” Monica looked at the clock, “Ugh where is that girl she is gunna be late again!” Almost on queue Daisy Mayfield popped down the stairs. The 16 year old was wearing an oversized white sweater that she paired with a frilly pink skirt and a pair of white booties. “Good morning mommy and daddy! I don’t need breakfast Brad is almost here!” She gushed as she slung a purse over her shoulder. Monica put her hand on her hips, “Young lady you need to start waking up earlier to get your breakfast. Did you get your cheer bag?” Daisy was already halfway to her boyfriend’s Mustang as she yelled, “Yes mom love you!” Monica rolled her eyes and shook her head. 

            Later that day, The dolled up Monica stuck her ass out as she walked through the produce section of the grocery store. “Monica! Oh my gosh girly!” Monica turned around to see her best friend Barb in the produce section. Barb gasped at the sight of Monica, last time she saw her she didn’t look nearly as hot as she did now. Monica sported a cute bedazzled leather jacket that she paired with her favorite leopard print leggings and a pair of leather 5 inch high heeled boots. Barb couldn’t but help at stare at Monica’s chest, “Monica… girl those are amazing!” Barb gushed. Monica blushed and perked up her posture even more, showing off her most recent prized implants, “Uh I know right?! Dr. Hackenstaff really is one of the best in the country. And oh my gosh you would not believe how much Dave loves them. He can’t get enough.” Barb still hadn’t moved her eyes, “I can’t get enough.” Barb joked. Maybe I’ll talk to Howie about it, but he doesn’t want to pay for something like that.” Monica shrugged, “Yeah I guess Dave spoils me. But well my gosh honey you look great. I hope you and Howie are working through that little bump in the road. I heard from Lynette. Ugh men sometimes I can’t even.” She rolled her eyes. The two wives loud laughs rang throughout the small grocery store. Barb couldn’t get over how… fake Monica looked. She had never seen more foundation and blush plastered on a pretty little face. Her skin had no visible blemishes yet she maintained a very mature look with her very loud tan. “Oh my gosh hun, those earrings!” Monica placed a prepackaged Caesar salad in her cart, “I’d love to chat hun but I got to pick up Daisy and Charlie in a half and hour.” It was a lie, Daisy had cheer, but Dave was supposed to be home early today, and she wanted to spend some quality time with him.

      Monica sighed as she bathed by her backyard pool. Today was her 5 year anniversary with Dave. The kids were both with Dave’s parents and the two were just having a day to themselves. That was Monica’s favorite type of day. Recently she had convinced Dave to put in a pool for her,  tanning salons were nice but nothing beat the real thing. Dave quietly swam laps as the sun beat down on the backyard of the mansion. It was quiet and peaceful in the backyard, Monica was in heaven. Slowly she made her way into the pool with Dave. The new bikini she was wearing really showed off the “results” of her last operation. She loved how much Dave loved them. Dave swam over to her and took her hand. She wrapped her hands around his head and let him carry her tiny body through the water. She loved being in his arms. “I love you sweetheart.” She said quietly smiling at him. Dave give her a quick peck as they drifted across the pool, “I love you too Monica.” he said.