Descent into Diapers – Chapter One
The engine of a blue sports car purrs as it races down the street. The day’s stress starts to melt as I start driving farther away from work and closer to home. My work is my passion and I love what I do but today marked the beginning of my long overdue vacation. I am a co-owner of a small aviation business called Red Tail Aviation. We own a small fleet of privet jets that are rented by business owners to fly around the country to conduct their business mostly, but also available for privet bookings as well for people who don’t want to fly on big-name carriers. My business is only a few years old but thanks to my wife and her family it has grown by leaps and bounds. Three weeks ago, was the third anniversary of Red Tail Aviation’s doors opening for business and my co-owner Alice, also my wife’s older sister, demanded that I take time off to relax. After a lot of coaxing from Alice, I finally agreed to take time off, to be honest, she tattled to my wife this last Wednesday and when I got home made a very convincing argument to listen to Alice and plan some time for a vacation.
So, here I am two days later leaving work early on Friday to head home and start my vacation. I soon turn off the main road and into my neighborhood, after a few more turns my house comes into view. Downshifting, I turn into my driveway, pull in next to my wife’s SUV, set the parking brake, and turn my car off. As I opened my door I put my car in gear, grabbed my portfolio, and hopped out of the car to head into the house. My wife, Jennifer, and I have been married for about five years and have known each other for seven. We are close in age and only a year and a half apart, her being the older one. She is also taller than me by over a foot, standing flat-footed she is an easy six foot. If I stand on my tippy toes, I am almost five feet tall, I am only four feet nine inches tall standing flat on my feet. Height is not on my side.
As I make my way to the front door I start to wonder if my wife even went to work today. It was always hard to tell Jen’s schedule due to the secretive nature of her job. Jennifer may have come from a wealthy family but that did not discourage her from taking it easy and just working at her parents’ law firm. Nope, my wife decided to pursue a degree in information technology and has been working with a high-end security company that is contracted by the government. I am not privy to a lot of what she does, but I do know that she seems to make her hours and sometimes works from home. Our home on the other hand was a gift from her family, I tried to argue with her father about it and even tried to tell him I would at least pay for it but was quickly shut down. Our home is a two-story house with four bedrooms and three bathrooms all sitting on a one-acre lot. After seeing the house for the first time I quickly fell in love with the huge two-car garage that would eventually be my fortress of solitude and home to my precious cars and tools.
Making my way through the front door I quickly take my shoes off and make my way through the living room and up the stairs to our bedroom so I can change out of my suit. Halfway up I find Jennifer standing at the top of the stairs dressed in jeans and a comfy low-cut T-shirt with a big smile on her face. “I am so glad you are home honey” she purred as I made my way up the stairs into her embarrassing arms.
“Ya, it was a short day, mostly due to Alice kicking me out of the office after lunch”, I said as I stood on my tippy toes hugging my wife. Due to our height difference my face generally gets buried in her breast, it took me a while to not blush every time we hugged. After she released me from her embrace she bent down and kissed me. “I take it you stayed home today?” I asked as I was trying to get past her.
“I did a little work this morning but nothing that could not be done from home”, she stated as she followed me to our bedroom. “Are you ready to start the weekend?”
“To be honest I don’t even know what to do,” I said blandly as I started to strip off my suit and lay it neatly on the bed. “So how long do you and Alice plan on keeping me away from work?” I inquired as moved over to the dresser to fetch my old athletic shorts and slip them over my boxer briefs. With my shorts on I open another drawer and start to rummage through the neatly folded T-shirts.
“Um, honey. . . what are you looking for?” she asked as she came over to help me look and stop me from making a mess of my neatly folded shirts.
“I am looking for my Batman shirt, I thought I put it in here somewhere,” I told her as I tried to tidy up the little mess I made. Once I put the last shirt back in its place, I look up to see her pointing to the chair that is tucked in the corner behind the door. “Ah, there it is” is stated as I made my way over to snatch the shirt up and pull it over my head, “what would I do without you, babe?”
Jen smiles and just shakes her head, “to be honest I am not sure, probably work yourself to the bone.” As I was putting the batman shirt on, she closed the distance between us again and tussled my well-groomed hair as it popped through the head hole while giving me a peck on the check, “you are so adorable”.
The kiss made me smile but being called adorable made me shake my head, “I love you too, babe”. With that I made my way over to the closet and grabbed a hanger to put my suit jacket away, the jacket was recently drycleaned and was still rather fresh and I could get more wear out of it before I sent it off to the cleaners. Once the suit jacket was on the hanger, I separated the belt from the pants and tossed them in the hamper along with my shirt and dress socks. With everything put away, I feel a small sense of accomplishment, it’s just a few hours in the afternoon and I am in my favorite lounging attire ready to get my forced vacation started.
As I head out of the bedroom Jennifer gets up from the same share my shirt sat and follows me with a smile on her face, most likely from me putting away my dirty cloth without being told. Her infectious smile made my lips turn up words and a small chuckle escaped as I went out of the room, down the stairs, and over to the kitchen. Once in the kitchen, I make a b-line to the fridge to grab a cold beer, Jennifer on the other hand makes a turn for the bar stool that sat on the opposite side of the island that sat in the middle of the kitchen.
With the watchful eyes of my loving wife on my back I open our fridge, to my surprise I only found one bottle of beer sitting on the shelf. I was confused because I could have sworn, I had three beers left, not one. With a quick scan of the fridge, I quickly found the rest of the beer nestled on the very top shelf pushed halfway back, just out of reach without getting a step stool. Jennifer loved putting things outside of my reach, so I had to either find the step stool that she often hid or ask her to help me reach what I wanted. My wife loved to be needed and despite her keeping things on the top shelves out of my reach she always beamed with excitement when she got the chance to get me to come to her and ask for help. Not once did she ever get upset at me when I came to her, one time I could not find my step stool for a week and was constantly asking for assistance. Mainly due to her scolding me for climbing on the counters to grab the Oreos to go with my milk for a late-night snack. That night I did not realize that she was home from work and was just walking out of our home office that is located on the main floor of the house and caught me handed. I grabbed the lonely beer on the bottom shelf, “you are so funny!” I said, rolling my eyes as I shut the door.
Gasping in fake shock, “I don’t know what you’re talking about, I just figured after a long week you would want a refreshing beverage so I simply placed it at a level my little king could reach out without needing to get your cute little step stool.” Giggling in delight she added, “I also have hidden your step stool, I promise even if you find it you won’t be able to get it.”
I just stare blankly into her eyes with a smirk on her face, as I open the bottle of beer simply say, “it’s on the top shelf there in the garage, pushed back with something covering it.” I simply toss the cap in the trash and walk over to the kitchen table over in the corner and sit-down facing Jen taking a swig of the amber liquid, “it’s your favorite place to put it”.
“As a matter of fact, I did not place it there, and have been hesitant to since I found you climbing the shelves and almost falling to get it,” she simply stated as she got up from her bar stool perch to join me at the table.
“For one I did not almost fall . . .” I started to say.
“I watched the security camera, yes you did,” she interrupted.
“. . . no matter, I will still find it eventually,” I continued. “So how long do you and Alice plan on keeping locked out of my office?” I asked to change the subject.
“You are not locked out, but Alice did tell me that she forwarded an email to your normal clientele stating that you will be out of the office for a couple of weeks and to contact her if they need anything,” Jennifer informed. “She also said that you left your laptop and your backpack in your office. I asked her if she could stop by some time and drop it off so you could at least have that.”
“Ya, I left it there because she locked me out of my own office and pointed at the front door and told me to go home. I was lucky to have my. . .” I started to panic as mid-sentence I realized I realized I forgot one important thing, “. . . where is my phone? Shit, I must have left it on my desk at work.” I sat my beer down and started to get up, “I was walking back from the brake room after rinsing my mug off from my third cup of coffee. Alice just tossed me my keys and pointed at the door telling me ‘Go home Charlie, relax and be with your wife. I will give you your office key back later after I know you are truly going to stay home a take a vacation.’ So, with only my portfolio that I was carting around and the keys that were just tossed to me I just simply walked out of the office and went home,” I said, verbally retracing my steps. “Your sister can be very intimidating when she wants to, you know. I was not about to argue with her, especially after her going off and getting you involved.”
“She is just worried you are working too hard; you have been at it non-stop for the past few years. You need a break.” Jennifer said as she grabbed my arm and pulled me back down in the chair, I was sitting in. “I told you honey; she will bring your stuff over later. She will take care of the office and keep things running while you are out. Also, watch your language Mr.”
I sat back down, huffing at the thought of being without my phone, laptop, or anything that connected me to my work and the outside world. “Fine, I will just relax. Can you at least get her to drop off my things tonight?” I ask giving my best puppy dog eyes to Jen. “I promise to behave and take it easy for at least a couple of weeks.”
Reaching for her phone, which always seemed to be with in arms reach of her, Jennifer started texting her sister.
Jenifer: Do you mind stopping by tonight and dropping off Charlie’s stuff he left?
Alice: That’s fine, I was planning on it anyway. But I am not giving him his office keys back though, at least not yet.
Jenifer: lol, that is fine. I have my spare key anyway just in case, I am not sure he even knows I have it.
Alice: Just know, if I see him in the office next week, I am going to duct tape him to a chair and put him in the corner.
Jenifer: You are so mean to him.
“There, all done, she will be over later tonight as long as you keep your word and stay out of the office,” she informed setting her phone back down.
“Honestly, I don’t understand why you two are so keen on me staying away from work, I can relax,” I stated taking another swig of my beer.
With a raised eyebrow she simply inquired, “when was the last time you took time off? I mean actual time off that lasted more than a day or so. And don’t say last Saturday because you were eating lunch and answering emails and making phone calls to God knows who.”
It was true, most weekends or days that I was not in the office I was always arm’s length away from my phone or laptop. Working in aviation is a busy job, people must go places and do things and to accommodate it takes time to get everything coordinated. I did have a secretary and a small team to help me manage the logistics of day-to-day business, but I was not just the type of person to sit idly by. I was always in contact with the customer, our pilots, the maintenance team, and even our research and development team which consisted of one person that mainly handles our advertisement. “You’re right, it has been a while since I was truly disconnected from work. But you are the same way, you even took over our home office. How is locking me out of my office at all fair?” I said dryly.
“Yes, I know I am right” she quipped, “and for your information just last week I was off for three whole days without even stepping foot in the office at work or home, you were too busy working to even notice. I even baked cookies for you that you scarfed down like a ravishing dog.”
“Oh, I did not realize,” I said sheepishly, “and those cookies were good by the way.”
“I am sure they are, especially when I get a text from Alice telling me you did not eat lunch that day. If I correctly recall the breakfast sandwich, I sent to work with you was only half eaten,” she stated.
Quickly trying to recall the events of last week, “What? How do you know that? What day was that even?”
“It was Tuesday of last week babe, and I know because I also got a call from your secretary that you were one cup of coffee and three energy drinks down before one o’clock racing out of the office to take care of some business on the other side of the airport. She said that your breakfast was still sitting on your desk half eaten. Shortly after that is when I get the text from Alice,” she said, staring into my eyes with a soft smile.
As much as it seemed, it was normal for Jen to keep tabs on me. Even though what she does for work is mostly kept hush-hush, I did know that gathering information is just part of her job and due to her security clearance, she tried to keep her work at work. It still did not keep her from keeping a low-key tab on me. Now to fully understand why she likes keeping a tab on me you must understand the dynamic of our relationship. Jen is very much of a type ‘A’ personality, she is also very dominant. With her line of work, she almost needs to be. As this may deter most men, afraid of being emasculated, it opened a window for me to befriend her and well, marry her. Now that does not mean that I am some loser who drives on being dominated by a woman and can’t think for myself. I was just self-confident and knew who I was, I did not let anyone detour me and my dream and who I wanted to be. Later in college, I learned that my personality was type ‘B’, which was cool to learn because she and I worked well together.
Jen and I first met at a college party, my friend dared me to go up to her and talk to her. I accepted my friend’s dare only because she did not seem to be with anyone at the party. She was always around a group of people talking but I had never seen a guy hovering around her, just the opposite, most guys were arm’s length from her. This was good news, I may have been confident in myself, but I knew that my short stature did not help me in a fight, and being a bit tipsy I was in no way wanting to fight someone bigger than me over a girl. I still remember that day vividly, as I walked up to her to introduce myself, I got about halfway through my sentence when I was shoved by the crowd right into her. Due to the height difference my face planted in, you guessed it, her chest. I quickly tried to recover and put space between us to apologize and finish my introduction by telling her my name. I fully expected to get a hand across my face but that never happened, she only came back with, ‘nice to meet you, Charlie, you might want to be careful, a little guy like you might get trampled on in a place like this’. The whole situation did not help hide my blushing, not even the booze. The only thing my brain could come up with was ‘you may be right, that is why I wanted to make my way through the sea of drunken people to your beautiful smile. I figured if I could befriend you, I could stay safe from all these drunks.’
After a moment to take in the audacity of my statement, all she said was ‘You are cute’ and then took my hand and led me over to a quiet corner of the party. Normally I would balk at the idea of someone calling me cute, but she was too pretty, and I was too tipsy to care. Fast forward a little bit, after that party, we kept in contact with each other and would go on dates often. She would often poke fun and play the role of protector and me the dazzle needing protecting. I did not care much because I knew it was all in good fun, there were times (and still are) when she would let me be the big strong man, despite her still being taller than me. The more I got to know her the more I fell in love, she was more goal-oriented as I was more of a dreamer, and she often kept me focused on my aspirations. After a year of dating, she became very protective of me in a soft caring way, I did not mind this at all as I loved having someone in my corner. I do my best to reciprocate the efforts to care for her as much as I can. And of course, after about two years of dating she and I got married and moved in together, of course not before getting permission from both her father and her mother, which is a story for another time.
So, as I was saying, the dynamic of our relationship is a unique one, and her memory is also as sharp as an elephant. As for me, my head is mostly in the clouds, not saying I am forgetful, but I often get distracted. You would not believe how many times I almost lost my phone only to have Jen pick it up after me and hand it back once I realized and slightly freaked out that I left my phone somewhere that I should not have. Her protective and caring disposition towards me led to her having a mothering demeanor over me. As carefree as I was, I did not mind as much as she kept me grounded and on track, and I did just the opposite for her. I was the one that she was able to count on to lift her spirits and not forget to smile and have fun. And I know what you are thinking, how does a carefree dreamer find myself in a predicament of being forced to take a vacation? Well, I may be whimsical but that did not deter my drive, especially with Jen by my side. My work may be stressful, but it is my passion, and it is still fun. They say if you do what you love you never work a day in your life. With that, I soon realized that if Jen knew of my lack of eating that day and overindulgence of caffeine why I was not in trouble. With regret in my eyes, I spoke, “you uh, found out about that did you?” I quickly took another sip of my drink trying to hide the shame and guilt of not following the rules Jen placed down for me.
Seeing the deer caught in the headlights look so quickly and responded, “yup. There are a few times I can raddle off you forgetting to eat and not drinking your water only to be zooming around the office driven off your intake of caffeine.”
Yup, rules were set by Jen herself and agreed on by us both to help keep me safe, on track and cared for. I won’t bother you with the full list, but it does include me drinking plenty of water, no caffeine after lunch, eating at least two solid meals a day (preferably three), getting at least 6 hours of sleep, asking for help if I need it, and of course no climbing on the counters. That day in particular last week I broke all those rules, that night I only got about 4 hours of sleep due to me staying up working from my laptop while I was in bed which made me crave a late-night snack. That following morning, I also had to get up early for work due to a conference I had to attend across the country. Lucky for me I only had to attend virtually. I thought that I would get off scot-free, but apparently, I didn’t. All I could do was sit there speechless, gulping at what punishment I may have. Yah, Jen believed that our actions had consequences. She was correct metaphorically, but that did not deter her from having punishments lined up for me when I was naughty. I try to accuse her of being naughty on occasion, but she is quick to come back with the rules that are designed for me and keep me healthy and safe. I have only caught her being naughty a few times, mostly due to me not paying attention or trying to hide my misdeeds.
The rule of thumb is that the punishment should fit the crime. The one time I caught her not eating all day, and just like she did to me I was able to punish her just like she would me. Unfortunately, I did not realize that her texting and/or calling me every time she ate was just as much of a burden on the other end of the spectrum, well for me that was. When it’s me who must do it due to me not eating enough (which is about once or twice a month) I send the bare minimum text telling her that I ate. Her on the other hand blew my phone up on when she ate, what she ate, and how much she ate. She eats more than I do, you could not tell by just looking at her but as my father would say, she was built like a brick shit house. After about three days of keeping her accountable for her diet, my phone was able to be free of messages about food. Don’t get me wrong, I love talking about my wife, but I am not as much of a foodie as most people are. I eat what I feel I need to survive and that’s it, after forgetting to eat a proper meal for three days in a row was when Jen sat me down and discussed the food rules.
“Why did you wait so long to bring up that day, am I in trouble”, I ask nervously somewhat afraid of the punishment of breaking multiple rules due to the predicament Jen caught me in the night before last Tuesday. Jen was not against harsher punishments like time out, grounding me (mostly from my step stool), or even the occasional spanking. Of course, all punishments were agreed upon by both of us, she wanted to make sure that I was on board with it all as much as possible. She did love me dearly and always assured me that she loved me and only wanted the best for me.
“No, you’re not in trouble, well not the way that you are thinking at least” she informed. “I have been seeing you work so hard that it has started to affect your wellbeing. Have you noticed I am constantly making sure you are eating? I have also noticed that you don’t sleep well, that is also mostly due to you drinking too much coffee and energy drinks.”
“What? How can you tell that I am drinking too much coffee,” I asked.
“Really? Do you need to ask that? Who is the one that takes your diaper off every morning before you hop in the shower?”
I look down blushing crimson only to whisper, “you do.”
“What was that, I don’t think I heard you,” she chided.
I look up at her, still read with embarrassment, and repeat my answer “you do.” This was always the subject of embarrassment for me. Even when we started dating, I had a bedwetting issue. She never judged me about it, but that did not change the fact that I eventually had to tell her that was the reason I had a waterproof sheet on my bed and a small pack of cheap store-bought pull-ups in my closet. She also soon figured out that I would purposefully dehydrate myself to help keep myself from wetting the bed. That was good and all till she made me go to the doctor for my headache and constant fatigue. This was also around the time she started to fuss over my well-being and started mothering me. At first, it was just a small set of unspoken rules she wanted me to follow, drink plenty of water, make sure you eat, and get plenty of rest. The only problem was that the more hydrated I was the more I wet the bed. She was quick to console me and help me work through my issues.
One night we sat and talked about it, I told her that I always had an issue with bedwetting. I have been to the doctor with little to no help, they always just said that I will grow out of it just give it time. Well, I did not grow out of it and barely grew taller than my mother, I eventually just came to terms with it and did my best to manage on my own. Jen hated seeing me hurt, that night was the first time she had seen me shed a tear. To this day I am not sure if it was a tear of hurt, embarrassment, sorrow, or anger. Jen just being herself offered solutions and took charge of my bedwetting. The main reason that I listened to her was because she did not judge me, not once, and she told me that if I wanted to sleep in the same bed as her I would let her help. Soon all my sheets were replaced as well as my mattress. Jen also insisted that my protection gets upgraded as well, my pull-ups quickly turned into full-fledged diapers.
As time progressed, we found a new way to bond and connect. Before bedtime, she would always insist on putting the diapers on me, and when I woke up, she was always there to praise me for keeping the bed dry and using my diapers. She took great pride in overseeing our nightly routine, even after sex she would not skip a beat, she would help clean me up and make sure I was snug in a diaper before we cuddled up and fell asleep. Over the years she eventually introduced me to printed diapers, she kept saying they are more absorbent and better quality. I was hesitant at first but just like before she coaxed me into trying them. After a while all my diapers in the closet were cute, printed diapers that she picked out. I eventually was unfazed by it and just enjoyed the care she brought every night making sure I was comfortable. There were some nights that I had to put my diaper on but most of the time it was her.
Knowing that I was the one who put myself to bed Monday last week, including putting on my diaper. Most of the time I try to sleep as naked as I can, so basically just wear my diaper to bed. But because I was still typing away on my laptop, I was sitting in bed in just a t-shirt and diaper. And you guessed it, I was wearing just that when I thought it was a good idea to sneak downstairs to get a snack. I still can see the smirk on my wife’s face as she caught her husband clad in just a t-shirt and diaper with a bear and rainbow polka dots all over it kneeling on the counter and reaching for the Oreos that were hiding on the top shelf. What can I say, Oreos make the best late-night snack, especially paired with a glass of milk.
Jen accepted my answer as her the warden of my diapers, “That’s right, I am, and all to often I have noticed that your diapers are not as wet as they usually are, and your urine is starting to be darker than it should be.”
All I could do was just sit there and tell her “Sorry.”
“Baby, I love you and I want the best for you,” she said with endearment.
Her calling me baby always made me blush; I knew she meant well though. As of late that has turned into her favorite word of endearment for me. Even in public liked to call me that, most people did not even pay her any mind. It still did not the fact it made me blush, maybe it was because she was the one who insisted on diapering me.
Jennifer continued, “I have just been noticing that you are starting to not take care of yourself as well as you should. You are working late hours, and not eating well, and I have even started to see your sleep is starting to suffer. You need a break, honey.”
Looking back, she was right, I have been so wrapped up in work that I did not notice how it affected me. “I guess you’re right” I stated.
“Charlie, it’s not about being right. I just want you to take a step back and just relax. Learn to lean on Alice and the team you have built,” she said with a caring smile.
The End of Descent into Diapers – Chapter One.
If you want to read more stories about ABDL boys you can find a list here: Diaper Boys – Index