So I am in the process of writing this story. I am really enjoying it but I am having a problem deciding which perspective to use for Chapter 6. So I am going to post what I have so far here and ask that people provide feedback. You will notice that there is a chapter 6 and a chapter 6.5. Same plot different perspective. I am asking that people comment on which one they like better for chapter 6 and why. If a lot of people respond it only encourages me to write more 
Chapter 1
[Trisha]
“I am glad to hear you’re seeing the benefits of Corum as opposed to the other CRMs in the market. We are working very hard to introduce new features on a regular basis”
“Yes, we are definitely seeing the benefits.” Roger, the head of sales at Activities Inc. responded. “I also want to commend your tech support team. The guy we had who helped us solve a major problem was amazing”
“Do you remember who he was?” I asked. “I would like to let his manager know so he could get a little bit of kudos.” I responded.
“You know Trisha, I honestly forgot. It started with a D. Don, or Dave or something like that”
“Drew? Nice, super smart, a little quiet and occasionally a bit awkward” I asked.
“That is the guy!” Roger exclaimed. “Couldn’t of described him any better myself”
“Cool. Thanks. I will let his manager know. Anything else before we end the call for today?” I asked.
“Nope. Talk to you next week” Roger said as he hit end on the zoom call.
I finished typing up my notes for the weekly call with Acitivites Inc. They were my largest account, a little bit over a million in ARR, and had just given me a verbal agreement for an expansion later this year. This account was really making me look good with senior leadership. I pulled up my email client and fired off an email to Sam, the head of support.
Hi Sam,
Just wanted to let you know that Roger over at Activision had nothing but nice things to say about Drew. He really helped them out of a jam and wanted to make sure that it was made known to the correct people.
Trisha
Senior Technical Account Manager
I sent the email and looked at my calendar. I had one more call today and then some girls and I were grabbing drinks downstairs at Twains. Fortunately, this next call was just our weekly staff meeting for all the account managers to talk about any big issues, catch up with the team, and raise any issues that we might of had. I expect this call to be uneventful and easy way to round out the work day.
Chapter 2
[Trisha]
I walked in to Twains a few minutes late. The stupid staff meeting call ran late because people don’t understand that scheduling a call at 4:00pm means you end on time no matter what. It also means no one cares that you don’t think it is fair that you got woken up at 2:00am because the support guy needed you to manage a bridge. Thank god Shelley casually mentioned that if you don’t like your 6 figure a year job managing top customers then you’re welcome to seek employment elsewhere.
Upon entering, I saw Samantha at a table at the corner of the bar. Samantha, the office manager, was a skinny little gossiping biatch who was about 5"7 weighing in at a grand total of 110 pounds. She was skinny with tan skin due to her Korean heritage along with long black hair and black eyes. I walked up to her and gave her a hug. She reciprocated and a waiter immediately came up and took my drink order.
“It isn’t like you to be late” Samantha said.
“Yea I know. Corey was being a whiney little bitch and wouldn’t shut up so the call ran a few minutes late” I responded.
“He is so annoying and entitled. He is always emailing me asking me for random shit rather than going and doing it for himself. Just the other day he wanted a calendar for his desk. He knows where the office supplies are, but instead emailed me asking me to drop it off at his desk.” “Get your own office supplies.”
“Yea that can be annoying” I responded with feigned interest.
I looked around the bar and saw no one else from from the office. I really hope it isn’t just Samantha and I or this will be a one drink session before I have to leave for some unknown reason.
“Did you hear about Sam?” Samantha asked?
“Sam, as in Sam from support?” I asked.
“Yea same one.” Samantha responded. Before I could even responded she continued “Apparently he is in a lot of trouble.”
“Why is that?” I asked.
“Turns out he and Zuska were secretly dating. They broke up but HR found out about it. They are investigating”
“Oh shit” I exclaimed. “Someone has been a naughty boy” I said.
“Oh yea. He is probably going to lose his job for this” Samantha said. “Just watch”
“Just watch what?” Amanda asked as she came up to the table.
Amanda is the head of recruiting at Corums. She is tall, close to 6ft with a decent amount of muscle on her. If I had to guess, I would say she was about 160, but I couldn’t see an ounce of body fat on her at all. We never actually discussed where she is from, but she is white with blond hair so I am guessing your typical WASP.
“Sam, boss of support, got caught screwing Zuska, an IC contributor in support and HR found out.” I said stealing Samantha’s thunder.
“Seriously Trish, I know who Sam and Zuska are. Also everyone knew they were an item” Amanda said.
“I didn’t know”
“Well pay closer attention next time” Amanda said. “Zuska wasn’t shy about talking about it. All you had to do was talk to her and she would tell you every intimate detail.”
“Really? Like what?” Samantha asked.
“Apparently they were in to kinky shit. Role play, feet, stuff like that” Amanda responded.
“She just told you that in a casual conversation?” I asked
“Yea. She didn’t care. Honestly who cares what you do in the privacy of your own bedroom” Amanda said.
“HR apparently” I said.
“Only because Sam is her boss at work” Amanda responded. “Although, in the bedroom I am told it is the other way around” she said with a laugh.
“Zuska is definitely not a submissive woman” Samantha said. “She has this no bullshit attitude about her that makes people nervous and resentful”
“Well good for her. A woman isn’t a bitch or a bad person just because she doesn’t put up with shit or afraid to take charge. Too many women get dinged for doing stuff no one would think twice about if a man did it”
Amanda and Samantha both nodded their head in agreement.
“Find any great candidates for Corum?” I asked Amanda.
“It is a great market for people looking for a new job. Everyone wants tons of money, tons of stock, and want to work remote” Amanda said.
“Can’t really blame them” I said.
“Yea but I can’t give them tons of money, tons of stock, and we aren’t a remote first company” Amanda said.
“That is why they pay you the big bucks I guess. If your job was so easy it wouldn’t be so lucrative” I said.
“Recruiting isn’t as lucrative as you think” Amanda said.
“Try being an office manager” Samantha responded. “I get paid shit”
As we were talking Drew, Sam, and Zusca walked in to the bar and took a seat at the open table. Drew, who you already know works in support is pale, average height of about 5"10 and evenly proportioned. He isn’t skinny and he isn’t large. He has a bit of a babyface with no facial hair what so ever and a very short haircut that almost looks like a mop on top. Sam, on the other hand was tall, muscular, exudes confidence and had a face to die for. White guy as well, but sexy dark hair slicked back and always wearing good looking clothes. Finally, there is Zuska. Eastern European, so she had that accent that men die for. Very tiny, very slim, dark eyes and hair and very pale skin. She was probably 100 pounds soaking wet.
“I can’t believe they are together in public right by the office” Samantha exclaimed. “That is so stupid”
“They work together. They are going to be around each other. Getting drinks after work is no big deal. We are having drinks. Doesn’t mean we are fucking each other”
Samantha and Amanda laughed.
“I would rock your world and have you on your knees begging for more” Amanda jokingly said.
“Hmm…interesting. I am not usually the submissive one in the relationship” I dryly responded. “Could be fun to try”
“You’re no switch Trish” Samantha responded. "If anything Amanda would be putty in your hands.
Amanda and I smirked at the same time and tried to discretely look over at the other table.
“What do you know about Drew” I asked?
“Why you interested?” Samantha eagerly asked.
“Calm down gossip girl” I said. “Just curious. He helped out a customer and I emailed Sam to let him know about it.”
“He is well liked. Always helps out for interviews. Sweet.” Amanda responded.
“A bit awkward too but in a sweet way” Samantha said. “He is coming over here right now as a matter of fact”
I turned and sure enough Drew was walking up up to our table. I politely smiled at him as he walked up. He came up and returned the smile but he looked more like he was pissing himself. I smirked slightly and moved my hand up to cover my mouth as if I was scratching something on my face.
“Um…Hi Trisha…I just wanted to umm… say thank you for sending Sam that note about me doing a good job with Rodger” Drew said.
“No problem. Thanks for doing such a great job. That account is solid right now and it is helping me out tremendously” I responded.
“Yea…glad to hear it…”
Drew just stood there awkwardly saying nothing else. After about 10 seconds of awkward silence I figured I would try to help him relax.
“Well if you want, you’re welcome to join us for a beer. Or, you know, we can stand here in awkward silence some more”
Amanda and Samantha just stared at me and Drew just froze.
“Oh don’t worry Drew. I am just joking with you. I don’t bite…that hard”
“Well umm…thank you for the offer but I have Sam and Zuska over there…so yea”
“Ok have fun. Maybe next time. Although I don’t really like sharing so you tell Zuska and Sam I can be a selfish bitch sometimes” I said with a smile on my face.
Drew looked at me, turned around and damn near ran back to his table.
“That wasn’t very nice” Amanada said. “He looks like he was about to piss himself”
“That awkwardness…it is just so cute.” I said. “Is he normally like that in the office”
“No.” Samantha said. “You just made him nervous”
I smiled at the thought of our interaction.
“That was fun. I might have to start dropping by and saying hello”
“You’re just mean” Amanda said.
I shrugged.
“Perhaps. But the awkwardness is adorable. And did you see his butt. It is so cute”
“Didn’t notice” Amanda said.
“Yea not my cup of tea” Samantha said.
“Well look again. It is so cute. Just screaming for me to smack it” I said.
“Whatever you say girl” Amanda responded.
Samantha, Amanda, and I continued to hang out for another few hours. We had a few more drinks, made a few more crass jokes, and talked shit about people at the office until we finally called it a night and went our separate ways. As I left I made sure to wave to Drew specifically since he was still there with Sam and Zuska. He shyly waved back but didn’t make eye contact with me.
Chapter 3
[Drew]
I walked on to the support floor and headed to my desk. My shift started at 8:00am but I was here a full 30 minutes early. Last night was fun hanging with with Sam and Zuska but it definitely left me a bit more tired. Even though I was tired, I still liked getting to the office early. It gave me time to check email, check the news, and drink some coffee before starting the day.
I had won the lottery when it came to the desk assignment and work space. My cube was in the corner next to a window so it afforded me a lot of privacy. My desk also had two 27" monitors so it made it easy to keep work on one screen and other stuff on the second monitor. I also had privacy screens on my monitor so the only way you could see my screen is if you came directly up to my cube and looked at my screen. It was a great setup and I really liked it.
I sat down at my desk and pulled up my work email. I saw a ticket from Roger at Activities that was in the queue. I quickly logged in to the support queue and looked over the ticket. The Asia team should still be handling tickets for another 30 minutes but it seemed like an easy ticket so I quickly grabbed the ticket and assigned it to me. This was a win for me for two reasons. One, Sam would see that I grabbed a ticket proactively before I was even scheduled to work, and it was an easy ticket so I could take my time on it and not be too rushed.
Since I had time to kill, I went ahead and pulled up my personal gmail. There wasn’t much of interest except I noticed that Etsy had sent me an email letting me know that Cuddlz Shop had some new items. Cuddlz was a shop that sells babyish clothing in adult sizes. Ever since college, I have had this fascination with footed pajamas and onesies and had always wanted to try wearing one but never worked up the nerve. Part of it was that I was very picky on the type of onesies or footed pajamas I found interesting. I wanted the kind with the zipper in the back. The problem there though, was most of the sites that offered a zipper onesie in the back didn’t have a design on them that I liked. I also liked the security of the zipper in the back because it made it harder to remove so it just felt secure.
I looked around, making sure that no one was around and clicked the link in the email to see the new items. The first item I saw was a onesie with dinosaurs on it. I also noticed that the zipper was on the back (YES!!!). I started reading the description and looking at the pictures. This looked perfect. My heart started racing and I zoomed in to the pictures to make sure there wasn’t anything I didn’t like.
“You would look so cute in those”
I almost fell out of my chair. I turned around to see Trisha standing there. Trisha, the Senior Technical Account manger, and the most gorgeous girl I had ever seen. Trisha was 6 feet tall, skinny, blond hair, blue eyes, pale skin but looked like she was in the sun. Her hair went down to her shoulders and combined with her spunky, say anything attitude I had a huge crush on her. I had no idea how long she had been there but she clearly saw my computer screen. I stood there shocked for what felt like a minute but in reality closer to two seconds and quickly minimized my browser and turned my chair to face Trish.
“Sorry. I didn’t mean to startle you.” Trisha said in a very casual tone. “I meant it when I said those were cute. I didn’t realize a big macho man like yourself would like pajamas with dinosaurs on it”
“Umm…” I stammered. I couldn’t quite form any coherent words.
“Relax. They’re adorable. Nothing to be embarrassed about” Trish said.
I struggled to regain my composure but did eventually pull it together. I sat up and looked at Trisha and said in my most confident voice
“What can I do for you Trisha” I asked.
“Roger from Activities hit me up about a support ticket he has. I was wondering if you would take a look at it and take care of it”
“Ummm…Yea. I already assigned it to myself” I responded.
“Great. Thank you. If you do a great job I will buy you those pajamas you like. Can you send me the link to them?” Trisha asked.
“Umm…it isn’t necessary. Don’t worry about it.” I said in the most casual tone I could come up with.
“Don’t be ridiculous. You’re helping me out. Besides I haven’t met a guy who is comfortable enough to have such a cute pair of pajams”
“No seriously. Don’t worry about it” I stammered.
Trisha looked at me and smiled. It might of also been a smirk but I am not too sure. She leaned in closer to me and whispered in to my ear.
“Listen mister. You’re going to send me the link to those pajamas right now or so help me I will put you over my knee”
I froze and I think my jaw fell on the floor. I couldn’t believe Trisha had spoken to me like that. I had never been spoken to like that, let alone by someone of Trisha’s caliber. I couldn’t quite articulate why or how but I really liked it when she said it. Trisha leaned past me and grabbed my mouse pulling up the website. I saw in horror as she copied the URL, pulled up my email client, and emailed herself the link to the listing.
“Was that so hard?” she asked me. “Almost makes me think you want to go across my knee. Let me know the resolution of the ticket and I will order you those cute pajamas”
Trisha smiled at me, turned around and walked out. Oh my god what am I going to do. If she goes to the Cuddlz site there is no telling what she will think. That site catered to a lot of different people. People like me whom liked onesies, but they also sold diapers, pacifiers, paddles, collars, leashes, and more. I needed to figure out a way to minimize the damage but I had no idea what to do. I started to get up to run after her when I saw the rest of the support team arriving at their desks for the morning shift. I sat back down, closed my browser, and started working on Roger’s ticket.
Chapter 4
[Trisha]
I came back up from the support area and sat down at my desk. Well that was interesting and adorable. Who knew Drew had such a soft side to him. Those pajamas were so cute and he was so embarrassed. It was absolutely adorable and endearing. It’s funny, even when he seemed to put up a fight about not sending the link, he easily folded. I thought I was going to die at his expression when I told him I would put him across my knee. I can’t wait to see the look on his face when I bring him those pajamas.
I turned to my computer screen and pulled up my email. Sure enough, there was the link I had sent myself from Drew’s computer. I clicked on it and pulled up the page for his dinosaur pajamas.
Well that is weird I thought. These aren’t pajamas. This looks more like a onsie that a baby would wear. I read the item description hoping it would alleviate my confusion. However, the product description made me even more confused. The product description called it a short tails playsuit. But to me, it looked like it was essentially a onsie.
How are you supposed to put it on and off if the zipper is in the back? I read down further and saw that not only was the zipper in the back but the zipper was described as a locking zipper. This made no sense. But the kicker was at the end of the description. It described the playsuit as “perfect for lounging around in your nappy or being locked in”. I wasn’t an expert on British wording but I was pretty confident a nappy was a diaper.
I scrolled down and saw “More from this Shop” at the bottom of the page and my eyes opened wide. I saw diapers, mittens, pacifiers, actual adult sized baby onesies with snaps at the bottom, and a ton of other items… Oh My God!! It clicked.
Drew didn’t just like cute pajamas. He liked cute infantile clothing. I knew of this type of fetish and knew there were guys out there who liked to wear diapers and baby clothes. I just didn’t realize Drew was one of them. I thought about seeing him in these short tails and smiled. But then, I thought of his cute butt in a thick diaper and I almost lost it.
I decided I needed to do some more research and waited until lunch when I had more time. I spent my entire lunch hour searching the Cuddlz site and learning more about their products. I went ahead and ordered the short tails and some diapers since it was clear from the product description you needed to wear a diaper with this. I mean how are you going to go to the bathroom if you can’t take them off. Just as I completed the order I saw that I received a slack message from none other than Drew.
Drew: Hey Trisha, just wanted to let you know that I just closed out Rodger’s ticket. It was a pretty easy fix and I confirmed he was happy with everything. And seriously, please just delete the email you forwarded. I am embarrassed by it and would just prefer we don’t talk about it.
Me: Hey Drew. Thanks for taking care of that. And you’re too late. I already ordered the short tails and accessories. They should be here in a couple of days!!!
I looked at my slack and saw that Drew had been crafting a response for about 5 minutes. I started laughing thinking of everything that was going through his head right now.
Me: I have to go but when they come in you and I will have to get together outside of work so I can give them to you and you can model them for me. And don’t you dare think you’re not going to model it for me. I am dying with cuteness.
I licked my lips and smiled at how Drew must be losing it just two floors down.
Chapter 5
[Drew]
I stared at my computer screen and tried to focus on the support ticket I was working on. It had been 3 days since I last spoke with Trisha. I was trying to hold it together but I don’t think I was doing a good job.
What is she thinking? What if people find out? What if I lose my job? I hadn’t been sleeping properly because I was so scared. Every time I tried to slack Trisha, I just closed it not knowing how to even broach the topic.
What would I even say to her? Hey, I know it looks that I like baby clothes but I don’t really. I haven’t actually ever worn a onsie or short tails in my life. Also, ignore the rest of the items on the site because I am not really in to that either. Was I lying to myself? I had no idea. All I knew was, ruining my job and having everyone laugh because I looked at an etsy store one time at work wasn’t worth it.
“Hey cutey”
I about dropped out of my chair. This is too much. I turned around and saw Trisha staring at me. How does she manage to sneak up on me all the time.
“Trisha…Hey…um what are you doing here? I thought I already took care of that ticket”
“You did” she responded. “I just wanted to let you know I got your gift in last night.”
“Oh no Trisha, you shouldn’t of done that” I almost cried.
“I want to show my appreciation. Why are you making such a big deal about this” Trisha asked.
“Why am I making such a big deal about this!?!” I almost yelled. “You saw something you weren’t supposed to see. Now my career is on the line, I am losing it at work, and God knows what all the ramifications mean”
“SSSHHHH” Trisha said. “Calm down Drew”
“How can I be calm” I cried and the flood gates starting pouring out.
Trisha looked around and quickly grabbed my arm and walked me off the support center floor. I just followed her lead as she lead me in to the back stairwell.
“You need to pull yourself together” Trisha said.
“But you know!! You know those weren’t pajamas” I whined.
“Of course I know.” Trisha said. “And yet I still bought them for you. Clearly I think they are cute. I can’t wait to see you wearing them”
“That will never happen. I have never worn anything like that. It is all a big misunderstanding”
I kept sobbing and was actually getting louder and more worked up.
“Drew” Trisha exclaimed.
I kept sobbing and was becoming hysterical. Trisha grabbed my head and made me look at her.
“I am going to give you to the count of 3 to calm down”
“You don’t understand” I wailed.
“One”
“I am so embarrassed” I said calming down a little.
“Two”
As bad as things were going I didn’t want to know what happened at three. I wiped my tears away and pulled myself together.
“Ok good.” Trisha said. “Are you calmed down now?”
“I suppose” I sniffled.
“Good. I will come get you after work today. You’re coming over to my place for dinner. We can talk, you can get things off your chest, and maybe I will even put you in your short tails”
“I don’t think that is such a good idea Trisha” I said.
“I am not asking. I am telling you. What time do you get off?”
“5:00pm” I said.
“Meet me at at the elevator at 5:00pm sharp. If I have to come and get you there will be consequences. You understand me?”
“Yes mam” I said.
“Ooo. I like it when call me mam”
“Ok…mam” I said.
“Great. Now go back to work and I will see you in a bit.”
I turned around and started to walk back to my desk.
“Hey Drew. Don’t think I was joking about putting you across my knee if you don’t listen. I expect to see you at 5:00pm” Trisha said.
“Yes mam. I will be there”
Chapter 6
[Trisha]
I opened the door to my apartment and walked in behind Drew. He looked around the apartment as I closed the door and hung my key on the rack. My apartment was nice but simple. The front door opened in to a hallway. To the left was the kitchen. Further down was the dining room which overlooked the kitchen. The hallway led in to the living room that had a nice couch and tv. Off to the side of the living room was a door that led to my bedroom.
Sitting on the dining room table was a bag with some tissue sticking out. Under the tissue paper sat the short tails and diapers. Sticking out of the bag was also a card. I had to admit, it had a nice presentation factor.
Drew walked in and sat down on the couch.
“You didn’t have to drive me” he whined.
“Ok lets stop with the whining and crying” I said. “I know today was hard for you, but first things first you need to relax”
“Ok Trisha.” Drew lamely responded.
“Good. What would you like to drink?” I asked him.
“I am good” Drew responded.
I grabbed two beers out of the fridge and put one on the end table next to Drew.
“Thanks” Drew responded.
“Cheers” I said as I tipped my glass to him.
We clinked glasses and both took a sip of our beer.
I took a hard look at Drew. I had a bunch of different thoughts running through my head. On one hand, he is this cute guy who has a soft side that I would enjoy playing with. However, on the other hand he just fell apart in front of me. It was honestly just very unexpected. I like cute a lot, but I also did not like what this was either.
“I think we need to clear the air” Drew said.
“Really? How so?” I responded.
“I think you might have some misconceptions based on what you saw on my screen at work the other day”
“And what misconceptions might I have?” I asked him.
“I am not a freak. I have never bought anything from that site ever. It’s all just a big misunderstanding”
“Honey, no one thinks you’re a freak. I wouldn’t of invited you over if I thought you were a freak”
I looked at Drew and could tell he was extremely nervous and upset. And honestly it was just adorable. It was endearing. I just wanted to wrap him up in a big hug and hold him. But I also knew he needed to work through this so I just let the silence hang. He finally continued talking after a few minutes.
“I don’t know why, but ever since college I have always had this fascination with onsies, footed pajamas and other similar style of clothes. It seems stupid but I feel like it would help me relax. But I never built up the nerve to order anything let alone trying to wear anything. Then, I checked my email the other morning and saw that this store I follow on Etsy had some new items and I clicked on the link to see what it was.”
“And that is when I came up and saw it on your screen?” I asked.
“Yes. You were never suppose to see it and it was supposed to be my little secret” Drew exclaimed.
“Doesn’t it feel better though now that someone knows?” I asked
“NO!!” Drew almost cried. “I have been so scared about what if people find out and what will they think about me”
He was such so cute when he was like this. I couldn’t help myself. I got up and embraced Drew in a tight hug. At first he didn’t know what to do but after about 30 seconds he leaned in to my hug and started sobbing.
“SSSHHHHH” I said. “It’s going to be ok.”
“You think I am a freak.” Drew cried.
"I do not. And to prove it I am going to help you try out your new clothing.
“What!?!.. No way… I really don’t want to do that” Drew stammered while sniffling in my arms.
This was crazy. He clearly wanted to. If he didn’t, then he wouldn’t of gotten in the car with me. He wouldn’t of focused on the bag that minute he walked in. He would of called HR and reported me for the numerous inappropriate things I have said and done over the last few days. He was just in denial.
I felt him start to pull out of my arms. I needed to do something to take control of the situation since he was clearly going to make this difficult. My guess is he really wants to do this he just needs someone to take charge. As he began to stand up I grab his shoulders and push him down on the couch.
“Don’t move” I ordered.
“Trisha, I don’t want to do this. Just leave it be” Drew complained.
“Seriously Drew. Do you want me to spank you?” I asked him in a very stern tone.
If I am being honest I really wanted to spank Drew. The idea of putting him over my knee really turned me on. My guess is he has never been spanked before so he probably didnt think I would actually do it. But I didn’t want to spank him unless he deserved it. He would have to earn his spanking. But if he did earn it, I was going to make sure he remembered it.
Drew just looked at me. I waited for about 10 seconds and then asked him again.
“I asked you a question. Do you want me to spank you? Yes or No” I scolded him.
Drew just looked at me with his mouth wide open saying nothing. I got up and went to the kitchen grabbing a wooden spoon from a bowl sitting on the counter. A wooden spoon is great for giving someone like Drew a spanking. First rule of spanking is it has to hurt. That is the whole point of a spanking. If I use my hand I can’t get nearly as much force and it is all in the wrists. Drew would learn this pretty soon if he didn’t start listening. As I was walking back from the ktichen Drew finally said something.
“What…are you doing?” He asked?
“What does it look like I am doing? I am giving you a spanking” I told him.
“I don’t want a spanking!” he whined.
“Are you sure? Because you sure could of fooled me” I told him.
“No I don’t want a spanking. And I won’t allow you to give me one” Drew said in an unsteady unsure voice.
“You think so? But if you stop this and do as I say then I won’t give you a spanking” I told him.
“Fine…Whatever” He said.
Wow. Drew has a bit of a naughty streak in him. I wasn’t expecting this. He seemed so timid. It was a pleasant surprise.
“Maybe I should of ordered a pacifier with your outfit” I mockingly told him.
“See this is what I was talking about. I don’t want a pacifier!” Drew said.
“I was only joking.” I told him. “Now stop talking back and listen to me. It will be hard enough not to smack that cute butt of yours when I put you in a diaper but I will have to have some self control I guess.”
“What the hell are you talking about” Drew said.
“What, you think you will be able to properly put a diaper on yourself? Even if you can, how are you going to put the short tails on with the zipper in the back?”
“I am not wearing a diaper Trisha. That was never a part of it” Drew said.
Is he serious? In all my research diapers are the key component. The clothes are designed to be worn with a diaper. The entire site is dedicated to diapers and baby clothing. There is no way this is true.
“Are you sure? The product description clearly states that it is designed to be worn with a diaper.”
Drew stomped his foot on the ground the same way a toddler does it when they aren’t getting their way.
“I don’t care what it says, I am not wearing a diaper” Drew exclaimed.
He is going to wear a diaper and at this rate is getting spanked too. I was beginning to lose my patience.
“Last warning, just shush while I go get everything”"
Drew started to say something but I popped the spoon against the palm of my hand and that seemed to shut him up. I walked to the table and grabbed the bag that had the clothes and diapers in it. I returned to where Drew was sitting on the couch and looked at him. He had a nervous but excited look. He would probably need some pushing but I could tell he wanted to do this.
I pulled the short tails and a pack of diapers out of the bag and placed them on the table.
“Lay down on the couch” I told him.
“Trisha I can do this on my own. You don’t need to help me.”
Ok. I have had enough. It is time to start the countdown.
"One! I told him. “When I get to 3 your butt is going to get a taste of that spoon. So it is up to you. Either way this is happening. Just a matter of if it is with a well spanked bottom or not”
Drew silently laid down on the couch. I quickly removed his shoes and tossed them in the corner of the apartment. I then unbuckled his pants and pulled them right off along with his underwear in one movement. Drew’s hands immediately went to grab his already removed pants but then he went and covered his penis. I opened the pack of diapers and pulled one out.
The diaper was very thick and very big. Instead of one tape on each side like you normally see, there were two tapes on each side. Fortunately, I have changed my fair share of diapers while babysitting so I knew what I was doing… The diaper looked like your typical white disposable diaper however it had teddy bears going down the middle with blue and yellow squggly lines next to some bears. The bears seemed to be sitting next to a bottle and there was a diaper pin and rattle on the back of the diaper as well. It was absolutely adorable.
I unfolded the diaper and smoothed it out making sure that when I slid the diaper under his butt the tapes would go first.
“Lift your butt up” I told him.
“I can’t do this. I don’t want to do this” Drew said to no one in particular.
“TWO. This is your last chance.”
Drew raised his hips and his butt with it and I slid the diaper underneath him. He lowered his butt on to the seat of the diaper. I pushed away his hands so I could see what I was working with. I went to push his penis down in to the diaper so I could fold it up and secure it however his member stood firm.
“Hold still. I will be right back” I told him.
“What are you doing?” Drew demanded.
I had had enough. I grabbed his legs and lifted them up exposing forcing him to expose his butt. I gave him two hard smacks on the butt with my hand and lowered his legs back down.
“OWWWW” he complained.
“Next is the spoon. Now stay put” I told him.
I got up and went in to the kitchen. I reached in the fridge and grabbed two ice cubes and came back. I placed two ice cubs on his erect penis and it immediately went limp.
“HEEEY” Drew exclaimed.
I quickly pointed his penis down and folded the diaper up over his groin area and taped the top tape on the left side. Then adjusting the diaper I taped the right side and followed up with the lower tape on both sides.
“Now stand up and lets make sure I got this right” I told him. “I haven’t changed a diaper on someone as big as you.”
Drew nervously got up off the couch and stood there. He looked absolutely adorable. He was standing in my living room in nothing but a t-shirt and a diaper. The t-shirt covered just about the top inch of diaper leaving about 90% of it fully exposed. I rubbed my hand along the front of the diaper feeling the plastic and hearing it crinkle. I had never even thought aout diapers before two days ago. Yet, here was Drew in my living room in a diaper and it was the most adorable and dare I say sexy thing I have ever seen.
“What are you doing?” Drew asked.
“I am admiring my handiwork. Turn around for me. I want to see that cute butt”
“Come on Trisha. Let me just take this thing off.” Drew said.
He moved his hands to the tape on the diapers. I immediately grabbed his hand and pulled him across my knee. taking my other hand and placing it across his back. I picked up the spoon laying on the table and brought it down as hard as I could on the seat of his diaper
SMACK
“Oww” Drew cried. “Stop it Trisha. What are you doing”
Drew immediately brought his hand around and tried to use his hand to provide some protection against the spanking. I grabbed his hand and moved it up to his back using my other hand to secure it leaving his diapered butt fully exposed.
“What did I tell you would happen if you didn’t stop whining and start listening to me?” I asked him.
Drew tried to get up but due to his position over my lap, his one hand supporting his weight against the floord and his other hand secured behind his back he couldn’t get up. I brought the spoon down hard again across the seat of his diaper.
SMACK
“Trisha STOP! I don’t like this” Drew complained.
You may not like this but I certainly do. I also gave you more warnings then you deserved. Next time I threaten you with a spanking you will listen trust me.
“What did I tell you would happen?” I demanded.
I gave him another swat with the spoon
SMACK
“Ouch! You said you would spank me” Drew exclaimed.
“Exactly” I told him. “You make it so hard for someone to do something nice for you”
I proceeded to give him two more swats with the spoon across his diaper.
“Please stop Trisha. I am sorry” Drew said.
“Ok. I am going to let you up and we are going to get you dressed. If we have to do this again it will be minus the diaper. Do you understand me?”
“Yes maam” Drew said in between the crocodile tears on his face. I think I got my point across.
I helped Drew off my lap and stood up. I gave him a pat on his diapered behind because I couldn’t help myself. I was really enjoying him in a diaper.
“Lift up your arms”
Drew did as requested and I pulled his shirt off and discarded it with the rest of his clothes and grabbed the short tails. I picked them up and turned them around to examine the zipper. There was a key attached to the zipper which I unhooked and then put it in lock of the zipper. I turned the key, releasing the zipper and pulled the zipper down opening up the short tails. I turned to face Drew.
“Ready?” I asked him.
“I uhhh think so.” Drew stammered.
Drew came over and placed his feet in the short tails as I held them out. I pulled them up and helped him get his arms in to the sleeves. After his hands were in the sleeves I went around to his back and pulled the back zipper all the way up. Prior to pulling the zipper up, I took another look at his diapered butt and gave it another pat. I couldn’t help myself it was just so cute. With the zipper all the way up, I turned the key and pulled it out of the zipper placing the key in my pocket.
“There you go honey” I told him. “How does it feel?”
Drew looked down at himself and started feeling the material. In my eyes, he looked positively adorable. I could just eat him all up. I heard his diaper crinkle as Drew sat down on the couch and took another sip of his beer. I grabbed his discarded pants, underwear, and shirt and folded them up. After that, I grabbed the spoon and his clothes and headed to the kitchen placing his folded clothes on the dining room table as I passed it.
Chapter 6.5
[Drew]
I walked in to Trisha’s apartment a wreck. These last few days had been horrible. With the exception of last night, I hadn’t slept and my performance at work had really diminished. All of this the result of the stress of Trisha finding out about my stupid secret.
I thought about faking sick and leaving work early. I thought about it all the way up until 4:55pm. But every time I thought about it, I also thought about what Trisha meant when she said there would be consequences if I wasn’t at the elevator. I knew Trisha could be a little bit unpredictable to put it mildly, so if I am being honest I was too scared to call her bluff. I didn’t think she would really put me over her knee, but I also didn’t want to test it.
I met her at the elevator at 5:00pm sharp. She smiled at me, grabbed my hand and led me to the elevator. We went down to the parking deck and she led me to her car. Before I could even resist or complain, I found myself in her car and her driving out of the deck. If I am being honest, I was just too drained to argue anymore. I just needed to talk to her, explain things, and then go our separate ways.
As I walked in to Trish’s apartment the first thing I noticed was how nice it was. My apartment is literally a couch, a table, two plates, two glasses and a bed in my bedroom. Trisha’s apartment had pictures hanging on the wall, a very nice kitchen with a lot of appliances, a nicely decorated dining room table, and a killer living room. The living room had an amazing couch, a nice looking coffee table, and one of the biggest TVs that I have ever seen.
I moved down through the hallway to the living room and saw on the dining room table with a decorated bag on top. I am pretty sure that the short tails were in that bag but at this point I didn’t even want to think about it. I walked over to the couch and sat down.
“You didn’t have to drive me” I calmly told her. “I could of driven myself.”
“Ok. Lets stop with teh whining and crying” Trisha said. “I know today was hard for you but first things first you need to relax”
Relax. How the hell could I possibly relax. I have had this secret I kept since college and now the prettiest girl I have ever met not only knows about it but expects me to model for her. That I can assure you will not happen. I just needed to talk to her and get out of here.
“Ok Trisha” I said with maybe a little bit of sarcasm.
“You want a drink?” she asked me.
“I’m good” I told her.
I didn’t want a drink. I didn’t even really want to be here. I need to get out of here fast and having a drink wasn’t going to help the situation at all. Trisha though, didn’t seem to get the message as she placed a beer on the coffee table next to me.
“Thanks” I told her in what I admit must of sounded like I was sulking.
“Cheers” she told me and raised her glass.
I tapped her glass as the situation called for and tried to collect my thoughts. This was it. We talk over drinks and go our separate ways. Easy as that.
“I think we need to clear the air” I told her.
“Really? How so” she asked me.
“I think you might have some misconceptions based on what you saw on my screen at work the other day”
“And what misconceptions might I have?” she asked me.
All the emotions started welling up in me but I had to hold it together. I had already broken down at the office and Trisha had saved me from it. She wasn’t out to get me so I needed to keep it together.
“I am not a freak! I have never bought anything from that site ever. This is all just a big misunderstanding” I told her.
“Oh honey. No one thinks you’re a freak. I wouldn’t of invited you over if I thought you were a freak”
She didn’t think I was a freak!?! How is that true. Who dreams about wearing these babyish type of clothes and doesn’t even have the fortitude to even try it out. Instead, I just look at shopping sites and never pull the trigger. This is all coming to a head not because I actually tried the clothes out. No, this is happening because Trisha ordered stuff for me and is compelling me to try it out. I don’t know how long I stood there in silence but it couldn’t of been more than a few minutes.
“I don’t know why, but ever since college I have always had this fascination with onesies, footed pajamas and other similar style of clothes. It seems stupid but I feel like it would help me relax. But I never built up the nerve to order anything let alone trying to wear anything. Then, I checked my email the other morning and saw that this store I follow on Etsy had some new items and I clicked on the link to see what it was.”
“And that is when I came up and saw it on your screen?” Trisha asked me
“YES” I almost cried. “You were never supposed to see it and it was supposed to be my little secret”
“Doesn’t it feel better though now that someone knows?” she asked me.
No it sure doesn’t I thought. But in the half of second of thinking through her question I did feel a little bit lighter. I mean no matter what, someone knows my secret. Someone who has invited me over to her apartment and is trying to help me in her own way. But this is still a lot and if people at work find out then I would be ruined.
“NO!” I cried. “I have been so scared about what if people find out and what will they think about me”
Before I could even do anything or say anythign else I felt Trisha give me a firm hug. I froze in shock at hug. But from the stress, the unknown, and everything else over the last few days the feel of physical touch in a comforting manner broke me. I started sobbing. All kinds of emotions started flooding in on me. I felt a little shame, I felt a little relief, I felt a lot of fear, and even a little bit of love. All this because of a hug.
“SSSHH” Trisha told me. “It’s going to be ok”
“You think I am a freak” I sobbed.
“I don’t… and to prove it we are going to try out the short tails I bought you”
I panicked. I didn’t know what to do and I just said the first thing that came to my mind.
What!!" I almost cried out. “No way. I don’t really want to do that”
If I was being honest with myself I really did want to do it. Here was my chance. Someone to push me to try out what I had always wanted to try. And for it to be Trisha no less. That sounded amazing. But I was also racked with fear which was preventing me from actually following through it. I started to pull out of the hug and felt myself being pushed down on the couch.
“Don’t move” Trisha told me.
“Trisha! I don’t want to do this!”
“Seriously Drew. Do you want me to spank you?”
This again? Why does she keep threatening to spank me? This is getting a little bit ridiculous. I just looked her in disbelief. I don’t even know how to respond to this question.
“I asked you a question. Do you want a spanking? Yes or No?”
Her tone was that of an adult scolding a child. She sounded serious but what was she seriously thinking? I am not a child. You can’t just spank someone whenever you want. I just kept staring at her in disbelief. While I sat there staring at her, she got up and walked in to the kitchen. I saw her grab a wooden spoon and start walking back in to the living room. Holy shit. This is getting out of hand.
“What…um are you doing?” I asked her.
“What does it look like I am doing? It looks to me like you’re getting a spanking” she told me.
Oh my god. She is serious. This can’t be happening.
“But I don’t want a spanking!” I told her in as calm as a manner as I could considering the situation.
“Are you sure? Because it sure doesn’t look that way to me”
“No I don’t want a spanking. And I won’t allow you to give me one either.” I said this in the most confident tone I could muster.
“You think so? But if you stop this and start behaving, then I won’t give you a spanking”
I had to deescalate this situation. This was getting out of hand. When in doubt just comply.
“Fine…whatever” I muttered.
“Maybe I should of ordered a pacifier for that smart mouth” Trisha responded in a mocking tone.
This is exactly what I was talking about. I knew that Cuddlz sold pacifiers but that was never part of the fantasy. I don’t want a fucking pacifier!! This is the misunderstanding I was trying to explain.
“See this is what I was talking about. I don’t want a pacifier”
“I was only joking. Now stop talking back and listen to me. It will be hard enough not to smack that cute butt of yours when I put you in a diaper but I have will have to have some self control”
A diaper!?! Why the hell would I ever wear a diaper? I knew that Cuddlz sold diapers but they sold a lot of other stuff that I had zero interest in either. I just wanted to wear the clothes for crying out loud.
“What the hell are you talking about?” I almost shouted.
“What, you think you will be able to properly put a diaper on yourself? Even if you can, how are you going to put the short tails on with the zipper in the back?” she asked me.
I definitely had no clue how to put a diaper on. But that is besides the point. You can wear short tails and not wear a diaper. Arguably, I would probably need her help zipping it up, but I never got thought it out since I have actually NEVER bought anything. I wanted to try out the short tails but I definitely am not interested in wearing a diaper.
“I am not wearing a diaper Trisha. That was never a part of it” I told her.
“You sure? The product description clearly states that it was designed to be worn with a diaper”
I didn’t get to read the product description. I didn’t get to read it because I had only looked at it for maybe 20 seconds before you walked in on me. I get that it isn’t a far leap to think that because I like babyish clothing that it would include diapers. But this was something I was not willing to try. I slammed my foot down on the floor to show her I was serious.
“I don’t care. I am not wearing a diaper” I told her.
“Last warning, just shush while I go get everything.”
I started to tell her how she has lost her ever loving mind when I heard a loud pop as the wooden spoon she threatened to spank me with hit the palm of her hand. I have actually never been spanked in my entire life. It didn’t look fun. It also looked like Trisha was serious. I figured it was just best to keep my mouth shut.
Trisha walked over to the dining room table and grabbed the bag sitting on top of it. She came back and pulled out the same short tails that I saw on Etsy just a few days ago and a pack of diapers. Seeing the short tails caused a flood of excitement to come in to me. I actually could finally fulfill this fantasy and see what it is like. It was intoxicating. I didn’t want to wear a diaper but I never in my wildest dreams thought that not only would I get to try out these outfits. I also never thought someone as beautiful as Trisha would help.
“Lay down on the couch”
The excitement of potentially wearing the short tails over took me. Damnit I was going to try it. Maybe I could stall and figure a way out of the diaper?
“Trisha, I can do this on my own. You don’t need to help me”
While I had never even actually held a diaper before let alone put one on. It couldn’t be that difficult. I could at least keep some semblance of respect. It seemed like a small tradeoff.
“ONE” Trisha said in the most stern tone I had heard tonight. “When I get to 3 your butt is going to get a taste of that spoon. It is up to you. Either way this is happening. Just a matter of it is with a well spanked bottom or not”
I wanted this to happen. Trisha was gorgeous. I liked her. I was also beginning to think she might actually spank me. I was absolutely petrified of the tought. All of these factors led me to comply.
I laid down on the couch. Trisha removed my shoes and socks and threw in to a corner. She then began to unbuckle my pants. Then, in one smooth motion I was completely naked from the waist down. Trisha reached over and grabbed a diaper from the pack. It was the largest diaper I had ever seen in my life. It looked like what I would expect a diaper to look like. It had teddy bears, rattles, safety pins, and some colorful lines on it. Trisha unfolded it and quickly smoothed it out.
“Lift your butt up” she told me.
This was becoming too real and too weird. I so badly wanted to wear the short tails. I wanted it in every fiber of my being. But I never signed up for a diaper. I never signed up for having Trisha put me in one. This was just all too much and I had to get out of here.
“I can’t do this! I don’t want to do this” I said in a panicked state.
“Two” Trisha said with warning in her voice.
I snapped out of my panicked state and still don’t know exactly why I raised my hips up and felt the diaper slide underneath me. I moved my hands over my exposed penis to hide everything. I was in a very vulnerable position and needed to have some type of control. As soon as I did though, I felt Trisha push my hands away. She then put her hands on my penis for just a second.
“Hold still. I will be right back” she told me.
“What are you doing!”
I am not quite sure how but the next second I felt two very quick and quite painful smacks on my butt.
“OOOWWWW” I said.
“Next is the spoon. Now stay put”
She actually spanked me! I couldn’t believe it. I also couldn’t believe how painful it felt. It was also a bit humiliating. Not that being partially diapered wasn’t humilating but the idea that she would spank me was causing me to rethink how much I pushed back.
Before I could even see what was going on, Trisha came back and all of a sudden I felt something extremely cold on my penis and then felt Trisha pull the diaper up over my groin area and fasten the tapes.
“Now stand up and lets make sure I got this right. I haven’t changed a diaper on anyone as big as you before.”
I nervously stood up in front of Trisha. I could see her examining me with a smile on her face. I also felt her hand feel the front of the diaper.
“What are you doing?” I asked.
“I am admiring my handiwork. Now turn around and lets see that cute butt”
I immediately felt very self aware and realized how ridiculous this whole thing was. I had to get out of here. Consequences be damned I was taking this stupid thing off and getting the hell out of here.
“Come on Trisha. Let me just take this thing off”
I went to pull take the diaper off and felt myself being pulled down. I fell across Trisha’s lap and immediately felt the worst pain in my entire life.
SMACK.
“Oww” I almost literally cried. “Stop it Trisha. What are you doing?”
I instinctively tried to bring my hands up to cover my butt but needed one hand to balance myself across her knee. As soon as my hand went to cover my butt I felt it being pushed up to my back and secured. I tried to get up but I couldn’t do that and support my weight with my other hand.
“What did I tell you would happen if you didn’t stop whining and start listening to me?”
SMACK.
I thought I was going to die. I was bent over Trisha’s lap getting a spanking in a diaper. I felt like I was two years old. My butt was on fire and I was humiliated.
“Tricia stop! I don’t like this” I cried this time with actual tears.
“What did I tell you would happen” she asked me again.
SMACK.
The sting was the worst thing I had ever felt. It hurt. I was also visibly crying.
“Ouch! You said you would spank me” I told her.
“Exactly. You make it so hard for someone to do something nice for you”
Nice for me!?! I didn’t want any of this. And I certainly didn’t want this spanking…or this diaper. At best I wanted to wear a pair of short tails.
SMACK. SMACK.
I couldn’t take much more. I was already a sobbing mess.
“Please stop Trisha” I said in between tears. “I am sorry”
I was sorry. I was going to listen to her no matter what. I didn’t want to be spanked anymore. I guess in some way she was trying to help me and I wasn’t letting her. Whatever the case, I didn’t want anymore spankings.
“Ok. I am going to let you up and we are going to get you dressed. If we have to do this again it will be minus the diaper. Do you understand me?”
“Yes Maam” I told her while getting the crying under control.
She lifted her arms and let me up.
“Lift up your arms”
I lifted up my arms and felt my shirt being taken off me. She picked up the short tails and unzipped them in the back.
“Ready?” She asked me
No I was not. I was standing in front of the women of my dreams in nothing but a diaper. But I had wanted to do this for over a decade and here was my chance. It was now or never.
“Ummm…I think so” I told her.
I walked over to her as she held the garment out for me to step in to. I then slid my arms through the sleeves. Trisha came around to my back and I felt a few patts on my butt prior to her zipping up the back.
“There you go honey” she told me. “How does it feel”
I looked at myself in my infantile clothing. The short tails felt tight but not restricting. They felt secure. I loved the dinosaurs on it and overeall I felt a sense of ease that I had never felt before. It was the best feeling I have ever felt. I sat down on the couch and felt the diaper push up against me. Even that felt secure. I had never even thought about wearing a diaper but the outfit would of been too baggy if I didn’t have one.
I took another sip of my beer and took it all in. One other benefit of the diaper was my butt was on fire and the diaper provided some extra cushioning. I saw Trisha grab my clothes and fold them. Once that was done, she took my clothes and the spoon and walked in to the kitchen.
