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Writer's pictureJenny Carolyn

Dating and Diapers

This story is one of my favourites, because it is the perfect example of how innocent and clueless, I still was in my 20’s. As previously disclosed, there was a period in my late 20’s when I was single and rebounding a bit. During this time, I was dating quite frequently and having a good time meeting new and interesting people. This story is about one such experience.


I had been doing some online dating for a few months and was still looking for a “connection” with someone who’s first words to me weren’t “Hey, you’re hot. Wanna hook up?” For anyone who has not had to suffer through the horrors of online dating, count yourself lucky! It’s like all the warped and deeply disturbed people with no social skills now have a playground to shout the most obscene and disgusting things at each other under the guise of “small talk.” I am in no way saying that people who use online dating are anti-social freaks. I am saying that many people seem to lose all sense of manners and decorum when using this method of meeting people.


On one of those nights, I was messaged by Greg. He was polite and seemed friendly. His profile was not full of pictures of him sloshed drunk or holding a freshly killed animal carcass. (I don’t hate hunters, just don’t like seeing the dead animal tied to the front of your 4x4). We spoke back and forth via online messaging for a week. We eventually exchanged phone numbers and began chatting on the phone and he seemed very nice and had a great laugh. Once we had chatted a couple of times, he invited me to dinner and a movie.


I was excited as most of the men I had met up with were somewhat reserved and the conversation didn’t flow as easily as it had been with Greg. I was hoping he was just as friendly in person. We met at a local pub for drinks and dinner, and I was happily surprised at how easily the conversation flowed. He was what I would consider tall, dark, and handsome with brown eyes and small amount of grey in his dark locks. (Gotta love a little salt and pepper!) He laughed easily and I really enjoyed our meal and then the movie.


He chose the movie, which turned out to be a slasher/horror film. I can’t say they are my favourite, but I am almost sure his choice was based on the fact that he may have to “comfort” me when I jumped at the numerous scary scenes. Smart move on his behalf. After the movie we talked a bit more in the car as he drove me home and he asked if we could go out again the following weekend. I said “yes” of course, and we made plans to meet for a day of bicycling.


He pulled up in front of my apartment building and being a perfect gentleman, got out of the car and opened my door for me. (Ding! Ding! Ding! Bonus points!). I was impressed and he even walked me to my door. (Additional bonus points). I was thinking how awesome is this? A nice guy who opens doors and cares if I get inside safely. Yay! And then this happened….


He gave me a small kiss on my cheek and as he was turning to leave said “By the way, how do you feel about diapering?”

My mind went racing and I thought about my ever-growing number of nieces and nephews. “I love kids,” I said. “I have had to change a few diapers in my day. Why? Do you have kids?”


He gave me a little laugh, smiled, and said “No, I mean, how do you feel about diapering an adult, for example, me?”


It was at this moment that I had to really think. I had no clue what he was referring to, but I could imagine it and it did not sound like it would be fun for me. I very gently asked “You mean, you would like me to change a diaper that you would wear? Is that correct?”


“Yes,” he said. “I would very much like it if you were interested in that. I think it’d be sexy. Does that interest you?”


As I stood there trying to wrap my head around the concept of changing a grown man’s diaper, I froze. I am fairly sure I did not say anything for a solid minute, after which I said “Well, I will have to think about that. See you next week.” And I ran into the apartment building before my thoughts showed on my face.


I proceeded to go up to my apartment and called my best friend Bryan right away. “You are not going to believe this,” I said, and I dove into relaying the evenings events and the surprise ending. Bryan, who at that time was (and still is) far more worldly than me, explained in detail what exactly I had just been asked, while trying to hold back bursts of laughter.


“OMG! That exists? People do that? And they are turned on by it?” I had absolutely no idea. A whole new world of interesting and somewhat scary thoughts and ideas started to pop up in my head. Of course, being the curious person that I am, I went to my computer and googled “adult diapering.” Holy moly! There was a lot of information and ads for adult diapering products. Way more than this naïve girl could comprehend. So, I went to bed feeling somewhat confused and disappointed as Greg was great. I just couldn’t wrap my head around the thought of changing a grown man’s diaper as a sexual act.


The next day I woke up and as it was a weekend and I had nothing to do, I made my way over to my parent’s place, perhaps hoping for a certain amount of normalcy. (Or at least as much normalcy that my family could offer.) While I was visiting, I replayed the previous night’s story to my dad, thinking he would be as shocked as I was about this new fetish that I had learned about. This was his response…


“Don’t you watch CSI? You know, the Las Vegas one. They had a whole episode where they had a case involving that fetish.”


WTF?! My parents know more about fetishes than I do?! That was mind bending.


Needless to say, I did have a conversation later that week with Greg and expressed how much I enjoyed our date, but I just couldn’t see myself taking pleasure in changing his or any man's diaper. No matter how cute his tushy was. (And it was cute). He was gracious and very understanding. And I felt like I learned something new. About myself and about the world out there that I am completely oblivious to at times. I think I’m okay with that...


Much Love.


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2 Comments


Allie Misinchuk
Allie Misinchuk
Feb 10, 2022

Omg!! That’s hilarious! It’s always the ones you least expect…I had a guy I was chatting with online ask if I was into ball busting…look it up lol. Needless to say, the conversation ended shortly thereafter!

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Jenny Carolyn
Jenny Carolyn
Feb 14, 2022
Replying to

LOL. I am not sure I want to look up ball busting...sounds painful.

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