I rattled off a list of a few subreddits: /r/girlsinpullups, /r/wetfetish, and /r/peedesperation knowing that would keep her satisfied for a while.
We spent the last few miles we had remaining before the gas station in relative silence, only punctuated by an occasional cough, "oh", or her pulling up a photo and asking me "Are you into this?" The answer was always "yes."
But as we were pulling into our gas station. We had logistics to figure out. I started to wonder out loud how I was going to get a change of pants when Katelyn took control of the situation. She leaned back and matter-of-factly grabbed another pull-up out of the pack.
"This isn't over, I have so many more questions" she stated. She leaned over and gave me a peck on the cheek. "Get the car filled up. I'll be right back." And like it was nothing she exited the car and made her way to across the parking lot to the entrance of the QuikTrip. As she walked away from the car, her short jeans shorts did almost nothing to cover her pull-up. Her normally cheeky shorts instead revealed the the elastic of her diaper and a bit of it's swollen padding. The low rise of her shorts along with the cropped nature of her black t-shirt did nothing to hide her waistband. She walked confidently with the clean pull-up in her left hand, making no effort to hide it as if she hadn't lived her whole life with the shame of being turned on by a paraphilia.
I looked down at myself and surveyed the damage. I had never cum so much or so quickly. Or maybe I had, but I had definitely never cum so much directly into grey basketball shorts. The stain made it look like I had wet myself thoroughly. That wasn't entirely inaccurate. I had tried to hold back and my body had betrayed me spilling my sticky mess all over the inside of my shorts. I had been helpless, fluids exiting my body. Yeah, just like an accident.
I got up out of the car and attempted to pull my shirt down to hide the damage. It wasn't much use - so I proceeded to fill up the car as quickly as possible without drawing any attention to myself. I faced the car whenever possible, so that nobody could see the dollar sized dark patch on the front of my shorts. After filling, I pulled the car around to a parking spot in at the storefront. It wasn't long until Katelyn was striding up to the car again. The waistband of her pull-up was peeking out of the top of her tiny jeans shorts and her black t-shirt didn't come down low enough to even cover her belly button. The padding between her legs accentuated the gap between her thighs.
Instead of walking to the passenger side she approached my door. I rolled my window down and she leaned in. Katelyn was a bit of an exhibitionist at heart, and had likely calculated that if seeing her in a princess goodnite was something I was into then other guys must be into it too. She bent over at the waist to lean into my window to talk to me. Her pose made her look like an escort and that was certainly her intention. Her lower back was arched and legs straight crossed at the ankles. Her forearms rested on my windowsill and her ass was presented, her jeans shorts riding up. Her shorts provided less than full coverage of her ass cheeks normally, and in this position her pull up was on full display, hugging her cheeks. She could have looked like a pin-up, if pinups wore pull-ups.
"Well? What are you waiting for? Aren't you going to come get changed too?" There was a firmness in her voice. It was half command.
"What are you talking about?"
"I meant what I said earlier. You made a mess in your shorts, babe. You don't want to just sit in it, do you?" she reached her hand into the window to touch my cummy dark spot. Her voice turned to a teasing tone "besides, I think you'll feel so much better if you've got some padding along with me."
She was onto something. The thought intrigued me, but the thought of walking through the store with my pants drenched in cum was harrowing. She saw my reluctance and opened my door. She grabbed my arm and began tugging at me to get out of the car forcing the issue. Finally, I relented. She could be implacable when she wanted to be. She tilted my seat forward and reached into the back seat retrieving another goodnite from the pack. She slapped it against my chest, and gave me a gentle shove towards the store.
"Go get em tiger" she teased, "I'll get some snacks while you get changed."
I turned and walked into the store, clutching the diaper against my chest with my heart racing. I walked through the door and the teenaged clerk at the counter did her best to look as bored as possible. If she noticed the cum on my shorts or the diaper in my hand her face didn't show it. I turned on my heel and made a beeline for the restrooms.
I made my way for the stall. Luckily the restroom was empty. I latched the door and finally could survey the damage. The front of my shorts were soaked and sticky. It was pretty obvious to anyone who could see me that I had exploded in my pants. I pulled them off and the bleachy smell of cum hit me hard. I walked over to the toilet. After all we still had a couple of hours left on our trip so I might as well empty out while I'm here.
I stopped myself. If Katelyn wants me padded... does she also want me desperate? She wasn't really clear. The idea was naughty and intriguing, and exciting, and scary all at once. This was all moving so quickly. Two short hours ago I was picking her up out of her dorm just happy to be finding a solution to her bronchitis so we could get back to exploring each other's bodies. Now we were taking a deep dive into exploring my fetishes?
I turned the pull-up over in my hand. I didn't have to go too badly, so it stood to reason that I wouldn't have to use it if I didn't want to. I shook my head to myself and stepped into the pull-up. It was pretty small - nearly tearing as I pulled it over my hips; there wasn't much room for my semi-hard dick, either. I chose to point it downward reasoning that if I pointed it up it would be peaking out of the top, and if I was going to do this I would need it to hit the absorbent part of the diaper, rather than shoot out of the top.
It was snug. It held my privates close to my body, the head of my penis fully between my legs nearly reaching my anus. I could feel that my backside wasn't fully covered. It felt like I had a thick unyielding soft cloth between my legs. It was somewhere between briefs and a thong. It didn't feel like it rode high enough up my backside either. If I reached down and touched my toes my crack would be on full display.
Looking down with cinderella between my legs was jarring. My heart was beating so hard I couldn't stand it. Years of seeing anonymous girls in diapers of all shapes and sizes and now I was doing this? I had crossed a threshold that I knew I wouldn't return from. I wanted to immediately use it. I started to concentrate, relaxing my pelvic floor thinking about dribbling out some pee, but I stopped myself. As good as this was, it would be better with Katelyn.
I pulled my boxer shorts up over my diaper, and donned my soiled grey basketball shorts. While the dry diaper felt less swampy than the shorts I had been wearing, the diaper did nothing to hide the stain on the front of my shorts. Regardless, I felt nice and dry and was confident that nobody would be able to see my secret underwear. I stepped out into the lobby of the QuikTrip to see the most beautiful woman I had ever known ringing up all manner of snacks and drinks. Her eyes met mine and she smiled.
"Were you able to get your diaper on ok babe?" She said as if she wasn't standing directly in front of a store clerk. I stopped dead in my tracks and felt my face turn beet red. "we wouldn't want you to have another accident while we're on the road." I gaped. My eyes darted to the QuikTrip clerk whose eyes met mine. Both of our mouths were hanging open. Her eyes quickly moved down to my shorts. Her surprise turned to a slight grin as said nothing and bolted for the door.
I sat in the car waiting for Katelyn to finish her transaction. I could feel my dick trying to swell, tingling against my balls but nowhere to go when Katelyn got into the car, bubbly and seemingly unaware of her own pull-up.
She handed me a bottle of diet coke and a beef jerky out of her overfilled plastic bag of snacks - my usual order, and cheerfully asked "shall we?" I was still reeling from the interaction inside the store.
I pulled the car out of the parking lot and got back on the freeway. The silence was palpable until she broke it. "You know, you've already had your fun. It's my turn." She reached her hand over into my lap and pulled at my waistband, making sure that I was wearing a pull-up as instructed. "I want you to finish that soda, now." She emphasized the "now" with a playful slap where she thought my dick would be, but when it wasn't there her hand lingered feeling and squeezing around for where it may have gotten off to.
"It's... it's between my legs. It's the only place I could fit it all in." I muttered. She gave it a squeeze as if to check that I was telling the truth.
Katelyn was hit with another coughing fit. Sending her back onto her side of the car. I focused on the road and my beef jerky. She rooted around in her bag of snacks and pulled out a large smart water.
"You know, while we're on the subject of things that turn us on" she offered even though we were riding in silence "...you losing control in your pants like that earlier. That was super hot."
This wasn't massive news to me. Katelyn loved to be in control and she loved her men to be out of control. She loved to be wanted. She loved the feeling of power of having them at her mercy. That was the first time she had made me uncontrollably cum in my pants but now that she had a taste of it, it certainly wouldn't be the last.