The Stakeout part 2

[Ajr972 822]

Jess and Amy decided to play a fun little game amongst themselves the next day. The idea of wearing diapers at work and constantly flooding them was something that intrigued Jess, and Amy did a good job of convincing her of that over coffee. The two of them went to the office the next day, Amy wearing her diaper as usual and bringing one for Jess to wear. Jess got to work first and had brought lots of water bottles with her in addition to her lunch. Amy did the same. Just as Amy got out of her car, she looked at her phone to see a text from her partner. 

 

“Are you here yet?”

 

“Yeah.”

 

“You brought it, right?”

 

“Of course!”

 

“Ok. As soon as you go in meet me in the bathroom.”

 

Amy got to the bathroom and handed Jess her diaper. She got into the stalls to change and put it on. It took some getting adjusted to, but they were both wearing casual dresses that went down to their knees so nobody would notice. Just as Jess got out of the stall with her diaper on, she got another idea. 

 

“Hey Amy, wanna make it interesting?”

 

“Oh yeah? How interesting?”

 

“We keep going all day long and the first person to overflow owes the other person a drink.”

 

“Alright, you’re on! But I doubt you’ll win, I’ve done this waaaaayyy more times than you have.”

 

“We’ll see about that!”

 

“Keep in touch. Let me know how it’s going. I’ll see you at lunch and don’t forget we have a meeting at the end of the day!”

 

They would periodically check in with each other via text to see how it was going. Most of the day consisted of boring paperwork but when the need to pee kicked in, then the boredom was no more. Jess was so used to having to rush to the bathroom during work but she had managed to hydrate herself well enough that a couple hours later, she needed to pee. It was about an hour before lunch time, so she had timed it properly. She kept looking down at her work and then against her usual instincts, relaxed her bladder. She began to wet her diaper and she enjoyed the warm sensation spreading across her lips. The sound was great too, and she wish she could hear that sound over and over again. She squirmed in her chair with excitement as she realized that she had peed for about 20 seconds and the chair was not wet at all. She decided she’d wait until after lunch to drink more and go again. 

 

Lunch time hit and Jess sat down with Amy in her office. They sat down to eat together and had a fun time chatting. Eventually Amy had to ask. 

 

“So... did you go yet?”

 

A big smile came across Jess’s face. 

 

“Oh my god it was amazing. I can see why you do this all the time!”

 

Then Amy leaned in on her desk chair. 

 

“Yeah, I made sure I saved one up for you so you could see.”

 

Amy maintained eye contact with Jess as she unleashed her bladder and started to pee in her own diaper. Jess heard a faint pattering sound and the sound of the expanding diaper fabric as she watched her friend calmly relieve herself in front of her. She didn’t want to admit it but she was a little turned on by watching her partner pee. 

 

Later in the day, Jess saw a text from Amy. 

 

“Just went again. Hope I can make it through this meeting 😂”

 

“Careful, one more release and you’ll be owing me some drinks!”

 

“It was only a few seconds but I needed it. I’m gonna try and hold until the meeting. We both need to pee at the same time at that meeting.”

 

“Ooh I like the sound of that!”

 

Jess drank a few more water bottles and eventually felt the need to go, but the day was almost over and she was saving up for that meeting. She had to press her hand down on her pussy to hold it in. Suddenly, she got a phone call. It was unexpected and she jumped a little but in her chair which caused her to start leaking. Jess struggled to regain her composure a little bit and stop herself from letting it all out. She was still peeing as she answered to phone but after a couple seconds, she managed to cut off her stream. It was one of her other colleagues, Brent from downstairs who needed her to run a folder down to his office. She grabbed the folder and headed down. She went into his office. 

 

“Hey, Jess! Thanks! I really needed that.”

 

“No problem!”

 

Jess stood in the doorway of Brent’s office. She knew Brent would want to have a conversation with her and that got her thinking. 

 

“Hey you’re gonna be at the meeting later”

 

“Yeah, why?”

 

“Just making sure, you’re usually the one who does their homework.”

 

“Oh thanks! Yeah today’s been a real boring shit show I try to make it quick.” 

 

As she carried out the conversation, she still had to go. That’s when she decided she’d let out another spurt of pee into her diaper while talking to him. She didn’t want to risk it so it was kind of a quick stream. Nevertheless, she loved peeing herself while talking to someone who didn’t suspect a thing. They said their goodbyes and she left. She still had to go a little but she could relax now. She got another couple drinks of water in before the meeting.

 

It was now time. Jess and Amy met up beforehand and worked out that they would sit next to each other during the meeting and they would tap each other on the arm around the middle of the meeting and that’s when they would wet themselves. They both had to go pretty bad at this point. The meeting went on and on and at a certain point, they had enough. Amy really had to pee more than Jess and was nervous she might overflow. Amy had been holding it in longer than Jess had but this was the moment to decide the winner. They would just roll the dice and see who overflows first. Amy tapped Jess on the arm and they looked at each other. A small smile came a cross both of their faces. Then they let go. The two women sat there doing their best to keep their focus on the meeting as well as the warmth that enveloped their privates. They both kept peeing and peeing even glancing over at each other every once in a while. The noise was faint, but they both could hear it. These diapers were being pushed to their absolute limit but only one would overflow. Jess finished but saw that Amy was still peeing for about 5 seconds after she was done. They tried not to move around or squirm too much or else they would make a squelching noise. So when the meeting was over, they stood up slowly. They were slightly weighed down by the diapers they had just drenched with their own piss. As soon as Jess stood up, her eyes widened. She felt two small drops dribble down her legs. She was now starting to leak. She looked down at the seat. There was a very small wet spot that was there but it wasn’t very noticeable and she made sure to push her chair in quickly so nobody would see. But one person saw and that was Amy. She knew she had won. She knew Jess might get a little too carried away but she also knew that if she let out just a tiny bit more, she would have overflowed herself as well. After making some small talk with a few other people, Jess finally got to leave, with Amy shortly behind her. They went to the bathroom together. Jess congratulated Amy on her win and agreed to pay for drinks next weekend. Jess went into the stall to see the damage. She peeled the diaper off and had to hold it over the toilet so the excess pee would leak into it. The diaper had taken quite the beating and at this point she didn’t even care. She was just too wrapped up in how much fun she had that day. 

 

“Looks like I won!”

 

“Yeah, for now. But thanks for the idea. I’ll have to get some of my own.”

 

“Don’t mention it. How about Friday night for drinks?”

 

“Yeah, sounds good.”

 

“Perfect, see you then!”