A big thank you to the two folks that reached out and told me about a name error in my last story. I really appreciate it! I started writing a second series at the same time and started getting names mixed up. That one isn't quite ready to go yet but I'll likely put the first of that series up soon.
All characters in this story that engage in any kind of sexual activity are consenting and over the age of 18. If you don't enjoy stories where the characters end up with genitalia that generally belong to the opposite sex and then enjoy using it, this probably isn't for you. All characters are fictional, we just wish this could actually happen.
Day 3 Monday
Ash woke early, his breasts shifting as he rolled onto his back. He cupped one, savoring the feel of his soft skin under his fingers as well as the press of his fingers into his soft flesh. Well, the fantasy hadn't ended. He was still a woman. He thought about that for a moment, he'd been a woman for most of the weekend, he still thought of himself as he, him, himself. He wasn't sure if he was a just a man anymore. He still felt like himself, man, woman, all of it Ashley. He got up and showered, scrubbing the sticky bits that had been left from their fun in the conference room. After drying off he walked to the closet. What was he going to wear today? He couldn't really just put on slacks, his undershirt and a button up. He opted to start with his socks and the baby blue pair of inexpensive hipster panties, the rest of his new clothing was downstairs.
Ash pulled on his slacks but left them unbuttoned and unzipped so they would fit over his hips and ass. He adding a belt to keep his pants before pulling an undershirt over his head, leaving it bunched above his breasts. A blue button up shirt and a pair of casual dress shoes that didn't fit right now completed his work attire. Ash walked downstairs to make some breakfast.
Toast, a fried egg, strawberries sliced into a cup of yogurt later he was sipping his coffee as Jessy came down the stairs. She looked him and smiled. "Not that I don't appreciate you flashing you boobs at me but why are you wearing your shirt like that?"
Ash looked down at his bare breasts. "Well, I didn't want to ruin my shirt, I was thinking I'd put on my button up before I left and pull my undershirt down as soon as my boobs disappeared."
Jessy looked at him approvingly, "Not a bad idea, you know this would be a lot easier if you didn't have to pick your clothing based on changing when you left the house. Again, not complaining but then you wouldn't have to risk flashing the neighbors when you drive away from the house."
Ash finished his coffee, "you're telling me, I don't want to ruin my shirts, but my boobs are a little too big not to stretch things out. You saw my shirt yesterday; the bust is all stretched out and floppy."
Jessy giggled, "It did look a little funny while we were shopping."
Ash shrugged, his breasts lifting and shifting with the expression and drawing Jessy's gaze. Ash looked down at the awkward arrangement of shirts and breasts, "So, this is my fix for the morning." Ash went upstairs to brush his teeth and finish getting ready, Jessy fixed herself some oatmeal with the rest of the strawberries and a little crème fresh.
Back downstairs Ash sat on the couch and put on the too large shoes. Jessy came over squeezed his naked breasts from behind and gave him a kiss.
"I'll see you around two, right?" She asked.
"Hmm I'm guessing three, I have few meetings starting at 10, the last one will probably be a little longer." He guessed. "But that means I won't have to go in for the rest of the week like we planned."
Jessy gave him a quick hug and slapped his ass as he turned and walked to the garage. Jessy sat back down to nurse a cup of coffee. It wasn't a big deal for her when she left the house. Her dick was so small when it was soft, and her second wish had made it much easier to wear whatever panties or pants she wanted when she wasn't turned on. The change for her was pretty invisible. For Ash though, his changes necessitated a clothing change or wearing shapeless clothes. He needed a solution to this. She wasn't sure what that was yet, but something needed to change if they were going to live with this going forward. She took her coffee cup upstairs to take a quick shower and start her workday.
Ash pulled out of the driveway and started his drive. His button up had fallen on either side of his breasts and the strap pushed his breasts apart. He pulled around the corner to see one of their neighbors walking her dog. He felt his body change rapidly, leaving his undershirt still above his pecs, his chest bare. The neighbor gave him a funny look as he went by. Ash chucked to himself about what had almost been and pulled his undershirt down. The neighbor had almost gotten an eyeful.
Ash got to the office before eight, there were only two other folks there. He grabbed his favorite flex cubical and started to work. The office slowly filled up, going from only the sounds of air in the vents and occasional typing to a buzz of office noise with folks on the phone, typing, and talking quietly.
He got up to use the bathroom before the 10 am meeting. He walked up to one of the urinals and unzipped his pants automatically. Fishing inside he was surprised for a moment, feeling only the smooth fabric of his panties and his pubic mound. "Oops, no dick," he thought. He debated on trying to pull his panties aside and making his package appear but just shrugged and walked to a stall.
Finishing his business and wiping the smooth skin between his legs felt a little weird. This was the first time he had gone to the bathroom without his penis or lady bits.
Shrugging off the oddness he went to wash his hands. One of his coworkers in his next meeting, one he privately referred to as the Prince of Squabblers, came out of one of the other stalls to wash his hands. He gave Ash a quick frown. Ash quickly dried his hands and tucked in his shirt before his coworker turned around. The prince turned to look at him, "Do you always sit to pee? You stopped at the urinal but then you went to a stall and only peed. "What are you, a girl?" Ash looked at him, "So like to sit, so what? Do I look like a girl? Would it matter if I was?" He turned and walked out, heading to the first meeting of the day. Shrugging it off as the guy just being the dick he usually was.
The first meeting went quickly, the four other folks were motivated, and no one got sidetracked. He left feeling like they had accomplished something. He grabbed a cup of coffee in a disposable cup and headed to the next meeting. This meeting included a lot of middle management. Fifteen folks were there and three of the men, including the prince, liked to try and talk over each other, it took one of the women from upper management to squash their squabbles and get the meeting back on track.
Twenty minutes in and a few things had actually been worked out, but the three troublemakers were each trying to look better than the others, promoting their projects. It was a welcome distraction when his phone buzzed. Jessy had sent a text. He pulled his phone out and peeked at it under the table. It was just an eggplant emoji and a pick of her dick with her hand wrapped around it. Ash quickly locked his phone and put it back in his pocket. Ignoring the next few texts that came in. The rest of the meeting dragged. Ash was almost surprised when he was invited to speak about his small group, and was congratulated on their recent success on a project that he had taken over from the prince. It earned him a dirty look from down the table. The meeting ended and he went to grab some lunch that company provided for folks before the next big meeting.