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Chapter 59
by
cdbaby
What's next?
Office Wear
Aaron and Sarah shared more stories about their dearly departed until well after the sun had set and their bodies had no more tears to shed. Finally, Aaron made them both dinner and talked about Sarah's job at the diner and if she was making any friends. A notification on Sarah's phone left her unable to answer as she jumped out of her seat and ran to the door, returning almost immediately with a plain brown box. "What is this?" Aaron already had an idea whatever it was, it was the reason he was overdrawn until next pay day.
"It's something to help you out mom on your dates."
"That's an awfully big box for pepper spray."
Sarah laughed as she tore open the plain box revealing a smaller rainbow colored box inside with the name FemmeTech emblazoned in gold script on the center. "Open it!" Sarah sounded as excited as a kid at Christmas.
Hesitantly, Aaron opened the small box and immediately slammed it closed. "Sarah! Absolutely not!"
"Come on Mom. You need it."
"No I don't. These kinds of things are for women who want them. Not me."
"How long do you think you'll be able to keep your little friend hidden? Especially on a date. What if officer Luke or Dr brad wants-"
"I'm not dating Dr Brad- Brad. He's my boss."
"Uh huh." Sarah opened the box, revealing the instructional pamphlet detailing how to wear and care for your new prosthetic vaginal gaff. The new prosthetic promised that it was indistinguishable from the real thing thanks to "space age polymers", which explained nothing, but it looked and felt the same and thanks to the photo sent to the company it also promised to match your skin tone. So there was no worry of seams. And thanks to its patented design sexual intercourse was not only possible but pleasurable. "Sarah, I'm not using this. Return it and get our-my money back."
"I mean...I could return it but because I rush ordered it there won't be a refund."
"What?!"
"Well, I didn't know when you were going to spend the night with Officer Luke again."
"I don't plan on spending the night."
"So the other times you planned on it?"
"What? No!"
"Then it's a good thing I got it rushed, right?" Aaron rolled his eyes. "Look, even if you don't use it for sex at the very least it will make going to the bathroom easier. You don't have to untuck just to tape up your-"
"Stop!"
"It's annoying right?"
"I suppose." It was very annoying not to mention painful once hair started growing back. But it didn't mean he wanted to discuss it with his daughter.
"See that's what's so great about this. You can wear it for a week straight without needing to remove it to wash yourself."
"That sounds very unsanitary."
"Nah, you wash it like any other girl. Oh yeah we'll need to get you some douche."
That was the final straw as Aaron stood up forcing his chair to fall over. "Absolutely not! I'm not wearing it. I'm not doing anything with it. Give it to someone who actually needs it but leave me out of it." Aaron stormed out of the dining room and slammed the door to his room before throwing himself on his bed. Yes in some small way what Sarah had said made sense but...it just wasn't right. He wanted nothing to do with gaffs, feminine hygiene products, or sex with men. He just wanted things to go back to normal. He just wanted his wife back. He just wanted….sleep.
The next morning Aaron woke up and went about his new daily routine; shower, shave any errant hairs on his face and body, then pick out his clothes, and they were undeniably his clothes now, his own female attire, dresses, stockings, bras, panties, all of it bought for him to wear. Tucking his penis away only reminded him of yesterday's embarrassing conversation with his daughter. Aaron tried to ignore these unpleasant ideas as he slipped on a pair of white bikini cut with red and pink flower patterns along with the matching bra. Next he added a pair of sheer black pantyhose with a checkerboard pattern, partly to help keep his manhood in place but also for the warmth provided. Followed by a dark blue long sleeve button down blouse and a soft plaid brown skirt with a thin belt and four fake buttons running down the left leg of the skirt that simply did everything it could to show off his butt.
When Aaron finally left the comfort of his room to retrieve his shoes he saw Sarah sitting at the table eating breakfast, that damned box still on the table where he left it the night before. "Mornin'."
"Good morning sunshine." Sarah beamed. Being a morning person was another trait she got from her mother. "You look lovely today, Mom."
Aaron sighed as he took down a box of cereal, "Thank you, sweetheart." Opening the refrigerator he found an empty carton of milk. "How many times do I have to tell you to throw the carton out if it's empty?"
"One more time apparently. My bad." Aaron grumbled and threw away the carton and made himself an egg and an orange juice to drink.
Afterwards he slipped on his simple black flats and was about to leave when Sarah stopped him, "You're not wearing your new heels?"
"They're totally inappropriate for work, sweetie."
"I bet they are."
"I'm not doing this."
"Because you know I'm right."
"No. You're not."
"If I'm wrong, fine. I'll shut up about it, but if I'm right you have to wear them for a week."
"And how exactly do I prove you wrong?"
"Ask your boss, you have his number right?"
"You expect me to call him up and ask him about my footwear?"
"No. Just send him a text with a picture of the shoes of course."
Aaron sighed and rolled his eyes, he was not yet awake enough for these games.
Across town Brad was finishing his breakfast of oatmeal and toast while reading the news of the day when his phone vibrated in his hand. Opening it he saw a picture of backless open toe dark blue stilettos and a message from Erin.
Erin: Is it okay if I wear these to work?
Brad thought for a moment and while he knew no one else in the office wore shoes like these or even ones with heels he couldn't help imagining how sexy she would look in them.
Brad: absolutely. I can't wait to see you in them.
And so it was that Aaron left Sarah with a rather smug look on her face and his newly purchased heels. Try as he might to go unnoticed when he got to work he couldn't help but turn heads of men and women alike as he strode through the parking lot and into the office. Of course his plan to slip into the office quietly went away when he saw Brad's smiling face. "I, um, I have something for you." He said softly and hurried to his desk on shaking legs. The heel was slightly higher than he was used to but it being thinner also made him less sure of every step.
Bending at his waist to bring out the receipt copy and credit card gave Brad a great view of his ass in his tight skirt. When he turned he wasn't ready for Brad to be so close and momentarily lost his balance again. Luckily Brad was there to catch the feminized man and hold him close to his body. "I trust you got everything you needed?" Brad smiled softly, staring at her beautiful lips.
"Almost everything." He swallowed nervously as sat back on his desk and crossed one foot over the other, "I'll find some way to pay you back eventually."
Brad smirked, God she said she didn't want a relationship but it looked like she wanted something more than an office relationship. "Think nothing of it." He stuffed the receipts and card into his pocket before he stepped away into his office.
Aaron's stomach growled all morning from his diminutive breakfast. So he took out his Tupperware container and ate one of the cookies he still had leftover. It was meant to be his lunch as sad as it was but he feared he would not make it to noon without sneaking one or two. Slowly Aaron's body began to heat as the cookies took effect. More than a few times he had to stop himself from checking out the nurse or female patients that came through the office. Every so often Brad would come out of his office and hand a file to Erin and their hands would touch sending a weird sensation all over her body. She loved the feeling so much that at one point she made an excuse to talk to him into his office and gently held his arm. His aftershave had somehow become an intoxicating aroma to her. She wanted to...wanted...she tore herself away abruptly and sat at her desk making sure to keep his head down. Something very strange was going on today and it would be best for him to stay as far away from people as possible.
Finally, lunch time came and Aaron was left alone in the front office while Brad continued to work in his office. After a few minutes he stood to check on Brad, remembering his habit of not eating for lunch and saw yet again another uneaten sandwich. "I thought we talked about this." Aaron sat beside Brad behind his desk.
"I have lunch." He held up his uneaten ham and cheese.
"It doesn't really help if you just leave it to rot."
Brad stuck his tongue out and took a bite, "Satisfied?"
"Immensely, have a cookie." Brad smiled and took the offered cookie.
"Is this all you brought to eat today?"
Aaron shrugged, "Like I said money's tight right now."
Brad took the uneaten half of his sandwich and traded it for another cookie, "Well there's always something we can do to-" Brad's voice faded away as Aaron stared at Brad's handsome face. Memories of their night together flashed in his mind for some reason. "Erin?"
"Huh?"
"I said we could have lunch together if you'd like. That way you're sure I'm eating and you can have something more than a cookie."
"I think... yeah." Aaron bit his lip, feeling his mouth beggining to water as he remembered how great Brad's cock felt inside of him. "If we uh, yeah. I mean if you're okay with having me-for lunch I mean." Aaron blushed and nervously smoothed out his skirt, crossing one leg over the other.
"I'd love to have you...for lunch." Brad slowly traced his thumb across the back of her hand. She was so beautiful and caring. He knew she said she wanted a professional relationship but the way she was behaving today had him believing different; biting her lip, staring at his crotch, softly moaning whenever he touched her, and now crossing her legs putting her long beautiful legs on display as one heel dangled free of her foot.
While he was thinking this he hadn't realized how incredibly close their lips had gotten. Both unsure who had moved closer. "Brad." Erin whispered before turning her head and completing the distance and what began as a gentle kiss quickly turned into a passionate session of making out. Erin felt Brad lifting her up onto his desk and heard something crashing to the floor. But she didn't care. She needed him. Needed to feel him inside of her! Brad's hand slipped under her shirt as he kissed her neck. Every touch sending wave after wave of pleasure through her body. Her cock trying to **** it's way free of her tuck. "Brad! Fuck!" She gasped as another hand slid her skirt up. Any second he would tear her pantyhose off, revealing her throbbing penis and then-Aaron pushed Brad away and rolled off of the desk, picking up his fallen heels as he did and used them to cover his crotch. "We-we shouldn't... shouldn't have…" Aaron rushes out of the office and locks himself in the bathroom. He was still insanely horny, even more so now after feeling and tasting Brad. They had been so close to having sex the thought now became unbearable! His penis ached in his pantyhose and had only one thought on his mind as he pulled up his skirt and pulled down his hosery.
Aaron sat on the toilet and stroked his cock and wondered why did Brad felt so good on top of him that he now missed that contact. His scent. His hard throbbing member between his legs. Aaron shook his brain and imagined some sexy nurse and slutty secretary he had seen once in a porno. The secretary dressed in stilettos and a plaid skirt and blue long sleeve top. She was a wanton slut who wanted anyone and everyone to fulfill her nymphomaniac desires. She was Aaron. The sexy nurse grabbed his breasts the same way he grabbed his own, the glue pulling on them in a delightfully pleasurable way. Their legs rubbed together sensually as Aaron rubbed one leg against his own.
Despite all this it just did not feel the same touching himself as it did with Brad. Or even Ted. "If Ted were here at least he could-I'm not gay damn it." He shook his head but the images stayed. Brad. Ted. The nurse. Himself. They all blended as he imagined their hands groping and biting at him with desire until finally he orgasmed into his panties.
Aaron felt better but not completely satisfied as he did during sex with-with certain people. After he washed his hands and cleaned and straightened himself up he ran into Brad's nurse. She saw the telltale signs of sexual activity and sneered at the slutty Erin. "I just love your shoes." She beams.
"Oh...thank you I recently just got-"
"They must be terribly difficult to work in though."
"Not really. They take some getting used to."
"Well, I guess if you're not working on your feet it's easier to dress in something more suited to drawing a man's eye."
"That's not why I wore these, I had...I just thought they were nice." Somehow it felt more foolish to admit he had lost a bet with his daughter.
The woman clucked her tongue and walked away in silent disbelief. Aaron felt even worse, he was basically called a slut right after making out with his boss and masturbating in the employee bathroom.
The rest of the day Aaron still flushed whenever Brad would come out of the office. Partly with embarrassment and partly because a certain part of him still wanted Brad. Finally after the end of the day when Aaron was sure the nurse had left he approached Brad with a question. "H-hi." Aaron said nervously as he knocked on Brad's door.
"Evening Erin. I'm surprised you're still about."
"Yeah…I thought we could talk for a moment."
"Always."
"You see it's about...my shoes. Some people have mentioned how they're not exactly workplace appropriate and I understand you might have bent the rules for me because we... because of our shared past."
"Nonsense. I will have a talk with them. Nurses have to dress a certain way for function. You're allowed leeway because you don't have to deal with patients as much and you're not on your feet as often as they are."
"I guess…" It made some sense in his mind, he liked the idea that he wasn't accidentally manipulating Brad with yesterday's misunderstanding and today's...also misunderstanding.
"So yeah don't let them bully you, you'll never hear the end of it. I think you should continue to wear heels just like those. In fact I'm going to let them know you will be dressing like this from now on."
Aaron frowned, he had hoped it would allow him to switch into the spare flats Sarah had given him "just in case he changes his mind.", He hadn't expected Brad to defend him over shoes. Then an idea struck him, "Ah, well I absolutely would except...these are my only pair of heels this tall really. I can't exactly wear the same pair every day now can I?" This was a thing right? Women had multiple pairs of heels for every function to go with certain outfits and no way these dark blue stilettos would go with everything.
"That's a shame indeed. But no problem, I will pick out some to be delivered to your house, you can pick a few from my selections I send you."
"I really can't have you do that."
"It's no problem at all, really. And if you don't stand up to them they will know they can just walk all over you and not treat you with the respect you deserve."
Aaron's face was caught somewhere between a frown and a smile, "I just…." He sighed, Brad was a sweet man and it warmed Aaron's heart that he cared more than just sex. "Would I really?"
"Huh?"
"Everyone already thinks we're sleeping together. And...things between us are…"
"What?"
"I don't know…. I lost control today and I shouldn't have. I don't know what is going on with me."
They sat in silence for a few moments before Brad stepped around his desk, sitting on the edge in front of Erin. "I don't want you to take this the wrong way but if you're on certain medications they can enhance your sex drive."
"Really? Why would I take that the wrong way?"
"Because I enjoyed today and I don't believe you're the only one who lost a little control." Brad sighed, "I won't lie and say I don't like you or wouldn't like to pursue a relationship with you one day but…if it happens I would like for it to happen when you're absolutely sure and not just being dragged along by your libido."
"What happens if...if I start dating someone else?"
"I'll be sad, I am human after all," he shrugged, "but I'll understand. The heart wants what the heart wants. I'll still be here for you whenever you need. If all I end up being is a rebound guy for you then I can understand that too." Brad frowned, the thought had crossed his mind a few times, what if she found someone while he was waiting for her. In his younger days he would have probably been angry and spiral into self doubt and depression but he had matured since Jr. high and had grown enough to understand dating better.
Aaron stood up and slowly kissed his lips. His body still reacted hotly but thanks to taking care of himself in the bathroom he was able to keep control this time, "You will never be just a rebound guy to me." Aaron had been in Brad's shoes in the past and definitely did not handle it with as much grace and maturity as he did, being used by someone to get over someone else was never a fun feeling. And even after all of this he knew Brad and Luke would both hold special places in his memories.
Brad returned the kiss, enjoying every slow second of it that he could. Out of nowhere he felt his covk slip free of his boxers and poke against the denim prison. Miraculously he was able to control himself as she left but he knew he would be thinking of that kiss later, and years to come.
What's next?
Becoming his Daughter's Mother
He becomes a single mother...but single for how long?
A man and his daughter move to a new town to start a new life but he didn't plan for it to be so drastic.
Updated on Feb 22, 2026
by takacube
Created on Jan 31, 2018
by Dayeandknight
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