The Agency Ch. 02

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Mike returns to start his new job and faces new challenges.
8.2k words
4.6
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Part 2 of the 24 part series

Updated 10/07/2023
Created 02/01/2021
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Ms_Allison
Ms_Allison
1,374 Followers

Author's notes: This is a work of fiction, hopefully that is not a word you struggle with. It is a story of fictional, consenting adults who enjoy power exchange, lingerie, heels and the like. It's in the transgender/crossdressing category for a reason, if that scares you please back away slowly. For the rest of you, please enjoy!

~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~

Back in the safe confines of his apartment, Mike all but collapsed on his couch in a heap. "What the fuck did I get myself into?" Kicking off the heels, Mike was amazed at the relieved feeling his feet were enjoying. "No wonder women always take these off!" Mike rubbed his sore feet looking at his neatly painted toes through the stockings. "Crap!"

Everything seemed to be an effort. As he'd all but thrown himself on the couch his long brown hair was now in his face, his recently removed heels were under his feet as he stood up, and to make matters worse, he had to pee. Mike had never worn this much femme clothing for this long a period of time before! He'd worn panties under his clothes all day, but never a dress. Certainly not out! He had a slutty little miniskirt in the closet but that was only worn for an hour or two.

"How the hell do I do this?" He asked as he stepped into his cramped bathroom. Grumbling, Mike hiked up his dress, pushed down the peach thong and sat. "Okay, now what?" He asked himself as his bladder finally let loose.

Thumbing through his phone, Mike checked his bank account. Just as promised, he was $5,000 richer. Considering he wasn't in possession of one tenth of that yesterday afternoon it was beyond a welcome sight. Mike quickly caught up payments on his credit cards, paid next month's rent, and cleaned up a few other things yet still had money in the bank! He was flush for the first time in years. Finishing up in the bathroom, Mike made sure to adjust his dress before walking out. He'd remembered all too well a girl at his high school had exited the bathroom with her dress tucked into an unattractive pair of panties and wanted to save himself that humiliation!

"Better get good at this now." Mike groused. "One more thing though," Mike dialed his boss' number, "time to jump Michelle!"

In the past 15 minutes Mike had put his old self behind him. He'd now quit his old job, paid bills, and felt better than he ever thought possible! To treat himself he even ordered his favorite pizza from the place down the street! Twenty minutes later the buzzer rang.

"Come on up!" Mike gleefully said into the intercom not bothering to ask who it was.

Mike was at the door awaiting his pizza when two men with a two wheel dolly each appeared. This was not the pizza he'd ordered!

"Yeah, uh," the first man said quickly looking Mike up and down, "delivery for Michelle."

"That's," Mike cleared his throat, remembering what he's practiced with Babette, "yes, that's me."

"Where would you like these Ms.?" The man asked politely.

"Right in the main room please," Michelle said as she stepped out of the way, "by the couch please."

"Whoa!" Another voice said behind the delivery guys. "You were not who I was expecting at all!" Turning to see who was talking, Mike came face to face with the delivery guy carrying his pizza. "Just moving in?" He asked with a weird smile.

"Uh, yes." Mike responded wishing his voice sounded less like his own in his head.

"Nice!" The delivery guy said, making little secret of the fact he was checking him out. "That'll be, um $15 bucks."

"Just let me grab my, um, purse." Mike responded trying to remember what it was called and not freak out. As she reached into her purse the first guy with the two wheeler produced his paperwork too. "Just give me one second." She said to the pizza guy.

"Take your time!" His response was kind yet a bit creepy. Was he trying to flirt?

"Thank you for bringing these over." Mike said scribbling on the delivery paperwork.

"Our pleasure Ms.!"

As Mike looked up he noticed the first delivery guy's eyes lingering around his chest. Wait, was he checking out his cleavage? Their eyes met momentarily, the sheepish look on the guy's face confirmed Mike's suspicion, he had been checking her out! He followed them to the door where the pizza guy waited patiently while eyeing Mike's legs.

"Here's a twenty!" She said handing him the relatively crumpled bill. "Keep the change."

"Not only are you far better looking than the loser who was here before," he said handing the pizza over, "you're more generous too!"

"Thanks, I guess." Mike replied wanting to be furious but was coming to a realization.

Double locking the door behind them, Mike leaned against it and started giggling. The experience in the elevator with Tom had been uncomfortable and awkward. Obviously, he hadn't seen him pre-Michelle. Either had the guy's who dropped off the boxes. The pizza guy and Mike had crossed paths a dozen times or more. He'd come to the apartment expecting to see Mike, but even standing toe to painted toe with him, the kid hadn't seen Mike under the wig and make up! He was passable! Suddenly snapping him out of his gleeful thoughts, Mike's phone rang. It was a video call from Babette! He just had to share!

"Hi!" Mike practically beamed as he answered the call.

"So, did you get your delivery yet?"

"That and more!" Mike proudly exclaimed.

"You slut!" Babette teased.

"Not like that silly!" Although, as Mike said the words, she remembered all three of them had been checking her out!

Mike told Babette all about the pizza delivery guy not recognizing her as well as all three of them checking her out! Babette laughed, relaying the obvious, Michelle was a very attractive woman! In between bites of pizza, Babette made Mike promise not to eat more than two slices, Mike showed off his new bevy of clothing. It was the most fun he'd had with anyone in the past year if not more. Mike had never been outgoing, rarely had luck with women, and had no real close friends. He felt even more sisterly with Babette than earlier.

"Can I make a suggestion?" Babette asked as Mike sorted his new items.

"Please!"

"You need to put your old life and old you behind you." Babette said with a serious tone. "Get rid of Mike here and now, and get on living as Michelle!" Mike bowed his head slightly hearing the truth in Babette's words. "Look at yourself, look at how happy you are," Babette's tone was warm and loving, "when was the last time you felt this way?"

"It's been a long time." Mike replied.

"From now on you're Michelle in every way," Babette was almost pleading, "so be Michelle!"

"Makes sense," Mike replied, pulling out an outfit for the evening, "One quick question, and I should have asked before I left work. Where's the key?"

"The key?"

"You know," Mike said looking downward then back at the screen, "THE key."

"Ohhhhh you don't want THE key Michelle," Babette cautioned, "tonight will be tough but it would be much tougher if you had the key."

"I have to sleep with the cage on?"

"Sweetie, it's $500 if you remove that cage," Babette's voice was stern now as she spoke very plainly to her friend, "and $1,000 if you orgasm. You know for a fact if you had the key you'd be dreaming of the pizza guy while running up a bill you can't pay! In the morning you'd wake up with no job, no clothing, and no money!" Mike knew what she was saying was true. "There's only three ways you get that lock unlocked," Babette's tone softened slightly, "a client wants it, Ms. Allison wants it, or you quit."

"Okay." Mike was dejected realizing how little control he had.

"Donate your clothing to a charity or something," Babette continued, "and BE Michelle."

"Well, I got them from a second hand store so I doubt they want them back now!"

"Oh my! No, probably not!" Babette chuckled. "No more second hand clothing for you girlie!" Mike blushed and nodded. "Okay, I'll see you in the morning. Give me a call when you're getting ready and I'll help you." Babette smiled warmly as she paused. "The first few days are the toughest but it gets easier. Love you!"

"Love you too."

The call disconnected, as it did Mike came to the realization that he didn't just say the words, he meant them. Babette was his lifeline, and already his best friend. Certainly a far better friend than he'd ever had in his life! Stripping down to just a thong, Mike put on a pair of black spandex short shorts, a matching sports bra he tucked his foam boobs into and a comfortable looking pink sweatshirt that almost covered the shorts completely. Finding a matching pair of socks, Mike pulled them on scrunching them around his ankles as he'd seen a previous girlfriend do, before digging into completely changing his life.

Within the boxes were four large trash bags. Mike set to filling them, which only took 2 bags, with his last vestige of male clothing. Just in case, he held onto his best pair of jeans and two shirts, burying them in the back of his closet before neatly placing his new wardrobe inside. Where his thrift store suit and two pairs of dress pants used to hang were four dresses, three skirts and five blouses. His previous, rather shallow, underwear drawer now held stockings, socks and other hosiery. The next drawer held no less than fourteen sets of lingerie. The items continued from there, bustiers, corsets, workout clothing, casual wear, jeans, sneakers and heels for days! Mike figured he could go two full weeks of wearing two outfits a day without repeating. Well, except for nightwear but that wasn't a big deal!

Dragging the bags to the apartment door, Mike was thankful the garbage chute wasn't far away. Taking the first bag into the hall, he looked both ways before stepping out of the safety of his apartment.

"Who knew crap could be so heavy?" He hissed to himself as he tossed the bag into the chute.

The second bag was heavier, causing Mike to struggle with the chute's spring loaded door and the weight of the bag.

"Need a hand there Sweetheart?" Mike heard from behind him.

It was the building superintendent. Normally he'd chastise Mike for trying to put a bag so large into the chute, complaining it would get stuck or some other such nonsense. As if the dumpster fee came out of his pocket!

"Here, let me help you with that." He said picking up the bag easily and tossing it inside. "You must be new here," he said with an odd smile, "I'm the building super Fred."

"Hi Fred," Mike said, trying not to make eye contact, "I'm Michelle."

"Which apartment are you in Michelle?" Fred asked as he partly blocked her way back down the hall.

"I'm in 5C."

"That slouch Mike finally moved out huh!?!" Fred chuckled moving just enough out of the way that Michelle could slip past him. "I know it's been a while," Fred said following Mike and surely staring at his ass as he walked, "but I'm sure those walls could use a fresh coat of paint."

Mike seethed; he'd been after Fred for over a year to paint! Here he was offering it at the first sight of Michelle! He wanted to rip off the wig and tell Fred off, but that would only create more problems for him.

"I'll keep that in mind," Mike playfully batted his eyes at Fred thinking he could get some other work done finally as well, "I think the kitchen sink backs up a bit, but I'll have to let you know."

"I'll gladly snake that drain for you Darlin!" Fred smiled wide at his all too obvious innuendo.

"I'll let you know."

"Oh sweet," Mike heard from behind him, "I forgot to drop this off earlier!" Turning to face the other male voice Mike saw the pizza guy adjusting himself as he walked toward him. "Here's a few coupons," he said looking over Mike's legs while thrusting the fistful of coupons forward, "a couple are expired but as long as you ask for me to deliver I'll honor them!"

"Thank you." Mike replied, taking the coupons wondering why he'd never gotten any over the past couple years. "I hope you both have a good night." Mike quickly backed into the apartment locking the door immediately then looking through the peephole as they both lingered outside the apartment door.

"Legs for days on that one!" Fred said as he walked off.

"You got that right!" Replied the other.

"Jerks!" Mike seethed. "Although," he said, turning his back to the door, "I play my cards right I can get free pizza and my entire apartment redone!" Walking to the couch, Mike plopped into the corner, crossing his legs while turning on the TV. "Maybe being Michelle won't be all that bad."

The rather restless night's sleep from her cage led Michelle to reconsider that thought several times. The process of leaving the building as Michelle added to the slightly tarnished thoughts as well. Babette was helpful with Michelle putting her makeup on, as well as selecting an outfit for the day, but Michelle was now responsible for the entire grooming ritual. The stand up shower had been fine for Mike, but Michelle found it difficult to shave her legs in. The small bathroom vanity and poor lighting didn't help with putting on her makeup either. It took almost an hour before Michelle felt ready to leave.

Michelle's confidence grew a little more each day she left the apartment. While Fred's attempts at flirting were not welcome, they were at least confirmation that Michelle looked passable. The commute had become easier as well. Most of the time a gentleman would offer up his seat so Michelle didn't have to risk standing in heels as the train moved. What turned out to be more difficult was learning the job and how to do it as a girl! Her nails got in the way of the keyboard, and sometimes her coffee cup, her voice was still a struggle to master. More than once she'd answered the phone as Mike instead of Michelle and caught herself. Standing and walking in heels was always a constant struggle, as was the fear that termination would mean far more than just losing a job!

Michelle had even ventured out more on her own, shopping at the local market on the way home one night and even going for a quick run. The run was made shorter than she wanted because of the foam breasts and having one almost fly out of the sports bra. By Friday morning Michelle had become comfortable not only with getting ready but commuting to work on the subway. The one thing she began to regret on her way to work that morning was the approaching weekend. She knew already she would miss Babette and getting dressed up for work. Michelle tried not to let it get her down as she got to work that morning.

"A present came in for you today!" Babette gleefully announced as Michelle returned from her coffee run.

"Ohhhh?" Michelle set the coffees on the desk looking at the nondescript box Babette held. "What is it?"

"Your boobs are in!" Babette squealed in delight! "Quick, grab Ms. Allison's coffee and come with me!"

While she hated to admit the fact, Michelle had been looking forward to getting something more realistic on her chest. She didn't dare go to the gym or out for a run with the foam breasts she had. They didn't move with her and tended to move more on their own. She'd slept with them "on" the first night but woke up with one on the floor and one under her neck. She was also concerned she'd somewhat flattened one as well. Babette's boobs were adhered to her chest, they not only moved like real breasts but felt and looked real as well.

"Come in girls," Ms. Allison called before Babette had a chance to knock, "you squealing like a teenager can only mean one thing. It's new chest day for Michelle!"

"It is Ms. Allison!" Babette replied with a deep blush.

"I'm not sure who's more excited about you getting your chest Michelle," Ms. Allison teased, "you or Babette!"

"Babette is always very encouraging Ms. Allison," Michelle answered sincerely, "and a big help for me."

"I'm glad to hear that," Ms. Allison replied, "now go ahead and take off your blouse, bra and boobs." Michelle quickly complied, removing the light brown V-neck sweater and nude demi bra holding her foam breast forms. "Alcohol wipes are in the bathroom Babette."

"Yes Ms.!"

Standing in the office bare chested Michelle felt odd, as if she should somehow cover herself. Had becoming Michelle sunk in that deeply that she didn't feel comfortable being bare chested? It was the first time in 4 days she'd gone bare chested outside taking showers. Babette's return was more than welcome, even if the rubbing alcohol was cold against Michelle's skin.

"This is spirit gum," Babette instructed, "apply a thin layer around the inside of your breast like this." Michelle paid close attention as she watched Babette work. "From there you need to try to line up the prosthetic to your chest lining up your nipples." The spirit gum was slightly cool against Michelle's skin. "Now, hold this in place with your hand," she said guiding Michelle's hand to the freshly applied breast, "it will take a minute for the spirit gum to dry."

"Okay." Michelle replied feeling slightly funnier at the idea of holding a realistic boob to her chest.

"Now you do the other one!" Babette instructed handing Michelle the other breast and a small brush.

Michelle focused intently on spreading an even coat on the back of the breast before lining it up and pressing it to her body. Now holding both breasts to her chest Michelle actually felt kind of sexy, like those pictures she'd seen of women striking a pose with their hands over their breasts.

"I think you've fondled yourself enough Michelle." Ms. Allison smirked. "How do they feel?"

"Wow," Michelle lowered her hands turning her torso back and forth watching the breasts move in rhythm to her actions, "heavy but good heavy Ms. Allison."

"A nice C cup works on your frame," Ms. Allison said as she touched Michelle's breasts lifting them slightly, "big, but not too big on you."

"Thank you, Ms.!" Michelle couldn't wait to see how they looked as well.

Looking down, Michelle squeezed her arms together, delighted the breasts moved and squished together as if they were real. The realistic breasts even helped her bra fit better, and there was no fear of bending over and having a boob pop out! To say Michelle was infatuated with her chest the rest of the day was an understatement. These breasts were definitely more noticeable physically for Michelle and felt bigger than her foam ones.

"What are your plans for tomorrow Sweetie?" Babette asked the obviously distracted Michelle. "Gonna spend the day playing with your boobs?"

"No," Michelle blushed in response, "but definitely tonight!" Giggling like a giddy girl, Michelle continued, "what do you have in mind?"

"I was thinking we go out tomorrow, do a little shopping," Babette, for the first time ever, seemed nervous about asking, "maybe dinner and drinks after? You know, just us girls."

"That sounds fun!" Michelle replied thankful to have plans on a weekend for the first time in months. "I've never done a girls night out!" Michelle chuckled feeling very comfortable with the sound of things. "But I have no idea what to wear!"

"Typical sissy girl," Babette teased, "closet full of new clothes and no idea what to wear!" Michelle blushed at the implication. "Tell you what," Babette said lightly touching Michelle's arm, "I'll come over around 2 and we can figure it out together."

"That sounds amazing."

As Babette and Michelle left the office that day they hugged, Michelle enjoyed the feeling of her realistic boobs pressing against her friend's chest. They also added a new dynamic to her walk and train ride home, even though she was sure they weren't moving much she could feel them slowly shifting or jiggling as she stepped or rode the train. It was an oddly erotic feeling that kept her cage feeling tighter than usual in her panties.

Rather than going home to relax, Michelle now hustled about her apartment trying to clean up! It was the first time in over a year that she would have company and she needed to do something. It wasn't filthy, but it wasn't exactly ready for company either. It also looked as if a guy lived here. As was usually the case, the kitchen sink backed up while Michelle was doing dishes reminding her, she needed to pester Fred about it. At least he'd appeared far more willing to look at it after seeing her as Michelle!

Ms_Allison
Ms_Allison
1,374 Followers