The Agency Ch. 18

*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!

Sunday night Michelle went to see Brenda wearing the same dress she'd worn back from Ms. Allison's. During the ride over, she kept the necklace and nipple loops on, but removed them once inside Brenda's building. She'd enjoyed the attention her hard nipples got on the ride over, but, they'd started to ache and she didn't want to have to explain the necklace combo to Brenda. When Brenda opened the door, she was wearing a pair of black yoga pants and a far too big for her sweatshirt.

"You look adorable as always!" Brenda said giving Michelle a big hug.

"I feel overdressed though." Michelle blushed.

"One day I'll have to explain to you the concept of boyfriend," she paused long enough to pull Michelle inside her place, "or in this case, ex-boyfriend wear."

"What's that?"

"It's a little different in our case," Brenda smirked, leading Michelle by the hand to the kitchen, "but, most girls borrow clothing from their significant others, and in this case I didn't return it."

"Ah, I see," Michelle replied sheepishly, "I don't think I ever had anyone borrow anything of mine, ever."

"Well, that dress is super cute," Brenda said tracing her fingers along Michelle's neckline, "so I may raid your closet one day for it!"

"Does that mean I can raid yours too?" Michelle giggled.

"Sure," Brenda rolled her eyes in response, "I have a ton of scrubs you can wear, boring cotton bikinis, and maybe the dress I wore to prom!" Brenda poured them both a glass of wine then continued. "But I did get a bit of inspiration from you," the gleam in her eye gave Michelle a bit of a chill in her panties, "wanna see?"

"I can't say no!" Michelle replied before taking a long sip of wine.

"Check these out!" Brenda quickly thrust her yoga pants past her mid-thigh, then held up the front of her sweatshirt to reveal a fuchsia strappy thong.

Turning so Michelle could see the back as well, Michelle's eyes followed the four straps that started from a heart shaped ring just above Brenda's butt, crossed her hips, then joined to a small piece of fabric which barely covered Brenda's front.

"Those are sexy!" Michelle said unable to lift her gaze.

"They were a bit of a pain in the ass to get on too!" Brenda said slowly turning her hips and watching Michelle's eyes follow. "I kept putting my foot through the wrong part!" Michelle giggled while lightly touching Brenda's hip. "Time for that later lover," Brenda said pulling her yoga pants back up, "dinner first!"

The pair enjoyed a light dinner before curling up on the couch together to watch a movie. Michelle loved the feeling of Brenda's body against her own, she'd also managed to slowly slide her hand underneath Brenda's sweatshirt. Her skin was soft and warm against the soft inside of the sweatshirt.

"Where's that hand going?" Brenda asked softly.

"I was going to undo your bra." Michelle responded before kissing Brenda's ear.

"I'd have to be wearing one for you to undo it," Brenda teased, "what's your next move?"

"Well, I was thinking of kissing your lips," Michelle responded cupping Brenda's left breast and nibbling her ear before continuing, "then I'd move up and kiss your belly button."

"Naughty girl!" Brenda shuddered. "You know," Brenda turned slowly to face Michelle, lightly touching the side of her face, "one day I may ask your Boss for the keys to that thing locking you up, but your tongue has given me more pleasure than any guy's cock has!"

"At least you won't get bored with me!" Michelle replied before kissing Brenda deeply.

Brenda was quickly out of her sweatshirt, while Michelle's dress took a minute to take off. Positioning herself between Brenda's legs, Michelle slipped Brenda's bottoms off with one fluid tug, leaving her naked on the couch before her. Stopping to look over her body for a moment, their eyes met, before Michelle slowly kissed her way up Brenda's legs. Michelle watched Brenda's face and body for reactions as she kissed and nibbled her way up Brenda's thighs. The deep breath Brenda took before Michelle's lips finally reached her swollen clit told Michelle she was more than ready. Settling between her legs, Michelle slowly licked, flicked, nibbled and sucked all while staring up Brenda's writhing torso.

Michelle loved watching Brenda's body move in reaction to her tongue, the subtle changes in her breath, or the pressure of Brenda's feet on her back conveyed her enjoyment or need. Michelle had become a maestro with her tongue, Brenda's body a symphony to direct in glorious euphony.

"Ohhhhhh Godddd!" Brenda moaned, her fingers tightly tugging her nipples. "How are you so fucking good at this!?!" Michelle smiled to herself watching the orgasmic wave wash over Brenda. "Ohhh nooo," Brenda cooed, reaching for Michelle's face, "one of those is enough for tonight."

"Are you sure?"

"Oh, more than sure!" Brenda panted. "Come up here Lover." Michelle slowly slid up Brenda's body, pausing momentarily to kiss her hard nipples. "You are something else," Brenda said cupping Michelle's face, "but I don't want to be selfish, how can I make you happy?"

"Let me do that as often as I want!" Michelle replied with a smirk.

"I'm serious," Brenda shuddered momentarily with an aftershock, "you bring me the most amazing orgasms, what can I do for you?"

"It's tough to explain," Michelle replied, "but I honestly get pleasure watching you orgasm, just bringing you pleasure pleases me. Does that make sense?"

"Honestly? Not really," Brenda responded pulling Michelle into a tight hug, "but, I've also never known anyone like you so it's going to be a relationship full if new surprises."

"I like that word." Michelle said laying her head on Brenda's shoulder.

"Which one?" Brenda asked. "Surprises?"

"No," Michelle responded, "relationship."

"I do too." Brenda replied. "Although, I've never had a girlfriend before."

"I'll make sure I don't disappoint then," Michelle answered, "I wouldn't want to screw up your first lesbian relationship!"

"Lesbian huh?" Brenda giggled, "I don't know that this counts as that, but, I don't care much for labels either."

"Me either!" Michelle closed her eyes wanting this moment to last forever.

Unfortunately, the moment couldn't last forever. The pair reluctantly moved, Brenda opting only to put the sweatshirt on rather than figure out her new thong again, while Michelle put on her dress. Both of them had to get up early in the morning.

"Hang on one second." Brenda said before bounding into her bedroom.

Michelle loved the way her legs disappeared under the sweatshirt, revealing just a hint of Brenda's butt as she moved. She was glad whoever left that sweatshirt behind, it probably looked better on Brenda anyway! Watching Brenda return was almost as enjoyable.

"This is for you," Brenda said handing Michelle a small bag, "call it girlfriend wear!"

"Okay!" Michelle took the bag looking quickly at the light pink contents. "Thank you."

Brenda walked Michelle to the door, as Michelle turned to face Brenda they embraced. Michelle held the bag tightly in one hand, letting her other slide over Brenda's hip until she was gripping her bare butt. They kissed deeply, Brenda holding the back of Michelle's head tightly, not wanting her to stop. Eventually their kiss broke slowly, their eyes meeting.

"Text me when you get home." Brenda said as she lightly touched Michelle's cheek.

"I will," Michelle replied leaning into her hand, "promise."

"Sweet dreams." They said in unison, then giggled.

"Maybe one night soon we can have a sleep over," Brenda said as Michelle started to walk to the elevator, "you know, and do all those things guys think girls do during sleep overs."

"I'd like that a lot!" Michelle replied.

The cab ride home seemed to fly for Michelle, as her mind was wrapped in not only her time with Brenda, but the idea of spending a full night with her. Brenda's idea of sleep apparel was probably a t-shirt, while Michelle had a large selection of sexy and slinky nightwear. Michelle didn't care what Brenda wore to bed, she knew it wouldn't be on long, and she could simply melt into her as she'd done tonight. When Michelle got back into the condo, she pulled the item Brenda had given her out of the bag, it was a large sweatshirt with the word "pink" in white letters. Michelle quickly removed her dress, pulling the sweatshirt on. The large opening of the neck hung off one shoulder, Michelle smiled then removed her bra as well. Setting up her phone, she hit the button to take a picture. Standing with a hand on her hip, Michelle blew a kiss just as the phone made the click sound. Pleased with the picture, Michelle quickly texted it to Brenda.

"Thanks for my own sweatshirt," Michelle texted, "I love it!"

The whoosh sound signaled the text had been sent. Michelle then started her nightly ritual to get ready for bed, deciding she would be sleeping in her gift. As she brushed her teeth, her phone dinged, Brenda had replied. Excitedly looking at the phone, Michelle smiled seeing a row of red hearts as a response. Michelle replied with a row of hearts of her own before crawling into bed. Pulling the sweatshirt to her face, she inhaled deeply, enjoying the smell of Brenda filling her nose.

Michelle got up just before the alarm clock feeling somehow energized. She put on a light blue pair of yoga pants and matching racer back top before walking out to the balcony to do yoga. She loved how she felt stronger without building muscle, something she'd never been able to do as it was, but she felt more balanced and confident after months of yoga as well. After breakfast and a shower, Michelle selected her wardrobe for the day. She settled on a black and green floral lace bra, high waist panty with a wide garter belt that had five hook and eye closures in the back. It wasn't quite a waist cincher, but it looked sexy as hell! Michelle paired that with a pair of black stockings, a pair of 4" patent heels that were black in the front and faded to green in the back as well as a coordinating swing dress with a sweetheart neckline and 3/4 sleeves.

"Now there's a girl who knows how to dress herself!" Michelle said to her reflection.

Michelle enjoyed the looks on her commute to work, catching more than a few men eyeing up her legs or cleavage. Her confidence only continued to grow with the positive reactions. What she enjoyed even more was the looks from women, which were a mix of jealousy, envy and even attraction.

"If they only knew," Michelle said under her breath as she climbed the stairs to street level, "I don't just go both ways, I go all ways!"

A few minutes later Michelle was in her office settling in and already looking forward to her lunch date with Brenda. It would be a nice and warm day outside, which would make it that much more perfect for them. Michelle smiled to herself thinking of how Brenda's hair would show slight highlights of color in the sun.

"Good morning baby girl!" Ms. Allison said as she entered the office. "How are you feeling this morning?"

"Wonderful Ms.," Michelle said quickly scrambling to her feet, "how are you?"

"I'm great, thank you for asking!" Allie replied with a warm smile while looking over her charge. She loved the confidence Michelle exuded, and how the rather meek and understated Mike had transformed into such a confident girl. "Today will be a very fun day for you," Allie waved Michelle to sit, then took a seat on the edge of the desk to tower over her, "I'm sure by now you know how much fun shopping is."

"Yes I do Ms.," Michelle replied with a slight blush, "it's also nice when you can afford to go shopping."

"That's a valid point," Allie replied, "today I'm going to send you to see Anna. She's a lovely woman I've been using for quite a while, who will get you set with everything you need to continue here." Allie paused for a moment then continued. "As I'm sure you noticed this weekend, some of my clients have varied tastes," she winked, "and your look should be tailored for them."

"How will I know what to get Ms.?"

"Well, as you use your corporate card for your purchases, I have an inventory of everything you've bought to date," she waited for the realization to hit before moving on, "that list went to Anna this weekend, and she will work through it from there."

"Everything Ms.?" Blushed Michelle.

"Oh yes, everything!"

"Um, will I be back for lunch Ms.?" Michelle asked trying to move on from the realization her sex toy purchases had been cataloged and inventoried.

"It will surely take the majority of the day," Allie said leaning forward slightly, "do you and Brenda have plans for lunch today?"

"Yes, but, um, I can text her and cancel." Michelle replied.

"Don't you dare!" Allie slowly slid off the desk, letting her leg glide against Michelle's as she did. "I'll take Brenda for lunch," Allie said as she slid her index finger along Michelle's chin, "she did her personality assessment the other night and I can't wait to talk to her about it!"

"Oh," Michelle blanched, remembering she'd asked Brenda to take the assessment on her work computer, "well that will be fun." Michelle wondered what secrets the browsing history and downloads Brenda's laptop revealed to Ms. Allison. "I hope it won't be too much of an issue," Michelle struggled to find a way out of seeing Anna, "with my not being here today."

"Oh don't worry sweetie," Allie replied with a grin, "I have it all worked out already."

"Yes, Ms." Michelle replied knowing it was no use.

"Dennis should be downstairs already," Allie instructed all but pulling Michelle out of the chair, "run along dear!"

"Yes, Ms. Allison." Michelle replied heading to the elevator hoping to catch Brenda and warn her before leaving. Unfortunately, the timing didn't work out, and Michelle was just walking up to the car before Brenda came into view. "Good morning, Dennis." Michelle smiled casually as she approached him.

"Good morning to you Michelle," Dennis grinned at the girl's approach, "good to see you again so soon."

"I take it by your tone," Michelle said as she slid into the car, "that you've recovered from your weekend?"

"I'm already looking forward to your drive home Ms.," Dennis said as he began to close the door, "as I hope you are too."

Michelle sat back and relaxed, as Dennis drove her to the next destination. This was surely going to become a recurring trend, as Dennis would certainly be the one dropping Michelle on dates. She wondered if Dennis could also provide some insight to where she was heading? Certainly, he'd been around long enough to have brought more than a few girls to Anna's.

"What can you tell me about Anna Dennis?" Michelle asked, making sure to lean forward and give Dennis a better view of her cleavage.

"Unfortunately my dear," Dennis said, giving Michelle's chest a quick glance, "not terribly much. I don't get to go into most places." Michelle sat back slightly disappointed in the response. "What I will say," Dennis added, "most girls leave with several large bags of all sorts, you'll need help bringing your new items into your place."

"I guess it's a good thing I have you then, isn't it?" Michelle smirked.

"I do what I can." Dennis beamed.

Several minutes later they arrived at a lavish looking brownstone. Dennis assisted Michelle out of the backseat, then pointed to the large black door at the top of the stairs. Michelle made her way to the door, using the brass knocker to announce her arrival.

"Well good morning Deary!" The woman with the short-cropped hair and red framed glasses said upon opening the door. "Thank you, Dennis, I'll let you know when to return!" Turning her attention back to Michelle, "Come in my dear," she said, taking Michelle by the hand, "we have much to do!"

Michelle immediately noticed that Anna walked with a certain elegance, it was almost as if she glided across the floor. Anna led Michelle to a sitting room in the back, full of plants and natural light. On the small table were two small, ornate coffee cups and biscotti. Anna motioned for Michelle to sit in one chair while she took the other. The older woman wore a silver satin blouse, flared dress pants and an expensive pair of 4-inch heels.

"Coffee my dear?" Anna asked picking up the pot.

"Yes, please Ms." Michelle replied.

"Oh, no need for Ms. here," Anna smiled graciously, "I know you girls are quite polite, but it's simply Anna for today."

"Yes Anna," Michelle replied somewhat uneasily, "thank you."

"Now I've reviewed your purchases to date," Anna said as she poured the coffee, "it seems you have quite the liking for floral, lace and pastel colors." Michelle blushed deeply. "Oh no, don't be embarrassed," Anna said setting the pot down, "I certainly approve of your taste, and think they suit you nicely."

"Um, thank you." Michelle responded unsure of how to take the statement.

"This should be a relatively quick and easy day for you," Anna spoke encouragingly, which helped Michelle relax a bit, "there will be some outfits that we put together today that are for specific clients, while others will be just to fill in some simple holes in your wardrobe."

"That sounds interesting." Michelle replied taking a sip of her coffee.

"We'll start with the most involved outfit first," Anna smiled warmly before finishing her coffee, "from there it's easy."

"Sounds wonderful to me Anna." Michelle responded rising to her feet as her host did.

Michelle followed Anna to the second floor, where one of the rooms had racks of clothing and lingerie as well as a small stand in front of four angled mirrors. It was easy to see that Michelle would be putting on whatever Anna decided she needed then would model them on the stand. It was going to be an embarrassing day as the first words out of Anna's mouth once they entered the room was for Michelle to remove her dress.

"I find it so surprising you haven't been dressing for that long," Anna said as she took a seat by the large window, "your taste and ability to coordinate is quite advanced."

"Thank you." Michelle blushed slightly at the compliment.

"There are a set of blinds over there," Anna instructed, "go behind that and take the rest of your clothing off."

Michelle was thankful for the screen. She'd only known Anna for thirty minutes and wasn't quite prepared to be completely naked in front of her. Anna was kind, attractive and a bit more mature than Michelle, but Michelle preferred a bit of a warm up. At least with Mikey, Michelle had been able to prepare herself for a month leading up to being fucked by him.

"Start with these," Anna said draping some items over the screen, "and this. Let me know when you have it on, you'll need a hand with it."

Michelle quickly stepped into a pair of bikinis with ruffles across the butt and crotch, the material of the bikinis themselves were almost sheer leaving little to the imagination. Next, Michelle put on a pair of the most luxurious stockings she'd ever felt. The long back seamed stockings had wide reinforced bands at the top and a reinforced toe, but felt like silk. Finally, Michelle slipped into a black satin corset, with a zipper front.

"Um, Anna," Michelle said tugging the small black zipper up in the front of the corset, "I think the cups on this are a bit small."

"Let me see Sweetie." Anna replied. "Oh no, those are perfect."

"But I'm spilling out of them," Michelle responded, "and they barely cover my nipples."

"Yes, exactly," Anna replied, "now stand up straight and let me lace you up." Michelle complied, holding the front close to her body while Anna worked diligently behind her. "The important thing with a corset," Anna said as she tied the laces in the back, "people always lace them too tightly, it should nip the waist, not restrict your ability to eat food." Michelle nodded feeling the garment slowly tighten around her body. "Now, do your garters then come out."