XXX Help Wanted
A down on his luck man gets the dream job she never knew she wanted.
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Part 1
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*Author's note: I originally uploaded this story to literotica and figured I would repost here.  Part 3 in progress!*

    Brian found a table at the coffee shop, and sat down.  This shop was his haven during the day.  He had been applying for jobs since being laid off three months ago, and would use the shop’s free internet. His savings were running out, and Brian was starting to feel desperate.
    “Order ready for Brian” the barista called out.  Brian quickly grabbed his coffee.  As he sipped the warm dark roast, he opened his laptop and began browsing new postings.
    “Any luck finding a job?” the voice standing over him said.
    “Not so far, it’s been a rough few months.”  Brian replied.  He looked up and saw the barista standing over him.
    “I’m Jessica by the way” the barista replied.  “I’ve seen you in here quite a bit, I assume you’re looking for work?”
    “What gave that away?”
    “Young guys like you don’t spend all day at the coffee shop” said Jessica, trying to contain her laughter.
    “I suppose you’re right.” said Brian.  He sighed a bit, realizing that his situation must be obvious to everyone.
    “I hope you don’t mind if I sit here.” said Jessica, after seating herself.
    “No, not at all!” Brian replied.
    “Good, I’ve been standing all day.” Jessica said, looking Brian over.  He was of average height with soft facial features, and his hair was starting to get long, clearly due to lack of funds for a haircut.  “You know, I might know someone who is looking for help.  It would be labor, and not a particularly glamorous job, but I’m sure you could use the money.”
    “Really?  I’m not sure about that, my last job was in IT and I’d like something in the field.” said Brian.  He was thankful for her offer, but knew that this sort of job would only delay his career, and perhaps get him stuck going work he had no interest in.
    “Think it over, it’s my Aunt and she treats her employees well.  She owns a small bed and breakfast outside town and pays a good wage.” Jessica handed him the card as she spoke, Brian placed it in his bag.
    “Thanks for the offer, I appreciate it” said Brian.  Jessica stood up and stretched.
    “Well I need to get back to work, I see a customer coming in.  Good luck!” Jessica walked away before Brian could reply.  He stared at the card.  It was from a place called Red Oak Bed & Breakfast, which Brian had never heard of.  He decided he would at least call and get more information.  After he finished his coffee, of course.  Brian checked for job postings one more time.  A few times he peeked up from his computer, and Jessica gave him a knowing smirk.  He found her attractive, but was sure that she would have no interest in homeless man sitting in a cafe all day.  He slowly grabbed his things, and went back to his car.

    Brian had been living in his car for about a month, so it was quite a mess.  Before that, he had been living with his parents, but was forced to leave.  After a long argument in which his mother called him all sorts of nasty things, Brian found himself kicked out, with nothing but his clothes and a few personal items.  He got in the driver’s seat and called the number on the card.
    “Red Oak B&B, this is Anne, how can I help you?” said the voice on the other end.
    “Uh, hi.  My name is Brian Taylor and I was given your card by your niece at the coffee shop, she said you might have a job” Brian nervously said.
    “Oh wonderful, yes we do have an opening, would you be able to come by at 10 to discuss the job?” said Anne, in a very warm and cheerful tone.
    “Yes, thank you, I’ll be on my way.” Brian replied.
    “Wonderful, see you then!” Brian checked in the mirror to look himself over.  He combed his hair and grabbed a button down shirt to put on over his t-shirt.  He looked up the address on his phone, the B&B was on the edge of town, but he was sure he could make it in time.  As he drove, Brian wondered what kind of job a Bed & Breakfast owner might be offering.  He assumed it would be some kind of maintenance, maybe yard work and such.  Probably not a well paying job, but it would at least be some kind of income, and Brian could always continue searching for something better.

    Brian approached the sign for Red Oak B&B.  The building was not visible from the road.  In fact, if not for the sign, one would mistake it for a lonely grove of trees surrounded by farmland.  It was about 5 miles outside the city, and you could just make out subdivisions beyond the trees.  As Brian turned into the driveway, he was treated with a picturesque tree covered drive to the main building.  At least he would be working somewhere nice, he mused to himself.  The main building came into view, and it was a breathtaking sight.  It was a large Tudor style mansion, with the driveway leading to a large circle in front of the main entrance, with a fountain in the center and a large porte-cochère at the entrance.  Brian parked near the front, checked his appearance in the mirror, and made his way to the door.

    Brian hesitated, and knocked at the door.  He tried to calm his nerves by drowning out his thoughts in the sounds of the forest around him, but to no avail.  The door opened and he was greeted by a classy, yet sexy maid.  She was wearing a classic black french maid dress with a white apron, the skirt ended before the knee.  She black stockings and heels, and as Brian noted, great legs.  She even had the little white hat on top of her long dark red wavy hair.  Oddly enough, she seemed to be wearing a rather elaborate leather collar.  It was about the thickness of a dog collar, and had a metal plate in front that seemed to have something engraved on it, but Brian couldn’t read it.  He was sure she was a model of some sort, she was taller than most women and was quite well endowed.  Brian must have been standing there awkwardly speechless, she blushed and greeted Brian.
    “Good Morning, you must be Mister Taylor.” said the maid, “I’m Allison, please follow me.  Miss Marks is waiting for you in the parlor.”
    “Uh, yeah thanks” Brian sheepishly replied.  He quietly made his way inside unsure of what to say and entered the foyer, a large grand room covered in rich dark wood paneling.  Beyond the door were several large entrances to other rooms, and a grand staircase in the back.  Brian dutifully followed Allison, unable to keep his eyes off her legs and butt, her dress swishing to each side as she walked.  They walked into what must have been the parlor.
    “Miss Marks, Mister Taylor is here to see you.” Allison gracefully declared.  Seated in a large armchair near the fireplace was a woman as beautiful as Allison, if a bit older.  She had dark brown hair with a fire grey whips here and there, and was wearing a smart and tasteful grey suit with a pencil skirt.
    “Oh wonderful Allison, thank you.  Mister Taylor, Brian is it?  Hi I’m Anne Marks.  Why don’t you have a seat here and we can chat.” Anne motioned to the identical armchair on the other side of the fireplace as she spoke.  Between the chairs was a small table, and the walls were covered in artwork and more dark wood paneling.  Brian sat down in the chair, and Anne motioned to Allison.
    “Allison dear, will you please prepare some tea for us?” Anne said.  Allison dutifully nodded and left to prepare the tea.
    “Now, Brian, I understand you are interested in the position I have available.  Please, tell me more about yourself.” Anne said.  Brian noted that she had a very sweet and caring tone when she talked, he felt oddly comfortable around her.
    “Yes ma’am, I’ve been searching for a job for quite some time.  I’ve been going to a coffee shop in town to fill out applications and the barista there gave me your card, she said she was your niece.” with a noticeable quiver in his voice.
    “Oh yes, Jessica.  She’s such a wonderful girl, and she has such fine taste, bringing me a well mannered man like you!” Anne sweetly replied.  “Part of the atmosphere we try present here is that of a fine formal country estate, a place for our guests to unwind and be pampered by luxurious surroundings.”
    “This is quite a beautiful place, I can imagine it’s popular” said Brian
    “Oh yes, this was once the home of the founder of the local department store, I bought it from one of his grandchildren and decided to run it as a B&B.  How long have you been out of work?” Anne asked.
    “About three months, my previous job was as a desktop support technician at First National Bank downtown, I was laid off due to the merger.” Brian replied.
    “Oh yes, I’ve heard about the layoffs, it’s such a shame to see good people such as yourself lose their jobs.” said Anne.  They chatted for a bit, mostly about Brian’s interests and work history.  Anne looked up as she spoke, Brian turned around and saw that Allison had returned with a tray of tea, served on what looked like fine china and silver serving dishes.
    “Oh wonderful, Allison, please serve us each a cup.  Sugar, Brian?” Anne asked.
    “No thank you.” Brian replied.  Allison placed the tea trey on the table between the chairs, and bent over to prepare the cups.  She had positioned herself right in front of Brian, who couldn’t help but stare at her garters and the bottom of her panties.  He was unaware that Anne was watching, giving a slight smile at Brian’s gaze.
    “Allison is just wonderful isn’t she?  She’s been with me the longest, almost ten years now, and she still looks amazing.  Don’t you agree?”  Anne said, Brian sheepishly nodded his head and squeaked out “yes, she is”
    “Thank you Allison, you may return to your chores.” Anne said, in a loving yet commanding tone.  Allison curtseyed and left the room.
    “You would never believe that when I first met her, she was a man down on his luck much like yourself.”  Anne stated.  Brian was taken aback.  There was no way that beautiful woman was ever a man, he decided it just wasn’t possible.  Anne couldn’t hold her excitement as she watched the gears in his head turning to put together the pieces.  She had had this same meeting with several other men who eventually came to work for her.
    After a minute of silence, Brian finally replied “is this the job you want me to take?”
    “On honey, what I want doesn’t matter.  If you want to become one of my maids, then I would certainly be willing to make that happen.”  Anne said, returning to her previous loving tone.  “Tell me, where do you live?”
    “Err…” Brian didn’t know what to say.  He didn’t want to tell this nice lady that he was homeless, she might not want to hire a homeless man to work in such a fine place.
    “Brian, honey, you can be completely honest with me.  I saw your car when you drove up, that’s where you live isn’t it?”  Anne asked, with a caring look that Brian couldn’t hide from.
    “…yes.”  Brian sheepishly said.
    “Were you evicted?”  Anne asked.
    “…no.  I was living with my parents.  You see…” Brian drifted off, not sure whether to tell her about this secret.  After all, Brian’s parents had only been the first people to ever discover his secret.
    “Whatever it is, it’s okay, you can tell me.”  as she spoke, Anne grabbed Brian’s hand and stared into his eyes.
    Brian sighed “You see, I like to wear women’s clothing.  While I was doing laundry, I left a load containing some panties in the washing machine, and my mother found it.”
    Brian was almost tearing up as he spoke.  “She called me terrible things, ********, tranny, etc. and kicked me out.”
    “Oh, you poor thing!” Anne exclaimed.  She hugged Brian, attempting to console him.
    “I’m so sorry for what’s happened to you.”  Anne said, releasing Brian from her grip.
    “Let me get down to business. Allison and Stephanie have more work than they can handle, and we really could use another maid.  Of course, I only hire female maids.”  Anne said, with a smug grin.
    “I…” Brian stammered, unsure of what to say.  A part of him really wanted to be a sexy maid like Allison, but he wasn’t sure he could ever look as good as her.  Brian had assumed that she wanted him to be her handyman, that was at least a normal job, and something he could easily leave.  The maid job… not so much.
    “You don’t have to decide now, come, I’ll give you a tour of the house.  When we’re done, you can give me your answer.” Anne said, gesturing to the door.  Brian stood up to follow her out of the room.

    “So you’ve been in the foyer, the dining room is that doorway opposite the parlor.  I only use it for formal events, the informal breakfast area in the back is used for most meals.” Anne said, motioning to the arched entrance to the dining room.  Inside, was a large, heavy wood table surrounded by matching chairs.  A large china cabinet filled with very fine looking china and silver serving dishes sat on the opposite wall.  The rest of the wall space was covered in artwork.
    “Before we continue on the tour Brian, there’s something I must explain to you.” said Anne in a serious tone.  “Red Oak is a Bed & Breakfast catering to a very specific clientele.”
    “How so?” asked Brian.
    “We specialize in providing weekend getaways for people involved in various kinks.  This place is sort of a secret playground for those with, shall we say, exotic sexual appetites to fulfill them.”  Brian was unsure exactly what she meant.  Maybe like bondage stuff he had seen online?  He wanted to ask but wasn’t able to get the words out.
    “It will all become clear later.  Please, follow me upstairs.” Anne motioned to the large staircase, Brian followed behind.  As the ascended the staircase, Brian took a look at the artwork on the walls.  He hadn’t really noticed bit before, but many of the subjects in the paintings were naked, and taking part in unusual acts.  He saw a naked woman pretending to be a cat, what was clearly a man in a floor length gown, and more like that.  He was starting to be unsure of what he had gotten himself into.  Anne was silent, she knew better than to say anything.  She had found that with new prospects, it was best to let them take it in slowly.
    They reached the top of the stairs, which ended in a long hallway extending for what looked like an eternity in each direction.
    “This is main guest floor, each of these doors are full guest suites.  Quite novel for it’s time, every room in this house includes an en-suite bathroom, including the servants quarters.” Anne said.  Brian was in awe, he had never been in a house so large.
    “Please, follow me down the hall.  We have one more flight of stairs.  I’m afraid I can’t show you any of the rooms, they have just been readied for guests.” said Anne.  They turned right and at the end of the hall, turned right again to see another staircase, this one much smaller and more plain.
    “This is the service stairs, it’s what the staff uses, which will include you should you take the job.  Staff aren’t allowed in the main hall and main stairs unless performing tasks which require it, such as greeting and escorting guests.”  Anne stated, motioning to the stairs going up,  Around the back was another staircase going down.  “Down those stairs is the kitchen and laundry” Anne stated.
    They ascended the staircase, finding a plain hallway to match the plain stairs.
    “This floor is the servants quarters, where the maids sleep and spend their off day.  Each maid at Red Oak gets one off day per week, which she can spend as she wishes.”  Anne said.  “I also require maids working here to live on the premises.  It just makes things easier.  I doubt that will be a problem for you!” Anne said, again with a smirk.   Brian could tell she was trying to sell him on this job, but he was unsure.  He just wanted a normal life, and this was further from that then he ever thought he would get.  At the top of the stairs, was a large open area with a hallway crossing through.  On one side was a small sofa and a medium size television, and on the other, two modest armchairs sat opposite a bookcase.  Anne lead Brian through this room and into the hallway exiting out the other side.
    “I’ll let you look in the empty room, it’s at the end of the hall on the left” Anne said.  She opened the plain oak door, and motioned Brian to enter the room.  Inside, was a plain but well appointed bedroom.  The room was lavender with white trim, and appeared to be just under the roof.  The large window was in a dormer and had a window seat.  On the right side was the bed, a large full bed with a lavender bedspread that matched the walls and a white wood headboard.  On either side, were small matching nightstands.  On the opposite wall, a dresser and two doors.  There was also a desk opposite the window.
    “This is beautiful” Brian gleefully exclaimed.  After living in a car for a month, the idea of living in a room like this was overwhelming. 
    “Would this be my room?” Brian excitedly asked.  “…If I take the job.” he was quick to add.
    “Yes, across the hall is Stephanie’s room and the door at the end is Allison’s.”  Anne said.  “Usually the maids spend their off days up here in either the lounge we walked through or their bedrooms.  Maids are not to be seen aimlessly roaming the house of their off days.”  Anne stated.
    “It’s actually Stephanie’s off day, why don’t I introduce you?” Anne excitedly asked.  Before Brian could answer, Anne knocked on the door.
    The door opened, and beyond it stood Stephanie.  She had long blonde hair, and was wearing an almost identical outfit as Allison was.  This time, he could read the text on her collar, it said ‘Maid Stephanie’ in elaborate script.  She wasn’t as tall as Allison, but still beautiful.  Brian suspected she was also a man, both due to what he knew about Allison as well as Stephanie’s more severe bone structure.
    “Yes Mistress, how may I help you?”  Stephanie obediently replied.  She stood at the door very reserved, her hands clasped behind her back.
    “Stephanie, please meet Brian.  He’s considering joining the staff.”  Anne said.  Stephanie lit up, as if she wanted to say something, but held it back.
    “Stephanie, please tell Brian what your average day is like”  Anne commanded.
    “Yes Mistress.  I wake up at 5 am, and have exactly 1 hour to get ready.  I then meet Allison in the kitchen and we prepare breakfast for the guests.  Guests eat breakfast starting at 7 am, and lateness is not tolerated.” Stephanie recounted.  She seemed very careful to choose her words.  “After guests have been served, we are then allowed to prepare and eat a quick breakfast.  By 9, we begin chores for the day, cleaning the house, doing laundry, that sort of thing.  At 11, we start making breakfast, which is served at 12.  Like with breakfast, we eat after guests have been served.”  Stephanie continued to explain.  Brian was starting to feel very overwhelmed, this was starting to seem like a lot of hard work.
    “We spend the afternoon doing whatever chores have been assigned for the day, and begin making dinner at 5 pm.  Dinner is server for guests at 6, and we eat after dinner.  We then get the rest of the day to ourselves, unless something else is required.”  Seeing the look on Brian’s face, she reassured him.  “It’s not as hard as it sounds, life is pretty good here and can be a lot of fun!”
    “Thank you Stephanie, you may close the door.” said Anne.
    “Yes Mistress” Stephanie dutifully replied.  She curtseyed and closed the door.
    “Do the maids stay in uniform even on off days?”  Brian asked.
    “Oh yes.” Anne replied. “Wearing the uniform is an important part of daily routine, and it makes things easier should she have to leave her room.  Maids are not allowed to be out of uniform outside their rooms unless given special permission.”
    “I see.  And why did she call you Mistress?  And they both had collars on, are they like slaves?”  asked Brian.
    “In a sense, the collars represent their obedience to me, as does calling me Mistress.  I require all of my maids to call me Mistress.” Anne stated
    “Let’s finish the tour with the gardens, and then we can have a little chat.”  said Anne.  She showed Brian the rest of the house and the surrounding gardens. 

    Brian had to admit, that even though he would be required to work, it would be nice living in such a beautiful home.  He was starting to warm up to the idea of taking the job.  After all, he already dressed up in women’s clothes for fun, this would just be taking it to the next level.  After finishing the tour, Anne and Brian met in Anne’s study to discuss the job.
    “So Brian, what do you think, would you like to be my maid?” asked Anne.
    “This has been a lot to accept, but I think I want to go for it.”
    “Wonderful Brian!  Before you give me your final decision, I want you to read the job contract.  Each maid signs this before starting, and it will give you a full idea of your expectations.” Anne said, handing Brian a packet of paper.  Brian read through the document.

    Red Oak Bed and Breakfast Maid Servitude Contract

1. Maids at Red Oak are all subservient to the guests and above all else, Miss Anne Marks, who shall be referred to as “Mistress” at all times unless commanded otherwise.
2. Maids shall always be polite to Mistress as well as any visitor to the premises.
3. Maids are to maintain proper posture at all times while in the presence of Mistress and her guests.
When leaving the presence of Mistress or any guest. maids must politely curtsey.
4. Maids are to be in full uniform at all times, unless specified otherwise.
5. Maids are to be seen and not heard, unless directly spoken to.
6. Maids are not to be seen in the main part of the house unless performing tasks or other business.
7. Maids are to assist guests in any way requested, as long as it is reasonable.  Mistress reserves the right to determine what is a reasonable request.
In addition to keeping the main house clean, the maids shall keep their living quarters clean and tidy at all times.
8. Maids are to be kept in chastity at all times unless otherwise directed by Mistress.

9. Maids will undergo feminization procedures as directed by Mistress.

Any deviation from the rules above will result in punishment, to be determined by Mistress.
Maids will be paid a stipend of minimum wage, in addition to free room, board, and uniforms.
A maid is free to leave service at any time, upon doing so, she must vacate the premises within 24 hours.
If you agree to these terms, sign below with your girly name and say the following:
    “Mistress, please allow maid _____ to serve you and your guests”

Signed, Maid_________

    Brian read the contract and thought for a second.  This was certainly better than being homeless, and a part of him was excited at the idea of being a subservient maid. 
    “Mistress. please allow maid Brianna to serve you and your guests.” Brianna said, with a nervous quiver in her voice.
    “Good girl!  I’m excited to have you on the staff Brianna!”  Mistress said “Please sign the contract and give it back to me.  Brianna signed her contract, excited and apprehensive about the life she just agreed to.
    “Please kneel.”  Mistress commanded.  Briana knelt on the floor, and Mistress placed a collar around her neck.  She placed a padlock on the back.  The collar wasn’t as elaborate as Allison or Stephanie’s, it was plain black with no engraving.
    “As of this moment, maid Brianna, you are my maid in training.  When I have determined that you are fully trained, you will become a full maid and receive your permanent collar.”
    “Thank you Mistress.”  Brianna said.
    “You learn fast.  Now, go to your room and strip naked.  I will come to help you into your uniform for the first time.”  Brianna stood to her feet, curtseyed, and said “Yes Mistress.”
    Brianna made her way to the service stairs, and up to the third floor.  She placed her fingers along the collar around her neck.  “I can’t believe I did this” she thought to herself, still unsure if this was a good idea.  She opened the door to her new room, and closed the door.

    Brianna began to strip her clothes.  Unsure of where to put them, she dropped them in a pile on the bed.  As she took off her underwear (a pair of pale pink lacy panties) Mistress opened the door.
    “Those panties are very pretty, I can see you were the right girl for the job.” Mistress said, smiling at her new naked maid.  “But you are not to throw your clothes around the room like that, I’ll have to punish you later for it.  There’s a hamper in the closet, place them there.”
    Brianna collected the clothes from the bed and placed them in the hamper.  She also noticed that there were already several dresses handing up, as if Mistress had planned this in advance.
    “Over here is the bathroom, follow me”  Mistress lead Brianna to the bathroom, where she saw full array of makeup laid out on the counter.
    “Before we do your makeup, you will need to bathe and shave off all that hair.”  Mistress said while drawing a bath.  “Get in the tub, I’ll help you.”  Brianna stepped in as commanded, and Mistress handed her the body wash.  “This is nice and scented, you will use this at all times.  I want my maids to smell good.”
    Brianna lathered herself up and washed it away.  She did like the smell much more than the dollar store mens soap she was using before.
    “Now, you will shave your entire body.  This must be done daily, I will not tolerate hairy maids.  Eventually you will have less hair growth, and this will become easy.”  Brianna wasn’t sure what Mistress was referring to, but she applied lathered up her leg, and began to shave off all the hair.  She moved on to each part of the body until Mistress found no remaining hairs.
    “Good, now get out of the tub and dry yourself off.”  Mistress handed Brianna a towel, and she made sure her body was dry.
    “Now that you’ve shaved, theres one more important thing we need to take care of, and that’s the part in the contract about chastity.  I have a device here that I will put on you to enforce that clause.  It goes around your clitty, or what you call a penis” Mistress said, taking apart the device in her hand.  Brianna jumped as Mistress grabbed her and placed the pink plastic ring around her balls and clitty.  She then fit the matching pink sheath over Brianna’s clitty and fastened a lock in the ring at the top.
    “There you go.  Trust me, it’s for your own good.  Allison and Stephanie also wear one.” Mistress said, admiring her handiwork.  “Now, lets go do your makeup.”
    “Eventually you will learn to do this yourself, but for now, myself or one of the other maids will help you.  Your makeup is an important part of your uniform and must be perfect at all times.” said Mistress, motioning Brianna to the stool in front of the mirror.  Brianna sat down and Mistress began applying makeup.  She started applying foundation, then added eyeliner, a light purple eyeshadow, powder, and a bit of blush. To finish it off, hot pink lipstick.
    “There we go.  It’s not as fancy as it could be, ask Allison for some tips sometime.  She is quite good with makeup.”  Mistress said, turning Brianna away from the mirror.  “Not yet, I don’t want to ruin the surprise.”
    “Since you don’t have long hair yet, you will need to wear a wig.” Mistress said while pulling a large box out of the cupboard.  Inside was a long black wig, the same color as Brianna’s natural hair.  Mistress placed a wig cap over Brianna’s shaggy hair, and then affixed the wig on top.  “There you go, that should be a good match.”  Brianna wondered to herself why Mistress already had clothes and a wig that fit her, but she knew better than to talk out of turn.  After fitting the wig, Mistress pulled one more box out of the cupboard, as along with a small tube.
    “These are your breasts, at least until you grow real ones.” Mistress opened the tube and squirted some in each silicone breast, and then carefully fixed them to Brianna’s chest.  She held it firmly and then released her grip.  Brianna had to adjust to this new weight hanging from her chest.  “Get used to it honey, I like my girls well endowed.”

    Mistress lead Brianna back to the bedroom, and fumbled through the dresser.  She pulled out a hot pink bra, with matching panties and garter belt.  She then pulled out a black corset and black stockings.
    “Until you get your girlish figure, you will need to wear one of these.  Turn around and grab the dresser”  Brianna turned around and Mistress placed the corset around her waist.  As she began pulling the ties, Brianna winced with each pull.  She had never worn a corset before, and was not used to this kind of constriction.  Mistress could sense her discomfort.  “Sorry honey, beauty is pain sometimes.”
    With the corset laced and tied, Mistress handed Brianna the stockings. “Roll these up your legs, and be careful otherwise you’ll get runs.  That kind of thing won’t be tolerated.”
    Brianna rolled the stocking into a donut, and began to unroll the stocking up her leg.  She then did the other one, and stood up.
    “Wonderful, now put on the garter belt.”  Brianna fastened the belt around her waist, and attached the straps to the stocking tops.
    “Wow, I can see you’ve done this before!”  Mistress exclaimed.  “I’m glad I don’t have to train you on this.  Now, put on the panties.  Brianna slid the panties up her legs shudering a she did this.  Putting on panties was always one of her favorite parts of the day, she loved how they felt.  She slid them into position.  The panties barely covered the chastity device, but Brianna figured that was intentional.
    “One last thing, your bra.  Put this on.”  Brianna took the bra and fastened it around her back, and then put each arm through the strap.
    “Excellent, you look really cute!  We’re almost done, let me get your actual uniform.”
    Mistress walked to the closet and grabbed a petticoat.  It was white and trimmed with a white ruffle.
    “Step into this, slide it on.  Your uniform must always be worn with a petticoat.”  Brianna pulled the satin and tulle skirt up to her waist.  Mistress then picked out one of the black maid dresses.  Like Allison and Stephanie wore, it was a satin dress with a low neckline trimmed with a ruffle, puff sleeves, and a skirt that stopped mid thigh that gave a full view of the wearer’s underthings when they bent over.  Mistress handed Brianna the dress, and she put it on.  She slid her arms into the sleeves and paused for a moment, realizing that once she put on this dress, she was officially a maid.  She let that sink in, both the excitement and fear, and then finished sliding into the dress.  Mistress was behind her and zipped up the dress.  She then heard a familiar ‘click’.
    “I have my maids lock their dresses and shoes, I like that it enforces my control over you.” Mistress said.   “Now sit down and we’ll get your shoes on, and you’re ready for your first day of training!” 
    Brianna sat down on the seat at the foot of the bed, and Mistress got out her shoes.  They were 3 inch black patent heels with a loop that went around the ankle.  On the outside of each loop, was a place for a padlock.  Mistress gave Brianna each shoe, instructing her to fasten each lock.
    “Now, stand up and look in the mirror!” Mistress exclaimed.  Brianna stood and walked to the mirror, a bit wobbly thanks to her lack of experience with heels.  Brianna looked in the mirror and couldn’t believe her eyes.  She looked like a hot maid just like Allison and Stephanie!  As she stood there admiring her new look, Mistress interrupted.  “Well Maid Brianna, how do you like the new you?”
    Brianna turned to Mistress “I love it, thank you Mistress!.  But can I ask you a question?”
    “Yes Brianna, what it it?”
    “Mistress, how did you already have clothes in my size and makeup and a wig that complemented my natural hair color?” asked Brianna.
    Mistress paused and replied. “My niece, Jessica, had her eye on you for some time.  She saw you searching in vain for a new job, and when one day she looked at your computer and saw crossdresser websites, she gave me your information.  We have both wanted to offer you this for some time.”
    Brianna’s eyes welled with tears, and she hugged Mistress. “Thank you Mistress, I love the new life you have given me.”
    Mistress smiled and said “You’re welcome sweetie, now go downstairs and find Allison, she should be in the kitchen.  It’s time to begin your training.”  As Brianna walked out the door, Mistress called after her.  “Oh and welcome to the staff, Maid Brianna!”
The Next Part
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Pink Princess Natalie
Love the story! That is a dream job, do you think they could hire me too? I cannot wait to read the next part. 
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sissybabysamantha2
I like the story it has very interesting start. I am wondering what sort of maid duties Brianna will have to carry out    
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sissybabysamantha2
I have just read the second part I am sure Brianna is going to enjoy herself I just wonder what lies in store for her     
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Sissy Poppy
Such a fabulous well written story, every sissy maid's dream. Just love it
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Diaper Fantasies
Hopefully this story continues! 
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Coleen
Wow! What a perfect first day in a new job!
Thank you so much for the story. I look forward to continuing to read about Brianna's new life xx
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