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Recruiting of a Sissy Maid Ch. 11

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Chantel plays sexy like with staff and with her love Carl.
3.7k words
4.61
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Part 11 of the 16 part series

Updated 06/08/2023
Created 09/18/2017
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Chapter Eleven: People Moving into New Roles and More.

Chantel has made her way back to her club dorm room, enjoying the corrective measures of being a Domme over Biff and Marty. She is certain they will be much more mature and even though they still hold powers over the sissy girls like all other male minder/staff, they will better respect what these sissy girls bring to The Jade Maid Club, which is money. From sissy maid contracted cleaning services to working as sissy maids in the commercial laundry on site, to making pornographic movies and to prostitution services, these willing enslaved sissy girls need to be looked after while being kept.

Chantel on her laptop as part of her new duties for Luft Enterprises LLC. is drafting the memo stating that effective this Sunday all sissy girls will have the whole day off instead of only a half day off. The girls will have all the time of the day to do their personal duties such as cleaning their dorm rooms and doing their own laundry. They will be allowed to eat what they wish from the kitchen for breakfast and lunch and effective the same Sunday, Sunday evening dinner will be supplied by the management based on what the girls vote for as take out food, such as pizza, burgers and fries, Chinese food or other take out. Topped off with beer, coolers and other drinks. Chantel has secured this what she feels will be a very good perk to all the girls and will have them be better sissy maids and sluts. The girls have all day Sunday to rest and enjoy off in any normal form of entertainment, t.v. music, games, quiet time, movie night in the club theater room, in fact free sexual pleasures night, with each other or any of the male staff if all wish.

Chantel prints off copies of this amendment to give to all the girls and all the male minders, as well as pin up on bulletin boards on all floors. She gets up with all in hand and struts out in her black leather mini-dress, black stockings and red spike heels to give these printouts to each girl and the are all so happy at the results she was able to get for them. Chantel explains she is no part of ownership nor even inside basic management. Carl has her as a liaison and advocate for the club's girls. Her intimate role with Carl is of being his now girl friend and lover. She makes it clear her boundaries so she can't go beyond these. This said as she hands out the documents to all the girls she gains their trust.

Next, she goes to the club's male staff, it's daily male minders who over see the roles the club's sissy girls do each and every day. These men maintain control over the girls within the rules of The Jade Maid Club. The men enjoy how sexy and hot Chantel looks as she meets with each and hands them the amendment. Some of the guys have heard through the grape vine that Chantel thoroughly put Biff and Marty in their place in front of Mr. Luftgrin and Mr. Jenkins. She is careful to not say much as that was agreed to after said event. So she just says that her, with Mr. Luftgrin and Mr. Jenkins got a good hold of making Biff and Marty grow up a bit.

Many of the male staff enjoy seeing this Domme side to Chantel. Master Wilson Smith apparently has had a little thing for Chantel, as a sissy maid and slut he did seem to treat her well. It seems he is enamoured ant her Domme look today and gives in to his desires.

Wilson asks, "Miss Chantel, I've always been good to you right?"

Chantel replies, "Oh yes Wilson. I've enjoyed being a sissy maid and slut around you."

Wilson says, "Well... seeing you dressed and made up like you are today, seeing your new role here, well fuck I want you... I want you to Domme me."

Chantel smiles and says, "Mmm really? Mmmm Wilson, you like what you see in me today?"

Wilson sighs and replies, "Fuck yeah, I liked how you looked and conducted yourself as a club maid and slut, I am about to burst with you dressed as you are, please, please Domme me?"

Chantel looks at her watch and figures, well make Wilson happy, she says, "Wilson, ok, do the following. Get into commando dress mode and meet me at my dorm room in 15 minutes. Knock three times and I'll let you in, then we will play ok?"

Wilson sighs, coughs and replies, "Oh yes Miss Chantel, thank you, thank you."

He walks off to get into commando mode under his pants and Chantel walks to her dorm. She takes time to freshens herself up. About 10 or so minutes later Wilson knocks at her door and she lets hi in. Chantel looks vivaciously sexy again in her black leather mini-dress, black sheer back seem stockings, her red suede 5 inch spike heel pumps, a wide red belt around her waist, her make up sexy as a Domme would have.

Chantel in a sultry voice says, "Come on in Wilson, do you like what you see?"

Wilson coughs and meekly says, "Um...yeah...yes Miss Chantel, you...you look so hot."

Chantel sits on her bed and says, "Come to me young man, come to meet your Domme."

Wilson walks to Chantel as she sits on her bed his eyes transfixed by the hottest looking tranny Domme he has likely ever seen.

Chantel says, "Take off your pants Wilson, lets see your manhood."

Wilson says, "Yes Miss Chantel." as he undoes his pants and then takes them off, being commando his cock now fully engorged pops out and stands like a flag pole. Wilson is slightly embarrassed but endures.

Chantel takes her right hand and grabs his nicely large cut white cock, she senses it turns him on as he moans which only excites the Domme in her. She squeezes his hanging balls and he winces in a bit of pain.

Chantel says, "Did that hurt my little slave?"

Wilson says, "Ohhh yes, Miss Chantel... ohh but it feels so hot for you to do this to me?"

She squeeze harder and Wilson cries out as she laughs and tells him to fall to his knees, which he does as soon as she lets go of his balls.

Chantel leans down and whispers into his ear, "Kiss my shoes slave."

Wilson says, "Yes Miss Chantel." as he lowers his lips to the vamps of her shoes and kisses them. She has him lick her spike heels as well and Wilson is panting in passion of being dominated by a t-girl Domme.

Chantel asks, "Do you like my black sheer stocking clad legs Wilson?"

Wilson sighs and replies, "Ohhh my God yes...yes Miss Chantel, your legs are gorgeous and the stockings make me so turned on."

Chantel says, "Kiss my calves, lick my calves, take your hands and run them up my stocking clad thighs Wilson."

Wilson willfully complies as he is in near delirium, his pent up sexual lust for Miss Chantel makes him wild with passion to please her. All the while his too drives Chantel hot with the sexual and sensual feeling of Wilson's hands moving up and down her stocking clad legs

She takes her right hand under his chin and tilts his head up as he submissively stares into her sexy made up eyes, she says, "Pull down my panty slave."

Wilson does as a he is told and under her short skirt her t-girl cock and balls now exposed. She tugs up her mini-dress and her t-girl cock and balls are exposed.

Chantel asks, "Do you like what you see Wilson?"

Wilson stares at Chantel's modest but stiff t-girl cock and says, "Oh my God yes...I...I never have serviced cock before Miss Chantel."

Chantel in her own built up heat of desire asks, "Do you want to suck me off Wilson, suck my t-girl cock until I cum in your mouth?"

Wilson near delirious with lust says, "Oh God Miss Chantel, please, please, please let me suck your lovely t-girl cock."

Chantel says, "Go ahead slave."

Wilson slips her cock into his mouth, a first time for him, as one of the club's male minders he has had the fun of having sissy maids suck his cock, including at times Chantel. The erotic feeling of now submitting to suck her off as his Domme makes him crazy with desire. She leans back on her bed as she watches Wilson suck her cock. Her heat of joy and lust is full in desire as well. Wilson is in a state of mind he has never quite felt but he loves it. He works on sucking her off as best he can. Chantel sits back up and her red coloured finger nailed fingers run through his hair as she moans with her lust and she feels Wilson is about to bring her to orgasm. Wilson wants to have her cum so bad, he wants to taste her jizz and watch her have her Dominatrix joy.

With all this she lets go and fills Wilson's mouth with her t-girl cum and he is melting away with joy by bringing her to cum. Once done, she has him stand up and she takes his cock into her mouth, her bright red lip color smears over his shaft and from all his sexual hear, in mere moments he lets go and fills her mouth with his jizz. Once done, he falls to his knees and thanks her for such an erotic moment. Wilson and Chantel have had a special moment and now memory.

Wilson does his pants up and tells Chantel Mr. Luftgrin is lucky to have a girl like you, so damn lucky as he says good afternoon and leaves her dorm room. Chantel sits on her bed and says, "I am totally a Switch, a Domme or a sissy...I love it."

Chantel then decides to change from her more Domme type outfit. She figures to dress up as a maid for Carl. So with the change of clothes she puts on a white lace garter belt and slip into a pair of white stockings with cute little satin bows on the tops. She gets into her black satin maids dress, freshens her makeup a bit and slips into a par of 5 inch spike heel white leather pumps with cut ankle straps. A spritz of perfume and she is ready to go off and do what she wants for Carl.

In the staff kitchen she goes as she wishes to prepare for Carl a dinner that she will surprise him with in his office this afternoon. Walking to the kitchen other sissy girls come and go on their duties asking Chantel what is she up to? She tells them she going to make a surprise dinner for Carl. They all think it's great but have a certain amount of jealousy.

Working in the kitchen and trying to stay out of the way of the others making dinner to feed the sissy maids tonight she gets her meal planned. Using the supplies in the kitchen she prepares a nice chicken stir fry over a bed of white rice. She makes a pot off coffee and carafes it for serving her man coffee with his dinner. One of the sissies, Lynda comes to her and hands her two cut roses they got from the garden area by the building, figuring it would be nice. Chantel thanks her for the thought. Chantel prepares a serving tray with two properly plated meals of chicken stir fry over rice and the carafe of coffee with mugs, cream and sugar and the two cut roses. She checks the clock on the wall and sees it's a bit early only about 4:35pm but she wants to surprise Carl before he normally heads for home after 5:00pm .

Head maid Penny and a couple of helper maids are finishing dinner prep for the sissy maids and the male minders/staff.

Chantel asks Penny, "Well how do I look?"

Penny smiles and replies, "Hun you look delicious, Mr. Luftgrin will be surprised and pleased at you and what you did for him, I'm so jealous."

Chantel smiles and says, "Thank you Penny. If it was the other way around I'd be so happy for you."

Penny adds, "Chantel, don't you worry about us gals and being jealous any one of us would trade places with you. It just so happens that Carl has fallen for you, and why not, you are cute, feminine, vibrant and sweet, a perfect little maid and now his lover. Go have a wonderful dinner girl."

Chantel carries this tray with her and into the elevator, then heads up to the 5th. floor. She's excited but nervous as this is all still new between her and Carl a man who still has full authority

over her if he wishes.

Getting off the elevator she enters the general office and sees Barlow and his secretary have left, Linda, Mr. Luftgrin's secretary is finishing up and looks lovely for a retired t-girl secretary. Linda sees Chantel in her maids dress and the serving tray.

She asks, "Oh what's up Chantel?"

Chantel smiles and quietly says, "I'm being a dutiful maid and girlfriend to a hard working business man and want to serve Carl a nice dinner I made for him. It's a surprise Linda."

Linda smiles and says, "That is so sweet hun, Carl is in his office he will certainly enjoy this, go ahead and surprise him honey, I'm about to leave so you two will be alone."

Chantel replies, "Thank you Linda."

Carl is sitting at his desk, working on some email correspondence as the door opens to his surprise and he see's Chantel walk in, all dolled up in her black maids dress, white stockings, white heels and her light auburn with blonde hi-lights shoulder length wispy wig. Her smile with creamy pink lipstick covered lips radiates the room as her hands carry this serving tray.

Carl's eyes go wide as he smiles and says, "Oh Chantel what a surprise, you look so good in your maids dress. Are you serving dinner?"

Chantel walks up to his desk, lays the tray down and stands back, curtsies and says, "Master Carl your little maid Chantel wishes to serve you dinner and share hers with you."

Carl says, "Damn this is nice, you look so hot girl, what did you prepare for me darlin?"

Chantel leans daintily over the desk her pink coloured nails and dainty fingers lifts the tray cover and she says, "I made for the man I love a chicken stir fry over rice and a pot of fresh coffee, I so hope you lie it hun."

Carl sits up in his chair and looks at the plated food and says, "Looks great Chantel, what a sweet surprise hun. I love it. And you so...so hot in your maids dress and those cute white stockings with their bows, damn I got a hard on girl."

Chantel smiles and sits on the front edge of his desk, crossing her legs, exposing the stocking tops, bows and white garter belt straps, Carl licks his lips as he gets up from his chair and walks around to Chantel and his manly and embraces her shoulders as he kisses her neck and then her lips, she melts into his arms. He takes her right hand in his left and helps her stand back up on her heels. He walks her over to the small meeting table and chairs he has in his office and he seats her as he then brings both plates to the table and he pours two coffees and fixes them before he serves them. He then sits and they silently look at each other. Carl thinks, 'man this girl knows how to surprise me, Jeez I am so lucky to find a t-girl who knows what I like and wants to be a true girl and lover in a more traditional male / female role where she has and likes the man being a man and she likes being a lady."

Chantel is thinking, 'Wow look at me, out of the blue I am in a relationship with a man who bought me as his company sissy maid among other girls here, but now we are lovers. This successful business man has decided at his age he wants a relationship with trans girl and it is me.'

They both enjoy eating this dinner together, enjoying small talk and stuff. Chantel makes sure to flirt with Carl as she enjoys her t-girl feminine power over this otherwise dominant man. This includes getting up from her seat and pouring Carl a fresh mug of coffee and fixing it as he likes it. He enjoys seeing sweet little t-girlfriend as his personal little maid do is for him. He can't help but to take her hand after she finishes stirring his mug of coffee and kiss it, kiss each finger as she smiles at him.

Carl says with lust, "Damn I'm not going to be able to get through dinner with you girl. My cock is about to bust my pants zipper."

Chantel smiles and replies, We must wait for dessert my love."

They finish up the meal and Carl pours them both a drink, Scotch on the rocks for him and rye and Coke for Chantel, he makes a toast.

He says as they clink glasses, "To a long and exciting relationship Chantel. I never thought I'd fall for one of my sissy girls, but for you I have and I love every moment."

They sip and then he gets up, comes to Chantel and takes her right and to help her up onto her heels. They hug and kiss as Carl holds her tight telling her how cute and sexy she is in her maids dress.

Chantel whispers into his ear, "Take me Carl, I want you...need to you make love to me here right now darlin."

Carl leads her back to his desk, has her bend over and her sexy little ass pops back and out, her long white stocking clad legs and tall white leather spike heel pumps exposed for him to see and enjoy, He grabs some lube from his desk drawer as Chantel lifts her dress up, then the petticoat. He white satin panty exposed as now Carl takes his hands and tugs the panty down his t-girl back side so wantingly exposed for him.

Chantel tosses her hair and looks back at Carl as he fingers some lube int her butt hole, "Mmmm...ohhh Carl, feels good... I want you to fuck me babe, fuck me hard."

Soon Carl's pants and briefs are down and his 7+ inch cock begins to push through Chantel's sphincter as she moans to it and once in Carl begins to gently thrust as she lays over his desk. The feelings they both have are mutual, the sex is great the emotions are incredible. Both think as the sexual penetration continues at how their two wildly different lives have come across and now intertwined. He a successful business man and man who enjoys fulfilling crossdresser, trans girls fantasies to become reality of sissy servitude and duty. Chantel an otherwise life long crossdresser and regular dude to now living as a sissy maid she wanted and adding to be a trans girls in love with said business man.

Carl is so horny now as he probes with his stiff cock ever more deeper into Chantel's back side and he has found her prostate as it excites her into passion and lust. He getting closer and closer to cumming and her going down a soon to be prostate orgasm will see them lust for such orgasms. The sounds of love making, grunts, sighs, ohhs, ahhs, moans and groans is wild.

Carl asks, "Chantel you gonna cum soon, because I can't hold back for long?"

Chantel pounding the desk with her hands says, "Ohhh yes...ohh Carl...yes soon, ahhh...soon."

He can't stop himself as he lets out a big groan and his cock ejaculates, blast after blast of his hot, thick cum up Chantel's back side. She now too lets go and cums, with it falling in gooey strings to his office floor. She is near wild with lust and love. Carl sighs with joy as he slows and pulls out. He tucks back in his briefs, pulls up his pants and Chantel fixes her dress. She turns and faces Carl, they embrace and kiss. The growing love they share is more set in stone.

They sit on the sofa in the room and relax quietly together. Carl tells her his love is true and he wants to make her life grand. He ask if she wishes to move in with him? She tells him just being his girl is already enough. She tells him she wants to go easy, not wanting to rush or maybe spoil what they have growing between them and wants to stay in her dorm room and even continue some maids duties until the time is right. Carl respectfully accepts and agrees, he too wants this unique to both of them relationship to be a long and life fulfilling on between them. But she looks forward to that day soon coming.

They talk more about her trying out being a Dominatrix for the club to work with any further sissy maid and such service she may still wish to do. Being a switch can be good for her, him and the club. It could be a new revenue stream, she agrees and they will build this new business.

They wrap up the night as Carl walks Chantel back to the staff kitchen so she can wash the dishes and he will then go home. She wants to check with her girls as their night of streetwalking ends and to follow up on how Biff and Marty are as the drivers dropping off and picking up the club's girls. Then she too will retire back in her dorm room. Her life is growing very interesting and exciting.

*******************************************

Chapter Twelve soon to follow

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