[Welcome to my next story. This story has become a little different in how I planned to write it as compared to my previous stories. It has been fully written up already, as of this first uploaded chapter. Doing it this way allows me to better proof read and adjust for future chapters before uploading each. I will submit uploads on a regular basis for my readers to look forward to and read hoping to enjoy them.

1: It was written from a 3rd. person point of view. A new style for me and I hope you like it as such.

2: The story begins as a wanting to be sissy, sissy maid and sissy slut story and develops into a deeper sissy maid and slut story with some exciting and hopeful emotional plot twists.

3: It has a good level of eroticism and sexual heat, with very trans girl and submissive writings as well.

I hope this next story will draw and keep my readers interested until its conclusion. It's going to be in my opinion a cool, interesting and erotic story.

Enjoy.]

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Chapter One: Falling into the Web of Sissy Recruitment.

It's raining like cats and dogs tonight, some flashes of lightning and crashes of thunder are seen and heard outside. A night to be inside and bundled up tight in one's own world of thoughts and pleasures. Phil is sitting at his computer, dressed as he often does during his free time evenings wearing women's clothes, shoes, hair and makeup. Phil when dressed is in his alter-ego, Chantel. Chantel is a cute and very feminine acting crossdressing girl and most often a sissy girl in mindset.

Chantel is 44 years old, divorced, estranged, white male, about 5'10" and 185lbs. Generally fit for a 40 something but dresses very well especially with her ability to do her hair (wigs) and makeup. She knows she looks pretty cute as a crossdresser, her fair complexion and soft skin for a 40 something once made up has her easily look 10 or more years younger than she is and she loves looking it.

Phil has after his estrangement and divorce kept a rather simple life, not much family around, a small group of friends, but mostly lives to provide for himself in an ok career job but not one he loves. His originally costly divorce has caused him to keep his assets close to him and his debts low. Crossdressing is his most enjoyable and peace of mind activity. Phil has spent a good sum of money on all of his feminine wardrobe, shoes, boots, makeup, wigs and accessories. His closet and dresser drawer are over flowing with all this lovely, feminine stuff.

Phil has been a good guy in life, normal living, mostly a regular acting dude, but peaceful, lots of life's baggage though. As crossdressing has been a burden for him as much as a joy. He keeps it private, it did come out in his separation and subsequent divorce. His ex-wife and adult daughter are as noted estranged, it's hard for Phil but that is his life now and his cross to bear.

Sexually as a regular acting male, Phil has been heterosexual, but his feminine side as Chantel has always mostly been one of sexual feelings towards strong and dominant men. As Chantel, Phil has felt trans-like and regularly fantasizes about being sissy, sissy maid and sissy slut to strong men. But he has not acted on these feelings as he has lived his life as a male and keeps his crossdressing side as Chantel private. He only has confided and played with a few sympathetic females at times who have helped him get his feminine look down well.

Phil especially as Chantel does a lot of internet surfing of sissy, crossdressing sites and sissy, crossdressing and BDSM pornography. It creates much of his sexual excitement as a crossdresser and sissy. But as time ticks by and his life flutters like a flag in the proverbial breeze of life he often wonders about what it could be like to be some strong man's sissy bitch, sissy maid, feminized and enslaved to a dominant Master, doing much of the sissy, BDSM porn he sees online. It seems to consume more and more of his daily life now. It's as if it becomes a greater calling.

With this storm blowing by, Phil is dressed as Chantel, black bra and panty on, a pair of black sheer pantyhose on her long sexy legs, a black satin maids dress with white lace trim and a white satin and lace apron. She has her face fully made up as lady-like as she can and has on one of her lovely, fun wigs a light auburn wig with blonde hi-lites. The wig is full and wispy down to her shoulders and has cute face framing bangs. Chantel looks very cute and youthful as well as quite passable. Finally tonight Chantel has a pair of black suede 5 inch spike heel pumps on and she loves strutting around in her heels.

Wasting time during this storm Chantel looks at various crossdressing, sissy, BDSM sites and pornography. This has her fiddling with her oh 5+ inch uncut, white, sissy dick. She is enjoying reading up on stuff and watching various sissy, crossdressing and transsexual pornography videos. She brings herself to almost cumming many times but stops in denial to prolong the lust and emotional pain of not ejaculating in her panty. She will save this build up and denial all night long until she has to go to bed. She knows once she blows her load of sissy cum in her panty she will want to get undressed and be back as Phil, regular, normal, predictable Phil. Being Chantel is so much more thrilling and fun.

Chantel comes across a seedier part of the web and finds some info about an opportunity to become a real sissy maid and slut, living enslaved in said world where a large part of the underground sexual world exists. This has her very perked up as she investigates this possible opportunity.

"Wow, what is this site? Hmm a site where they are looking for sissies to be enslaved as maids and sluts."

The website describes what they do. It seems they are recruiters to help match up willing sissy crossdressers to a group of underground type sex businesses. These businesses are located at various cities and often need new sissy maids and sluts. Chantel reads on about the bio's of these recruiters and all they do to recruit train, orientate and break of will any sissy that chooses to sign up into this lifestyle. The team consist of brothers, Mitch and Nate Burrows, both 30 somethings and have been doing this style of underground sissy maid and slut recruiting for near 7 years now.

Chantel's curiosity grows, as she speaks to herself, "Wow, this turns me on, so fucking much. I can't believe such a site and opportunity exists."

Chantel reads on as the content of the website details how willing sissies can offer to be recruited and if accepted the wiling sissy agrees to being groomed, trained, orientated and broken of will with goal, of enslavement into a lifestyle that many sissy crossdressers dream about. It's as if these men are talking to Chantel, she can't help but pull her sissy dick in heat as to this possibility of being enslaved.

They explain the best candidates are the ones who have little to lose and leave behind, few if any real relations, single, widowed or divorced, no serious careers to hold on to, ability to have assets seized or sold off and a desire to follow their sissy desires. Every one of these points align with Chantel as the closeted crossdressing sissy she knows she is. She is turned on to this and for now book marks this site as she finally jerks off and cums in her panty.

Once that happens she decides to turn in for the night but will think about this website... Imagine recruiters to put fag sissies into lives of enslavement. She falls to sleep thinking about this.

Days later Chantel is back visiting this recruitment into sissy enslavement website. The site's section as to applying is open and she reads it.

Chantel thinking says to herself as she jerks her sissy dick wearing her pink satin maids dress, white tights and pink 5 inch spike heels, "Fuck I'm in my 40's living a boring life as a generally bland male. I only get off dressing in women's clothes and often as a sissy maid and jerking off to it all. Seriously this website is my calling. I feel a need and want to apply to Mitch and Nate Burrows."

Chantel begins to fill out the general questionnaire, it gets quite detailed in requests for personal info but Phil guesses if they are to consider her as a recruit to sissy enslavement they need this. So she carries on filling it out. Once filled out Chantel really horny by pulling her sissy dick, reads it over and has to decide if this is what she wants to do. Pulling on her hard sissy dick she is flowing with horny thoughts and heat, it is making her think only about becoming a sissy maid and slut.

She says to herself as she is about to cum into her panty, "Ahh...fuck...fuck it...my life needs a change." as she grunts out, clicking on the submit button and cums a huge soaking amount of sissy semen into her panty. She is in ecstasy as her orgasm is so heighten by the thought of possible enslavement. Chantel sighs and pants as she comes back down from her sissy orgasm.

"Fuck maybe I should not have done this. But I guess I still choose to follow these recruiters into my breaking, training and orientation."

She relaxes and unwinds her latest night of sissy crossdressing.

A couple of days later Phil's phone rings, [he was required to give these recruiters a phone number], he sees it's from an outside caller but he does not know who it is.

"Hello." he says.

On the other end is Mitch Burrows, "Am I speaking to Phil Lasalle?"

Phil replies, "Yes, this is he speaking, what can I help you with?"


Mitch replies, "Well Phil how about I just call you Chantel?"

Immediately Phil freezes up, silent for a moment.

Mitch says again, "Huh, you are Chantel aren't you?"

Phil is quite nervous as he replies, "Umm..ahh...ye...yeah, um it is Chantel."

Mitch says, "Are you nervous? Did you not think myself or Nate would not contact you?"

Phil says, "Um..ummm...well..umm no..I guess I was expecting your call."

Mitch asks, "So are you serious of being recruited by myself and my brother Nate? It will be true sissy slave training."

Phil says, "Umm...I'm very nervous, but yeah I guess I am looking at possibly doing this."

Mitch says, "Chantel, that is your name from now on, so use it when talking to me or to Nate, do you understand you faggot sissy?"

Phil / Chantel stumbles for words then replies, "Um..oh...ok, yes my name is Chantel, sissy Chantel."

Mitch animated says, "Bitch, get one thing straight, I'm a recruiter for slaves, fuckin sissy slaves. My brother Nate works for me too. We take faggots like you, fuckin little perverts who get off wearing women's clothes and break them into being docile, dutiful sissy maids and sluts."

Chantel is quite nervous on this call now but holds onto her control. Mitch tells her that he and Nate will consider taking her on to recruiting, orientation and breaking down of Chantel into being 100% compliant sissy slave girl. Chantel is both scared but is also so turned on as well as she carries on this phone call.

Mitch explains that he and Nate will set up a meeting with Phil who can be in drab and not dressed as Chantel. This first meeting will allow Mitch and Nate to asses if Phil is serious or just another faggot sissy time wasting wanker. They get a fair number of wankers. Phil agrees to a meeting on Friday about 5:00pm at a Restaurant and Bar called Jasper's, where Mitch, Nate and Phil will discuss all to be done in this sissy slavery recruitment process. The call ends and Phil is totally hard with sexual lust as to talking to a guy who is a recruiter of faggot sissies and possibly into sissy slavery. Phil who always wears panties and pantyhose even in drab cannot help but to jerk his sissy dick to the sexual lust he feels. Minutes later his sissy dick spurts out sissy cum into his panty and he is done, winding down confused by his action and want but relaxed as well.

Friday just before 5:00pm. Phil arrives at Jasper's to meet Mitch and Nate about being recruited into sissy slavery. Phil is so nervous as he parks his car he feels as if he will throw up. But he also is so excited about going down a possible path of sissy slavery. The more and more he thinks about it, the more and more Phil knows he should become some owned sissy floozie. Well he will soon see if he can accept offering himself as such and to be accepted by recruiters named Mitch and his brother Nate.

As he gets out of his car Phil nervously walks to and inside the restaurant it is here where the hostess greets him.

She says, "Hi my name is Nicole is it for one person tonight?"

Phil replies, "Hi, actually I'm meeting for some business a couple of gentleman named Mitch and Nate."

Nicole checks the reservations and see the table they are at, "Ok, I see, please follow me."

Phil follows Nicole to the table, it's getting busy in the restaurant but he's more focused on meeting Mitch and Nate. Once getting to their table hands are shaken and all people are introduced. Phil is asked if he'd like a drink and he says, "coffee please."

It's really setting in, sitting across the table in the booth are two men, who know Phil is a faggot sissy who may be looking to becoming groomed for sissy slavery. Mitch makes it clear that they are not into faggot fantasy bullshit. They are here only to size up if Phil is sissy maid, sissy slut enslavement worthy. This both scares Phil and excites him, his sissy dick is rock hard inside pants, under his pantyhose and panty.

Mitch says, "If you are accepted by myself and my brother you will have to sign numerous documents. These are documents that allow us to have you legally be employed by your future owners as a "Domestic Servant, hired help". That is how you will be employed legally, but in essence it's just a cover for your future sissy slavery."

Phil replies, eye raised, "Wow it's odd hearing about how I will become some enslaved sissy to some strong owners. What else need I agree to sign."

Nate interjects, "Next, faggot you will sign legal forms giving us to control and dispense with any assets you have and will list for us, it can be a home, cars, other larger items, money and such. You will only be allowed to keep any and all feminine clothes, shoes, boots, cosmetics, wigs and accessories as well as a minimal amount of other personal effects."

Mitch adds, "You will have to accept to divest of most of all your possessions, this will be a clean break and a new start to your life." then smiles and adds, "Are you fine with that Chantel?"

Phil pauses and adds, "Well it's big change but my life needs a big change. Maybe becoming a faggot sissy maid and slut is what I need. I am ok with this if accepted by you to be recruited, orientated and broken down."

Nate excitedly says, "Sissy, my handle is 'The Punisher'. I take the lead role in disciplining and breaking the sissies we bring on so that Mitch can refine and shape them. I will likely be the last guy you will want around you if and when discipline and breaking of will needs to be done."

Phil is shaking as he says, "Um, ok I guess this is needed and as a tool to break a sissy like me."

Mitch says, "You see Chantel, you may be a sissy at heart, you may play and fantasize being some sissy maid and slut, but fantasy and reality are two different things. We both know that sissies like you have lots of petulance and defiance in their minds. No matter what you may think you are far from broken and groomed."

The dinner goes on much like this as Phil learns about what will be expected of him if he agrees to this recruitment. He also finds out that He will be shipped out of his current city and much farther away so that his new life breaks more easily from his current life.

[NOTE: I will be noting a city Phil/Chantel will wind up living at once sold into sissy slavery. This city is a FICTIONAL SUBURB to a REAL CITY of Toronto Canada. The fictional suburb will be where most of Phil's sissy life as Chantel is to revolve around. The fictional name is Marksville about 40 minutes outside of Toronto proper and is a commercial, light industrial city of 175,000. This is where Chantel's potential new owners operate their business which will be more explained later.]

Phil is offered to be able to take home all documents Mitch and Nate provide, to read over

for a few days, which he agrees to. They end the dinner with Mitch and Nate feeling that Phil is possible good stock and feel good about recruiting him and orientating him as well as breaking his will so that he will be a good docile sissy maid and slut.

[One week passes by]

The second meeting between Phil, Mitch and Nate completed the agreement it was all signed and they begin to put things in motion for Phil / Chantel. Phil will be giving in his notice to his employer and in two weeks will begin his sissy recruitment. All during this time Mitch and Nate will help Phil begin to dispose of many of his assets, ultimately will include selling his modest home, car and other large assets. The agreement will give Mitch and Nate 70% of the final value of assets sold and will put into trust for Phil the remaining 30% and will transfer all of Phil's cash assets into said trust, trust that will then be sent to and held by his/her future owners. The agreement has it that this trust will be used for the day sissy Chantel is retired due to age or health in her sissy maid life.

Over these two weeks Phil has begun to close off life as Phil a typical, regular dude who lived as a closeted crossdresser and sissy and begin to become sissy Chantel. Male terms and pronouns will stop, only female, sissy and such terms and pronouns will be used as Phil becomes sissy Chantel.

As the day to move into life as sissy Chantel approaches Phil gets excited but nervous. Lots of furious masturbation as each day passes closer and he wonders about what Mitch and Nate will do to him as he becomes a sissy maid named Chantel. Instructions are given and directions where to drive to are given to Chantel.

Finally it's morning of Chantel's new life to begin. After showering and seeing how a couple of laser hair removal sessions have gone, Chantel is happy. Only a few more laser hair removal sessions should do it to have her face and body be hair free and more feminine. Mitch and Nate believe Chantel must lose about 20 lbs. as they want her to stay in the 160-165lb. range. They will work on her diet as they train and break her.

Chantel gives herself a full enema as Mitch and Nate demand she stays fresh in her back side. They are aware that she is still virginal, anally but that won't be for long. So as Chantel dresses on her first day into her new life, she begins with a black satin push up bra, a black satin panty and a new pair of black silky sheer pantyhose. She sits and does a full makeup application and looks very feminine and passable. She has prided herself as always been on the passable side. She gets into one of her black satin maids dresses which has cute white lace trim and a white satin and lace apron. She has a cute black satin and lace trim maids cap and a black satin and lace choker. She puts on a pair of black leather 5 inch spike heel pumps. She looks at herself in a full length mirror and feels she is ready for a new journey in her life as a sissy maid and slut.

Chantel loads up plastic tubs with all her feminine items and a few personal effects and she is on her way.

Following GPS she finds that Mitch and Nate have a rural property about 40-45 minutes from Chantel's existing home. As she drives ever closer she begins to get very nervous. She knows that Mitch and Nate are not going to orientate, train and break Chantel by being sweet and polite. She begins to think, this is going to be tough, her life will irreversibly change. Knowing that Nate uses the nick name 'The Punisher' and this scares her. But she realizes that she has chosen to commit the new lifestyle for she is a life long sissy and crossdresser.
Finally pulling into the rural property that is well treed and about 2-3 acres in size, Chantel realizes that this is it. Her life as Phil is now closed. She will endure her grooming, orientation, training and mental breaking of her will. She will then be sold to some underground operation or syndicate as an enslaved sissy maid and slut, for who knows how long.

She parks, breathes deeply, looks out her car windows and knows she has to get out and get to the door, surely Mitch and Nate will be there for her. As she opens her car door, she swings her high heeled feet and plants heels firmly on the asphalt driveway. It's 10:33am and a sunny day about 18 degrees C./ 65 degrees F. Click clock her heels make as she nervously walks to the front door of the house. She rings the doorbell and waits. The door opens and is answered by both Mitch Burrows and Nate Burrows.

Chantel curtsies as she says, "Good morning sirs, sissy Chantel at your service."

Mitch says, "Good girl with your curtsy, good sissies always greet superiors with curtsies. You will call each of us Master from now on, do you understand Chantel?"

Chantel passively smiles, curtsies again and says, "Yes Master Mitch and Master Nate."

Mitch says, "You may enter our home sissy."

Chantel curtsies again and says, "Thank you Masters."

Once inside the house the three make their way to the living room, Mitch and Nate take seats one in a wing chair the other one on a section of sofa. Chantel is to stand politely at attention, her feet tight together hands gracefully clasped in front of her apron, eyes down. She is instructed to then go to their kitchen and pour two mugs of coffee, place on a serving tray with a bowl of cream and sugar. She will the serve these coffees to her new Masters. Chantel curtsies as she is excused.

Once the serving tray is set and coffees ready, Chantel comes back into the room with eyes watching her. Daintily she asks how each coffee is to be prepared and following comments on cream and sugar she then serves each Master their mug of coffee, curtsies after each. Mitch and Nate are pleased. Discussion about her starting here is begun and she only speaks when required too. Knowing Chantel has yet to carry out any sissy slut sexual services such as sucking cock and being deflowered talk about sucking Mitch and Nate off begins. This excites but also worries Chantel as cock sucking is new to her as well. She wants to please the men though.

Mitch sitting on the wing chair says, "Bitch come over here."

Chantel daintily moves to Mitch and then is ordered to drop to her knees, which she does.

Mitch stands up and says, "Undo my pants and then pull them down as well as my briefs girl."

Chantel's nerves a flutter but also growing hard in her panty as she knows she is about to suck her first cock. She soon has Mitch's pants down and briefs down as well. Mitch is well hung easily 8 inches when hard and very thick, his nice cut white cock is fully shaved of pubic hair. Chantel cannot believe it, with her staring inches away from a hard cock. Mitch sits back in the wing chair, Chantel leans close as he pets her light auburn with blonde hi-lites shoulder length, wispy and cute bangs hair (wig). Chantel looks up at Mitch and he tells her to ask for permission.

Chantel licks her lips and asks, "Master Mitch may I please suck your beautiful hard cock?"

Mitch laughs and bounces his cock in front of Chantel says, "You want cock bitch? You like cock you sissy faggot?"

Chantel replies, "Oh yes, please Master let me suck your cock, I'm so hungry for it."

Nate has a video camera on to capture this.

Mitch says, as he pets Chantel's head, "Go ahead girl, suck me off, suck me off till I cum and when do bitch you better swallow every drop of my hot cum. None of it shall go to waste girl."

Chantel leans forward her left pink polished finger nailed hand grasps Mitch's balls as she slips Mitch's cock past her frosty pink colored lips and lets it slide into her wet mouth. She finds it's oddly exhilarating, as the cock slips over her smooth and playful tongue. Mitch moans as he feels his new bitch work on his manhood. Saliva fills Chantel's mouth as she begins to bob on his cock. Her forcefulness surprises Mitch as he groans with growing joy. His right and holds her head onto his cock and Chantel sucks with abandon. She thinks as she works the cock, why the Hell did she wait until her 40's to finally become cock sucker?

The two of them do the dance, Master Mitch with his cock in her mouth, his hand on her head and Chantel tight with lips and lots of wet tongue works his 8 inches of meat to soon orgasm. Chantel surprises herself with how much she bobs on this cock. She is enthralled by Mitch's moans and groans as he finally lets go and spurts of thick cum fills her mouth as she for the first time tastes another man's cum. It repulses her at first but as she tries to swallow each blast she soon gets it and enjoys the feeling and now taste of hot cum as it flows down her throat.

Once Mitch is done and cannot pump out another drop of his cum, he pulls his cock from Chantel's mouth. She on her knees knows what she just did and what she now is, a fucking sissy cock sucker. She thanks Mitch for the honour of sucking his cock. She knows to go up to Nate now as Nate has his cock already out of his pants and briefs. He orders her to him and on her knees she crawls. Nate is on the sofa sitting rigidly and plays with his rod also 8 inches of thick cut white meat. Mitch now has the video camera as Nate grabs Chantel by her head and forcibly pulls her to his crotch.

"TAKE IT! TAKE IT NOW BITCH!" he yells.

Chantel has no chance to think as her head is forced into Nate's crotch and his cock pushes quickly through her lips and across her tongue almost gagging her as she tries to stabilize her mouth. She already senses Nate is not going to be so easy on her. His left hand grabs her head hard and begins pulling it onto his cock and he also thrusts his cock deep into her mouth as she whines and screams in protest, hands flail as she can't stop gag reflexes. She almost throws up as Nate eases for a moment.

"SUCK IT, SUCK IT, SUCK IT, BITCH,YOU FUCKING FAGGOT SISSY!" he cries out.

Chantel is in delirium as the forcing of cock deep in her mouth makes her gag over and over and yet Nate does not give a shit as he pulls her head onto his rod as he thrusts it deep. Having Chantel's hands flail in protest just turns Nate on more. The forceful blowjob she is giving is making her tear up, she just wants this animal to cum. The face fucking Chantel receives like an assault only ends once Nate grunts out loud as he shoots strings of his hot jizz into her mouth. Chantel swallows the cum as best she can knowing Nate is a much more forceful man than his brother Mitch. Once he finishes he pulls out his cock and pushes Chantel away.

He yells out, "You faggot sissy got what you fucking deserved, do you understand bitch?"

Chantel back on her knees says, "Yes Master, thank you Master."

The men get their clothes back together and tells Chantel it's time for her official training. They all get up and begin to walk outside the back door of the house. Chantel sees the large property and knows she can easily be kept here while they are training and breaking her.

As the three walk in back a set of concrete stairs go into what appears to be a root type cellar. The three get down about 8 steps and Mitch opens up a heavy steel door. The three of them walk inside. Chantel grows nervous. The root cellar is converted to a simple room. There are some lights on a couple of video cameras and a P.A. set up. Around it is a single flimsy bed, a toilet and a sink and then in a corner what appears to be a shower. A water cooler is set up and a table and chair with a mirror and they put Chantel's makeup box on the table. Stuffed in another corner is a bondage type bench which looks like a large padded saw horse, it has cuffs and locks at four corners. In the shower is an enema station. Chantel looks around with growing fear and sees no windows except for an 8 inch by 8inch slotted window in the door. The door also has a slot that is about 6 inches tall but 24 inches wide in it.

Mitch orders Chantel to take off her maids dress. She will mostly wear her black satin bra and panty with black sheer pantyhose and her black 5 inch spike heel pumps. She hangs her dress up for safe keeping. Mitch tells her this will be where she will be kept for as long as they need to train and break her. It will not be a fun place for her, but will aid her her training and orientation into sissy slavery. Chantel has begun to accept this will happen.

Nate says a good girl who breaks faster will serve less time so she is to think about this as she will have a lot of time on her hands with nothing to do except wait and see how her training will go. She is ordered to curtsy and thank her Masters as they walk out and lock the door. Chantel is now alone, locked in a very strange and lonely place. She has no idea of what will be done to her but it surely will not be fun, but will make her a better slave to what will soon be her new owners.

Chantel sits on her flimsy bed's mattress and ponders her fate. Time will both drag on slowly and be tedious as she has no clocks nor windows and will quickly lose reference of time. She lays in her bed and begins to question all she has done to date, maybe it was not good to give into her sissy submissiveness. Mitch and Nate will break her, she knows it as this is what they do.

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Chapter Two to follow soon.