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He had always been a crossdresser, at lest as long as he could remember. Submissive and over time developed a strong "Maid service" fetish. Over time he had purchased, or sewn himself, quite the collection of maid’s uniforms along with heels that were mostly 5 inches and above, corsets, wigs, and all the accessories.
With time, every now and then, he would find a mistress to serve.
He adored the feeling of helplessness he occasionally experienced and he really did enjoy being helpful, but it always seemed like he wanted more. His fantasies got stronger, darker. He wanted to feel helpless, without a choice. They drifted to him being strictly trained as a high fetish maid for lengthy periods.
It was in this context that he saw the ads on collarme. They were a Trans couple, and both were dominant. Now he knew he wasn't gay. Hell, he liked to dress up as a French maid and clean ladies houses, so it's not like he couldn't admit he was gay, he just wasn't attracted to men at all. But there was something about the thought of serving a dominant Trans. Like it was somehow a greater act of submission, and this really wasn't about sex to him. Besides, he figured, who would be better when it comes to knowing what makes him tick?
So he wrote to them, explaining about his maid service fetish, wanting to be trained and his desire to feel helpless. They lived over 200 miles north of him, which he thought was perfect for a one time service situation. So he asked if they would be interested in him serving an entire weekend. He would drive up there on a Friday after work and could be there by 7:00 p.m. and once he arrived he would be committed to serve the weekend. All he asked is that his limits be respected and that he be released by 7:00 p.m. Sunday night.
He was surprised to hear back from them the very next day. They replied "You would be most welcome to serve, but we have a few conditions of our own. You will need to provide a detailed list of your hard limits. Very detailed. These will be honored absolutely and to the letter. We require details because you will not be allowed to refuse anything not on that list as there will be no safewords. If anything on the list is a deal breaker for us, we will have to respectfully decline your service. There will be no negotiations or discussions about which of your limits was a deal breaker. You can rest assured that you will be released by the time stated, however once you are here, you will have committed and you will not be allowed to even ask to be released early. Lastly, you will treat us with respect at all times. You will not raise your voice, swear or react to us with anger in any way. Let us know when you wish to serve and give us a few days notice."
The quick reply kind of took him off guard and he considered simply forgetting about it, but his fantasies got the best of him. It was already Wednesday and he sent a reply simply stating "what about this weekend?"
Moments later he gets a reply. It was their address, phone number and a note saying to send them a list of limits as well as a list of equipment/clothes he owns within the next 24 hours and that they were looking forward to seeing him Friday.
The list of equipment and clothes was easy, the limits a little harder. He didn't want to be too restrictive and end up getting turned down.
What he finally came up with was
No scat, children, animals or blood play.
No permanent marks.
No exposure to situations that may result in permanent harm or arrest. This includes needle play, sounds and unprotected anal sex.
That my services not affect my work or my family.
He sent it off and started to grow concerned when he didn't hear back right away. A couple hours later he received a reply.
It stated "We will see you Friday. You will arrive clean inside and out and will have removed all body hair from your face down, save the arms. You will need to bring 3 uniforms plus a spare and everything that goes with them. No heels less than 4 1/2 inches minus any platform. You will also bring the highest pair you have that you can stand in. The only equipment you need bring is the remote trainer you listed, which you will be wearing when you arrive. Call us when you are less than an hour away."
The remote trainer was something he had built from a dog shock collar. It had 8 levels of correction, each one twice as powerful as the previous one. He had only felt it at level 4, which buckled his knees. That made him a bit nervous.
Friday came and he was packed and ready to go. He had reservations, lots of them, but the fantasy was just too strong. He ended up rationalizing that no matter how it went, it was just 2 days. They lived 200 plus miles up north, in Page AZ while he was down in the Phoenix metro area. He wouldn't see anybody he knew and after this weekend, he never had to see them again if he didn't want to.
An hour away from Page he called and one of them immediately answered.
She relayed to him the final directions to their place.
When he arrives they are there to greet him in their driveway. A tall brunette and a slightly shorter blonde. They direct him to a parking spot and before he can get out of the car the taller of the two comes up to the open window and asks.” So are you ready? Last chance to back out." He replies that he's ready and is told to grab his bags and follow them inside.
He's led directly to a bathroom where he is told to strip and fold the clothes as he does and place them on the counter. On seeing the remote shock trainer padlocked to his balls they ask for the keys and the remote. He tells them they are both in his pants pockets. As the blonde picks up his clothes saying "you won't be needing these for a couple days" the taller brunette tells him to get ready.
He takes a razor to his face one more time before putting his make-up on, then gets dressed. Leather corset, back seam fishnets, black French maids outfit with apron, petticoat and 6 inch platform oxfords with padlocks for the top eyelets, the keys to which are on his keychain, leather wrist and ankle cuffs trimmed in lace and topped off with a leather maids collar trimmed in white lace, all padlocking and sharing the same key as his shoes
Checking himself in the mirror he begins to get nervous as he realizes it's time to present himself. He begins to wonder just what has he got himself into. He steels himself and steps out of the bathroom. The brunette is there waiting for him. She slips a finger through the O ring at the front of his collar and pulls him forward into the living room.
Once there she pulls down on the ring as she says "On your knees bitch." Once he is kneeling she points to the blonde on the couch and tells him "That's Mistress Monica and I am Mistress Jennifer, but for now all you need to remember is to address us as Ma'am. Especially since you are not to speak unless spoken to or you have a question on your work. Understood?"
He replies "Yes Ma'am."
She continues.” Good. Now then, let me explain your situation, although I'm quite sure you already realize the spot you're in. You are our bitch for the weekend. You are going to do as you’re told. You are not going to maintain your appearance and posture at all times. You will not complain and you are going to give 100% of your effort at all times. If you don't I have no problem with taking a cane to your ass. And don’t forget, your hundreds of miles from home, you have no wallet, car keys, and phone or male clothes."
As she explains this he can see Mistress Monica slip her hand up her skirt and begin playing with herself.
Mistress Jennifer takes him remote from her pocket. She presses the button to change the correction level as she asks "Now this has 8 levels and you've only felt it up to 4, right?"
He replies "Yes Ma'am".
She continues” And each level up is twice as strong as the previous, correct?"
Again he replies yes, his voice cracking a bit as he hears the tones cycle from 1 to 2, to 3. She continues to hold the button until 8 tones are heard.
Grabbing his chin she brings her face down to his and tells him that unless he wants to feel what 8 is like, he is going to listen very carefully and d everything she is about to have him do and that he is to first listen, then do. Her instructions were to crawl over to Mistress Monica slowly while licking his lips, then once in front of her to get up on his knees and ask if he can please suck her cock. If she says no, he is to beg, convincingly.
She holds up the control in one hand and says "You may begin."
He's not exactly sure why the specific instructions, but with the control in her hand and the correction set to 8, he figures he's going to do his best.
He does this and after refusing him a few times and him begging, she eventually relents and he takes it into his mouth and starts sucking. However a few minutes later she pushes him off saying there will be enough time for that later.
What he didn't know was in the purse right next to her on the couch was a hi def camcorder that captured it all.
He's ordered back up to his feet and told to go straighten himself up and then start in the kitchen. When he came back out they were both sitting on the couch, speaking in hushed tones. He familiarizes himself with he kitchen, where all the cleaning supplies are and such, then starts to do the dishes.
Every now and then he can see one or the other rise up off the couch and look over at him. After one of these times he is called over, he's not sure who it was, all he heard was "Come here bitch!”
He walks over and stands in front of them. They both look him up and down, shaking their heads. Mistress Jennifer speaks." First of all, stand up straight, feet as close together as possible, without touching. Shoulders square, head slightly down and hands folded in front of you."
He does this and she makes a spinning motion with her finger. He turns around full circle.
She continues.” So you must think this is just a game or something. I told you about your appearance and you either weren't listening to me or you've chosen to ignore me, and I’m not sure which is worse. I mean look at you. Your shoes are scuffed, your laces are uneven, and your seams aren't straight. Even the bow on your apron isn't even. Then I see you slouching over the sink, shifting from one foot to the other."
He stands there facing away from her and starts to tremble slightly. She steps up to him and tells him to put his hands at his sides and she deftly slips one end of a double sided clip through the "D" ring on one wrist cuff, as she grabs the other and connects them.
She grabs the end of his leash and pulls him into the next room. Monica follows them and once inside moves a large ottoman/footstool about a foot away from a full length mirror on the wall.
He's pulled by the leash to the footstool and pushed to his knees directly in front of it, facing the mirror. Looking into it he can see himself kneeling there with them on either side of him.
"All the way down, bitch!" he hears as he is pushed onto his belly. He feels his legs pulled apart and he can see them both go to work as wide leather straps are looped around the footstool's legs and around each of his thighs, and then buckled tight. His wrists are unclipped and each hand is secured to clips on the front legs.
He begins to get nervous and starts to tremble as another wide belt is brought up from beneath the footstool and buckled tight at the small of his back. Then another just below his armpits.
Mistress Jennifer then straddles him and the ottoman and sits as Mistress Monica hands her a ball gag harness. It's swung around in front of his face as she says "Open up!". The gag is big, so big that she has to work it past his teeth, and then tightens the straps that run around the head, over the head and under the chin. He begins to drool almost immediately.
Now she's handed a length of rope. As she threads it through the crook of his elbows she begins to speak to him. "Now, we can't really pretend that you didn't hear me, or that you didn't understand when we spoke earlier about your appearance and what's expected of you." She pulls the rope tight, drawing his elbows up and closer together before tying them off, leaving the rope ends about 3 feet long. These she loops through the "D" ring at the top of the gag harness. She pulls them tight, raising his head until he's staring directly into the mirror no more than a foot away, before tying them off. She continues. "That tells me that you don't take this seriously. Which means we have to show you just how seriously it is."
Staring into his own gagged, drooling face, he starts to tremble.
"I can feel you shaking." She says as she rises up off him. "You're scared and you should be."
Once she's off him he can see Monica standing there behind him and off to one side, flexing a cane between her hands. She smiles and says "Remember, it's O.K. to cry." Just then Mistress Jennifer appears on the other side behind him, she too holding a cane. Flexing it between her hands she says "Oh, he'll cry alright." Then swings it through the air for effect. "She will struggle, and beg and scream and sob also. I'm quite sure of that. I'm also quite sure there's nothing she can do about it either."
Now he was scared and he tested his bonds. He could barely move an inch and all he could do was watch in horror as they raised their canes.
The pain shot up his spine like a bullet. His whole body tensed and his eyes screwed shut as he bit into the gag. When he had recovered enough he opened his eyes only to see them behind him again, drawing their canes back. Again the pain, white hot. He screamed into the gag. They wait for him to recover and he starts to shake his head and plead into the gag. Again the canes land. Another scream and he begins to furiously struggle at his bonds, but with his face a foot away from the mirror, all he can do is watch. Again the canes land. Now he starts to beg and the tears start to flow. Again the pain races through him. He opens his eyes to see the face in the mirror. Mascara streaked, nose running, drool dripping from the huge red gag stuffed in his mouth. He was sobbing and had a moment of disconnect, until he saw the canes rise again.
They mercifully stopped at 10 blows each and gave him time to recover. Mistress Jennifer gets his attention by swinging her cane through the air. "That was 20 of the 50 you've earned. We can either continue with the remaining 30, or you can choose to receive 40 on Sunday evening just before you leave. So, do we continue?"
He shakes his head side to side.
"So then they will be completed Sunday night then, understand?"
He nods his head yes.
"And you understand there will be 40 and that there will be no stopping them?"
He nods yes again.
"And do you now take this seriously?"
One more nod yes.
They untie him and tell him to take a few minutes to rest, then go clean himself up and get back to the dishes.
Back in the bathroom he looks at his tear streaked face and wonders just what the hell he's got himself into. Raising his petticoat he can see the welts on his ass1/4 inch wide and raised about 1/8 of an inch. He thinks to himself that there's no way he is going to be able to take 40 more of these.
He cleans himself up then heads back out to continue the dishes, much more conscious of how he's carrying himself. He didn't want that to ever happen again and as it is, he has to find some way of talking them out of the 40 on Sunday.
He is putting one of the coffee cups away when it slips out of his hand and shatters on the kitchen floor. He freezes in place, unsure of what to do, then starts to apologize profusely. He's told not to worry about it, accidents happen and to just be sure to get it cleaned up. He breathes a sigh of relief, sweeps up the remnants of the cup and continues with the dishes. Moments later Mistress Monica steps into the kitchen to check on him. As she walks along the edge of the room observing him she can feel, and they both hear something crunch beneath her shoe. She lifts it and he turns to see a crushed piece of the cup that just broke.
She looks at him in disbelief. Stepping to him and grabbing the short leash hanging from his collar, she pulls his face to hers. "What if I had been barefoot?" She demands. He stammers a bit and she cuts him off. "I should drag you back over to that footstool and give you another 20 on the spot, but we have things to do. Now finish up the dishes, clean this mess up and get your ass back out there, got it?"
He sheepishly replies "Yes Ma'am."
She turns to leave and as she walks out she says over her shoulder.” And you can count on another 40 before you leave Sunday."
He curses himself for missing the shard of glass while at the same time thinking he's gotten in over his head. 80 strokes? Might as well be a thousand because there's no way he can handle that. He finishes up then steps out into the living room and stands waiting as proper as he can. waiting for them to acknowledge him.
Mistress Jennifer turns to him and says that hey have some errands to run and tells him to fetch their coats from the front closet. He does and as he grabs them off the rack he spots a corner of blue material poking out from a high shelf there. Looking closer it appears to be denim. He reaches up and sure enough he can feel his shoes there, along with his shirt and pants, even his wallet, phone and keys. Suddenly he thinks his best bet may be to just wait for an opportunity and take off. He knows it's not right, and not what he agreed to, but he might have to do it anyways. She did just say they were leaving, now might be his chance.
He returns with the coats and is told to lay them on the couch. He's then told that there is a large plug waiting for him in the bathroom. He is to insert it and return, but don't rush.
The plug was big, probably as big as he's ever taken. A bit more stiff and with an odd threaded hole in the base.
Ten minutes of stretching and lubrication and it slips into place with a grunt. He checks himself in the mirror and steps back out, hoping that perhaps they're going to leave and he can leave a short apology note and slip out quietly.
On his return they grab him by the leash and lead him over to what looks like an outdoor umbrella stand in the corner of the room. It's basically a 3 ft diameter steel ring with a post running up from the middle about 2 feet. They guide him over the post and have him stand as straight as he can. Then from the center of the post they pull up a threaded rod which is threaded into the base of the plug. And pinned into place. They attach his cuffs in front of him, then run a strap through the crook of his elbows, pulling them together behind him. Lastly they take two short lengths of rope and run them through the "D" rings on his ankle cuffs and around the outside of the ring, then as they brought the ends together and pulled them tight, his legs were forced apart, pulling him down onto the plug before tying them off.
Impaled, he squirms on the end of the plug trying to relieve the pressure as he whimpers. They step back to admire their handiwork. Hearing his whimpers, Monica turns to Jennifer and says "I just love that sound, don't you?” and Jennifer replies"And she does it so well!".
They both go to put on their coats, telling him they need to go get some supplies for the party tomorrow night and joke that he shouldn't go anywhere. Before they leave Monica walks right up to him and say "And in case you're wondering what kind of party it is, it's a party for guys to love to stuff their cocks into the mouths of little sissy whores like you, and you're the guest of honor!". They head for the door and as they do Jennifer quips” And we already have 11 who have R.S.V.P'd.". He hears the front door open and close and they're gone.
He struggles to position himself, to somehow get away from the pressure of the plug, but it was no use. No matter what he does it just keeps pressing. He can see the clock on the wall as a half hour ticks by, then an hour. His feet ache and his legs tremble. Finally an hour and a half later he hears the front door.
They ask him how he's doing and taunt him a bit before having him beg to be let down. Finally they unscrew the post from the plug, but order him to stand there as they tie a crotch rope in place to hold the plug in place.
He's helped to his knees and they untie his elbows but leave his hands cuffed in front of him. He's told to rest a moment.
A few minutes later Mistress Jennifer steps into the room and snaps her fingers to get his attention. When he reaches her she grabs the leash and pulls him along. She pulls him into the bedroom and to the end of the bed where there lay a small flat futon mattress. She grabs a 4 foot length of chain that's secured to the end of the bed which she padlocks to his collar.
When finished she says "I do hope you don't mind sleeping in your uniform and with that plug. So this is what we're going to do. I'm going to set my alarm for 7:00 a.m., at which time I will unlock you. Then I’m going to reset the alarm for 8:30 and go back to sleep while you clean yourself up, make breakfast from the menu you'll find on the kitchen table and have coffee ready when we awake at 8:30. Then after breakfast you will be allowed to shower. Are we clear?"
He answers yes.
She turns to leave saying "And you can take the plug out first thing in the morning.".
He lays down to try to sleep. A short time later Mistress Monica comes in and says "Just thought you should know, we're up to 16 R.S.V.P.'s for the party tomorrow. You're going to be a busy girl with that many cocks to take care of, so you better get some rest."
He lays there wondering how he could put himself in such a situation and how the hell he's going to get out of it. He drifts off to sleep.
He stirs from sleep with hands at his collar and an alarm in the background. It's Mistress Jennifer unlocking him. He hears "Up and at'em bitch. You know what to do."
First thing he does is remove the plug, and what a relief that was. He's already decided he's going to grab his things from the closet and take off, but he wants to be sure they're asleep, so he figures 8:00 a.m. In the meantime he does what he was told, in case they wake up and come to check on him. He shaves and reapplies his makeup, straightens out his uniform, even gets the fruit plate and oatmeal they decided on for breakfast. Then come 8:00 a.m. he goes to the closet and grabs the clothes there. His keys are in the pocket of his pants, but the key to his shoes, wrist ad ankle cuffs and collar has been removed. But his car keys, wallet and phone are there and that's good enough for him. Having to cut the cuffs, collar and shoes off and leaving the controller to the shock collar around his nuts is a small price to pay. He stuffs his clothes into one of the bags he came with, grabs both bags and with keys in hand he heads out the door.
He makes his way to the car, fully dressed and in 6 inch heels, but there's no one around to see and at this point he wouldn't care if they did. Tossing his bags in the back he hops in, turns the key, and nothing. No sound, no dome lights. Nothing. Now he's scared. He pops the hood and opens it. No battery. He can't believe it. They took the battery. He tries to think of where they would have put it, but realizes it could be anywhere. He closes the hood as quietly as he can, grabs his bags and heads back to the y haven't woke up yet.
Opening the front door he looks in and the coast is clear. Setting the bags down he quietly closes the front door and when he turns around, they are there. He just stands there for a moment like a deer in the headlights, stunned.
Mistress Monica asks "Going somewhere?" Before he can answer Mistress Jennifer says "Not a fucking word out of you. Shouldn't you be making breakfast? And don't bother answering that. Just leave that stuff right there and get your ass into the kitchen."
He hurries into the kitchen, unsure of what to do. His heart is racing and he tries to calm down. He can tell they're pissed. He would never win a physical confrontation, even without this shock unit around his nuts. He could just tell them how he feels and that he wants to leave, but that could make matters worse. He decides he should probably let them calm down before anything else so he starts the coffee and warms up the oatmeal. Setting two places with oatmeal and silverware and napkins he puts syrup out and when the coffee is done he pours two cups. Finished, he waits.
Moments later they enter. He's told to turn around and put his hands behind his back. He complies and considers apologizing but thinks better of it. His wrists are connected behind him and he's led into the "play room". He see's the footstool there and shudders. Thankfully he's not led there. Unsteady he's led to a corner where a rope hangs from the ceiling with a clip on the end. They attach the clip to his bound wrists. The rope runs through an eye bolt in the ceiling and they pull on the other end until he's bent forward then tie it off. They tell him they need to discuss just what they're going to do about this situation, then leave.
He's left there for several hours to wonder just what the hell they're going to do. When they return they unstring him and lead him to the kitchen. On the table is a single piece of paper and a pen. They guide his bound wrists over the back of the chair directly in front of the paper and have him sit.
Mistress Jennifer speaks first. "You know what you did was wrong. When you asked to come here we discussed limits. We didn't violate any of yours yet you violated ours." Monica chimes in "And you can't even begin to imagine how sick we are of people making promises and not coming through." Jennifer again "Yes, and we decided that after the last promise to us was broken, we weren't going to allow it to happen again. Now you may think it's unfair that you should pay for others broken promises, but it's nothing personal. Just in the wrong place at the wrong time. Besides, who said this has to be fair? Now we want to know if you are going to do the right thing, which brings us to the piece of paper on the table." She points to the paper. "Now I don't want to hear anything out of your mouth unless I ask a question and even then it's either yes or no, nothing else. Understand?"
He answers a meek "yes".
She continues. "This is your apology letter to us. What it says is that you know violating our limits was wrong, that you're very sorry and that you would like to make it up to us by committing to serve 600 hours and to serve at least 2 days a month."
He frowns and starts to squirm.
She continues.” Now what we want to know is, are you going to do the right thing and sign the paper? Yes or no?"
He shudders to think what they will do if he says no. But there's no way he's going to say yes and serve for a year. He could lie and say yes and sign, then never come back.
But, no. there is no way he's putting his signature anon anything that says that. No way.
He says "no".
She picks the paper up and tears it in half. "O.K. we honestly thought you were a better submissive than that, but, Oh well. No hard feelings."
They both step to either side of him. Telling him there's a few more things they need to discuss. They grab his ankles and clip the ankle cuffs to the back legs of the chair. Turning his collar so that the leash is at the back they explain that they just need his utmost attention for the next couple minutes. Running the leash through the bottom rung on the chair, they bring it back up and clip it to his bound wrists, pulling his head back and his wrists down. Again the huge ball gag fills his vision then presses at his mouth. He tries to turn his head away from it but then there's 4 hands holding his head and working the gag past his teeth as they tell him that they just don't want him to interrupt them.
Mistress Monica steps out of the room while Mistress Jennifer grabs a large envelope from the counter. Monica returns with a portable DVD player am sets it on the table while Mistress Jennifer grabs a DVD out of the envelope. As she does she remarks that it's amazing how much information you can get about someone off the internet, especially if you have their drivers license and soc sec number. Hell, for 30 bucks you can get a background check on just about anyone and find out just about anything.
The DVD player flickers to life and he see's his name in white on a black background for a couple seconds. Then he's there, on the screen and in his maids outfit, crawling towards the camera. He recognizes it immediately. It's from when they had him crawl to Monica and beg to suck her dick. The camera must have been right on the couch next to her because it caught a bird’s eye view of everything, ending with him slipping her cock into his mouth in close up. She pulls a short stack of papers out of the same envelope. Saying that here we have a transcript of all our emails back and forth as well as screenshots of each of our profiles on collarme. Then she grabs a stack of similar envelopes off the counter and sets one down in front of him as she lets him know that each one has the same DVD and transcript. His heart sinks as he see's the envelope ids addressed to his brother. She sets another down addressed to his ex wife. Then his mother, his employer, and several out of state relatives. Finally the last ten are addressed to his 10 nearest neighbors.
The color rushes from his face as she picks up the envelopes and returns them to the counter. Sitting down and folding her hands in front of her she says. "This is how this is going to work. You are going to serve us 1200 hours. You are going to do this by sending us an email, without fail, every Wednesday telling us whether or not you are going to serve the upcoming weekend. Just a simple yes I will be serving or no I won't be. Whether it's yes or no, failure to send this email on the day required will add 100 hours to your obligation. If you reply you won't be serving more than 3 times in a row you must include an explanation as to why. If we deem this explanation unacceptable we will add 200 hours to your obligation. If we feel you have broken contact with us or are trying to get out of this obligation we will send you a warning email. Once this is sent you will have 2 weeks to contact us and clear things up or the envelopes will be mailed."
She sits back in the chair and says "This is your new reality and your best bet is to come to terms with it and accept it. It will happen and there will be no discussion or reconsideration and if you think we won't send those envelopes, just try us.
His head is spinning as they both stand and leave the room, saying they are going to give him a little time alone to let it all sink in.
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