Chapter Seven: I've been taken, Made into a Maid, Turned out as a Slut.

Two days have passed by, it's Thursday morning. Today Master Gage and Master Martin are to arrive by 10:00am. I awake by 8:00am and my stomach is turning. I get up sit on the edge of my bed wearing my sleeping lingerie today it's a white satin full slip, white lace bra and satiny panty. I think for a minute or two and decide I am not going do as Master Gage says. I am going to be a man, going to respectfully but assuredly show Master Gage that it's not going happen, my slavery to him that is. I'm going to have to get him to give me the keys to the chastity device and tell him I'm going cancel out the bondage gear sale on my credit card.

I shower up and dress in drab as I wait for Master's Gage and Martin to come. I am not too hungry as I'm nervous so I just drank some coffee and clock watch. I worry if this is going to go ok or not but I have to be a man.

Tick, tick, tick the clock ticks. About 10:05am I see Master Gage's Cadillac CTS park in my driveway. I am frazzled as I wait to meet the men at the door.

I hear the door bell ring, swallow hard and walk to open the door. As it opens I see Master Gage and Master Martin stare at me.

Gage says, "What the fuck! Were you not to be in a black maids dress, hose, heels, wig and makeup?"

I stammer but say, "Um... well, I decided that I am not going to become yours or any bodies sissy slave. I'm a man and I plan to live like one. I'm a crossdresser, fantasize about sissy stuff and now even have sex as a sissy with guys but I am not going to ditch my set male life," I am so nervous as I add, "Sorry Gage but I want the keys to my chastity device and I'm going to cancel the credit card sale for the bondage gear."

Master Gage in growing anger pushes his way into my home as I back away and he and Martin stand before me, Gage says, "Oh fuck you, you faggot, you are my sissy slave, you will live as my sissy maid and slut."

I interject, "No, you can't make me your fucking slave."

Master Gage angrily says, "You are not being made to be my sissy maid and slut, YOU SILLY FAGGOT! You want to become and will become my sissy slave."

I remain steadfast and stand up to him denying this slavery, Master Gage begins to push me back and around as his anger grows. I implore him to stop pushing me around in my home. Gage and Martin just laugh, "You ain't gonna live in this home much longer, your fucking new place will be as my sissy maid and slut in my home." He then viciously open slaps the left side of my face with his right hand and swears at me. I cry in pain an tell him to stop, I do not want to fight him, just leave me alone.

Gage says, "Tell you what you faggot, you think you are a man, are you man enough to fight me?"

I reply, "Fight, I do not want to fight you I just want to be left alone."

Gage angrily says, "That ain't gonna happen, you have to prove you are man, and fight me, you don't even have to win but just show us you are man."

I reply in stress, "Please I do not want to fight, I should not have to either."

Gage is steamed as he calls me a sissy faggot who needs to be in dress and heels. He then gives me a good punch in my face on my nose and I drop like a rock as I hold my nose with my right hand and tell him to fuck off! I sense some blood from my nose as he slaps the left side and then the right side of my head as I'm in delirium and fear to the beating it looks I may have to take.

On my knees he calls me out, "Come on you faggot! You say you are a man, fucking fight back you pathetic sissy!"

I implore him, "Please just leave me alone, let me go, dammit."

Gage delivers two my open slaps to my face and I am devastated to the point of tears and beg him to stop hitting me.

Master Gage replies, "You gonna cooperate now or do I have to beat the shit out of you faggot!?!"

Martin interjects, "This sissy is fuckin stupid, she know she is a sissy and wants to be a slave."

I now beg him to stop and give in, I tell him I am his sissy slave, his sissy bitch and maid, I will cooperate, and beg him to stop beating me. Master Gage lets up and tells me to get my queer ass to the bedroom, strip off my male clothes, go to the bathroom and give myself an enema, a shower, do my make up and dress up in my black maids dress. While I do this he and Martin will go through my belongings, to select what they will take, what we will sell and or give away. I comply and he sees me out to my bedroom to strip nude.

I sit on my bed all naked and knowing I must move on, give myself an enema, then shower and do my makeup. This will see me move to putting on my maids outfit, I will be wearing a black lace bra, black satin panty, a pair of white tights and my black satin and white lace maids dress over a frilly white petticoat. I will step into a pair of black velvet 5 inch spike heel pumps with cute ankle straps.

The enema, shower, makeup and dress up takes about an hour. It's now about 11:15am as I am dressed and ready to make my appearance to my new Masters. I know this commits me to my new sissy lifestyle. I walk out and to the living room. As I enter the Masters like what they see and I give them a big sissy curtsey.

"I hope Masters like what they see in their sissy girl."

Master Gage, "You look great girl, nice little sissy maid."

Master Gage has me make and serve both of them coffee as they begin to tell me of the things that I have they will take as their own and how we will dispose of other things they do not want and I a no longer need. I curtsey with a "Yes Master."

Master Gage next says, "Since my sissy seems to have issues with her faggotry and sissy expectations I have determined that starting today you shall only wear sissy maids outfits and sissy slut outfits," he adds, "You will get some garbage bags and gather up all you male attire and items and we will be donating them to charity today, do you understand Chantel?"

I gulp and explain, "But Master I still need to wear male clothes, I have yet to give my notice to my current employer and they will want me too come to work dressed in my normal male attire."

Master Gage says, "I don't give fuck you sissy, I made my mind up and you are going to transition today. In fact you will bring all your femme and sissy clothes over to my place and you will begin to serve as such through your transition. You do not have to live here in your current place as we dispose of your current home. Life as you have lived it is over for you girl, you will now live 24/7/365 as my sissy maid and slut."

I beg him, "Please why can't we transition normally, why must I humiliate myself beginning today and to my employer, please let me not have to do this."

Master Gage says, "I don't give shit, you are going to live from now on as my sissy slave. Stop this whining to I will beat the shit out of you."

I know I'm defeated, I curtsey and accept my plight. Master has me come to him and drop to my knees in submission and pull out his big beautiful black cock and service it with my mouth for a brunch like treat. I do as I'm told and give him a beautiful blowjob resulting with a good mouthful of his cum and he has a nice smile. I next do the same and service Master Martin's cock and he gets off well too with a nice brunch like treat for me. I feel like such a sissy bitch.

I now gather up my male clothes and we are off to the thrift store. Minutes pass by and we pull into the thrift store parking lot, me in my black maids dress, white tights and high heels will be a sight as I bring garbage bags full of male clothes to donate. I am ordered out of Master's car and gather up the bags of clothes. I grab two bags and begin to walk towards the store my high heels clicking away. As I step in the shop people and staff begin to notice me, I mean I'm dressed as a sissy maid, my face is flush as I sheepishly walk up to a counter and tell the ladies I am donating male clothes as I no longer will wear them because I'm a a sissy girl and a sissy maid. The ladies smile and comment at how cute I look and I bet I'd be a fine sissy maid. They jokingly ask if I can come to clean their houses? To who I politely smile and say my Master decides my maid duties.

I go back to the car and bring two more bags in and the ladies compliment me on how well I walk in my high heels, I curtsey and thank them for the compliment. It seems they enjoy seeing such a feminine sissy maid. It turns out to be not so bad for me to humiliate myself as a sissy made here.

Back in Master's car we drive off to the mall as I am to humiliate myself walking in the mall and to a salon to see if I can be fit in for an ear piercing and then to put on some big hoop earrings Master hands me and to also get a French manicure to feminize my nails. This walk through the mall and to the salon in my maids dress, tights and heels is so humiliating but I do love it too. The ladies at the salon do have fun with me and swoon all over sissy me as they have fun with my ear piercing and my manicure. They talk all about my sissy maid look and effeminate style. I tell them I am a live in maid to a master and I will also become a street walk sissy slut on the town's tranny stroll. The gals soak it up and get a kick out of what kind of femme sissy I am.

They joke about how must I must love cock, to which I tell them I am a happy cock sucking sissy and I service big black cock of my black Masters. For all the ladies it's almost surreal but it is my new life. I actually get over my nerves and enjoy my time at the salon. I call Master Gage and tell him I will be finished soon and he tells me to walk back out to there same part of the parking lot he dropped me off to soon see his Cadillac waiting for me.

Once I finish up, my new hoop earrings in my pierced ears, look at my French manicure, noting I must be careful with my pantyhose, tights and stockings now as I do not want my nails to put any runs in them. The ladies send me off nicely wishing me good luck in my new sissy life as I curtsey and the them, the humiliation is strong but I endure as I must from now on.

Getting back in Master's car I show the my earrings and my manicure the men say it all suits faggy, sissy me. We now drive to my employer's office where I will give them my notice and explain I must be able to work the next two weeks in a maid dress, hose, heels, wig and makeup as I no longer wear male clothes. I doubt they will accept this but I must do it this way. If they can't accept me coming to work for the next two weeks in maids dress and heels the will have to let me go A.S.A.P. I tell Masters that I don't know if they will let me come to work in a maids dress, but I doubt it. Masters are ok with this as the sooner take me on and pimp me out A.S.A.P. without having to wait of me to put in two weeks at my current employer. As we get closer to the office, my nerves are a frazzle, this will be fucking humiliating.

As we park in the parking lot of my workplace office I want to beg Master to not have me do this, but I know it's futile, sissy maid and sissy slut life is my way now. I know I must get use to dressing 24/7 and out in public as such. I am ordered out of Master's car and once I step out I curtsey as they send me on my way laughing at me.

Click, clock, click, clock my heels make as each step brings me closer to the office entrance. I am breathing with fear as I open the door and walk through the foyer to the front desk secretary, her name is Gloria and she looks up at me and her eyes go wide open as her jaw opens with silent WHAT THE FUCK?

I curtsey and say, "Good afternoon G...Gloria, um thi... this is Phil. I'm coming here to...too just give you all my two weeks notice."

Gloria smiles but is still shocked as she says, "Phil, what the Hell, she giggles as she asks why I am dressed as a maid?"

I sheepishly says, "Um... I have finally found the job ...err career I have wanted most of my life... th...that is that of a maid, in... in my case a sissy maid. This is why I am dressed like this."

Gloria says, "Well you look cute but why tell or show us what you want to do for future work? Why give you notice dressed like that?"

I reply with a sheepish smile, "Um... my employer, err my Master has had me dispose of my male clothes, I only wear feminine clothes like my maids dresses, hose, tights or stockings with high heels and makeup with wig." I add in full display of my look, "I have to note that I will be coming to work over the next two weeks in a maids dress, black like the one I am wearing or pink with appropriate hose, heels, wig and makeup."

Gloria smiles as she says, "Well I have to find out from the boss if that will be acceptable, you can have seat as I check for you."

I curtsey and move to take a seat, Gloria giggles and walks to the boss's office down the hall. I am so flush with humiliation. About a minute or two pass by and I see Gloria walk back but the Boss Michael is behind her, I think, 'Shit is this going to be humiliating.'

They re-enter the front room and Michael asks, "What's going on Phil? Why are you here dressed like that? Is this some kind of joke?"

I stand up and curtsey as say, "No sir, no joke, I'm here dressed like this as I am now going to live and work as a sissy maid, I only have feminine and sissy clothes to wear, but... but I am just giving you my two weeks notice."

Gloria replies, "Phil says he has to come to work in a maids dress for his two weeks notice."

Michael looks at me and hums, he has to be careful with how he responds but says, "I'm sorry Phil, we can't have you working your last two weeks dressed as a sissy maid, you will disrupt the other employees. If you can come dressed in regular male clothes that will be ok."

I reply, "Um sir I... I can't... I no longer have nor wear male clothes, my new employer well my Master has me only in maids and feminine clothes."

Gloria adds, "Well, maybe we can have Phil work with the secretaries, I'm sure the girls will be ok with this."

Michael pauses and says, "No, I'm sorry we can't have Phil work for us dressed like this."

I interject, "Um... I... know and I accept what you say, if I may my new name is umm.. actually Chantel. I'd really prefer being called Chantel as Phil is a part of my past and Chantel is my present and future."

Gloria sees Michael is a bit embarrassed as she says, "That is a cute name, you look like a Chantel."

I curtsey and say, "Thank you ma'am."

Michael pipes in, "Well tell you what will do for you Phil... err sorry Chantel. I'll give you two weeks severance and you can just leave here today, I want to make it a clean break ok?"

I curtsey and say, "Thank you sir, that will be fine."

Michael asks, "Gloria, can you get Jennifer in payroll too prepare the papers and two weeks severance pay?"

Gloria replies, "No problem. We will take care of Chantel."

Michael turns to me extends his hand and says as we shake hands, "It's too bad, hate to lose you but if this is what you want to do with your life Ph... Chantel, well good luck to you."

I reply, "Thank you sir."

Michael walks away, Gloria says for me to be seated as she goes to Jennifer in Payroll. I thank her and sit back down, she asks if I'd like a coffee and I say "Thanks but I'm ok."

Lucky for me no other staff come by as I sit and wait and about 5 minutes pass as Gloria comes back and tells me Jennifer should not be too long. We actually chat for a while as I am surely an interesting thing for Gloria right now. I tell her I have been desiring of such a job/lifestyle my whole adult life. I do not go too deep in detail especially about me being turned to as a prostitute but stick to maid stuff and how it excites me for such career. We keep chatting and then I see Jennifer walk from the back office area. She is blown away at the sight of me. I get up, curtsey and she has her turn asking me questions about my new lifestyle. The ladies and me talk for about 5 more minutes and then we say our good byes. I curtsey and almost tear up, my life as it has been is over, I am only a sissy now.

I walk to Master's car, get in an tell them its done, they just gave me two weeks severance and cut me lose today. Masters prefer this and tell me they will take me to my bank so I can in my sissy maid glory deposit my severance pay. God this humiliation will never end.

We pull into my bank branch and I am told to get out and go deposit my severance pay. Masters agree this should be humiliating and fun for sissy me. I step out, fix my desk and curtsey to then click, clock in my heels walks to and in the bank.

Heart pounding, face flush I step inside the bank and soon people see me, giggles are heard, some talking under people's breath, but most people try not to offend sissy me as I step into the line. I feel so embarrassed but God I love it too. A few people smile as the make eye contact with me. I see them scanning my outfit and heels with their eyes. One mature lady asks if I can clean her house later and the we hear casual laughs as they tell me I'm cute. Others then smile and giggle. I am asked by one lady why I am dressed like maid and I tell her this is my new career. I tell her I always wanted to be a sissy maid and I am employed as one now, it's fun and exciting work for me. She tells me that I bet I will make fine maid. I thank her with a curtsey and people giggle at that sight.

Soon I get to a teller's window and have her deposit my severance pay, we chit chat as she asks me about my outfit and she is genuinely curious and interested in my reply. She too tells me I make cute maid, I blush, curtsey and thank her. We finish up and I soon walk out of the bank and to Master's car.

I tell Masters of my experience and they enjoy it. But the also helps me get use to my new femme, sissy life in public. I will get better at the humiliation as life pass and I accept my new plight.

We get to my new home, Master Gage's house and I am told to put all my femme and sissy clothes and heels away in what will be my sissy bedroom in his basement. It's not ready yet for me as things have happened faster than we all figured, but from now on it's my bedroom. I spend about 15 minutes putting my sissy things away. After I am put in thy kitchen to put together a quick dinner for Master's Gage and Martin. I will have to make for myself and according to my Master/Slave Contract a more cheap and simple meal for myself. Master tells me to boil up some plain gruel and to heat up a can of chicken soup. As I make a quick but tasty stir fry meal for my Masters and a nice fruit cocktail dessert, I will be mixing in a soup bowl, my chicken soup and gruel to make a gloopy chicken soup flavoured gruel meal.

I serve the Masters and am allowed to at the table with them too. It all helps me accept my new sissy slave life. After dinner I serve the men some mixed drinks and I do the dishes. Once done I am told to do a few chores of Master Gage such as a load of laundry some vacuuming and they enjoy a relaxing night and talk about my future as a sissy maid and as a slut. Master tells me he will put me out on the local tranny stroll tomorrow night. He tells me that there is no sense in me not making money as a tranny slut right away. Of course I accept the decision but I am scared as it will be my first night as a sissy slut.

Before I am sent to my new bedroom its bed and to sleep, of course both Masters get a good night time butt fuck of their new sissy slut's ass. It's going to be this way everyday for me now.

[Next Day, Friday]

I wake up by 7:00am, enema, shower, shave, do my makeup, put on my wispy shoulder length blonde and auburn wig and dress in a satin pink maids dress over my white lace bra and white satin panty. I then pull on a pair of sheer pink pantyhose and step into a pair of pink patent 5 inch spike heel pumps. Make breakfast for both Masters, do some chores, and am taken to the government building to go to the office where I will fill out the paper work to legally change my name to Chantel LaFemme Swallows. Of course this was full of humiliation as the public and office staff see sissy me in my pink maids dress, pink hose and pink heels. But I endure and accept the humiliation. I soon finish and walk back to the car to tell Masters that it will taker about 4-5 weeks for the name change to become lawful. This said soon I will legally be Miss Chantel LaFemme Swallows. THIS IS SO EMBARRASSING FOR WHAT'S LEFT OF THE MALE IN ME! BUT SO EXCITING FOR THE SISSY FAGGOT I NOW AM!
We get back home, I am to strip only to my bra, panty and hose as I will spend the rest of the afternoon paint my bedroom barbie pink and dressed as such will make sure I do not get paint to spill to splotch on my maids dress. 


After I get back into my pink maids dress and heels, make dinner and later told to dress as a slut as tonight I will be pimped out on the tranny stroll. I'm so fuckin scared but shower, do my make up and dress up. I put on a black lace bra, some small breast forms, put on a padded black satin panty, a black lace garter belt. I carefully pull on a pair of black sheer back seem stockings. I put on a white long sleeve, satin blouse. and a black faux leather mini skirt. I pull out a pair on red suede 6.5inch spike heel pumps with a 1.5 inch platforms. I put my I.D. perfume and stuff in a shoulder purse and put on a black leather jacket. I look at myself into full length mirror and think, 'Fuck girl, you look fuckin hot, you are a very sexy tranny slut. Masters are going to love your slutty look tonight.'

I walk upstairs and show Masters my look and they fucking love it. I turn them on so much they have me give them each blow jobs before they drive me out to the tranny stroll. I am so fuckin horny too and I suck them off very well as they are in ecstasy. Soon though we are driving out to the part of town where many trannies stroll. It is an area of commercial and industrial buildings. So for most after 6:00pm they are closed and only a few businesses stay open. For instance one is a diner where they accept tranny hookers hanging out on breaks, but mostly it's deserted and only tranny sluts and Johns looking for quick, cheap and dirty tranny sex are out and about.

Of course my nerves are all amok as we drive closer and closer to the stroll. I've never truly prostituted myself and as such for a real pimp master wants me to make him some good money. I am pretty quiet and introspective as Master's Gage and Martin drive me out to the stroll. As we finally get there I see outside the car's windows, tranny prostitutes, I think to myself, 'God, this is it, this is what my life has come too, to be another cheap tranny slut making money for my black pimp master. Knowing the money I will make will be surrendered to him completely. All my fantasies have and will come true.'

Master parks by the curb near an area where working tranny girls congregate and work from.

Master Gage says, "Look Chantel this is your area and given how good you look and your age a good area to work. I want at least $600 tonight, I know it's your first night but you look good and I'm sure enough horny guys looking to fuck some tranny slut ass or have one suck their dicks will hook up with you."

I reply, "Yes.. Yes Master, I'm every scared though."

Master Martin pipe in, "Bitch with them legs, tall heels, short skirt and good slutty look you will be too busy to be scared."

Master Gage adds, "Look it's easy Chantel, flash your body, shake your ass and be upbeat to any dudes who come to you looking for some action. There are fucking and sucking areas all over here, behind garbage dumpsters, under stair cases, by doorway entrances, behind the backs of buildings, parked in cars, lots of places for you to be the whore you want to be Chantel."

I reply, "Oh.. ok, you are both right Masters, I'll be a good girl, I'll work hard to make you the money."

I am instructed to step out of Master Gage's car, which I do, he tells me they will be back at 12:30am, that gives me over 5.5 hours too work it, I curtsey and thank them. They then drive away. I am so nervous, what if there other girls not like me, am I stepping on any other girls area? I begin to walk to where a couple of girls are standing.

First girl, "Hey hun, you look new here."

I sheepishly reply, "Um, yes, it...it's my first night. My pimp master has put me out now to work for him."

Second girl, "Shit you look good girl, love your shoes, they compliment your sexy legs."

I reply, "Thanks."

First girl says, "My name is Tracy, this is Kelly. and your name hun?"

I answer, "My name is Chantel."

Tracy asks, "So you say you are being pimped?"

I reply, "Yes... yes I have always wanted a Master who will pimp me as a prostitute."

Kelly adds, "Well a pimp is a double edge sword, you get acre of knowing you have a pimp who will protect you but you are also under his thumb, but if that's what you like girl, good for you."

Tracy adds, "Yeah, I'd say most trannies like us work freely, I'd say about 30% here are pimped."

I reply, "I've always felt submissive and sissyish so I have wanted live with and hook for a Master. All has recently fallen into place and her I am my first night as a street walker."

We all chat of a few minutes, the girls tell me areas where I can take men for sex. They tell me that most men I will likely do are gonna be between age 30 and 60, ironically most married, some divorced and the rest mostly younger dudes single and fuckin horny for quick tranny sex. It's relatively safe here as most of us girls stay near by, but it can be rough and some dudes want sex but do not think they should pay for a tranny to do it.

Both tell me they have been assaulted by bad Johns and a few girls have had to go to the hospital. I ask about cops, and the tell me since we are in the commercial/industrial area and if we stay here and away from any residential type areas they don't bother us too much. Once they see you as a new girl they will probably run ya for any arrests and such but mostly leave ya alone. I'm told to not tell cops I have a pimp though. They tell me social workers will probably be by to talk to me about prostitution and such to try and help me, but the know most trainees who prostitute was to do so and enjoy it.

They tell me the diner up the street is where we go to take a break get a load off our heels and to touch base with each other. You will be a part of our group community for safety and support. That makes me feel much better. This said they notice a car pull up and ask if I want to give it a try? I'm so fucking scared but I note to them I will approach the John in this car.

I walk up to the passenger side and the window is down.

I ask, " Hi..hi hun, you looking for a date?"

The guy says, "Maybe... ahh you are a tranny right?"

I reply with a smile, "Yes, hun, you like trannies?"

He says, "I love trannies as I find that they are wanting to really please. "

He asks how much for a date?"

I reply, "$40 darlin, I suck or take fuck for $40."

He pauses and then says, "Ok... ok... that's fine, you got an area you want to do it?"

I look up and see down an alley a few garbage bins and say, "Um.. you good behind a dumpster? If so just park your car over there (as I point to a parking loot) and I'll meet you by that dumpster (as I point to it)."

He nods and drives off to park. I strut in my heels across the street and through the parking lot to stand by the garbage bin. Soon I see the guy park and step out, he's white probably 30 or so about 6 ft. tall and maybe 200lbs, wearing a polo shirt and jeans. He gets to me and asks my name, I tell him it's Chantel and he likes that name a lot, he tells me his name is Gary. He has only been with few tranny working girls as it make him nervous but he loves the way we dress, act and look. He finds sex with us very hot. I tell him that I'm rather new here but eager to please. He pulls out his wallet and grabs 2- $20's and gives the to me. I put them in my bra.

I ask, "So what do ya like Gary?"

He excitedly replies, "I really would like a blowjob."

I reply, "No problem hun, come lean against the wall behind the bin here."

To which he does and just looks at sexy, slutty me.

I get down on my haunches and look up at him, with a big smile, toss back my hair and tell him to relax. I then undo his belt, and pull his jeans down. He is in briefs and I see a stiff bulge in his briefs, I smile and tell him it looks like we both are gonna enjoy this. I soon have his briefs down and before my eyes is 7 inches of nicely thick cut white cock.

I say with a seductive tone, " You have a nice cock."

He smiles and says, "Thanks, please suck it, suck me off."

I grasp his balls with my left hand and stroke his cock with my right, really getting him hard. I look up at him, toss my hair back again and smile as I now move towards his cock and take my tongue to dance around his cock's head. The moans Gary gives are intoxicating and I love it. As I keep doing this Kelly walks by her heels clicking with a rather mature more heavy set man and she says to me, "You go girl, make your man happy."

I stop look over my shoulder at her and say. "Mmm, thanks I will." as I move back to playing wit Gary's stiff cock. I tongue the back of his shaft from his balls forward to the tip and he is pounding the walls with his hands in growing lust.

I now take his 7 inches as best I can in my mouth through my red lipstick colored lips and my tongue working it inside my mouth. I slurp up lots of saliva as we get into some series head bobbing own his cock. The moans and groans the both of us give is so seductively erotic. I enjoy the feeling of Gary's stiff white cock in my mouth and he fucking loves the blowjob he is getting. We keep working with me bobbing and slurping his cock. Gary can't help to not run his hands over my head and through my hair. This excites both of us to get even more and more with it.

I can sense Gary is working up to his eventual prize of a hot orgasm into my sissy, slutty mouth. We keep moaning with mutual lust and joy. I can sense every second that goes by Gary gets closer. I want him to cum in my mouth badly as I bob harder and harder on his cock.

Gary in hard lust says, "Oh shit, I'm so fu...fuckin close..ahhhh...ohhh."

I work it and work it as he comes closer and closer as I feel his firm hands now grab the back of my head and push me on his cock hard.

He is excited and says, "Fuck, ahhh...ohhh.fuck, yeah..ohhhhhh!" as he lets to a thick gooey wad of his hot and sperm filled cum inside my mouth as I swallow every drop and love it.

He pulls out, we make eye contact and we both smile as he pets my head and tells me that was fucking great. I tell him I am happy that he enjoyed it. I tuck his dick back in his briefs and do up his pants. I get back up off my haunches as he helps me up on my heels and we both walk back to his car and he gets in and says he will see me again soon. I smile and say to him yes we will. He drives off and I walk back to the street corner and talk to Tracy and Kelly as they introduce me to a couple other girls, Jenny and Krissy. All four of them are and to me the new girl. But soon it's back to work as I am offered another car that has pulled up. I am more confident already.

I strut over to this car my red suede 6.5inch spike heel pumps on 1.5inch platform clicking away with each step. I lean into the passenger side window.

I say, "Hi, how are you tonight?"

Driver in car replies, "Fine, nice night and you hun?"

I reply with smile, "I'm good darlin, you looking for a date?"

Driver says, "Um yeah maybe, you are pretty hot, nice legs."

I reply, "Thanks hun, do I really excite you? turn you on? you like chicks like me?"

Driver excitedly says, "Umm yeah, I got a boner in my pants right now, how much?"

I smile, wink, "$40 darlin."

Driver says, "Ok, sounds good, um where do you want to go?"

I say as I look up and down the ally where I was before, I see a gal and a John by the garbage dumpster so I scan to see under a stairway, "Looked like that stairway down the block there can be good. You park and I'll walk there to hook up ok?"

He drives over to park as I begin my strut to the stairway. I get there first and wait for him. He steps out of his car, he's a mature white guy maybe 50, average height and weight, in a business suit, so he is some sort of professional. He calmly walks towards me and stares at my tall, slender body, with my short black skirt, black stockings, red pumps and all.

He speaks, "My name is Ben, you look so hot and new here."

I smile and reply, "Hi Ben, my name is Chantel and thank you, yes I'm new here, it's my first night on the stroll here."

Ben speaks, "Lovely name, can I just look at you for a minute, maybe run my hands up and down your stocking clad legs?"

I reply, "Sure you can Ben, but first I need my donation."

Ben coughs and says, "Jeez sorry hun, I am totally turned on by you and I forgot." he reaches in his wallet and hands me two $20's as I put them in my bra with the other cash I have.

Ben then runs his hands up and down my stocking clad thighs as he pants with desire. He can't help but not to get close and grind on me as his hands go wild on my legs.

Ben all worked up says, "God you are so sexy, I do not care if you are a chick with a dick on the stroll here, I love your look, fuck I'm so damn hard."

I ask, "What do you want to do Ben?"

Ben excitedly replies, "I want up your skirt and in your panty. I'm so fuckin hard I need my cock up your ass girl."

I now proceed to undo Ben's pants and drop them, I feel his bulge in his boxers as I pull them down and both my hands fondle his cock and balls. Ben is hot with delirium and animal drive to want to fuck me. He is 6 maybe 6.5 inches long but nice and thick close to 2 inches and uncut. I reach into my purse and grab some lube as I then rub it over his stiff cock. I then turn around and lean against the wall under there stairway lift up my mini skirt and pull down my panty. I look over my shoulder and hand Ben the tube of lube and ask him to finger my butt hole with lube. He excitedly grabs the lube and soon is fingering my hole working the lube in it. He is sighing with desire and I am moaning with lust at him fingering me. Soon the tube of lube drops to the ground and Ben says he has to fuck me now, fuck me hard. I toss my hair and look over my shoulder bent over, my ass exposed and tell him to go ahead, fuck my tranny ass.

Ben takes his hands and pulls my cheeks apart to open up my tight little hole and he begins to work his stiff cock inside me. I let out a bit of an ouch and such as he stuffs his tool past my sphincter and he is so hot with lust. But he gets inside and works slowly at first as I moan and he groans. His cock is pushing nice and I feel it on my prostrate, if I was not in chastity my sissy dick would be hard. But I coach Ben on to give it to me, I moan and sigh as he gets harder fucking rhythm going. We begin to work in sync as his hands hold my hips and we move back and forth together. Ben tells me how fucking good it feels and how tight I am. I tell him to keep going between my moans.

Ben really gets into a hard pounding ass fuck on me to the point of me almost falling off my 6.5 inch spike heels. His grunts get more animal-like and I am more passive in my moans as his cock invasion of my tight ass gets hotter and harder. It is incredible for both of us and the wild sex I as a sissy slut and rather sexy cute tranny wants and deserves. Ben pounds away relentlessly as we moan in mutual rhythm and soon I sense he will soon let go inside me. I so fucking much want his cum up inside me, I feel like the dirty whore I am and love it.

Ben with a panting breath says, "Fu...fuck... ohh Chantel. ahhhhh gawd yes... so fucking close... oh you lil bitch, you got me so hot...ahhh...ohhhh, yeah .. all...almost their...ughhhh yeah, yeah, fuck yeah, I'm coming up your lil ass." as Ben fills my rectum with that awesome cum juice, one of the best things a real man can give.

Ben slows down, panting and thanking me for such a great fuck. He is so enamored with me he leans forward and kisses the back of my neck, telling me I am the perfect tranny slut. He pulls out and I turn and drop to my haunches as I grasp his softening cock and lick him clean. He loves it.

I sigh and say, "Ben you are a good fucker, I loved your way up my butt hole, I'm glad you are so happy."

I tuck his now soft cock in his boxers and pull up his pants as he pets my head and tells me he definitely wants more sex with me in future. I agree and soon he walks away. Before I put myself together I grab some tissue from my purse and wipe my butt hole of lube an some of Ben's cum that back flows. I discard the balled up tissue, fix my panty and skirt and walk back to the street corner.

Tracy an Kelly are also back and ask me how did things go? I say they went great. As we all stand in our heels strutting like there sluts we are I get a few more dudes for dates, three more blowjobs and two more butt fucks. I'm doing well for my first night.

By 10:00pm the girls ask if I want to get a coffee at the diner. I agree and the three of us walk to the diner, we get some coffees to go and Tracy was kind enough to pay for mine as. We sit at an outside table, take off our high heels and rub our feet. I love my heels but they can be hard on one's feet. I find Tracy is 35 and has been working for 7 years after her divorce and needing money to survive. She still keeps a bit of a day time life but mostly she lives enfeme and prostituting has paid her bills. She has been robbed a number of times and beat up a few times, it happens she says. I ask her if she plans on quitting. She says not any time soon. it makes her more money than her day time work does.

Kelly is 42 has been a tranny hooker for 12 years. She too is divorced with kids but they do not know she is a tranny slut. She has come to accept this lifestyle and loves the clothes and the sex so she is able to buy a lot of clothes with this lifestyle. She tells me getting robbed happens but not so much on this stroll. In another city she once worked it was bad for tyrannies. She was once beaten up badly and she was in hospital for a week. Some 250lb. dude just went ape shit on her after he had her suck him off. He gave her two black eyes, bruised cheeks and cut her lip as well as twisted her right arm. It was bad, but she says it comes with the job. She is much more careful today. It is safer to be a tranny slut here.

Soon we are back on our corner and I am told to go onto a new parked car. I walk up to the passenger side and see two men inside. As I peek inside I see two young dudes who are twins. They tell me it's their 30th birthdays and they both want to get on with a tranny working girl. I am intrigued at this and tell them ok. They ask me how much for a date. I tell them $40 for each of you.

Driver says, "Come on, it's our birthday, how about a discount?"

I smile and reply, 'Hmmm ok hun, you two boys can get a date for $30 each."

The look at each other and back at me and agree. They ask where?

I look around and see it's busy with other girls in our area I see a parking lot and say park in back in the dark. We can use you car as a place to get it on. They agree and I tell them I'll walk over there and the can park. They drive off and I strut in my heels.

They park first and both step outside and wait for me. They are two 30 year old white males about 6'2" and 220 lbs each, blondes, tanned in good shape, one in a blue button down shirt with black jeans on the other in a white button down shirt and blue jeans on.

As I get to them they introduce themselves, "Hi I am Jordon and the is my brother Tate."

I smile and say, "My name is Chantel, nice to meet the both of you."

Jordon hands me $60 and I stuff it in my bra as I ask, "So men what do you all want tonight?"

Tate says, "Well Chantel, we figured one of us gets sucked off by you as the other fucks you, are you ok with that?"

I think, "Nice a suck and fuck.' as I say, "No problem boys, why not just have one of you sit on the hood of your car so I can bend over and give head while my ass is ready for the other to fuck, you all like that?"

They nod and agree. Jordon undoes his pants and briefs as he then sits on his car hood, he is maybe 7 inches and average in girth, as well as cut. I see Tate drop his pants and briefs and his cock is the same. I hand a tube of lube to Tate as I bend over and lift my skirt and pull my panty down, "Lube my ass Tate."
Tate begins to lube my ass and as he does that I begin to play with Jordan's cock, licking its head and shaft. Jordan is horny and hard. I keep him going as I wait for Tate to now begin working his cock up my ass. As he does I slow on my cock an mouth play with Jordan's cock. But in a little while Tate gets going in fucking my ass. Soon we are quite a sight, sissy slut me bent over one cock in my mouth the other up my ass. The guys are moaning and loving it and I am in a state of thrill too as the is my first suck and fuck.

The guys get really into it, my mouth is being well fucked by Jordan's cock an Tate is pounding my butt hole hard with his. The grunts, sighs, moans and groans are like us playing in a sexual choir. My life as a sissy slut is now quite hard core.

The two boys give it to me relentlessly as soon I sense Jordan can't contain himself and snorts to a grunt as he cums in my mouth, filling it with his hot sexy jizz. He leans back as he pulls out and sighs as he comes back down. Meanwhile Tate is on my ass like a raging bull and is pounding me hard I again almost fall off my heels. But moments later he howls and shoots up my butt hole a good thick wad of his hot jizz. He quickly pulls out and comes back down too. The men fix their briefs and pants I pull up my panty and fix my skirt. The both tell me that was the best birthday present they ever gave each other. I tell them I am happy for them and they get in their car and drive off. I go back in my purse, grab some tissue and wipe the lube and cum from my ass.

Back on my street corner and I chat with the girls. The night goes well and surprise surprise I make $600 that I will give to my Masters when they pick me up.

By 12:30 am or so the car arrives and I say cya later to the girls.

I get to Master's car and he asks if I made quota. I smile and say, "Yes Master, $600."

Martin says, "Shit man her first night and she gets quota, she's a natural slut."

I am allowed in the car and they ask me how it all went. I happily recount my sex night for them and they are sure I am the perfect sissy slut. As we drive home I realize all that has come and changed in my life. My fantasies are now my realities. I'm sure it's going to be hard and tough but I am a natural sissy, who love being one and used and a maid and a slut. I will be broken to accept all that will come. WHAT A JOURNEY I'M ON!

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Chapter Eight to follow