Hello, my name is Michelle and I am an out the closest transvestite. Below is a complete fantasy story of how I was forced into becoming nothing more than a sissy fuck toy and also to be feminine practically all the time. Would I like this in real life? Well, it's fantasy and some things are best to be kept as as fantasy.
If you have any feedback, comments or anything you want to talk about my story then my e-mail is michelle1983@live.co.uk
Michelle's the bitch
This is a rather long story of how I went from your regular out the closet transvestite to a completely owned sissy slut bitch all done by my wife and my fuck buddy, Derek. Yes I did my fuck buddy; it's a weird relationship, but I've now got used to it, and to be honest, I really enjoy it. So hold onto your seats (just as I am doing while the fucking machine I'm sitting on pounds my ass as I write this) as it's going to be a thrilling ride.
Prologue
Before going onto the rest of my tale on how I became a forced sissy slut, let's have a catch up; I'm an out the closest transvestite, the wife is fine with this, after some adjustment of course. My wife found my tumblr account and certain images on there which I had 'liked' or shared and as such she arranged a hook with me and this random guy from Craigslist, Derek. Of course I had no idea about this. She took photos of me in a maid's outfit and threatened to share them out to people who I don't want to see them, so I ended up acting out my fantasy and sucked Derek's cock and then I rode his fat cock hard like a slutty bitch. To up the game the wife placed a wager, if I came first then this would go no further and this would be the last time I see Derek. If Derek cum before me, then I'll be his and the wife's sissy slut sex slave - I'd be living out my fantasy full time. I lost the wager even though Derek had already shot his load in my mouth. From that day forward I would look and act in a feminine manner behind closed doors, I would only have sex with Derek and my tiny cock would be permanently locked in chastity - Derek and my wife held a key each.
Chapter 3 - Saturday
I had one of the best sleeps I've ever had, though I suppose you do when you've had an 8" long black cock destroy your ass and give you one of the best anal orgasms you've ever had. I still remember my little locked cock squirting as much as it can and jumping up and down as it spasms from orgasm.
I felt something touch my lips as I slept. Something hard but soft to the touch. I felt it again been run over my lips. I woke up and brushed my hair from my face (since I became the bitch in this weird triangle relationship I had been told to grow my hair. I'm quite lucky as my hair grows fast, so in six months my hair was just about shoulder length) and saw a familiar veiny big black cock with a shiny head pointing directly towards my mouth. I knew what I had to do, though I didn't want to. Just like wearing my other clothes, I only liked sucking cock and getting fucked when I feel like. Though I'm Derek's bitch now and I don't get a choice when his cock goes in my mouth or in my ass. Like a good girl I opened my mouth and let Derek slide his cock in. I didn't have to do anything but lie there as Derek slowly started to thrust his cock in and out of my mouth and face fucked me. He started to moan with pleasure as my mouth was used as a fuck hole. It didn't take him long to get going.
"Babe, I want to cum on your clitty. Get your clitty out"
I did as he asked. I thrown the duvet back and pulled up my mid length black satin nightie which I had slept in. I had took my panties off before I went to sleep, so I reached down and pointed the chastity to the ceiling ready for Derek to dump his load on him. Derek lowered himself down a little, his cock resting on the opening to the chastity wear I pee out of. He tugged his cock a few times and his semen shot out the end of his big black stick and filled my chastity about half way. My little cock was practically swimming in his jizz.
"We've got a busy day ahead of us, babe, today you're gonna feel like a real woman. Now let my cum pour out your chastity, but don't clean yourself up, I want you to stay cummy for the rest of the day, just like a real woman would"
Derek quickly pulled his mobile phone out his pocket and took a few pictures of my cum filled chastity. You could just about see the tip of my clit sticking out his cum.
"Ok, babe" I had little choice but to do as he asked.
When Derek left the room I stood myself up out of bed. I had already armed myself with a baby wipe and caught Derek's cum as it run out the end of the chastity like a waterfall. Most of his cum had come out, but some of it remained inside leaving my cock clammy and sticky and some had dripped out the other side of the chastity and onto my little balls. I knew it wouldbe unwise to clean my balls up.
I noticed on the nearby chest of drawers were some items of small clothing with a little red shiny bow on top. I had a look and I found a black basque with lace panel detail and a little bow between the cups, the rest of it was sheer black. There was also a matching sheer black thong. No doubt Derek wanted me to wear these.
I stripped my clothes, it felt weird taking off my other basque as my false double D breasts left my chest for the first time in over almost 24 hours. I changed my lingerie and also put on a pair of black tights. Out of the wardrobe I picked out a pretty casual black dress with a white feather pattern on it; the dress was just over knee length. I combed my hair, put on my gold 4" clip on hoop ear rings and then did my makeup; liquid foundation, powder foundation, blush on the apples of my cheeks, blue eyeshadow to compliment my blue eyes which I put on up to my eyebrow, eyeliner, 20 strokes of mascara (10 up and then 10 down to make my lashes look longer), a light pink lipstick and finally some gloss.
I went to the kitchen and found Derek sitting at the small table in the room reading the paper.
"Do you want some breakfast" I asked.
"Sure, babe" he responded without looking up from the paper.
I did us both a bowl of cereal and sat down at the table and handed Derek his bowl. We both sat eating our breakfast without saying much to each other.
"Today I've booked you in at a beauty salon. You're going to have your hair dyed and styled, ears pierced, legs waxed, false nails done and lastly a full make up job"
I cut him off before he could finish "Seriously? How am I meant to see people every day with a girly hair cut and false nails?"
"You like looking like a girl don't you?"
"Yes"
"You like acting just like a girl don't you?"
"Yes"
"Then girls have their hair done, make overs, ears pierced and all those things. So today you will be getting them done or that nice picture I took this morning will finding it's way to people you don't want to see it. Now, take these bowls and put them in the sink. Oh, and show me your clitty too, I want to make sure it's still cummy"
Without answer I got out my seat and stood in front of Derek. I lifted up my dress, pulled down my tights and slid my locked clit out my black sheer panties. My clit was still gooey with cum.
"Good. I like it when a girl appreciates my cum" said Derek approvingly.
I soon got my coat on and also a pair of black ankle boots, they had a chunky heel which was plated with a gold coloured metal inside the heel.
"Oh, I forgot to mention, I told the beauty salon that I had booked you in for a special occassion, they asked what it was, but I said you would tell them. When and if they ask, make sure you tell them the truth, ok?"
"Don't worry, I will, hun"
A short while later I found myself in the car on the way to the beauty salon. It was only a short drive away and Derek parked the car just outside.
"Right, babe, I'm going to drop you off and I'll come pick you up in a few hours. Out you get then and make sure you come back even prettier than you are!"
"See you later, babe"
I got out the car with my handbag over my right shoulder. As soon as I closed the car door Derek driven off and left me in an area I didn't know and the only option was to go in the beauty salon. I was so nervous, I've been out dressed before, but that's to gay clubs and in an area which where it is common for tranvestites etc to go. I was now out in broad daylight and about to go into a beauty salon for a makeover.
I made my way to the door of the beauty salon and opened it nervously. Over to the left hand side of the room were five beauty stations, with a wash basin; all of them were empty. Top corner was the cash desk and in front several seats for waiting. Two young women glanced over to me when I entered.
"Hi, my name is Angie, how can I help you today?"
"Er, hi, I'm Michelle, I've got an appointment at 11am"
"Oh, hi, Shell, how are you? You boyfriend booked you in the other day, he's got the full works for you. Today me and Dawn will be looking after you and making sure you look super beautiful when you leave here"
"Hi. hun" shouted Dawn
"Right, come and sit here and we'll sort your hair first. Dawn can you get the hair dye please?"
Dawn brought a box over, I could see the picture of the model on the front with strong burgundy hair colour, not quite red, but a nice overall nice reddy colour.
"Your boyfriend picked this for you. He said it's your favourite" she said.
"So, you boyfriend said he's booked this session for you because you're celebrating something special, what is it?" asked Angie
"It's been six months since I started transistioning from male ot female, so he booked this as a nice treat for me" I lied.
Angie squealed with delight and did a little clap. Dawn had a cheerful smile across her face.
"Aww that's to brave of you. It's also really nice of him to do all this for you today" said Angie.
"We'll have you looking a million pounds when you leave here, hun" chimed in Dawn.
I lay my head backwards so it was over the sink. Both the girls together washed my hair and applied the hair dye, I could feel their fingers run through my long hair as well as the liquid dye coat my long locks.
"Right, we'll style it after for you. Let's get you in the back and we can wax your legs and get those nails done at the same time" said Angie.
Angie then took my hand and lead me through to the back, inside was a small corridor with three doors, we went through the door on the far left. Inside was a small massage table, a table with some burning incense sticks on and some pretty pictures were on each wall.
"You jump on the table, babe and can you take off your tights and boots? I can then wax your legs.
I did as Angie asked and got on the table on my back. my head was nicely rested on a headrest.
Dawn came into the room carrying a tray, on it was a bottle of bright red nail polish, a bottle of clear nail varnish, fake nails, a piercing gun and a few others bits and pieces which I couldn't make out. Soon enough both got working away on me, Angie spread the hot wax over my lower legs starting with my leg leg while Dawn filed down my nails and cleaned them up. Angie applied the waxing strip and started to wax my legs, luckily I shaved my legs often so the pain wasn't too bad and it also didn't take Angie long before she had my lower legs ultra smooth.
"Well, you look after your legs. That was easy to do and you didn't even squeal. Right, I need you to lift up your dress as I need to do the top of your legs and your bikini line too. Don't worry we're all girls here and we've seen panties before" asked Angie.
Now I knew why Derek wanted me to wear sheer see-through black panties, he wanted the girls to see my locked clit and there was nothing I could do about it.
With a slight hesitation I lifted my bum up off the table and rolled my dress up so it was waist high. Naturally both girls looked to see what I was packing, and let me tell you it wasn't a lot.
"Oh, what's that you've got on?" asked Angie as she looked at my little caged clitty
"It's a chastity device, it stops masturbation and also stops your penis getting hard. My boyfriend likes me to wear it as it makes me feel more girly"
"Do you whack off a lot then?" joked Dawn
"Well, I can't now. My boyfriend only likes me to get off through anal, and to be honest it is better than having an orgasm by my penis"
"I suppose that chastity hides a bludge in your panties? You really don't want a bludge in your panties do you?" giggled Angie.
"No, not really" I laughed back "though my clitty isn't that big, so it wouldn't even show" I said honestly.
"I was gonna say it's a bit small, but a girl like you doesn't want a big cock"
Both then carried on their work like nothing had happened. Dawn started on my other hand making sure my nails were all clean and trimmed ready for the false nails while Angie waxed my legs. Soon enough both had finished, Dawn began to stick on the false nails, I could feel the cold adhesive on my real nail and the firm press by Dawn to get the false nails to stick in place. Finger by finger I felt something odd on top of my real nail. As Dawn done this Angie put toe spreaders between my toes and painted them red, she did two coats followed by two coats of clear varnish; damn they looked great. As Angie painted my toes Dawn cover over to me with something in her hand.
"Ok, babe, you're just gonna feel a slight sting on your ear" she said
Click! The piercing gun went and I felt a sharp pain in my right ear as the piercing gun put a gold stud through it. She walked around the top of the table, I watched her breasts bounce up and down as she walked around me. I was a little more prepared for this one, she pushed my long hair back and click the piercing gun done it's work again and put a stud in my left ear.
Once my toe nails had been done Dawn started on my finger nails. Finger my finger she painted them a bright red to match my toe nails followed by two coats of varnish to make sure my nails don't get damaged. There was no way I could hide these false nails.
"How long does it take for the nails to come off and also the varnish?" I asked.
"The polish depends on how you treat your nails. The polish and varnish is pretty expensive stuff, so it can take some wear. Usually the colour of the nails stays on for about two weeks. The nails themselves can stay on about a month, but it depends how you look after them" answered Dawn.
"Right, we're all done here. We need to go back into the main room so we can do your eyebrows and make up. You can put your tights and boots back on, though it's a shame you have to cover those great looking toe nails up" said Angie
"Yes it is" I couldn't disagree with Angie as my nails looked great.
I got my tights and boots back on and Dawn this time led me by the hand back into the main salon.
"Right, here comes the real magic. What we like to do is have your chair face away from the mirro and we'll spin you around after. You ok with that?"
"Sure, that's fine"
Dawn trimmed my head a little bit and got the straightens on it. Since growing my hair long I looked after it the best I can, but it was still a boy's long hair style ultimately. It didn't take her long to sort my hair. I looked around on the floor and on the apron I wore and I could see my cut red hair lying around, wow the colour looked brilliant.
Dawn got the tweezers out and shaped my eyebrows, it was pretty painful as she pulled the hairs out my eyebrows and shaped them in a feminine way.
Lastly came my make up, Dawn applied a liquid foundation as a base, then powder foundation, some light blush on my cheeks, shimmer all over my face, a slightly lighter blue eyeshadow than I use on, though Dawn did the eyeshadow so it just went over my eyelid and she pread it to the corners. Eyeliner and mascara were done.
"You boyfriend picked a few lipsticks for you"
Dawn shown be a few colours; a bright red to match my nails, a duller red which was closer to my head and a coppery rusty brown colour. I thought I'd go the middle and pick the duller red, Dawn applied this to my lips with a little bit of gloss.
"Almost done" said she as opened a small packet and pulled out a pair of 4" gold hoop ear rings.
"Your boyfriend dropped these in yesterday as a surprise for you today. Do you want me to help you put them on?"
"Sure, ok, I don't think I'll be used to putting ear rings in just yet"
Dawn gently removed the studs from my ears the piercing gun put in, my ears were pretty tender. She did the right ear first and then the second, my ears were a little sore, but once the hoops were in they were ok. I could feel the hoops gently pulling on my ears, they were a little different to clip on ear rings. I could also feel them gently brushing my neck.
"Ok, we're all done. You ready to see yourself?"
"Oh yes!" I was really excited to see how I looked now.
"I bet you can't wait! Ok eyes closed. I'm going to spin you around"
I closed my eyes, though I felt Dawn's hand float over my eyes so I couldn't see, I gues sshe wasn't taking any chances. I then felt the chair spin around. She then moved her hand.
"Ok, on three open your eyes; one, two, three!"
I opened my eyes and I couldn't believe my reflection, looking back as an early thirties pretty woman looking back at me. My hair looked great, it was ever so straight and cut feminine, it made my face look a little slimmer, and the colour was great. My eyebrows were very thin and looked ultra feminine. My makeup was flawless, I looked beautiful. My confidence in my appearance was now sky high and even I felt that I would pass as a real woman while out and about, to be honest it's all I've ever wanted.
"Wow, Derek is going to love what you've done to me"
"I sure will!" came a familiar voice
I looked in the mirror as Dawn turned around and Derek had quietly entered the salon. He walked over to me and took my left hand and gently ushushed me out the seat.
"Wow, check you out, you are super beautiful" he commented as he examined me.
"Let me take a picture of you. Get a duck pose on, I know you love them" he ordered.
I've never done a duck pose by sticking my lips out ever for a photo. I guess Derek wanted me to do it as it's a feminine photo style and looks quite girly. I did as he asked, I pouted my lips like I was ready to kiss him, I put my hands on my hips which exaggerated my false feminine figure and tilted my left leg a bit so my toes were pointing to the ground. Derek took the picture on his mobile phone, another one for him to blackmail me with.
We soon left the salon, I had a list of the makeup Dawn had used, which Derek wanted to buy when we were out shopping. If Derek wanted me to be pretty and his bitch I would sure as hell make him pay for it, I've got no problems wearing great quality makeup.
After about a 30 minute driver or so we arrived at a huge shopping centre. Derek parked the car and we both got out. We walked side by side down the pathway to the main entrance, my hangbag over my right shoulder and my left hand was in my pocket. I then felt Derek reach into my pocket and pull out my left hand and hold it.
"Boyfriend and girlfriend always hold hands" he smiled. I gave him a false smile back just to applease him.
Derek treated me like a woman and opened the doors of the shopping centre to me, we went through the main entrance it and felt like everyone was staring at me. I know they wasn't, it was just in my head, though several men were, after all when a girl appears with lovely red hair and red nails she's going to get stared at.
"Before we start spending, don't you want to use the toilet?" asked Derek.
"No, no I'm fine" I said.
"I think it would be best you go to the toilet" ordered Derek.
Clearly he wanted to embarrass me some more or even put me to the test by having me go into the women's toliets. I left without response and walked through the toliet door, inside two women were by the sink, one was washing her hands the other checking her makeup in the mirror, only once glanced over at me and paid little attention. I quickly scurried into one of the cubicles and sat down. I thought it would be bet to sit inside just to keep Derek happy that I had been in here some time. I the left the cubicle, looks like I came out at the wrong time as there were about six women at now washing their hands. I quickly swilled my hands under the tap and thought I'd apply some perfume.
"Oh, that smells great" said the woman next to me"
"Oh, thanks, hun. Do you want to try some"
"Sure!"
The woman at the wash basin took my perfume and had a couple of squirts. I then put the bottle back in my back, flung it over my shoulder and made my way out as quickly as I could.
"So, looks like you did need it after all?" asked Derek.
"Yes, looks like I did. My clitty has also dried as well" I thought I'd best give him some false information to satisfy him.
"Well, maybe later I can fill it back up for you?" he winked at me as he took my hand and we walked on.
A short while later I found myself in a women's clothes store. Derek had told me to look for a black dress as tonight he was taking me out to dinner. He had gone and left me to browse around the clothes. Again I was a bit nervous, but after a short while I was ok after I realised no one was paying attention to me, after all I looked like a complete genuine woman.
After looking a several dresses I found one I really liked; it was black and mid thigh length, the top of my dress came down just under my collar bones, which was great as I wasn't into showing off my false boobs. The thing I really liked about this dress was it had gold chains for straps; it looked really cool and I was a bit of a 'magpie' when it came to shiny girly things. I checked for my size and I couldn't find it on the rail, I was pretty disappointed.
"Look what I found" beamed Derek as he hung a pair of black chunky heel ankle strap sandals in front of me. "These will look great and you can show off those red toe nails of yours"
I had to agree with Derek, the heels were great. Just like my ankle boots I was wearing, the heels had gold plating inside of the heel and it run under the sole.
"They are really nice, Derek, can I have them?"
"Anything for my favourite cock sucker" he smiled. "So, what do you have here?"
"I really like this dress" I showed him one in my hand "but it's too small and I can't find my size"
"Ok, well go and ask someone if they can find your size then"
"Ok" I wanted to avoid this situation, but the dress was great and I was nothing more than a woman trying to find her correct dress size.
I wondered around the other aisle and I was lucky another to find an assistant.
"Excuse me, do you have this in a size 14?" I asked
The assistance looked at me in the eye as I spoke and then glanced at the dress. She took more attention of the dress than me.
"I'll go in the back and look for you. If we have one I'll come and bring it to you"
A short while later the assistance appeared and gave me the right size dress.
"We have a changing room in the back if you want to try on it?" she offered.
"No, I'm ok. I'm sure it will fit"
"Babe, I think it would be a good idea to try it on. You need that dress for tonight and I'm not coming back to swap it for another size" said Derek.
I did as I was told and went my way to the changing room. Inside I slipped off my dress, I was careful not to upset my hair too much. I looked in the mirror and the face was of a beauty woman, the body was off a medium size man with a slight curve and false breasts. Through my tights and sheer black panties I could see my locked clitty. I slipped the black dress over my hair and felt the cool gold metal chains rest on my shoulders. I sat down on the small stoole inside the changing room and slipped on the heels, the ankle straps had a nice gold buckle on to go with the gold plated heel. I thought I had best show Derek and left the room to show him.
"Wow, you look fantastic. Tonight you're going to look amazing!" he said joyfully.
I had to agree with him, I looked damn smoking hot and the black with gold gave me some class. I looked in the mirror and realised that pretty much all my life I've wanted to look like this and that Derek had fulfilled my wish. I felt so happy inside. Of course there was a price to looking like this and that was sucking and fucking Derek's monstrous cock and having my own cock locked in chastity in full time, oh and I have to refer it as my clitty - tough life been a sissy!
While in the store I got my shopping list of makeup from the list Dawn gave me. The woman at the makeup counter commented on how nice my nails and makeup were. Derek also picked up a lingerie set for me, it was a green teal and black lace basque and pantie set, I guess Derek loved basques. He also picked some black lace top stockings to attach to the suspenders too.
"Right, just one more place to go, baby; the jewellers!" beamed Derek excitedly.
We walked through the shopping centre hand in hand just like a real boyfriend and girlfriend. No one took a blind bit of notice that I was really a guy, I guess I really passed and looked like a real woman. I did get a few looks from other men checking me out, it was quite weird, but it was pretty cool knowing that other guys probably want to fuck you.
We soon got to the jewellers. It wasn't a big shop. Inside were glass counters around the shop with lots of sparkly objects inside. Assistances were busy bodying backwards and forwards behind the counter helping other customers.
Derek approached one of the shop assistants, she was young and pretty. She glanced at me and took a little look and then looked at Derek just before he spoke.
"Hi, I've got a ring on reserve to pick up"
"Oh, hi, yes I remember you coming in the other day. I will just get it for you"
The girl disappeared to the back room as I joined Derek at the counter.
"You're going to love the surprise!" he said like an excited little kid.
The assistant soon appeared with a little box in hand. She opened the box and inside was a gold ring, the top of the ring was styled into a word 'slut'. No doubt this ring was for me, I'd be wearing a slut ring, yippie.
"Here you go. I hope you like it" smiled the assistant.
"Here, let me put it on you" smilied Derek.
He took my left hand and slipped the slut ring on my wedding ring finger.
"It's a little different eternity ring" he smiled at the assistant. The assistant smiled back at him.
We left the shopping centre with my bags of clothes and makeup. I was a very happy girl and I felt like a real girl to be honest thanks to been free and able to wonder around in public and in the shops while looking at women's clothes for sale.
Soon enough I found myself at a slightly strange place. Derek had drove onto an industrial estate, it was full of big warehouse type units where manufacturers and other businesses operated out of. We stopped outside one which had a plain door, over the door was a small sign which said 'Romeo's adult store", it looked like Derek hadn't finished shopping after all.
"I want you to go in that shop and go to the counter. I've ordered some special items under your name and you need to pick them up. I also want you to buy a large buttplug and a good sized dildo with a suction cup, you clear?"
"Ok, I'll do that" I didn't want to do this at all.
Derek gave me his credit card and I got out the car. I opened the door to the store nervously and made my way inside. The store was empty apart from the assistant. By the entrance was mannequins wearing various roleplay outfits. I went to the cash desk.
"Er, hi, I've come to pick up some items. I think you've got them under my name 'Michelle'"
"Hiya, how you doing? Let me go in the back and have a look for you" said the pretty woman behind the desk.
She soon appeared carrying a long box and a small envelope. She pulled a dog collar out the envelope, the collar was plain black and stretchy and at the front the word 'SHEMALE' in gold letting was on it. She opened the box and inside were a pair of thigh high black PVC platform boots.
"These ok for you?" she asked. Without a doubt she must have realised I was a transvestite, or shemale according to the collar.
"Yes, these are fine. Do you have a large buttplug and a large dildo with a suction cup?"
"Yes we do, are these for you?"
"Yes" I said sheepishly, of course they were, but it is embarrassing to get asked this question.
"Ok, I'll go a find a few items for you. Do you want to try the boots on?"
Before I could answer Derek came through the door. I guess he was checking up on me.
"Sure"
I took the boots in hand and sat down on a stoole nearby. I pulled off my ankle boots and put on the thigh high boots, I slowly did the zip up and I felt the boots clamp around my calf and then my thigh. I walked to the mirror hearing the PVC creak. The boots looked pretty kinky, of course they didn't go well with this dress I had on, but I'm sure Derek had something up his sleeve.
The woman soon reappeared and shown me a range of large buttplugs and dildos. I took the smaller of the big objects, but even these were still big; the buttplug was about 7" at the widest while the dildo was 11" long and about 6" in width. Oh man my ass was going to get punished big time.
I left for the items and quickly left the store. Derek made me wait outside his locked car for a few minutes before he decided to come out the store, all the time I was standing there holding the bag with which had the name of the store I had been shopping at. Obviously he wanted to embarrass me by having people look at me.
After a short drive I we were soon back at Derek's flat. Derek was the true gentlemen and carried all the bags upstairs while I just about made it up the stairs with my aching feet. After walking around all day in high heels I'm starting to appreciate what women go through, after all I may as be a woman now, I look like one appearance wise at least.
We spent the rest of the day relaxing on the sofa and watching TV. For once Derek left me alone. We just watched a film, I was one side of the sofa and he was the other. It did cross my mind to cuddle up to him, just in case it was some kind of test, but I didn't bother in the end and I thought I'd just wait until he says.
After the film finished Derek went out the room and reappeared with a tube of cream or gel or something.
"I bought you some false boob glue. It will stick your tits to your chest, so you fill like a real woman with the weight of your boobs hanging down on you. Don't worry, the glue only lasts a few days before it need reapplying again. Go and put the glue on and make sure those tits are probably stuck to your chest. Then get dressed in all the new clothes you got today, we're going out for a nice posh dinner in a bit"
"Ok, babe" I took the glue off him and wondered into the bedroom.
I stripped down, I took all my clothe off except my panties. The first time in 24 hours my false boobs left my chest, wow it felt weird not to have them any more. I looked in the full length mirror on the wardrobe door and all I could see was a beautiful woman with flat as pancake tits and as slight budge in her panties, though nothing massive.
I applied the glue on my chest to wear my boob would go, it was see through in look and it felt cold on my skin. I applied the glue on either side of my boobs and lay them face down on the bed. I then lay down on the bed and put my boobs on my chest, luckily I had thought ahead and had a small mirror to hand. I held the mirror up with one hand and put each boob in place and made sure they were the right height and position and of course both looked even. All I had to do now was just lie on the bed for about 10 minutes and let the glue do its work.
Soon enough the glue had dried. As soon as I started to sit up I could feel my boobs pulling down on my skin. I stood up and I could feel the full power of gravity on my tits, I could feel them hanging while tugging at my skin, it felt really weird. I looked in the mirror and now I looked a little more womanly, I looked like a woman with two false boobs.
I decided to get dressed. I slipped off my panties and looked at my pathetic cock or a clit as it should be called now in the see through chastity, it really did look useless. I slipped on the teal green thong panties following by the matching basque, I could feel the basque do its work as it lift my boobs up, I felt the tugging at my skin ease. I pulled on the new lace top stockings and attached the suspenders. I then pulled the black dress over my head, I could feel the thin material lay over my body while the gold chain straps sat nicely on my shoulders. Lastly I put on the new heels, I done up the gold buckles and pulled them tight, my shoes felt ever so nice and snug and fit great. Of course I didn't have to do my make up or hair thanks to the make over today. I sprayed a little perfume and I was done. I decided I'd go present myself to Derek.
"What you think then, Derek?" I said as I smiled when i got back in the lounge. I generally did feel great. In fact I felt like a beautiful sexy woman, I looked goregous and and I wanted people to admire me.
"Wow, you look fantastic" he smiled as he stood up. "Oh, I forgot, I've got one more present for you. Bend over the sofa and spread your legs."
I did as Derek ordered, I reached to the back of the sofa and stuck my arse out for him while spreading my legs. I felt Derek lift my dress, he groped my ass a bit and then pulled my thong aside. He then slowly removed the buttplug and inserted another one, it felt the same to be honest.
"All done, babe" he said as he put all my clothes back in place.
I turned around and in his hand he held some kind of remote in my face.
"What you've now got inside you is a remot vibrating buttplug. All I need to do is press this button and pick how hard and off it goes"
I suddenly then a nice vibration inside my ass.
"Right, lets get the webcam going and show your wife what a lovely pretty woman you make"
A few short moments and my wife was on the webcam on the laptop.
"Wow, you look gorgeous. I can't believe it's you. You look so much better as a woman, you really do. Wow, that beauty salon as done wonders with you. Show me your ring and nails" smiled the wife on the screen.
I lift my hands to the screen and shown her my bright red long false nails while the slut ring on my finger shone in the light.
"Wow those nails look great. I like your ring too, it suits you and it's got the right now on it. Now everyone will no what I little slut you on" a big smile beamed across her face.
"Now, Derek, I want to talk to you about something" continued my wife "I've been thinking about our sissy's cock, oh, should I say clit as she now likes to call it. I'm never going to have sex with Michelle ever again. I'm quite happy having her eat me out. In fact her little clit won't even get me off and that's the whole reason why I prefer her to eat me out. So the only person she will be fucking now will be you and she definitely doesn't need her clit for that. So I've been looking into permanently chastity. I've found something called a frenum, which is basically a metal tube and it is screwed onto the Michelle's clit. Only the clit head will be able to be touched. To keep the frenum on it has break off screws, so it can be tightened so it fits right and 'snap' it is on forever. Now, considering she'll only have this little shivelled bit of skin hanging between her legs I thought it should be decorated so more, so I was thinking about getting the clit head pierced. What do you think, Derek?"
I couldn't believe what I was hearing. My wife had a conversation with Derek, my fuck buddy, just like I was their property and they can do with me as they please.
"I think it is a great idea. In fact I think we should get it done tomorrow! smiled Derek.
"Do I have to? I mean it is my clit" I thought I would object to this and hopefully convince them not to do it.
"Babe, lets look at a few things. Do you want to fuck a woman?" asked my wife
"No" this was a lie, of course I did. But of course I couldn't say yes.
"Do you want to fuck a man?"
"No" this was true.
"Is anyone going to use your tiny useless clit for any pleasure?"
"No, I don't think so"
"Your clit at the moment is locked up permanently. Only me and Derek have the key. I can tell you now that me and Derek will never unlock that chastity, a little sissy like you deserves and should be locked all the time. There's no difference between a chastity with a key or without a key because either way once they're on they're not coming off. Do you agree?"
"Yes, I do"
"So in that case you clit can be in permanently chastity then. You don't need it, no one will ever use it, so you may as well make it pretty"
"Ok" I knew now it was pointless disagreeing. I could see my wife's point of view, after all she can be very convincing and she spoke the truth, there was no way I would every fuck a woman or in fact anything again.
"Solved then. Tomorrow you will get your clit pierced and you will put it in permanent chastity"
"Ok"
"Right, you have a wonderful night out you sexy slut. I hope you make it up to Derek later after all the spending he has done on you" smiled my wife.
It appears the fate of my tiny cock has been sealed, no pun intended.
About an hour later I found myself at the restaurant; it was an italian restaurant. We had ordered some pasta and salad, surprisingly Derek let me choose what I wanted, I thought he was going to control that too. As I sat on the soft comfy chair I could just about feel the buttplug inside me, I felt great, I felt beautiful. Every so often I could catch some of the men in the restaurant from time to time checking me out; it was such a thrill having other people admire you, but also more thrilling that they didn't know what was really in my panties; my locked cock-clit.
Our food was served, it was really great food. I took about two mouthfuls of my pasta and I felt the buttplug vibrating away. I glanced up at Derek and he smiled at me.
"You like that, princess?"
"Yes, it feels great" I giggled, it did feel really nice to be honest.
I carried on eating my dinner, as I did I felt the vibrations inside my get more and more intense. The more intense the vibrations the more pleasure I got. If this plug carried on going it would make me cum soon enough. I squirmed in my chair as the anal invader drove vibrations inside me, I grabbed hold of the table as the waves of pleasure built.
"Derek, I'm going to cum in a minute, can I go to the bathroom please?"
"No, you can't. You can stay right there. In fact the waiter is coming over, when he asks how everything is tell him you're about to cum, ok?"
I knew I had to obey Derek. As the buttplug vibrated more and more inside me I watched as the waiter come over. I was hoping I could blow before he came over and have it all done with, but I wasn't just quite there yet"
"Sir, madam, how is your food?"
I held head in one hand as I grasped the table with the other. I'm right on the edge and my little clit is ready to explode. I was biting my lip and trying not to moan with pleasure., but I couldn't do it and a little squeak popped out from me with a very quiet moan.
"Madam, are you ok" asked the waiter.
"Ohhh, yes, ohhh, yes, oooooh I'm gonna cum" I blurted out on accident while looking the waiter straight in the eye.
I felt my little clit explode and my sissy juice leak out.
"Oh, ok" he said in confused voice. The waiter quickly left our table and left me to ride out my orgasm.
My clit blasted again and again, I doubt there was much coming out, but I could feel it pulse and throb as it tried to spasm with the chastity on, but it was going no where. I'm not sure how much I had squirted, but I could feel my wetness in my panties.
"You enjoy that, princess?" asked Derek
"Yes, it was great" I smiled with a red flustered face. I had really gone off with that buttplug going off inside me.
Soon enough the vibrations stopped.
"Derek, can I go to the bathroom and clean up?"
"Definitely not. A little slut like you should know that you never clean up cum no matter if it is yours or someone else's"
Great, I now had a pool of cum in my panties, which was no doubt leaking out onto the seat. How embarrassing that will be when I get up.
"Right, time to go. Leave your seat out too, I want to see that mess your little citty has made"
I got up out my seat and did as Derek said. I looked down and a small pool of cum sat on the leather seat, to make it even worse the leather was black.
Our wait returned and took Derek's credit card. He tucked my seat in and caught eye of the gooey sissy juice I had left. He looked at me and I embarrassingly looked back at him, though he said nothing. We made our way to the cash desk, as we did I could feel my cum touch my leg, I could feel it then run down my stocking clad thigh and then down to my knee leaving a gooey white snail trail. There was absolutely nothing I could do, I was wearing a short dress so I couldn't even pull my dress down and cover the cum.
"Wow, you've had a good time" smiled Derek as he noticed the cum on my leg.
A short while later we were back at Derek's flat.
"Girl, go and wait for me in the bedroom. I want you bent over the bed with your arse sticking out ready for presentation took me, okay?"
"Ok, babe"
I did as Derek asked, I went into the bedroom and bent over the bed so my hands were on the duvet. I stuck my ass out for him. I got a look in the mirror behind me and I could see a sexy, beautiful woman bending over with her lovely ass sticking in the air. Derek came in the room and eyed me up like a lion eyes up it's prey.
"Wow, look how you've turned out. You look absolutely amazing. I can't believe that you're my sissy girl. Look how you've got your ass sticking out ready for me, looks like that ring has your name right"
Derek moved behind me and lifted my dress up. He then slid aside my thong and gently removed the buttplug, I felt my anus stretch as the plug popped out. I then felt Derek's fat cock head touch my asshole, he slowly pushed it in, even though I've been wearing buttplugs for over 24 hours his cock still opened me up, I moaned as he entered to me. He grabbed my waist and started to fuck me, he rammed his big fat 8" black cock in and out of my ass as his big balls smashed into my butt cheeks.
"You're my bitch now. Whose bitch are you?"
"I'm your bitch, Derek"
"You're my slut too. Whose slut are you?"
"I'm your slut" I said as I moaned with pleasure while Derek's cock destroyed my ass.
"You're my sissy girl now. Have you always wanted to be my sissy girl?"
"Yeeesssss"
Derek's pace got faster and faster the more I replied to his dirty questions. I moaned more as his cock hit my g-spot.
"Do you love my cock, bitch?"
"Oh, hummm, hmmmm, I love your cock, Derek. Fuck me really hard with black cock"
"Oh, I will girl, I will. I'm gonna fill that cute ass up"
Derek then went turbo. He really cranked it up and pounded my ass with such force, his balls slapped off my ass stinging a little bit as his cock brutalised my ass.
"Oh, babe, I'm going to cum. Please fuck me harder, your cock is so good. Hmmmm, hmmmm, uhmmmm" I couldn't help myself, I really getting off on Derek's cock. I had now well and truely fell down the sissy rabbit hole and I was truely Derek's bitch, his slut and his sissy girl.
My ass spasmed and sucked on Derek's cock as I orgasmed. I didn't cum, my clit just tried to spasm with orgamse but the chastity kept it in place and all it managed to do was judder a little bit. This in turn got Derek going, I felt his cock swell inside and really fill me out, then his cock exploded filling my inside with his cum.
"You're a great fuck, baby" said Derek as he slipped his cock from inside me.
I then felt a buttplug go back inside me. I wasn't sure if it was the vibrating one or not.
"Sleep with just your nightie on tonight. Let your tits and clit be free"
Again, I did as Derek said, wow I am really his bitch. It felt weird lying in bed feeling the weight of my false double D boobs pulling on my chest. I aslo normally slept in panties, so it was weird feeling the chastity pulling on my little clit as I shuffled around in bed.
I had learnt a lot today. Firstly I am Derek's girl and while I'm here he I'm his slut and bitch, he has sex on tap from me. I also felt was it is like to be a woman, been able to go out and buy things as a woman and also have men check me out not because I look like a guy in a dress but because I look like a beautiful. Today was a good day and I felt happy. I could live the rest of my life like this, but of course I would like a little more control in my life and of course I would spent the rest of my life like this as I lost the bet!