My TG Origins
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I guess I should start with the basics of this story. At 28 years old I have long auburn hair, green eyes and am all of five foot, six inches tall weighing a mere 135 pounds. I have almost no body hair to speak of and a full mouth that many say reminds them of Tyler from Aerosmith. I never got that 'aqua man' physique many swimmers get, but developed a more lean, lithe look that made me seem like a skinny nerd.
I graduated college with an accounting degree and work as a CPA in a law firm. I also spend some time in the local casinos playing poker and black jack to enhance my income. You see as a total math geek, counting cards is not that hard to do. As long as I lose a little here and there, I am not a obvious counter to the pitmen or the 'eye in the sky'.
One of my visits is what started this whole new life experience for me! I was playing poker and making some good cash, when I got an invite to a high roller table with Johnny Marcone at it. John was a guy I had been to High School and College with who I knew had a Hotel or two, ran a maid service, and if some of the rumors were true, was involved in the prostitution ring here in town under the name of "long Johnny" and I figured, rather naively, that it was due to his six foot six inch height and lanky build at 195 lbs. Since I did his taxes, he was always a pretty up-front guy that never screamed 'thug', just a businessman who may have had some less than honorable business, but nothing illegal.
After playing for a while, I was starting to win and gain some cash due to reading the 'tells' of the other players and doing some casual card counting so that on the table was a considerable amount of money and Johnny actually said he wanted to raise me on the hand, but wondered if I would accept a marker for one year's maid service? I agreed since I was a typical bachelor and had a messy home. When I threw down a Full House with 10's high, he growled a curse and dropped down his three of a kind!
"Give me a chance to win the service back, 1 high card takes it, double or nothing?" he asked in front of all these witnesses.
"Sure. Why not? I will gladly put the year up against a second if that's really what you want?" I responded.
"Done! Dealer, shuffle the deck and let me draw that card!" he dictated to the dealer.
Johnny drew a 10 and grinned until I flipped my card over to show that I had a Queen! He angrily stood and asked for my home address so he could drop the girls off Monday morning. I stammered that that was not necessary, but he insisted he was not a welcher and would make good. We shook hands, I gave him my address and watched him storm out while the dealer whispered to me,
"Dude, that is Long John Marcone you just pissed off and made an enemy of! I would watch your back if I were you, as you just made an enemy out of a major crime boss!"
"Heh!" I laughed, "I grew up with John and do his taxes. He isn't that bad a guy."
Monday morning, just as I was leaving to head into the office, my doorbell ran and it was Johnny with two hot babes in dark grey uniforms that were piped in black and looked like the typical hotel maid uniform accept that these were maybe a little better fitted to the body and instead of being just below the knee, were just above it by an inch or two.
Nicole, who told me to call her Nikki, was a dark woman with a lithe build and her dark hair hung in a medium length ponytail down the back. She was maybe my height or a little taller in the 3-inch black heels she wore. I noted her long and brightly colored nails as she was introduced by John.
Rosario, or Rosie, was a shorter and more voluptuous Hispanic lady with a cascade of blond highlighted hair and a rather generous chest that strained her top to contain and even in the same set of black 3-inch heels was still just an inch or so shorter than me.
"These are your live-in maids for the next year. I still own their rights and will pay their checks, but they will live here with you and clean the house, cook the food, and any other chores you may require. Their discipline is in your hands as the master of the house. Keep them in line and these ladies will be great workers for you. Ignore them, and they will work themselves into mischief just like anyone else. I will collect them in a year and a day. Ladies, this is Kevin and he is your new charge. Make sure you take care of him as instructed and I do not want any bad reports from him, understood?" Johnny dictated to the ladies.
"Yes sir!" they both chorused in unison.
"OK ladies, I am off to work, and you can make yourself at home and learn where everything is for today and we can chat more when I get back in." I told them and heard just as I was closing the door,
"Yes sir! Dinner at 7pm alright sir?"
"Perfect. See you then Nicole and Rosario." I responded as I closed the door.
That night, I was treated to a wonderful meal and they had even a opened a bottle of wine and Rosie massaged my feet while Nicole did my shoulders. I was totally pampered by them and instead of watching TV, spoke to them about their duties,
"Just keep the house clean, do the laundry, cook the food and here is my cell number if needed for anything during the day. I am a pretty simple guy who never had a maid so if there are things you know need to be done, just do them and let me know. You all can sleep in the guest room if you do not mind sharing a bed or we can have it removed and put in a pair of twins?"
"We can share a bed. We have before sir." Nicole responded with a smirk while Rosario looked a little embarrassed.
"OK then. You can move in your belongings and all tomorrow. I will leave the key to be duplicated and you can park in the driveway if you need to. Goodnight ladies and thanks for an amazing dinner."
One week later, both Rosie and Nikki were moved in completely, with their cars in the driveway and Rosie started giving me a daily vitamin with my breakfast and coffee. Nikki started me on a workout regime of mostly aerobics and muscle toning exercises and I felt great thanks to the meals, massages and actually clean residence. I should have thought of this live-in house maid thing a long time ago!
One more week and Rosie added in a "C" Vitamin along with an Immune pill and a 'total T' pill that was a bright purple, as she felt I would need it. That night after dinner while we were playing cards, Nikki asked,
"Master Kevin, I hate to ask this as it may be none of our business, but we have been here for 3 weeks and both of us have ...well....enjoyed each other's company or our boyfriends," pointing to herself and Rosie, "but it seems you have not had the opportunity to 'release your tension as a man needs to' so we are hoping it is not because you are worried about us being in the house or that your gay and afraid we may find out....I mean we're both Bi so no judgement by us if you are!"
"I am not gay. Nor do I have a girlfriend at the moment, so have not had the opportunity to have sex if that's what your eluding to?" I asked a little taken aback.
"Oh, Master, you do not have to be in a relationship to have sex! We have it all the time and it does wonders for your skin, health and wellbeing. Sit back and let us help you. It is our job after all to keep you happy and taken care of!"
"Wha...what....what are you doing?" I spluttered as she knelt down in front of me and undid my pants while Rosie assisted her.
Once my pants were opened and my 'tighty whities' were pulled down, freeing my manhood, Rosie promptly started to stroke it softly with her hand while looking at me and telling me how she loved the taste of a man's cock and proceeded to suck it into her mouth.
Nikki then squatted next to her and also started to use her tongue, then they wrapped their lips around one side each thrusting me between their paired lips and using their tongues to tickle my balls or the head of my cock until I exploded after just a few minutes of their ministrations and watched them 'battle' to suck up my come! Both girls looked up at me and asked together,
"We hoped you liked that Master Kevin? Either one of us will be glad to service you whenever you need it. We can't let you get all pent up like that again, so we can do this every couple of nights if you like. I can blow you on Tuesdays and Rosie can blow you on Fridays if that's OK? We don't mind and actually kind of like sucking cock, so please say yes!" Nikki requested in a manner that I just could not refuse.
Over the next few weeks, I started to truly look forward to Tuesday and Friday nights as just before I retired, the ladies would lay me back in bed and service the seven inch manhood I was so proud of. It was amazing to me that they would 1. do this, 2. how skilled they were, and 3. That I felt so alive because of it!
Two weeks after the ladies started to perform their weekly service, I was surprised to find my 'tighty whities' were replaced with cotton spandex bikinis that came in a multitude of color! The ladies said that the white cotton underwear was so old fashioned, and these were the new style and were way more comfortable anyways. They were right. The new underwear was comfy, and they said it made my butt look so cute, so I didn't mind wearing them. The satiny cotton spandex fit snug and felt so sexy, I was hard all the time wearing them!
This amazing sexual experience was sadly short lived and quickly replaced about 3 weeks later, as one night, while watching my white dick disappear between Nikki's dark lips she gasped out in frustration at me,
"Damnit, I am so horny sucking your dick, I can't take it. I need that dick inside me Master. I want you to fuck my ass pussy and come inside me!"
"You want what?" I stammered while she stood, lifted her uniforms skirt to showcase a sexy black panty, and quickly straddled me. Nikki forced my turgid manhood into her ass and started a slow grind against me while wrapping her arms about my neck and shoulders.
While she was grinding against me, I felt something hard between our stomachs and pushed her and her panties back a bit and glanced down to see a large 8-inch black cock where her pussy should have been.
"You're a shemale!?!? Damn, I never thought being with one would be so sexy and exciting! What about Rosie, is she one too?" I expostulated.
"Yes I am honey. We thought you knew we were shemales or would have been more careful. Nikki, when he is about to come, can you hop off so I can clean him up and get my share?" Rosie said as she walked into the bedroom.
Nikki continued to grind and bounce on my manhood while Rosie pulled my shirt open and started to suckle my breasts. My nipples had become super sensitive these past couple of weeks and my horniness was off the charts as well, so this was just bonus.
When we both ended up coming, Nikki slid off me and scooped up her sperm off my belly and held it out to Rosie who gobbled it up and then kissed me with plenty of tongue so I could taste Nikki's jism, but was so turned on, I did not think about being appalled or pulling back. When she dropped to my softening prick and started to suck on it and lick it to 'clean' me, I moaned when she reached up and tweaked a nipple causing me to harden again. This caused her to lean in and kiss me again and comment,
"Master, you are so hot and ready, maybe I should fuck you too?"
She did not wait for an answer and straddled me inserting my once again hard cock into her waiting ass pussy while Nikki started to kiss me, play with my nipples or use her long nails to lightly scratch or tickle my balls until both Rosie and I came seconds apart from the other in a shuddering climax. I noted during Rosie's sexy humping up and down on my cock, that she was stroking her own 9-inch dick as she had came. Nikki scooped up Rosie's come and ate it and then fed me some while Rosie again started to clean my cock. When she finished, she also kissed me with plenty of tongue and I could taste the jism on her lips as well. The two hard orgasms one after the other had me falling asleep in their arms till we woke up later and all moved into my king-sized bed for the remainder of the night.
The blow jobs were no longer twice a week as we were now fucking every other night! I loved the change, the girls seemed happy and I was even told at work how I seemed happier and all 'aglow' so must have met a girl! If they only knew.
During our third or fourth three-way, I had Rosie riding me while Nikki sat on my face and had me rimming her. Her cute little balls were rubbing on my chin and I occasionally licked the underside of them to taunt her even more. Both ladies were facing each other and were kissing and fondling the other. Then, when I slipped up to lick Nikki's balls and catch my breath, she arched her hips and stuck her long, fat, black cock into my mouth. My eyes popped open wide but hearing her moan out how good my mouth felt, made it seem OK and I started to suck on it. Soon after that I felt Rosie pull off of my dick and insert herself into my ass and start to move in and out, fucking me! Both girls commented about how good it felt, how good I looked being their sexy partner, etc. till we all ended up coming and I got my first real mouthful of sperm....and did not think it tasted bad. I kind of liked it actually, and that started us out switching out on who was 'in the middle' and acted as the pleaser for the night.
That Friday, the ladies brought me a new pair of grey pinstripe slacks and a soft pink fitted button dress shirt. They also had a cotton undershirt that had thinner shoulders than my normal 'wife beater' look and fit much snugger so I could wear it out to dinner with them that night. The slacks fit well but seemed to have a slightly different cut at the waist that made me use my thinnest width belt. The undershirt allowed me to leave the button shirt slightly undone and not show due to its lower cut. Rosie wore a black minidress and red heels, while Nikki wore a white minidress and red heels. I felt like the grey line between the Ying and Yang of life and had a thoroughly wonderful time. We ended up all together in my bed and while I had a hard time getting it up due to the alcohol, when they started to play with my overly sensitive nipples, I was hard as a rock and ended up coming in buckets!
Over the next few weeks, I had the ladies get me more slacks cut like the grey ones they had gotten me and they ended up tossing out my older slacks. They surprised me by also getting rid of the old 'wife beater' style undershirt and replacing it with the new one they had gotten for me. I did note however that the new undershirt seemed to cup my growing nipples and soothe them, so they were not erect and painful so much, which meant they became an almost necessity.
Two more weeks of sex with the ladies and my chest now has the areola extending and it is almost like I have very small breasts, but the ladies keep playing with them and it drives me crazy with need. The sex is so good and steady I do not want to jeopardize it and just ignore my growing chest as an issue. One night while I was the pleaser in our group sexcapades, Nikki and Rosie put me into some lingerie. Just a thong panty, garter, stockings and bra all in black with black 5-inch heels, but the way it made me feel was so sexy, I came multiple times that night.
The next time I am the 'gal in the middle' and wearing a baby doll nightly during sex with Nikki, Rosie is suckling on my nipples and says,
"God your tits are so sexy like this...like little boobs waiting to be played with and suckled and I love how you react when I do suck on them! Just like when you suck on mine!"
"Oh shit! I am growing breasts, aren't I? I thought it was a possibility, but now I am sure! What the fuck am I going to do!?" I started to panic and missed the look Nikki gave Rosie.
"Oh Master. You're just being weird because you realize how sensitive your chest is and have accepted it for the wonderful feeling it can provide....unlike most men who refuse to admit that they like their nipples sucked, you revel in it! I love that about you master!" Nikki commented.
Two more weeks and I was positive I had growing breasts but both ladies commented about how it was just the amount of sex or that I was identifying with them and not to worry. A doctor's visit did say it appeared I had developed a slight case of gynomastia but nothing to worry about as it happened to many men. Then, one Wednesday night when the ladies invited me to go out to dinner Friday and maybe a little clubbing, I demurred until Nikki mentioned no more sex unless I went with and now she wanted me dressed as a girl so I could realize, that even if I had started to grow breasts it did not matter. Besides they reasoned at one point, my latest clothing was all woman's clothes anyways, so not like I had to worry about being seen dressed in women's clothes! The panties, the slacks and the kami's and even some of my shirts were all women's! When I really looked at them, I could now see it! I grew angry about being deceived and made to dress up. It did not matter that I had liked it!
I lost control at that point and ended up spanking them both soundly, which really got us all going. I had a raging hard on, and so did each of the girls! I lost control in a different manner and we ended up fucking like rabbits for hours and my agreeing to dress in public by going out Friday night as long as I did not look like a dorky dude in drag!
That Friday, I left work early and the girls had me stripped and denuded of any body hair, even down there, before I realized what was happening.
I was then put into a Black thong panty, garter, back seemed black hose, a pair of breast forms that gave me a nice "C" cup décolletage that bounced provocatively since I was not wearing a bra! Then my feet were slipped into a pair of red 5-inch heels while I sat down to have the ladies do my makeup. I ended up having my hair styled, ears pierced with shoulder duster drop earrings added and some nice jewelry to match. I now had French Tip toes to match the now inch long French Tip nails, a long mane of soft strawberry blonde hair that I could leave in a ponytail, or style as I wanted. On top of all that sexy feminization was the crowning piece de resistance of a red and black lace dress. The underdress was red with a black lace overdress that looked sexy as hell. The underdress was a spandex minidress with a low-cut princess neckline and an almost nonexistent back while the hem ended at mid-thigh. The black lace over, was fitted to the red underdress and ended also at mid-thigh, but it had a scoop style neckline and long sleeves made all of lace that ended in bell cuffs. A little jewelry, necklaces and a clutch with as sundries in it and I noted that with all the feminine touches, the ladies were right. I was definitely passable and would not have to worry about being considered some 'dorky dude dressed up like a woman'.
Now the only question was what to call me as they could not call me Master Kevin and it was Rosie who said,
"Kandi. With a "K" and an "i". I like that name as it is close to Kevin, sounds feminine and showcases what a yummy, sweet thing you are! And keep that Southern Bell accent, Kandi, It will drive everyone crazy!"
Nikki wore a black mini with a red top and heels and Rosie wore red pleather pants that were so tight, they looked painted on! A slinky little top that exposed her belly and some heels and we were three sexy bitches on the prowl!
At the club, when we walked through the doors, I felt the AC blow up my skirt and had to hold it down or showcase my lingerie. The doorman did not even card us. Three hot bitches coming into his place . . . he wouldn't stop them as they represented males spending money. We got a table and ordered some snacks and drinks. The place was called the Transporter, was dimly lit, had a few people dancing and was a very mixed crowd of races and orientation from what I could see.
It was not long after we got there that a tall African gentleman asked Nikki to dance and she did, while another guy took Rosie out to the floor. When a gentleman asked me to dance, I begged off saying I had to watch our stuff till one of the others came back. Two songs later, Nikki and her dance partner returned, and she sat saying she needed to rest and have a drink and asked me to dance with Anthony.
Anthony introduced himself, offered his hand and I shyly accepted and moved to the dance floor where we danced a couple fast songs and I am sure I did not inspire any envy with my dance skills until it changed to a slow song and he pulled me into dance frame and started to perform a Rumba! I knew how to ballroom, so just let him lead and moved against him. That was when I felt it...against my thigh was Anthony's growing member and it was huge! It was obviously much bigger than mine by a lot and I could not move my leg away, and must have blushed or made an "ohh" before saying in a whisper,
"Oh my god, your dick is huge....I have never....I'm not....."
"Shit baby, that's just normal black cock you got there. What are you a lesbian or something and never had a big black cock in you? Maybe you need some!" he grinningly responded.
We kept dancing as I stuttered a confused response. Strangely I was not repulsed, but actually flattered that he saw me as an attractive woman and felt myself press against him while the dance continued only to hear him whisper with a kiss in my ear,
"Girl, you're one sexy ass bitch who needs some action and if you keep pressing against my cock, I am giving it to you. The way you shaken that booty, making me sprung for you. We need to get out of here and head to your place or mine." he stated commandingly.
I was able to catch the eye of Nikki and let her know I was leaving with Anthony and she just smirked and made a 'call me' signal while holding up four fingers and then one finger twice. She obviously wanted to know how things went with Anthony after.
Anthony led me out to his Cadillac CT6 and spun me about before opening the door for me and kissed me hard. In a daze, I kissed him back to my surprise. His hands dropped to my butt and he massaged my ass while his tongue started to dance with mine making me let out a small moan and when we break away, I say timidly,
"Anthony, you should know I am a crossdresser and I did not mean to lead you on, but your cock felt so good and made me feel so sexy and I never felt like that before! Don't hurt me, but if you want to drop me now, I understand."
"Gurl, I knew you had to be a dresser by the way you danced, and we are in a LGBTQ club, so why would it make me mad you a sissy? You look like a hot babe and I am treating you like one. So, you getting in or going home?" he asked as he held the opened door for me.
I answered by turning and smoothing my short skirt under me as I sat and then swinging my legs into the car while I watched him look at my legs before closing the door and going around to get in himself. On the drive to his place, he had his hand on my upper thigh and I had my hand on his massive man meat. At his place, we walked up his walkway kissing and groping against each other all the while thinking to myself, "Am I really about to have sex with a black man while dressed like a girl? Does it make me gay? What if I like it like I think I am going to? What if I can't stop him if I suddenly think I can't do it?"
Once inside, Anthony had me pushed up against the wall and was kissing on me, pressing his manhood into me while squeezing my ass or cupping my chest. I was so turned on and horny now that I just wrapped my arms about his neck, kissed him back and ground against his throbbing manhood and moaned. When he put his hands on my shoulders and started to push me down, I just dropped to my knees and unbuckled his pants, freeing his monster cock. I grabbed it in my small hand and tugged it free while pushing his pants to the floor.
I watched it drawing closer in a perverse fascination as his big cock started to drip and as I got closer, his hand pushed on the back of my head and his cock struck my lips, a drop of precome smeared onto my lips until I licked them and realized it tasted kind of like Nikki and when he pushed it forward again against my lips, I opened my mouth and accepted it inside my mouth. It was hot and stiff, and I could smell his musky man scent and realized all of a sudden that I liked it as I noted my tongue was swirling about his shaft lubricating it more and more while my lips sealed against his head and sucked it in. I quickly got the hang of sucking his cock and started to wank it with my long-nailed hand and using my fingers to bring more of my spittle down the shaft. Tasting his manliness only seemed to encourage both of us and he pushed my hair aside and watched as more of his length disappeared into my mouth. He groaned and rocked his hips pushing it even further down my throat, face fucking me while I just held my mouth open and used my tongue to tease his cock until he released me. Soon I was bobbing up and down, licking the shaft and treating his big black cock as my personal lollipop making sucking, wet noises until I felt my lips touch his pubis and realized I had it balls deep into my eager throat. I kept sucking and wanking his long shaft until he pushed me off his big black cock and said,
"Stand up and turn around Kandi. I need to put this cock inside you."
Licking my lips one last time, I stood, lifted my skirt as I turned about and presented my ass for his use. Anthony did not disappoint, and he spit on his hand, massaged a finger into my ass and quickly found me ready, so he spit again onto his cock and eased it into me.
"Oh God. It's too big. I don't think it will fit. Oh...oh....oh my God, it's so big, I am already full....fuck, I am so hot....oh, shit your cock is gonna make me come already!" I kept up a litany of verbal comments even after coming at that time, soaking the crotch of my panties. Finally, as he pushed in balls deep and I was groaning and trembling with the passion and excitement of his massive black cock inside me, he started to pump in and out. My hand reached back to hold his leg as I turned my head to kiss him and continue to cry out like some wanton slutty porn star.
"I love how big it is, how good it feels inside me, how I need you to fill me and seed me, make me come again. Yeah that's it. Fuck me with that big black cock you stud!"
After several minutes, I came again and he pulled out, making me cry out in distress, until he spun me about and lifted me casually up and impaled me again on his cock while my legs wrapped about his waist and my arms circled his neck. He pushed me back against the wall and growled about 'liking how tight I was' while I kissed him and stuck my tongue into his mouth and begged him to fuck me with his wonderful cock. I had already come a couple of times and could feel another building due to his thick shaft and head pressing ever so slightly against my prostate. When he did finally come it triggered my own, making me cry out in a shuddering wail that I was coming. He put me down and we both headed to his bathroom and bedroom. I was able to clean up the gapped dripping hole I had and reapply some lube I had in my purse and remove my dress and heels as we climbed into his bed.
This time, I straddled him, feeling his cock pressing against me and getting slick with his precome, I pushed against him making his cock slide down between my cheeks past my rosebud. His hands grabbed my hips and the next thing I know, his cockhead is pushing deep into my opening and I gasp in amazement, eyes wide and mouth forming an oval as it enters me, I'm groaning as my body starts its own back and forward rhythm against his manhood. Anthony takes control holding my hips and starts to pump his massive love stick in and out of my ass pussy as I drop to kiss him using plenty of tongue while doing so. I huskily tell him,
"Fuck me baby. Pound that big black cock into my tight white pussy and show me how you'll make me your girl with that big cock of yours. I love it. God, it feels so good. I never knew it could feel this good...this full and sexy. God baby, you are gonna make me come if you keep fucking me like that!"
He slowed and we continued to grind and bounce until we both again climaxed. Body shaking in an orgasm more intense than any I had ever had before, while my cock oozed out it's come without even getting hard. It must have been powerful for him as well as he groaned, and I could feel his thick shaft pulse as it twitched and painted my insides with his seed.
"Fuck, that was amazing! You are so hot, and I can't believe you just took me like that! Let's see each other again some time." He complimented.
"Yeah, we'll do that for sure baby. I've never felt so sexy or satisfied. I have to see you again just to see if it is as good as this time, the next time! Can I freshen up while you call me a cab honey?"
I cleaned up and redid my make up as best I could and put the dress back on and then tsk'd at how my nylons were laddered and then just removed them before putting my dress back on with his help....well eventually he helped because the cab showed up. But it was a nice fun distraction of kissing and fondling till then!
I kissed him goodbye and told the taxi driver my address and had to smirk at him checking me out in his mirror. It was not till I was half way home that I realized I did not have Anthony's number, nor he mine. With a mental shrug on that issue, I worried more about how I was feeling inside about having slept with a man while dressed like a girl and having enjoyed it so much, as opposed to being a man sleeping with two shemales. I was sure one made me gay and the other made me a slut....Something to discuss with the ladies in the morning when we all had breakfast when I could also hear how their night went.
That morning when we all got home and giggled at how we all looked like 'freshly fucked bitches' according to Nikki, and dished on the guys we went home with, we all showered, changed into casual clothes for the Sunday recovery. I ended up leaving the nails, earrings, falsies and feminine hair style on and dressed in some shorts and a t-shirt with a bra and my panties underneath. At lunch, since I was feeling comfortable as a lady, we all went out to the mall and shopped and ate at the food court and checked out the people. I was talked into trying on a sexy little red minidress with cap sleeves and a scoop neckline that was rucched up the sides bringing the mid-thigh hemline just a bit higher up on the sides as well. Then I looked at a golden mini dress that was square cut at the neck that had a Criss-Cross strap all down the back like on a shoe lacing that left the entire back bare to just above the butt and only had a 18 inch hemline. So even though it was not a fitted outfit like the red one, it seemed a little sexier because of the bare back and short hemline. White 5-inch heels and a pair of black high heeled sandals with an ankle strap followed as that meant I needed more to go with the dresses and some sexy thong panties to wear under them instead of the bikini bottoms. Both Nikki and Rosie were selling the outfits hard and even promised to take me to the Transporter in them for another 'girls night' if I got them. After more wheedling and coercion than I could take, I got the dresses, the heels and lingerie. Then we went home and at the end of the day, had to remove the breast forms, nails and un-style my hair and put in nude earring plugs so I could go back to work dressed as the man I was supposed to be.
Wednesday, we all decided to hit the club again on Friday so I planned another half day and would wear the red dress with the white heels and flesh toned fishnets and the same little clutch as last week.
Friday, we arrived at the club just after about 8pm and again were not even carded as we entered. Getting a table was a little tricky as it was getting crowded all ready, but we found one in the back and then ordered drinks and some snacks. I searched for my tall dark handsome Anthony from last week but did not see him and sadly sat back to watch the ladies dance and rebuke the three other gentlemen that asked me to dance. When a large breasted blonde in a little black minidress asked me to dance, I was a little shocked until she said,
"Sorry honey, I thought since you didn't dance with the guys, maybe you were a lesbian and I had a shot."
"No. No, it's all good. I was just daydreaming and did not want to dance with them. Have a seat, let me buy you a drink and we can chat and then maybe dance a little?" I responded.
Karrin was all of 5 foot nothing with a short blonde pixie cut and blue eyes. Her breasts were way to large for her small body but she was rocking them in the little black dress and heels that made her about 5ft. 5 inches. The long nails, pouty lips, smoky make up and ready smile made her a very attractive woman. She worked as a part time fitness and martial arts instructor she said and after we both flirted, touched and danced, it was obvious to me that she was bi or gay and hoped I was as well. During one dance, she actually pulled me in close and licked the lobe of my ear and told me,
"I can tell you're a dresser, now that we are grinding against each other, and I am actually OK with that as you look so hot and sexy. Can I take you home?"
I caught the eye of the waitress, gave her the 'check' sign and then as I was waiting on the waitress, caught the eye of Nikki and Rosie dancing with a pair of guys and gave them a wave and pointed to Karrin, so they knew I was off with her. Paid the bill and then Karrin and I went to her BMW M3 and she drove me to her place while I slid my hand up her thigh and caressed her hairless lips and used a nail to ever so gently skim her clitoris through her panties. By the time we got to her place she was soaked through on her panties and I was sucking on my slick fingers or placing them into her mouth. When we finally got to her place, she grabbed me and stuck her tongue in my mouth and kissed me forcibly while a hand cupped my breast and her other held my head in place. When we came up for air, she gasped spun about and exited the car and got me out as well and almost dragged me to her door by the hand. I could not help but to watch her ass move like a pair of cats in a burlap sack as she stalked up the walkway and then paused at the door to get her keys. I, of course, took the opportunity to step in and press my chest against her arm while nibbling on her ear and suckle her throat while she was trying to open the door. Karrin opened the door and pushed me inside saying,
"Mmmm, you're such a hot slut, I can't wait to get that mouth of yours on my soaking pussy. Do a good job and I may even let you fuck me with that she clit you have between your legs Kandi. Don't worry baby. Even if you don't fuck my pussy, you'll get your reward too!"
So saying, she led me to her couch and stripped off her minidress along the way revealing the black underwear she had on and the most amazing pair of tits I had ever seen! I pushed her down and straddled her one leg making sure my knee pushed up into her spread legs and kissed her while making sure our breasts rubbed together. After a short tongue battle I pulled back, lifted my red dress off over my head and grabbed her hands and held them while kissing her, nipping on her lips, and then sucking on her neck till she shook in a shiver and then made my way down to her left breast and circled my tongue around it while I used my hand to stimulate her right nipple. Her hands came up and clasped the side of my head as she moaned and arched her back, so I had a better mouthful of her long hard nipple. Switching from the left to the right and then giving it a soft brush with my teeth made her moan and gasp out an 'oh yesssss' so that I spent a few minutes playing with her breasts, sucking on the nipples, coming up to kiss her, or grind my knee gently against her sex until I had her squirming underneath me and then oh so slowly, licked and nipped my way to her belly button which was pierced and then to her dripping wet love nest where I was able to 'dog lick' her moistness a few times to get the taste of her and gave a surprised throaty 'MMMmmm' of my own as she tasted like a sweet, creamy dream. My fingers slid into her and she moaned and ground against my mouth and finger, clasping my hair to hold my face against her. As she continued to dribble out her nectar, I pulled a finger out of her and then slipped one slowly into her bum and then another into her vagina while all the while focused on her clit until she started to buck and shiver and then I would back away and 'dog licked' into her snatch to calm her down. After a minute of that I went back to the focused clitoral stimulation with my tongue while fingering her holes until she shuddered and screamed out she was coming! When she said coming, she meant squirting her nectar like a hose and filling my mouth multiple times while I swallowed and then licked like mad to keep it going. I was rewarded by another shuddering orgasm from her with another, much less this time however, amount of juice that I was able to keep up with this time! I lifted my head as she pushed me away from her now sensitive clit and spread her legs saying,
"Holy Shit bitch! You suck pussy better than any guy and many women! Where did you learn that little pausing trick to drive me to the edge so often!? Damn, I need you to fuck me with your she cock now and see if you fuck as good as you lick!"
Wasting no time, I untucked and pulled her back down the couch and lifted her legs up over her head, slipped into her hot steamy snatch and proceeded to pump in and out of her. Occasionally I would reach over and tweak her nipples or finger her clit with my thumb while my balls slapped against her ass until I squirted into her with a long groan. As my cock shrank down, she pushed me away and down onto my back. Straddling my face, and taking my chest into her hands, she said loudly so I could hear while trapped between her thighs,
"Clean your spunk out of me you sexy sissy slut! Make me come with your tongue again like you did earlier!"
She started to grind against my chin and tongue while playing with my falsies, I licked and sucked and clasped her ass and finally found her nether hole and again stuck a finger into her while licking on her snatch. I could taste her juice mixed with mine dripping steadily down into my mouth while I eagerly gobbling our mixed cream down. She started to moan and groan and grind harder against my wagging tongue or push back against my finger inside her bumm until she again squirted a load straight into my mouth, which overflowed and deluged my hair and her carpet! She tasted like golden honey and I could not get enough of her pussy even if my mouth and tongue were getting sore at this point. She bent forward, took me into her mouth and started to lick me clean and suck me back to life so she could push her huge melons together and around my cock so just the head popped into her mouth. She rode me in a sixty-nine position for several minutes until we both squirted out another orgasm and after I licked her clean, she stood, spun about and kissed me with plenty of tongue and fed me my own jism. We climbed back up onto the couch and kissed and caressed and small talked the afterglow away until she stood, looked at her watch and said,
"Shit! I need to get you a cab so my husband does not come home and find you in my arms or in the act as I am getting horny for that wonderful mouth of yours all over again lover! Get dressed and I will get you a cab."
I must have had a shocked look as she followed up with,
"Oh, don't worry, we have a very open relationship, and both have lovers. It's just not very capitol to have one in your arms in front of the spouse now is it!? Here's my number as I am gonna have to see you and that perfect mouth of yours again! God, you were amazing!"
Dressing quickly by re-tucking myself, pulling my dress over my head and having her zip it up, refresh my makeup, fluff my hair and I was ready to leave just in time as the cab pulled up and got an eyeful as she kissed me with plenty of passion, tongue and only her heels on as the driver came to get me! She saw him and with a twinkle in her eye said,
"Call me lover. I can't wait to party with you again and repeat our fun, you sexy bitch!"
The driver took me home while eyeing me curiously in his mirror and I started to object about needing to watch the road when I realized it was the same driver as when I was with Anthony! I just smiled at him, blew him a kiss and said,
"A girl just wants to have fun baby! Now keep your eyes on the road instead of my tits please."
He actually 'harrumphed' me but started to focus on the road instead of me. I giggled at him when we got to my place and Nikki was opening the door for me to come inside, so I tipped him a ten spot and walked in with a bit of extra wiggle as I was absolutely sure he was staring at my ass. This was confirmed when I got to Nikki and kissed her with a smirk and she responded with plenty of tongue action and then whispered,
"What was that all about, sexy thing? Teasing the driver is just mean you know? MMmmm you taste good. Is that the sexy little blonde I taste on your lips? How was she? She looked hot as fuck!"
"Oh, damn Nikki, she was so hot it was amazing and if I had been in that place as Kevin, I never would have met her or even had a chance to be with her. At first I was kind of angry at you dressing me up, but the sex has become so fantastic and regular like I never could have thought of as a man, I can't fault you for it now. I am actually liking being a girl going out with you two to the club and having hot babes pick me up for a night of sex....never would have happened if I was just short little skinny Kevin, but Kandi is a hot assed sexy bitch if I read the reactions from my four lovers correctly!"
"FOUR!?!? You had sex with two others besides the guy and the gal? Who? When?"
Well I count you and Rosie as my other two lovers now. You guys are more than just maid service you know!?" I told her with a smile and another kiss.
Saturday and Sunday, we all got up, cooked breakfast, drank coffee, did a little yoga and then showered. I again stayed as Kandi for the remainder of the weekend and at the end of the day Sunday, reluctantly removed all traces of her before bed so I could be Kevin all week for work. Well, until we could do it again next weekend we had already agreed.
I had also already decided that Wednesday, I was headed out after work to the local tatoo and piercing parlor to get my belly button done like Karrin's was. It really was a sexy extra bit of bling that I had to have, and no-one would know of unless I wanted them to!
Friday could not come soon enough for me and when it finally did, it was a mad frenzy to get home, bathe, change into Kandi so I could put on that slutty golden dress I bought 2 weeks ago with my new black sandaled heels, crotchless pantyhose as the dress was mid-thigh at best and garters stuck out the bottom....to slutty even for me! A black thong gaff panty, the usual make up, nails and hairstyling and I was ready just a short time after Rosie and Nikki were. They both looked sexy as well. Rosie wore a dark brown leather mini skirt with a yellow silk blouse and tall dark heels. Nikki wore a white high waisted long split skirt with a white halter top to show off her flat belly and some red heels. We all left in my car and when we got to the Transporter club, we were lucky to get a table and drinks right away. The guys flocked to three attractive ladies and Rosie and Nikki were soon on the dance floor while I watched our purses and drinks and kept an eye out for Anthony or Stephanie. I was on my phone checking messages when I heard a deep voice behind me,
"Would you care to dance, baby?"
I turned with a sad smile to let him down easy with an explanation of watching the others girls' stuff and all that came out was.
"Squeeeee.....You're here! Oh, baby, I been dreaming about meeting a man like you here!"
I had jumped up and wrapped him in my arms drawing my leg up against him so he could grab my thigh as I kissed him and forced my tongue into his mouth before stepping away and then playfully smacking him in the chest and poutily asked,
"Anthony, why didn't you call? A girl needs to know she is appreciated after a wonderful evening like we had!"
"Baby. You have to give me your number for me to call you! I even showed up here last week on Friday and Saturday looking for you!"
"Oh you did!? Mmmmm, kiss me again and take me for a spin on the floor then, lover."
He pulled me back into his arms and kissed me again with a wet rolling tongue dance that lasted minutes! It was so hot, I pressed against his crotch and felt his big black cock respond with equal need. When we both came up for air, I just looked around and caught Rosie's eye and waved her over and then with another kiss, told Anthony,
"Come to my place. I can leave the car here with Rosie and they can bring it home just like last time. I can't wait to eat you all up!"
Anthony just smiled and took my hand as we met Rosie and gave her the keys to the car and then left the club. At his car, I waited for him to open the door and then kissed him and made sure he got an upskirt for his troubles. Punching in directions to the house on my phone, I handing it to him which got me a raised eyebrow to which I just smiled and laid my hand onto his already engorged manhood while looking him in the eyes and licking my lips. He got the message and grinned while starting the car.
Once the car got moving, I slid over, undid his pants and pulled out his semi-hard manhood and stuffed it into my mouth. I could hear him groan about liking my mouth but was so focused on spit shining his big black cock and then treating it like my own personal lollipop and sucking, licking and enjoying the taste of it, I did not pay attention to his words. I kept sucking on his big cock until I felt him spasm in my mouth, feeding me his glorious seed just as we pulled up to my place. I licked his cock for a few moments more, enjoying the taste of it on my tongue and then sat up smiling at him and licked my lips of any residual come, while tucking him back into his pants so we could go inside.
Like a gentleman, he opened my door and I spun my legs out with the obligatory upskirt and as I stood, I slowly made sure to pause with my face near his crotch and make a yummy sound before standing tall and kissing him on the cheek. Leading him up the walk way with a bit of extra wiggle in my hips and then stalled at my door looking for the keys until he took me in his arms, kissed me hard with plenty of tongue while squeezing my ass, making me do a foot pop and then lift it high against his thigh to grind against his already rising manhood. I loved being a sexy girl! The whole way he made me feel safe and feminine in his arms and treated me as his sexy prize, made me shiver with wanton desire.
Inside, I led him to the couch as we kissed. I undid his shirt and when he dropped to the couch, I again squatted, undid his pants to free my wanted prize of its confines. I spit on the head, stroked my spit down the length of the shaft, rose up while dropping my panties and straddled him so that his big black cock pressed into my ass pussy. Sinking down onto it, balls deep, I used my arms wrapped about his neck to help me lift up and down, kissing him and beginning a slow rhythmic up and down grinding.
After several minutes, he switched us to me on my side with a leg up on his shoulders. A few more minutes and my leg was dropped to the one side and he pushed on my hip and shoulder to keep me down and started to roughly pound his big cock into me making me yelp, moan and cry out like a slutty little whore. I could tell he liked that and when he pushed me to my belly and lifted my ass up slightly before slipping back into my now gapped hole, I moaned and bit into the couch pillow. I must have been screaming and getting more vocal, because he stopped, pulled out of me and again changed positions so that I was on my back with my legs spread as wide as possible, being held there by my arms. His big black cock started to pump in and out, making my ass bounce off the couch in anticipation of his forward thrusts so that I could squeeze that last bit of cock inside me. When I started to squeal that I was coming, he grabbed my throat and pressed me back into the couch and started to push his black trouser snake into me forcefully at a slow, hard pounding against my hole which was tickling my prostrate until I squirted up onto my belly and tits in a joyous, loud, screaming orgasm. My eyes rolled back into my head and I know I passed out for just a few seconds as when I opened my eyes I could here myself panting like a dog and saw a look or concern on his face that turned into a grin as he asked,
"So, you liked a rough fuck from a black alpha male!?"
"Oh, God baby. Keep fucking me like that! I love your cock inside me and being your little fuck slut, bitch! Fuck me with that big cock of yours all night long! Whenever you want. Now fuck me and make me come again, you big black stud!"
He started to push in and out again, letting my legs wrap about his waist, and soon I was clawing at his back and making passionate moans while he bit and sucked on my neck. His cock was slamming into me and then slowed down to an excruciating pace as he pulled it out, hesitated a moment, teasing me with just the head inside me, and then shoved it back in balls deep, very hard, making me grunt in sexual gratification. You could hear the smacking of his balls against my ass cheeks, our hips meeting at the end of his thrust and then the sigh as he pulled out slowly, before ramming it home once again until I was screaming for him to 'just fuck me with that cock' or shaking my head back and forth in a delirious sexual frenzy while moaning like a well fucked whore crying out to God. I could tell he liked fucking me roughly and I couldn't seem to help but to verbally encourage his dominance by my cries for more.
Finally, after several minutes of this, he stopped once again and lifted me easily while my legs gripped his waist and my arms wrapped around his neck leaving me impaled on his big black cock and grinding against it while we kissed. Then he asked me,
"Which way to your bedroom?"
"Over this way." I directed him, till we were in my room and he lifted me off his cock to my sound of disapproval until he dropped me on the bed. He stood at its foot waving his manhood at me expectantly. Laying on my belly and lifting my front up, I was able to suck on his manhood while looking up at him. His hand moved my hair out of the way and then cupped the back of my head to assist me in the downward stroke so that I could again suck his big cock to full hardness and lubricate it with my spit. I could taste a faint hint of my scat, but it was minor compared to his masculine musk and the dried cream of our ejaculate. Using my hand to hold him to my face, I made his big cock slap my mouth and cheeks and then bobbed up and down on his head to tease him all while looking up at him and then I stuck my tongue out and into the pee hole before stuffing his man meat down my throat and holding it there with a swallowing motion that made him gasp out 'damn gurl' before I began to lick and suck on the shaft and his big heavy balls. I loved popping one into my mouth while my tongue whispered out and licked the underside of his scrotum or the other ball.
After a few minutes he pushed me off, I rolled around to my back and spread my legs so he could mount me again and he surprised me by sucking on my flaccid member for a few minutes until I pulled him forward and guided his massive cock back inside me and begged,
"Don't worry about my she cock. Just fuck me with your big black cock! I can't believe how good it feels inside me baby. I need it baby. Fuck me like the little sissy slut I am and come inside me. Fill me up with that big cock baby....seed me. Oh, I love that big cock of yours!"
He did as I asked and with my legs spread wide he slid his alpha cock into my ass pussy while holding himself up off me so that only his big cock was pushing into me, making our groins the only contact as he pumped back and forth into me until I reached up several minutes later and clasped his ass with my hands and squeezed, digging my nails into his ass cheeks and reaching up to kiss him. As he dropped down on top of me, my arms wrapped around his shoulders scratching at him as his massive black cock pounded into me at a faster rate making me moan and cry out in a body shuddering orgasm until I then felt him pull out and climb onto the bed presenting his cock to my opened mouth, tongue extended to catch his ejaculate when it spurted across my face, then into my nose and mouth and finally he was able to pop the head into my mouth so that the last two spurts went directly into my mouth and I was able to then seal his cock head with my well used lips and drink down the last dregs of his treasured seed and then clean his beautiful black cock with my tongue. He scooped up my ejaculate and then fed it to me.
All in all, I had lost track of the orgasms I had but knew he had at least three and it was now midnight! We had been fucking for hours and I lay down onto the bed and just cooed about what a stud he was to have been able to fuck me so well for so long and with a yawn, I suddenly felt the post coital bliss overcome me and crashed hard falling asleep.
The next morning, I was awoken by both Nikki and Rosie who brought in breakfast and coffee and told me that Anthony left just a short time ago after they fed him and gave him coffee to go. When They asked about my night, I actually blushed and then gushed about how strong a lover he was and Nikki actually griped about 'letting that brother get away' but when I talked about how I had pulled his cock out to blow him in the car while headed here and then again as we got inside, Nikki smiled and told me,
"Girl, you pulled his cock out to suck it, not once, but twice in the same evening? You know that makes you a cock slut, right? I never pull it out for them, it makes me feel desperate to get some cock! You may as well admit it, you are a cock sucking sissy girl like us and may just need to start dressing full time."
"You know Kandi," said Rosie adding in on that comment, "You make a much better-looking woman than a guy and you even said that you would never get this kind of wild sexual satisfaction while dressed as Kevin, so maybe Nikki is right? Dress like Kandi full time and I bet you like it!"
"Umm...how would I do that and still keep my job? I can't just walk in Monday dressed like Kandi and expect to not get fired or at least serious complications....maybe if I talk to HR about it first!? Oh my God, I can't believe we are even talking about me dressing full time! I only been really dressing for about a month!" I stated.
I did stay dressed as Kandi for the weekend as we had the past few weeks. We did girly things like shopping for more clothes...yes I got another dress in white with little blue floral highlights and a pair of white wedges that were about 4-inches in height, a tight fitting and short denim skirt and a couple of tops, but that did not mean I was a full time dresser as I only had about a half dozen outfits!
Three more weeks of dressing on the weekends, dating Anthony twice more and Karrin once again all while dressed as Kandi went as expected...yes lots of OMG amazing sex that left me feeling so completely caught up in the afterglow it was pitiful. My breast continued to grow and now I had to work to keep them hidden at a "AA" cup, but combined with the falsies, my chest was now almost a "D" cup and drew all kinds of eyes on my smaller frame.
A few more weeks had tax season finish and move into June with me now sporting "B" cups and seriously considering speaking to the CPA who ran the facility about transitioning as it was obvious to me now that I was going to become just like Nikki or Rosie and have to start dressing full time as my chest was now obvious and my once proud seven inches was down to about three and never got hard even during my most intense orgasms.
My boss wasn't even shocked as he stated he had noticed a more feminine manner to me for months now and then the 'growing' problem I was unsuccessfully hiding made him suggest I take a 2 week vacation to review my thinking, and if I wanted to return as Kandi instead of Kevin, give him a call a few days before my return, he would do up the paperwork.
Telling the ladies about my upcoming vacation had a startling effect. I expected either despondence that we would not be together for a couple of weeks, slight cheer upon the realization that they would not have to 'take care of me' for two weeks or happiness that I was finally actually getting out in the world. What I got was an excited pair jumping up and down and squealing about going somewhere tropical for vacation!
"Ladies! I was thinking about just staying home or maybe heading over to the coast for a few days but not traveling and all that! Besides, you're supposed to take care of the house, aren't you?" I asked.
"Oh, master Kevin, you are so naive sometimes. Master Marcone wants us to take care of you. Not your home, although cleaning house is a part of it. You go on vaca, we go on vaca to take care of you and keep you out of trouble and safe. So, Hawaii, Jamaica, Cancun or Florida Keys since you said coast and that means BEACH! I can't wait to get into a little bikini and tease you and the other boys.... unless you are in a bikini too, Kandi?" Rosie asked with a slight giggle at the end.
"I like the idea of Jamaica as I have not been there, but it would have to be as Kevin since I don't have a passport for Kandi....do you two even have passports?" I asked.
"Don't you worry about us Master Kevin, we can get to Jamaica if we need to. We can even purchase the tickets, so we are all on the same flight and pack for you. So, when do we leave?" was Nikki's interruption.
"We leave this Friday if you can swing it Nikki. Get us tickets and let me know what mine costs so I can reimburse you and then yes, please pack a bag for me! Oh, and you may as well book the hotel too please. This will be a blast as I have not been on vacation for years." I expostulated.
I saw Nikki and Rosie look at each other, grin and nod, and then in chorus tell me,
"We got this covered Master Kevin. You just plan on what we will do besides lounging on the beach, eating and drinking and what sites we will hit. The rest is up to us!" said Nikki.
Two days later, we all had tickets in First Class to Jamaica leaving Friday. The Hotel was booked, and my bags were packed so that all I had to do was leave a little early Friday, come home to get the girls, load the bags into the waiting Uber and head to the airport.
The Airport was the usual cluster of people getting in and out with long lines so it took a while to get up to the checkout and check in our bags. We got our tickets and finally passed through security with only thirty minutes to wait till boarding. You know I was getting looks as the nerdy little CPA hanging with two attractive ladies, but if they only knew I was having sex with them as well, I bet it would blow their 'friend zone' minds!
First Class flying is way different than coach and much, much nicer. That made the long flight to Jamaica easier. We got into Jamaica, retrieved our bags, got the rental and made it to the hotel in short order to check in. Since it was about 6 in the evening, the ladies were all for hitting the pool immediately to 'check out the scene' and 'work on the tan', so when I opened my suitcase to get a bathing suit, all I saw was girls' clothes and had to ask,
"Nikki, Rosie, why are there no boy clothes in my bag? Did you pack them in yours by mistake or did you have something going on I need to know about?"
"Well since you are sporting "B" cups Kandi, it only seemed logical for you to spend the vaca with us as a girl and make it an all-girl vacation, so we packed appropriately for our girlfriend Kandi to have a nice time." Nikki responded.
Acquiescing, I just took off the boy clothes, tucked my male parts with a minimal amount of tape, slipped into the all-white bikini that had skimpy tops, a scrunchie bottom to expose a healthy amount of cheek and side boob, a pair of sandals and sunglasses and after fluffing my hair out, adding some earrings and nails, was ready to hit the pool. Since I had "B" cups, the ladies had not brought the falsies as 'it would give me fake boob tan lines' so I was small chested in comparison to my pals, but my strawberry blonde hair and pouty lips would make up for it I was told.
Out at the pool, we lounged, boy watched, drank Mai Tai's, swam a little and flirted with each other as well as the boys. By day three of the vacation, I was already showing a 'bikini tan', had sucked the cock of one of the cabana boys and caught Rosie being bred from behind out on a 'nature hike' while Nikki never seemed to stay in our room at night! We hit a big beach party about mid-week of the second week and it ended up being a drunken sexcapade with each of us taking multiple men that night. I felt like such a slut....but a well-bred slut that had a huge grin for the next two days, as well as a freshly fucked wiggle that I know drew some further attention from the cabana boy! That Friday before we were about to leave, we spent one last day on the beach topping off our tans and drinking more Mai Tai's. I may have spent a few quiet moments alone with the cabana boy enjoying a last protien shake, but I umm, ahem, did want a final memento from the vacation after all.
After we packed, I changed back to Kevin so as not to get stopped at the airport but noted the tan lines and now obvious "B" cup breasts meant I really needed a camisole or sports bra to flatten and cover them under a heavy shirt.
The reverse trip was just like the inbound and once out of customs we got a cab and finally headed home early Saturday morning. I dropped off my bags and crashed hard.
When I finally awoke, the room seemed strange and I hurt all over. When I tried to reach up to feel my throat and face, I discovered I was restrained and must have made noise as both Nikki and Rosie stepped into view and held out a sipper cup with a straw so I could drink. That's when I noted that they were both in black slacks, white blouses with lab coats and then Rosie told me what had happened.
"Well Kandi, after you beat Master Marcone, he was a bit upset so he devised a plan for us to feminize you, get you to have sex like a sissy and then bring you here for some 'augmentations' like the higher vocal cords, pieced tongue, the shaved Adams apple, the permanent laser hair removal from your entire body, the massive tits...."
I must have moaned and tried to look down past the massive mounds on my chest, she noticed my fearful look, laughed and continued with,
"Oh, that little thing you were so proud of is still there, but the balls have been removed so that the estrogen in your system, that you have been taking for months now, will work even better and you can tuck that 4-inch clit even easier now! Shit Kandi, Nikki and I both are shemales and we had bigger dicks than you! All your possessions have been sold to Master Marcone while you have been out this partial week and oh, yeah, you called in Monday to quit instead of showing up as Kevin or Kandi so you could work full time for Master Marcone according to the letter of intent you signed anyways." Rosie continued.
"Wait, how could I sign all that away to Johnny if I was out cold?" I was able to ask in a higher pitched voice that sounded like me but in a higher, sultry pitch.
"That's MASTER Marcone from now on bitch! You best get used to calling him that for your own good or that little dick will be sure to go...along with a pinky if you piss him off! Everything was notarized as legal, so you are an employee now and I bet he will have your big titted, oh yeah they are "D" cups easy, working the street before he lets you work the club. Maybe if you do good and make him plenty of cash as a whore, he will bring you into the club or make you a maid / prostitute like us! Well time for us to get the doctor to come in and do his final checkup so you can get out onto the streets. Looking like you do in that outfit we put you in will get you plenty of customers I am sure! Tootles sissy." She finished as they both walked out.
I started to panic and realized that I had to get out or I was a sissy whore for the rest of my life. I discovered that my left restraint was a little loose and was able to pull my hand through and then unlock the right and finally my feet. My feet was a little tough to see as I had massive breasts in the way, but got them undone, slid off the gurney and almost fell as I was unprepared to stand in heels, but recovered and saw myself in the mirror....I had on skin tone fishnets, a mid-thigh at best super tight blue denim skirt, a red diaphanous spandex type long sleeved, deep "V" necked shirt that you could see my lacy red bra through and 5-inch heeled sandals that had ankle straps. In passing I also noted an ankle bracelet and bangle that both had a charm hanging off while I walked over to the window, opened it and climbed through to see a taxi parked out by the front.
Rushing over to the taxi with my heels clipping noisily and my skirt rising while I walked in slightly bigger steps than I should have, I bent over, opened the passenger door and told him to take me to my home address. His 'once over' said all I needed to know about my situation and realized I had no cash but did have another bargaining chip I could offer and told him I would blow him for the fare if he just hurried. He laughed until I put my hand on his crotch and started to undo his pants. He started the car and headed to my home.
His cock was about seven or eight inches and I stuffed it into my mouth and started to suck and lick while he drove the car towards my house and his dick deeper into my throat. He came and filled my mouth with his sperm just as he was pulling up to my house and I can't explain it, but it made me shiver in orgasm as well. When I sat up and licked my lips clean, I realized he was the same taxi driver I had used before when coming home from Karrin or Anthony's house. 'What are the odds' I thought as I exited and sashayed up the walk and knocked on the door as I heard noises inside.
The door opened and a tall black man answered in a police uniform who was talking to someone over his shoulder and when he turned to me, I gasped as it was Anthony! Then I did a double take as Karrin walked up buttoning her police uniform blouse!
"Holy Shit, Anthony? Karrin!? What are you doing in my house? How do you two know each other? What the hell is going on?" I demanded. Then with a squawk as I was pulled inside to hear Anthony say,
"Well, well. What do we have here but one of long Johnnies missing girls! I bet we get a nice bonus for bringing this little sissy fuck toy to him. Maybe we bring her in AFTER we fuck her again though, what do you say baby?" he said.
Both Karrin and I looked at each other and spoke at the same time. "You know Karrin and you've been fucking her too?" was what I asked. "You know Kandi? That's the little sissy slut you been banging for Marcone?" she asked.
"Well you were banging her too, so it's all good baby. Let's fuck this sexy ass sissy bitch together and then take her to Marcone." he coolly responded while pulling me inside.
It is sad for me to admit it but seeing him start to undress made me feel horny. Watching Karrin undress had me eager and I did not care at that point that the little voice at the back of my head was saying, "You were set up by these two who used sex to entice you into the prostitution trap you're in now! Run from them as fast and far as you can!" however, seeing his big black cock pop out of his pants or her shaved pussy and huge tits being presented for me to suck actually put me into an almost trance like state where I just drooled at his cock and took it in my hand while leading him to the couch and on the way took her by the hand to bring her along. At the couch, I pushed her down, spread her legs, dropped my panties, bent at the waist to wiggle my ass at Anthony so he knew what to do and then dove into Karrin's succulently tasty pussy. While I was sucking on her hot little clit, I felt Anthony spank me hard on the right cheek and push me down to my knees so he could push his big cock into me doggie style. I moaned in contentment as he did so, and my newly pierced tongue had the desired effect on Karrin's wet pussy, and she orgasmed immediately into my mouth. She grabbed my hair and used it to hold me in place so that I would keep licking all while Anthony was starting to pound into me and forcing my chin into her mound and exciting her more so that she was moaning and screaming out in a rolling orgasm that drenched my face and the couch.
When Anthony pulled out of me and had me suck his cock for a few minutes to give Karrin a breather, I had no problem agreeing as I loved the manly, musky flavor of his big black cock! But after just a few minutes of slurping on his manly rod, he pushed me down onto my back, lifted my legs over his shoulders and had Karrin mount my face to continue the session until I felt her squirting into my mouth again and finally him painting my insides with his glorious seed! God, I can't believe it but their orgasm made me come, but I felt only the wracking spasms of a whole body orgasm and had almost no leakage again as I recalled that my balls had been removed. I was going to miss them, but now I loved being their little fuck toy! My use complete, they both cleaned up and had me do the same. We then got in their car and drove into town where John Marcone had his club and hotel. Anthony and Karrin then took me inside to meet John Marcone. They both kissed me before we entered, which made me even more scared that maybe Johnny was some big-time hoodlum!
Johnny wore a nice white suit with a pale green button shirt, and I couldn't help but notice the tall red headed 'goon' next to him on his left and the statuesque blond woman on his right as they were both in black and grey fatigues! Johnny started to explain my new life,
"Well, well, well. I see my prodigal sissy has come home. You need to know three things Kandi, darling. One. You work for me and I am not Johnny, but Master Marcone now. Don't forget as I would hate to have to discipline you on that. Two. You will work the projects as my sissy whore until you can bring in enough money to cover your upgrade to a dancer whore in this club, or onto the Hotel in the center of town where your clientele will all be . . . shall we say, of a higher pay grade if not in kinky desires. Three. Don't mess with me and make me hurt you, it's bad for business. I am a businessman after all. Now any questions before we make you earn your keep and fellate us all as I hear from the Mr. and Mrs. Smith here, that your mouth is quite talented and that I should try it out."
I knew what he wanted so I stepped forward putting a bit of wiggle into it and knelt in front of him to undo his pants. I thought about what Nikki had said about being a cock slut when you pull it out for them, but thought it was what he would expect and to be honest with myself, I did not care if I was a cock slut. I wanted to suck his cock and make him happy as I think my future depended on that. When his pants opened and I reached inside, I had to gasp as his cock was even bigger than Anthony's and it flopped out and smacked me in the face. His cock was a dark black and about as long as my forearm with a big head covered by foreskin. It even had a golden cock ring at the base! As I stroked it, it grew to impressive length. I had to spit on it several times, while stroking with both hands to lubricate it, and then pressed my lips to it, using my tongue to tickle the pee hole so I could then suck more into my mouth causing him to make a satisfied moan of enjoyment. I continued to stroke it and bob up and down upon it getting further and further down the length of his shaft. I could feel it pass my choke point, pushing down my throat, making me drool all over it so that there was a stream of drool dropping onto my tit, soaking my top until I could feel my nose touch his stomach and hear him groan in approval at my skills. I also heard Karrin say,
"Damn, that bitch took him all the way down? I could only get about a third of his cock in my mouth....What, you know I had to blow him Anthony honey to get our marriage approved!"
That made me smirk as I continued to bob slowly up and down the length of his massive black cock. Pushing it down my throat while tickling his balls with my fingernails until I had a puddle of my own spit between my tits and finally stopped and removed my top and bra so I could slide his horse sized black cock between my tits and suck on the head. My nails ended up scraping my nipples every so often making me shiver and finally I heard him groan, felt his hand sweep my long red locks away from my face and his cock so he could see my mouth on him. I looked up at him as I felt his hand push me all the way down onto his shaft as it got hot, thickened and spurted directly down my throat while I used a swallowing action to insure I got all his treasured seed inside my hungry belly. Master Marcone held me that way for several spurts and then let go so I could recover and catch my breath while I licked and cleaned his manhood. I came in a body twitching shudder through my whole body then kissed his cock head and smiled as I looked up at him and asked,
"Did I pass the test master? Did you like me sucking your big black cock into my white sissy mouth? I will be glad to do it again anytime you want Master Marcone."
"Damn Anthony, Karrin. You were right. She has some skills and I saw how she came as I spurted into her, so the subliminal training has taken. She will make us a fortune once word of her talented mouth gets out. Nicely done and I will make sure Nikki and Rosie know they did well also. This is a nice investment on that loss several months back in a poker game I should think. Val, take miss. Kandi to a hotel room to spend the night and then in the morning take her to the work strip and show her her new accommodations please." Master Marcone dictated to us all.
I was brought to a small seedy motel in the morning and given a work schedule, pricing, and expectations or quotas as well as a estimated time and amount I would need, based on averages, to move back to the club and hotel I left last night. Then IF I made enough there, I could move up to the center of town Hotel Casino Marcone and work as one of his stationed whores to the rich. Reading the information had me prostituting here in the projects for a little over a year, then about a year in the club, before graduating to the big time Hotel.
That first six months, I was working constantly to get to my goal of getting back to the club. I soon had a group of regulars for each night of the week and also had a visit from Anthony and Karrin every two weeks or a 'call up' about every 5 or 6 weeks to the club to entertain Master Marcone and some friend. The night's that were visited by Anthony and Karrin were the best as I think I had feelings for them, but from a money standpoint, my routine trips to Master Marcone made me bank! After about 2 months, I noted that some of the other girls had dyed their hair red, hoping to get some of my clientele, but it was not the hair! I made it to the club in a record seven months. I had to learn how to table dance, strut, flirt with the customers in a sensual manner and then twirl on a pole before I got to do more than wait on tables. The clothes were a bit skimpier since I did not have to worry about outside temps. Needless to say, that once I was dancing and taking men back for lap dances and 'extras', I became popular there too. I still had my visits from Anthony and Karrin as well as private shows for Master Marcone and his 'guests' but it was a living I was enjoying to it's fullest. I loved being a sissy girl!
Nine months later, I was able to progress to the Marcone Hotel Casino in the center of town and had to learn ballroom, etiquette, dominance or submission and purchase a whole new wardrobe of tight, sexy, sophisticated dresses for cocktails, balls or entertaining. The best part was all the slut wear I got in leather, latex or just barely see through lace for wearing in the rooms while entertaining. I feasted on all kinds of cock and simply became a bimbo sissy who lived for dressing up, cock, heels, make up, black cock, lingerie and making my lovers orgasm so I could come too. My body had taken on a 'red headed Kimber James appearance' and the Hotel made quite a lot of money on my nightly activities. The best was when Master Marcone called me into his suite office and had me 'entertain' a slender Hispanic boy named Luis who was working at the Hotel as a Concierge who had assisted a very high-profile guest avoid an embarrassment. When he was done coming and excused, Master Marcone had me stay behind so that he could instruct me in my new duties. I was about to perform a one-year service as a paid employee to date Luis and start his conversion to a sissy like me. This new life as a sissy slut was great. I had more sex than I had ever had, got to wear nice sexy clothes, have men pay attention to me, women be jealous of me and now I got to transform a guy into a sissy like me. I wonder if Nikki and Rosie would be helping me on this one?