I came from a Youngstown OH, my family was really pitiable growing up and life wasn't easy. My father moved out and left us when I was only 10 and my mother supported the kin working at a supermarket during the day and bar aid at dark. Since I was really good at math and managed to get a learnedness to Ohio State I found a way out. I got a degree in math with a stress in statistics. I applied to jobs all over the country and got a few thoroughly interviews lined up in NYC. With the little money I had from my late night working at a bar I flew out to NYC and interviewed with some minuscule hedge funds. I left behind Regina, we hooked up and had a lot of groovy sex but never could really commence dating with college and everything.

I was uneasy but confident at the same time about this movement. I had a few rhythm of interview with HPQ Advisors and finally I got the job as an analyst. Starting salary was $ 65,000 with performance based bonus. My initiatory calendar week Reginold, went by Reggie told me the bonuses aren't the only way of getting extra income, Ronnie the owner likes making little bets here or there with staff.
NYC was gravid minus one thing, the monetary value, I had found a two-bedroom apt that one bed room was for rip but it was $ 1,300 per month and I had scholar loan of $ 800 per month. farseeing 60 minutes, eating out and socializing left me no way to spare from my Johnny Cash flow.

I was in the bath one day and noticed Ronnie was in there washing his custody as I was."Hey kid you new here ?"he asked. I nodded,"my figure is Ryan ”."Ah, yes Ryan you were the one that suggested the Recent shift to healthcare sector, which has worked out quite nicely."“ Yes, sir that was me."“ Well why don't you meet me for luncheon at Bobby Tans 1 pm sharp."

Wow this is so arouse, I get to eat with Ronnie, he was loaded. We sat down and I listened to him and two other business comrade talk about various topics, almost of which made my stomach bend since it was all about how to easily take away advantage of the pitiful in the country etc."So, you like healthcare right now, which stock in peculiar boy ?"“ wellspring sir Valeantz looks like a decent buy right now it is trading at 228 but my calculations show based on its momentum it could easily go to 300."“ Is that decent boy, how about we bet $ 20,000 on that he said ?"I choked on my drink and everyone burst out laughing at the table myself included.

"Boy let me reword that, if it hits 300 per share you get $ 20K, if it hits 100 per share you stop dressing as a man and set forth dressing like a cleaning lady in the office."He had a sinister look on his face, the other two valet were quiet and looked intimated. I reached out and shook on it. It was worth the risk of infection for me plus it was trading above 200 it would need a 50 % plus draw back to hit his bit. Come by my authority when we get back and we will play out the specific.
I had a little bit of a bad impression but still convinced I could get that $ 20k to pay off my pupil loans as I walked into his office staff. I sat down in front of his desk,"My boy, we need to wreak out these details, let me ask, I looked over your resume, where you are from etc, how much do you owe in educatee loans and how about that as the wager ?"“ I owe $ 80,000, you'd be willing to bet that much on one origin ?"“ Absolutely boy, how a great deal do you want on top of that,"“ How about $ 100,000 plus the $ 80,000 if you want me to walk around like a charwoman ?"“ Sounds like a plan, let's do this, $ 500,000, if you win you get $ 500K, if you lose, you become my slave for sexual favors with me and my friends, you will look like a char, induce up, piffling operating theatre here or there, office slut eccentric look, we lost heather mixture shoemaker's last calendar month and she was the office ass toy, so I am looking for another one and you fit the build."“ Are you out of your mind !"I exclaimed,"$ 1 million in that example, you would be able to avail your family back abode and what are the luck the stock dip to 100, in fact make it 90 and you have to hit 275 ? Think about how easily you can make your life sentence great ! Deal or no heap no thinking this one over end of story."I took a cryptic breath,"tidy sum !"we shook hands, his right-hand man Henry Martyn Robert spoke up,"ok boys, we have a bet here for a great sum of money, I will draft up the legal paperwork and have you both sign tomorrow comely enough ?"We both nodded.

My heart was racing as I walked back to my desk, Reggie asked me what was amiss as I looked flushed. I explained to him the stakes. He explained to me, that Ronnie loved to establish those bets, he had won a like bet and make $ 100K on the deal. I felt much dear, I closely tracked the stock for the few calendar month it hit 257 before quickly plummeting to 175, I thought I was going to cry, when it rallied back a little but there was all this news about outrage going on etc. Next thing I know my heart sank and my nut pulled up, 110, 100, then it happened it closed at 75. Henry M. Robert approached me, Ronnie would like to see you in his office.

I took my walk of shame, waiting inside Ronnies federal agency were a few womanhood with clothing rack etc."My boy, you win some you lose some, I didn't even see that coming this quickly but I also didn't see it hitting $ 275, practiced way to determine is to get you balls kicked in. In your case, literally, now Renee make him reckon pretty,"she looked at me,"Come with us to the woman's locker room in the gym downstairs."My pith was racing, these three beautiful adult female walked me to the adult female's storage locker."Strip down, let's see what we are working with."I turned pulsation red, I am 5'9"and weight 150 lbs with a lanky body frame."Step in the shower, and shave your all your hair but your headland, make sure you get your dickhead too,"They handed me shaving cream, consistency airstream and shampoo. I took the shower bath and shaved everything and just stood there, my god what have I done. The woman asked me to go around my nerve, I did exposing my rosebud,"Make sure enough no hair's-breadth is there, now shave it again."They weren't joking around this was for real.
When I stepped out they dried me off and started applying makeup and put a wig on. I had a robe on and they gave me a lacey lash and bra. We went back up to the office I went in through the back into Ronnie's agency."Ahh there is my win, let's get you into a squeamish conquer role attire."He made me pose different apparel off the rack settling on 1.5 inch cad, a black dress with a tight clean button down. He had the adult female leave the office and he sat on the couch."Time to get down paying up boy, hope you like putz because you're going to let a lot of shaft in your spirit going forward. I will urinate sure you are well taken care of, just get set up to chug a lot of cock"

I looked into the mirror and started to cry, I went from a pretty good looking guy, to a blonde bimbo in one day. With that he unzipped his pants and pulled out his member. I protested as I cried,"Ryan, no one likes a coke job where the charwoman is crying before they even gag. Now you made this bet and could have become robust, it was worth the bet for you and this is worth it for me. Now if you don't sustain up your end, go back home and get down working at the supermarket where your mom is because kiss any former vocation good bye. I can easily end you and your house from any normal existence. Now open up and take in you tears !"

I wiped away my rip and approached his genitalia, I looked down at his flaccid extremity maybe about 5 inches slightly thick."That a girl, he said, now suck this like the slut you are."As he said this he grabbed the back of my pass and lined it up with his dick."Relax girl, slow your breathing, my cock will arise inside your mouth but I will slowly bob your head up and down nicely."I pushed my lingua forward toward the tip and licked it. To my surprise, it didn't taste bad, it was rather salty. I did my undecomposed impression on what I say from the pornos I've watched and took the head in fully. He moaned in credence and I just bobbed up and down slowly working in as many column inch as I could.

"Look up at me, I have to see you with my cock buried in your pretty small lip, you realize there is no way out but to do a good job."I stared up at him, tears still building, bobbing up and down as I felt his turncock slowly growing inside my sassing.

I just wanted this to end, I bobbed furiously, my custody caressed his balls, garish slurping auditory sensation came out of my mouth. He put his hand behind my foreland and I felt him push down harder, his dick must have been about 6 - 6.5 inch now and maybe 1.5 inches across-the-board. I might deliver been down 4 inch when I felt his tip slam against the binding of my throat causing me to gag. He had shoved my head down and with both hand behind my head held me tight. I continued to decease, tears streamed down and spit flowed from his mouth. He buried my face into his pubes and waiver quickly allowing me an chance to breath as I gasped for air. While trying to catch my breath he just kept pushing down my read/write head as I dodged his cock, rubbed my spit all over my case.
"Isn't life funny, one day you're some popular college kid banging young woman the next you've got your oral sex buried in some older man's crotch while you choke on his cock and the day after that two dude are using you like a Formosan fingerbreadth trap ! Now take that cock again and sallow my cum before I shove it in your ass !"With that I realigned my mouth over his rooster and his thrusted it into my sass. Gagging noises followed as I fought to pull round this Assault on my mouth. He furiously fucked my face for about 5 minutes before burying my face back down and pumping loads of salty slimy cum into my belly. As he let go I choked and gasped for air. He pulled his knickers up and sat back at his desk as I struggled to get to my substructure.

I looked in the mirror, I looked like a mess. He threw a towel to me and called for Renee to come up in."Oh pitiable baby, well work on that gag reflex so you look like less of a sporting lady when you're done. Here is your suitcase with you outfit for tomorrow. Please see Dr. Regario future month on the 15th at 10 am. Here is his card. He has a piddling work to do on your cypher Major just a few items of employment. In the meantime, you are to postulate these contraceptive pill, they will nominate anal and other activeness hurt less. Lastly here is a bag with sex toy's butt stopple from 2 column inch to 6 inches that will unfold your ass for anal sex, please work up to these"Ronnie stood up,"Now head dwelling kid, it's getting late, get a good dark's rest to let this settle in."

For the next month, I came into piece of work dressed as a charwoman, Reggie just nodded with a shit happens around here kind of look. No one seemed shocked at all. Reggie mentioned that same tinker's damn happened to heather before she left. My roommate didn't say much, a bit mazed at first but I explained the deal and he said he would deliver taken the slew too. I was really moody and disturb, but Ronnie didn't do anything else that was sexual. I gained a crew of weight probably from eating and being depressed. I noticed on my calendar the doctor's assignment was for tomorrow.

The future cockcrow I took my time getting up, showered, got quick and put on my blonde wig for the day. I arrived at Dr. Regarios billet at 10 am and filled out a crowd of paperwork and consent forms. I was called into his office. He reassured me everything is reversible, per Ronnie's order there was a little workplace he wanted but nothing major. I didn't even want to know what he had in nous. He laid me on the mesa and gave me some gas as I slowly fell asleep.
I awoke in an awful amount of money of bother, dazed and confused as to what just happened."Ah our patient role is finally coming too."Dr. Regario exclaimed. I slowly tried to sit up, my face scathe, my chest hurt, my ass hurt. As I looked down there was something on my chest blocking some of my horizon."Ohhh my god, what the fuck did you do !"I yelled out. They gave me titty implants ! What the fucking !"I'm going to fucking kill you !"I screamed out, quickly security came into the room and held me down. Dr. Regario walked forward."Ryan, listen here, I have orders paid for from Ronnie your boss, along with several documents signed by you as part of a bet you two made, he does this tell on all the metre. He ordered, tush implants, lip shot, eyebrow lifts, haircloth implants, lazer hair remotion, ass bleaching and cleansing, calfskin implants, chest implants, emasculation and suction lipectomy, to the highest degree of the fat from your mid-section and arms in now in your ass. I do have got to say you came out pretty infernal hot though !"

My nitty-gritty sank and I passed out. I awoke again."That happened a lot around here, perfectly normal. Those hormones you were taking really helped in making your tits two-base hit ds by the way, they gave us just enough tissue around the edges."I thought I was dreaming earlier until he made that comment. I just started to cry."doctor you can't leave me like this, I am a man, I can't go home like this."The Dr looked at me"Well the key discussion is, was, not, am, you were a man, after we cut off your balls you just have what Ronnie phone call's, a epicene clitoris left that can't produce spermatozoon. And all these documents here protect me, you should read more carefully when betting with Ronnie."

Oh, my god, they cut off my balls, I couldn't outgrowth this rightfulness now, strangely it didn't hurt. My will for getting upset was gone, I had no tactual sensation.
Renee was waiting in the lobby for me as she helped me gather my holding and escorted me to her car. She drove me home,"So is some excited to see how their beautiful new soundbox looks."I said goose egg just sat there crying."Ryan or Reann, take the following month off for recovery, Ronnie has deposited $ 50,000 into your invoice to console you. Take it slow, we will send intellectual nourishment over and everything to still your recovery. These DVD's are for you to watch and groom that ass by the way."My roommate was shocked, and just didn't say a word as I walked in with patch and the obvious shift.
About a month later I got ready for work, I really did look hot, huge mamilla, fat ass, big lips, small shank everything. My cock used to be around 6 inches now barely 5 and skinny when surd. The DVD was fully of emasculate sex and hypno, I used my dildos and hind end fireplug. For some reason the dildos really made me cum and regular porn did zippo, probably the anovulant.

When I arrived back at work I got a lot of looks. I went to my desk and cried. Reggie came over,"Reann, it's not that bad, you look so pretty, you should be glad. Ronnie wants to see you after work."

rightfield as everyone was leaving for the day I walked into Ronnie's government agency."My god you look beautiful ! Let's test those backtalk out."He said as he undid his pants. I walked over and got on my knees, I took his cock in my mouth and bobbed up and down slurping this clip taking it all no trouble."somebody has been practicing I see. God those sass make it so much better"because of those sass drool was sliding out around his shaft and running down my face.
Right after that I heard the door open and the cleanup bunch came in, I immediately stopped and pulled off mortified. Ronnie grabbed my principal,"Don't stop honey ! Hey you two stay a spell, isn't she pretty, this is Reann, call back the young guy that works here this is him after surgery."He just keep pumping and a few minute later he pushed my head all the way in and burgeon forth a load deep down my pharynx. I whipped my font for cum and spit.

The two Spanish men just laughed. Ronnie told them,"Hey no one has ever broken him in, I am his first of all putz, how about you two avail me break him in. His ass has to be tight as hell, consider it an early on Christmas present."I could hear them walking over as Ronnie let up on my headway.

The two men smiled, with a Spanish stress they said,"sanctum shit Ronnie, this was that Brigham Young new guy, my god you gave him the red-hot set of bosom an ass I've ever seen on a chick, let alone a fashion plate. I'm not gay, but fuck that ass looks juicy as nether region and those lips were built for sucking cock."Ronnie looked to them,"don't worry it's only gay when there is a cock in your ass, Reann is the only one in the way that will have one up her twat !"

I looked at them one was tall maybe 6'3"the other one brusque and fat maybe 5'6"both Spanish and kind of grimy looking. They both started unzipping their knickers when two fat cocks plopped out. My oral cavity dropped and I looked at Ronnie,"But they are too big ?"“ Not for my short adulteress, up on the desk you go, and start sucking."I stood up and the two men pulled my skirt and panty down, I froze, they unbuttoned my top and took my bra off."Wow looking at those titty !"They pushed me and bent me over the desk. The tall one walked in front of me and started jerking his dick, it was getting laborious maybe, 8 or 9 inches and really fat. He pushed it into my sassing, I gagged and slurped. The other one started eating out my ass as I moaned. The guy behind stopped licking and walked around with Ronnie,"Take a looking at at this lump of meat Reann ! And suck that big fat cock !"

As I looked up I thought to myself how is it the short guy has the liberal prick. It was difficult maybe 10 inches and as thick as my carpus. Ronnie made me alternate between the two sucking them furiously, chocking, gagging, spitting. The little one walked back around as Ronnie was lubing up my ass. I didn't notice much, moaning from pain and joy while trying to go the turncock in my mouth. The dick in was meeting immunity when it finally pushed into my throat as I chocked and gagged. He pulled back out as I gasped for air and then jammed it back into my throat.

When I felt the prick head at my ass, I tried to resist, screaming but it was silenced into the pecker in my mouth as I gasped for air. It pushed against a lot of electrical resistance on my ass but popped past my anal mob letting the headland in. I screamed in infliction again silenced into the other man's privates as I tried to squirm. A moving ridge of humiliation, pain and joy swept across me. He just kept pushing, additional tears flowed down my impertinence."Roque, this ass is so tight, it's like promised land man you got to try it soon ! Now I am going to wreck this livid piece of ass thought fucking clean and jerk this up white boy !"He shouted thrusting about 5 inches in as I jolted forward on the desk, kicking my legs up in the air.

It felt like my interior couldn't accommodate any to a greater extent when another inch when in. My insides felt like they were being ripped apart. My face plowed into the other man's cock showing no escape from the cocks. He pulled out and rammed it back in getting maybe 8 inch in, pulling out again before ramming me into the other man's pecker again as his testicle slapped against my little cock that was just dangling there.

"Wow this is quite a sight, your cocks are impaling this minuscule lady friend on both ends like an accordion ! Why don't you lift him up ?"With that I tried to protest but cypher helped, they lifted me off the desk and flipped me upside down rotating me in midair, I tried to kick back and push a piddling but they clamped my peg down under the man's axilla and locked me in space, the abruptly guy lined his dick up again and thrusted in as I screamed out in botheration. The other man silenced me quickly ramming his pecker down my throat again and they two fucked me furiously."My god looking at at his little stopcock bob around, after all those hormones and removing those globe its less a shaft and more of an itsy bitsy sissy clitsy !"All the men laughed while I was mercilessly railed out on both ends. Siliva and spit ran down my cheeks the man in my back talk let out a garish moan holding his cock buried down my throat releasing current after flow of hot spirt of cum into my belly.

He stayed there as I continued to chock on his cum and shaft. The early man firmly grabbed men around my waist also letting out a shipment moan, pulling me toward him as hard as he could."Oh my god what a fucking stupefy ass, I going to fill you up !"He shouted as I felt guessing after dead reckoning of hot jizz shoot deep into my ass. He pulled back out with a pop, making my ass flavour empty and then slammed it right back in as I let out a yelp."Ohh god that ass was amazing."He exclaimed, the man slowly withdrew his dick from my ass as the other guy pulled out of my mouth. I could finger a watercourse of cum trickeling out of my ass. I collapsed on the desk after they let me down, exhausted, ashamed and humiliated as I lost my anal virginity.

I heard the doorway open again, I could hear Renee talking and I knew the early phonation too. I glanced over and saw Regina talking to Renee, what the hell was she doing here in New York. Ronnie walked over to my hobble consistence,"Reann, Ryan is a skilful analyst, but you, god can you take a stopcock, Regine, sword lily you could do it today."Regina looked aghast to see the scene in the situation."Regina, I believe you might know this little blond bimbo lying here, this is Ryan, now Reann, he made a bet and let's say he lost more than than just the stake, how do you like the transmutation ?

I covered my side so as to not see her, she walked over."Ryan is that really you ? Ryan it's me Regina, holy place dirt they really did make you a woman."“ Don't spirit at me please Regina."“ It is you I can tell, wow they did some work with you, I guess you really have changed. I am pitiful beloved but Ronnie is paying me a lot of money to do what I am about to do, please forgive me."As I looked up I could see Renee getting a strap on dildo ready and Regina was stripping down.

"Reann, to really break you in I needed absolute humiliation, you didn't seem to have a in high spirits shoal sweet heart and Regina appeared to be the closest thing, everyone has a Mary Leontyne Price, and we found hers to fuck an old admirer with a strapon dildo. With that he slapped my ass and told the two maintenance guys to get out.
Renee was helping Regina get on the great strapon. I pleaded and cried,"Regina please don't do this I can't lookout man you fuck me like this you can't !"She approached lathering the dildo in lubricating substance, Renee and Ronnie lifted my legs up in the air exposing my cum dripping ass."Reann, you're a cleaning woman now, your not the guy I used to fuck, now stop being a piffling sissy about this and take this turncock !"She said as she pressed the dildo capitulum against my ass. This was beyond humiliating, I used to make out her and always wanted to try anal but not like this. As she pressed harder breaking the roadblock of my already loose hole she said,"Reann, think when you wanted to try anal retentive, well I'm about to split you in half my fiddling sissy."With that she pushed her weight as the dildo sank in slowly.
Renee spoke up,"Reann case your wondering this is a 10 inch dildo that is made for prostate massages with a trend tip, it is about 2 inches in diam right hand around the centre, or simply put, we don't expect you to do in tomorrow after Regina splits you ass in half, and you're about at the thickest part."rightfield as she said that Regina withdrew the coldness dildo and shoved it back in as I let out a yelp, she just kept bucking into my ass. Pounding away, verbally abusing me about what a sissy I am."Ronnie, look what you did, his small milksop clit is dripping precum soft and flopping around while his immense tits just bounce around. You do with child work I must say !"

I looked down liquidity was flowing out of my cock as it danced around, I felt a moving ridge of pleasure building up in my ass. I started to groan, what was happening to me. My moans and panting grew louder as her dildo bucked against my hips, she was fucking me like a wild adult female while Ronnie and Renee cheered on. I could only look up at the faces as they stared in a enchantment at the huge dildo ripping my ass up."Oh gawd, oh gawd,"I yelped out as I felt like I was about to erupt when all of a sudden my cock started to let out a stream of cum like a faucet, it pooled all over my stomach.

"There is goes, he fucking came like the little sissy slut he is, only cumming from now on with a gracious firm cock up his ass !"Renee exclaimed. Regina kept fucking me for a few more minutes as I bucked around in pure ecstasy. It was too much I collapsed as she kept fucking me. I finally came too as they were all dressed and I was still naked on the sofa now.

"Reann, I am no-account I guess you must hold just passed out and in the heat of the moment we didn't notice. Are your ok."Regina asked. I nodded to them Let's get you dressed and out of here she said. Ronnie and Renee were heading out,"Hey Reann lock up and get the fucking out, take the day off tomorrow, you've done enough work today."

Regina and I went out to dinner, I was ashamed and told her the unhurt level. She explained how they called her out of the bluing and offer $ 100,000 to bonk you and an extra $ 50,000 if I really humiliated you. I didn't blame her for taking the plenty. She felt bad but a bet a bet and she missed the old me. She did want to fuck me again, she said it gave her a lot of might, she also wanted to see a guy rail in me out, perhaps my roommate, supposition I know what I am doing tonight at my apartment.

The end for now !