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THE TRAINING OF SLUT HEATHER OR MY WEEK-END OF SERVITUDE AND HUMILIATION CHAPTER IV THE CLUB After we finished eating, Ann told me to clean up the table, go upstairs and open up all the cosmetics I had bought, take off my make-up, wash my face real good to get rid my face of the old make-up, and take off my panties and wait for her to finish dressing. By the time I had finished washing, putting the face cream on, rubbing it in, and wiping it off like Ann had taught me, Ann came in . She told me to sit down at the vanity while she did my make up. "I want to do it tonight so I can make you look like a real slut and whore, because that is what you are going to be tonight!" "No sissy look for you tonight," she said as she began to apply the foundation. She seemed to know just what she was doing and the look she wanted to create. Light brown thin eyebrows, bright rosy cheeks, deep-red full pouty lips, eye shadows from the inner corners to widen out to the side of my upper face, and black eyeliner from close to my nose that tapered outward and upward to the lower side part of my forehead. Then she lined my lower eyelids and applied the mascara, lastly, the false eyelashes. The look was stunning and made a very bold statement about what I was going to be and act. Next, she put one of the styled wigs on me and positioned it so the bangs came down to just above my eyebrows then touched it up a little with a comb to fluff the bouffant style fully in the 50's style as she called it, and teased it up even higher and wider. Again I looked in the mirror and saw what looked like a Vegas show girl staring back at me, and it almost took my breathe away. I exclaimed, "Is that me?" Ann giggled and said, "Now we have to finish your 'accessory's', and get you feeling more feminine before we leave. I think that your corset, will look good under a red latex dress with a mini length skirt, trimmed in blue, and with a white latex ruffled slip." "That will create an All American Slut, in red whit and blue!" she said with a smile. She went to the closet in the corner of the room, and retrieved all the garments and proceeded to dress me in them. "Now, we are running out of time so we must make the final touches in a hurry and leave she said. Then she open a dresser drawer, and pulled out a device that looked like a long wire cage with a small hand cuff at the open end of the cage. It also had a eyelet and the very tip of the cage. She told me to pull up my dress and proceeded to slip the cage onto my cock and snapped the cuff closed very tight behind my testicles and against my scrotum. It was very uncomfortable and made my cock try to get hard but since it had no place to grow, it started to hurt until it went soft again. Then she lead me into her bathroom for the feminine touch as she called it. Again I was stretched out over the toilet bowl with my legs against the wall, while she mixed up the recipe, as she called it. As she was placing the bag on the IV stand I noticed it was a little over half full. She lubed me up and inserted the dreaded tampon in me. She inserted the vaginal nozzle all the way in and clipped the valve open. And the treatment started again with the flow a little faster than before. As the bag was draining she told me she had omitted the powdered douche and soap, so I could hold it longer, and not be bothered by heavy cramping, but she did add a little more wine to the formula. She informed me," "You will be spending a good amount of your time on your knees and some awkward positions, so I don't want you to have an accident, and beside, you can't wear panties with that cage on." I thought that was a little strange since panties could very easily slide over the cage, even if it did show a little bulge. I guess I was getting used to retaining an enema because I did not feel too bloated, and had very little cramping. After she cleaned me up back there she told me to go get my purse, and put the new lipstick, powder compact, rouge, another pack of cigarettes in it. She then thought for a minute and added, "Oh yes, you may need more condoms, so put 3 more in you purse too." Ann and Tom went on down the stairs while I was retrieving my purse, and by the time I got down to the door, Ann was standing at the door with a leash in her hand. "Lift up your skirt slut," she demanded. I did as I was ordered, and she clipped the leash to the eyelet on the tip of my cock cage and told me to let my skirt down and straighten it up. I was so humiliated seeing that leash trailing out from under my skirt. Even though one could not see my cock or cage, it was very obvious where the leash was attached. We got into the car and on the way Ann informed me that "The Club" was actually named, "The Scarlet Rose," which was a gay drag show bar. Also, she informed me that while I was going to give plenty of oral service that night, I was not to do anyone without Tom or her permission or I must make them wear a condom. She also said they knew many of the patrons that would be there and some of them were clean and safe, but some were not too "careful," as she put it, and there fore I would be told when I needed to put a condom on them first. I was a little uneasy about putting a condom on another mans penis, but felt it was better to be safe than sorry. We parked in the lot next to the building and walked around to the front door. Once again, the lot was gravel, and I had difficulty walking, but Ann just tugged on the leash and admonished me to walk faster. As soon as we entered the front door and paid our admission, I heard a lot of gasps and Oohs and Aahs from the patrons closest to the door. I could see almost everyone looking at me, and I was so embarrassed with that leash swaying from under my dress. The doorman led use to a table with a reserved sign on it in the back part of the show room on a raised platform. There was chairs for at least six people at the table, so we had plenty of room. When the waitress came to take our order, Tom order the drinks and said, "The slut will have a pink elephant, you know, one with the little pink umbrella in it." She said, "Will that be all sir?" and it was then I realized from her voice that she was a T-Girl. I watched her as she turned and wiggled her ass down off the platform and over to the bar. She was very slender, but with a pronounced tight butt sticking out. I suspected that she wore one of those padded panties that Frederick's of Hollywood sells. Ann spoke up and remarked that she would have to teach me to walk like that in those new Hot Pink 6 inch heels she had bought me. That made me a little mad at our waitress, I guess and I started resenting her sexy walk and curvy ass. While we were waiting for our drinks, I scanned over the room and looked at the crowd of people and counted at least 20 other T-Girls there, at least 30 female couples and the rest were men of all ages and sizes, some in pairs and some singles.. As soon as the waitress slithered over to our table with the drinks and set them down, Ann told me to light up a cigarette, and make it look sexy. Again I had a difficult time finding the opened pack with those long nails and the dim light in the club didn't help either. Then the fumbling to get one out of the box, and again back to my purse for the lighter. As I was lighting up, Ann said honey, maybe it would be best to leave the cigarettes and lighter out on the table. I agreed and felt much better since I felt very awkward fumbling around like that. After I took a couple of drags on the cigarette, and sips from my drink (which I thought was real strong), I noticed a well dressed gentleman walking up to our table. He spoke up and said, "Good evening Master Tom, and Mistress Ann, how are you both tonight? I see you have a new lady friend with you tonight." Ann spoke up and said, "We are fine Jerry, but the lady won't be a lady much longer I feel, anyway knowing your appetite for hot sex." They continued to exchange social pleasantries for a few minutes, as I finished my cigarette, and took several more sips of my drink. Then I heard Jerry ask Tom, "Is the lady available for a little service tonight?" Tom responded, "I though you were never going to ask, she is yours Jerry, just take a seat across from her," he said as he motioned at the chair to sit down. Tom looked at me and ordered, "Heather, slowly slide off your chair and under the table and see the present that Jerry has for you." THE SLUT EMERGES I slowly slid down so as not to be too conspicuous, and made my way under the table to the other side. Even though it was very dark with the table cloth shielding what little dim light there was in the room, I saw that Jerry already had his pants unzipped, and a roaring hard on. I was able to get my head high enough to reach his cock if I bent it down a little. Once it was in my mouth and deeply embedded therein, I had enough free space to start moving slowly up and down while rolling my tongue around it and sucking in a pulsing rhythm. I could here some small talk coming form above me, but Jerry wasn't saying very much, but I could hear and feel him starting to breath real hard. I doubled my efforts and started to deep throat him with the swallowing technique Tom had taught me. It only took about 3 minutes more before Jerry stiffened up like a board and probably only touching the back of the chair and his heels on the floor. I then heard him muffle a gasp and he shook like a volcano erupting and his cock started throbbing and spurting seaman in my mouth and he started jerking which pulled his cock from my mouth and he shot the last bit of cum on my chin. I am sure that if anyone was watching him they knew what he was experiencing, especially since my chair was empty. I slowly eased back across the floor to my chair and tried to gracefully slip back up in my chair without being noticed. That was almost impossible with the corset and platform shoes on. But I finally made it up with the others and wiggled into my chair, and grinned as I wiped my face with the napkin from under my glass. Jerry was still gasping heavy and saying, "That was earth shaking Heather, you are not only a lady, but a sucking sex machine!" "Tom, where do you get these fabulous girls?" Ann responded. "They don't come to us that way, we train them!" with a little pride in her voice. A minute later our waitress sashayed back over to our table, and asked if we needed a refill. Jerry spoke up and said another round, on me please. Off the waitress went with her ass wiggling even more this time. Tom and Jerry continued with some small talk until she returned with a tray full of drinks, and set them down, and Jerry dropped a fifty down on her tray and told her to get us another round when were ready. Jerry downed his drink in one gulp and said, "I needed that after Heather's hot mouth did her magic!" Then he got up and excused himself and left. Ann leaned over to me and said, "Heather have another sip and light up another cigarette, then follow me to the ladies room, you need a repair job on that make-up!" I took several more sips of my drink to settle myself, lit up another cigarette, and blew the smoke up and over my shoulder like Ann taught me, and felt a little light headed. I knew that the wine was having an effect on me, but those drinks were really going to my head. Ann stood up and pulled on the leash to indicate it was time to go to the ladies room. I stood up and stabilize myself as best I could and started walking like that bitch waitress with my cigarette at hip level and my arm swinging back and forth with the movement of my ass. Ann open the door to the Ladies Room, and held it until I was inside. We went over to the mirror where Ann moistened a tissue and started to dab the dried cum off my chin. She said in a soft voice, "You are beginning to like being a slut aren't you?" I replied, "It does make me feel good to know I can please a man like that and it seems to make you happy." She said, "I love to watch you satisfy a man like that, and I also like to see a T-Girl like you take it up your ass." "Tomorrow night you will have that experience too, in fact I suspect several times." "We need to freshened up your make up." She took my purse, and found foundation and dabbed some around my mouth, nose, and chin, then applied powder over the foundation. Next she handed me the lipstick, but my hand was still shaking so much from the excitement under the table that she took it from me a applied it herself. "Now, it is time to freshen up your other drink," she said with a sly grin. I wasn't sure what she meant at first, until I saw her remove from her purse a flat travel size rubber douche bulb. She unscrew the nozzle, and removed from her purse 2 airline size bottles of vodka, unscrewed the caps and poured them both in the bulb. From the faucet she put at least 2 cups of hot water into the bulb until it swelled up like a balloon, then replace the nozzle. She led me over to a stall with the leash and motioned for me to enter first. She said, "You know the position, but since there is no wall to brace your self against, you can bend over and hold on to the top of the toilet tank." With both of us in the stall, the stall door couldn't shut so Ann left it wide open while she inserted the nozzle up in me. She didn't think to bring any lubrication, so she put some soap on it and slide in a little easier then if it were dry. She kept squeezing the bulb until it was empty, and I was moaning with the pressure it caused. Just about the time she finished the last few squeezes, I noticed that two lesbians had come in and walked close to the stall door. They must have seen the whole episode, as the Dyke one spoke up and said, "That should teach the slut what being a female is like! "Honey, can we borrow your slut for a few minutes so she can eat my lovers pussy while sitting on top of the toilet tank." "She just loves to have a submissive T-Girls eat her pussy. And while, the slut is leaning over doing my woman, I will be spanking her ass with my hairbrush." I was shocked by that remark, and got really scared, but fortunately Ann told her not tonight, since she did not want to have my make-up smeared. "And besides, we need to get back to the table since we are expecting company," Ann added. Ann pulled on my leash as she headed for the door, and I hurriedly followed her, trying to get as far away form that Dyke lesbian as possible. On the way back to our table Ann told me that the Dyke would have beaten me so hard I would have had black and blue marks all over my ass, legs and thighs. She said she was not only a bull Dyke, but a mean sadist as well. Actually I was thinking the dyke's woman was a real cute girl and I would have enjoyed giving her oral satisfaction, but not with that bitch watching with a hair brush in her hand. By that time we were back at the table, and as we started to sit down another couple walked up to the table. Tom said, "Oh good here is Jack and Mona, please join us." They thanked Tom, and sat down just as that harlot of a waitress came over and asked for their drink order. After a little small talk about the recent wedding ceremony between Jack and Mona, the waitress served them their drinks, then wiggled off the platform. I was watching Mona out of the corner of my eye and felt there was something strange about her, yet something very familiar. Mona took a sip of her drink, and pulled out a pack of Misty 120's, lit one up, took a deep drag, and I noticed that her hand was a little big for a GG, then she turned her head over her shoulder and blew a fine wisp of smoke up in the air. Then it hit me, Mona was a she male, and was trained by Tom and Mistress Ann! So, I pulled another cigarette and repeated the same motions as Mona had done, and gave her a wink of my eye. She smiled back at me and leaned over to me and asked, "Are you on your period now?" I lowered my eyes and shook my head yes. "I thought so," she confided, "Ann makes all of her girls suffer that horrible experience." During that time Tom and Jack were talking, but I couldn't catch what was being said since Mona was talking to me. Jack stood up and said, "I'll be right back in a few minutes with her, Tom." Tom told me to follow Jack while Ann handed Jack the cock leash. I lit another cigarette to smoke while walking behind Jack like I was told to do. BECOMING A PRO Jack headed in the Men's room and held the door for me. He stared to wash his hands and dry them, then proceeded to unbuckle his pants while I finished my cigarette. He spoke to me in a very demanding voice,"Get on your knees, slut and show me what you are good at!" I laid my purse on the wash stand and obeyed as fast as I could then did as ordered and took him in my mouth and guided his cock all the way down in one sliding motion., swallowing as it hit the back of my throat. Like always, I rubbed my tongue up and down the underside, then all around the sides. When I pulled back to take a breathe, I run my tongue all over the head of his cock for a minute so I could breath a little deeper, then drove my head down against his groin again, while swallowing like Tom taught me. This went on for at least 10 minutes before he finally stiffened up and groaned and started pumping his sperm into my mouth as I was licking the head again. The load wasn't as big as I was used to, so I figured that Mona had drained him earlier that evening. As Jack buckled his pants back up and headed for the door he told me to fix my face before leaving the Mens Room. Just as he went out, and I started putting on lipstick, another over made-up she male came in and snapped at me, "Why aren't you in the Ladies Room?" I looked up startled and said that I was told to bring that man in here. Recognizing my male voice, she said, "I am sorry, oh did you please him?" I grinned and said, "Well he didn't complain." She informed me that she had made a date with 4 men a few hours ago to meet in the mens room, and they were running late, and since she was the first Drag Queen to perform in to nights show she didn't have time to take care of all of them. "Honey, would you to help me and take 2 of them off of my hands?" I thought that might be fun to see another T-Girl at work while I was being a slut. So I said, "I think that would be fun." I opened my purse, and took out a cigarette from the fresh pack that I had put in before leaving home. She said that her name was Tricksie, that is Trixie spelled with a "CK" instead of an "X". "You know like turning tricks," she said with a smile, then asked me for a cigarette. We stood there and chatted for a few minutes, and she asked me if I liked it anally. I responded, "I'm not sure, I never done that before, and besides, I am on my period right now," and lowered my head with an embarrassed look. Thank goodness I did not have to explain that remark since in came 4 men, and looked at both of us and all of them seemed really pleased at what they saw. Tricksie explained what the problem was and all agreed that the two of us would do just fine. Well, Tricksie grabbed one of them pulled his pant down and started to suck instantly since she had to get backstage soon. I remembered what Tom told me about using condoms, So I retrieved my purse, and took a condom out and pulled one of the men over and against the sink shelf, and pulled his pants down and started rolling the condom down his cock. It seemed so strange doing that to another man, then I realized that during all the men I had given oral to, that I never touched their cock's with my hands. By the time I finished rolling it on, I got down on my knees, and heard Tricksie's man let out a loud groan and a long AAAAH. I figured he had "popped his cork." I heard Tricksie move around a little and the next man started moaning. That Tricksie was wasting no time I thought. I guess we where both doing a good job since both men we were doing got off at almost the same time, and I was afraid they could be heard clear outside the room. Tricksie stood up and started straightening her outfit as I started putting the condom on the last man. On her way out she said, "See you a little later Heather," and out the door she flew. It only took the last man a few minutes to get off since he had been pumping his cock while watching the previous action. Again I touched up my make-up and smoothed my hair down a little, lit up another cigarette for the parade back to my table. Tom spoke up immediately, and demanded to know what took me so long. I explained that one of the show girls had too many men to handle before the show started and had asked me to help her out. He ask very sternly, "Did you use a condom?" I opened my purse, and pulled out the empty wrappers and held them up. He said, "That is a good girl, I'm proud of you, both for using the condoms and giving assistance to another girl in need." Our waitress came up and asked if we wanted to order drinks before the show started, and Tom said, "Yes, another round." Well, the stage curtain open at that time and out stepped a floozy of a heavy set drag queen with big floppy tits and started her comedy routine. She did a good job of warming up the audience before Tricksie came on stage. As soon as I saw her, I exclaimed, "That's her, that is the girl I helped out." She was dressed in a little girls outfit with pig tails, and sucking a lollopop, and did a number like an innocent virgin teenager lip-syncing to a record. I remarked, "She sure didn't look and act like that in the Mens Room!" The next act was of a very sexy girl dancing to a hot number that allowed her to do some bumps and grinds with a flair. Half way through the number I saw Tricksie, out of the corner of my eye, coming out of the side stage door, around the side of the room and up on the platform. She came over to our table and handed me a $100 bill and said just loud enough for everyone at the table one to hear, "Here's your half of the money we earned for the nights work." And then she turned around and slipped back behind stage. Tom said, "Well, I guess we can add another adjective to Heather's name, not only slut and whore, but prostitute. Since you made so much money, you can pay for the next round." Ann spoke up and said, "Next she will be working a street corner!" I blushed in embarrassment, and said, "I didn't know she was doing it professionally." Just then the waitress returned with our drinks and set them down, and looked around for who was going to pay for them. I held up the $100 dollar bill, and waved it at her. She came over and took it and said, "I suppose you want change back?" I replied, "Damn right sweetie." And she lip synced the words so that no one could hear her, and I read the words "eat me" formed by her lips. I replied in a low voice and in a very sweet tone, "I would love to Honey." She smiled and turned to get my change, and walked off with those hips really swinging, and I am sure it was for my benefit. A little later she returned with my change and then held out the receipt, and then slowly turned it over, instead of laying it on the table. She moved it up close to my face, like she wanted me to read it, set it down on the table. I dropped a $20 dollar bill on her tray, she smiled and then walked away just like before. I got the hint, and held the receipt up close to the candle on the table and read, "Lolita, Call Me Soon" with a telephone number on it. I slipped it in my purse, and took out another cigarette, and lit it up, and took a long drink from my glass. Tom leaned over and inquired what was "that" all about. I replied, "She gave me her telephone number." Ann spoke up and said, "I wonder what she wants?" I smiled and replied, "I know what see wants." "Then call her tomorrow, and invite her over Sunday Afternoon!" "I will," I replied. Just then I noticed a man coming toward our table, just as Ann nudged me and said, "Heather hurry up and light up a cigarette, and smoke it as sexy as possible!" Just about the time I got it lit up he was next to our table between Tom and Ann, but he kept ogling me and rubbing his crotch. I tried to ignore him and smoke my cigarette nonchalantly. Tom and Ann held a rather hush hushed conversation, if you could call it that with so much noise coming from the stage show. I could only catch a word or two now and then, but got the idea that they were making some kind of business deal. I finished my cigarette, and watched the show for a few more minutes when Ann whispered me, "Light up another, honey he has a smoking fetish and loves T-girls that smoke very sexy." I did as I was told, and smoked it as sexily as possible wondering what was this all about. Just before I finished the cigarette, I got the feeling that their business deal was done since the man shook hands with Tom and said, "It's a deal." Ann leaned over to me and whispered again, "Finish your cigarette and then come with me." I took another drag, put out my cigarette, and and took another sip from my drink before standing up to follow Ann. Ann took the leash that was attached to my cock cage and we snaked our way around the tables with her tugging on my leash until we got alongside the bar. That was a very embarrassing walk showing all the patrons that I had a leash attached to my cock. Ann slowed down to let me catch up along side her then told me, "We are going to close a business deal, at least you are going to close it!" "This man, Roberto, is the owner of the club, and Tom and I suspect that he has Mafia connections. Anyway, you will make a trade with him by giving him what he wants, and Tom and I get what we want." "Are you ready?" I kind of mumbled, "I guess so." We entered his private office along side the end of the bar. It was plush and elegant, with him sitting behind a big mahogany desk. There were several chairs facing his desk, and along the back wall was a overstuffed couch. Sitting on the couch was a completely naked Nubian amazon like Transsexual with a body rippling with muscles obviously from vigorous body building exercises. She had at least "D" size breasts that stood straight out with perky nipples topping them off. I gasped when I saw her not only because of the naked breasts, and that I suspected that she would stand over six feet tall, but that she had an enormous "hard on" and that she had at least a 10 inch cock sticking straight up! I also noticed that she was smoking a cigarette that was held in a long cigarette holder. While I didn't think she was smoking all that sexy, she was holding it in a very feminine manner with her extra long pearly white nails wrapped around it so delicately. Ann must have noticed her cock too, as she asked, "What's with Amazonia there?" "Oh, her," Roberto said, "I gave her two Viagra's a couple of hours ago, and they haven't worn off yet!" Ann spoke up and asked, "Why Viagras, she doesn't seem to have an erection problem?" Roberto spoke up and said, "Yes, she does, from too many female hormones, and besides, I am punishing her by keeping her horny, even when she does cum." I was curious, and blurted out, "How long has it been since she came?" Roberto answered with a smile, "I gave her a blow job and hour ago! And the bitch is still wanting more." Ann spoke up and said, "Let's get this over with, we haven't got all night, what is your desire tonight?" Roberto stood up and walked over to his door and opened it and walked back to the side of his desk, saying, "Need to keep an eye on the hired help; I want to fuck a tight ass tonight." Ann responded, "Sorry, but Heather is on her period, and I know you won't wear a condom, so it will have to be oral, but you have to promise not to come in her mouth." "Hell, Ann," Roberto said smiling, "I prefer to pull it out and shoot it all over her pretty face!" "Come over here and get down on your knees slut" Roberto order me. I did as I was told with my head hanging in humiliation knowing that all the bartenders and waitresses could see and watch what I was doing. Roberto announced, "If I can't fuck her ass, then I will fuck her face!" And with that he took a step closer, unzipped his pants, and shoved his cock into my mouth. Next thing I felt was his hands grabbing the sides of my head as he started to push his cock in and out in a slow motion, as he pushed and pulled my head in the opposite direction. I did not get a chance to see how big Roberto was since he was so quick to flip his cock out of his pants, and ram it in my mouth. But then I realized why he was so fast, at first it was about as small as that any of the men I had experienced before, and when I felt it harden up, it was just barely a mouth full and hardly touched the back of my throat. I suspect that he did not want his employees to know that he was built so small! I thanked God for that, since he was pumping it in and out so fast that I would not have had time to swallow and catch my breath during each stroke. But, I was able to breath at will since I never felt a gag reflex. But even then, I tried to rub my pierced tongue against has shaft as best I could with the speed he was jerking my head. There was a strange feeling I had while down on my knees being fucked in my mouth, maybe it was my subconscious trying to blot out the humiliation, and degradation I was enduring. I realized that my tampon string was very cool between my ass checks, which was probably due to the AC blowing toward my ass. While it was a strange feeling knowing I was still "on my period" as Ann had put it, I really felt very feminine being "Tamponed," and experiencing the cramps, and being used like a street slut. It took Roberto about 5 minutes before he finally jerked his cock out of my mouth and stroked it several times with his fist, and groaned, "Here it comes!" I quickly closed my eyes so as not to get an eyeful, and felt a spurt hit my forehead. Then another hit my nose, and the third hit my chin. I was waiting for several more when I felt him let go of my head and back away. He practically shouted, "Amazonia, get over here and decorate her face too!" Ann spoke up and said, "You don't get two for the price of one!" "Don't worry Ann," Roberto replied, "she isn't going to get a blow job, I am the only one that does that!" I opened my eyes to see what was happening since I didn't have any cum on them, only to see the head of an enormous black cock head about two inches from my face. She wrapped one of her big hands around her shaft and I could see her slander long fingers ending in pearly white polished nails. At first she slowly stroked her cock about 5 times then started to speed up faster and faster until after about 15 more strokes she leaned her head back and sigh "AAAAH!!! I was shocked to see a spurt of white "Goo" exploding from her cock and barely had time to close my eyes before it splattered against my cheek. I could tell she was still stroking it since each spurt hit my face in different places including my eyes. I thought having to swallow cum was embarrassing, but this was even much more embarrassing being treated as a "street slut." And to top that off, knowing the employees at the bar were probably watching. When I was able to stand up Amazonia handed me a tissue from a box on the coffee table in front of the couch, and said, "Here, dear clean your self up as best as possible." While I was wiping their cum off my face, I noticed that Roberto was taking a box out of his desk drawer, and handed it to Ann. She promptly put it into her over sized purse, and patted the flap shut. Ann again lead me out of the office and into the lounge by my cock leash, she again stopped by the bar and whispered in my ear, "That was a $500 blow job you just gave him!" "We got a box of Cuban cigars that cost that much in Cuba, they are almost priceless here in the States." "You have graduated from $50 a blow job, to ten times that much in less than an hour!" She tugged on my leash, and I follow her back to the table thinking that the embarrassment was worth it, at least Ann must have thought so. When we got back to the table, Tom looked up with a questioning look at Ann, and I noticed that Ann shook her head and patted her purse Tom then stood up and pushed his chair back and announced the it was time to go home since he had some rounds to make, and Heather has another "heavy" day ahead of here. There was an emphasis on the "heavy", that I picked up on, but didn't relate to its meaning. As we were saying our goodbyes to Jack and Mona, the cute little lesbian from the bathroom came up and said to Ann, "Hi, I'm Judy, and I apologize for my girl friends crude remarks, and you were right to decline her offer. She can be a real sadist, especially to men, including Shemales. But I do fantasize over getting oral sex from a Vegas Showgirl, and your submissive girl really looks the part." "I would love to come over and visit you sometime and maybe we can have a threesome!" Ann stood up, reached in her purse, and took out a card and handed it to Judy and responded, "I would love that, let's say Sunday afternoon, oh, around eleven AM ?" Ann looked at me and ordered, "Heather when you call that waitress, invite her over too. We could make it a foursome," Ann added. Judy said, "Honey, I would love that," as she gave me a smile. "In fact," Ann said to Mona, "Honey, why don't you come over and join the party?" "We can have a five some, and maybe even more-some," with a wink to Judy. Judy spoke up, "Yeah, the more the merrier!" Mona also agreed with a sexy smile, and said, "I haven't been in a gang bang since I married Jack!" Judy thanked us and turned to walk away and shot a kiss back at me. I gulped down the last of my third drink, and pushed my chair back and started to stand up, but my head started to spin, and I sat down again, took a deep breath, and slowly eased my self up. Tom said, "it looks like our slut has had a little too much to drink." I agreed, so Tom put his arm around me and helped me out to the car. On the way back home, Ann talked about the party we would have Sunday afternoon, and how much fun it would be with a lesbian, and three Shemales. She told Tom that she was planning a Sunday late morning brunch and thought that 11 AM would be a good time to start, leaving all afternoon for "fun and games" as she put it. And,that it would give Tom time to get back home and join in. Tom was very interested and said that he would not waste time on his rounds, and try to be back by 1:00 PM. Tom again helped me into the house with one hand under my ass and said," I think it is time I enjoyed this sexy piece of ass!" Ann spoke up, "Then Heather had better go upstairs and expel that wine/vodka enema along with the tampon." "I think she is drunk enough," she added. I was really glad she said that since my cramps had started to grow worse. With a great deal of effort I climbed up the stairs, and made a hasty retreat to my bathroom. The relief felt so good to me, but I was still feeling the spirits in me. As soon as I had finished, Ann came in and told me she thought that I should be more comfortable for my first penetration. Then helped me off with my dress, and started unlacing the corset. That was even more of a relief to get rid of then the enema, since I had been wearing it for over 12 hours. Next came the stockings, bra, and cock cage. She reached into the dresser drawer, and pulled out a very flimsy night gown that didn't cover very much of my body. "Here, put this on, Tom like his girls to look sexy," she informed me. She told me to freshen my make-up since since I had messed it up wiping off the cum earlier, as she left the room. She returned a little later with a latex glove on her hand and a tube of K-Y in the other. I was thinking, no not another tampon, and enema! But she just said, "I am going to help you a little since Tom gets in such a hurry when he knows he is going to get some new tight ass, that he forgets to lube up! Now bend over for me Honey while I get your ass ready for the ride of your life!" After Ann left the room I slid under the covers and pulled them up around my neck hoping that Tom would forget about me or be too tired for sex. I was very apprehensive about my first penetration with a real cock, hopping that I could take it without crying too much. But luck wasn't with me that night, because Tom came in wearing only his black cotton knit brief underpants. He pulled back the covers completely and while pulling off his underpants, gave my body an ogling look. Next he put one arm under my ankles, lifted my legs and ass off the mattress and with the other hand he put 2 pillows under my ass. Without letting my legs down he crawled onto the bed and positioned himself between my legs so that his cock was pressing into my ass crack. Taking both of my ankles in each of his hands, he spread my legs even farther apart and higher. I could feel him moving his cock up and down until he found my "rosebud," and pushed gently against it. He said, "This will hurt a little bit, but soon you will enjoy it." And I prayed that I would. Sure enough, As soon as he had pushed the head of his cock into my "rosebud" the pain shot through me, and I groaned. But I gritted my teeth, and vowed to endure it, besides, there was no backing out now! Tom pushed rather forcefully into me be until I could feel his balls resting against the bottom of my ass cheeks, causing the pain to increase a level higher. Then he stopped any movement and let it soak in there and said, "Relax as much as possible, the pain will subside in a few minutes, then you will start enjoying it." Then he slowly pulled back until he was almost out of me, and pushed it in again and a little faster until his balls slapped into my ass, then stopped for a minute while he changed his position a little, By the time he started to withdraw again the pain was not as bad and I started to relax. He repeated the cycle again, but a little faster this time. By the time he had repeated the in and out stroke, I really started to enjoy it. And when he started to push in again I pushed my ass toward him to increase the speed it was going in. In a couple of minutes he was pumping in and out about as fast as he could move and I was matching his movements but in the opposite direction. His cock buried in my ass like that, made me feel so feminine and submissive that I was close to having an orgasm without ever touching my penis, and I realized that I was hard as a rock. I was hoping the feeling and the ecstasy would last forever. But, unfortunately, Tom let out a loud groan and his body stiffened up like a board just as he rammed it as deep as it would go in me. I could feel his cock throbbing in me an felt something hot spurting deep up in me. He laid there for about 3 minutes breathing heavy the same as I was, then slowly pulled out. I could tell he was tired since he slowly turned around to leave the room and crept slowly out saying, "Next time I will make you clean me up with your mouth like a slut should do." Ann started to enter the room with a wet wash rag and a towel, But Tom told her to stop and leave Heather keep all his sperm in for the night then turned out the light in my bedroom. I rolled over to sleep, but in a few minutes, I felt the urge to go pee, and got up. On the way to the bathroom I felt something running down my leg that was sticky. After relieved myself, I wiped off the sticky goo from my ass cheeks and crack and headed back to bed. The last thing I remembered was thinking to myself, getting a sperm enema was much more enjoyable than the menstrual enema that Ann had been giving me.