0 comments/ 50597 views/ 9 favorites Amatuer Strip Night By: Travel_by_day Sasha had just had her breasts done, and now fully healed wanted to show off her beautiful new C cups. She wandered around for a few days in low cut tops and certainly got a lot of attention, but she was aching for someone to really worship them. Flipping through the paper, she saw an ad for an amateur striping contest at the local topless bar. "Do I, as a shemale, really want to enter this contest?" she asked herself. She knew that the girls weren't allowed to take off their bottoms, and after some experimenting with a moving and shaking dance routine determined that even in her sexy red thong, her penis would stayed tucked away, she thought why not. After working out a cowgirl routine to "Wanted Dead or Alive" by Bon Jovi and "Cowboy" by Kid Rock, she went down to the club on the amateur strip contest night. She signed in with the manager, who explained that the 1st place girl gets $100, the second place girl gets $50 and the third place girl gets $25. Girls could keep all the tips they get during their stage show, and the winner would get invited up for one encore song. The manager showed her to the dressing room, where five other girls were waiting. Sasha surveyed the competition, and decided that she was among the better looking of the bunch. Sasha changed into her outfit, already wearing her red g-string thong panties with her penis tucked away, she put on a pair of tight jean shorts, a pair of leather chaps with tassels, a black bra and a red and white checked shirt, which she left mostly unbuttoned and tied up to expose her stomach. She topped herself off with a cowboy hat and had one of those wooden sticks with a pony's head on the end as a prop. A random order was selected for the girls to dance, and Sasha was selected to go fourth, with 3 girls ahead of her and 2 following her. The girls went out and watched the other girls perform. The 3 girls that went before Sasha were pretty, but they hadn't worked out any sort of dance routine, and mostly just strutted around on stage and tried (and mostly failed) to swing around the stripper pole. Sasha was called up, and "Cowboy" by Kid Rock came blaring on the speaker. Sasha went into her routine, a very high energy, hip thrusting and tit shaking number that had the boys in the crowd going crazy. Sasha was so excited by the response that she skipped ahead in the routine just so she could get her breasts out for the excited boys to see. They loved it, and before the first song was over she already had boys lying on stage with dollar bills in their mouths. Sasha crawled around on the stage, mushing their faces into her breasts, and then lifting the dollar bills out between her tits. By the end of the first song, Sasha already had $15 in tips, much more than the first three girls had gotten for both their songs. The second song, "Wanted Dead or Alive," slowed the tempo down a bit, but not the flow of men coming up to the stage. Sasha took some time to get out of her chaps and jean shorts, and did some slow, rhythmic dancing before collecting more tips. A few guys choose not to lay on the stage, instead standing with their tips in hand, and after enjoying a close up dance, slipping the tip into the elastic of her thong. The song ended and the crowd erupted into applause. Sasha collected up her clothes and tips, and quickly counted them leaving the stage. $40 in just two songs! The Manager was standing at the side of the stage, and when Sasha told him the haul he whistled. "The last two girls are going to have to do something really special to beat you tonight, I think." They didn't do anything really special, and without much surprise to the crowd, Sasha was crowned the winner of the strip contest. She was called up for her encore, and took the stage to "Wanted Dead or Alive" again. Sasha skipped the undressing part this time, entering the stage already with just her thong on. More men came to the stage with dollar bills, and soon she was collecting them from between in breast and in the string of her thong. She approached one man, standing off to the side with a five dollar bill in his hand. "God, I love your ass!" he shouted at her, drunkenly slurring his words. Sasha obliged him by turning around, grabbing his face and rubbing his face on it. She released him, and he hooted his pleasure. Sasha, swept up in the moment forgot about the five dollar tip the man had, and started to walk away. At the same time, the man was reaching up and trying to put the five dollar bill in Sasha's g-string. Between Sasha already moving and the man's drunken lack of coordination, and accident happened, and the man soon found himself tugging Sasha's panties down around her knees. Sasha looked down, and saw her penis flop down from between her legs and be clearly visible for the whole crowd to see. There was a moment of stunned silence, and Sasha remained frozen. Then, she heard noise from the crowd. Gasps, hoots, laughter. It sounded like the noises the crowd makes on "Jerry Springer" or "Montel" when they do a big reveal of a secret. Sasha, red faced, pulled up her thong, but without the time to re-adjust, the front of the thong had a bulge in it from her exposed cock. She looked around unsure, finally catching the manager's eye. He shugged, and made a sign for her to continue the dance. Sasha danced for another minute, acutely aware of her penis being visible through the fabric of her thong. Hoots and laughter continued, and Sasha was mortified. Finally, she could take no more and ran off the stage, the song still only three-quarters done and ran into the change room. She sat down, more embarrassed than she had ever been, and started to cry. The other girls filtered in to the dressing room to collect their things, and gave Sasha the coldest looks she had ever seen. Sasha's spirits sunk even lower. She got quickly dressed in a pair of jeans and a white t-shirt, and started to head for the exit. Walking out of the dressing room, she ran into the manager. "Whoa, where you running off to? I haven't given you your first place prize yet," he said. "Come down to my office." They went to the office, and Sasha could barely look up as the manager pulled out five 20 dollar bills and handed them to her. "It was really a good show, other than the wardrobe malfunction during the encore," he said, sympathetically. "You should be proud of yourself." "I just want to go," Sasha said, still staring down at the ground. "Is there a back exit. I don't really want to walk through the front room." "Yeah, if that's what you want, there's a back door. But I should tell you, after you left the stage I had 5 guys come up to me and ask if you'd be available for private dances this evening. Usually we don't allow the amateur girls to use the VIP room, but given the interest and the amount you made in tips on stage, I'd be willing to make an exception for you. The guys pay $20 a song back there. That's really where the girls make their money." Sasha looked up. The manager didn't appear to be joking. "Five guys?" she asked. The manager nodded. "And it's not a problem that I'm... you know?" The manager shrugged his shoulders. "Hey, not my cup of tea, but if the paying customers want it, I'm more than happy to provide it. If you want, I'd suggest changing back into your bra and thong and heading out on the floor. I'd be more than happy to point out the guys who were asking about you." Sasha's mood suddenly improved greatly. Perhaps all those hoots and whistles hadn't been mocking her. Seems like that at least a few of the guys had liked what they saw. She smiled as she headed back to the dressing room to pull back on her costume. Now she only had one question to answer. Should she tuck herself in, or leave herself untucked? Amatuer Strip Night Ch. 02 Sasha stood in her bra and panties looking nervously out over the crowd at the topless strip club. She shuffled her feet and looked down, her blonde hair covering her face and she wondered to herself if coming back out onto the floor had been a good idea at all. Sasha had just won first place at the topless bar's amateur strip night, putting on a rocking cowgirl performance that wowed the crowd and brought in lots of tips. However, during her encore a drunken and clumsy patron had accidentally tore Sasha's thong bikini bottoms off, revealing to the crowd that she wasn't the woman that they thought she was, but rather she was a shemale. But instead of the negative reaction that Sasha had expected, the manager of the club had told her that more than a few members of the crowd had been excited by the revelation, and the manager had invited Sasha to stay the evening and give private dances to the patrons in the VIP lounge. As Sasha stood by the entrance to the back room and thought about it more, she became more uncertain. Perhaps the manager was playing a joke on her, or worse, perhaps he was so upset at giving the first prize to a shemale that he was setting her up to be humiliated, or even worse. Just then the door to the back room opened, and the manager walked out. He smiled at Sasha, and she noticed it was a warm and open smile. Perhaps he wasn't setting her up. "Why aren't you out there working the crowd?" He asked. "You'll never make any money just standing in the corner." Sasha hemmed and hawed for a moment, trying to think of what to say. The manager picked up on her hesitancy, and moved so that his hand was resting against the small of her back. "Listen," he said, "why don't I help get you started? I'll introduce you to one of our regular patrons who had asked me about you after your dances." Before Sasha could say anything, she felt herself being guided gently across the floor of the topless club, almost as if the manager was leading her in a ballroom dance. The manager, while he didn't know much about shemales, knew a lot about nervous girls working their first night at a strip club, and he knew how to put them at ease. As they moved across the floor, the manager spoke to Sasha, barely above a whisper, reassuring her that she would do great, and reminding her of the rules of the club, most importantly that this was a topless club, so that her bikini bottoms needed to stay on, even in the VIP lounge. Before she knew what was happening, Sasha was standing at a table looking down at a guy who was probably in his mid-twenties nursing a Corona. Sasha couldn't help but notice that he was very cute, and she watched as his eyes roamed over her body before locking with hers. "Sasha, this is Richard," the manager said. "Richard is one of our regulars, but he said earlier to me that he'd never seen a girl as pretty as you before, or with quite the... umm... package of talents that you have." The manager turned his attention from Sasha towards Richard. "Richard, I have some good news for you. Sasha is staying this evening and giving lap dances in the VIP lounge, if you are interested." A large smile lit up on Richard's face. "Yes, for sure," he said very eagerly, and then afraid perhaps that it appeared too eager, he tried to add a cool, "you know, it'd be all cool." The manager smiled at another successful connection and a few more dollars in his pocket from the cut of the tips that go to the club. "I'll leave you two to it then," he said, and retreated gracefully, leaving Sasha and Richard alone at the table. Sasha felt better but was still pretty nervous. She could feel her hands shaking and as she spoke, her voice broke just a touch. "So, would you like to go to the VIP room now?" she asked. Richard nodded, and stood up. Sasha couldn't help but notice the large tent in his khakis. Sasha took Richard's hand, and the walked hand in hand back into the VIP lounge. After finding an open booth, Richard took a seat on the wide leather chair as Sasha closed the large drape behind her to give them some privacy. Sasha explained to Richard that it was twenty dollars a song for her to dance, though Richard had been to this topless club enough to know the prices and the rules. As they waited for the next song to start, Sasha and Richard made some little chit-chat about what part of town their lived in, where they worked, and what they did for fun. The next song started, and Sasha got up and started moving to the music, swaying her hips as seductively as she could. She let her hands move up to her bra, and after playing with her breast through her top until she felt her nipples good and hard, she reached around and unsnapped her top. It feel to the floor, and Richard's eyes locked onto Sasha's beautiful, recently done breasts. Sasha leaned in closely, until her breasts were hanging just in front of Richard's face. Richard's hands crept up and soon were resting on Sasha's hips. Sasha recalled the manager saying that there was no "sexual" touching allowed in the VIP rooms, but Richard's hands weren't touching anything sexual, so she didn't protest. Richard's next move, however, was certainly more in the realm of sexual touching, as his tongue darted out from his mouth and started playing with Sasha's nipples. For a moment Sasha was stunned, but as Richard's tongue worked over her left nipple, the feeling was enough for her to let it continue, at least for a few seconds. She pulled away, and in a joking way scolded Richard for being too forward. He just smiled. Sasha turned around and moved her hips in circles so Richard could watch her ass. She felt Richard's hands again find her waist, but this time he slowly pulled her towards him until she was sitting in his lap. She felt his hard penis pressing through his pants. "This is why they call it a lap dance," she thought to herself, and she started moving her ass in slow circles on top of Richard's penis. She heard Richard moan and felt him push his hips harder up against her ass, so she started pressing herself down more and moving her hips more quickly. After a few minutes of this gyration, Richard told her to stop. "If you don't stop that, you are going to make me cum in my shorts!" he said. "Isn't that kind of the idea," Sasha asked, turning around to face Richard. "Actually, I want to make you come," Richard said, again pulling her close to him, this time until his face was right in front of her crotch. He kissed the fabric of her panties, and then looked up at Sasha. "Let me see it," he begged. "We really aren't supposed to take our panties off in the VIP booths," Sasha said, but Richard was again kissing her stomach and the front of her panties, and she could feel her resistance weakening. "It's okay. The other girls take off their bottoms. That's why the curtains are there. See the burnt out exit sign above my head," Richard said, pointing up to an unlit exit sign about 7 feet above the floor. "If the cops come in, the manager turns on the exit sign. It lights up, and it's a signal to act appropriately. Otherwise, anything goes back here. As long, of course, as you and I agree." Sasha had no idea if Richard was telling the truth or not about the exit sign, but as she continued to think about, she felt Richard's tongue working it's way along the elastic band of her panties, and she lost her inhibitions. Sasha pulled her panties down, and exposed her flaccid cock. Richard moved his mouth towards it, licking the tip, along the shaft and her balls before moving back to take it in his mouth. He worked her penis gently, and Sasha felt herself start to grow. As the cock grew in his mouth, Richard started pumping more vigorously. Soon Sasha was fully hard and Richard was sucking her cock like a professional. Sasha braced herself against the wall with her left hand to steady herself, and put her right hand on the back of Richard's head to guide his blowjob. Sasha pushed Richard all the way down until he'd swallowed her whole length. She expected Richard to gag, but he took it all without even a cough. "Oh God, you are very good at this," Sasha said. Richard pulled off her cock for a moment to answer her. "I had a few experience in college, but you're the first shemale I've been with. I've had dreams before, though, about sucking a beautiful girl's cock." "Well, don't stop," Sasha pleaded, and pushed Richard's face back onto her hard member. Richard continued to suck her off until Sasha started to feel the pressure grow. She was moments away from coming. Sasha grabbed Richard's hair in her hand, and started pumping furiously against Richard's face. "I'm going to come!" Sasha cried, and gobs of gooey white liquid shot from her cock and hit the back of Richard's throat. Richard swallowed as much as he could, hoping that he could take every drop of her tasty juice. Richard was able to take most of her come, and just a few drops dribbled out and down Richard's chin. Sasha fell down beside Richard in the large leather chair, exhausted. She turned to face Richard and their lips met in a kiss. Richard stroked Sasha's face. "Take as much time as you want to rest up," he said. "I'm willing to pay just to sit here with you." Sasha smiled. She couldn't believe how nervous she had been just a few songs ago. This was going to be an excellent night. - - - Later, after giving Richard a few more dances and finally giving him a hand job, Sasha was back out on the floor of the strip club, surveying the scene and trying to determine who else might like a dance from her. She felt a hand on her shoulder and turned around to see a cute brunette dancer behind her. "Hi, I'm Candy," the brunette said, a pretty smile on her face. Sasha introduced herself and with that Candy embraced Sasha. "You are so pretty," Candy said, and placed a kiss on Sasha's lips. Sasha wasn't expecting it and was even more surprised when she felt Candy's tongue exploring the inside of her mouth. Candy broke off the kiss and giggled. Sasha was still a little surprised and unsure of what to say. "Ummm, you are very pretty too," Sasha finally said. Candy giggled again. Sasha suddenly remembered Richard's comment about the exit sign, so she asked Candy. "Yes," Candy said, "if the sign ain't lighted up, you can have more extra fun." Despite the poor grammar, Candy's message was clear that things went on in the VIP rooms that were above and beyond the rules. As Sasha mulled this over, Candy began to speak again. "So, can you use your cock to fuck girls and stuff? Because one of the guys I dance for was asking about that." Generally Sasha wasn't too much into other women, but she had quite enjoyed a three-way she had with a couple a few months ago, before her breast implants were done. She wondered if she might not have the same thrill in being with a woman if she knew a guy was watching and getting turned on. "Yes, I can do women," Sasha said. "Did you think your customer might like to watch that?" Candy giggled again. She seemed to giggle a lot to Sasha and Sasha thought her quite a dim bulb but perhaps that was the main reason that Candy was a stripper and not a rocket scientist. Candy was very pretty, though, with a nice tight body, a pretty face and beautiful long brunette hair. Candy's breasts were a bit larger than Sasha's but very round and they seemed to defy gravity. Candy grabbed Sasha's hand and led her over to a table where a gentleman in his forties was sitting. Candy hopped slightly when she talked, almost like a two year old excited about Christmas presents. "Okay, she'll do it. Or, I guess she'll do me," Candy said, and then started giggling at her own joke. Sasha rolled her eyes, but the gentleman looked very happy. Candy, Sasha and the gentleman, whose name it turned out was Edward moved to the VIP room. Edward agreed that he would pay Sasha and Candy $20 per song, plus a $50 "tip" for the show. With the business end out of the way, Sasha and Candy got down to the pleasure. Edward took his seat, and Candy and Sasha stood facing each other in front of Edward. At first Candy was the aggressor, as she leaned forward and started French kissing Sasha. Soon, though, Sasha felt the blood flowing to her penis, and she took charge. Without breaking their French kiss, Sasha undid both Candy and her own bras, and managed to get both of their panties off. Candy's left hand massaged Sasha's breasts and her right hand found it's way down to stroke Sasha's penis. Sasha put her arms around Candy, and grabbing onto her ass, pulled her closer. Sasha's fingernails dug into Candy's flesh, but Candy responded by kissing Sasha deeper and harder. Candy positioned herself so that she had one leg on the ground and one leg on the arm of the leather chair, providing Edward a good view of her pussy. Candy braced herself against opposite walls of the VIP booth. Sasha stroked herself a few times until she was fully hard and then moved towards Candy. She entered Candy's wet pussy with ease. Sasha started moving up and down by bending her knees, allowing her to get good traction into Candy's wet hole. Sasha closed her eyes and enjoyed the sensation of Candy's pussy, but she soon found her interest starting to wilt. Sasha opened her eyes and looked over at Edward. He was watching intently, his hand down his pants obviously stroking his own hard cock. Immediately Sasha was turned on again, just knowing this man was so interested. Sasha started pumping harder into Candy. Edward obviously was turned on as well, because he soon had his pants down around his ankles and was pumping his cock. Candy pushed Sasha away, and repositioned herself facing Edward with her hands on the arms of the chair. She bent over until her head was just above his cock. "Whaddya say you give us a little extra tip, and I give you something else," Candy asked, quickly darting her tongue over the tip of his cock. Edward moaned and said yes. It was obvious from his face there was no way he could say no. Candy might not be a rocket scientist, Sasha thought, but she sure is a hell of a saleswoman. Sasha re-entered Candy from behind as Candy lowered her face down onto Edward's hard cock. Edward moaned, trying to keep his concentration on the scene of the shemale fucking the girl in front of him but constantly being distracted by the excellent work that Candy was doing with the blowjob. He fought to keep his eyes open and his head forward. Sasha continued to pump away into Candy's pussy. Candy kept both Edward and Sasha happy, moving her hips in time with Sasha's pumping and keeping her head moving up and down on Edward's shaft. Candy could feel Sasha starting to quicken her pace, though, and figured she need to cool things down a bit if she wanted to maximize her tips from Edward. Candy released herself from Edward and stood up straight, pulling herself away from Sasha as well. "So, Edward, how are you enjoying the show?" Candy asked. Edward could barely speak, but the smile on his face and the rock hard cock between his legs spoke volumes. "What else would you like to see?" Candy asked coyly. Edward looked at the two women in front of him. "I want to fuck her," he said, pointing at Sasha, "as she fucks you... in the ass." Sasha wasn't sure what to say, but Candy took the lead. "Oh, Edward, you dirty, dirty boy! I don't know about that. It sounds very... kinky, even more me," Candy said, but the tone of her voice suggested that she was very open to the idea. "I can pay... more," Edward said. The magic words that Candy wanted to hear. Sasha was again amazed. Candy had seemed so stupid out on the floor, but obviously Candy was a very smooth negotiator. Candy smiled. "Okay, but you know that you can't just go sticking your cock into a girl's ass without lubing it up. Now, do you have any lube?" Candy asked. Edward shook his head no. Candy looked up thoughtfully, "hmm, if you don't have any lube, then there's only one of the thing I can think of. You'll need to get us nice and wet using your mouth." Candy stuck her ass in Edward's face, and Edward went to work on her asshole with his tongue. After a few minutes, Candy moved away, and Edward went to work on Sasha's ass. Sasha felt Edward's tongue dart in and out of her asshole, circling around the rim before plunging as deep as he could inside her. Sasha bent over more and spread her ass cheeks, giving Edward even deeper access to her backdoor. Feeling adequately wet, Sasha was about to move away, but Candy signaled to her to stay in place. Sasha let Edward rim her some more. Finally, the song ended, and Candy indicated to Sasha to move away from Edward's face. "Damnit," Sasha thought, "this girl really knows how to maximize her profits!" With both Sasha and Candy "lubed up" with Edward's spit, the daisy chain ass-fuck began. Sasha started by sitting on Edward's cock, guiding it into her slick asshole. With that, Candy moved over and positioned her asshole above Sasha's cock. Candy slide down Sasha's pole, and soon all three of them were moving their hips up and down. Sasha was amazed at the feeling of having both a cock in her ass and in cock in another ass at the same time. She found it hard to concentrate with so many feeling coming from different areas at once. Instead, she let both Edward and Candy set the rhythm. Edward pushed himself up into her from underneath as Candy bounced on her cock from above. Sasha leaned her head back and soon Edward was sucking on her neck. His cock pulsed inside her. Sasha wriggled her hips, and Edward spasmed underneath her. He was obviously close to coming. "Oh fuck," Edward said, and Sasha felt him jerk and spasm beneath her. His breathing increased and his pumping became furious. "Here I come!" he said, and with a final push upwards, he released his load into Sasha's ass. That started a chain reaction. Sasha pressed upwards by Richard's bucking, found herself coming deep into Candy's ass. Candy, who had been rubbing her clit with abandon as she bounced up and down on Sasha's cock, upon feeling and hearing the two underneath her coming, had a gushing orgasm. The three sweaty and sticky participants rested for a moment before trying to untangle themselves from each other. Sasha could feel Edward's come starting to roll down from inside her. Candy looked at Sasha, smiled, and kissed her again on the lips. Edward pulled back up his pants and Candy, displaying both some incredible math skills and a Herculean concentration in having kept track of the number of songs, added up the amount that Edward paid. Sasha couldn't believe the total, running into multiple hundreds, but Edward paid happily and exited the booth. Candy split the money, and handed Sasha her share, more than $250. "You know," Candy said, giggling again, "we really should work together more often." "No doubt," Sasha said, putting the wad of money from Edward into her purse next to her tips from her stage show, winnings from the contest and the bills she got from Richard. She was pretty sure this wouldn't be her last trip to the strip club.