Amatuer Strip Night Ch. 02

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Shemale Sasha's adventures in the VIP Lounge.
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Part 2 of the 2 part series

Updated 09/22/2022
Created 09/06/2007
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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.

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