While Jackie squirmed to get her clit and balls back into her panties, Charles asked her if she was satisfied with the punishment given to Pete. She agreed she was. “Very good,” he said as he patted her thigh. “Ahh, excellent timing. Here we are.”
As the car came to a stop, Charles stepped out and held the door for Jackie. Once again he unabashedly stared as her little skirt rode up while she climbed out of the car. “I want you to meet the people you’ll be working with this evening.” He put his arm around her and steered them towards a group of people standing on the sidewalk, halfway down the block. As they walked, his hand slide down and caressed her ass in a way that felt very possessive.
Jackie looked around. It was now late afternoon and the sunlight was beginning to fade. They were in a part of town that she didn’t recognize. The buildings were 4 to 5 stories tall, the type that have stores on the ground floor and apartments above. It was obviously a depressed area as most of the stores were boarded up, and there was little sign of occupation on the upper floors. There were cars on the street, but they weren’t moving. Some were parked at the curb and others were stopped in the middle of the street. She noticed that the far end of the street was blocked off. Looking back, she saw that the end they came in had now been blocked off also.
As they walked toward the group of people, Jackie saw that the three buildings in the center of the block were different than the others. The ground floor stores were open and there were lights on in the apartments above. She saw that there were a few people at the windows above and standing in the stores. She also saw that there were people sitting in some of the cars on the street. With a chill, Jackie realized that all of these people were looking at her.
When they reached the group on the sidewalk, Charles said, “Jackie, I would like you to meet Christine. Christine is the producer and director for the film being made here. Christine, this is Jackie.”
Christine was striking, if a bit severe. She was tall to begin with, and her high-heel boots made her tower over Jackie. She had short, bleach-blonde hair and dramatically made-up eyes. Her body was trim and she was wearing a black latex-looking outfit that covered her from neck to wrists and ankles.
“Pleased to meet you Jackie,” Christine said. She took both of Jackie’s hands and held them up and out while she looked Jackie up and down. “Very nice,” she commented as she dropped one of Jackie’s hands and turned her in a circle with the other. “I believe she’ll do nicely Charles.” With that she turned and walked away in private conversation with Charles. Jackie was left feeling self-conscious with all these strangers looking at her.
“Hi, I’m Robert. Come with me.” Jackie was a bit confused, but was happy to follow the man into the nearest store. He led her to a back room that had been equipped with a make-up table and lights. Along the wall was a rack of clothing. “This is where we’ll do your hair, makeup and costume changes,” Robert explained.
“What are you talking about?” Jackie asked. “I don’t know what’s going on here.”
Robert looked confused himself. “You know, the movie? ‘Transvestite Hooker’? You’re the star? Remember?”
“You’ve got to be kidding! I need to talk to Charles.” Jackie turned to walk out, but her way was blocked by Mike.
“Where do you think you’re going sweetcheeks? You’ve got work to do, and Charles doesn’t need to talk to you right now. Your job now is to do as these people tell you. My job is to stick around and help you remember your commitments.” He smiled. “You’ll be great in the movie, you give great head.” With that, he took Jackie by the shoulders, spun her around, and and gave her a swat on the ass. “Get to work sissy.”
“OK,” said Robert, “let’s get started. Sit over here Jackie.” Feeling very helpless to change the situation, Jackie sat down as directed. The chair was raised so that Jackie’s face was about chest-level to Robert. This also allowed her to see herself in the mirrors from about mid-calf to the top of her head. She realized that she could easily see up her skirt to her garters and panties. “The outfit is all right for a start, but the makeup and hair are going to need to be beefed up.” With that Robert ripped the wig off and began to remove makeup. When he was done, Jack looked at himself in the mirror. What he saw was a guy sitting there in a sleeveless blouse and a little skirt. He also saw in the mirror that members of the crew and extras were looking at him, mostly with little smiles. Jack felt stupid and humiliated and powerless. And that’s when Christine came into the room.
“Where’s my new star? Oh there you are!” She swung the chair around so that Jack was facing out into the room, toward Christine and the gathered cast and crew. Well aren’t you a cute boy in your little slut costume. Such nice legs for a boy.” Christine ran a hand up Jack’s thigh. “And what have we under here?” To the amusement of group, she pulled his skirt up in front and bent down to look. Jack tried to cover himself, but Mike appeared at his side and pulled his arms back behind the chair where they were quickly tied. He saw the crew watching and heard the stifled laughter. “These are pretty little panties, and what’s inside?” While holding his skirt up with one hand, she pulled his panties aside with the other hand. “Well, it’s not much, but it does prove you’re a sissy!” While still exposing Jack, Christine turned and smiled at the group. Several of them moved forward to take a closer look and smirk. One attractive young man dressed as a policeman winked and ran his hand up Jack’s thigh. To his mortification, and the amusement of the group, Jack began to get an erection. “Oh how lovely,” Christine exclaimed, “we seem to have some chemistry here. All right, let’s get some production stills going here.”
A still photographer began to take pictures of Jack from various angles, including up his skirt showing his erection still out of his panties. Jack was worried that these photos were without makeup and wig, leaving him completely recognizable. “What are those pictures for,” he asked.
“These will be used in advertisements for the movie. You know, before and after stuff.”
“You can’t use my picture like this! Someone will recognize me!”
“Not my problem cupcake, you signed a release.”
After the photographer finished taking his photos, Robert turned the chair back around to start on Jack’s makeup. Now Jack could see just how he looked to the others with his skirt pulled up and his panties pulled to the side. And photographs, for advertisements! He was so ashamed. “Do my hands still need to be tied,” he asked meekly of Robert. Robert looked like he felt a bit guilty. He said it wasn’t necessary and untied Jack’s hands. Jack gently placed his cock and balls back into his panties and pulled his skirt down as best he could.
Robert then went to work on Jack’s makeup. As Robert was working, several members of the cast and crew walked by. Jack could see there eyes drawn to his little skirt in the mirror. Some snickered or laughed out loud, a couple winked at him, and several made comments about being a sissy, panty boy or slut. Jack tried not to look at them, and to keep his legs together. When Robert finished the makeup, he put Jack’s wig back on. The makeup was much more dramatic and slutty than Jack would normally do, but he was glad to at least be somewhat disguised again.
“What do I do now,” Jack asked quietly. Robert told him he should go outside where the crew was waiting. Jack mustered his courage and walked out to the street. Some of the crew started applauding and whistling and Jack could feel himself blushing. Mike came up to his side and spoke quietly, “you look just fine sweetcheeks. Just do as you’re told and everything will work out OK.”
Christine saw Jack and used her bullhorn to address the group, “OK, our sissy star is ready, let’s make a movie!” To Jack she said, “this shouldn’t require too much acting. You’re playing a transvestite that has been forced to support himself as a hooker. You pretend to dislike what your doing, but we all know you really love being the sissy slut. Your name is Candy. Got it? Great, let’s go.” Christine took Jack by the arm and walked him over to a spot on the sidewalk that seemed to be the focus of attention for crew, cameras and lights.
“OK sweetie, we’re going to do a series of shots of you soliciting customers. First we’ll do some walking up the street, then we’ll do some pulling up in cars. Just be yourself. Ask them if they’re looking for a party. If they ask, tell them a blowjob is 20 bucks and a fuck is 50 bucks. Got it? Great, let’s go people.”
“OK,” Jack thought. “I can do this. I just need to get into character. This ought to pay Charles back and I can go home.”
“Action!”
A man came walking down the sidewalk. Jackie smiled at him and said, “you looking for a party?”
“Cut! What the hell was that? Are you trying for the Barry White, deep voice award? You’re a sissy remember? Get your voice up where it should be. All right, let’s try again. Action!”
Jackie did better the second time, but it took several more takes before she had the voice where Christine would accept it.
“You looking for a party?”
“I might be. What’ll it cost me?”
“I’ll give you a nice blowjob for 20 bucks, but for 50 bucks you can fuck me.”
“Yeah baby, gimme the blowjob. Here, let’s go over here.”
There must have been a dozen different guys that she propositioned. A few just said no or ignored her. Some wanted her to blow them and some wanted to fuck her. A couple of them looked good, but others were just ugly, and she didn’t look forward to what was going to come later.
“Wardrobe change!” Christine yelled. Robert grabbed Jackie and led her back to the makeup/wardrobe room. Some of the cast and crew were using the room to take a break.
“Strip down sweetie,” Robert told her. “You can leave your corset on for this change, but the panties will need to come off.”
“I can’t undress here,” Jackie whispered to Robert, “not with all these people around.”
“Honey, you’re going to be showing more than your undies soon. Just get on with it.”
The crew must have sensed her reluctance because conversations died out. All eyes were on her. She hesitated and then Mike walked in.
“What’s the hold up?”
“She’s just a bit shy at the moment,” Robert offered.
“Listen sweetcheeks, this is getting old. You change right now, right here. I don’t care if your priest is watching you. Just do it!”
Jackie pulled off the little red skirt. This was met by whistles and catcalls. The noise increased when she also took of her black, sleeveless turtleneck. She stood there in just her black, satin corset, thong panties, stockings and heels while Robert selected her next outfit. A couple of the crew members held her arms up and made her turn around for the crowd. One of them placed a hand on the front of her panties, “Yep, she’s diggin’ it! That little thing is rock hard!” Could she be any more embarrassed?
At last, Robert handed her the next outfit. It was a red, oriental style dress with a mandarin collar and cap sleeves. She quickly put it on. The dress hugged her body, but it ended just barely below her panties. Her garters were fully exposed, and the sides were slit to her waist showing the sides of her panties when she moved. “I told you the panties have to come off too,” Robert said while dangling another pair from his finger. The dress gave her a bit of coverage as she removed the black thong panties and put on a pair of lacy, white, bikini panties. Robert hustled her back out to the sidewalk where they did more scenes of soliciting men walking down the street.
“Wardrobe change!” Christine yelled again, and again Robert hustled Jackie into the very un-private changing room.
“For the next outfit, you’re going to need to strip down all the way,” Robert told her casually. Jackie hesitated and looked around. She saw Mike ready to jump in, so once more she gave in and began stripping off her clothes. She kept her back to the crew members who were hanging around watching, but when she pulled off her bra and breast forms, several of them circled around her. One reached out and tweaked a nipple making him squirm.
He then bent down to slide off his panties to the hoots of the crew. “I’d say he’s still having a great time,” one of the crew said when he saw Jack’s erect clit spring from his panties. As mortified as he was, Jack had to admit that he was staying in a constant state of arousal at being treated like such a sissy.
The next outfit started with red thong panties, and a very small pair of white, low-rise, hotpants. The hotpants were extremely tight and Jack had to twist and wiggle to get his ass into them, much to the amusement of the watchers. On top he wore a little bare midriff halter top in red, but no bra or breast forms this time.
Looking in the mirror, Jack saw only a sissy. His red panties showed through the white hot pants, and their tightness clearly outlined his swollen clit. Without the breast forms, his chest was flat and boyish.
[Now the reader is probably aware that the scenes in movies are filmed in a sequence that minimizes cost and production time. They aren’t filmed in sequence as we eventually see them on the screen. However, for the remainder of this story, we will do away with this reality and describe the action as it is meant to be seen at the theater.]
A man came walking down the sidewalk. Jackie smiled at him and said, “you looking for a party?” She is wearing her original outfit of skirt and sleeveless sweater.
“I might be. What’ll it cost me?”
“I’ll give you a nice blowjob for 20 bucks, but for 50 bucks you can fuck me.”
“Yeah baby, gimme the blowjob. Here, let’s go over here.”
The man takes Jackie by the hand and pulls her around a corner and into a small alley. He turns, hands her a twenty, then leans against the wall and thrusts his hips toward her. “I’m ready baby.”
Looking around nervously, Jackie is acutely aware of the cast and crew watching. She is especially aware of Mike standing to the side with a very serious look on his face. She slips the twenty into her bra and drops to her knees in front of the customer. She reaches up and pulls down his zipper and pulls his very large cock free of his jeans. She starts to lick the shaft, but the customer grabs her head, “just suck it bitch”, and jams his cock into her mouth. Almost choking on the big cock, it’s all she can do to overcome her gag reflex. The man continues to hold Jackie’s head while he pumps his cock in and out of her mouth. Out of the corner of her eye, Jackie sees the camera moving in closer, focusing on the cock fucking her face. Faster and faster the man thrusts into her mouth. She can hear him groaning and panting, then suddenly he pulls his cock free of her mouth and squirts cum all over her face, using his hands to squeeze out every drop.
“You oughta pay ME for that bitch,” the man says as he zips up and walks away.
“Cut!” Christine hurrys them on to the next scene. Leaving Jackie to wipe the cum from her face.
A car drives down the street and stops in front of Jackie. She walks to the open window on the passenger side. As she was directed to do, Jackie bends at the waist to look in the window and talk to the driver. “Hi sugar, looking for a party?”
“Yeah. How much for you to suck my cock?” Business is concluded, and the man invites Jackie to get into the car. She opens the door and gets in. Christine has Jackie repeat this so the camera can move in for an upskirt shot as she swings her legs into the car. The car pulls into the alley and the man pulls out his cock for Jackie. She gets on her knees on the passenger seat and goes to work. The camera watches as Jackie sucks on the customer’s cock, this time doing all the work while he sits back and enjoys.
“Cut, but nobody move!” Christine has the camera move around to the passenger side. Jackie can hear the comments and laughter from the crew as she remains motionless with the man’s cock in her mouth. She realizes that the camera will now be looking at her ass, with her pussy and her clit covered only by the little thong panties. Christine is also aware of this. “OK sissy boy, when I say action, I want you to keep pumping on his cock, but I want you to use your right hand to reach back and start stroking your own cock through your panties. Then I want you to pull it out and beat off. Got it? Good. Action!”
Jackie moves her hand to her crotch as directed. She feels how her clit is swollen and throbbing, and he is again very aware of who he is and what he’s doing. Jack pulls his clit from his panties and strokes it as Christine directed, all while continuing to suck on his customer’s cock. Another camera change again leaves Jack with the customer’s cock in his mouth, and his own clit in his hand. When they resume, the camera is watching from the driver’s open door.
True to the porn movie model, before he can come, the customer grabs Jack’s head with both hands and pulls Jack off his cock, but only enough so the cum hits him square in the face. When he finishes, the man quickly shoves Jack away towards the passenger door. Jack is surprised and falls back on his ass on the car floor. One foot ends up on the passenger seat, and the other on the gear shifter. His skirt is pulled up and his clit is still sticking out of his panties.
“What the fuck is that!” The customer yells at him. “You’re not a woman, you’re a fuckin’ little queer cocksucker! Get the fuck out of my car!” He leans across and pulls the door lever. The door opens and dumps Jack on the pavement. Before the car roared off, the man says, “I’ll remember you!” The camera watches as Jack gets up, rearranges his clit in his panties, wipes the cum off his face and returns to the street.
Another car pulls to the curb, but this one is different. This car is fancy in a very gaudy way. Christine has told Jack that this car belongs to the pimp. “Hey baby, come on over here,” the driver yells to Jack. Jack walks to the car, and gets in when told to do so by the pimp. The pimp smiles and runs his hand up and down Jack’s thigh, just teasing at his panties with his fingertips. “How’s business baby?”
As he was directed to do, Jack pulls out the money and hands it to the pimp. “Pretty good Joseph,” Jack tells the pimp.
Joseph counts the money. “Not great baby. I think maybe your technique needs work.” They get out of the car and go into an apartment. They find a very attractive woman in the apartment. She is wearing a black, babydoll negligee and high heels. “Hi gorgeous. This little sissy is Jackie. He’s out sucking cock for me, but I think he needs some pointers. Ha! Pointers, get it?” Joseph and the woman laugh at the pun.
With the camera and crew watching, and with Joseph acting as the customer, the woman directs Jackie through the process of pleasing a man. She starts with how to move in a sexy manner to further arouse the man while removing his pants. Pausing to discuss business at a time when the man is most likely to agree to anything. Doing some additional sexy moves to get the man past the necessary business, then getting down to sex. At the woman’s direction, Jackie goes down on her knees between Joseph’s legs. The woman moves between sitting on the sofa next to Joseph and kneeling on the floor next to Jackie. Jackie fondles Joseph’s cock and balls with her hands and tongue before gently slipping the cock into her mouth. While sucking his cock, Jackie continues to fondle Joseph’s balls, then runs her fingertip down to tickle his asshole a bit. The woman warns her to be sensitive to the man’s reaction to this. Joseph groans appreciatively and spreads his legs a bit wider, so as directed, Jackie pushes the finger further into Joseph’s ass.
The woman begins to run her hands over Jackie’s ass and between her legs. She pulls Jackie’s panties down, but still holding her clit. The woman’s finger teases Jackie’s pussy, then pushes in. Jackie is very conscious of her clit, throbbing, but not free of her panties. The woman stops and stands up. Jackie is both dismayed and excited when she sees from the corner of her eye that the woman is strapping on a large black dildo. Jackie feels the woman spread some lube around her pussy, then she feels the dildo being forced into her. Jackie is ecstatic. She is humiliated to have this happening in front of all these people as well as the camera, but she feels so very sexy. She can’t help but start to pump her clit while the woman pumps the dildo into her pussy and Joseph thrusts his cock into her mouth.
Joseph grabs Jackie’s head and she knows what’s coming next. Sure enough, Joseph pulls Jackie’s mouth off his cock, then comes in a great gush, all over Jackie’s face. With the woman still pumping into her pussy, Jackie feels her own orgasm being to roll over her and she shoots her load onto the floor.
“Cut!” The cast and crew applaud.
Jackie is back on the street. She is now in the red, oriental dress, and it’s supposed to be another day. The first customer is a man in a car. Jackie is again filmed bending over to talk to the driver, and the camera has a nice view up her skirt of her ass showing through the thin, flimsy, white panties she is now wearing. The front view of the panties is provided when Jackie climbs into the car and then again out of the car when they reach the alley. Standing next to the car, the man hands her $50.
“I’m gonna fuck you silly,” the man grins. Jackie asks where he wants to go. “Right here sissy, bend over the fender.” The man grabs her arm, spins her around, twists her arm up behind her back, and pushes her head and shoulders over the fender of the car. Still holding Jackie’s arm the man literally rips her panties off. Jackie then feels as the man’s cock forces its way into her pussy. He releases her arm and puts both hands on her hips as he thrusts into her pussy, over and over. He leans forward to whisper in her ear, “feels great doesn’t it punk. You’re lucky, I don’t fuck just any sissy you know. Just don’t you come on my car or I’ll have to hurt you.”
Jackie figured this was pretty much the most humiliated she had ever been. A stranger fucking her ass while she’s bent over a car in an alley with all these people watching. She looked up and realized that people were even watching from the windows. Soon she realized she could still be humiliated some more. The man suddenly pulls out of her pussy and comes on her ass and all down her legs.
“Cut!” Jackie can feel that here face is flaming red as she walks past the cast and crew go to wardrobe to clean up. With her panties having been torn off of her, there is nothing to cover her clit and balls. In the very short dress, her balls are showing below the hem, and her ever-present erect clit is poking out as well. With the cum dripping down her legs and onto her high heels, she feels like a complete tramp. The crew leer and laugh as she walks past.
The ridicule from the crew continues in wardrobe as she wipes the cum off her ass and legs, then sits to put on the fresh stockings that Robert gives her. It might be better if her erect clit didn’t betray how much she is turned on by her humiliation, but then that’s the point isn’t it? Robert pulls out a new pair of panties for her. These are thong panties again, this time in wet-look, hot pink. Robert succumbs to the attitude of the crew and holds them just out of her reach. She lunges for them, but he tosses them to a member of the crew. Several other crew members get into the act and form a circle around Jackie. To the great amusement of everyone else, Jackie’s panties are tossed from person to person, always just out of her reach. The group grows tired of watching Jackie jump around in her short dress and high heels, so one of the group holds the panties up over his head. His name tag says “Vince”. “I’ll let you have them if you suck ME off this time.” The group loves this and they egg Jackie on. Then Vince says, “Tell you what, how about you suck everybody off!” The group is even more enthusiastic about this. Jackie doesn’t move, but zippers start opening and cocks appear all around her. The circle around her gets smaller as the men push in closer. Hands on her shoulders push her to her knees.
“What is going on here!” It is Christine’s voice. “I’m trying to make a movie and you’re in here messing with my star? Get up sweetie. Vince, give her those panties this instant!” Jackie quickly slips on the panties and follows Christine back out to the street. “Don’t worry about them Jackie, they’re just jealous,” Christine winks at her. “Would you like to take a break for dinner? That’s it people, 1 hour for dinner!”
Christine walked out to the street as did most of the others. Vince remained behind with a few from the group that had been harassing Jackie, but they didn’t say anything as Jackie hurried out to the street to avoid being isolated with them.
Outside, Mike directed Jackie to the area where food had been put out for the cast and crew. Jackie tried to keep some distance from the others, and unlike before, no one paid much attention to her. “Probably afraid for their jobs now,” thought Jackie. She took her food and found an unoccupied table. She realized she hadn’t eaten all day and that she was famished. Only when she was done did she look around and notice that Vince and his cronies were sitting at a nearby table. They were all looking at her with a combination of anger and lust. Jackie got up and walked away to see if she could find somewhere to hide out.
Jackie encountered Robert. “Is there a place where I can lay down for a little while?”
“Sure,” Robert replied, “just go to the second floor of that building. There are a couple of furnished bedrooms that no one should be using now.”
Still wearing the short, red, oriental dress, Jackie trudged up the stairs and found a bedroom with a nicely made-up king size bed. She didn’t see Robert approach Vince and point out the building where Jackie had just laid down to rest.
