Lipstick & Miniskirts

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Lipstick & Miniskirts Page 43

by John Dylena


  With his entire body still limp, two of them lifted his legs into the air while the third removed his panties, exposing his butt. She had rubber gloves on and lubed up a vibrating butt plug, one that looked rather large. He grimaced as she slid it into his slippery asshole, filling his insides with rubber.

  “Don’t worry; while you were out cold, we did an enema and cleaned you out. You’ll need to have plenty of room in there for what we have planned for you.” The woman in charge said.

  His captors laughed as they put his panties back on and lifted him off of the table and onto a chair. They secured him to it with arm and leg straps and turned the chair towards a vanity mirror.

  “Makeover!” they all screamed in unison. Before removing him from the table, they put drops in his eyes which temporarily changed the color of his irises to a bright ocean blue.

  The three ladies went to work on his face, applying all sorts of cosmetics. They finished with bright pink lipstick and a shiny coat of gloss. The manner in which they painted the lipstick made his lips look bigger than they actually were.

  “A bimbo needs big, pink, pouty lips. Perfect for sucking cock!”

  They laughed as they showed him the last item: a platinum blonde wig. With the wig on, the transformation was complete. He’d woken up that morning an ordinary guy, but now he looked like the stereotypical blonde bimbo.

  “We’re not done yet.”

  He was devastated. What else could they do to him?

  He got his answer seconds later. Gold hoop earrings, pink nail polish, a gold bracelet, a diamond-studded choker—“To hide your Adam’s apple,” one of the ladies explained—and an ankle bracelet were all added to complete his look. They finished with a couple of puffs of perfume.

  “All done. The transformation is finished. Now onto phase two: the training!”

  Training?! Sean thought frantically. What the hell do they mean?!

  They wheeled him over to several large computer screens and put a pair of over-the-ear headphones on him. The screens turned on, and all he saw was bright pink letters that said: Begin Training?

  The mastermind behind all of this, the woman who he had insulted the week prior, smiled as she clicked the big Yes button.

  All at once, scenes from various porn videos filled the screens. Each of the videos focused on the female. Their moans and cries of joy filled the headphones and the vibrator inserted inside of him came alive. After a minute, the sounds quieted as he heard a man’s voice speak to him.

  “You’re an air-headed bimbo. As you listen to my voice, your IQ lowers…”

  They’re trying to hypnotize me!

  Sean fought hard to resist the sensory overload. He could feel life in his limbs, but every part of him was tied down. He couldn’t turn his head away from the screens.

  “Your favorite color is pink. You like fashion and makeup and cute things. You’re an air-headed bimbo. Your IQ lowers…”

  Must… resist!

  “You’re not a man. You’re name isn’t Sean, it is Serena. You’re an air-headed bimbo…”

  No… I am not…

  The visuals from the porn filled his mind and took over. He felt his body rock back and forth and his breasts bounce. His mouth opened and his tongue hung loose as he hungered for cock. Sean could smell sex in the air; a mix of sweat and bodily fluid as his body grew warm.

  “Your name is Serena. You’re an air-headed bimbo. It’s getting hard for you to think. You like to giggle. You lust for men and their cocks. You crave cock. Your name is Serena, and you’re an air-headed bimbo…”

  My name is… Sean… and I’m not a…

  “Fashion. Makeup. Pink. Short dresses and high heels. You see women as competition. You want to suck cock and get fucked. Your name is Serena, and you’re and air-headed bimbo…”

  He was getting light-headed. His body temperature rose as his senses were overwhelmed.

  “Serena… air-headed bimbo…” he mumbled.

  The voice continued. “You like to giggle and say ‘like’ and ‘totally’ and ‘oh-em-gee.’ All you can think about is sex, fashion, and men. Your name is Serena, and you’re and air-headed bimbo…”

  So hard… to… think…

  “My name… Serena… air-headed bimbo,” he mumbled. His vision grew dark as exhaustion overcame him.

  “Serena… Serena…” he heard a voice call out to him. His eyes opened and he slowly sat up, pressing his forehead against the palm of his hand.

  “What happened?” He asked, his mind foggy.

  “You passed out Serena,” the female voice said, “I guess you were partying too hard. You’re such an air-headed bimbo.”

  There was a click inside his head, and suddenly, the grogginess went away.

  “I, like, totally did,” he giggled. “I’m like, such a party animal!” Sean altered his voice to sound like how he looked.

  The woman sat down next to him. “I know! You need to learn to control yourself. Do you remember anything from last night?”

  “Ummmm…” He thought hard, but nothing came to mind. All he could picture were men and their big, meaty cocks. “Nope.” He giggled again. “Why do you, like, know what I was doing last night?”

  The woman smiled. “You don’t remember?”

  “Nope!”

  “We were at this bar, and there were these two dudes…”

  “Oooh, were they, like, husky?”

  “Very.” She said, leading him on. “They were big, and muscular…”

  “I’ll bet they had big cocks,” he said wistfully. “Big… meaty… cocks.” He licked his pink lips. “Yum. I’d love to go for a meat popsicle right about now.”

  The woman laughed. “Serena, you’re such a slut!”

  “Hehe! I know!” He giggled. “I’m a big slut that wants some man-meat.”

  “Good. I have a gift for you.” The woman stood up, walked toward the door, and smiled. She opened it, and two very large and muscular men walked in. They were naked and erect.

  “Hello, boys,” Sean said seductively.

  “I’m going to leave the three of you alone,” the woman said.

  Sean’s eyes bulged. “Like, a threesome?! Oh-em-gee! This is, like, the best present, ever!”

  The woman closed the door and the two burly dudes smiled.

  Serena was ecstatic. She climbed off the bed and got onto her knees as the two men walked up to her. The hungry bimbo eagerly wrapped her pink lips around the first cock that she came into contact with. The two men stood side by side as she switched back and forth between the two of them, stroking the dick that wasn’t in her mouth.

  Anxious, one of the men picked her up and put her back on the bed. One got in front of her and the other lined up behind her. He lifted her skirt and pulled down her panties, revealing the large butt plug. He pulled it out, tossed it aside, and lined himself up. He grunted as he slid his massive cock into her rear.

  Serena moaned in pleasure, but she was cut off by the other man’s dick. He slid it into her mouth and she went to work on it. The man behind her slid back and forth, going deeper and deeper, occasionally smacking her smooth behind.

  Locked in a tiny cage, Serena’s manhood twitched.

  The man in front of her also picked up the pace, occasionally pulling out so she could get some air.

  After some time, both men grunted and blew their loads. Serena’s asshole was filled to the brim with man juice, while the man in front of her pulled out at the last minute and covered her face in cum. Her tongue wagged like a dog as she eagerly licked up the remaining cum on his dick.

  Hidden behind a one-way mirror, the woman grinned as she got her revenge. She looked down at the tiny screen in front of her, the red recording dot flashing.

  Inside, the two men high-fived and left, their lust satisfied. Serena laid on the bed. Cum dripped out of her anus and down her face.

  “Did you enjoy that, Serena?” The woman said over the intercom.

  “Totally! I, like, love sucki
ng cock and getting fucked in my pussy.”

  “What are you, Serena?”

  “I’m, like, an air-headed bimbo! Duh!”

  “Bimbo needs her rest.”

  At the utterance of the command phrase, Sean passed out, falling into a deep sleep.

  The woman entered the room and wiped the cum off of his face and put the plug back into his anus. She knocked on the door and the two men returned and picked up his body. The woman led them out of the building and through a back door into the alley where they got into a van.

  They drove to the city park and found a bench near the main street where they left his body. The time was three-a.m., and there was nobody around.

  The woman whispered into Sean’s ear. “When the taxi honks its horn, you’ll wake up and return to your original self. The programming will be gone and so will the trigger. When you return to your apartment, call the number on the business card in your purse.”

  “Taxi is on its way, Mistress,” one of the men said.

  She smiled as she climbed into the van and sped off into the night, leaving the unconscious Sean, still in his bimbo outfit, on the bench.

  The car honking was like the alarm clock from hell.

  The horn rang in Sean’s head as he instinctively climbed into the taxi, still not aware of how he was dressed. He closed the car door and the taxi sped off.

  “Where to, miss?” the driver asked. Sean gave the location of his apartment building and slouched in the leather seat. Only then did he realize what he was wearing.

  Holy shit!

  On the outside, he kept calm, but internally, he freaked out. Doing his best not to get the driver’s attention, Sean inspected his entire body. The breasts, the mini-dress, the blonde hair…

  What the hell?! Why am I dressed like a woman?!

  He subtly slid his hand to his crotch and felt the hard metal chastity case.

  Phew, that’s still there. And the breasts… pretty sure they’re fake.

  In his hysteria, he didn’t notice that he had arrived at his apartment building.

  “That’ll be twelve-fifty, ma’am.”

  “Right! Hang on just a second,” he said in his best female voice. He dug around for his wallet, forgetting he was in a dress which had no pockets. He looked down and saw the pink purse next to him and opened it up.

  “Uh oh,” he said, discovering that his wallet was missing. Inside the purse was a tube of lipstick, a couple of condoms, and his keys, but no wallet.

  “Miss?”

  “Umm…”

  “Can you not pay?” the driver asked, his tone switching from friendly to serious.

  “Unfortunately, no. I seemed to have misplaced my wallet.”

  Silence filled the cab. The driver said nothing as he turned the car back on and drove away from the building, backing up into the nearest alleyway. He turned the car off and climbed out of the driver’s seat, getting to the back seat next to Sean.

  “If you have no money, there is another way you can pay.”

  He stared at Sean, and he could tell that the driver was serious. Sean hesitantly nodded, and the cab driver removed his pants, exposing his underwear and growing penis.

  Why is this happening to me?

  “You are a very beautiful woman,” he said.

  Sean, thinking he could escape, tried to open his door. But it was locked, and there was no way to unlock it.

  He turned back to the driver, who smiled and dangled the car keys in front of him. Sean realized that there was no way out of the situation other than the obvious.

  He reluctantly slid closer to the driver and leaned forward. The driver placed his hand on the back of Sean’s head and pulled him closer.

  Just get it over with.

  He wrapped his pink lips around the man’s dick and got to work. Sean slid up and down on the man’s penis, moans and groans from the man signaling his approval. He could feel the man tense up and tried to pull away, but the man held Sean’s head in place and he blew his load into Sean’s mouth.

  With no other option, Sean swallowed the man’s seed, pulling his head away the moment the man released him. Sean slid away from the man, wiping his mouth on his arm. The salty taste was strong, but it faded.

  “Can… can I go now?”

  “I’m sorry, dear, but it’s been a very long time since I’ve had a blow job that satisfying. Now I can’t let you leave just yet.

  “W-what do you mean?!”

  The driver grabbed Sean’s purse and pulled one of the condoms out. “You know what I mean.”

  “No! Let me go!” Sean lunged forward, but froze when he heard the recognizable click.

  “On your knees, slut!” the driver ordered, pointing a small gun at Sean.

  Sean silently obeyed, turned around, and got on his hands and knees. It was a fairly large cab, which gave the two of them plenty of room to maneuver. The driver removed his underwear and slipped the condom on. Then he lined up behind Sean and lifted the dress. He pulled down Sean’s panties and smiled.

  “Well, well, it looks like you were expecting this,” the driver said as he removed the plug and set it on the seat. A tiny steam of cum flowed out of his asshole. “Damn! You’re a whore! Saving someone else’s juice for later, I see! And would you look at that. Not only are you a slut, but you’re also a man.”

  The driver laughed as he slid his dick into Sean’s man-pussy. He didn’t realize he had the plug in him, let alone another man’s cum. Sean yelped when the driver tugged at the plastic cage.

  What the fuck happened to me!?

  His train of thought was cut off by the thrusting of the driver. Sean bit his lip, doing his best to zone out and forget what was happening to him, but it failed.

  The entire cab shook as the driver furiously fucked Sean’s asshole. He noticed his hips moved on their own, increasing the pleasure for both participants. Despite his best efforts, he found his mouth open and tongue hanging loose. He started panting, and his body craved more.

  What is going on?!

  “Ahhh, yes! Fuck me!” he cried. The driver smiled as he smacked Sean’s ass and increased his tempo. Girlish moans escaped Sean’s lips as he slipped into erotic ecstasy. “Ohhh yes! Yes! More!”

  The driver smiled as he fucked Sean with all his might, climaxing and blowing his load into the condom.

  Spent, the driver pulled out and slipped the plug back in. He clicked a button on his remote and Sean heard the door unlock.

  The driver climbed out of the car and put his pants and underwear back on. He looked around suspiciously as he did, making sure that no one had witnessed the sexual act. Once he was satisfied that he was in the clear, he walked around and opened Sean’s door.

  “Your debt has been paid, miss.” The man handed him a business card. “If you ever need a ride, give me a call.”

  Sean stepped out of the car and glared at the driver. He wobbled away from the cab, out of the alley, and down the sidewalk toward his apartment, not noticing the womanly sway he had in his hips. The cab pulled out of the alley and sped off.

  He pulled his keys out of his purse, unlocked the front door. The lobby was empty, thankfully, and Sean tossed the taxi driver’s card into a nearby trashcan as he boarded the elevator up to his floor.

  The elevator arrived at its destination. The doors opened, and he poked his head out into the hallway. Seeing no one, he scurried to his door and wrestled with the lock. He managed to get the door open and he slipped into his apartment, thankful that no one he knew had seen him.

  Sean took two steps into his apartment and felt the sudden urge to dig through his purse. Inside the pink handbag, he found the white business card with a phone number on it. Instinctively, he called the number, and after a couple of rings, someone picked up.

  “Hello?” he said into the receiver.

  “Hello, Sean. My name is Messandra. I am responsible for your current appearance and the ‘unfortunate’ encounter with the cab driver. Your wallet, as well as a specia
l package, will arrive at your place tomorrow. Everything you have on can be removed. Keep it. Consider it a gift. Let me part with these words: never insult a stranger, and most importantly, never call a woman a bimbo. Hell hath no fury like a woman scorned.”

  There was a click, and then the sound of a dial tone filled his ears.

  “Hey, wait!” Sean said. He dialed the number again hurriedly.

  “Sorry, but the number you called has been dis—”

  He hung the phone up and sat down. After a moment or two of sulking, he stood up.

  “Why am I still dressed like this?!”

  He walked across his apartment, his pink heels clicking on the wooden floors. He entered his room and reached for the zipper on the back of his dress. As he struggled, he caught his appearance in the full length mirror in his room. He stopped fidgeting and stared.

  If it weren’t for his obvious man-voice, anyone would believe what they saw was one-hundred-percent woman. This lady, Messandra, had done a marvelous job. Not a hint of his true gender was shown. Even his Adam’s Apple was covered by a rhinestone choker. His makeup was flawless, with the ocean blue eyes and the bubblegum pink lips covered with a clear shiny coat of gloss complementing his ensemble nicely.

  His curves were killer, and his massive breasts would make any straight man drool. No wonder the cab driver was so desperate to get a piece of Sean’s body.

  “I’m just so… sexy,” he said as he posed in front of the mirror.

  With one final pose, he blew a kiss at his reflection and searched for the zipper. He found it hidden within the fabric on the side and pulled it. In one swoop the fabric loosened and the dress came off effortlessly. He removed the corset, freeing his waist and giving him the ability to breathe freely. While wrestling with the corset, he felt an awkward pressure in his butt and he remembered the plug.

  He bent over and removed his black lace panties, exposing his caged manhood. As he stepped out of his underwear, he looked down at his heels and saw the tiny locks on the ankle straps and on the chastity cage.

 

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