Lipstick & Miniskirts

by John Dylena

  Haley moaned as she fingered herself on the couch, her right hand fondling her breast that she freed from the tight latex dress. Cody squirmed. His prick uncomfortably hardened, threatening to spring from the crevice he had tucked it into between his legs as he watched her pleasure herself.

  “My tongue would’ve delved into your depths while you ate me. I would’ve played with your nipples with my tongue while your hands moved down my back, pulling down my zipper and freeing my body from this latex prison. But no; you thought you were clever.”

  Haley pulled her fingers out from her pussy and stood up off the couch. She walked toward him, her hands rubbing the delicate curves of her body as she licked her lips. Cody’s body betrayed him and his dick broke free from the gaff, the bulge visible through the front of his dress.

  “H-How did you know it was me?” he asked, trying to calm his mind. It didn’t help that Haley pressed her body against his and rubbed his throbbing cock through the tight fabric of his dress.

  “I didn’t, at first. I wasn’t until after I kissed you that I figured it out. Maybe it’s time you started putting the pieces together, too.” She smirked. “My name isn’t actually Haley, Cody. It’s Naomi.”

  Cody stiffened and his blood ran cold. Upon seeing the look on his face, she erupted into a bout of laughter, one that her henchmen joined her in.

  The woman that stood in front of him was none other than one of the three bosses of the mob that he’d borrowed from. Naomi was notorious for her ruthlessness and cunning, and she wasn’t afraid to get her hands dirty. It wasn’t a ladder that she climbed to get to the top; it was a pile of bodies.

  “When you failed to show up, your picture was distributed throughout our network, from the top three to the lowliest grunt. You owe us ten grand. That’s a lot of money Cody, and the fact that you didn’t bother to return it made us pretty upset.”

  “I…I tried to make the money back, but—”

  “Shhh,” she said, putting a finger to his lips. Naomi walked behind him and wrapped her arms around his waist. He could feel her breasts on his back and her hot breath on his nape. Cody’s rock hard erection threatened to tear the fabric of his dress.

  “I saw your pretty little face show up on my feed, but I didn’t care. I planned on waiting until someone else brought you in, and then I would have my way with you. I was getting ready for a fun night out, and I didn’t want business to ruin the mood. But then I saw your tight little ass at the bar. When our lips separated and I looked deep into your eyes, that was when I saw through your illusion. And I knew right then that I had to have you.

  “You know that pretending to be gay at a gay bar is a big offense, right? Getting caught would get you blacklisted and you’d have to go to regular bars dressed like a tart. Of course at a straight bar, you’d get plenty of attention from the men.”

  “No… I didn’t mean to—”

  “You didn’t mean to?! Cody, you took advantage of me! Forget about the money you owe. This will be much more fun.” Naomi snapped her fingers once and backed away from him slowly.

  “No… please… I… I’m sorry. You’re just too beautiful to pass up. I couldn’t help myself. I’m sorry.” Cody burst into tears and his legs turned to jelly. He fell to his knees, sobbing into his hands. Naomi reached down and lifted his chin with her hand.

  “People tell me I’m beautiful all the time, but most people I approach recognize me and shy away in fear. You didn’t fear me. You were nice and indulged me. If you were a woman, I could’ve forgiven the debt, but this is something I cannot ignore.”

  She let go of his chin and he fell forward onto his hands, the tears streaming down his cheeks and onto the rug. He could only see her feet from his current position, and he whimpered as he watched them retreat. The heavy bass from the music out on the dance floor reverberated in his head.

  Among the beats were the sounds of heavy footsteps. Several pairs of feet moved toward him until all he could see were the dark pants of the bodyguards. Behind them, Naomi sat on the couch, her legs crossed and her eyes trained on Cody. She watched him like a vulture still waiting for its prey to die.

  He heard them lowering their zippers, the process drawn out and deliberately slow. Cody’s stomach was in a knot and his body shook violently. Fear was all he had left. There was no escaping his punishment.

  The man in front of him adjusted his pose and Cody followed his long legs up to the massive cock that hung loose in front of him. Past the slowly swelling dick, the massive beast of a man smiled down at Cody. Knowing what he had to do, Cody swallowed his pride. He wiped away his tears as he straightened up and came face to face with the man’s dick.

  It was thick and meaty, just like the body it was attached to. He wrapped his lips around the bulbous head and slowly eased himself down the rigid shaft. It forced Cody’s jaw to stretch to the point where he felt like it just might dislocate. He closed his eyes and breathed through his nose as he forced the dick further into his mouth.

  The man’s scent crept into his nostrils. It was musky and pungent, a mixture of cologne and sweat. It was overwhelming, and if it weren’t for the alcohol that still dulled his senses, Cody might’ve passed out from it.

  He slid off of the colossal prick and gasped for breath, but the man cut his break short and thrust his hefty dick back into his mouth until he could feel it pressing against the back of this throat. The man took the reins away from Cody, his massive hands holding his head still while he face-fucked him.

  Fighting to stay conscious, Cody squeezed the man’s thighs between his fingers. They were as hard and as firm as the dick in his mouth. The fucking continued until the man stopped his fierce thrusts.

  Before he knew what was happening, Cody felt powerful jets of white hot fluid flow from the man’s dick down this throat. The guard pulled out mid-ejaculation and blew the rest of his sticky cum onto Cody’s face. He gagged and coughed up some of the jizz onto the floor.

  But his punishment was far from over.

  As the guard walked away, Cody looked up and saw Naomi grinning from ear-to-ear with pure enjoyment. He quickly surveyed the rest of the room. There were two other guards in addition to the one that just face-fucked him. If he stayed, he would end up servicing all of them.

  He spied the door out of the corner of his eye. It was only a few feet from away, and the dark-skinned guard that dwarfed the other two was far enough away that he might be able to sprint past him. All three men were busy boasting and fighting over whose turn it was with the crossdressing whore.

  I can make it.

  He looked back to Naomi and she stared back at him. She knew what he had in mind, but by the time she called out to her guards, it was too late. Cody had climbed onto his feet and made a break for the door. He ran as best as he could in the heels, and he was thankful that was only a short distance he had to cover.

  The door flew open and Cody ran for the entrance. The combination of the alcohol in his system and the oxygen deprivation from the forceful blow job had left him light-headed. The bright, flashing lights and loud music were disorienting, but the adrenaline flowing through his body spurred him onward. He pushed through the crowd toward the bright green EXIT sign.

  He left looks of disgust and fear and peals of laughter in his wake as he fought through the sea of people. His makeup was smeared from the tears and streaks of cum that clung to his face. The nausea was suppressed by the combined forces of his adrenaline rush and desperation, but he knew the moment it wore off, he’d be puking his guts out.

  But that didn’t matter now. All he cared about was his freedom.

  The shouts of the guards were drowned out by the loud music, and because of their large size, they had a more difficult time navigating through the crowd. Cody burst free of the crowd and the path to the doorway was clear.

  Without slowing down, he lifted his arms and reached for the door handle. His ankles cursed him for moving so quickly in the high heels, the pain burning like fire.
>
  The doors opened before he reached the handle and Cody slammed into the bouncer that controlled the line outside. With their size difference, he bounced off the thick man and fell hard onto the concrete of the sidewalk and slid to a stop. The bouncer cursed at him and the screams from the people in line filled his ears. Cody’s ankles were on the verge of breaking, his arm was bleeding, and his dress was torn.

  Looking up from his position on the ground, he spotted one of the henchmen squeezing through the narrow entrance. Run! his brain ordered, and Cody scrambled onto his hands and knees. The concrete gave way to pavement by the time he reached his feet.

  The screams of the bystanders and the bright white headlights were the last things he saw before his world turned black.

  Cody shot bolt upright in bed, screaming.

  The white lights of the room were blinding and his vision was blurry. There were machines everywhere and tubes attached to his body. Moments later, anonymous men and women in matching blue scrubs held him down.

  “He's awake! It's too early for him to be conscious!” The voice was broken, distorted, as if it was coming through an intercom.

  “Get me a sedative!” He heard one of them shout. Everything was a blur and it all happened so fast, that by the time Cody's brain registered where he was, he had felt the pinch of the needle in his shoulder.

  His body relaxed as the sedative kicked in and the world once again turned black.

  When he opened his eyes again, his vision had cleared and the machines that had once surrounded him were gone. He was in a bedroom. The bed was large and the decorations were ornate. The sheets that covered his body were silk. He tried to sit up, but his body was too weak.

  Then he heard a voice—a woman’s voice. One that sounded familiar.

  “I see you’re awake.”

  Cody turned his head toward the source and the tiny shred of hope he had vanished when he spotted Naomi sitting on the edge of his bed.

  “Y-You! What… what happened to me?”

  The voice that flowed from his mouth was a woman’s—the same one he had when he wore the voice changer. He rubbed the front of his throat.

  The skin-colored bandage was missing. The voice that he heard was his own.

  He sat up. The silk sheets fell down around him, revealing his breasts.

  Cody looked down at the two mounds on his chest and grabbed them with his hands. They were soft, warm, and reacted to his touch. They weren’t falsies; they were real. Panicking, he threw the sheet off of him, exposing the rest of his naked body.

  “Oh, fuck!” Nestled between his legs wasn’t his dick and balls, but a slit.

  “You like your new body?” He felt the bed shake and watched as Naomi crawled toward him across the bed.

  “What did you do to me?” Cody shrieked, pulling the sheets back over his naked body. Naomi continued to crawl toward him. Her hair and eyes were the same color as they had been in the club, but instead of the latex outfit she had worn then, she had on a corset, a thong, and stockings that matched her hair.

  “My prey never runs from me. You ran from me before my men could finish having their way with you. You ran out into the street and were hit by a car. Your body was broken and you barely clung to life. If I had let you die, you’d never be able to pay back the loan. And I couldn’t like a pretty little thing like you slip through my fingers.”

  Cody scooted away from her, but his back was against a wall. Naomi straddled him and tugged the sheets away.

  “I have a lot of sway in my organization, and I tend to get what I want. So while the doctors repaired your body, I made some changes. Don’t you just love technology? Thanks to gene therapy and stem cells, we were able to give you this body. The wait was agonizing. Every day I stopped by and hoped my little present to myself would wake up soon, but you slept like Sleeping Beauty waiting for true love’s kiss.”

  “H-How long was I unconscious?”

  “Four months. We brought you back from the brink of death, only now the debt you owe is more than ten grand. You’re mine Cody—or should I say Chelsea?”

  Naomi planted her lips on his, preventing him from answering. She pulled only far enough away to murmur against his lips:

  “Oh, you have no idea how long I waited to taste those lips of yours again.”

  She threw the sheets off of him, exposing him once again. Cody covered his breasts and pussy with his hands, but Naomi was persistent. His arms were still weak, and she easily pried them away from his body and pinned his wrists to the bed.

  Cody gritted his teeth as she playfully bit the skin of his neck. The pain gave way to pleasure and he felt a warmth course though his veins. Her kisses tickled his sensitive skin and he writhed under her skilled touch. Naomi’s mouth moved away from his neck down his chest in between his ample breasts.

  He rubbed his legs together as a moan escaped his lips. His lust-filled outburst only encouraged his captor to continue. Cody could feel the slit between his legs moisten as the fire inside his new body enkindled. Naomi kept up her assault on his new female body, teasing his nipples with her lips and tongue until he cried out for more.

  “Oh, fuck me!”

  Naomi immediately stopped and pulled away from him. When Cody realized what he had said, his face went pale.

  “Well, well, aren’t you eager?” She smirked. “Ask and you shall receive.”

  She straightened up and slid her hands down her body. Cody watched them glide down her fair skin and follow the curves of her hips and waist, curves that he also undoubtedly possessed now. Her thumbs came to rest on the band of her panties, and it was only then that Cody noticed the bulge in the crimson lace. Naomi bit her lip as she pulled them down off of her groin.

  Cody’s jaw when slack when he saw what she had underneath.

  “The magic of science. What once only existed in the realm of fiction now is as real as the ground beneath our feet. A strap-on could only do so much. Why settle for some rubbery, lifeless toy when you can have the real thing? Something warm and oh-so-sensitive.” Her hands moved back up her legs where they gripped the hardening dick. “Oh, don’t worry, I’m not a man. Not like you were. I just wanted something more. They grew this for me using my own DNA, then attached it to my body. It works like any other dick and I can orgasm from stroking it, only I don’t produce any cum. That would require a prostate and balls.

  “Speaking of which, yours are on ice. Preserved, should the day come when you pay off the exorbitant amount of money you now owe. Ten grand, plus interest, plus the cost of the procedure. Just accept it, Chelsea—you’re going to stay this way for a long time. Even if you do manage to wrangle together the money, would you even want to go back to your boring, pathetic life and get rid of this amazing new body?”

  “I don’t kn—OH!”

  Without warning, Naomi thrust her throbbing dick into Cody’s pussy. His virgin cunt gripped her thick, meaty girth as she pushed it all the way to the base. She stared down at him with her hands on his shoulders and watched his face twist and contort as the sexual electricity moved throughout his body.

  “Well?”

  “Please… don’t stop…” Cody looked away from her, his face flushed. Naomi smirked. At long last, she had her prize.

  She had kept his eyes that rust color and his hair the same. His long, reddish brown hair pooled around his head and she brought her lips back down to his neck and playfully bit his earlobe as she ground her body into his, sliding her hard shaft in and out of the cleft between his legs.

  The bed started to rock as she hastened her rhythm, pounding him passionately. Naomi continued to fuck him, her movements hard and fast. She was filled with an animalistic lust, a raging bull that caught the scent of a female in heat.

  He could feel it building inside of him; the pleasure that was making it hard to think. Moans seeped from his rosy brown lips, the screams reaching a crescendo when Naomi repositioned herself on top of him. Her hands moved onto his breasts and she squeezed them
tenderly. Cody was on fire. Beads of sweat poured down his body as she filled him with her meaty pole.

  Then it happened.

  The carnal pleasure swept over him like a tidal wave and he lost himself in the moment. He gripped the sheets so tightly his knuckles turned white and he cried out in pure erotic ecstasy. It was a dizzying explosion; the final moment of pure, earthly lust. Cody trembled under the magnitude of his first female orgasm and he screamed as his womanly fluids erupted from the slick sheath between his legs.

  Naomi joined him in the release, pushing her dick as far inside of him as she could. Cody could feel her juices spurt out of her cunt and coat his legs and stain the sheets. She pulled out of him, her flaccid dick soaked in his fluids. They both were exhausted, Cody much more so. He still hadn’t fully recovered from the many operations and the “upgrades” that she referred to his female body as.

  There was no going back from this. He knew it, and she knew that he knew it. But for some reason, he didn’t care that he was now the arm candy or sexual plaything for a mob boss.

  “Chelsea, you’re mine now. Understand?” Naomi said softly, her exhaustion evident in her voice.

  Cody said nothing. He didn’t have to respond; Naomi had already fallen asleep on top of him. He lifted his head up and spotted the door. There was no guard protecting it. It was just the two of them there. He could make a break for it if he tried, but as he stared at the doorway, the urge to escape dwindled until the only thing he could care about was the woman on top of him.

  He dropped his head back onto the bed and fell asleep, dreaming about his new life.

  DOWN THE RABBIT HOLE

  David was having a bad morning. His head was pounding as he squirmed on the queen-sized bed he shared with his girlfriend, Sara. He pulled the sheets up over his face, hoping to block out the sunbeams that illuminated his bedroom and drift back to sleep.