Lipstick & Miniskirts

by John Dylena

  “That what, Mike?” She crossed her legs. “That was cheated on and left sobbing all the way back to her apartment, where she curled up on her tiny couch and cried herself to sleep wondering what she did wrong?”

  She stood up and paced about the living room.

  “It was in the morning when I stood in front of my stove watching my scrambled eggs cook that I realized I’d done nothing wrong. I looked back over the year we dated and I was nothing but attentive, loyal—submissive, even. I let you turn me into your little pleasure toy. I sucked your cock and let you ride me long and hard, fucking me in all kinds of positions and locations in that pompous man-cave of yours.”

  Ashley took a deep breath and continued.

  “And how many times did you tongue me? How many times did you bury your head in my crotch and make me moan and wail until I came? How many times did you finger me? Gently rub my body and adorn it with kisses? Massage my feet or rub my shoulders?”

  She stared at him and crossed her arms. “Well?”

  Mike said nothing. He’d tongued her once, and that was on her birthday. Even then it was rushed and half-assed. She probably faked the orgasm just to get it over with.

  “That’s right. All we ever did was let you fuck me. I was nothing more than your living, breathing, organic fuck toy.”

  She turned her back to him and drew in a long, deep breath, letting it out slowly and kept her back to him as she spoke.

  “You wanted to know what happened to me?” Her voice was suddenly soft and quiet. “I met someone who changed my life. I went to a bar the night after you broke my heart. I wanted to get drunk and fall into the arms of some stranger and have a one-night stand. Instead I met a woman.”

  Mike had to force himself not to smile. He always liked seeing two women kiss and make love, and had hoped one day to have a threesome with another woman.

  “This woman made me laugh, smile, and forget all the troubles you brought onto me. She was beautiful, with long shiny blonde hair and green eyes. One time in college I slept with another woman, and we both realized the morning after that while fun, it just wasn’t our thing. I had been open to the idea of being bisexual, but I didn’t seek it out.

  “The woman I met at the bar was beyond reckoning. She was tall, thin with perfect curves and large breasts. Her skin was soft and smooth and her touch was electrifying. She sat down next to me and talked and I opened up to her. She did nothing but listen, and when I spoke the last word of my tale, she took my hand and kissed me.

  “It was a gentle, slow kiss, a loving kiss full of passion and interest. Her hand moved up my thigh under my dress as we kissed and I moaned softly when she pulled back. I’ll never forget what she asked me. She asked if I wanted to be reminded of what it was like to be truly loved and cared for. To have my needs taken care of.

  “I said yes. I said yes many times, and before I knew what had happened, we were back in her place, on her bed with her warm, gentle fingers touching every inch of my flesh. It was… wonderful. I moaned, screamed, and cried out the entire night. I lost count of how many orgasms I had. In the morning I expected her to be gone. But when I opened my eyes, I realized that I had slept well into the afternoon and she was still there by my side.”

  “Is that it, then? One light of lesbian sex changed y—” Mike’s eyes went wide as he felt his throat clench. He could still breathe, but no words came out of his mouth. The feeling went away moments later, but Ashley had already continued her story with her back still turned toward him.

  “For a week straight I stayed at her place. I had forgotten all about the outside world: my job, my friends… you. My text messages went unanswered, my calls ignored, and my emails unread. All because of this woman, Susana. Six of the seven days I spent with her, she did nothing but pleasure me. She cooked meals for me, scrubbed my tired and sore body in the shower, massaged me, even painted my fingers and toes.

  “It was the last night of our time together that I paid her back. She didn’t even have to ask; I offered. In the end, I had some of the best sex I have ever had.

  “Then everything changed that night after I pleasured her. She revealed her true identity and made me an offer. At first I was in utter disbelief, but it quickly passed and in the end I eagerly accepted.”

  Mike sat forward on the edge of his chair. For a while he was rolling his eyes and nodding off, until she got to the parts about her lesbian tryst.

  “Well, who was she? What was this offer of hers?”

  Ashley slowly turned and the color from Mike’s face vanished as her body began to transform before his very eyes.

  “Susana was a succubus, and I accepted her offer to become like her.”

  His body froze and he could do nothing but stare at her changing form. She grew half a foot taller and her creamy skin turned dark red. Her eyes became a bright, powerful blue that glinted like gemstones. Her hair and outfit remained the same and a long, slender tail with a spear tip coiled up at her feet.

  “What’s the matter, Mike? Cat got your tongue?”

  She took a step toward him and he scrambled backwards into the couch. Ashley laughed as he fell off of the ivory furniture and ran for the door. He pulled and twisted the knob, but the door refused to budge.

  He froze when he felt her hot breath on his neck as she brought her lips to his ear.

  “Why do you run from me? Are you afraid of my new form? Or are you running from the new desires welling up inside of you? I can see into your mind, Mike,” she said as she slid her hands down inside his pants and squeezed his cock through his boxers. “I know why you act so tough and dominant. You’re afraid of what it would be like to submit. You’re afraid of the pleasure that would come from being on your knees and serving the one you’re with. Protest all you like; your body speaks the truth.”

  His cock grew hard in her hands and he fought the moan that built up in his throat. The more he struggled, the more she rubbed him and the harder it was to control himself.

  Ashley chuckled when he moaned loudly. She took her hands out of his pants and turned him around.

  “It all comes down to this, Mike,” Ashley said, taking a step back and returning to her human form. “You can either stay here with me and make amends for the three women you cheated on me with, as well as experience pleasures beyond comprehension, or you can turn around and go out that door and never know what true pleasure feels like.”

  Mike’s quickly turned around and grabbed the knob, but his body refused to move any further. He stared down at his fingers and silently willed them to move.

  But they didn’t budge.

  The door remained closed and Mike was enveloped in Ashley’s growing, demonic shadow. God fucking damn it! Why won’t you turn! I… I don’t want to be here with this… this…

  He turned back toward Ashley. “What the fuck did you do to me? Did you… cast some kind of spell?!” Those words were strange to him. He felt like he was stuck in a movie or some kind of weird, perverted dream.

  Ashley smirked. “I did nothing of the sort.” She extended her fingers and looked at her nails. “I’m just standing here innocently. Why, Mike?” Her eyes quickly moved from her nails to him and he took a step back. “Is something wrong?”

  His throat clenched and his mouth became dry. He turned away and stared at the door. She put her hands on his shoulders and he flinched, but his eyes remained ahead.

  He swallowed hard as she pressed her lips to his ear and whispered softly. “Is your body betraying you? Does it want you to stay here with me?”

  Her hands massaged his neck. Her touch was warm and soothing. He felt his body relax.

  “I know what it is you desire. I can see that curiosity building inside you. You want to know what it’s like to submit. You want to experience total surrender.”

  Mike closed his eyes and groaned quietly. It was a satisfied groan, the kind he often made when Ashley would massage his neck and shoulders after a busy day at work. She had a skilled touch and alw
ays managed to hit the right spots.

  No… that’s not true. It can’t be true. Right? Yes, I’m sure of it. I don’t want this. I don’t…

  Mike’s cock throbbed and a vision filled his mind, interrupting his thoughts. He was on his knees in front of Ashley. She was smiling and moving her fingers through his hair as he buried his face in her crotch.

  Another throb and another vision: his semi-erect cock pressed against the fabric of his pants. His arms were bound behind him. He had long brown hair and wore white stockings and panties with red heels. His lips were painted red and his eyes were blindfolded as Ashley rubbed his cock through the lacy fabric.

  No… no!

  Another throb. He felt the cool, wet sensation of precum oozing out of his cock. It was fully hard.

  Another vision assaulted him, this one much more vivid than the last. He was on his back. His hands bound behind him. He was naked except for black stockings and red heels. His hair was long and brown. His face soft and feminine. His lips were pouty and open. Two large breasts with erect rosy nipples bounced. His waist was narrow and his hips were wide. His legs spread open and in between them was Ashley. Her hand was rubbing his clit and she filled his pussy with her thick cock. High pitched moans flowed out of his mouth.

  “Stop… stop.” Mike opened his eyes and fell forward against the door. His heart raced and sweat covered his brow. “I can’t take it anymore.”

  At that moment, he realized that her hands were no long on him. He looked back over his shoulder to see her leaning against the back of the couch, her eyes on her phone. She paid no attention to him, only looking up when he finally spoke.

  “What?”

  “You’re right. I can’t deny it anymore.” He turned around and pressed his back against the door. The exhaustion left him and his heart returned to normal.

  Ashley smiled. She walked up to Mike and placed her hand on his cheek. “Say it to me.”

  Mike hesitated. His gaze fell.

  “Mike.”

  He looked up at her. He felt so weak, so powerless. He had never felt this way before with a woman. He was always the one in control. He was the one who put his hand on the woman’s cheek. She submitted to him.

  Now the roles had been reversed, and as much as he wanted to deny it, Mike was incredibly aroused by the thought.

  “I accept you offer.” His voice was quiet.

  “Louder.”

  “I accept your offer!”

  “Oh, we’re going to have some fun, you and I,” Ashley said as her hand moved down off of Mike’s cheek to his chest. “But first I must come clean. I have been lying to you.”

  “What?!”

  “Quiet,” she said as she pressed a finger to his lips. “The Ashley that you knew and lied to is gone. She left this world when I accepted the offer from the demon who transformed me. Ashley is just a name now, a mask that I wear when I walk around in my human form. I am like Gandalf in Lord of the Rings. Ashley is what they used to call me. Now I am Solara.”

  At the mention of her name, Ashley motioned herself and turned slowly in order to show off her body like a model at the end of the runway. Mike stared and took in her demon form. He grunted and looked down at his cock. It started to soften and he frowned. He had become so close to cumming yet Ash—Solara, stopped at the worst possible moment.

  The moment passed and Mike cocked his head to the side and sighed. “Is that some kind of nerd reference?”

  “I always hated that about you,” she said in a more husky voice. “You never appreciated any of my jokes. But that doesn’t matter anymore. What matters right now is that I get a much needed payback and you get some much deserved punishment.”

  Mike scratched his head. “It’s not too late to back out of this, right?”

  Ashley laughed. “There is no going back. You won’t walk out of that door until I’m done with you.” She motioned for him to follow and they sat down across from each other in her kitchen.

  Ashley remained silent and stared at Mike across the table. He couldn’t sit still. Mike drummed his fingers on the table. Then he clasped his hands together under the polished wood. Every couple of seconds, he would change his position.

  “Well?” He said ending the awkward silence.

  “I’m thinking, Mike. I’m thinking of all the things I want to do—of all the things I want you to do to me. Ways I can punish you for cheating on me not once, not twice, but three times.”

  She quickly sat up and snapped her fingers, startling Mike in the process. He had been so on edge from the very moment he sat down at the café, even more so now that Ashley revealed she was a demon.

  I still can’t believe this is happening. This has to be a dream. Right? No, it’s been too long. I would’ve woke up by now.

  “Mike!”

  He looked at her and he realized she had been talking to him. “Sorry.”

  Ashley shifted in her seat and leaned forward. Her long black nails tapped on the table and she gave him a stern look. “I said, what was the name of the first woman you cheated on me with?”

  “I don’t know. It was a long time ago. I was drunk.”

  “That’s it?”

  “Yes. Nothing more happened with her.”

  “What about the second woman?”

  That woman Mike remembered.

  He’d been sober when he met her. Ashley was out of town for a convention and Mike was extremely horny that weekend. He and Ashley had a rough patch. It had been a while since they had sex, and when she left for her extended weekend getaway, Mike had gone stir-crazy.

  “Her name was Rebecca,” he said at length.

  “Describe her to me.”

  “She had long brown hair and was my height in heels. She had okay breasts, but she was thin and athletic.”

  Mike found it strange that he was being so open about this. Yet here he was telling Ashley everything he could remember about Rebecca, right down to the lingerie she wore when they had sex.

  “She had bright green eyes and tan skin, I wouldn’t say she was exotic, but she did have a little bit of that in her genes. We had sex in her place, and she got dressed up in this amazing lingerie set.”

  Holy fuck, why am I saying all of this?

  Mike kept going, not knowing what was happening to his body and clothes as he spoke. “It was an all-black ensemble, sheer lace with shiny gold studs.”

  He stood up from the table and paced back and forth, going into intricate details about Rebecca and the lingerie she wore. As he described her, his body changed. His long-sleeved button-down shirt transformed into a black lace bra. His black pants shortened into a garter belt. His boxers became panties that nestled his flaccid cock and his black socks hiked up his now hairless legs and turned into stockings.

  Mike’s muscular, sculpted body faded away into a thin, delicate frame and his strong hands became long and slender. His scruff vanished as his brown hair grew down past his shoulders.

  “The way she walked in those heels—black patent with matching gold studs and a platform—goddamn, she was a beautiful woman.” As he said that sentence, his vantage point rose as his black business shoes transformed into the pumps he’d just described.

  Makeup appeared on his face, smoky eye shadow and crimson lipstick that matched his painted nails. Gold chandelier earrings dangled from his lobes and once he finished the thorough description of the woman, Mike came out of his magically-induced oblivious state to take in his new form and outfit.

  “What the fuck?!” He wobbled in his heels. The only traces of his masculinity were his voice, his flat chest, and the visible cock in the sheer lace panties.

  “Look familiar?” Ashley said as she stood up. She walked toward him, grinning and circling him. “You had such a strong memory of this woman and her outfit, I figured I’d give you a chance to wear it.”

  She slapped his ass and moved her fingers across his soft, feminine body.

  “So smooth, so soft. You like this, don’t you?”
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  “Of course not! Give me back my body!”

  Ashley wagged her finger. “Remember what I said about punishment? Well, consider this part one.”

  “Part one of how many?”

  “That’s for me to know, and you to find out. Now, I can’t call you ‘Mike’ with a body and outfit such as that. Mike is no name for a woman. Tonight, you shall be Michelle. How’s that sound?”

  “Fuck no—”

  Mike cried out in pain and wobbled forward as Ashley’s hand came crashing down on his ass.

  “You forget that you submitted yourself to me tonight. You forget that you must obey me. Continuing to disobey or talking back to me will lead to further punishments. Understand, Michelle?”

  “Yes, Ashley.”

  She wagged her finger again. “Not tonight. Ashley is no longer my name, remember? It’s Solara, and tonight, it’s Mistress Solara. Address me properly.”

  “Yes, Mistress Solara,” Mike grumbled.

  He had no choice. He cursed himself under his breath for being so stupid and falling into her trap. He should’ve summoned the willpower to fight and cast aside the stupid desire to submit to her. He should’ve remained strong and in control. A man is the alpha, and the woman submits to him.

  “Not tonight,” she said as if reading his thoughts. “Tonight I am the alpha and you submit to me. Now, I think it’s time you paid me back for all those blowjobs I gave you.”

  Solara walked behind Mike and gave him a commanding pat on the ass. He looked back at her over his shoulder and scowled. She motioned to the couch and Mike took a cautious step forward. He had never walked in high heels before. He was diving into the deep end with the black stilettos with a one-inch platform, and Solara couldn’t help but snicker as he moved from the kitchen table to one of the couches in the living room.

  She put her hands on his hips, helping him sway as he strut. Mike cursed her with every step, but what upset him the most was the arousal building upside of him. A combination of the outfit he wore and the body he now had stirred something strange and new. The way his stockings encased his legs and how his panties tickled his cock and balls; how his hair swayed and the soft chimes of the chandelier earrings.