Lipstick & Miniskirts

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Lipstick & Miniskirts Page 4

by John Dylena


  Melissa rolled off the bed and ran out of the bedroom, still in her high heels. Jacqueline propped herself up onto her elbows and peeked after her, trying to see what Melissa was up to. Seconds later she returned, her “party bag” in hand, and Jacqueline’s face grew even more flushed.

  Melissa tossed the bag onto the foot of the bed and dug through it until she removed a single item: the blindfold. Holding it close to her chest, Melissa turned toward Jacqueline. The woman had the look of a shy high schooler trying to summon the courage to ask her crush to prom.

  She chewed on her lower lip for a few moments, silent.

  “What’s the matter?” Jacqueline asked, sitting up and half afraid that the other had changed her mind.

  “So, there’s something I’ve always wanted to do, but I have yet to find a partner that I, well, want to do it with.” Her eyes moved from the bed to Jacqueline, and she could see that it was Melissa’s turn to blush. “Until tonight that is.”

  Jacqueline smiled shyly. “What is it?”

  “So, you know how I have that party bag, right?” Melissa said, pointing to the bag with her thumb. “Well, I have more stuff here in my bedroom. And I was kinda hoping to, well, try some of it out on you.”

  “Okay, so what did you want to do to me?” Jacqueline asked, nearly laughing. It was so funny seeing Melissa as this shy, nervous woman when not too long ago she was asserting herself over Jacqueline at the club and in the elevator, and teasing her during the whole car ride back.

  “You know what I did to you in the club?”

  “Yeah?”

  “Well, I want to do that, and more, and well… sex?”

  Jacqueline turned over onto her hands and knees and crawled toward Melissa, leaning in to kiss her on the lips. “I’d be glad to.”

  Melissa’s smile went from ear to ear. “The safeword is ‘triforce’.”

  “’Triforce’.” Jacqueline repeated, chuckling. “So does that make you Princess Zelda and me Link?”

  Melissa’s grin turned wicked. “Well, I can slip a ball gag between those succulent lips of yours and make you silent like Link.”

  “Sounds like fun.”

  “I know this is lame, but we have to negotiate before the sexy times begin, okay?”

  “That’s fine,” Jacqueline said, resting on her elbows with her chin in her hands as she listened.

  “I’d like to strip you naked, save for those boots, and blindfold and gag you. I’d like to put a collar on you that has nipple clamps on them and bind your wrists and ankles to the four posts of this bed. Then I’d like to tease you until you can’t take it anymore and you’d do anything to get off.”

  Jacqueline’s jaw dropped, and Melissa immediately began to panic. “Did I go overboard? I didn’t mean to scare you!”

  “No, no, that’s not it at all! It actually sounds perfect. When can we start?”

  Melissa reached around and smacked Jacqueline on the ass, causing the blonde to yelp. “We can start once you address me properly.”

  “Sorry, Miss,” Jacqueline smiled.

  “Good girl. Now, follow me.”

  Melissa guided Jacqueline off of the bed and put the blindfold over her eyes, kissing her as her world went dark yet again. Those now-familiar hands stroked over shiny fabric and fishnet, over bare skin and latex, until she finally slid the straps of the dress down off of Jacqueline’s shoulders and peeled the garment from her body.

  “You are to remain there until I say otherwise, understand?”

  “Yes, Miss.” Jacqueline could feel Melissa’s presence before her, her welcome power and control surrounding her in a soothing bubble. Her ears followed the clicking of Melissa’s heels as her domme moved about her bedroom, prepping things for the festivities. She heard the sliding closet door and the creaking of a large trunk and even the muffled sounds of Melissa talking to herself.

  Whenever she’d walk past, Melissa’s fingers would fleetingly brush some of Jacqueline’s skin. The delicate touch on her naked flesh sent shivers throughout Jacqueline’s body.

  “I bet you’d love to be paraded around in the nude, wouldn’t you?” Melissa whispered in one ear before moving to the other. “Naked and blindfolded, wearing only a collar and some high heels. Led around by a metal leash. All those eyes on you, nothing to cover you or hide you from their gazes.”

  Jacqueline bit at her lower lip as her mind’s eye brought to life what Melissa described. The thought of being so exposed made her squirm, and she vainly rubbed her legs together. But suddenly there were fingers there, stroking over her smooth labia before dipping between, and she jerked back with a cry.

  “My, my! Someone’s soaking wet!”

  Jacqueline couldn’t help but let out a wanton moan as Melissa’s fingers rubbed over her clit. She had already been teased so much, and her body reminded her of her continued need with another surge of warmth in her sex that left her with even more fluid dripping between her thighs.

  This is… this is incredible, she thought. Her body was so much more sensitive like this, so much more easily stimulated than her male form. Melissa’s fingers vanished and she was left panting.

  “Everything’s ready,” Melissa said. “I’m going to put on your collar now.”

  A moment later she felt the cool leather press against her neck, the even colder metal of the nipple clamps resting against her skin as they dangled from the collar at the end of thin chains. Melissa tightened it, then loosened it some.

  “How does it feel?”

  “It… it feels fine, Miss.”

  “Not too tight?

  “No, Miss.”

  “Follow me onto the bed.”

  Melissa took Jacqueline’s hand and led her up to the bed. The two women crawled onto it and Melissa positioned Jacqueline onto her back, arms and legs spread toward the four corners of the mattress. She wrapped the padded Velcro strap of a set of cuffs lighter than the ones they’d used before around both of Jacqueline’s wrists, before bringing her lips down to hers.

  Melissa mouthed teasingly along the lines of Jacqueline’s neck and collarbone before returning to the large mounds of her breasts, tongue darting out to lick and playfully torment. Straddling her waist, Melissa used both hands to fondle and squeeze each more-than-ample handful, while her thumbs rubbed and teased the tight peaks of Jacqueline’s nipples. The bound blonde giggled and writhed under Melissa’s playful touch, moaning and gasping in between cute bouts of laughter. Once Melissa thought Jacqueline’s nipples had been harassed enough, she attached the first clamp.

  “Oh! Oh my!” Jacqueline groaned.

  “You okay?”

  “Y-yes, Miss.” She squirmed and worried at her lip, nodding her head quickly.

  Melissa rolled the other nipple between her thumb and forefinger for a few moments longer before attaching the second clamp. Jacqueline wriggled and moaned whenever Melissa gleefully tugged on the little chains.

  “Oh, this is going to be so much fun.” Melissa backed off of Jacqueline and turned around to attach the cuffs to her ankles, leaving her completely bound to the bed posts. “Go ahead and give them a tug.” Jacqueline obeyed and tested the cuffs on her wrists and ankles. She pulled lightly at first, but at Melissa’s command she jerked harder and harder until her domme was satisfied that they’d hold.

  “Oh! I almost forgot!” Jacqueline couldn’t see, but she guessed from the quick and violent shaking of the bed that Melissa had gotten off of it. She could hear the clicks of her high heels as she scampered about her bedroom. “Huzzah!”

  Seconds later, Jacqueline felt springs shift as Melissa climbed back onto the bed and moved toward her, her presence almost tangible as it loomed over her. A hand reached behind her and tilted her head forward. Jacqueline kept her head up as Melissa fiddled with something, whatever-it-was remaining a mystery until she felt a hard ball brush her lips. She opened her mouth and let the ball gag slip into place.

  “Okay, so it’ll be harder to say the safeword with that gag in
your mouth, so if you need out, hum four times. Did you ever watch Doctor Who?”

  Jacqueline hesitated for a second before nodding.

  “You remember the sound of drums?”

  From behind the gag, Jacqueline laughed. After a moment, she quickly hummed two sets of four beats.

  “Thatta girl,” Melissa said before kissing Jacqueline’s forehead.

  There was more shuffling, then nothing. Silence fell over the bedroom and after a few minutes Jacqueline began to shift uneasily. She lifted her head, and even though blackness engulfed her vision she still turned it back and forth, hoping to pick up some kind of movement or even a sound.

  After a while, there was an audible click and a loud buzzing filled the air. She felt the vibrations on her clit before her brain could even make the connection between sound and toy. Her body jerked violently in response to the buzzing, but then she heard the machine turn off.

  “Nod if you want to continue.”

  Jacqueline nodded and the Hitachi wand turned back on.

  The vibrating head was pressed back between her thighs, and while she jerked again in response, it wasn’t as violent the second time around. More audible than the vibrator were Jacqueline’s moans; even with the gag in her mouth, the sounds filled the bedroom and perhaps spilled out into the hallway as well. If it wasn’t for the gag, the neighbors may have had cause to file a noise complaint.

  The intense sensations caused by the vibrator on her pussy rocked Jacqueline’s world. She was almost instantly torn away from reality and swallowed up in a sea of ecstasy. With her sight gone, her sense of touch was heightened. Melissa knew this, too, which was why every time she pulled the toy away, several long, thin strands of liquid clung to it.

  This went on for what felt like hours. She would ride to the brink of orgasm only to have the toy pulled away and the sweet release she so dearly desired snatched just beyond her reach once more. It was beyond frustrating, but at the same time it felt absolutely wonderful. Melissa would tease her with the vibrator in one hand while the other tugged at the chains that were attached to her nipples. She even brought the toy to her chest, which made Jacqueline arch her back and jerk hard at the restraints.

  The best thing, though, was when Melissa brought her lips and tongue to Jacqueline’s sopping wet cunt. Her fingers would spread the lips and she’d slide her tongue in to lap up all of the juices that her endless teasing created. Jacqueline’s body started to glisten with a layer of sweat. She was so tired, but she wanted to keep going. She wanted to orgasm so badly.

  As if reading her mind, Melissa finally gave it to her.

  Melissa buried her face in Jacqueline’s crotch, licking and teasing and rubbing for a few moments before swapping out for the vibrator, then diving in to lick once more. Jacqueline could feel it coming. She was so close. Her body twitched and shook and spasmed, and there was no stopping the loud moans and wails that echoed through the room in spite of the gag.

  Then Melissa pushed the vibrator against her clit and left it there. She popped the gag out of Jacqueline’s mouth and brought her lips to her ear. “I want to hear you scream,” Melissa murmured, gently biting Jacqueline’s earlobe.

  “Ohhhh!” Jacqueline cried out when she grabbed both chains with one hand and tugged hard on her nipples. “Ohh! Ohhhh! OHHHHH!”

  Jacqueline’s body jerked violently as she came, cum drenching the bedsheets beneath her. It wasn’t until her body quit spasming and her screaming came to an end that Melissa switched off the vibrator. She bent down, kissing and licking at Jacqueline’s drenched pussy, then brought her lips to Jacqueline’s to share the liquid lust. They kissed passionately until Melissa pulled away and lifted off the blindfold.

  The light of the room almost blinded Jacqueline’s eyes, as if she had been in the dark for hours and hours. She had lost all track off time. Sweat clung to her glowing body as she panted for air, still struggling to catch her breath. Finally she looked up at Melissa and the two women shared a smile.

  “That was…” Jacqueline let her head fall back onto the bed, staring groggily at the ceiling.

  “Amazing?” Melissa finished for her as she unclipped Jacqueline’s nipples.

  “That and so much more.” Melissa gave her a quick peck before shuffling about to remove the restraints. With her arms and legs free, Jacqueline sat up and stretched. “What time is it?”

  Melissa laughed. “It’s, ugh… 5 a.m.…”

  “No shit?”

  “No shit.”

  Jacqueline fell back onto the bed. It’s almost daybreak. I wonder what’ll happen to me. Maybe I should tell her before I suddenly change back into a guy and freak her out. Or should I just leave?

  Silence fell over the two women.

  “Look there’s—”

  “I have to tell—”

  “You first,” they said in unison.

  They both went quiet, and Melissa looked away as she wrung her fingers. She looked very nervous about something.

  Jacqueline cleared her throat. “There’s something I have to tell you. I, uh, haven’t been honest about who I am.”

  Before Jacqueline could explain what she meant and how she was actually Melissa’s friend Jacob transformed into a very attractive woman, Melissa spoke.

  “I know who you are. I know it’s you, Jacob.” She spoke the words so fast that it took Jacqueline several seconds to register them. By that time, Melissa had turned away and looked to be bracing for a punch.

  Jacqueline sat up, slack-jawed. “Wait, what?”

  “I know it’s you.” She said, still turned away, shame weighing heavily on her words. “I wished for this to happen.”

  “Really?”

  Realizing she wasn’t going to be hit by the buxom blonde, Melissa relaxed her guard and turned to face Jacqueline, eyes cast down on the bed between them.

  “The thing is, Jacqueline—Jacob—I’m attracted to your personality and your brain and all that. I’m just not into guys. I was at a bar last night and I got super drunk and was talking to this really hot chick.” Melissa blushed at the memory. “Well, we somehow got on the topic of you and I was talking about how you’re a pretty cool guy and all that, and how if I wasn’t a lesbian I’d be totally into you. Then this chick was like: well, what if he was a woman? And I was all like: that would be so cool.”

  “What did this woman look like?”

  “I, uh, don’t really remember. It’s all pretty blurry. She was a brunette, I think. Anyway, I eventually found myself back in my apartment here, asleep on the couch with a note in my jacket pocket saying She’ll be there tomorrow night.”

  “How did you know for sure that it was me?”

  “The scar on your back.”

  Jacqueline instinctually reached back and her fingers found the three-inch scar on her right shoulder blade.

  “Remember that time we were talking about all of the stupid shit we’d done as kids, and you showed me the scar you’d gotten when you were twelve? I saw it when I approached the kitchen at the club and I knew then it was you.” Melissa cautiously glanced up at Jacqueline’s face. “I couldn’t believe it at first. How did you know to attend the club?”

  Jacqueline blushed. “Well, I guess it’s my turn to confess. I’ve actually been to the club once, back before I met you. What I said to you earlier at the club, about how I got into BDSM and what I liked, those parts were all true. That, and I, uh…” She looked away in embarrassment.

  Melissa reached over and placed her hand on Jacqueline’s cheek, turning her face back toward her. “What is it?”

  “I found your Fetlife profile two months ago. Completely by accident. I swear!”

  “You little slut,” Melissa snickered as she playfully pinched one of Jacqueline’s nipples. They shared the laugh for a moment, then it became quiet again.

  “What do you think happens now?” Jacqueline finally asked. “Am I supposed to turn back?”

  Melissa frowned. “Do you want to turn back?” She reac
hed out and took Jacqueline’s hand. “I’d like it if you stayed like this.”

  The first light of dawn crept into the bedroom. Outside, the waking sun’s pale glow covered the city. The two women stared into each other’s eyes, their fingers intertwined. After a long pause, Jacqueline turned to look out of the window and then back at Melissa. She remembered the warning that she had until dawn. Did she want to stay as Jacqueline? Or did she want to turn back into Jacob?

  Melissa’s warm smile and the love in her eyes gave Jacqueline the answer she sought.

  “I want to stay as Jacqueline,” she finally said.

  Melissa smiled, then leaned forward and kissed Jacqueline. “Best Friday night ever?”

  Jacqueline returned the smile. “Best Friday night ever.”

  She fell onto her back as Melissa climbed on top of her. The two women embraced as morning light filled the room.

  ADVENTURES AT BIMBOCON

  It’s the most wonderful time of the year.

  No, it’s not Christmas... it’s convention season! Yes, while a lot of folks are enjoying the summer sun with trips to the beach, I’m spending my time indoors at my favorite comic book convention. It’s more than just comic books; it’s anything and everything “geek”: video games, anime, movies, television, the whole nine yards.

  I’ve been attending the con for as far back as I can remember. There’s nothing better than walking up and down the countless aisles in the exhibit hall, browsing what the vendors have for sale and meeting fellow like-minded individuals. And don’t forget the cosplay! Holy fuck, some of those women are total babes, and they dress so slutty too! They complain about getting too much attention and unwanted advances, but what do you expect when you dress up in a skintight outfit and purposefully display your ripe cleavage for the world to see?

  I wonder how many of them are actual nerds and not just paid models. I know there are plenty of “real nerds,” as I follow their social media, but some are just too good to be true. Every year I see so many slutty cosplayers and every year I go back to my hotel room and jerk off to the photos I take. I want to squeeze those big bouncy breasts and feel their thick lips on my co—

 

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