Wicked Wednesday 313 – Sexual Confidence

Wicked Wednesday... a place to be wickedly sexy or sexily wicked

 

I walked up to the well dressed man in the perfectly fitted suit and smiled at him. He tipped his drink in my direction. “Hello there.” I felt completely out of my league here, but I knew the only way to find out if he might be interested was to try it. I refused to be the underdog who magically changed and got the guy. Instead I just let myself ooze a confidence that I didn’t always feel. I knew I wasn’t the usual picture of desire than many people thought they wanted, but ninety percent of the time, it worked and I got my guy or girl. He smiled and spoke, his voice deeper than I had anticipated. “Hi yourself.”

Taking a sip of my bourbon I smiled and opted for something cheesy and silly, hoping to make him laugh. “So what’s guy like you doing in a place like this?” as I gestured around the quiet, slightly seedy bar that was filled with a number of people having after work drinks, most of them dressed far more casually than either he or I. “I could ask you the same question.” “Nope. You first.”

“Well, I’m just in town for the weekend and this was the bar that an old friend and I used to spend our days at in college. I was hoping we could meet up again, but I’ve been stiffed it seems.” He laughed, shaking his head, “Probably because he found himself a hot guy to spend the night with instead.” I immediately wondered if I had misjudged my target, but I didn’t think so. “Now, why are you here Miss?” I blushed slightly and offered him a perfectly manicured hand (part of the confidence was looking the part you know), “Andrea. And this is my usual place to stop. It’s close to home and has one of the best whiskey collections in the city.” Another sip of my drink and another smile. “I didn’t get your name.” “Oh, I’m sorry. My name is Peter.” He grinned apologetically at me and signaled the bartender. “Another for me and another for the pretty lady here.” I finished my first drink just as the second arrived and I grinned cheekily at him. “So, what shall we drink to?” “Hmmm, I’ll drink to a gorgeous, curvy brunette with a sense of curiosity.” And he raised his glass as I giggled softly, “Well then I’ll drink to the cute blonde guy in the suit.” I raised my glass as well and we drank, both savoring the taste of our respective drinks.

We spent the evening flirting first subtly and not so subtly and after our fourth drink we both decided enough was enough. “Do you want to come back to my place?” I was direct and perhaps a little forward, leaning into him almost aggressively. He agreed, tucking a stray strand of hair back behind my ear. It was a simple gesture, but erotically charged after our flirting and I smiled. I expected him to be killer in bed and I hoped he could keep up with me.

We arrived at my small apartment laughing and talking about nothing important and as I shut the door and turned I found him right there. “I want to kiss you, Andrea.” I leaned against the front door and gave him a naughty grin. “And I want to do all manner of unspeakable things to you Peter. So I think it is safe for you to kiss me.” He leaned in and my lips met his, warm and soft, as I wrapped my arms around his broad shoulders. Even though I am not what one would call skinny he was physically larger than I was, although not imposing and he soon had me trapped against the door as we made out like a couple of horny teenagers.

He lifted my body against his and I was momentarily startled by his strength. Very few men would even try to pick me up like this. I found my legs wrapped around his waist, my skirt riding up my plump thighs to reveal the tops of my stockings. He pulled me closer and trailed kisses down my neck before murmuring in my ear, “Bedroom?” “Down the hallway, all the way to the back. And he carried me there, his hands kneading at my ass. “God, I want you.” He let me down, steadying me as I got my balance on my heels before I stripped to a matching purple satin bra and panty set. My plus size body was fully revealed to him and he smiled wolfishly, eating me up with his eyes before kissing me again, hungrily, needily. It didn’t take long before we were nude and in my bed, unable to keep our hands off each other. He wasn’t a perfect specimen, but his furry chest was warm against me and I reveled in the feel of his body. I could feel his cock and I reached down to stroke it taking pleasure in the look on his face when I did. “Don’t do that,” he rumbled, “or else you’ll have me popping like a teenage boy again. And I want to feel your pussy around me.” I gave a final squeeze and tossed him a condom from the bedside table.

I watched as he sheathed a thick, veiny cock and then pushed him back against the pile of pillows we had built up. Straddling him freely, my breasts and belly bounced as a rocked my hips against him, letting him fill (and feel!) me up. My hands rested on his shoulders as I rode him and his found my breasts, cupping them in his hands, letting the excess over flow. His head lowered to my nipples making me moan as he found out for himself just how sensitive they are. I moved fast, my breathing uneven and ragged as he teased me while I bounced on his cock.

Without warming he grunted and thrust himself against me and I could feel his twitching cock, which set off an orgasm of my own as I ground myself into him murmuring his name over and over. He held me close against him, unwilling to relinquish me quite so easily.

I smiled to myself, thinking how boring my night could’ve been had I not been willing to put myself out there and approach a complete stranger in a bar. It was all about being confident, something more people could stand to learn. I rested my head on Peter’s shoulder and kissed his neck. We might only share tonight, but I was going to make it a memorable one.

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Wicked Wednesday 298 – Time Traveler – (One Night Stand)

The mists of time parted themselves hazily before her sleep fogged brain. She snuggled against the blankets and smiled to herself, dozing in the early morning sun as she let herself drift back to another place, another time.

She’d just turned twenty then and figured she knew it all, considered herself experienced in the ways of the world, and thought she had nothing else to learn. Little did she know just how wrong she was. It was a wild night at a rave with lots of dancing and booze and, for some, other illegal substances. But the only reason she was there was for the music. It took her away, transported her to another place. And in that place she found something she never knew she didn’t know.

Her name was Meg and she was several years older and wiser in so many ways. She spotted the pretty girl, dancing with herself and smiled. The tall, leggy blonde was perfect. Meg danced her way over and gave a friendly, impish smile and introduced herself. “Nice to meet you! I’m Tabi!, she shouted over the music as she never stopped moving in rhythm. They danced together, unintentionally finding a sexy beat that drew quite the crowd. Eventually, having exhausted themselves they sought out water and a place to chat. Several people followed and tried to join in the conversation but Meg made it impossible for anyone to get a word in edgewise with her pixie like chatter. Slowly, as everyone else drifted away the pair was able to talk.

Tabi quickly found herself in awe of the slightly older woman (Meg was in her early thirties) who seemed to have seen and done so much that Tabi herself wanted to experience. She was also experiencing another first, an attraction to another woman. Meg was so vibrant and alive that Tabi found it difficult not to want to know more of her. And Tabi was in luck as Meg was very, very interested in her. After what felt like an eternity of them just talking, Meg suggested to Tabi that they escape the loudness of the warehouse and find some place quieter. Tabi didn’t know at all yet what Meg had really wanted, but she knew what he wanted, and suggested her apartment as it was close by. The older woman agreed and off the pair went together.

By the time they arrived at Tabi’s apartment the women both felt like they had known one another for longer than just an evening. And once the door closed Meg took her chance, pressing Tabi back against the door and kissing her gently, but firmly. The younger woman gasped and Meg pulled away carefully. Tabi pulled her back wanting this experience.

The sunlight was growing brighter and more insistent, but Tabitha deliberately rolled away from it still buried in her blankets as she remembered the one night she’d shared with Meg. It had been tender, gentle, and slow. She remembered the careful touches and gentle kisses and began to touch her own body, tracing her fingertips along delicate skin. Nipples were pinched to a rosy firmness as she let her memory take her back to the feeling of Meg’s mouth against her skin, biting gently, scraping her teeth across the sensitive nubs. A soft moan echoed the one that had escaped her mouth that night and she wriggled her hips deliciously remembering what had come as Meg explored her way along Tabi’s nubile body. It seemed to take forever, but finally, in her mind, Meg’s tongue touched just the very tip of Tabi’s clit, as her fingers reached the same point.

The thought alone was enough to make her orgasm and Tabitha’s body shook and she twisted, tangling her body into the sheets. She couldn’t wait and let her mind go racing along the night, snapshots of moments filling her head as her fingers filled her pussy. Meg looking up at her after bringing her to multiple orgasms with just her mouth. Being filled with fingers so soft and gentle as opposed to the rougher touch of the men she’d known. Tabitha groaned and felt herself clench hard against her own fingers, letting this orgasm roll through her as she fingered herself to the thought of pretty dark haired Meg.

Later that night Meg had taught her the joy and pleasure of going down on another woman and she remembered how sticky sweet she was, her face covered in the remnants of Meg’s orgasms. It had been wonderful and unforgettable and after several hours of insatiably greedy sex the women were finally satisfied and fell into one another’s arms, sharing kisses and touches. Tabi wanted more and Meg was content to let herself be a plaything for the younger woman as she explored her body more thoroughly. And Tabi had enjoyed every touch, every lick, every kiss just as much as Meg had. Finally, then as today, the sun became insistent and bright waking Tabi from a deep slumber, only to find Meg missing from her bed. A note on the nightstand was the only evidence of Tabi’s night with the pixie like woman.

Tabitha was jolted fully awake as her alarm went off and she slapped at the snooze button with her free hand, the other still teasing her clit gently. She wished Meg had stayed.

Wicked Wednesday 297 – Rainbow – (Rainbow in the Dark)

Wicked Wednesday... a place to be wickedly sexy or sexily wicked

The room was dark around them. But the darkness didn’t matter. Only they mattered together, to each other. She was his, just as much as he was hers. They played hard and loved harder.

Her mouth hung open in a silent scream as an orgasm shuddered though her body. He growled with pleasure feeling her contract around his hand and moved ever so slightly hitting just the right spot again, sending her into paroxysms of pleasure. He was covered in lube and her juices nearly to his elbow and he smiled at her. “You’re such a dirty girl for me, aren’t you? Cuffed and bound and taking my entire fist in that pretty pink pussy of yours. You’re mine, my Rainbow.” Another, smaller orgasm accompanied his words and she fell back on the bed, limp.

Playtime over, he checked to make sure she’d be OK for just a moment and went to quickly wash up before he removed her from her bonds, but left the cuffs, albeit not clipped together. She wrapped her arms around her lover and settled in next to him. They both needed this. This gentle silence, tangled with each other, hearts being as one, they relaxed. He petted her hair as she draw idle circles along his chest just enjoying what they had. But sometimes what they had still wasn’t enough and they both wanted more. She pressed against him, trailing kisses along his neck and reached down, finding his hard cock. She stroked it gently up and down until he moaned for her.

“You’ll stain your cuffs if you keep that up,” he warned. She slowed her motions to look at him. “What should I do instead?” His fingers tangled in her hair as he pushed her lower on the bed and she wrapped her lips around his cock. He signed with pleasure and let go of her hair, allowing her free reign to do as she pleased. Sucking and licking, teasing and tasting she did precisely that. And it was driving him wild. His hand came to rest gently on her head and she knew what he wanted. He’d been training her to do this for months. So she took a deep breath and eased her way down his cock, letting him fill her mouth, mindful of her teeth, until he was buried in her throat. She swallowed and breathed in and out through her nose very carefully as she repeated the swallow again. After a long moment of simply being there with him she slid her head back up and caught her breath.

And then she resumed her movements giving him a wet, sloppy blowjob that he was able to just lay back and enjoy. Her felt leather brush the inside of his thigh as she reached for his balls with one hand, cradling and massaging them. Between that and the movement of her mouth he was ready. He barely managed to tell her before he was shooting into her mouth as she took it all, swallowing happily. Both parties finally sated he pulled her back up into his arms, kissing her lips gently. It was late, so late it was nearing dawn and they shared another tender kiss before settling into the bed cuddled as close as could be. “It’ll be dawn soon Rainbow. Get some sleep my love and remember just who you belong to.”

Playtime

Nick walked in the front door and smiled as he heard soft gasps and moans coming from upstairs. Apparently Hilary had slipped out of work a bit early to have a bit of fun. He thought he’d sneak upstairs and surprise his wife; perhaps offer a hand or other body parts and he chuckled softly to himself. Quietly he made his way upstairs, listening to the noises growing louder as he moved.

Smiling, he walked into their bedroom just in time to watch her explode into an orgasm, her eyes closed, body taut and then limp after a long moment. “Well, my dear, I was coming to offer a hand but it doesn’t seem that you need one,” he quipped. Hilary opened her eyes in surprise and then smiled invitingly at Nick. “Oh I think I need more than a hand. Come play with me.” Nick returned his wife’s smile and stripped quickly, before sliding into bed next to her.

He kissed her tenderly and pulled her close to him; his hands tracing her body. She was soft and warm and still trembling from that orgasm he’d watched. All he wanted was to see her like that again, preferably this time because of him. Their kisses deepened and Hilary moaned softly, rubbing her body against Nick’s. She had been horny all day long and him catching her mid-orgasm had only turned her on more. She wanted him. Her hands dug into his skin as she wriggling against him and when she felt his cock stiffen and twitch against her she laughed softly, tore her lips from his, and whispered, “Fuck me.” Nick shook his head and lowered it to her breasts where he alternated sucking first one nipple and then the other, while his hands roamed over whatever parts of her he could reach. His touch set her skin on fire and every time he sucked or bit at her nipples it sent an electrifying shock through her body.

Nick slipped one hand between them and ran his fingers through the tight curls of Hilary’s unshaven mound. She pressed herself against his hand and he gently touched her clit, finding her ready and wiling and began to rub his fingers across her skin, already slick with her juices. “Yes…oh yes.” His touch would increase for a moment before coming almost to a stop, teasing her; he enjoyed her squirming against him, wanting more than he was going to give right at that second. Nick rested his thumb against her clit, gently rubbing against it as a finger drew ever shrinking circles around her pussy. Her wetness was seeping from her and he was going to fuck his wife. But not without making her come for him.

Hilary relaxed into his touch and held onto him, planting tiny kisses wherever she could reach his skin and he purred low in his throat at the feeling. He loved the feel of her lips on his skin. Giving her no warning he quickly plunged two fingers inside of her, fluttering them rapidly against her, before drawing them out and offering them to her. She sucked his fingers into her mouth, tasting herself and sighed softly as he pulled them away. Nick grinned and kissed her, enjoying the taste of her as well and tweaked both nipples before making his way back down to play with her gorgeous, pink pussy. Two fingers in and out, not enough, teasing her and Hilary bucked her hips rocking them back and forth to the rhythm he had set, trying to reach the orgasm she so clearly wanted.

While his fingers fucked her pussy, he held onto her, kissing her fiercely and rubbing his thumb back and forth, maddeningly slowly, across her clit. She gasped and squirmed still riding those two fingers and pulled away from his kisses to almost beg for more. He smiled at her and kissed her again, never ceasing his movements. She growled in simple frustration between kisses and it made him grin against her lips. Their tongues dueled together and Hilary wanted to just beg for another orgasm, but that was proving useless. They were moving at his pace and Nick was enjoying pushing her harder and higher and further before she came for him. Another tiny noise escaped her lips and he loved to hear it. He wanted more of those noises and gently added a third finger to her dripping pussy. She hissed with need and her hips began to rock back and forth nearly as hard as possibly, as he fucked her, kissed her, loved her.

This time it was Nick who broke the kiss and whispered to her, “Come for me.” Hilary’s eyes grew wide at his words and she froze then as he fingered her harder and faster until abruptly, that orgasm she had been chasing washed through her body and she squealed as her hips moved against Nick’s fingers of their own accord at this point. She thrashed about in his grip and he watched her orgasm, smiling a deeply satisfied smile. Hilary collapsed back into Nick’s arms and smiled up at him. “Please tell you’re not done with me?” He laughed and kissed the woman he loved. “Hell, no darlin’. I’m gonna fuck you til you can’t see straight.”

Wicked Wednesday 263 – (Suggestions from the Back Seat)

Caroline grinned mischievously from the back seat of the car and leaned forward to look at Avery and Jeannie, her two best friends. “Hey guys, I have a crazy idea; feel free to say no if you want to. But I’m not sure you will. I know we’re all close and we have a history…well Jeannie and I do,” she paused to kiss Jeannie’s cheek gently before continuing, “and anyway I thought that maybe…maybe we could have a threesome?” She phrased that last bit as a question as her uncertainty began to show and she watch Avery and Jeannie look at one another across the front seat and began to stammer. “I…I…I mean it could be fun and stuff, but like…like I said feel free to tell me no and to shut up or whatever.”

Jeannie and Avery shared another look before Avery turned into a parking lot and put the car in park. “So, does this mean we should skip dinner?,” he queried. Jeannie shrugged and turned to Caroline. “Are you sure about this? You seem nervous.” “I’m sure that I want to do it, but bringing it up is a little scary. I don’t want to do anything to damage our friendship.” Avery smiled, “Asking questions isn’t a bad thing. Hell, I think it’s a good idea, but that’s because the idea of two beautiful women in bed with me is a huge turn on. And I know you two have been together in the past. Caro, should I be scared you’ll steal Jeannie away from me?,” he spoke teasingly. This time Caroline laughed. “I wouldn’t have a chance in hell. I’m not blind and I see how you two look at one another.” The last was said in a slightly wistful tone of voice.

Jeannie spoke again, “I think…I think this requires a more than just a chat in the car. Let’s go out to dinner first and we can discuss it while we eat.” Both Avery and Caroline agreed so they continued to dinner where they sat and hashed out ideas and boundaries and how everything would work out. Once they were all satisfied, the check was paid and they made for the car. “Hey Jeannie, ride in back with me?” Caroline grinned at her and wrapped an arm around her once girlfriend’s waist. “Maybe we can get a head start,” she said with a wink and Avery chided them, “Not fair, I wanted to watch.” “Oh you’ll get your chance, Darlin’.” Jeannie lead over to kiss him, still holding on to Caroline and the spark was quite lit by now. “Let’s get out of here, ladies.”

Caroline and Jeannie shared kisses on the drive home while Avery watched in the rear view mirror whenever he could sneak a peek. As they got closer to home to women became bolder and he could see flashes of skin as t-shirts were pulled up, so they could touch each other. Avery turned into the drive and opened the garage door where he parked the car and looked back at Jeannie and Caro. “Alright ladies, since you insisted on such a display, now it is my turn. I want you both to strip right here, right now. You can leave your clothes in the car and I’ll get them later.” The pair looked at one another and shrugged as they began to strip. Caroline was tall with honey blonde hair and brilliant blue eyes while Jeannie was her opposite, petite, dark eyed, and dark haired. They looked gorgeous standing side by side nude and both ready for more.

Avery kissed them both and the three of them immediately retired to the bedroom. While Avery undressed the ladies were all over one another again, touching and kissing and shooting lusty glances at each other and Avery. Things progressed quickly and soon all three of them were on the bed, exploring bodies, touching, kissing, caressing, and learning one another’s most intimate secrets.

Soon Avery and Jeannie had teamed up and were both teasing Caroline at the same time. Sucking and biting at her nipples, fingers tracing along her skin, until finally Jeannie couldn’t wait and she slid down the bed to lap at her friends dripping cunt. The taste was sweet and a little salty and Jeannie couldn’t get enough, burying her face between Caroline’s thighs. Avery continued kissing and touching Caro in other places and it wasn’t long before she was shuddering in an orgasm from the pair of them. Before she could totally relax the couple switched places and Jeannie kissed Caroline, letting her taste herself. She moaned into Jeannie’s mouth and bucked her hips again Avery’s face, wanting to come again already. Avery pulled away, and shifted position with a condom in hand. A moment later his cock was buried inside Caroline and she was moaning louder at the exquisite feelings she was having. Jeannie moved up and squirmed around until she was sitting on Caroline’s face and Caroline began to lick and suck at Jeannie’s wet pussy, moaning now and then and sending the vibrations up Jeannie’s spine. Jeannie rocked her hips with pleasure as Avery fucked his girlfriend’s best friend. The three of them were a sexy sight indeed as both Jeannie and Caroline orgasmed together. Avery pulled back and Jeannie fairly dove for his cock wanting it in her mouth while Caroline fingered her from behind.

The threesome fucked and sucked and switched places over and over. The ladies gave Avery a shared blowjob, where he took turns fucking their faces before jacking off on two pairs of gorgeous tits, which Caroline and Jeannie then licked clean before assuming a sixty-nine while Avery recovered from his first, but not last, orgasm of the evening. Watching the two women was erotic and it wasn’t long before he was ready to go again. He fucked Jeannie this time while Caroline rode her face to another explosive orgasm.

Late into the night they were all exhausted and sweaty and just plain done. Snuggling up in the bed, Caroline fell asleep between Avery and Jeannie, sincerely hoping this was te start of something wonderful.

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In case you missed last week’s Wicked Wednesday you can find it here.