Ash gawped at his mother, incredulous as to what she had just said. He understood the basic premise of what had happened, but the reasoning she must have had absolutely baffled him.
“Why?! Why would you do that?!” He pleaded, voice light and desperate.
She shrugged, looking across at him with a raised eyebrow, chewing on a mouthful of her food. “I don’t see what the big deal is.. You agreed to help her?”
“I agreed to help her but I didn’t agree to that! Ugh.. You’ve no idea what you’ve done.” he said with a soft huff, looking down at his plate and spearing a piece of penne, taking a bite.
“No, I suppose I don’t.” She laughed airily and smiled cheerily as she ate, enjoying her ignorance on the matter.
Their neighbour, and his moms best friend, Laura, had recently entered the modern age by acquiring herself a laptop, and while this on it’s own didn’t present Ash with an issue, what his mom had offered most certainly did.
She had quite happily surrendered to Laura Ash’s mobile number so that if any tech related issues arose, she could text or call him for support.
Ash himself was a relatively geeky guy, ever since he could remember he had been bullied at school for his accurately perceived effeminacy. This status as a social outcast among the boys and his growing up in a budding world of technology had allowed him to slip quite happily into an introvert’s lifestyle, spending every second he could on his computer. In time he’d come to need glasses, which only served to frame and accentuate his already feminine features.
Things hadn’t been so bad since his move to college. While he still struggled to make male friends he fit in very well with the girls, a bunch of the popular sophomore crowd taking him under their wing, adoring him for his unintentional feminine charms. While to his disappointment none of them were interested in him like that, he had become one of the girls. Which certainly came with its bonuses.
For a start, he got to hang out with one of the colleges more popular girl squads, which had at least afforded him protection from those that would usually pick on a freshman like him. That and the sheer number of beautiful women willing and in fact, eager to spend time with him made his would be bullies somewhat jealous of him. If only they knew his situation. His life was the friend zone. They all loved him. Just not like that.
At eighteen now Ash couldn’t really say he’d ever had a real girlfriend. He’d certainly never been intimate with a girl. The limits of his real world experience being the various times he’d seen his friends in their pyjamas and underwear during sleepovers and after parties. It was something, but it left him sorely lacking companionship.
Ash blew air out between his lips and shook his head. “Whatever. It’s done now. Hopefully she knows the basics?” he asked, voice hopeful as he started to eat again.
His mother eyed him with no short amount of skepticism.
After he had eaten and helped to clear the table he made his way upstairs to his retreat, enjoying the familiar drone of his computer as it hummed into life, his screens alighting with cinematic images as it loaded up. It may not have been real, but the comfort he found in his games, internet and the online communities within gave him peace and satisfaction.
He had been sat at his PC for no more than ten minutes, just catching up with his subscriptions on YouTube when his phone buzzed. He didn’t think anything of it, guessing it was one of the girls in their Facebook group chat dropping a line or posting a link and scooped up his phone, unlocking it and peering at the dim screen.
“Hey is this Ash?”
He paused eying the message, glancing between the message and the video on his screen. He didn’t recognise the number, but a growing sense of dread gave him a clue as to who it would be.
“Hey, yeah, is this Laura?”
“Yes. My laptop won’t turn on.”
Ashley let out a groan and drooped his head. His worst nightmares realised, he glanced at the clock, it hadn’t even been fifteen minutes and already here he was. Tech support.
“Is it plugged in at the wall?”
On the bright side he might be able to get some funny screencaps from this, he could give a couple of his online friends a laugh. On the downside though there was a very real chance that this was his life now.
“That means it can connect to the internet wirelessly. It still needs to be plugged in to charge. It should have come with a plug.”
“Oh.” A long pause.
“Hey it worked! Thanks Xx”
He rolled his eyes dismissively and set his phone down, returning to his subscription feed. He had managed to get in a couple more videos without being interrupted but before long, his phone buzzed, again.
“It won’t connect to the internet.”
He should’ve seen this coming. He placed his face into the palms of his hands and despaired. Whose idea had it even been to get her a laptop anyway? Who had encouraged her?
“You have to go into network settings, find your network and connect to it.”
“I can’t find my network?”
“Who’s your ISP?”
He should’ve seen that one coming a mile off.
“Internet Service Provider, like Comcast or AT&T.”
“I don’t have one :-(”
Ash let out an audible sigh of frustration. He looked at the clock again. Twenty-five minutes since his mom had dropped the ball and dropped him into this hot mess.
“You can piggyback on ours until you get one. We have a good signal, you should be able to connect.”
He sent her over the network name and password, it took a little more explaining, retreading the same ground more than once, but she eventually seemed to get the idea.
“Thanks sweetie! Xx”
He shook his head again and set his phone down. It felt like it was going to be a long night.
To his pleasant surprise, his phone remained silent for the rest of the night. Maybe he’d gotten lucky and she’d figured out how to operate her new machine. Though that seemed highly unlikely. Maybe he’d gotten lucky and she’d given up on her whole affair with technology? Somehow he didn’t feel lucky.
His evening progressed at least with a semblance of normality. The next few times his phone buzzed, though he felt a pang of fear at checking the cause of the buzz, though thankfully, each time it turned out to just be one of his friends on facebook.
As the evening drew onto into night he let out a yawn, leaning back from his computer as the screens darkened and the noise of his computer, a background hum that he didn’t even register faded out leaving him in an eerie silence. He stood and stretched, making his way through to the bathroom to get himself ready for bed.
He stood in front of the mirror, staring with his half-lidded, tired emerald eyes at himself as he brushed his teeth, toothbrush grasped in his small graceful hands. His raven black hair was just shy of being long enough to be tied back into a ponytail, it fell around his undoubtedly feminine face with his delicate soft features, cute nose, small ears and his full lips, which were currently drawn back to display his perfect white teeth as he went through the practiced ritual of brushing them.
He was rather pale, all said, with the majority of the light he got being from his computer screens, but as much as it had bothered him, his friends had all insisted that they were, in fact, jealous of his flawless, fair skin it added to a sort of beautiful contrast between the lightness of his skin and the darkness of his hair.
He wore only his boxers, displaying the smooth form that his friends all envied in some small way. He was slight of build, with narrow shoulders sidling inwards to a slender waist before curving outwards at his shapely hips and long desirable legs.
Holding the toothbrush between his teeth he looked down at his legs, brushing his fingertips across them. He had thought that puberty would finally give him the edge of masculinity that had always evaded him in his early years, but his formative years had merely bestowed upon him few small tufts of hair above his cock and below his arms. His chest, back arms and legs remained smooth and hairless, another aspect to which his female friends expressed the unfairness of life.
He didn’t spend anytime pitying himself in the mirror, he had done that enough in his life already. While it was true he would’ve preferred a more masculine look, a lifetime in this body had driven him to lower his expectations and he had become content with the way he appeared. Hardly the pinnacle of self-confidence, but enough to get by on day to day.
Washing his toothbrush he set it down in a glass beside the sink and rinsed his mouth out, leaning over to spit it into the sink before standing and turning to make from the bathroom. He ran his hands through his soft hair, padding barefoot back to his room.
Cautiously, he checked his phone one last time but was relieved to find it mercifully void of requests for tech support. He settled down to relax, snuggling into the soft, welcoming embrace of his plush, familiar bed. He sighed comfortably, reaching out to plug his phone in for the night to charge, tucking it up beside him before letting the alluring hold of sleep take him.
The following day proceeded as so many before it had. He passed the day’s most difficult task, dragging his sorry butt out of bed and proceeded on autopilot through his practised, morning routine. Teeth. Wash. Clothes. Breakfast. Walk. College.
College was, as it usually was a quiet simple affair. He applied himself to his studies and spent his breaks in the company of whichever of his squad was around, chatting, laughing and generally just enjoying themselves. He found the giggles and smiles of his friends enchanting and captivating, which in its own way made him feel a little more lonely, as he knew his position with them would never pass beyond the boundaries he already felt.
He was just leaving his last class at the end of the day, heavy bag slung over one shoulder when his phone buzzed in his pocket. He expected it to be one of his friends, offering to meet up with him, or inviting him around to theirs, but the feeling was short-lived.
“Hi Ash, my internet was acting weird so I left my laptop with your mom, she said she would leave it on your desk to fix when you get in 🙂 Xx”
He stared at the writing on his screen in frustration, he didn’t really have any plans, but if he had this would’ve gotten in the way of them! It annoyed him. A small, minuscule part of him had begun to believe that he was in the clear, that his IT services wouldn’t be required. But more and more he was coming to realise this might just be his life now.
As he got in he shot his mom an irritated glance, shrugging off his college pack and grabbing a drink before making his way upstairs. He closed the door to his bedroom maybe a little harder than he intended, in an attempt to convey his annoyance with the whole situation.
Lo and behold as he looked towards his desk, PC dark and switched off, sat a laptop. It was a new looking model, not a gaming machine but a sleek, modest home laptop. Sighing, he popped the tab on his soda and took a slow sip, glaring at the machine as if to try and make it and the problems associated with it, vanish.
The sooner he fixed it and gave it back to her the better. From his experience so far, it would probably be a small issue regardless.
Sighing, resigned to his fate he sat down and opened up her laptop, pressing the power button as it hummed into life. He watched as it booted up, loading into the Windows screen without any password protection to stop him. It took a little long to load up, the startup seemingly slowed by something. After having to wait, sipping his soda, he clicked open the browser.
The browser, Internet Explorer, had maybe five toolbars sitting at the top, obscuring damn near half the screen, which was slowly loading in a website he hadn’t seen before, some third rate search engine which incurred half a dozen pop-up advertisements that choked the system.
Shaking his head, he got to work. He began fighting off the advertisements and installing a different browser, from which he then installed a number of programs to search for and remove the offending spy and malware as he worked to uninstall all the crap she had put on her PC.
As he waited for a scan to complete curiosity overcame him and he found himself wondering just what sort of websites she had visited to accrue such a high number of issues in such a small frame of time.
Idly, with his head resting lazily on one hand he opened up her internet browser and started to scroll through the list of websites and internet searches;
‘boy fuck; young white boy; white boy sex; teen boy sex; definition twink; black hair twink boy sucks cock; Teen twink green eyes glasses sucks cock.’
Ash found his mouth hanging open as he stared at the ever growing list of terms and phrases that slowly grew eerily closer and closer to a description of him sucking dick. He could see the progression of her thought process, delving deeper and deeper into a lewdness that, oddly, had male porn starlets closely resembling him servicing cocks, almost worshipping them.
He swallowed, his mouth going dry as he felt his cheeks burning a bright red at what he was reading. It had to be a coincidence, didn’t it? That she was searching for someone so akin to himself? And why in gay scenes? If she was interested in him at the very least it would make sense that she would be looking up some normal porn movies?
He wiped the history, opting to go with the time tried method of, ‘Nope. I’m going to pretend I never saw that and carry on with my life as if everything’s fine. This is fine.’ and finished cleaning her computer, adding a couple of programs to try and prevent her from downloading any more malicious programs.
It had taken close to an hour all told to get her computer clean and protected and despite himself he found his thoughts to be brimming with curiosity. Not to the porn she had consumed en masse, but to why she had been searching for boys like him.
Shaking his head he shut the laptop down and closed the lid. It was nothing. Composing himself with a final drink of his soda he tucked the laptop under one arm and walked downstairs. He found his mom in the livingroom, passing the late afternoon by watching some TV before dinner.
“I fixed her PC. She uh.. Did a real number on it.” he said, hand casually patting the laptop under his arm.
She looked up at him and smiled, appreciative. “I’m sure she’ll be grateful.. Though..” she paused, eying him with a tiny bit of guilt. She had brought this on him after all, “Maybe it should take until after dinner to fix? Maybe a couple more hours?”
He blinked at her and found himself smiling, nodding in agreement as he set the laptop down on the side. “Yeah, just a couple more hours to fix.” he said with just the hint of a smirk in his voice. A few hours of guaranteed peace without the worry of her contacting him for tech support? That was an idea he could get behind.
He spent the next hour or so helping his mom as they cooked a meal and ate it together, something they rarely did as he so often ate upstairs by his PC, but there was a documentary on the TV that caught his interest and he enjoyed watching it. But as they finished eating and the evening started to draw on he found his gaze returning to the laptop on the side.
He could probably say it took a couple more hours to fix again, go almost the entire night without returning it to her. But he knew how bad he felt when he had to go without the internet or his PC for a few hours and just had to hope the protection he had put in place would stop any further repeats.
As his mom started to clean up after dinner he explained to her that he would go and return the laptop to Laura, receiving a casual nod in response. He pulled on his shoes and tucked the laptop under his arm and glanced sidelong at his coat. It was quite chilly out, but she was only next door. He’d just have to be quick.
He stepped out into the twilight of the evening and made his way around the fence to his neighbours. To Lauras. He’d met her many times over the years as she often came to visit his mom for a talk and a catch-up. He would regularly come downstairs from a gaming session to find Laura and his mom sat around a table, splitting a bottle of red and talking. Had she been looking at him in any particular way? Sizing him up? Or were his memories just playing tricks now he had seen what he had?
Hesitant, he stepped up to her door and pressed the buzzer, pausing a little meekly as he waited for her to answer. He felt a little shy after what he had seen, a little awkward. But she wouldn’t know he would’ve seen it, how would she?
After several long moments he heard movement behind the door and adopted his most genuine of polite smiles, he heard the latch click and the door swung inwards. The expression on his face must have fallen away pretty quickly, judging from the way her expression shifted from curiosity to bemusement.
He stood there in jeans and a t-shirt, framing his slender body, laptop under one arm. Laura, however, stood in the doorway in nothing more than a silken pink gown that she had tied at the waist. It hung open slightly, the v-line essentially plunging down to her waist, allowing him to see the warm tanned skin of her chest and naval. She held a half empty wine glass delicately in one hand, her lips, curved up in a smirk, a deep cherry red.
“You fixed it?..” She asked quizzically after allowing him to stare for several long moments, her voice honied with the soft drawl of a faint Texan accent.
Ash tore his eyes away from the view offered to him, looking down towards the ground, his mouth opened and closed a few times, mumbling his answer.
“What was that sorry?..” she asked, leaning forward slightly as if to try and hear him, her gown slipping to the point where she almost revealed her chest entirely to him, her long golden hair falling about her shoulders.
“Yes, Miss Laura ma’am.” He stammered and blushed crimson at the stupidity of his own words, stumbling over them in a desperate attempt to present them to her. As if it were a shield he held the laptop out in front of him, towards her.
Her face lit up with an excited smile and she stepped forward to take it from him. Plucking it from his tense fingers and setting it on an end table just inside the door, the wine glass still precariously balanced in her delicate grip. “Thank you soooo much! Aren’t you just the sweetest little thing?”
She turned back to him and stepped closer, leaning down to pull him into her embrace with one arm, he could feel the heat of her skin against his body, felt every curve of her form through the thin silk as she clasped him, albeit briefly. As he pulled away she kissed him on the cheek, her alluring perfume hanging in the air around him like an aura of femininity.
He stared after her, unmoving, unsure what to say. She just smirked and winked, closing the door on him and leaving him alone in the cold, though he felt too, too hot.
He hurried back down her driveway towards his own home, hesitating outside to let the cold calm the flush on his cheeks, composing himself.
Feeling confident he didn’t look out of place he pushed open the door and stepped inside, he found his mom just across the room, turn and look to him, looking confused, then putting a hand to her mouth to stifle a very obvious laugh. “A-ah! I um.. I see she appreciated your efforts!”
Ash looked to her, trying to act relaxed. “What do you mean?..”
She let out a giggle and shook her head, going back to her work. “Nothing sweetie. Nothing.”
He bit his lip to stifle any response and swiftly made his way upstairs to the relative safety of his own room, letting out a relaxed sigh, glancing at his phone, still on his desk as if expecting it to buzz. To his relief, it remained silent.
The rest of the evening proceeded without incident, allowing him the opportunity to relax and unwind. To help him with this, he spent an hour on facetime with Veronica, one his friends. She seemed a little off, constantly trying to hide and stifle small laughs and giggles. He figured she must have been watching something funny on YouTube as they were speaking but he was uncertain.
Eventually, though he found himself yawning, a tiredness setting in and he made his excuses to Veronica, she waved, a bright and almost teasing smile on her lips as she shook her head, giggling again as she hung up the call.
He stretched his arms out as he made his way to the bathroom. As he entered, intending to step into the shower he spotted himself in the mirror.
The same slender teen looked back at him as had the night before. But planted on the soft skin of his cheek was a very vibrant and incredibly obvious lipstick mark, the colour a dark cherry and perfectly shaped like Laura’s luscious lips.
He stared at himself, humiliated and embarrassed, realising now what his mom and Veronica had been laughing about. Flushed with colour he rolled up a bunch of toilet roll and dampened it with water, started to dab and rub at the lipstick, but it only served to smear it around.
Biting his lip in concentration he opened up the bathroom cabinet and poked through the bottles until he found his mom’s makeup remover and some white cotton balls. He’d seen his friends use these often enough that embarrassingly he knew how to remove makeup. He added a drop of creamy fluid to the cotton ball and started to wipe gently at his face.
A coldness spread across the cheek that began to burn after a few moments, but to his relief, the makeup was starting to come off. He worked at the stain until finally, his skin was clear of her lipstick, albeit red where he had been rubbing.
Despite his humiliation, he saw no point in dwelling on it. His mom wouldn’t mention it and for all Veronica knew it had been a classmate who had left the mark, they wouldn’t suspect the cougar next door. He set about getting ready for bed, avoiding contact with his mom. For tonight at least the humiliation was a little fresh in his mind.
He showered, washed, dried and pulled on his boxers. He had a drink of cool water and brushed his teeth before heading off to the comforting embrace of his bed. He switched off the light and climbed under the covers, finally letting out a breath of relaxation and feeling the flush from his cheeks diminish. He could kind of see the funny side of it.
As he lay under his covers he bit his lips, his thoughts kept straying to the sight of Laura, at her door, on display to him. Not a young delicate little twig like his friends, but a full figured buxom woman.
He bit his lip and moved his hand down into his boxers, feeling his hand wrap around his hard cock, feeling it throb in his hands. He closed his eyes and started to work his own shaft, his mind filled with thoughts of her as he played with himself.
He writhed in his bed a little, hand moving up and down his cock as he thought of her, thought of her naked, of them together, she had certainly enraptured him. “A-ah… Laura..” he whispered to himself as he came, rather quickly, dirtying a sock with his small load as he relaxed back into the hot sheets, tossing the sock onto the floor and soon finding himself asleep.
He awoke in the morning to another pretty normal day. His everyday routine passed without incident, save for a smirk from his mom and some teasing from Veronica, though she seemed genuinely happy for him, her curiosity to discover who had kissed him was persistent and unashamed, but to her chagrin, he remained resolute in his secrecy.
He returned home to find his mom looking somewhat sheepish, holding out a very familiar laptop in front of her. “Um.. Laura said she thinks she accidentally deleted a bunch of important photos while sorting them and wondered if you could save them? She sounded very worried..”
He stared at the laptop incredulously. He hadn’t even been in the house for five minutes, he hadn’t even gotten his shoes off. “….Fine.” he said, taking the laptop, his voice conveying his annoyance and frustrations.
“..If you get them back maybe she’ll give you another thank you kiss?” She teased a little, trying to brighten his spirits.
He let out a soft little sigh but smiled to her. “Heh, yeah, maybe.” He tucked the laptop under one arm and kicked his shoes off, wandering upstairs. No messing around tonight. He’d see if he could recover them and get the laptop back to Laura within half an hour.
He set the laptop down on the still cleared space on his desk and opened it up, switching it on as he turned on his own PC, settling down in his chair and stretching his arms out above his head with a yawn, blinking a few times as he relaxed.
He watched as the laptop logged in, pleased to see his small array of security programs hum into life. His first port of call was ‘My pictures’ and to his surprise, it wasn’t full of photos of herself as he half expected, maybe half hoped, in that pink gown of hers..
He shook his head. She had probably just deleted them. He closed the folder and glanced about the desktop, the recycling bin had the telltale sign of having items in it and he found himself rolling his eyes. Of course. Where else.
He opened the recycling bin and felt his heart skip a beat. It was full of photos of herself. Without any pink gown however. Or, he noted, any kind of clothing at all.
Heart pounding in his chest he selected all the files and hit restore, fumbling at the mousepad to take him back to the photos, opening the first one he came across.
She was laid back on presumably her bed, her makeup applied to perfection, her hair styled, an arm under breasts lifting and presenting them, to the camera which she held in the other hand, lips pursed.
Picture after picture, pose after pose flooded his mind and before he knew it he had his cock in his hand, glancing between the pictures and the door as he worked himself up to a fervour as each picture flitted past. He was getting close, so close. A picture of her breasts. A picture of her ass. A picture of her cock. A picture of… What? What was that? He went onto the previous picture, his hand slowing.
She had a cock. And looking at it, it was nigh on twice the size of his. Not to mention twice as thick. The space around her cock was smooth and hairless, the erect length dominating the view of the camera, though the underside of her breasts and the bedding to the sides confirmed it to be her, no dick pics mixed in with her lovely lot.
He didn’t know what to think or what to do. He bit his lip, finding his cock still hard between his thighs, curiosity driving him onwards to the next image, then the next. Different shots now, different angles, some showing her gripping it at the base, some focusing on the tip and a drop of pre that had formed there.
He bit his lip, his hand back on his cock, getting close, oh so close. His phone buzzed! The sudden noise caused him to gasp in surprise, shoving his hardness back into his pants and looking in shock towards the door, expecting to find it open. He hesitated, it was closed. He looked confused for a moment before his thoughts caught up to him, his attention turning to his phone.
“Hey, have you had a chance to look at my laptop yet?”
He blushed crimson, the moment having passed he closed the laptop, feeling an odd mix of guilt and shame as to what he had almost came to. He wasn’t.. He wouldn’t..
“Yes, I’ll bring it back to you in a minute.”
“Did you like what you saw?”
He stared at what the message said. He couldn’t reply.
Again, he couldn’t reply, he was frozen in an instant.
“If you want to see more, I’m right next door.”
She had to be kidding.
He shuffled his feet anxiously, glancing down at his phone and her text message. If you want to see more, I’m right next door. He couldn’t even bring himself to reply to the text and yet his feet had carried him here to her, laptop under an arm. If I want to see more? Why would I want to see more of that?
He slipped his phone into his pocket, this was insane. What was he doing? He turned to leave, taking a couple of short steps away from the door, pausing when he heard it swing open behind him..
“Well, come in..” came her smoky voice, hungry.
He turned around to make his apologies but fell short, blushing brightly at what he saw. She was again wearing her pink silk robe, the only difference from the night previous was that is was untied at the waist and far more open. It ran down the outside of her breasts, her voluptuous bust on full display, peaked with dark nipples that stiffened visibly in the cool air. As his eyes trailed down her mature body he saw, in person, her very real cock, soft between her thighs.
She beckoned to him with a finger and a smirk, her beautiful face again highlighted by her flawlessly applied makeup and that cherry lipstick that had caused him so many issues.. He nodded and stepped inside, into the lair of the beast.
“I knew you would come…” she said softly, stepping up behind him and looping her arms around his willowy waist, embracing him. He could feel her breath on his neck as she kissed his bare skin there, the swell of her large, warm breasts pressing against his smooth back. “Put that silly laptop down..”
“I-I just wanted.. Just wanted to return this..” Ash stammered somewhat weakly as he set the laptop down on the small table just inside the door.
He moved his hands cautiously to hers, intending to pry them off him, but instead he squeezed a little as she bit gently at his neck. “A-ah.. Laura..”
“Mm.. I just love it when you say my name.. I can’t wait to hear you scream it..” she teased as she urged him forward, nudging her swelling cock into his ass to persuade him to move forward, her full hips swaying as she sauntered after him, not giving him a moment to reconsider what he’d given himself to and certainly not giving him a moment to change his mind or freak out.
Ash looked around, eyes wide with surprise, as she steered him into the bedroom, he got a chance to look around, the duvet on the bed was folded up neatly on the floor, just leaving a selection of pillows, the area lit by a series of red candles laid out in strategic places around the room.
“You.. You were waiting for me.. How did you know I would come?..” he asked, turning around again to look at her. She stood in the doorway, hands on the frame above her head, hips tilting in an attractive angle, her cock semi hard between her thighs and rising, pulsing softly.
“Mm.. Lucky guess?” she smirked a little and stepped forward, shoving his chest.
He let out a gasp and stumbled backwards, falling onto the bed with a surprised little squeak. His heart was hammering in his chest as he looked up at her, walking towards him, her cock poking out in front of her. “But that’s not the question you should be asking me, my darling boy..” her voice was edged by a teasing tone.
She straddled his waist, sitting atop him, her heavy full balls resting on his groin as her cock pointed up towards him, her fingers deftly moving to start sliding his shirt up his body, urging his arms over his head she could lift it off, kissing up his chest as it was revealed, her heavy full breasts dragging across his body.
“A-ah! Laura.. What.. What’s the question I should… Should ooh.. Ask?” he said softly between anxious little whimpers and moans, looking down and watching as she kissed his chest, pausing to nip at his sensitive nipples with her teeth.
“Mm..” She pulled his shirt off and cast it aside, leaning down, her breasts squishing against his chest wonderfully as she pressed her lips to his, sharing a warm intimate kiss, he could taste sweetness and red wine. “You should ask what I do for a living..” she tilted her head, her golden locks falling about his face as she leant in, teasing her tongue between his lips and indulging herself in a deeper, more sultry kiss, eagerly pressing her hard, thick shaft against his bare smooth stomach.
He whimpered into the kiss, writhing softly against her, but found his arms soon under her silken gown, rubbing her back, pulling her to him slightly, he couldn’t help himself, she was intoxicating. To be touched, to be kissed, to finally have someone who wanted him, lusted for him, he was helpless to that feeling of being wanted, needed. But what did her question have to do with anything, he turned his head to break the kiss, panting out softly as he felt her lips on his jaw and neck, her teeth teasing at his earlobe.
“W-what do you do for a living?..” he breathed out, unsure what it had to do with anything.
She leant up with a hand, taking his chin between thumb and forefinger and tilted his head so he was forced to look at her, her warm honied eyes staring down into his glorious emerald gaze. “Oh sweetness.. I’m an IT consultant..”
She watched the play of emotions across his beautiful feminine face, the initial confusion, the denial, then the beautiful wide-eyed realisation. He opened his mouth, likely to voice his surprise, but she just met him in another deep eager kiss, smothering him with her unbridled affection.
His mind was a haze of confused feelings as he tried to derive the full range of implications of what she had just revealed, feeling her body press down against his, her hands gripping his wrists and pinning them to the bed above his head, displaying her dominance. The whole IT thing had been a ruse? All intended to get him into bed? Had she done all of this to seduce him? He had never so much as had a girl kiss him. And now this beautiful woman had set her sights so fully on him, driven by lust and attraction, that she was barely containing herself from just ravishing him.
She was unique, different. But she wanted him, wanted him like no one ever had, may never will. He had imagined his first time would likely be a drunken awkward affair with whichever one of his skinny white friends had taken the most pity on him. He’d never imagined it would’ve been with a stunning, busty goddess, and on the receiving end no less. But that seemed a small price to pay if it meant he got to experience this nude intimacy, these hot kisses, this fluttery feeling in his chest.
Laura felt the shift in his demeanour, he had been uncertain, anxious, even a little fearful and tense. But she felt him relax into her, felt his tongue swirl around hers as his soft delicate hands slid down her sides and over her hips, gripping and squeezing her thick soft ass.
She gasped as she broke the kiss, “A-ah! Ooh.. Look at you.. So keen..” she grinned some and sat up, inching up his body so the thick tip of her hard, throbbing cock was presented before his lips. She laughed a little teasing him as she bopped it playfully against his plush soft lips, looking at the half-lidded expression on his gorgeous little face. “Mm.. Why don’t you show me just how keen you- ah!”
Laura had been just teasing, trying to get him to relax and not be so afraid of the weapon she wielded, she hadn’t anticipated him parting his lips and drawing the head of her cock into his lips, wrapping it in the warm, sweet perfection of his mouth.
She sensually bit her full lip and urged her hips back and forth slowly, each motion inching her further forward, keen to test just how eager he was as she slowly pressed herself deeper, deeper inside his inviting mouth.
She looked down at him, lips parted as she watched her thick cock slip between his lush lips, his eyes closed as he focused on pleasuring her, his tongue working around her tip, lavishing the underside as he pressed deeper, soft moans emanating from him as she sensually ground her hips against him, her hand reaching down into his trouser pocket..
He opened his eyes as he felt her hand briefly against his thigh and saw that she had taken his phone out of his pocket. He blushed as she held it up and the tiny light in the corner blinked red a few times, the slow movements of her hips never stopping as she moved to capture the first moments of him worshipping her cock. “I’m just giving you some pictures to jerk off to later after you’ve finished pleasuring me, sweetness..”
He blushed some and looked up at the camera, at least she was using his phone to document his new found talent for cock sucking and not her own. She wouldn’t be able to use the images or footage to blackmail him. He gagged, arching his back and squirming as she pushed just a little too deep.
He shut his eyes and focused on the experience of a cock sliding in and out of his lips, his tongue exploring every unique inch with its hard yet soft feeling, enjoying each bump, ridge and vein.
He let out a surprised little whine of protest as she pulled her cock free from his mouth, taking his glasses and setting them down with his phone and rolling over onto her back beside him, her head propped up by the pillows, her silk gown wide and revealing, “Keep going..”
He panted softly and swallowed down an excess of his spit and her pre, nodding a little as he rolled onto his stomach and crawled between the warmth of her parted legs. She looked down at him, her dark eyes twinkling in the candlelight as he nestled himself between her plush, bare thighs.
He wrapped his small fingers around the base of her throbbing cock, she didn’t need to urge him on, he was more than keen enough to lick up the length of her shaft to the slick, shining tip and took it into the wet hot embrace of his luxuriant mouth.
She tilted her head back against the pillows as her hands slid across her bedsheets, gripping and bunching them between her fingers as pleasure she hadn’t felt in years flowed through her form. Pleasure more intense than any self-derived handjob or pleasure sleeve. A real genuine boy, willingly sucking her cock.
He rolled his lips up and down the length of her shaft, letting out soft little eager moans with each bob, his lips gliding half the way down her shaft until the tip poked at the entrance to his tight enticing throat.
She rolled her hips, eager to press deeper, but reluctant to force and maybe hurt him, after all, she didn’t want this to be a one-time affair. If she got her way this would be a daily activity, one she could even invite some friends along to..
“Do you think you can.. Ah.. Take it into your throat?..” she asked, chewing on her dark cherry lip as she watched him engulf her cock, he arched his back, looking up at her with lustful emerald eyes and pressed himself down, she watched as he sucked her cock deep into his mouth, pressing against the entrance to his throat, so close!
He gagged and pulled his mouth up and off her cock, wincing as he panted softly shaking his head a little, “N-not without practising..” he said, his voice breathy, soft and light.
Not without practising.. They’d just have to get to work practising then, wouldn’t they? She could lay him on his back, tilt his head over the side and just slide her cock in down his-
“Maybe you could fuck me though?.. You know.. If you want..” he followed up.
Her train of thought derailed and she blinked, surprised for what she had just heard. She looked down at him, his eyes trusting as his soft girlish hand stroked her slick, spit coated cock. “..W-what?” she asked, suddenly finding herself on the back foot. Had he really just..?
He blushed crimson, it had taken him all his strength just to muster the words once. But as he looked up at her, her gorgeous, albeit mature figure filling his mind, a goddess of a woman, despite her throbbing ‘womanhood’, interested in him of all people. After years of loneliness despite his friendship circle, this wasn’t an opportunity he would dare let slip away.
“Fuck me.” He breathed again, finding more confidence in his mounting desperation to please her.
“It.. It’ll hurt?..” she said, not trying to dissuade him, just trying to make sure he knew what he was getting himself into.
He smirked, his full lips slightly puffy from his working her shaft turning up at the corners, “Well fuck me gently then?”
She stifled a little laugh and raised her hand to caress through his raven hair and across his smooth face. “Mm.. Maybe to begin with.. No promises..”
He started to move and she moved with him, he slid from between her thighs and she turned to push herself, sitting up on her knees and watching him, her slick cock standing out in front of her as he eagerly removed his pants and boxers, revealing the shapeliness of his hips and the enticing fullness of his ass, pale, soft and round, almost bubbly. She would have him on a squatting routine before long she knew.
He grabbed one of the many pillows and, blushing, lay across it so it propped his soft ass up, with his back arched it all served to enhance the effect, this young virgin teen offering himself to her without reservation. A woman could only resist so much.
Ash lay there, breathing hard as he struggled to relax, he wanted this, but that didn’t mean he wasn’t anxious or nervous. He heard her move on the bed, a wooden drawer opening and closing before he felt her move, straddling his bare thighs from behind, her hard wet cock resting on the globes of his cheeks, her large balls resting on his own, smaller sack.
She reached down with her hands and groped the softness of his ass cheeks, squeezing and toying with the warm pliable flesh, unable to help herself as she played with the cheeks, giving them a light spank and watching as the girlish cheek bounced, the light gasp her spank had caused music to her ears.
She moved her hands away and leant back, Ash pursed his lips in expectation, not sure what was coming next, eyes closed as he tried to mentally prepare himself. He felt her hand on one of his cheeks, pulling it to the side, half spreading him. He squeaked as a cold glob of fluid landed right on his little star.
She snickered a little and placed the tube of lube down, wrapping her fist around her cock and rubbing it against the lube and his asshole in turn, spreading it around the tip of her cock and the spot where it would soon be buried. “That’ll help make it go in easier.. You best find another pillow to bite.. I’m gonna start going in..”
She probably should’ve loosened him up with her fingers first, but she couldn’t wait, that and she was afraid that he would back out as he felt her fingers working him. Best to just get straight to the fun.
She let out a soft little purr of pleasure as she worked her lubed cock between his thick ass cheeks, watching as he grabbed another pillow and, adorably, cuddled up to it.
Leaning back she looked across to her desk, winking towards the tiny, blinking red light of a camera she had hidden on a shelf above her PC, hidden among some books. On the very realistic chance that this would be the one and only opportunity she would have with this boy, she wanted to make some memories that would last.
She placed her hand on his lower back, forcing him down as she gripped the middle of her cock hard, squeezing it as she guided the plump mushroom tip towards his virgin hole.
“Mmnn!” he groaned through the pillow clenched in his mouth as she applied more and more pressure, not enough to simply break the boy and force it inside, but enough that his tiny little hole would have to soon succumb to lubricant, gravity and her will.
“Shh hon.. Just relax.. It’ll go so much easier if you just relax..” she said, her voice heavy with lust as she continued to press, she could feel the head starting to open him up but he was squeezing down, resisting, and as good as that felt to her it would hurt him all the more.
She backed up some, trying to prompt him to relax. He panted hard into the pillow, his smooth back starting to glisten with sweat. He could hear and feel the urgency in her, the need to be inside him, but at the same time he could make out the concern, she didn’t want to hurt him, the opposite in fact, she wanted this to be good for him too.
He steadied his breathing and squirmed a little, calming himself, relaxing, stopping himself from instinctively clenching against the would-be invader. He nodded a little, swallowing.
She couldn’t help but feel a little proud of him, working so hard to take her, not backing out. She proceeded again, slow but steady, feeling his ass start to accept her, take her. Gods he was tight. She’d never felt anything like this before in all her years.
She watched as his hands bunched into the sheets in much the same way hers had done, though not out of pleasure, out of pain. She could see the discomfort from the slow penetration building up inside him, could feel his back arching downwards as he tried to pull away from her, his legs curling so the heels of his feet rested on her ass. He seemed as if he were about to back out of it.
She bit her lip feeling genuinely bad for this, “S-sorry..” she panted, then jerked her hips forward. The tip of her cock sank into the tight embrace of his lubed little hole, the tight ring of his stretched ass settling around the head of her womanhood, holding it.
He cried out into the pillow in pain as a sharp stabbing agony lanced through him, had she just forced her entire cock into him!? She had promised she would go slow!
She leant over, leaving the tip of her cock in the writhings boys ass she pressed her full soft breasts into his back, her curvy body pinning his slight frame as she lay atop him, letting his ass acclimatise to being spread open by her dick.
“Shh, it’s okay.. I’m sorry.. So sorry.. But it’s over and done with now.. That was the worst of it.. My tip is inside you.. Oh fuck it feels so good.. You feel so good around me..” she whispered into his ear between soft kisses against his cheek and lobe, letting him feel the comforting weight of her breasts against him.
That was just the tip of her cock? What had he gotten himself into? He felt himself start to panic and controlled himself, it had hurt, but the pain was less now, it was still there, but it was more of a dull throb than the stabbing that had run through him. Maybe she was right? Maybe it had been better to get it over with in an instant than to draw out the pain. And he was making her feel good. He was pleasuring a woman!! Sure it wasn’t exactly how his fantasies had played out in his mind but her breathy moans of pleasure spurred him on, made him want to make her feel ever better. And he knew he could. All he had to do was not give in. Not give up.
She watched the play of emotions across his face anxiously, if he told her to get off him she would, but he hadn’t yet, she watched as the hurt and vexation played across his face, a few tear drops forming at the corners of his squeezed shut eyes, his perfect white teeth chewing at his plush bottom lip.
“K-keep going..” He whispered, to her relief and delight.
She remained bent over him, one hand resting on his hip, the other propping her up as she started to slowly urge her hips forward. She pressed into him easier now, she hadn’t been lying, that had been the worst of it, but he was now in store for an entirely new range of sensations.
He felt himself begin to fill up and spread as entirely new, feelings washed through his body, his little ring was on fire as it struggled to accommodate the girth of his new lover, but it wasn’t unbearable as he felt her sink into him, impossibly big, impossibly filling.
“H-half way..” she declared, eliciting a whimper from the boy. The walls of his ass clung incredibly tight to her girl cock as she fed it into him, the pleasure rolling through her body in waves of bliss.
The boy so far had only whimpered groaned and squeaked in pain. She knew this first time would be rough for him, but she wanted it to be good for him too. She paused, half her length buried inside her new boy toy and started to draw her cock back out until only the tip remained in him.
As the huge invading member started to pull from him he felt something pulse under the layer of pain, something new, he could barely feel it but it was there. “A-ah!”
She grinned, that was what she had wanted to hear. That hadn’t been a pained little whimper, that had been an iota of pleasure.. She started to rock her hips forwards and backwards, pushing in and out of him, in slow gyrating movements, the way his tight little hole hugged her and seemed to suck her back in with each pull outwards had her eyes rolling back as she moaned with her smoky voice into his ear, which only served to make him more and more eager.
As she started to fuck him in a slow loving pace, their breathing matched, each push in drawing a low needy moan from her throat, each pull out resulting in a soft little feminine trill of pleasure.
Her breasts pressed into his back as she made love to him, but as amazing as it felt, she wanted more. She started to put more and more pressure into her forward rocks, gently but persistently persuading his little love hole to swallow up more of her needy shaft.
“A-ah.. You’re so fucking tight.. So good.. I’m ah.. I’m never going to let you… Ah.. Go!” with a gasp and a final exertion of pressure the last few inches of her throbbing girl cock sank into him, her pelvis pressing against the soft doughiness of his ass as she finally filled him. She was in absolute heaven as she moaned longingly into his ear.
He was in absolute bliss, the pain while ever present was secondary now to the pleasure that blossomed through his body, her moans, her movements, her breasts pressed against his back all served to electrify him. His cock throbbed between his body and pillows, her movements had him grinding his smaller but just as hard length into her silky pillow, leaving a messy stain of pre as she made love to him.
She swallowed and pushed herself up back to where she had been, straddling his body and looking down his back, from his narrow shoulders to his slender waist and gorgeously flaring hips to his perfect fuckable ass, instead of seeing her cock nestled between his cheeks like a hotdog in a bun as she had before, now all she saw was an inch or so of her pole, the rest surrounded by his hot squeezing body.
She placed her hands on his cheeks, parting them as she kneaded the soft cheeks under her fingers and watched, hypnotised by the view as she started to roll her hips backwards and forwards, in rhythm to a slow beat only she could hear, each movement in pushing his breath out in girly moans of pleasure as she finally slaked her lust on the object of her desires.
He could swear he could feel each bump and vein on her rigid cock as it slid in and out of his young tender body, claiming him as her own while stripping him of his virginity. He moaned openly, without shame or shyness as he felt his body rock, pushed forward slightly with each roll of her hips, the sounds of their moans filling the room.
He looked over his shoulder at her, watching at her full breasts swaying with each push of her hips into him, he caught her eye and their gazes locked in an intimate moment, he felt the blush dominating his cheeks as he spoke, “D-did I say fuck me gently?.. I take it back…”
She hesitated, looking down at him. This boy wasn’t just taking it, he was living it, what sort of host would she be if she didn’t see to the needs of her guests? She swallowed and nodded, smirking at him.
He turned his head back to bite at the pillow and felt her hands slide up over his rear, pressing into his lower back and pinning him into place as she geared up to up her tempo, moving her knees back to give her better grip and leverage. He reached back with his hands, sinking the delicate fingertips of his small hands into the plushness of his ass, spreading it for her.
Without hesitation she started to withdraw her cock from the addiction that was his ass only to press it back in again, her tempo starting slow, but quickly picking up pace.
Before she knew it their slow gentle love making was a distant thing of the past. She was fucking him now, the symphony of the room switching from their former slow moans and pants into more heated, desperate gasps and whimpers, the sounds of their hot bodies clapping as they met, again and again, her entire length driving into him.
He lay under her, helpless to the strength her thrusts and loving every second of it, his tiny little repurposed pucker on fire as she pounded into him, the bed creaking under the force of her continued thrusts, their skin slick with sweat.
“A-ah! Ash! Oh my fucking god never in my wildest dreams did I imagine this.. You’re so fucking perfect..” she moaned looking down at him, watching his thick ass ripple each time she slammed into him, his hole milking her cock. But she wanted yet more still.
He let out a whine of upset as she pulled herself from him fully, her cock sticking out in front of her, bobbing up and down as blood pulsed through it, looking over his shoulder at her, his beautiful emerald gaze looking at her with clear upset, “W-why did you stop?..”
Laura blushed a little and bit her lip. “..Roll onto your back.. I want to watch you..”
He blushed too, his expression lightening from concern that she might’ve backed out to excitement for more to come. He rolled over onto his back, parting his thighs for her like an eager girl.
She grinned as she slid between his thighs, rubbing the length of her slick shaft against the smaller, hard length of Ash’s cock resting against his stomach. “Glad to see you’re enjoying this as much as I am sugar..”
Her hand moved down to grip the root of her cock, guiding it once more to his waiting hole and pressing herself inside, gasping as she sank to the hilt in one long thrust.
He wrapped his legs around her waist, crossing his ankles behind her to hold her to him, moving his hands to caress up her sides, cupping, weighing and squeezing her heavy breasts with his feminine hands. The overwhelming intimacy and lust driving them both onwards for more.
She lay atop him, eyes locking with his as she was quick to pick up where she had left off, no slow build into the hard pounding thrusts that dominated and controlled both of their actions.
Panting he stared up at her, his hair splayed out on the bed as he gazed into her dark eyes, watching the lust and hunger, feeling her devour him in the most sexual of ways.
She loved everything about him, those girly noises, the way his virgin anxiety had melted away into that of a young teen nymph, but most of all she loved his eyes. The lustful gaze, the glistening gemstone emerald.
She could feel herself reaching her peak, every nerve in her body electrified with pleasure from this delicious boy beneath her, his hole working her thick cock, her heavy balls slapping against his cheeks, her full breasts bouncing with each push and pull.
“A-ah.. I’m going to cum!” she panted out as she felt the rising inside her, the wave cresting. “Y-you.. You should..”
He tightened his grip on her waist with her legs, his small delicate arms reaching around to hold at her back, dragging her down into a heated kiss, his cock trapped between their bodies, twitching, cumming. His own pleasure peaking before hers from the constant pressure and the sheer overwhelming lust for her, his seed spreading between their joined bodies, a sticky hot mess joining them together.
She came in unison, his climax causing him to involuntarily squeeze and milk her cock, each jet of his cum between their uniquely feminine bodies matched by a much heavier pulse of her own deep within him, filling him with her hot potent girl cum.
Laura gasped desperately into their kiss, body overcome with pleasure as she collapsed onto him, clasping him in her grip, kissing him like her life depended on it, her tongue driving deep into his mouth as her steely length throbbed and pulsed, depositing every drop she had inside of him, where it belonged.
His legs slid from her sides, exhausted, a little sore and completely satisfied. Introduced to a new way of life, one he’d never considered, full of love and intimacy. One in which someone lusted for him.
“W…What now..” he breathed out softly, unsure where things went from here, where they could possibly go, with her wilting cock inside him, his own cum between them.
She let out a soft chuckle and pushed herself just far enough up to look into his eyes, her own glistening mischievously as they bathed in the afterglow of sex. “Mm.. I have a niece.. Who’s just about your age.. And single.. Maybe I should lend her my laptop..”
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