Awkward Anne

–=Awkward Anne – Chapter 1=–

Anne was just about to cum when she heard the basement door creak open.

With quick, calm motions practiced over years of concealing similar close calls; she removed her hand from her worn, plaid pajama pants

and casually placed it on her thigh in order to discreetly wipe away the glistening wetness that was coating her fingers.



The dark, glossy marks camouflaged well with the fabric’s pattern and were no more noticeable then any of the other myriad stains that preceded it. Thankfully the plush brown sofa she was sitting on faced the short basement stairway so she didn’t have to bother minimizing the porn video on her laptop she had been enjoying moments earlier and instead could concentrate on maintaining a disinterested facade.

She saw her brother Kevin’s face lean into the room from the upstairs hallway, bare chested with a fluffy white towel around

his waist.

“Hey Nerd, the shower’s free” He said

Anne pushed her thick glasses back up her aquiline nose and shrugged “Nah, I’m good.”

“Really?” Kevin replied with a raised eyebrow. “You haven’t showered all week, aren’t you getting a little ripe?” He leaned casually against the door jam and crossed his arms.

“It’s summer vacation, it’s not like I really need to be anywhere.” Anne tried to ignore the incessant throbbing of her clit. She had been edging towards an orgasm for the last two hours and could literally feel her pulse pounding away down there. She casually swept some long brown hair behind her ear and hoped that she was keeping the arousal she felt out of her voice even as she took in the sight of her older brother’s half-naked form.

He had developed well during his year away at University, he had always carried weight around his middle, which even now was hanging a little over his towel; but his chest, shoulders and arms seemed to have broadened with an appealing amount of muscle. Nothing like the ripped physiques of the two yaoi lovers she was still secretly watching fuck on her laptop, but the changes in his body still sent an unbidden shiver down her spine, causing her clit to buck slightly within the humid confines of her pajamas. Her eyes unconsciously drifted lower to the slight bulge in the front of his towel…

She wasn’t sure if Kevin had caught her ogling him, but he cleared his throat and stood back up. “Well just figured I’d let you know.” He said as he turned with an affectionate grin and walked down the hallway. It wasn’t until Anne heard the telltale creak of the stairs leading to their rooms that she was able to breathe normally again.

“What the hell was that?” Anne whispered to herself, she had never thought of Kevin that way in the past… they had always been close, but never anything out of the ordinary…it was probably just from her edging session…being that close to cumming for that long -has- to screw with your mind, right? She thought to herself.

Besides, despite the bit of extra weight he carried, Kevin wasn’t unattractive. He was well groomed, maintaining a clean shaven face, had neat nails and his well kept wavy red hair always looked both effortlessly and painstakingly styled. He owned multiple sets of glasses with frames to accent his chosen outfits which always perfectly complimented his kind face and expressive, blue eyes; during high school Kevin seemed to attract girls everyone thought were out of his league…

Anne closed the porn window on her laptop, setting the computer aside, and leaned back into the sofa cushions. She slid her hand down her slim hips and past the waistband of her pajamas, slowly gliding her slim fingers through her thick untrimmed bush. A flash of Kevin’s bare torso entered Anne’s mind and her heartbeat sped with anticipation. She recalled the casual, affectionate way he smiled at her when he left, as her fingers gathered more wetness from her aching pussy.

She imagined him walking slowly down the stairs, his eyes locked passionately on hers, crossing the small basement to stand, wearing nothing but a towel, in front of her. Anne closed her eyes tightly to make her mind’s theater more vivid; her middle finger rubbed in small, slippery circles on her throbbing clit as she imagined Kevin looking down at her on the sofa. She pictured the bulge at the front of his towel growing…gradually pushing the plush fabric taut against the form of his cock as he gazed down hungrily at Anne’s frantic masturbation.

“Show it to me” she whispered around soft moans, feeling her lost orgasm beginning to return in pulsing waves; the fantasy vision of Kevin smiled wider.

He rubbed a hand over his bulging cock and with deliberate, languid motions began to unwrap the folds of the towel to reveal a neatly trimmed patch of red pubic hair; Anne closed her eyes tighter as she mashed all four fingers against her hairy mound. Sloppy, wet noises issued forth from inside her plaid pants, increasing in tempo to match her quickening breath.

The imaginary form of her big brother lowered his towel revealing the beginnings of a thick, stiff cock; the pulsing of Anne’s orgasm coalesced into a final crescendo, like a dam ready to burst.

*thud thud thud*

The sound of heavy footfalls walking down the hall towards the basement door her brother had left open plucked Anne out of her reverie. The illusory picture of her brother shattered with the cold shock of panic. At the very edge of orgasm, Anne once again forced her hand out of the burning warmth of her pajamas just in time to see the gangling shape of her father enter the doorway.

“Hey Poodle,” Anne’s dad called her by her pet name, descending the stairs quickly on long legs and striding towards their large freezer.

Of course it was at that moment Anne finally came. She clenched her jaw and stifled the urge to cry out in pleasure as her pussy pulsed and clenched in orgasmic bliss. She felt hot torrents of squirting cum splash along her thighs to thoroughly soak the crotch of her dark, plaid pajama pants. Wave after wave of pent up sexual energy threatened to betray her in front of her unsuspecting father and despite her resolve a tiny squeak escape her tensed throat causing; her father to glace at her, stiff on the sofa.

“Did you say something sweetie?” Her Dad asked.

“uh…no…um…” She breathed deeply, desperately summoning her brain to work. “No, I just sneezed”

“Okay.” He looked closer at her through glasses as thick as hers. “Poodle, are you getting sick? You look a little flush.” His thin face soft with concern. “Let me see if you’re getting a fever.”

Anne’s Dad took a few steps towards where she sat. The strong scent of her unwashed pussy hung thick in the air around her and she knew if he got too close there’d be no way he wouldn’t figure out what had been going on.

“NO!” She snapped, sharply enough for him to stop in his tracks. “I…I’m feeling fine, it’s just a little dusty down here.” She rubbed at her nose to sell the point,

and felt a cold wetness on her face accompanied by the smell of her intimate juices and realized she hadn’t had the opportunity to dry her fingers before this whole episode. Every breath she took was mingled with her own scent preventing her from getting a good reading on how far the smell was spreading. She needed to get out of here, change her soaking pants and figure out a way to survive this embarrassment.

“Oh. Alright then.” Her Dad shrugged and turned back to rummage in the large freezer. “Since it’s nice out, I thought I’d whip up some hotdogs and burgers on the barbecue. How does that sound?” He asked. While her dad was bent over the freezer, Anne finally saw her opportunity to flee.

She gingerly stood up from the sofa on wobbly legs, grabbed her laptop and unsteadily quick-stepped across the room, her soaking wet pants slapping coldly against her thighs as she moved. When her foot hit the first step it let out a betraying creak, alerting her father to her escape. Standing out in the open, she whipped her laptop in front of her crotch to obscure the evidence of her intense climax.

Before he could say anything, Anne just smiled as innocently as she could manage with her current heart rate and said. “Yeah, barbecue sounds great. I’m just going to take a nap in my room until then. Ever since school ended I’ve kind of messed up my sleep schedule.”

She started to initiate a yawn and stretch to accompany her statement before realizing the movement would clearly reveal what she was so desperately trying to hide. Anne awkwardly aborted the movement and without meeting her father’s eyes darted up the stairs hoping that she was in the clear.

She froze in terror when her dad’s voice called up the stairs. “Hey Poodle?”

“Yeah Dad?” Anne’s body was tense as a spring.

“It’s just a thought, but you should probably think about hitting the shower soon.” he said in his light, non-judgmental tone. Even still, Anne could feel her brain’s desire to tear a hole in the fabric of reality where she could just crawl in, curl up and die. Did her father, the sweetest man in existence, figure out that she had been furiously masturbating up until the time that he reached the basement? That she had reached one of the most powerful orgasms of her life while they were in the same room? That said orgasm had been achieved at the thought of her own older brother? These thoughts filled her head and played in a neurotic loop until she reached the upstairs hall to her bedroom.

While the doors to her right, the bathroom and her father’s room, stood open to reveal their empty interiors; she was relieved to see that her brother’s door on the left side of the hall was closed and she could hear the thumping baseline of music playing inside. Finally thankful that something was going her way she quietly passed his door and scooted into the sanctuary of her bedroom at the end of the hall and shut the door behind herself.

Anne placed her laptop onto her rumpled bed and walked over to her dresser, finally able to change out of her uncomfortably soaked pyjama pants. She opened the drawer and pulled out a pair of loose-fitting black shorts, the only pair of clean bottoms that were left and tossed them onto her bed. Anne peeled the cold, wet pants down her legs, hung them from the handle of her closet door so they could dry out and retrieved a loose black Batman t-shirt to replace; the admittedly, somewhat pungent Captain America shirt she’d been wearing all week.

She tossed the Batman shirt onto her bed alongside with the loose shorts, pulled the baggy blue shirt she was wearing up over her head and discarded it on the over-filled hamper by the wall. Finally ready to heed her family’s suggestion to take a shower, she grabbed the bath towel from it’s hook behind her bedroom door,wrapped it around herself and stepped out into the hall. Thankfully Kevin was still in his room listening to music and when Anne stepped into the bathroom, she caught the scent of barbecue drifting in through the open window.

Anne removed her towel and laid it on the bathroom counter and standing stark naked in the bathroom, Anne turned to the mirror hanging above the sink a deep sigh escaped her as she examined what she saw.

Anne took after her gangling father. She was tall, between 5’11” and 5’9″ depending on the level of slouch in her thin shoulders. Behind her large glasses and her mother’s long, straight brown hair her face was plain and freckled, with high cheekbones, a weak chin and a slight over bite which caused her teeth to look a little too big for her mouth.

Her long body was similarly skinny; her breasts were nothing but small bumps topped with puffy light-pink nipples that only barely added a topographical change to her bony rib cage. Her abdomen was flat and straight, melding into narrow hips with a thick, untrimmed bush and flat butt. She was long limbed and fine boned, almost alien looking to her own eyes. Ugly, she thought; destined to die alone in an apartment with a dozen cats.

No wonder she was fantasizing about Kevin, she mused. He’s been the only age-appropriate man in her life who’s treated her with kindness and affection. Sure, she had a couple guy “friends” and dealings with other boys, but Kevin didn’t just want to obsessively nitpick fandoms and gaming. He wasn’t talking to her in an attempt to get closer to one of her prettier friends; he liked her for being her.