Jessie's Pantyhose
Link to Jessie’s Pantyhose Audiobook Version
Jessica was the kind of woman every single guy at the office fantasized about. She was drop-dead gorgeous, with her silky blonde hair, bright green eyes, and fantastic body.
But to Thomas, what fascinated him the most about the stunning secretary was her long, shapely legs.
She loved wearing skirts and dresses, which meant he could always take a nice look at them. And to make things better, the office he worked at had a strict no-bare-legs policy.
So unless female employees were wearing pants, they absolutely had no other choice but to carry pantyhoses underneath their skirts.
And oh, Jessica had so many to choose from that it seemed like Thomas’ wet dreams all came true the instant she stepped into the office.
Jessie had sheer pantyhoses, and when she was wearing them, he sometimes had to look extra hard to make sure there was indeed a thin layer of fabric between her amazing legs and the rest of the world. Then were her opaque models, and she looked so sexy, so professional in those. Black ones were his absolute favorite, making her legs look so stylish and slimmed up.
She was a fashion-oriented gal, so of course, Jessie also owned a few toeless ones, so she could wear them with open-toe high heels and still look her best. Fuck, she was so hot whenever she waltzed into the office, looking so confident like nothing could stop her. She looked gorgeous in high heels.
There were several designs and textures, such as fish netting and tiny vines, which drove him absolutely wild with desire.
And then, when she was feeling particularly frisky, or at least that was what Thomas imagined went on in her mind, Jessica actually sauntered in with a short, sexy little black skirt and a pair of drop-dead-gorgeous thigh-high stockings. On those days, he did everything in his power to get little peek-a-boos because how on earth was he supposed to deal with temptation?
He wanted to have her so badly, but then again, every other coworker felt the same way about her. How could they not?
Jesse was stunning, sexy, and those pantyhoses called to him, like beacons guiding Thomas toward shore while he was lost in the sea.
Every single day, he walked past her desk, and whenever he was fortunate enough to find her standing, he’d take a few seconds to just stare at those long legs. Oh, those legs. He had dreamed about them more times than he could count.
Thomas wasn’t sure if she realized he was staring or if she was completely clueless. Whatever the case, it always took the gorgeous blonde a few extra seconds to look up, a smile on her full, pink lips.
“Hi there, Thomas!” She had that sweet tone in her voice. Always friendly, always welcoming. And whenever she uttered his name, he melted just a bit further.
“Hi, Jessie. You look gorgeous today.” He’d invariably praise her, and she’s sometimes, only sometimes, twirl around for him. Her skirt would raise a few inches when she did so, and he’d get to see if she was wearing a pantyhose or a pair of stockings. Inwardly, he had his bets already set up, and most of the time, he got it right.
“Thank you!” She’d say, and then, taking a last long look at those gorgeous, pantyhose-wrapped legs, he’d walk away, still seeing them in his mind.
Every day that little routine seemed to repeat itself. From time to time, she’d walk up and down the long office corridors, taking files here and there. Then he’d get an extra instant in paradise, but that was about it.
They didn’t really share lunch together, and though they were on a friendly basis, they weren’t really friends per se.
Then again, as beautiful and charming as she was, Jessie didn’t seem to have friends in the office at all. Perhaps it was because, though she was always smiling, she wasn’t particularly talkative. Or maybe it was the fact that every guy in the building clearly wanted to do her, so she didn’t much feel like being around that more than necessary.
Other women in the office didn’t like her, that much was clear, and Thomas could easily guess why that was. She was head and shoulders the most stunning one among them, and she effortlessly got all the stares no matter where she went.
Sure, that might have sounded sexist, but it was just the way it seemed to be.
So Thomas was indeed surprised when one day, out of the blue, Jessie rushed to his office, taking tiny, swift steps, looking behind her, and tugging at her little black skirt.
Closing the door behind her, she looked outside for just an instant before turning around to face Thomas, who stared back, baffled.
“Uh, hi, I have a problem,” She whispered, blushing from head to toes. He stood up and nodded, trying to think what she possibly could be going through and why she had chosen him to help.
“Oh, ok? How can I help, Jessie?”
“Well, it’s kind of embarrassing.” She replied, fidgeting softly and clearly hesitating for the longest moment. He couldn’t help but roll his gaze down her body and onto her gorgeous, long legs. There seemed to be something wrong about her pantyhose, but he couldn’t quite pinpoint what it was, not from the front.
She sighed and turned to the side, showing him the side of her long, gorgeous legs. She slipped her pale hand away from the fabric. That was when he realized the pantyhose was badly run, and it was getting increasingly worse.
“Is it too noticeable?” She asked, clearly mortified, her cheeks oh so blushed, her eyes wide open. He coughed uncomfortably, wanting so badly to move forward and use the running as an excuse to brush her fingertips over her long, silky thigh.
“Well… I’m sorry, but it is. It’s completely ruined.” I replied, shrugging lightly, and she sighs dramatically. She clearly didn’t get the reply she wanted.
“Oh, no! And I don’t have any to spare! I don’t know what I’m going to do; it’s not like I can go back home!” She whimpered softly. Her eyes meet my own, and she finally explains why she came to me for help. “I notice you staring at my pantyhoses every morning, so I bet that if someone could help me, it was you.”
It was Thomas’s time to blush profusely, attempting, and failing to, mumble an apology. She didn’t seem annoyed or angry, but at the same time, she just basically threw it on his face that she knows he’s a complete pervert.
“I’m sorry, Jessie, I didn’t mean to make you feel uncomfortable. It’s just that your legs are so gorgeous, and your stocking… I can’t help myself.” He mumbled, staring away from her, not sure what she’d tell him next.
Much to his surprise, she giggled and moved closer. The gorgeous blonde rested her hand on her shoulder, and only then did he dare stare up into her big blue eyes. She smiled so brightly, so sweetly. God, she was so stunningly beautiful.
“I don’t mind, Thomas. I love pantyhose and stockings myself. I don’t know how many I have at home, honestly. Some women have a fascination with shoes; I have one with these,” She replied, rushing her fingertips over the soft fabric covering her long, sexy legs.
He was stunned to hear this confession, and truth be told, Thomas felt himself grow erect just staring at her. God, could this woman get any more perfect?
“Well, they suit you fine,” He coughs softly, smiling sheepishly.
“Look, I can’t leave my desk till midday, the boss has a big meeting coming up, and I have to keep an eye on the phones. But I can’t go around looking like this! If you help me, I promise I’ll make it up to you!” She pleaded, taking his hands in hers and staring into his eyes with those gorgeous blue orbs.
“Anything you want,” He replied all too earnestly. Moments later, he found himself leaving the office and getting in his car. Thomas headed over to the nearby mall, unable to believe he was really going to purchase a pair of pantyhoses for the gorgeous Jessie.
“Choose whichever you think will fit me better. You clearly know your stuff,” She told him just before he left. He was so aroused by the thought alone, imagining her wearing something he had chosen for her.
The store was one of the places he loved walking into simply to observe the different undergarments and imagine the women he fancied wearing them. Now, knowing that Jessie, with her amazing legs and her incredible beauty, would be rolling anything he chose up her thighs got him all hot and bothered.
It took him almost half an hour to select a pair of milky white stockings, gorgeous in every way. So soft, so enticing. They would look incredible on her. He almost wanted to plead with her to let him watch as she put them on.
He paid for them and returned to the office. The instant he stepped in the door, Jessie’s face lit up and she stood up, adjusting her body so people inside the office couldn’t see the accident she had earlier that morning.
“Oh, thank god you’re back! I have a few minutes to spare, come with me!” She said, holding his hand and guiding him to the women’s bathroom.
She locked the door behind them, making sure no one saw them slip inside. It was a gorgeous little room. Since most workers were men, the women’s toilet didn’t have stalls. Instead, it was a single bathroom, like the one you could have in your own house.
“Thank you so much! You saved my life!” She squealed, grabbing the package he offered her. She examined his choice for an instant, and eventually nodded in approval. “You have such great taste.”
“Thanks,” He replied, grinning softly, and unable to hide his massive erection. Why had she dragged him in here? Was she going to show him how she changed into the new pair?
Much to his surprise, she was about to offer something far kinkier.
“I know you love my legs,” She cooed sensually, giving him a playful little grin. “I see the way you stare.”
She clearly wasn’t mad, so Thomas didn’t apologize. He simply nodded, staring down at the torn pantyhose wrapped around her perfect, long legs.
“Yes, they’re amazing.” His gaze rolled up until he met her bright blue eyes. “You are amazing.”
“Before I take them off…” She purred hotly, leaning even closer. “Since I’m going to have to throw them away anyway. Do you want to jerk off on them? I love to see a guy’s cum roll down my legs over a thick pair of pantyhoses.”
He stared her way wide-eyed, trying to make sure he heard right. Could she possibly be offering something like that for real? Thomas had dreamed about a situation like this so many times in the past, and now it was finally happening in real life!
“Seriously?” He asked, his cock throbbing underneath his pants. She nodded, smirking sensually, running her fingertips over her soft, enticing pantyhose, sticking a finger where it had gotten a run.
“Oh, yes. So… Do you want to do it?” She asked, almost cooing his way. He immediately nodded, not hesitating for an instant. How could he, when this was quite literally a dream come true?.
He unzipped his pants and fished his cock out. It was fully erect, and Jessie stared down at it, a sensual little grin dancing on her full lips.
“Mmm… It’s as big as I had pictured it,” She teased him, and Thomas didn’t waste another instant. He began jerking off hard, stepping closer so that the bulbous tip of his cock brushed against her pantyhose. The fabric soon got sticky. He could feel the softness of her gorgeous dark pantyhoses and the milky whiteness of her skin underneath it.
She didn’t just stand there, but rather moved her free leg forward, caressing his body teasingly. Even over his pants, he could feel it, the mesh of her gorgeous tights rolling up and down so sensually.
“Fuck, you’re so hot, Jessie,” He grunted as he kept on fucking his cock with his own hand, brushing his erection all over her pantyhose. It felt just as good as he had imagined it would, and the more he rushed his hand up and down his girth, the closer he got to actually fulfilling the dream of cumming all over that soft, silky fabric.
“Mmm, just like that. Don’t stop…” She whispered hotly, starting to rub his cock with the leg he was pressed against. She was a naughty secretary, the kind that Thomas was sure only existed in his daydreams. “Do you like it, huh? Tell me how much you like it”
“It’s amazing, Jessie. I’ve been waiting for this moment for so long! It feels so hot, so soft. You have gorgeous legs, and the way they look in all your pantyhose, fuck, it drives me crazy!” He grunted, jerking off so hard his balls bounced every few seconds.
She leaned in and kissed him passionately, her tongue sliding into his mouth as he continued to rub his cock all over her thigh. They didn’t slip away from each other’s lips until they were utterly breathless.
Thomas was so close to cumming, and that was when Jessie uttered the words that pushed him over the edge.
“You could come over one day and see my whole collection. I think I must have over 40 or 50 different models,” She cooed sensually, knowing by then that the idea alone would drive him insane with desire.
That was when Thomas grunted hard, his cum spreading all over the silky fabric of her perfect pantyhose. He could see several drops roll down, down, down, reaching her ankle, staining it so wonderfully. To him, Jessie had never looked quite that beautiful.
“Oh, that felt nice,” She purred hotly, placing her hand over the main puddle of cum and spreading it all over the mesh, staining both the fabric and her thigh underneath. “So warm, so thick.”
She moved one finger over to her lips and sucked it playfully, winking at her coworker. Thomas was in heaven, his balls still tensed, his cock still throbbing so wonderfully. He had never cum quite that hard before.
He had made a complete mess off her pantyhose, and Jessie seemed to love every second of it. Instead of removing it immediately, she modeled them for him for a few instants, showing off how his cock stained more and more as seconds slid by.
Eventually, though, bending at the hips, she pulled the pantyhose down, one leg at a time, rolling it tantalizingly slowly. Her bright blue eyes were stuck on his expression, watching him react, and seemingly loving every second of it.
Once she stood there, legs completely bare, she sensually cooed:
“Would you mind helping me put my new pair on?”
Thomas readily agreed, and Jessie sat down on the closed toilet, offering her right leg toward him. He ran his fingers up and down her perfect leg, loving the way she hummed with arousal.
Then, grabbing the new pair of clean pantyhose, he pressed the tip of her toes into the middle of the rolled-up sleeve. Inch by inch, he began rolling it up, pressing down with his thumb and index, enjoying every instant of it.
Her skin was so soft, but with the thighs on, they looked even better, even hotter. He repeated the motion with her left leg, and then Jesse stood up so he could adjust them to her hips, breathing heavily as she stared at him.
“That felt amazing,” She cooed, and he nodded in agreement.
“Your legs are incredible, Jessie,” he grunted, feeling his cock beginning to grow erect once more. She noticed this fact and raised her brow sharply, smiling seductively at her older coworker.
“Why don’t you come home tomorrow after our shift is over? I’m sure you’d love stepping into my closet and telling me what to wear next.” She purred.
Thomas knew he wasn’t wrong about Jessie. There was something special about her. And he was dying to get to know just how far her depravity truly went.
“I’d love that,” He assured her, and after kissing one last time, they stealthily stepped out of the bathroom. This was the beginning of a wonderful adventure; Thomas had no doubt about it.
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