The day before the company conference in Manchester, I found myself in Leanne’s office, supposedly to discuss work—but in reality, to flirt. We had been playing this game for months, exchanging subtle glances at work and teasing messages at home. I had always wanted to take things a step further, but I never quite had the nerve.
She was at her desk, typing away, her black roll-neck top hugging her slim figure. It emphasized the curve of her medium-sized breasts—maybe a B-cup, but they looked incredible. Her brunette hair, curled slightly at the ends, framed her delicate face. She was tucked into her desk, so I couldn’t see the rest of her outfit just yet.
We talked, our conversation eventually drifting to the upcoming conference and the evening drinks. Then she asked what I was planning to wear. I told her, and when I returned the question, she stood up.
That was when I saw the rest of her outfit—she wore a grey pleated mini skirt with black opaque tights, maybe 40 denier, showcasing her toned legs perfectly. Black pump heels completed the look. My eyes lingered. She noticed. Instead of shying away, she leaned back into her chair and slowly crossed her legs, giving me a teasing glimpse of her nyloned thighs.
A charged silence filled the room before she finally broke it. “Tomorrow, I’m wearing a short black sleeveless dress with peep-toe ankle heels,” she said. Then, after a pause, she added with a smirk, “Should I wear tights?”
I hesitated. If I answered too quickly, I’d confirm what she already suspected—that I had a thing for her legs in nylons. Trying to play it cool, I told her she’d look amazing in anything. Then, before my arousal became too obvious, I left for my next meeting.
At lunch, my phone buzzed.
It was Leanne.
She had sent a picture of the dress and asked again if she should wear tights.
This time, I replied, “Yes.”
Moments later, another message: I need to pick some up from the shops. I’ll be working late to make up for it.
Twenty minutes later, another message came in. It was a picture of her in the dress, now wearing black nylons. How does it look?
She looked breathtaking. I responded, “Looks great in the tights.”
Then, another message. This time, she lifted the hem of her dress slightly, revealing the top of sheer stockings and a suspender strap.
Not tights. Stockings.
My cock twitched at the sight. My mind raced with images of her in that outfit, in that very dress, wearing nothing underneath except those stockings.
I replied, Very sexy.
Her response was short. Thanks.
And then, silence.
For the next few hours, I kept glancing at my phone, waiting for another message. Nothing.
By 5 p.m., curiosity got the best of me. I walked past her office. She was on the phone but noticed me peeking in. She smiled.
Then, my phone buzzed again.
This Teams meeting is boring.
I smirked and replied, I could entertain you while you’re on the call.
Her next message made my heart pound.
What do you like sexually?
For the first time, our playful flirting had escalated into something more.
We exchanged messages, sharing fantasies and desires. When I mentioned I liked the idea of outdoor fun, her response was simple.
Okay. That sounds fun. Now?
I could hardly believe it. My fingers trembled as I typed back. Okay.
Meet me outside. I’ll follow you.
My car pulled into a secluded part of the parking lot, near an old abandoned factory. A few moments later, Leanne’s car pulled up beside mine. The engine shut off. The only sound was the click of her heels as she stepped out.
She walked toward me, the air thick with anticipation.
Without a word, we kissed. Her lips were soft and cool against mine, but her body was warm as she pressed against me. My cock was already straining against my pants, months of teasing finally coming to this moment.
We moved into the shadows, just around the corner of the building where the dim streetlight cast just enough glow to see each other.
She leaned against the wall, and I ran my hands over her pleated skirt. I slid them under the hem, moving up her tights, feeling the smooth nylon against my fingertips. She let out a soft moan, nipping at my bottom lip as I gripped her ass, pulling her closer.
She reached down, undoing my belt and jeans with practiced ease. Her cool fingers wrapped around my cock, stroking me gently before she dropped to her knees.
Her lips wrapped around my length, warm and wet, moving slowly at first, teasing. My breath hitched as she took me deeper, her tongue working me in a way that made my legs weak.
I groaned, pulling away before I lost control.
Leanne stood, her eyes filled with desire as I moved my hands to her front. My fingers pressed against the wetness of her tights, and that’s when I realized—she wasn’t wearing any panties.
I looked up at her, and she bit her lip, nodding.
I ripped the tights open at the crotch, just enough to expose her slick entrance. She gasped as my fingers slipped inside, her body shuddering against mine.
Leanne gentle gripped my cock, guiding me to her. I pressed her against the wall, lifted one of her legs, and slid into her in one slow, deep thrust. It felt amazing.
She gasped, her nails digging into my shoulders as I began to move, each thrust making her moan louder.
It wasn’t long before I was about to cum and my breathing was getting faster, “cum in me.”whispered Leanne and I released my cum deep into her. My legs shaking with excitement. She smiled and we kissed again. I slowing pulled out of her and we stood smiling at each other. My cock still rock solid and twitching of excitement. Leanne, skirt around her waist and tights ripped at the front. We straighten our clothes back up and headed back to the car. Stopping before we got in and kissed again. “I can’t wait for tomorrow night, oh and you owe me a pair of tights, these are ripped and I have you cum running down them” Leanne said smiling whilst getting into her car.
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