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Spontaneous Chat Room Meet (all true)
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By (user no longer on site) OP
over a year ago
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So this is my first (and completely true) story.. Bear with me.
Back in the sandy mists of time, a time where there was no tinder or fab, and when friends reunited ruled the internet, I had a serious addiction to chat rooms. Or to be more precise, chatting sex with strangers.
I was a student at uni, in a failing long distance relationship and I was utterly frustrated. Chatting to a similarly horny lady on the other end of msn messenger (remember that?) just about kept me faithful. Just about.
One night, I got chatting to an older lady. She was in her late thirties, divorced, successful in her field and flirty as hell. She also lived half an hour away.
When she asked that question "so what brings you here?", I couldn't help but be honest and told her all about my situation.
There was a pause as I waited for a reply, then a message popped up.
"Lucky for you, I like fucking horny younger guys..."
To be continued, if anyone's interested!
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By (user no longer on site)
over a year ago
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Yes please looking forward to this! It's a fantasy of mine to have sex with an older lady so if anyone reading this likes younger guys (I'm 28) then message me |
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By (user no longer on site) OP
over a year ago
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I have to be honest, I gulped. Her message was beyond flirty, it was a blatant come on. I could feel my cock hardening in my jeans straight away and my mouth went a little dry.
I typed back that it must be my lucky evening.. As if I had sexually confident older women coming on to me all the time... I didn't.
The next thing a face photo came up. Wow. Long curly blonde and brown hair, smiling, tanned face in a white work blouse.
I sent back a photo of myself.. Similarly innocent.
An instant reply..."Mmmm.. If you're not getting any, it's such a waste"
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By (user no longer on site) OP
over a year ago
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Another message came through..
"Do you drive?"
I replied yes, doing my best to sound in control and not give away the fact was cock was literally bursting out of my jeans. This was moving fast but it felt genuine and I couldn't keep my eyes off her photo, imagining the rest of her body, thinking of what she was wearing under that work blouse and then..
Another photo came up. Her sitting at a desk, in white blouse, black skirt and heels, smiling to the camera with a pen suggestively between her lips and that blouse undone to her waist.. The curve of her large breasts spilling out of a lacy black bra. I almost came straight away..
"Fancy a coffee? I'm free tonight...." |
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By (user no longer on site) OP
over a year ago
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Of course I was free tonight. We arranged to meet in a little coffee shop and I dashed into the shower. I couldn't resist stroking and teasing my cock a little.. I was so damn hard.. But I was just teasing. If I was going to cum fast, hell, at least I'd cum loads...
I got to the coffee shop full of that mix of excitement, nerves and downright horniness. I instantly started scanning the room. And there she was...
Standing at the till, stirring her coffee, talking on the phone. I just had time to check her out before she looked up and saw me.. Firm brown gym fit legs, a short dark smart looking skirt, black heels, white blouse and those long curls.. I made a mental note of the buttons on her blouse straining a little before she smiled at me and beckoned me over to join her as she moved to a discreet table. I hoped my hardon wasn't too obvious and smiled to myself at her confidence.. I really was in luck..
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By (user no longer on site) OP
over a year ago
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As we sat down she finished her phone call.. "I'll be absolutely fine, he's here right now..."
She hung up and laughed. "I told my friend where I was going, just in case. I'm just hoping that bulge in your jeans isn't an axe..."
I relaxed immediately. She seemed fun and obviously liked taking control of a situation. I was happy to let her.. For now.
"So.. Is it an axe?" She smiled faux innocently and I suddenly felt her fingers on my thigh under the table. If I wasn't hard before I certainly was now. I was trying to keep a straight face while her fingers moved up my leg and along my cock through my jeans, expertly brushing over the shaft and stroking her fingertips along the head. A finger popped a button on my fly and slipped inside.. I felt her fingernail stroking lightly along my cock.. That first touch of skin on skin was electric. I could tell she was having fun teasing me as much as I was.
And as she clocked my eyes running down over her cleavage: "My, my.. I think we'd better finish these coffees quickly don't you?" |
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By (user no longer on site) OP
over a year ago
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As we got up to leave i couldn't help but watch as her skirt rode up her leg.. I immediately looked up to see if she was watching but her eyes were on my cock, visibly and obviously hard in my jeans. Our eyes met and we got out if there as quickly as we could... On e outside her hand went straight to my cock, gripping it through my jeans and playfully pulling me through the car park.
"Follow me in your car. I know somewhere."
She stopped outside her sporty little Mercedes and kissed me on my cheek faux innocently, her palm flat against my cock and stroking it more urgently.
"Catch me and fuck me". |
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By (user no longer on site) OP
over a year ago
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Fuck I was horny. I was also having trouble keeping up with her Mercedes but I suspected that was entirely on purpose. Thinking of that tight blouse wasn't helping me concentrate on my driving either. But after ten minutes I saw her indicator and she slowed, curling down a leafy lane and off into what seemed like a quiet little car park surrounded by trees.
I took a deep breath as I stopped the car and watched her step out and lean against her car. This was it.
I walked over to her and smiled, my confidence flooding back. "I just realised I didn't frisk you for axes..."
She smiled but said nothing, simply turning around to face her car, placed her hands on the doors, planted her feet as far apart as her skirt would allow and replied.. "Feel free" |
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By (user no longer on site) OP
over a year ago
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I looked around the car park. I was fairly sure there weren't any other cars there but I couldn't be sure because if the glare of headlights. What I could see was her ass in front of me, skirt stretched right over it and blouse tight around her back. I ran my hands slowly up the backs of ner bare legs.. Up over that tight skirt.. Roaming over her ass, making a passing resemblance to a frisk until my fingers slipped under the hem of her skirt.. She wriggled slightly, allowing her skirt to rude up further, and giving me the delicious glimpse of a tiny black thong stretched over the mound of her pussy..
She moaned softly and tried to push back against me but I knew when the roles of control had been swapped. I ran one hand quickly up the back of her neck and into her hair, bunching it in my hand, holding her there, letting the cool night air circulate over that delicate little thong while my free hand moved up her sides.. Reaching around her to run down her neck to the buttons on her blouse... |
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By (user no longer on site) OP
over a year ago
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I could feel her breathing getting heavier, her breasts brushing against my hands as i popped the buttons on her blouse one by one...pulling it out of her skirt to leave her bent over against her car, skirt hitched up and cleavage straining against that black bra...my free hand moving back down between her legs, finally running my fingertips over the sheer fabric of that little black thong. She was soaking through it, the material warm and wet to my touch and her soft moans as my fingers ran along the edges spurred me on more...I couldn't wait much longer. I released her hair and slid my hand inside her bra, releasing her hard nipples and teasing them as my other hand pulled her panties to one side..
"fuck yes. please, yes..." She'd changed from a confident career woman to being half naked in a carpark, begging to be fucked by a man she'd only just met.
My fingertip found her clit, stroking tiny light circles over it, feeling her hips starting to move with the rhythm I was dictating as I unfastened my belt and pulled open my jeans. I watched her head dropping between her shoulders and arms as her bare ass pushed back against my rock hard cock...
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