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By (user no longer on site) OP
over a year ago
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So this is from around 10 years ago, all true and written as close to the truth as my memory can manage.
I was 19, young and unsurpisingly always horny. In a (not so serious) relationship with somebody of my own age.
We wouldn't always see one another and at times of need the only solution to relief would be my right hand (ocassionally the left if I felt the urge to change things up)
I had been on a messaging app which at the time weren't all that common.
Despite having light hearted chat with various girls nothing ever progressed.
I'd always had a huge thing for older women at a younger age, which I doubt is something many younger guys hadn't imagined.
One morning I was flicking through different profiles when one in particular caught my attention. An older lady, nearby, with just a small amount of leg and a high heel as her profile picture.
Upon viewing her profile, my heart started to race at the thought of a response to my soon to be sent message.
She was late 40's and from the limited pictures I could see, in fantastic shape. She didn't have too much information on her profile but I took the plunge and sent her a message introducing myself and telling her how good she looked from what I could see.
After sending, I continued to get to work. To the factory where I spent 8 hours a day assembling electrical products. Far from exciting but it paid the bills.
It got to afternoon and after checking ocassionally for a reply, nothing. In my gut I didn't expect a response and put it down to wishful thinking. A guy has to try I guess.
A day had passed and come the following morning I popped on to check and to my surpise there was a response. Tingles of excitement ran through my body as I eagerly awaited for the slow connection to catch up and open the message.
I had pictures on my profile for all to see and so she had already checked me out. And going from her response, had liked what she'd seen.
Not an overly long response but a good one nether the less.
Something along the lines of "Good morning George, thanks for the message. I see you're local to me and very handsome too if I may say so."
I couldn't believe my luck, despite not having seen her face at this point. A 19 year old, with a huge appetite to get hold of an older woman, this was looking promising.
How to respond, this was my next thought. I didn't want to run before I could walk and blow my chances of anything coming of the situation.
So I played it cool and didn't go in all guns blazing.
Simply replied with compliments back and asked of her appearance given the lack of pictures.
The replies sped up and throughout the next couple of days, I hardly done any work (just enough to keep the boss off my back) and we had exchanged numbers.
Along side more chat and getting to know one another, we exchanged some pictures and I couldn't believe it, I had to pinch myself. Not only was her body gorgeous, but so was her face.
A blonde bob haircut and big blue eyes. Naturally plump limps and could pass off as a late 30's/early 40's.
I was struggling to hold back and come the 3rd day of talking I jokingly suggested meeting nearby to say a quick hello, not entirely sure what response I would receive.
To my amazement she agreed and suggested we met at a local train station after work to say Hi. (Which luckily happened to be a Friday when I finished early afternoon, so I only had a matter of hours to wait).
To say the next few hours dragged would be an understatement. I was excited, nervous and not too sure what to expect. Would we get along? Would she look like her pictures? Would she even like me in person?
But all of the above didn't overly bother me, I would arrive and be me and thats all I could do.
It approached 1:30pm and I was stood at the clocking in machine waiting for the final minute to pass before I could dart out of the building and run for my car.
The train station was just 5 minutes from work and so I text her to say I was on my way. In which she replied saying she would be waiting.
Racing to get there, I was trembling with excitement and nerves.
I was told what car to look for and upon arrival it was much busier than expected. I managed to find a space and parked up. I'd noticed her car during the time I spent finding a space. So hopped out and began to walk over.
She already told me to get in rather than standing out in the cold.
So awkwardly I lent down to greet her through a closed window, asking if it was ok to jump in... she smiled and nodded, pointing to the door.
My god, she was gorgeous. Pictures didn't even begin to do her justice.
I climbed in, saying good afternoon and uncontrollably smiling. Unable to believe this was actually happening.
She complimented me and told me how much she loved my eyes. Nervously accepting the compliment, I couldn't keep my eyes off of her.
She was a beautician and was wearing a snug fitting tunic, showing all of her curves which were in just the right places, cleavage on show... (unintentionally would be my guess, given the size of them I doubt she could have hidden them even should she have tried)
We chatted and generally laughed together for around 10 minutes. Despite being much older, she was a lot younger at heart and so was extremely easy to chat too. Nerves settled and feeling comfortable, I tempted fate and wondered whether this was just friendly chat or if I was right in feeling an undeniable sexual chemistry, I outright asked if I could kiss her gorgeous lips.
With a smile and a faint giggle she leant forward to meet my lips... almost teasing, she held back for a short moment, within reaching distance.
I couldn't wait any longer and raised my hand, running my fingers across her jawline and up around the back of her neck. Through her short hair, I gently took a hold. Pulled her close to me and felt her lips press against mine, a slow passionate kiss to begun with soon lead to our tongues being in one anothers mouth and hands beginning to wander.
At this point I was as stiff as a board and uncontrollably throbbing. Both hands now on her, as we continued to kiss. One still with a firm grip of her hair whilst the other began to explore the curves that I was earlier admiring.
It felt extremely intense and a quick hello had soon turned into much more than I had ever expected.
I felt her hand running up my thigh and I let out a deep moan as she had moved her lips to my neck.
The ball was in her court, I didn't want to push my luck even if I did want to tear her clothes off there and then.
Her next move shocked me and I didn't resist in the slightest. Her hand was on my bulge and a slow tight grip through my trousers soon seen her unzipping me. Before I knew it, my hard cock was firmly in her grip. My head tilting back in her passenger seat as she began to stroke me. Hearing her not so shy giggle and looking back down to see her smiling as she lowered her head into my lap.
As wonderful as this was, we had to remember just where we were. Unfortunately in a busy area with plenty of passing commuters.
She hesitated for a second and then I felt the warmth of her wet mouth take a hold of the tip...
Gripping the base of my cock tightly she sunk her mouth right down, taking me into the back of her throat. Not a single gag, instead a moan of pleasure from her. Clearly it wasn't just me loving every second.
Still holding her hair I began to thrust into her throat, feeling her grip tighten on my thigh and cock.
She ocassionally lifted her head to lick from my balls to tip. Spitting on the head and letting it run down the shaft. Then stroking firmly...
I wanted to blow, I really needed it and was loving every second of her mouth. She was incredible. Never had I experienced a blowjob like it. Combined with the fact she was a gorgeous older lady. My fantasies over the years were actually happening.
However, moments later she sat up and resumed her seated position. Still gripping my cock in her hand.
Smiling and telling me we would have to continue another time, away from prying eyes.
As much as I agreed and getting caught for indecent exposure wasn't too appealing, I was extremely frustrated having been so close to climax.
Did she do this purposely? Did she want me to walk away wanting more?
Well either way that was certainly the case.
I composed myself and after releasing her grip, I put my cock away and zipped my jeans back up.
We chatted for a little longer where she told me she didn't know what came over her, as she would never usually do such a thing. She then complimented me on my cock and told me she would be in touch...
A final kiss, which was immense and that alone was enough to make me throb and body tingle.
I climbed out of the now steamed up car and headed back toward my own with a huge grin across my face and a bulge in my trousers.
To be continued... |