This is my first time posting. I thought that you might like to hear about a very memorable woman called Alison.
Many years ago, when I was 18, I worked part-time at the local branch of a big UK retailer.
Alison was a full-time worker and was nominally my supervisor, although it was more seniority than responsibility. She was, I think, 31 at the time. She was a 5’ 2” with brown hair in a bob and a petite figure with curves in the right places. She was flirtatious and intimidating in the way that any sexually confident older woman is when you’re an awkward 18-year-old virgin. Some of the older guys I worked with had some interesting stories about Alison and the rumours were that she’d fucked at least three of our co-workers, one of whom was married, though not to her.
The story begins at Christmas time. I’d worked with Alison for several months at this point but she’d never paid me much attention beyond talking to me about work things. Each year at Christmas the management would hire a local small venue for a private party for all the staff.
At work I’d only see Alison in her uniform and she always wore glasses. At the party she was dressed to be noticed. She was wearing a short black mini skirt over black tights and a black push-up bra that was barely covered by a skimpy white shirt that gave a good view of her cleavage. She wore a black choker and was wearing contact lenses with her striking black eyeliner accentuating her green eyes. In a nod to the festivities she topped off the outfit with a red Santa hat.
Several of us were sat on chairs knocking back beers and chatting away about nothing in particular. A couple of the guys had their girlfriends, who also worked with us, sat on their laps. Alison came over to see what was going on. With all the chairs taken she just nonchalantly sat her barely covered backside down on my leg. The inevitable happened. I got instantly hard. I prayed that she wouldn’t notice. I tried to stay very still. Every so often she would wriggle to readjust her position, brushing her thigh against the head of my cock. Was she doing this on purpose? No, I had to be imagining it.
While one of the guys had everyone’s attention with an amusing anecdote, Alison whispered in my ear “let’s go outside for a smoke”, and then I swear she licked my ear. It was just the briefest touch of the tip of her tongue. Maybe she just got too close and did it by accident? Or maybe she just licked my ear? I didn’t smoke and Alison knew that so what did she mean by this? I was naive but I also felt I should find out so when she picked up her drink and headed for the exit I swiftly followed.
It was cold outside but the alcohol took the edge off. We sat down on some steps behind the building and Alison handed me a cigarette. “No thanks, I don’t smoke”. She looked at me like I was simple. “Then what did you come out here for?”. The truth was because she’d just licked my ear while rubbing herself against my cock but I felt that I couldn’t say that out loud. She left me floundering for an awkward few seconds before she smiled and said “relax, I’m just teasing you”. She lit up her cigarette, took a drag and then asked with a mischievous grin “So… do you want me to wank you off?”
She was just teasing me again, surely? She tilted her head to the side and looked at me expectantly. I gave her the merest of nods and a filthy smile spread across her face, “so you’re not such a good boy after all?”
Alison took another drag on her cigarette while undoing my trousers with her free hand, slid her hand into my boxers and wrapped her fingers around my raging boner for a moment. Then she felt her way lower and began to massage my balls. She kept this up for a minute or so while my anticipation built then she returned her attention to my shaft and began to stroke it up and down, working the tip of my penis with her thumb. Her attention was divided equally between savouring the cigarette she held in one hand and jerking off the teenage cock she had in the other. It’s fair to say that even using just one hand she was an expert and it wasn’t long before she had me ready to burst. She just grinned at me and stroked harder. Then, just as I was about to cum, from nowhere she produced a paper napkin and held it over my cock as I shot my load into it. She laughed, stubbed out her cigarette butt, downed the remainder of her drink and went back inside, leaving me with my cock out and my modesty protected by a cum-soaked napkin. She looked back with a wink and a smile: “Merry Christmas”.
Source: reddit.com/r/gonewildstories/comments/jq0oxd/mf_tales_of_alison_a_christmas_hand_job_from_my
Way to go Alison