My entry in the
Literotica 2022 April Fools Day Story Contest
.
One -- Out of Her League
I never quite knew how to describe my relationship with Sharon Johnson. She was certainly not my girlfriend. At thirty-seven she was eighteen years older than me for a start -- almost twice my age. A 'friend with benefits' didn't quite cover it either as we were hardly friends. My nearest guess was a 'fuck buddy,' but in the end, Sharon summed it up best in her broad London accent.
"He's me delivery boy. Delivers me parcels and delivers the goods when I need him to!"
And for that, I was eternally grateful. Sharon Johnson did things to me no girl had ever done before and in all likelihood very few would do again. I couldn't work out whether she had spoiled me for the future or given me an education for which I could never repay her.
I'd had a few decent comings together with girls in my fledgling dalliance with the opposite sex and unfortunately a floundering and doomed relationship had recently ended. At nineteen, I was footloose and fancy free and on the market, but despite the odd one-nighter, there were few takers.
My home life was hardly a bed of roses. My father had recently remarried and his new wife Cameron was a distraction to say the least. It annoyed me that she had not taken our family name of Allen and retained her surname of Morton. She was forty-two going on twenty, and I felt distinctly uncomfortable in her company. She seemed to sneer at me at every possible occasion, not helped by one of the first times we met.
She was a tall, well-built woman, with very alluring breasts and usually wore dresses or tops that showed them off in all their finery. The day she first caught me staring at a very pleasant cleavage as she was about to leave the house, her haughty, arrogant voice cut through me like a knife.
"Hoi, stepson. My eyes are about eighteen inches above your gaze, you little perv. Stop mentally wanking over my tits."
I reddened and began to stammer an apology. She merely squeezed her breasts together. "Out of your league. Dream on, little boy." She playfully tickled me under the chin. "Out of your fucking league. Enjoy your day, Tom. I hope you dream of me tonight!"
I was left staring at the front door, my erection already a thing of the past.
I didn't dream of her but I thought of her as I shot my load into a wad of paper tissues, imagining those wide, sultry lips closing over my erection. She wasn't a great beauty but there was just something about her slightly heavy features that captivated me. She had a short bob of blonde hair, feathered into her neck, and pale blue eyes. Her voice was upper-class English and it made her all the more commanding. I fantasised about her for weeks and could barely look her in the eye around the house, much to her amusement. Her barely concealed contempt made me all the more determined to fly the coop. My sister had managed to get her own place with her boyfriend shortly after Cameron moved in but I was still trying to earn enough money to move out and rent my own place. Three days a week working in a local music shop wasn't doing it for me, so I took a second job as a delivery driver.
It was hard work and long hours, but at least the delivery depot on the southern edge of London was only a few miles away, so my rounds were usually in a reasonable radius from home.
And soon there was one very distinct bonus attached to it.
Almost as soon as I started, I began to deliver parcels to the home of a lady called Sharon Johnson. At first, I thought she had just been sent to intensify the torture I felt at being around Cameron. I also knew from the start that this pneumatic, enhanced, tattooed woman was no lady, but like Cameron, she intrigued me and soon vied for my stepmother's unwitting attentions in my nocturnal activities.
And as with Cameron, there was just something overpoweringly sexual about her. Her breasts were obviously enhanced and her cleavage made my stepmother's look flat-chested. Everything about her indicated she was no stranger to having work done - her lips, eyelashes, the piercings and tattoos, that perma-tan and those outrageous tits. The overall effect was sex on legs and it would not have surprised me in the least to see her pop up on one of my frequent surfing sessions.
Little did I know as I delivered my first small parcel to her that very soon my life was about to change in so many ways.
I drove up to the gates of an exclusive estate a mile or so from home. Our place was not bad but the eight houses in the gated community were in a different league, much as my stepmother thought of herself. I pressed the intercom for number five and fully expected to hear a cultured accent respond.
Instead, I did a double take as a woman with a gravelly Cockney twang answered. "If you've got me delivery, yer over twenty minutes late. The app sez two o'clock at the latest. It's nearly 'alf-past. Get yer arse into gear and hurry up -- I got fings to do."
Already in my short career as a delivery driver, I hated estate complexes. They were usually just that - complicated and hard to navigate. I preferred to pull up outside a normal house in a normal street, knock on the door and be gone in a minute. All that faffing with intercoms, gates and winding driveways drove me crazy and I inevitably fell behind on my tight schedule.
It took a couple of minutes to find the right property in the maze and when I pulled up, she was standing in the doorway, foot tapping, her face like thunder.
I made my way towards her with trepidation, expecting a volley of abuse. Instead, she held her hand out with a smile. "Was gonna get all unnecessary on yer, then I realised yer just a lad. No fun to be had, so I'll let yer off - this time."
I handed her the parcel. "Sorry, been an accident up on the High Street. Causing a bit of chaos."
She signed my proffered pad with a barely discernible squiggle. "Yeah, yeah, I believe yer, millions wouldn't. New ain't yer?"
In my limited experience, it was unusual for anyone to engage me in conversation. "Yes, my third week. Doing three days a week on a local round to see how it goes."
She tapped the parcel on her hand. "Be seein' a fair bit of yer then. Get a lot of deliveries so I do. Wore the last poor bugger out! Right, well thanks... what's yer name?"
Now I was completely taken aback. "Tom. Tom Allen."
"Hi Tom, I'm Sharon. I know it don't seem likely but I live here. I'm not the cleaner, honest!" She let out a throaty chuckle. "Best let you get on, eh? You got time to make up. Don't be late next time or I might not be so nice!"
The look she gave me rivalled the ones Cameron employed to make me squirm. Just what I needed -- another pneumatic, older cock-tease to drive me up the wall.
I pulled away and glanced in the mirror. She regarded me with an amused expression, knowing full-well the effect she had on me.
As with Cameron, I couldn't get her out of my head for the rest of my round. She was a real pocket battleship - short, with long, lustrous black hair and big, wide eyes with false lashes. She sported tattoos from her elbows upwards and I was mildly surprised to notice that they were quite elegant and understated, unlike some of the sights I saw on the internet and even around town. Her nose was pierced with a small stud and I would have given short odds that there was metal embedded in more intimate places. I also wondered if her studio tan was all over or stopped at her bikini line. Once again I knew where my bet would be placed.
Normally she was the sort of woman I wouldn't give a second glance to - all brash bravado and overt sexuality, but somehow with her it worked. Like Cameron, she was no great beauty but just the right side of Chav to ring a few bells for me. I hoped she was right and I would be seeing her regularly.
Back home, things were going from bad to worse. Cameron revelled in giving me a hard time, all meaningful stares, the odd lick of her lips or flick of her hair. One day, she caught me staring as she stood out in the garden, smoking. She took a pull on her cigarette and let out a long, thin stream of smoke as she touched her left breast, grinning wickedly. The next morning, when I was having breakfast, she walked into the kitchen, picked up a banana from the fruit bowl and left without a word, holding it to her mouth.
I almost had to pop one out before my day at the music shop in town. The bitch knew just which buttons to press and had me on a string. I tried to avoid her thereafter but once more our paths crossed when I returned from the music shop on my bike and went to lock it up in the garden shed. She was in her favourite smoking spot, leaning on the doorpost of the conservatory, but this time her phone was clamped to her ear.