I had just turned eighteen and graduated from high school. I landed a summer job at Sunrise Cemetery as a groundskeeper. The head of maintenance is Ms.Carter, who works alongside two other employees. She lives on the same block as I do. She is in her mid-thirties, attractive, with brown shoulder-length hair and bright hazel eyes. She is 5 feet 2 inches tall and has a curvy figure. As the newcomer, the boss assigned me the task of mowing the grass around the headstones.
I received a push mower along with a gas can. Ms. Carter instructed me on which section to start with before I proceeded. As I maneuvered the mower toward my designated area, I noticed a small metal sign hanging from a spigot. I paused to read the sign, which stated, “DO NOT DRINK.”
My initial section lay at the far end of the cemetery, where I could see no trees. It was already quite warm as I made my way to my assigned area. By the time I had completed half of the task, I was considering walking to the administration building, which was closer than the maintenance building.
I began my walk from the center of the section when Ms. Carter pulled up in an electric utility vehicle. She got out, holding a jug in her hand.
“I apologize, Tony. I intended to arrive earlier, but I am here now. I brought this jug of water for you,” she said as she filled a cup.
She offered me the cup, and I quickly gulped down the water. After I returned the cup to her, she filled another one. This time, I poured the water over my head.
Over the course of three weeks, she would drive to where I was working, bringing a jug of water with her. She appeared more attractive each time, with an extra button undone on her shirt, and her work clothes seemed to fit her like a second skin. Her alluring curves began to affect me. She even gave subtle hints, which I, in turn, reciprocated.
I took it as playful banter and nothing more—until one day, while I was working in the oldest section of the cemetery. That section absorbed me so much that I lost track of time.
I was deep in the zone and nearly finished with the section. I was mowing around a mausoleum, surrounded by nearby 100-year-old oak trees, well away from the fence line, when I turned the corner to mow the grass in the back. There stood Ms. Carter.
She was next to her vehicle, looking sexy and hot. She had unbuttoned her shirt to her waist, and she unbuckled the belt, then undid the snap and pulled the zipper down.
“It’s fifteen minutes past quitting time. Get over here, and show me what you can do.”
I shut off the mower and, as I approached her, said, “I’ve fantasized about a moment like this ever since you moved to my block two years ago.”
I embraced her, and we shared a soft, gentle kiss which slowly intensified. The moment the kiss became passionate, I slipped my hand inside her jeans to find she went commando. She abruptly pushed me aside, then leaned against the vehicle and, in a low, sultry tone, glanced over her shoulder and said, “Take me now.”
As I approached her from behind, my hands automatically unfastened my belt, accompanied by the sound of the snap. Leaning closer, I grasped the waistband of her jeans and, in a soft voice, remarked, “You are an incredibly sexy and beautiful woman, Ms. Carter,” before lowering her jeans.
I crouched down, separated her firm buttocks, and ran my tongue along her slit. I flicked my tongue over and around her clit before wrapping my lips around the pearl.
“Oh my God, that sensation is incredible; please continue,” she moaned as I stimulated her clit with my mouth and inserted two fingers into her vagina.
I used the knowledge I gained from online instructional videos. Based on her response, it was evident that I was performing correctly, and I proceeded to stimulate her clitoris while engaging in digital penetration. The sounds of pleasure emanating from her indicated that she was relishing the combination of my oral and manual stimulation. I observed her body beginning to tremble slightly, and I realized that it would not be long before she reached her climax.
“Oh, fuck, this feels incredible. I’m cumming!” she exclaimed as her body convulsed and became stiff.
Her delightful essence filled my mouth. So this is the flavor of female arousal, quite pleasant.
I quickly rose to my feet. My fingers instinctively pulled down my zipper. I removed my erection from my silk boxers and grasped the thick, veiny shaft, gliding the mushroom-shaped glans along her already damp slit. She pushed back, and my penis easily slipped in, balls deep.
Using one hand, I grasped her hip while with the other, I encircled and massaged her generous breast. We swiftly found a rhythm; each time I retracted and then thrust my hips forward, she would push back.
I thrust into her with such intensity that it lifted her onto her toes. Sweat streamed from our bodies as we engaged in passionate intercourse. Our moans and gasps became increasingly pronounced as we approached our peak. She exclaimed as her orgasm overwhelmed her, “Withdraw! I wish to savor you!”
I swiftly pulled back, causing my penis to withdraw from her vagina. She turned around, knelt, and took the full length of my erection into her mouth and down her throat. I watched her mouth along my pulsating shaft several times. Her tongue was swirling as she performed oral sex on me. Her hand was fondling my testicles, encouraging the thick and creamy release to emerge.
In just a few minutes, I exclaimed loudly, “Oh, God, your mouth feels incredible! I’m cumming!”
Just as I was on the verge of climaxing, she withdrew, opened her mouth, and placed my glans on her outstretched tongue. I observed as my ejaculation surged forth, saturating her mouth to the point of overflow. It cascaded over her chin and onto her ample breasts. I assisted her in standing and observed as she massaged my essence into her breasts, treating it like a body lotion. I used a finger to collect the few strands hanging from her chin and spread the essence over her lips, as though it were a lip balm.
“Oh, Tony, you were fantastic. I imagine your girlfriend is quite pleased to have you,” she remarked as we dressed.
I felt my cheeks flush with embarrassment. “I don’t have a girlfriend,” I replied, my voice barely above a whisper.
“So, this was your first experience with sex?” she inquired, her tone filled with understanding.
“Yes, Ma’am.”
“You certainly caught me off guard; that was the finest experience I have had in a long time. It has been quite a while since I last engaged in sexual activity,” she confessed, a trace of emotion evident as she made herself comfortable in the vehicle.
I loaded my mower and gas can onto the back of the electric utility vehicle, then walked around to the passenger side and climbed in.
“I’ll tell you what, come over to my house on Saturday, and then perhaps we can…”
I interrupted her. “I’ll be there, how about noon?”
“That sounds perfect. Now, let’s return to the maintenance shed and call it a day,” she said, pressing down on the gas pedal.
I hope you enjoyed reading My First Time is With My Boss. Click on the heart if you liked the story. The star if you really liked it! Please leave a comment and I will respond to all.
Regards,
Banes1
The above story is a work of fiction. The names, characters, places, and events are products of the author’s imagination and are used as fantasy. Any resemblance to actual events or persons, living or dead, is entirely coincidental.
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Copyright ©2026 All Rights Reserved. No part of this story may be reproduced or transmitted in any form or by any means, electronic, mechanical, photocopying, recording, or otherwise, without prior permission of the author, Banes1
