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Jack_01
Over 90 days ago
Straight Male, 154
United States

Stories

Series

Abby's Invitation to Lunch

Abby invites Jack to lunch which has a few twists.

It was Tuesday at noon, time for our “customer first” weekly group meeting. It had almost been two weeks since Abby and I hooked up at her place following a dinner with Alex and Susan. She had initially invited me to come over just a few days later, but unfortunately, I had a family emergency to attend. We did, however, have some overlapping shifts a few times since then, and Abby acted shyer around me at first but, once...

Supervisor and Cashier Part VII: Her Parent's Pool and Bedroom

Ashleigh invites Jack to a pool party at her parent's house and later, up to her parent's bedroom.

A week had passed since Ashleigh, and I had gone to see a Wednesday night showing of “The House,” and we were both working a late Wednesday night shift. Last Saturday, we both worked the late shift that night, and I followed her home to have an in-person demonstration of one of her new bath bombs. Afterward, I was on my knees, scrubbing some soapy water that found its way out of the tub due to Ashleigh and I having extrac...

In the Records Room

Kristy texts Jack to meet her for lunch, but at her regular nine to five job.

Almost three weeks had passed since Kristy gave me a blow job in her car – the ‘car job.’ It was a very pleasurable experience, and the good news was, aside from a smirk and wink the next time Kristy saw me, things weren’t awkward between us. That night in her car, she had expressed interest in wanting to repeat what we had done. However, Kristy never said anything else about it. On Tuesday morning, roughly three weeks af...

Supervisor and Cashier Part VI: At the Cinema

Ashleigh makes going to the movies an experience Jack won't ever forget.

Picking up where Part V ended, Ashleigh and I did sleep well that night – as you can imagine. I remember waking up in the same position I fell asleep in, and Ashleigh was still lying on my chest. She woke up about fifteen minutes after me, and we kissed once she gained her bearings, her hand reached for my cock. Once I was all nice and hard, she led me to the bathroom, and we had sex on the countertop. Then we both got in...

Join Our Threesome?

Jack is unexpectedly asked to join a threesome with a coworker and her boyfriend.

By June 2018, I had a slight reputation amongst a few women at my store. I didn’t mind, but the past year had been very adventurous thanks to Ashleigh. It was the anniversary week of Ashleigh and I’s first night together, and I was working in the online pickup department. They were short-staffed that week, and I was helping for a few days. One of the ‘pickers’ (picked the items ordered off the shelves) over in the departm...

Supervisor and Cashier Part V: On a Break

Jack finds out the outcome of what Ashleigh and her boyfriend, Andy, discussed.

Ashleigh had found someone to take her shifts on Tuesday and Wednesday so she and Andy could spend time together, meet her family, and talk. Andy had dumped a lot of information on her the Thursday prior. I could only imagine what she and Andy were talking about or what conclusions they would reach. I also wondered if Ashleigh would tell Andy about me. I had three full days to wonder about that, and luckily, I had plenty...

Supervisor and Cashier Part IV: Confessions

There was more to Ashleigh being upset last Friday, and now she confesses them to Jack.

If you read the previous story in this chain, “Supervisor and Cashier Part III: A Shoulder To Cry On,” then you may have predicted what was coming next with Ashleigh and me. Then again, you maybe didn’t. I had gone over to Ashleigh’s house following my shift last Thursday, allowed her to cry on my shoulder over her boyfriend being an ass, spent the night, and then in the morning, she had rewarded my kindness with a blow j...

Victoria: I'm Nineteen Now

Jack said he wanted to wait until Victoria was nineteen. Now she is...

It was the middle of May 2018, and it was approaching a year since Ashleigh first started working at my store. Colleges were out for the year, and I had just graduated and was waiting to start graduate school in the Fall. She had left the previous August to go back to school in Illinois and had only spoken with her a few times since (more stories on Ashleigh to come later). Of course, if you have read some of my previous...

Supervisor and Cashier Part III: A Shoulder to Cry On

Ashleigh asks Jack to come to her house to comfort her after a fight with her boyfriend.

It had been a regular Thursday at the grocery. I had arrived for work at 2:30 p.m. to be the second shift self-checkout attendant. These shifts either went well or who a complete cluster show. I remember that day wasn’t the worst. Ashleigh had the day off, but I received a text from her around 5:00 p.m. asking for me to call her on my lunch break. When my lunch break arrived, I bought a sandwich from the deli, headed out...

Abby Wants a Turn

Abby had befriended Ashleigh and heard stories about Jack. Now she wants an evening with him.

Three weeks had passed since Ashleigh left to go back to school in Illinois, and I was sitting in a meeting for what was essentially a “customer first” group (follow the Supervisor and Cashier stories for more on Ashleigh). This group’s purpose was to think of ideas to help improve the customer experience at the store. In reality, that is not what happened at all as it was more of a smokescreen for corporate directives th...

Supervisor and Cashier Part II: A Night at Ashleigh’s

One week after their first night together, Jack returns to Ashleigh's to spend the whole night.

- The third week of June, 2017 - It had nearly been a week since I followed Ashleigh back to her townhouse last Saturday night. I never worked Sundays, and she didn’t work the following Monday, but we had texted back and forth. Most of our conversation was reliving small moments from that night while others were general conversation – including gossip and trash-talking coworkers. Anyways, on Tuesday, I was the afternoon a...

The Supervisor's 'Car Job'

A divorced cashier is curious to find out if her younger supervisor lives up to his reputation.

As you may learn from future stories, Ashleigh went back to school in Illinois in mid-August. We met up a number of times in the two months prior and apparently, she didn’t keep some details about us to herself. That didn’t bother me at all. I may have benefitted from her having loose lips. Who did she share some of these details with? Many of the other cashiers, baggers, and other coworkers of ours around her and my ages...

Supervisor And Cashier

She makes the first move and leads her supervisor back home to her bedroom.

I had just walked in from settling a dispute between two high-school-age bagger gathering shopping carts outside when she flashed me her million-dollar smile.“Hello, Jack.”I was one of the front end supervisors at a local grocery store while I was in college and she was one of my cashiers. It was the summer between her sophomore and junior years at college and I was about to start my fifth year to complete a double major....