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Grocery Stories

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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 o...

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 talkin...

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...

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...

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 thi...

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 wa...

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 be...

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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 coll...

Meaty Toy

My wife finds a new toy while getting groceries

My wife is a gorgeous woman from the Philippines. She is 5 feet three inches tall and weighs 105 pounds. She has large C cup breasts with very prominent nipples that will poke through a heavy sweater and has no public hair. A few years ago, she started to...