Ruby's Tale - Sex Stories

Ruby's Tale

... scarf. She noticed me looking at her and smiled.

The store was fairly busy, mostly women doing shopping with lists like my own. Everyone was dressed in something revealing, showing off their assets in provocative ways that would never be allowed in the conventional world. I blended in, which made my heart rate slow.

The sting in my nipples was becoming more intense and it made it difficult to concentrate on finding things in the unfamiliar aisles. But find them I did. When I went to the front with my basket, I realized that Grandpa hadn’t given me any money to pay with.

I stayed in line, not wanting to lose my place or this would take longer and my nipples were so painful. I watched the woman two places ahead of me as the cashier rang up her purchases and put them in bags. When the checker was finished, she asked the checker, “How will I be paying for this?”

The checker was a guy about my age, good looking and tan with dark eyes and a brilliant smile. “Sixty five ninety-seven ….. today that’s …..” He thumbed through a booklet and ripped a slip from it and handed it to the woman. “Have a nice day!”

“Thank you, Sir.” She looked down at the slip and took her bags out of the store with her.

My curiosity was growing by the second as I watched two more women do the same. What would mine say?

The checker started on my items and I tried to smile politely despite the fire in my breasts. I resisted the urge to put my hands around his throat and tell him to hurry ...

... the fuck up. “You new in town?” He smiled and looked at my breasts.

“Yes.” I couldn’t manage much more without moaning in pain.

“Starting school in the fall?” Why the fuck was he taking his time?

“Yes.”

“In a hurry?” He looked down at my breasts.

“Yes.”

He paused with the last item and lifted my shirt to expose my now purple nipples and then covered them back up. “Gorgeous.” He rang up the last item.

“How will I be paying for this?” I asked just as the other women had.

“Thirty-three forty-nine is …….” He tore a slip out of his booklet and handed it to me.

“Thank you.”

“Sir.”

“Excuse me?”

“No matter who you address in this town, be sure to use ‘Sir’. My tip for the day, freebie with no reporting to your family.”

“Oh.” I stammered for a second, “Thank you, SIR.”

“Have a nice day!”

I looked down at the slip, it read:

TAVERN DUTY, TWO HOURS

I had no idea what that meant, but I took my bag of groceries and quickly walked to the car. I would have run, but then my tits would have bounced and the pain would be worse.

The ride home bouncing on the dildo was just as torturous as the ride into town, maybe more so. My nipples were on fire and mixing the pain and the pleasure confused my mind into a dizzying state. I didn’t know whether to concentrate on the pain and driving faster home or to enjoy the dildo and ignore the pain.

In the end, driving faster meant that I bounced harder on the country road and my breasts felt like lead ...