Ruby's Tale - Sex Stories

Ruby's Tale

... weights.

When I pulled in the driveway, I grabbed the grocery bag, my slip of paper and jumped out to run inside.

Grandpa looked up at my frantic, panting self and smiled, “How was your first shopping trip?”

“Can you please take them off, Grandpa? Please!”

“Put the groceries away in the kitchen and come back. Where is your payment slip?”

I handed him the slip and ran into the kitchen. I didn’t know where anything went! My nipples felt like they would fall off at any moment.

Back in the living room, Grandpa set the slip on his side table and gestured me to move toward him. He lifted my shirt and took the rubber bands off each nipple. The sharp pain of the bands coming off made me jerk, but the warm relief when they were off made me sigh.

“You have Tavern Duty tonight I see.”

“Tonight? What is that?”

“You’ll waitress or wash dishes or bartend I suppose. Whatever they need.”

“Don’t they have employees who do that?”

“This town runs differently than most, my dear. Money is only exchanged when men purchase something. If we have a woman to send on our errands, payment is with …. Favors. Work mostly. Female employees other than shop owners that you see are working to pay off their slips. The male employees are paid with money, of course. Instead of paying you tonight, they’ll send the money you earn directly to the grocery store to pay your bill.”

“Oh.” It seemed sexist to me. Were women nothing but slave labor here? My nipples ached now that ...

... the blood was rushing back to them and I reached up to rub them, but they were sore to the touch.

“You’ll get used to it. By the time school starts, they’ll be trained up nicely.”

I had no idea what he meant.

“You’ll need to be ready by 7:00 so I can drive you to work. We’ll have an early dinner in a bit. First, you should exercise. Daily exercise is a requirement. Do you jog?”

“Yes, I played a lot of sports in high school, we did a lot of running.”

“Good. I’ve laid out your jogging clothes on your bed. When you come down, I’ll drive you to the track.”

On the bed was what looked like a normal white sports bra, but low cut with spaghetti straps and no lining. The cotton seemed very thin to me. The shorts were nothing but white mesh, high cut jogging shorts that exposed the bottom curve of my ass. You could see everything through them.

I put on my new running shoes and invisible white socks and bounced downstairs, tying my hair into a ponytail with the white hair band that had been left for me. The bra didn’t give much support.

Grandpa looked me over and stood up with the car key in his hand and headed for the door. I followed and when we got to the car, the board with the dildo was locked in on the passenger side. I pulled my loose shorts to the side and lowered down on it. My cheeks flushed to be like this in front of Grandpa. It would have been less embarrassing if he would at least let me fuck him. But keeping the relationship proper made all of this ...