During high school I lived in a small town in the mid-west where nothing ever happens. We had a drive-in movie that had just reopened, a bowling alley, a pizza joint, a supermarket, and two gas stations. The summer before I left for Iowa State University, I worked in our town's supermarket so I had some spending money in the fall. When I wasn't working, I just read books or surfed the web. On the cool summer nights, I cruised the quiet streets our little town with my best friend Jill. She was always there for me through good times or bad, and we sure had fun that summer before going off to the big world.
Jill and I operated the checkouts at the supermarket and we would always tease our boss Rickey, just to make the days more interesting. Rickey was a year younger than us, but he was the owners son, so he was our manager. He was cute and easy to embarrass, so we cut him a break and followed his rules most of the time. Rickey was shorter than us and probably 120 lbs. soaking wet, so he wasn't hard to intimidate. We liked to think we were so worldly, particularly in our little short blue uniforms. Rickey's dad had let us pick them out from a uniform catalog, and we chose the shortest ones they sold just to tease Rickey.
On our breaks, we would take a cup of coffee to the loading bay, smoke a cigarette and flirt with the truck drivers. We often managed to give Rickey a sly look on our way out, but most of the time we purposely ignored him just to drive him crazy. We would giggle when he stared at us during the work day, and make comments in a voice too low to hear, just to make him blush. He was really surprised when Jill and I sauntered up to him while on break one Saturday afternoon, and asked him if he would like to join us at the drive-in movie that night. We figured the kid would get a kick out of going to the movies with us, and we enjoyed toying with him.
"I don't have a car yet" he stammered, blushing in embarrassment.
"He's probably too young to drive" laughed Jill, as she lit up a Marlboro and then snapped her Zippo closed.
"I've got a pick-up" I said, blowing a bubble with my gum until it popped. "We'll go in that, see you at eight."
I wore cutoff jeans and a T-shirt with no bra, and flip flops to show off my brightly painted toenails. Jill wore her favorite little white dress shirt tied at the waist, and a plaid skirt with pair of pink Converse. We picked Rickey up outside the store, and when Jill slid out of the pick-up to let him in, his eyes almost popped out of his head. He gawked at her legs extending from the short skirt, and she started teasing him right away.
"Stop staring, boy" she laughed, "and get in."
He was wedged in between us, and when our perfume began sweeping over him I thought he was going to pass out. His cheeks were flushed and he looked like he was in heaven as we pushed against his body. He glanced from side to side as my bra-less boobs bounced, and Jill's little boobies jiggled. Rickey smiled all the way down that dusty county road. To my surprise, Jill placed her hand on his thigh, and her long middle finger began to slowly trace a small circle on his jeans. By the time we parked in the drive-in it was almost dark, but there was a noticeable bulge in his jeans. His face was red hot with embarrassment, and he knew we could see he had boner by the light from the dashboard.
"Let's get comfortable" I said, putting my right arm behind him. Jill did the same with her left arm and had a very devilish grin on her face. Our bodies had pinned his arms to the seat back, and we rested our free hands on his thighs. We continued to draw little circles on his thighs, moving a little closer to his crotch as his hard little cock throbbed in his jeans.
"Look Jill" I said with a smirk. "Rickey's pants sure look tight."
Jill leaned over to look at his crotch and he blushed even more. "You're right, girl. That looks kind of uncomfortable to me. Is that uncomfortable, Rickey?" Jill asked in a husky voice. His face burned even brighter red when she moved her middle finger up to her mouth and gently sucked it. Jill then reached down slowly and undid the top of his jeans. "You need to loosen these" she said, smothering a laugh.
I hadn't intended for things to go beyond teasing, but this was getting really interesting now. Rickey tried to move his arms but they were jammed tight between us and the seat. Then Jill slowly lowered his zipper down over the lump in his pants.
"Lift up, Rickey" Jill ordered.
"What... what are you doing?" he stuttered.
"Lift up" she snapped. Jill then gripped his balls through his jeans and he quickly lifted up so she could slide his jeans down. In front of us, the movie screen flickered and the cars around us were full of people watching the movie. Rickey could feel the cold night air across his crotch and he looked down in embarrassment, as we looked at his very hard little cock waving in the breeze. His arms were trapped, and his jeans and shorts were now down around his ankles, leaving us in control.