The story takes place in 1962, a simpler time when privacy still existed. There were no cell phones or computers, a 21" television was considered enormous, and DNA tests were far off in the future. Elvis Presley was still lean and handsome after finishing his military service.
This story is my entry in the
Literotica Summer Lovin' Story Contest 2024
. I could have easily posted it in the ' Incest Taboo' category but chose 'First Time' instead. Unlike most of my works, there is only mild non-consent and no drugs.
I have changed the names of the people who inspired this story and embellished some details.
#
My older sister, Susan, was on her knees, begging with her battered hands clasped together. "Please! I can't take any more knuckles. Show some pity, Joel. You've already drawn blood."
My sadistic friend had just destroyed my sister at a hand of Knuckles. Not only had she gotten the highest penalty count possible, but she had drawn a red face card. It meant Joel got to give her 52 of the most brutal raps on her knuckles using the edge of the deck of cards. We had been sitting on the rug playing for nearly an hour, and all of us had sore knuckles. The worst hand I'd played left me with 16 hard whacks, and I was still smarting from the blows my sister had administered with a grin. However, both girls had suffered far worse abuse than I had at Joel's hands. His string of luck was unbelievable.
Joel was sitting on the floor like a king as he leaned back against the front of his uncle and aunt's living room couch. My friend grinned as his eyes drifted across my older sister's ripe body. Susan was kneeling on the rug in front of her tormentor. Her long legs were bare below her loose shorts. She was sobbing as she nursed her hand. I watched her plump breasts heaving beneath a sleeveless tank top with each breath as tears slid down her face. I knew Joel had an even better view of the top of her breasts down the scoop neck. The first dozen blows must have really stung for her to beg. My sister is one of the most competitive people I know.
Joel said, "Don't tell me you want to quit after repeatedly abusing my knuckles for the last hour."
"You're too rough. I'll be a bloody mess after 52 blows. There must be some other way to pay my penalty."
When Joel grinned, I knew he'd planned the whole thing. I'd watched him practicing dealing cards a couple of days ago, and I knew he could deal from the bottom of the deck. I kept my mouth closed because I knew he'd had a crush on my gorgeous older sister for years. Curiosity kept me silent. How far would the big high school running back get with a popular UCLA cheerleader who was three years his senior? Were his rugged good looks enough to bridge the chasm between their ages?
"Perhaps we could settle the score for money. How about a dollar a point."
[I should mention that I'm writing this story in 2024. A dollar in 1962 would have the same purchasing power as ten dollars today. At a dollar a point, my sister's fifty-two-point penalty would be the equivalent of over $500 in today's dollars. My sister was lucky to earn fifty cents an hour for babysitting.]
"Fifty-two dollars! You're kidding. I only have twenty-one dollars and change in the bank. How about a penny a point?"
Joel laughed. "Make it a dime a point, and you have a deal."
My sister said, "OK, but you'll have to trust me. I don't have any money with me."
Joel sneered. "Not a chance. Tomorrow, you'll laugh it off. My Dad owns a store in Queens. He warned me about giving credit, especially to friends. I want to be paid now. You can sell me your socks and sneakers for the money you owe me."
My sister glared at my obnoxious friend while I hid a grin. Now, I knew his game. I wasn't sure my sister would fall for it. However, selling her socks and sneakers sounded innocent enough to my sister, and she agreed. Once the precedence had been set, we all accepted the practice of selling clothes instead of painful whacks on the knuckles.
My sister opened a second bottle of cold white table wine she had liberated from our father's cellar. I wasn't used to drinking, and I was already starting to feel a glow from my second glass. I began fantasizing about just how far Joel could convince a pair of sophisticated college girls to go. The thought of seeing Ellie in her panties and bra made my cock embarrassingly hard.
#
Our next-door neighbors were a middle-class Jewish family that had been friends with our family since I was a toddler. My older sister, Susan, and the neighbor's only child, Eliana, were cheerleaders at UCLA. They've been best friends since grade school and now share a room in a popular sorority house. I had loved watching them prance around in their short, pleated skirts when they were cheerleaders at Monrovia High School. I brought my Dad's binoculars to every football game so I could check out Ellie's curvy spandex-covered ass whenever her short skirt flipped up to show her skintight spanky pants.
Both of the girls are beautiful in their way. Ellie is a petite brunette with locks of hair that flow down to the top of her athletic ass. She usually wears her hair in a sexy French braid that compliments her dark eyes and Mediterranean complexion. She is barely 5' tall and maybe 105 pounds after a heavy dinner. Her perky breasts are perfectly proportioned to her diminutive frame. Her boyish hips meant that her athletic ass stuck out more than most women.
Ellie is very gregarious and has a smile that can melt a glacier at a thousand yards. She was the girl on top when the cheerleaders made a three-level pyramid. I loved watching Ellie flash her skintight shorts whenever the other cheerleaders flipped the little girl into the air. I had fantasized about Ellie since I reached puberty, even though she was three years older than me and was one of the most popular girls in our high school.
On the other hand, my gorgeous sister is a tall, voluptuous brunette with long legs, a dynamite ass, and large plump breasts. Her naturally dark hair may be dyed platinum blond, but her overly generous breasts are natural. All the women on both sides of our family tree have large breasts, and Susan inherited a double dose of massive breast genes. I've never checked her bra size, but I'm sure that they are large enough to satisfy the most enthusiastic breast fanatic. However, I follow the rule that all you need is a handful. Judging how Ellie fills out her cheerleading sweater, I'd say her perky breasts would fill my medium-sized hands. I think my sister's plump, ripe melons would easily overflow both of my hands at once.
Ellie's cousin, Joel, lives in New York City and came out to stay every summer. I'd first met him when we were both eight years old. I was a shy, skinny kid who spent too much time reading, according to my father. Joel was a heavy-set kid with an infinite source of mischievous ideas. He lived in a rough part of Queens, and his parents sent him to stay with his relatives during summer break to keep him out of trouble.
His uncle and aunt hoped that I would be a calming influence. Instead, he brought out my wild side. One Fourth of July, he set the crowns of two palm trees on fire. He told the firefighters it was an accident, but I'd helped him fire one bottle rocket after another into the first tree. Once it was burning, we 'accidentally' set the second one on fire.
Joel was too big and wild for Ellie to babysit alone, so when the Friedmanns wanted to go out for the evening, they hired my sister to help their petite daughter. Somehow, my sister usually managed to curtail Joel's wilder impulses. I enjoyed those times because the four of us would watch TV or play board games. I couldn't keep my eyes off Ellie and did everything I could to make her laugh. Looking back on it, I realize Joel also had a crush on my sister from the first time he met her.
Susan and I were at the Friedmann's house because our parents had joined Ellie's on a weekend trip to Palm Springs. Even though Joel had matured, the Friedmanns asked my sister to keep an eye on things. There had been too many expensive 'accidents' over the years.
It was the summer after our senior year. Joel and I were both looking forward to college. I had an academic scholarship to Case Institute of Technology, while Joel had an athletic scholarship to Columbia. Joel was a 6' 2" tall, 220-pound running back who had caught the eye of every football scout on the East Coast. If I believed his stories, he also had every girl in his high school lusting after him.
On the other hand, I was 5' 11" and 156 pounds, dripping wet with my glasses on. Everyone on both sides of my family, except me and my mother's father, has dark hair and a robust build. Both my grandfather and I are what my relatives laughingly describe as slim, blond, blue-eyed Norwegians. No matter how much protein I consumed or how much time I spent in the high school weight room, I could never bulk up. Except for running cross country and track, I was a complete nerd. In my senior year, I was elected president of the chess club. My idea of a hot Saturday night date was going to a fellow nerd's house and playing chess. Joel was about to change my life dramatically.
#
An hour later, Joel and I were down to our boxers. Ellie had lost everything except her bra and white panties. Despite being the first to lose any clothes, my sister had managed to retain her bikini panties and lacy bra. We'd finished the second bottle of Chablis and started on a third one. For a change, I had won a big hand, and Ellie owed me nearly six dollars. I figured that was about what her panties and bra had cost her. I got hard just thinking about what I would see in a moment. I shifted awkwardly on the floor to hide my erection.
A moment ago, the petite cheerleader sitting across from me had been laughing as she played what she thought was a sure winner. Now, Ellie was squirming under my hungry gaze.
"I can't be the first one to get naked. Maybe we could do something else, like five minutes in Paradise?"
Like I said. I'm a nerd. I didn't go to parties with the popular crowd. "I have no idea what you're talking about."
Joel laughed. "Steve, you'll love it. You and Ellie go into a dark closet together. For the next five minutes, you can kiss and touch each other anywhere. You can caress your partner's clothes, but you're not allowed to slip your fingers inside their underwear. I'll keep time and let you know when to stop."
I thought my heart would seize. Ellie was so far out of my league that I thought the only time I would enjoy her charms was in my dreams. My eyes followed her athletic legs up to her bikini panties. I could see a small wet spot in the crotch that hadn't been there when she removed her shorts. My eyes caressed the sweet flesh of her ample breasts bulging out of the top of her frilly bra. Her face betrayed a small smile as my eyes searched for a hint of consent. Little did I know that I was the prey in this encounter.
