An anonymous reader shared a personal experience with me. I thought it was an interesting scenario and decided to make a story out of it using his words as an outline. I used my imagination to fill in the holes and add details. This one's for you, dude in his 50s. Enjoy!
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Jacob was 19 years old and was about to start his second year of college. He'd never tell his parents this, but he was just going through the motions. Doing what was expected of him. He had no idea what he wanted to do with his life. He'd changed his major twice in the space of a year and now he was just cruising along and going with the flow.
There was one thing that was going according to plan though... he was dating the perfect girl.
Arianna
She was so beautiful she took his breath away.
She was angelic, innocent-looking and had turned 18 years old only days before. She was still a senior in high school and had been dating him for maybe three months.
She had the most extraordinary natural strawberry blonde hair he'd ever seen. It was light red but with streaks of golden blonde that made it shimmer like burning silk in the sunlight. Parted in the middle, it fell in shimmering waves across her slim shoulders, on her full breasts and down to the middle of her slender back.
Her beautiful red hair made her huge emerald green eyes seem to glow from within with a brilliant light of their own. They were a vivid luminous green that contrasted startlingly with her light red hair. If eyes are the windows to the soul, to Jacob, hers were windows to heaven itself.
She had a wide mouth with full, ruby red lips. They were soft and sweet and just begging to be kissed. Her nose was small, straight and slightly upturned at the tip, adding to her innocent look. Her delicately arched eyebrows and eyelashes were the same color as her hair and stood out startlingly against her peaches and cream complexion.
Her body was Jacob's image of perfection. It was thick in all the right places and slim and tight in others. Her large heart-shaped ass was so perfectly round and bouncy that he could walk behind her for hours, happy to just watch her ass sway and bounce as she walked. It was a magical ass.
Her bountiful breasts were a perfect counterbalance to that magical ass. They were round, full and as soft and pillowy as... as... as... well, as soft as a pair of perfect tits should be. Squeeze them and they immediately returned to their perfect shape. Gravity hadn't exerted its grip on them yet. She was maybe five foot four, average for a woman. Her thighs and arms were thick but not fat.
Her waist was tiny but her belly had a soft sweet little pooch. He knew she hated that part of her body, no matter how sexy he told her she was.
She had a light dusting of freckles all over her body, yet another feature that added to her sweet look of innocence.
She was everything he'd ever dreamed of in a woman... the full package. She was so damn beautiful.
As Jacob got to know her, he discovered she was also very insecure, which was probably one of the reasons she'd agreed to go out with him. He knew she was way out of his league but she didn't think very high of herself.
She'd been a fat as a child and stayed chubby through her preteen and early teenage years, all of which negatively affected her self-esteem and body image. It also didn't help that as she'd grown up kids also teased her and bullied her because of her red hair.
She would only ever see herself as the red-headed fat girl.
They met about a year before when he was a senior and she was a junior in high school. Just one look at her from across the length of the crowded cafeteria and he was smitten. He worked his way through the crowd towards her. She was sitting across from another girl and there'd been a lull in their conversation, that's when he plopped down beside her.
Smiling wide, he faced her squarely.
"Hi, I'm Jacob," he said cheerily. "What's your name?"
Blushing prettily, she paused a beat then shook his hand firmly and dropped it almost immediately. Her small soft hand was hot and sweaty, but there was a steely strength to her grip.
"I'm Arianna."
She had a low contralto voice, deep for a girl but still very feminine. The only word he could ever think to describe it was... sultry.
That was the beginning of their relationship. From that moment on he sat with her every day during lunch and made every attempt to get close to her, to get to know her.
She was shy and withdrawn, seemingly unapproachable, but he was relentless.
Eventually, after months of beating down her resistance, she agreed to go out on a date with him and he was over the moon.
She told him she'd never been on a date before and after the date was over and he walked her to her door, she whispered hoarsely that she'd also never been kissed before.
He put his hands on her waist and drew her to him. He stared into her luminous green eyes and touched her soft lips lightly with his. He didn't know if she felt the same thing but he felt a jolt of electricity at their contact... as if he'd been shocked. He was instantly erect.
She tasted of strawberries and smelled of honeysuckle. Her scent lingered on his hands as he drove home. He masturbated to images of her three times that night before he finally went to bed.
His was her first kiss. It had been electrifying for him but he eventually came to the conclusion that maybe it hadn't been as exciting for her.
Regardless, after he graduated, they went out every weekend and he continued stealing kisses, drawing her out until every kiss was a French kiss, and her reaction matched his own heated one. They'd make out in his car for an hour until they were both so horny they could barely control themselves.
He knew she was a virgin. She'd told him the first person she'd have sex with would be her husband. This made him hopeful that maybe someday he'd be the one to claim that honor.
One night he was able to finally coax her into sucking him and she took to it like a pornstar. Apparently she liked sucking his cock, they played around a lot but there was one thing he knew for sure, she loved to blow him. She did let him eat her pussy in the back of the car a few times, this is when he found out her soft pubic hair was the same golden red shade as the hair on her head, but he never had a chance to fuck her. She'd never go that far, she wouldn't let it.
One weekend, while they were alone at his house watching TV in the basement, he brought out a sandwich bag with several rolled up joints in it.
He pulled one out, lit it, took a long drag, held it in and offered her the joint, eyes squinted and watering.
He let out a long stream of smoke as she stared at it, took it gingerly between thumb and forefinger, put it to her lips and imitated his long drag. She coughed and spluttered while he laughed at her antics. He showed her how to smoke it until eventually she sat back on the couch and stopped passing it back to him after every puff.
Her green eyes half closed, she looked over at him, smiled lazily and, after she finished the joint, unzipped his pants and went down on him, moaning and slobbering on his cock like a sex-crazed nimpho.