The Waitress
Copyright© 2025 by wantsomefun
Chapter 9
Coming of Age Sex Story: Chapter 9 - An older man, a widower, chance meets a young, virginal girl in a diner. After serving him day after day as his waitress, she finds that she wants to service him sexually and offers her cherry. It's an unlikely love story due to their massive age difference, yet, they find a way to make it work, through tenderness, exploration, and learning from the experienced, older guy.
Caution: This Coming of Age Sex Story contains strong sexual content, including Ma/ft Consensual Romantic Heterosexual Fiction Workplace First Masturbation Oral Sex
I kissed her again, more vigorously this time, and caressed her firm breasts with my fingertips. When I teased her lips with my tongue, she parted them to play. I pulled one nipple gently with my thumb and forefinger and kissed her throat and upper chest until I reached the other. That hard bud wound up trapped between my lips.
She ran one hand through my gray hair to urge my head closer and reached for my cock with the other.
“Not yet, Cat.”
I moved her hand away and went to work on her pussy. It took a while to slide one finger inside her wetness. I raked her nipple with my tongue and tried to work another finger into her drenched hole. When I had the first knuckle inside her she clamped her thighs shut on my hand and went rigid. Her juices flowed. She pulled my head up for a near-violent kiss.
When she regained her senses, she released me and sat catching her breath, watching me lick my fingers clean.
“That’s how I was in the shower with my hairbrush, but it was better with you doing it.”
She wrapped one hand around my swollen cock.
“Can you move your seat back so I can see better?”
I pushed the seat as far back as it went and flipped the little lever to move the steering wheel up and out of the way.
“You’re bigger than my hairbrush handle. So hard but so spongy at the tip. Tell me how to make you cum.”
“Hold it a little more firmly and move your hand up and down, not too fast.”
“Like this?”
She held me just hard enough to move the stretched skin on my erection.
“Yes. Don’t forget the head. That’s the most sensitive part, sort of like your clitoris.”
“Charlie ran his thumb over the head of his cock.”
She gently massaged my helmet with the ball of her thumb.
“I saw him spit in his hand, too. Why did he do that?”
“For lubrication. Saliva can feel a little like the wetness of a vagina.”
“Maybe you’ll like this.”
She rubbed her fingers over her entrance, making them slick with her juices and drooled saliva into her other palm. Then she wrapped both hands around my penis. Soon I was making my own lubrication.
“Is that your stuff? Your cum?”
“Cum is sort of whitish, and it comes out in little spurts, like you probably saw in videos. Guys call this liquid pre-cum. It’s clear. It leaks out when a man is really excited. It’s a natural lube like your pussy juice.”
“Does it taste like pussy juice? Sometimes I do what you did – lick my fingers clean.”
She stroked me until another drop formed and then wiped it off with her finger.
“I used the hand that didn’t taste like my pussy.”
She rubbed her finger on her tongue.