The Waitress
Copyright© 2025 by wantsomefun
Chapter 7
Coming of Age Sex Story: Chapter 7 - 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
On Monday, I wasn’t sure I wanted to sit in Cat’s station, but Marge greeted me at the door.
“She’s been waiting for you.”
“Hi, Tom! I have a full station today, so we won’t get too much time to talk. How are you?”
“I’m good. Are you okay?”
She whispered, “I took my hairbrush with me into the shower. I played with it before, but it was never like this. I got so light headed I had to sit down. Did you do stuff when you got home?”
“Oh, shit. I knew you were going to ask me that.”
“And? Did you?”
“Yes, Cat, I did.”
“I want to hear all about it, and I have a story to tell you, but I have too many tables. Maybe we can talk later. What can I get you?”
“A cup of vegetable soup, a bacon, lettuce, and tomato sandwich on whole wheat toast, and iced tea.”
She wrote on her pad.
“I’ll pick out a nice, juicy lemon for you.”
Her station was full of demanding customers. We didn’t get to talk much until she handed me my check.
“I want to hear what you did,” she whispered, “and I want to tell you about Charlie. Could I get a ride from you after work?”
“You want me to pick you up here?”
“Hmm. I guess that could raise some questions. Pick me up at the convenience store on the corner at ten after four.”
She was dawdling up the sidewalk when I pulled to the curb and quickly hopped in my car.
“Oh, good, the seat’s all dry.”
“I told you it would be okay, Cat.”
“Charlie’s working late this afternoon, but the weather forecast was good for today, so everyone expects me to walk. We have about an hour and a half. Turn right at the corner.”
She directed me to a weedy, overgrown property where a house had been torn down and had me stop under a shade tree.
“No one ever comes here,” she said.
“How do you know about it?”
“Promise you won’t tell?”
“Young lady, at this point we share a few secrets.”
“Some friends got a blunt from someone, and we came here to smoke it.”
“Naughty girl.”
“It was only that one time. I didn’t like it much. I coughed so bad I almost threw up. Giggled a lot, I guess, but the dry mouth was horrible. I don’t think weed is for me. Anyway, tell me what you did after you dropped me off.”
“What do you want me to say?”
She put on a playful pouty face.
“Do I have to play twenty questions with you? Okay, I will. Was your penis still hard when you got home?”
“Oh, Cat, really?”
“C’mon. I want to know.”