The Waitress
Copyright© 2025 by wantsomefun
Chapter 13
Coming of Age Sex Story: Chapter 13 - 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 took off my clothes and moved to the center of the bed. Then I rolled on my back and had her climb on top, facing away from me.
“Finally I get a good look at that ass. What a pretty thing. Even better than I hoped.”
When I got her pelvis in my hands, I lowered her to my face.
She cried out when my tongue first touched her and grabbed my needy cock in response.
“If I make you cum, you’ll go soft, right?”
“Probably, at least a little.”
“How soon will you be able to put it inside me?”
She swirled her tongue around the head, removing the drop of pre-cum already there.
“With you, Cat, I don’t think it will take all that long.”
I spread her plump lips with my fingers and licked inside her thoroughly.
She lowered her head until I bumped her tonsils a few times and then came up for air.
“Some day I’m going to figure out how to not gag.”
I tried to ignore the delicious sensations Cat created making love to my penis, but it was difficult to concentrate on giving pleasure to her. I slipped my first two fingers inside and licked and sucked on her clitoris. She got into a rhythm of fucking herself on my hand and face and sucking my cock in and out of her mouth, slowly, but building speed as her orgasm neared.
Just to see what would happen, I massaged her asshole with my thumb.
“What are you doing?” she gasped.
“Playing with your anus. Is that okay?”
Her hand kept a steady rhythm going on my needful member.
“I think I like it. I saw a daddy/daughter porno once where the man put his cock in the girl’s asshole and came inside her there. Have you ever done that?”
“I don’t have a daughter.”
She winced just a little when her hole relaxed enough to allow the tip of my thumb inside.
“It would be kinda hot if you did, but I meant with any girl.”
“Several, yes.”
“I might want to try that some day.”
She went back to licking and sucking my cock with renewed vigor. I, in turn, attacked her pussy hungrily. She was fucking my face hard when I erupted, and she didn’t break stride, riding out our orgasms until we were both truly spent. She rolled off me and turned around to cuddle.
“Wow.”
“Did you have fun?”
“Tom, that was ... hotter than any porno I ever saw.”
“Maybe it’s because it was your own real pussy getting eaten.”
“That’s part of it, but tasting your cum is just the best thing ever. If I lived with you I’d have your cock in my mouth all the time.”
“I’m not sure your parents would approve of you moving in. I’m probably older than your dad. Besides, there’s much more to a relationship than the things we’ve shared.”