The Waitress
Copyright© 2025 by wantsomefun
Chapter 14
Coming of Age Sex Story: Chapter 14 - 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
She experimented with moving her pelvis to change her pussy’s grip on me.
“If you don’t cum soon I might go again.”
“Is that such a bad thing?”
“How can I make you shoot your cum into me?”
I worked my hand between us to play with the tissues around her clit.
“Just keep doing what you’re doing. Feeling you orgasm again might do it for me.”
“I’m not sure how much more I can take. Please cum for me.”
She moved herself more rapidly on and off me, kissing me wildly and grinding herself onto my cock and fingers.
“You’re getting bigger. You get bigger when you cum.”
“Yes,” I hissed.
“I feel it. I feel it moving. Are you cumming? Oh my God you are I’m all warm and wet inside different than before oh my God!”
Her orgasm’s rhythmic pulses in her vagina drained me completely. We clung together kissing until my spent cock wilted from her.
“I want to do that some more,” she said.
She rolled off and then nuzzled against me.
“I can’t believe we did that.”
My heart sank. “I’m so sorry.”
“No, I mean it in a good way, Tom. I hear stuff my friends say and watch some porn, so I kinda thought I knew what was going to happen. But I can’t believe it actually did, like, I finally not only had sex, but I had good sex. I have no regrets. Do you?”
“Depends on whether you can keep a secret.”
She wiped some of the mess from her pussy with finger and smeared an X above her left nipple.
“Cross my heart.”
We lay side by side for about a half hour, cuddling quietly.
“Tom? When do you want to shower?”
I led her to the bathroom and turned on the water. When the temperature was right, I pulled her under the shower with me. She worked shampoo into her hair. I lathered up a wash cloth and started on her face.
“I never showered with anyone before. Gym showers, yeah, but we don’t touch, and of course I never showered with a guy. This is so hot.”
“Washing each other is in some ways more intimate than sharing a bed. We can see and touch everything in here. Plenty of light.”
“Yeah, you can see how small my boobs really are.”