It’s eighteen-year-old Ryan’s last day as paperboy and he’s collecting dues and saying goodbye to all of his clients—and he’s saved his favorite for last.
Mrs. Miller is a MILF with an often-absent husband and two rowdy teenage boys. Whenever he comes to collect dues, she inevitably flirts with him. It’s harmless and never goes anywhere, but it gives Ryan a nice ego boost and some mental fun for his spank bank.
Today is different, though.
The first difference is that her teenage boys are out of town with her husband. The second difference is that she doesn’t seem to be satisfied with harmless flirting today.
What starts as the usual flirting soon escalates into tearing off clothes and Mrs. Miller showing Ryan just how phenomenal a bored housewife can be in bed.
The Paperboy and the MILF is a 5,000 word short story.
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Excerpt
It was my final day as a paperboy. Tomorrow I’d be packing up the car with Dad and driving to Minneapolis for college.
There were still a few accounts that paid cash or check monthly, rather than having it drawn out from their bank account or their credit card, so for those customers, I was doing my rounds and collecting fees—and also saying goodbye. I’d been their paperboy since I was thirteen, so now five years later at eighteen and about to move off for college, it was a big change, both for me and for them.
I saved my favorite client for the end. Mrs. Miller. She was a banging married MILF whose husband was always on long haul trucking jobs—and I guess as part of her way to keep herself occupied, she often flirted with me. We’d never done anything beyond flirt, though I would sink my dick into her at a moment’s notice if she ever felt like actually cheating on her husband.
More than once I’d gone straight home from chatting with Mrs. Miller to beat off into my cum sock. She’s fuelled many fantasies for me over the years.
As I walked up to her door, I tugged at the bottom of my T-shirt, straightening it, but also making sure it hung nicely over my pecs. I’d been working out the last several months and my body was starting to show for the effort.
At the top step, I rang the bell and waited. I didn’t hear the usual clamor of her teenage boys that had always been the backdrop noise to our little flirting game. A few moments later the door opened and Mrs. Miller smiled when she saw it was me.
“Good afternoon, Mrs. Miller,” I said.
“Good afternoon, Ryan. I told you to call me Linda,” she said, gently chastising me.
I smiled and I think I blushed a bit. “Sorry...good afternoon, Linda.” I fumbled with pulling my little receipt book out of my back pocket. “I’m here to collect your monthly dues.”
“Of course,” she said, holding the door open wide, “come in and I’ll go get my purse.”
With the door fully open, I finally got a good look at what Mrs. Miller—Linda—had on today. She always dressed super nice. Today she had a short black skirt and a black and gray shirt that seemed to wrap around her body and really accentuate her full breasts. And it was low-cut, giving me ample view of her cleavage.
I stepped past her to enter her house, and I tried to tame my boner when my shoulder brushed up against her tits. She made a satisfied little humming sound when I did that and I had to struggle to not read too much into it. This was just another case of harmless flirting that wasn’t going to go anywhere.
She closed the door behind me. “Wait right here,” she said, putting her hand on my shoulder before hurrying off down the hall. A few moments later, she came back down the hall with her purse in hand.
“Quiet today,” I said.
She put her purse on the little table just past the entryway and dug through it. “Yes, the boys went with my husband on his route. Sort of a last minute summer getaway before school starts up again next week.” She pulled her checkbook out of her purse. “Speaking of school, I hear this is the last time you’re coming by?”
I watched as she flipped open the checkbook and bent over to write out the check. Her ass, perfect and round, stuck out behind her. My eyes locked on it and wouldn’t let go.
“Yeah,” I said, managing to form full words and not drool. “Going to college in Minneapolis. I’ll be back for the holidays and next summer, but I won’t be your paperboy anymore, I guess.”
She tore off the check, stood upright, and turned around with a small pout on her face. “I’m happy for you, but I’m going to miss our little visits and chats.”
“Me too,” I said.
She stepped closer, holding the check out, but then she stopped when her eyes landed on my chest. “Have you been working out?”
I grinned stupidly. “Yes, I have. I think it’s paying off.” I ran my hands down from my chest to my waist, smoothing out the shirt again.
She shook her head. “Can you...take off your shirt? I can’t really get a sense of anything through the shirt.”