My Older Man - Cover

My Older Man

Copyright© 2023 by Another Smut Writer

Chapter 2

Coming of Age Sex Story: Chapter 2 - Maggie is a curious girl blossoming into womanhood. When she discovers a racy diary entry about her mom’s first time it leads Maggie to obsess over her best friend’s dad. She’s determined to not only give him her virginity, but also her heart. This story is fictional and a work in progress. Feedback and suggestions are greatly appreciated :) — Tags reflect current and future chapters. Not all tags may be present at the moment.

Caution: This Coming of Age Sex Story contains strong sexual content, including Ma/ft   ft/ft   Fa/ft   ft   Consensual   Romantic   Teen Siren   BiSexual   Heterosexual   Fiction   Cheating   Cream Pie   First   Facial   Masturbation   Oral Sex   Petting   Tit-Fucking   Small Breasts  

Every time I saw Keith, or Mr Harper as I was still calling him back then, I would blush and get shy. He used to be like second father, or a close uncle, to me but something had changed now. I couldn’t help but sneak a peek at his crotch whenever I felt daring, picturing the real life version of that sketch sticking out from his body. Any time I was visiting Daf I had to change my panties once I got home because they were too wet to be comfortable.

I’d never felt this way about a boy before. Sure, Daf and I spent a ton of time talking about who was cute and who we had crushes on. Normal teenage girl stuff. But there was never one that made me feel the way that seeing Keith did. He was the first guy I fantasized about, imagined naked, and regularly masturbated to the thought of. My mind was throbbing with hormones and my body craved his. It was an obsession, the sort of obsession only a teenager can have. If Romeo and Juliet was a story about two adults it would have been a much more boring read.

I’ve slept over with Daf more times than I can count and she’s stayed at my place just as often. This time was different. There was something electric in the air this time and my entire body tingled.

Jennifer, or Jenny, or Mrs Harper, was away on some girls trip with some of her friends from her hometown. That left Keith home alone with the kids and Daf invited me to stay the night. Of course she wanted me there, but she also knew that if we didn’t keep busy then her dad would con us into watching the younger ones. So we spent most of the night in her room hanging out. It was a pretty normal night overall, until the very wee hours of the morning.

We had already changed into our night clothes which, for me, was a large T-shirt and nothing else. The shirt was something I discovered on a return trip to the attic. It was buried deep in mom’s hope chest and was very obviously from the 90s. In one of the pictures of mom and Keith together I saw him wearing the same shirt. Later in the stack of photos was a picture of mom wearing it in a bed I didn’t recognize while she was holding up her hands to try and hide from the camera. This was the first night I wore it to bed since I didn’t have to worry about mom seeing it and asking questions.

Everyone else had been in bed for ages, except for Daf and I who had stayed up late chatting. We had just decided to finally turn in less than ten minutes and she was already fast asleep. I could tell because she was already snoring. She doesn’t usually unless we stay up too late and she gets really tired. I, on the other hand, was wide awake. This was my first sleep over after my discovery in the attic and all I could think about was Keith. I considered masturbating, here in his house, and I was still on the fence about the idea when I heard the creak.

The house was fairly old even though it was in fairly good shape. There’s always been one spot in the hallway that makes a quiet low creaking sound when you get too close. I’m pretty sure Daf’s parents liked knowing that they’d catch their kids if they ever snuck out, or an intruder if he snuck in. But tonight, that spot worked heavily in my favour. I knew this house as well as my own. The only reason it would creak is if one of the other kids was trying to leave, or if Keith was going to the washroom. The light that spilled through the gap in the partially open door and the click of a door in the hall just confined which it was.

I don’t really know why I did what I did next. I have no clue what I was expecting or what I was hoping for. They say that teenagers don’t think like normal people and looking back on this night, I’m pretty sure they’re right. I moved on auto pilot, as if someone else was controlling my body and I was just watching the show. I floated down the hall towards the sliver of light peeking through the door. Every step was careful and deliberate, getting me closer and closer.

My brain screamed at me to stop. Telling me this was a terrible idea. What was I hoping to find? What was I expecting? It’s most likely that he’s using the toilet and he’ll open the door into my face. But that’s not what happened. The closer I got the more I could hear. A series of muffled slaps. Tiny little gasps and grunts, almost entirely inaudible. Than some words. I could only make out my mom’s name, Shanon, and the word fuck. I’ve never heard Keith swear before. He was always very careful about his language in front of me and Daf.

I got to the door and peeked in through the gap between the door and frame. I really didn’t know what to expect, but I know that what I saw wasn’t what I expected. My eyes slowly widened and my jaw dropped at the same speed. I swear I stopped breathing, my heart jumped into high speed, and I felt light headed as a wave of heat filled my body.

I saw Keith, Mr Harper, my best friend’s dad, my dad’s best friend, my mom’s ex lover. He was sitting on the toilet with nothing on except his boxers bunched up around his ankles. In his hand was the exact same dick I saw in my mom’s sketch book. It looked exactly the same to me. This was the first erect penis I ever saw in real life. He had his hand wrapped around himself and it was practically a blur as it moved up and down. I watched in awe as his balls bounced in time with his hand movements. I could see how his foreskin bunched up over the head with each upstroke before revealing it again as his hand moved down. Keith was in there jerking off, looking at something on his phone, and muttering my mom’s name.

I was frozen in place, just watching. I must have been leaning in a bit for a better view. I didn’t even feel myself touch the door but I certainly noticed the moment it started to move. I’d upset the balance just enough to make the door slowly start to swing open. I couldn’t stop it. I couldn’t move at all.

Keith’s head snapped towards me. I could see the shock and panic in his eyes as his hand stopped moving all of a sudden.

“Maggie ... what...?” Was all he managed to say. He didn’t make a move to cover himself at first. We just stared at each other, both of us frozen in fear. It felt like hours ticking by as he sat there, shrinking cock in hand with me just staring at him. He later told me that this was the most scared of anything he’s ever been in his life. Looking back, that’s kinda cute.

Suddenly time started again. He jumped up and covered himself with both hands, dropping his phone on the floor in the scramble. That’s when I caught a glimpse of what he was looking at. It was me. My eyes fixated on the screen. Our two families had taken a trip to the beach a few months ago and I was proudly showing off my new bikini. I didn’t fill mine out as much as Daf, but I was glad to be old enough that I was allowed to wear it. I remember the day clearly, but not the picture. I slowly knelt down and picked up the phone. My hand was trembling as I started swiping through the pictures. Keith couldn’t move. He was terrified by what I was looking at. They’re all pictures of me on the beach. Mostly while I was laying on my beach towel and trying to get a tan. I hadn’t noticed him taking any of these pictures.

“Maggie, it’s not what it looks like.” He tried again to explain and failed. My eyes drifted back to his face. I respond with a look of confusion.

“You look so much like your mother,” he practically muttered and trailed off while adding “back when we...”

“I know,” I finally spoke. “I saw the pictures.”

Keith cocked his head slightly, his own curiosity piqued. Apparently his mind was racing because he and my mom used a Polaroid to take some nude and sex pictures back then too. He was wondering if that’s what I’d seen.

“Pictures of mom,” I felt like he was onto me. Like he knew I saw more than I’m admiring to. “And her sketchbook.” I added quietly.

“So you saw...?” His head gestured down to his hands, still clamped over his crotch.

I nodded.

“Is that my shirt?” It’s weird how the mind works sometimes. He was basically in shock because of the situation, but he still noticed. Maybe because he was thinking of mom already.

I nodded again.

Silence lingered in the small room as neither of us knew what to do next. Obviously I should leave. I should have screamed when I first saw him masturbating and ran. But I didn’t. I stayed.

“You don’t have to stop.” I couldn’t believe those words just came out of my mouth. My own voice was deafening as it broke the awkward silence.

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