My Older Man
Copyright© 2023 by Another Smut Writer
Chapter 3
Coming of Age Sex Story: Chapter 3 - 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
It was about two months before my next encounter with Keith. Any time we interacted since that night in the bathroom had been a little awkward, but not obvious. Of course I masturbated to that memory as often as possible. I know now that he did too.
Keith worked from home while the kids were all in school and his wife worked outside of the home. It meant he was home alone all day. So I skipped school one weekday to go see him. It took a while to get the courage up to do it. I was one of those good kids who rarely missed a day and always got good grades. My attendance was so good that no one questioned my absence. A good girl like me wouldn’t skip school.
I waited about an hour after I would normally leave before heading over to his place. I had dressed for school before my parents left for the day. Did I mention that Daf and I went to a Catholic school? So I had on my uniform and set out for my mission.
“Maggie? What’re you doing here?” Keith was confused when he answered the door.
I pushed past him into the house. “I said I wanted to do it again.”
“We can’t do this. I told you that.” He tried to sound stern.
“I know you said that, but then why do you keep looking at my body?” I try to look as innocent as possible.
“I...” he started, but didn’t have a good response.
“I know I look like my mom when she was fourteen too. Do you ever think about your first time with her? Have you ever thought about reliving it?”
“Maggie...” he was trying to find a way to say no, but he knew I was right. I knew I had him right where I wanted him.
“Mr Harper...” I replied as I stepped closer to him. Right in front of him. I don’t know what was running through his head as he looked down at me. I took a deep breath to build my confidence a little more before reaching out and feeling his bulge.
I didn’t have any real experience, but it felt hard. Like this thick solid mass in his pants, straining against his jeans. I don’t really know what I expected it to feel like, but the reality was a little surprising. It was a struggle not to show that surprise on my face.
“It sure feels like you want to do it again.” I gave his bulge a squeeze and smiled up at him with a beaming innocent smile. I could already see him faltering. His shoulders slumped and he sighed.
“You look so much like her,” he finally admitted, “every time I see you I think of her.”
“What do you think about?” I let my fingers wander over his bulge, pressing down enough that he might be able to feel it through his jeans.
“I remember how she looked on her back, fourteen and a virgin. The way she wanted me inside of her. She whispered in my ear telling me she was ready.” He groaned as I squeezed his bulge. “I remember what she looked like on her knees with my cock in her mouth and I wonder if you’d look the same.”
My eyes widened briefly at the word cock. Of course I’ve heard it before. Hell, I’ve even said it to Daf. But this was coming from an adult and it seemed weird. Don’t get me wrong, the word brought images of what I saw last time we were alone and I felt my pussy clench is desire.
“Is that what you want, Mr Harper?” I asked as my fingers fumbled with the button on his jeans. “Do you want to see my young virgin mouth wrapped around your big cock?” It felt good to say the word to him too. There was a swarm of butterflies in my stomach that erupted as I said it. Part of me was still afraid of getting in trouble for saying such a bad word in front of an adult. Which, considering the situation we were in, was pretty crazy.
I saw his lower lip trembling at my words. His mouth opened and closed a few times as if he was trying to find the words. My smile grew at the sight and the realization that I finally managed to get his button undone.
“I’ve never done this before, Mr Harper. You’ll tell me if I’m doing anything wrong?” I lowered myself to the floor and sat down on my knees. I wasn’t going in entirely blind. Ever since I watched him masturbate I had been looking into ways to pleasure him. I researched tips and tricks on how to give handjobs and blowjobs. I even watched some porn, which is something that had never crossed my mind before that night. I knew that I probably only had one chance at this. If it was bad he’d end it all, but if I could rock his world then he’d have to come back for more. At least, that’s what I hoped. Turns out he had been fantasizing about me for a couple of years already and it wouldn’t have mattered if I did a bad job or not.
I slid the zipper on his fly down to the very bottom and spread his jeans open. A little glance upward let me know he was watching me pretty intently. I could see his hard cock straining against the fabric of his underwear. Tight bikini briefs that were stretched taut against him meaning I could see almost every detail. I tucked my finger tips under the waistband and, like I’d read about, pulled the elastic towards me before moving it down over his manhood. With a slight tug his jeans fell to the floor around his ankles. I pulled his underwear down and added it to the pile.
This was a moment I wasn’t truly prepared for. I’d already seen it, of course, but from a bit of a distance. Now it was right in front of my face and suddenly it felt big and intimidating. This man was more than 20 years older than me. This organ had experienced my mom and his wife along with who knows how many other girls along the way. His level of experience was making me a little nervous.
On the other hand, there was that scent. That musky aroma wafting from his pubic hair. A mixture of sweat and possibly even cum lingering inside that jungle. If you’d described this smell to me before I wouldn’t have said it sounds gross. But being there, with his throbbing cock mere inches from my face, it was intoxicating.
I wanted to say something. Something slutty or something innocent. Anything at all. But I couldn’t. I ran my hands up along his thighs and I heard his breathing stop for a moment. The fingers on my left hand made gentle contact with his low hanging balls. My right hand slid a little higher and wrapped firmly around his shaft.
Much like feeling his bulge earlier, actually touching his dick was such a bizarre experience. The skin was smooth and soft like silk? But just beneath that surface it was rock hard, like a massive muscle flexing to its limit. Then there was the warmth that radiated from it. Even though my hands weren’t cold I could feel this heat permeating my hand and spreading through my body.
I slid my hand down, gently pulling his foreskin along with it, revealing the purple glistening head beneath. My heart raced with excitement. It shimmered with precum. I did that. Me. I’m just a regular person and I made this man so excited his cock was leaking, lubricating itself for sex. The intimidating feeling that had washed over me faded into a feeling of power and nervousness. I was still worried I would do it wrong, but I felt like I was in charge. Not only did I get him this excited, but he’s trusted me enough to manipulate his most sensitive organ. His most prized possession. Not only was his pleasure in my hands, but the very thing that made him a man. I could destroy that in an instant, or make him feel so so good. That’s the sort of power that was in my hands.
I looked up into his eyes with a growing smile as my hand repeated the motions I’ve studied so thoroughly. Just tight enough. Up and down along his shaft. Feeling every little ridge and bump hiding beneath the silky soft skin. As slow as possible to drive him wild.
Meanwhile my other hand cupped his balls. Another unexpected feeling. Two hard ovals inside a soft but saggy sack of skin. I could feel the way they tried to pull up and away from my grip as my hand stroked his shaft. I knew that was a good sign, but it felt like they had a mind of their own.
I raised my body a little, bringing my face up towards the head of his cock. His foreskin caused his head to continuously disappearing and reappear before my eyes. I adjusted my grip to try and kept it exposed. With my hand slowly stroking him, I learned forward and kissed that little string looking thing in the upside down V where the head meets the shaft. My soft lips pressed against him and I let my tongue peek out and flicker over it.
He gasped. “Oh fuck, Shanon.” I didn’t care if he wanted to use my mom’s name at first. Soon he’ll get used to me and think of me as Maggie instead of my mom’s past self.
I pulled his cock down to point it out a little more and opened my mouth. With a slight tilt I leaned in and wrapped my lips around his shaft. He groaned so loudly. I thought I was going to cum just from that sound alone.
Now having a dick in your mouth for the first time is another one of those unforgettable experiences. I expected it to taste like something. I had read that cum can taste salty and of course I smelled his musk. The clear liquid on the head had a mildly salty taste, but it was almost unnoticeable. The rest of his cock tasted like nothing. It was just like skin. The feeling of control and power swelled inside of me as I covered my teeth. His very manhood’s destiny was in my mouth and subject to my whims. I could torture him or make him cum. Luckily for him I was set on doing the latter. I also enjoyed how comforting it felt to have something in my mouth. Like it belonged there and it was very soothing.