M/F ~ Age Gap ~ Best Friend’s Daughter ~ Older Man Younger Woman
I want to pop my best friend’s daughter’s cherry
I know I should keep my hands — and even my thoughts — off her because she’s not even half my age and strictly off limits. But I’ve never been one to follow the rules.
My best friend was prattling onto me about how he was trying to protect his daughter’s innocence now from all the many men who just wanted to use her. But I was distracted and in my own world.
I kept thinking about how I wanted to do just what my friend feared another guy would. She was less than half my age, but she was 18, so that made her legal. It was only my friendship with her father that stopped me from doing what I wanted to do.
I would love to take Jane to my house and impress her with my success.
I’d show her around the big rooms and give her a taste of what life could be like for an older, rich, experienced man like me. And of course, I had something else that was huge that I wished I could show her. I’d like to taste something of hers, too.
My desire for her was stronger than it had ever been for anyone else. She had some kind of power over me that I hated, because it made me want to do dirty, naughty things to defile my best friend’s innocent young daughter.
But I couldn’t.
“Well, Frank, I’m sorry to hear about the troubles of having a teenage daughter,” I said, snapping out of my fantasies.
Even though she is an adult now and she can probably take care of herself, I thought, but I didn’t say that part out loud because I didn’t want to sound insensitive.
“But I have to be heading home now.”
Frank nodded and we parted ways, and yet I still couldn’t get Jane out of my mind.
She was drop dead gorgeous, with a curvy body that excited me whenever I could catch a glimpse of her. Of course, I felt guilty about how I looked at her, but it wasn’t my fault. Jane was just so fucking hot.
But I knew I couldn’t keep dwelling on her, because that would only get me into trouble. I would never want to do anything that would ruin my relationship with Frank. He trusted me, and he had always been there for me.
So how could I even think of doing anything that had the potential to ruin our friendship?
On the other hand, his daughter had blossomed into a beautiful flower, one that I would love to pluck and put into my own garden.
In fact, she was the only flower I’d want in my garden, if I could have her. I’d spend so much of my time tending to her that I wouldn’t need any others. And that wasn’t a thing that was very much like me to think, considering that I had the reputation of being a player.
But if I could only have Jane, I wouldn’t want anyone else.
I licked my lips instinctively, picturing her yet again in my mind despite trying to banish her from my thoughts.
Frank and I had a good friendship going.
If only I could keep my dick in my pants and not ruin it!
I walked into my empty penthouse, and more so out of habit than anything else, I headed to the fridge to grab a beer. Then I sat down on my couch with my feet up on the coffee table, like the bachelor I was.
Or course, it wasn’t very easy for Frank to see the revolving door of suitors his daughter had lined up for her. This was his only child we were talking about — the apple of his eye.
I had to admit that just thinking about her going on a date with some pimply kid made my blood boil. I got jealous just thinking about it. She had caught my attention every time I caught a glimpse of her.
Snap out of it, I told myself, chugging the beer down and tossing the bottle.
I couldn’t be thinking about Jane like this without some sort of trouble happening. Still, I also couldn’t help myself. She was just so damn sexy.
Before I knew it, I had slipped out of my jeans and t-shirt and was headed to the shower. My imagination was running wild as I stepped into the stall, letting the water caress my body.
I imagined Jane’s hands running up and down my chest, which would be slippery to the touch as the water careened down my toned muscles. I pictured myself leaning her over and grabbing her by the hips as the water washed down her back.
I stroked my hard dick as I stood in the shower, envisioning my hand as Jane’s tight pussy pushing back and forth on my dick. I moaned as I jerked off my rock-hard cock.
Then I closed my eyes, leaned my head back, and relished the feeling, wishing I could have her right here with me.
I imagined taking her from the shower to the bed, not caring how wet our naked bodies would make the comforter and sheets.
I would kiss Jane hard, sucking softly on her tongue. Next, I would put her down on the bed, her firm nipples standing at attention as she lay there, her eyes begging me to touch her.
Next, I would lean down and take her nipples in my mouth as she wrapped her arms around my neck, begging for more.
Finally, I would move down and put my mouth over her hot center, listening to her moan as I made her clit pulsate with my eager tongue.
I would lap at her wet pussy, inserting my fingers into her hole one at a time, watching as her eyes opened wide as I finger fucked her and sucked her hard little nub until she came.
I imagined her screaming in ecstasy as her pussy creamed across my face.
My dick jerked, almost ready to explode as I imagined sliding it deep inside her tight, wet little cunt. I bet she felt amazing.
I would sink my hard dick all the way into her pussy, her nails digging into my back as I plunged deeper and deeper inside her. I bet she would bite her lips and close her eyes. My big cock would fill up her small little hole as I thrust in and out of her.
I knew her pussy juices would coat my hard cock with their wetness.
The whole time, I’d caress her face, moving her hair away whenever it threatened to cover her lips.
But I would want more. So, I would flip over on my back and let Jane ride me.
I imagined that she would feel unsure of herself, since she was likely still a virgin — or at least I hoped she was. Her father’s over-protectiveness probably would have ensured it.
The tight walls of her snug pussy would feel absolutely wonderful as they were wrapped around my dick, clenching it and milking it.
I would hold her wide hips, staring deep into her eyes as she writhed them around in a circle.
“Oh, yeah, this feels so good!” she called out.
She’d move slowly at first, but then she’d pick up speed until she was acting like a wild stallion, riding my dick so hard that I would have to curl my toes to keep from cumming.
“Good girl. Just like that. Whose pussy is this?” I would ask her.
“Yours!” Jane would gasp.
God, how I wished that it really could be mine.
I imagined pumping my dick in and out of her pussy with such vigor that the bed would shake so hard that I’d become worried that it would soon break.
I would watch her face contort again as she came in waves around the shaft of my dick, her wet, tight pussy pulsing over and over.
Thinking about Jane cumming all over my cock made me cum hard myself in real life.
I let the warm nut wash down into the shower drain, my body jerking with each pulse of my load that spilled out.
After emptying myself, I thought about filling her tight pussy with my creamy cum. I imagined her putting her fingers into her soaking wet pussy and pulling her finger up to lick it. I bet she’d enjoy the taste of my seed.
I turned on the cold water even more, hoping it would help me stop the wild thoughts that were taking me over, causing me to think things I knew I had no business thinking about. It was dangerous to be dwelling on something like this.
Everyone fantasizes every once in a while, I thought to myself as I dried off and hopped out of the shower. It’s not really hurting anything in reality.
Except that it was making me want to make fantasy a reality.
Thanks for reading.
To read what Jane is thinking about Jon, be sure to check out my related story here on Medium called I Want My Dad’s Best Friend to Pop My Cherry.
To continue on to Part 3 of my serial, called “My Dad Caught Me Masturbating to Dirty Thoughts of His Best Friend,” click here.
Or click here for the Table of Contents and reading order for all stories in the series.
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