MILF (Origin Story part 1)

This all started 3 years ago, when I was 14. I was a horny little teen. Since humping Stacy, I significantly improved in the chikan department. I copied various techniques and honed my skills. For me, I didn't continue to hump/grope because I had no confidence or because I was sick in the brain lol, I did it mainly because I've always had somewhat of a fetish with female asses.

I was a freshman in high school (which was heaven, all the older girls were great for humping) during this time.

This all happened at a high school basketball game. The two schools playing were rivals, I mean HUGE rivals. There rivalry is well known in this city, and rumors were already flying around the school about how packed it would be. At the time I didn't really care about sports at the time (I didnt get involved in sports until my sophmore year), but I became interested after hearing so many people talk about it and seeing how many people were planning on going (nearly half the school), I was definately going to go.

On the night of the game, I arrived about 15 minutes late. I had already formulated a plan, where I would take my cock out and hump some ass when everybody was cramming to get outside.

Boy, was I wrong.

The PARKING LOT was crowded! So much so my parents had to drop me off on a nearby sidewalk, just so they wouldn't risk getting trapped in the madness.

Indoors was another story.

IT WAS PACKED! There were so many people in the Gym that people were cramming around the above railing to watch the game below.

Allow Me to explain: my school's gym has 2 floors. The lower level is where the basketball court is and the upper level has more seats and railing that surrounds the entire court. Sort of like a barricade in a sense. It's complicated to explain but, if you get confused just tell me and I'll try to do more thorough explanation.

Back to the story

All of the seats in the bleachers were taken. So now there were dozens of people crammed around the railing.

I was so excited, not about the game but, because of the variety of targets (MILFs, teens, even college aged girl). This was to much for me lol. I had to stop by the restroom to calm myself. Lol my heart was literally hammering against my chest. Once I calmed down I came back out, and went to the gym.
And thats when I spotted my first target. A beautiful MILF.

I knew she was a MILF because she had her daughter with her. Her daughter is a student at my school, I've seen her before.
This MILF looked to be in her early thirties. She had long black hair, nice big tits (probably D-Cup), a tight long sleeved shirt, and a nice phat ass packed into some tight athletic pants. Athletic pants look like leggings EXCEPT they
are lose around the legs. Jogger often wear these type of pants.
This MILF, she had a nice onion. Not tooo big but just phat enough to catch my attention, and make my wood tingle.
So I slowly wormed my way through the crowd until I was behind her. She was oblivious. I slowly reached my hand forward, looking left and right to make sure that no one was watching me. Everybody was focused on the game. My trembling hand sank slowly into her crack. AHHHHHHH what an ass she had. It was somewhat firm, but also soft. This told me she worked out or jogged often.

I kept my hand there but snatched it back once I noticed it in there to long LOL! Her daughter looked back at me, with a suspicious look on her face which I didn't like. Since she went to my school, it would be pretty damn risky humping her mom. She turned back and continued watching the game. I was trembling, I believe this was my first time with a MILF, so it was pure ecstacy for me. I repeatedly put the back of my hands forward, sinking it into her plump cheeks. She never gave a reaction as I increased pressure. Did she feel anything?

My cock was rock hard after 5 minutes and now ready for some action. I released it from my pants.

Let me explain first. I discovered this board when I was 13, and I learned a multitude of techniques from it. One being, the cock-out-under-shirt technique. I absolutely loved this and since learning of it, it has become my signature technique.

I pulled my shirt down over it and sank my cock into her left cheek. I trembled at the firm/soft sensation of her plump ass. This was my first time doing this to a MILF, so I was on a high.

She didn't seem to notice or care about this young cock on her phatty.

So without wasting any time I slid my cock into her crack. AHHHHHH I loved the way her athletic cheek spread and tightened aroung my cock. It was on fire in that crack. I just wanted to fuck her right then and there. Lol she was talking with her daughter when i did this, and as soon as my cock hit her crack she paused mid conversation, then continued talking. She knew what I was up to.

My god, my legs were getting weak it had probably been a little over 5 minutes, and I was getting light headed.

But she never once looked backed at me. Then she did something that almost made my helmet explode. She leaned over the railing and pushed her ass back on my cock. AHHHHHHHHHHHHHHHHH was this slut teasing me? No, I doubt it. I think she was trying to make me back up. But I held my ground and just allowed to spread her own asscrack onto my dick. I made the simple mistake of letting out a muffled groan when she bent forward.

I caught the attention of her daughter. Who immediately looked back at me with a "what the hell was that?" look on her face. I avoided eye contact. But it was too late. She looked at my crotch area which buried firmly into her mother's ass. SHIT! SHE CAUGHT ME! She looked at me with a disgusted look on her face then turned around. I prayed to god that she wouldn't say anything to her mom, or to me. Can't I just have my nut in peace?

She tried to be sly but I could see her watching at me through the corner of her eye. Lol this was making me rather uncomfortable.

"Fuck her", I thought to myself, "if this bitch wanted to do something then she would've done it."

I shifted presuure between my heels and my toes, strongly rocking into her phat motherly asscrack. I was also squating and thrusting into her. I also got my hand involved and lightly held her juicy thighs. My cock was twitching all in her crack.

I lightly brushed my hands against the upper part of her inner thighs, and inadvertedly brushed her pussy I think.
She stood up, and froze up. She then leaned over and wispered something into her daughter's ear. I heard her daughter reply "Are you serious?"
Her daughter then finally looked back at me, with a look of disgust/shock/anger on her face.

"Can you, like, get your fucking dick off my mom, and stop touching her butt?"

"I don't know what you're talking about" I said naively. My heart was punding like crazy. This was the first time I had ever been confronted. I was freaked out. And not to mention that this girl looked pissed, and like she was about to beat my ass for nailing her mommy's ass.

It was now that her mom then decided after keeping her fucking mouth shut for the past 15 minutes, she was ready to say something.

"Um, I think you know EXACTLY what she's talking about" her mom said finally acknowledging my prescence and looking me dead in the eyes, and with a very unhappy look on her face. I saw this expression on the side of her face while humping her. I thought it was sly grin. But, no, it was more of a grimace.
And looked even more unhappy when she glanced at how my pelvis was buried in her booty.

"You've been rubbing on me for the past 20 minutes, you know exactly what you've been doing, so don't pretend." she said with a stern look on her face. "I suggest you take a few steps back"

I did just that. But remember my cock is out under my shirt, so as I stepped back, I awkwardly placed my hand in front of my boner, to cover it from view. The daughter saw this and scoffed in disgust. Her mother saw me do this too, she smirked, and promptly rolled her eyes. She then tugged the deep wedgie out of her ass. It was sexy watching her do that lol. But man, was this embarrasing. I got frustrated at the way these two women had just ended things. And I hated the way the MILF smirked at me, as though she was happy that she had embarassed me. I knew that this opportunity was over, and that it would be a smart idea to get the hell out of there.

So out of spite I dropped my hand and FIRMLY gripped her ass. Stupid bitch lol. I got out of there quickly lol!

When I looked back, I saw the MILF with an extremely PISSED look on her face. Serves her right.

Part 2 and 3 will be posted soon.

High School Humper

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