Diary Of A Broke Playboy Episode 10

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Before it all started,
Before i became who i am,
Before the girls,

Before the night outs,
Before the unlimited and unprotected sex,

I was just one cool headed innocent boy who lived a simple life hoping to find true love like the ones i see in movies and praying one of my crushes would look my way.

I can safely say i’m a cute guy, chocolate skinned and standing at 5’7″. I have always loved girls and they in turn had loved me back. At an early age of my life, i had always fantasized about meeting the perfect girl and Falling in love. My only barrier was being an introvert. No matter how many number of green lights a girl would give me, i simply could not get myself to open up and prophesy my love for her.
One of such girls was a light skinned dame back then in my jss 2, her name was Jennifer. The mention of her name alone sent shivers down my spine and when she smiled at me, her gap teeth, i always looked at them like they were the gate to paradise. Back then, everyone in my class knew she was my crush. You know this saying that when a girl loves a guy, only the girl knows but when a guy loves a girl, everyone knows except the girl.

We would smile at each other in the classroom, talk to each other about nothing in particular and most times when my liver was upped, i would hold her hands for sometime and let her know indirectly that i had feelings for her. I had always expected things to fall into place by itself and save me the cost of having to woo her and maybe embarrassing myself in the end.
So my friends decided they were tired of watching me trip for her silently and do nothing about it. One Thursday evening after school had closed. She stayed back because it was her turn to sweep the entire class alongside some other classmates. My friends decided it was time to let the cat out of the bag. After much coercion and persuasion, i decided to do it. My friends watched from a distance as I approached her from the back, my heart pounding in my mouth.
“Jennifer” i called with a shaky voice, she turned in my direction and smiled at me, i froze.
“Hey, neche, how are you? ”

“I’m fine” i said and started staring at her, i couldn’t even find the words to say, i fixed my gaze at her forehead as I squeezed the paper that was in my hand. After about 15 seconds of a staring match between us in which i could not even look her in the eye, she broke the ice.

“Are you not going home yet?” she asked me

“Ermm i’m about to” i said and decided to tell it to her anyway, she obviously was feeling me and wouldn’t want to embarrass me i thought.
“i just wanted to let you know that….. “i started and was hooked at” THAT”. She looked at me with this expression in her eyes that made me suppose she knew what i was about to say and so much wanted to hear it.
“Let me know what?” she said holding my hands and rubbing it.
“Erm, just want to let you know that i…. “i continued my stuttering.
“Chi talk to me” she said with a great deal of concern on her face and voice.
I calmed my nerves and decided to make my last attempt.

“i just wanted to ask if you needed help sweeping the class”
I didn’t even know when I said that.
I shaa swept the whole class that day.

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My first date was in my js3. I was so very naive and didn’t seem to understand the concept of the whole dating thing, in short neither of us understood it. We were still kids and knew absolutely nothing about it all except that we were into each other and that it was very necessary we added “i love you” to the end of our discussions and text message.
Her name was vivian and i must confess she was too much of a sauce for a guy like me, she was 500°c hot.
You know that particular type of girl that when you see her, your whole self esteem drops to low bar and that would be if it doesn’t die, Vivian was that type of girl and more but she loved me with everything she’s worth. Everyone around called her “Fresh air”.
It was on an October, few weeks after school had resumed for the first term session. Like i said, i was in my jss3 and i was the classcaptain.

One peculiar thing about me was that i loved being late to everything even when i’m not supposed to. I could count the number of times i attended Morning assemblies in my secondary school period.
So that early morning, as usual i had been late and missed the morning assembly which was often deliberate, everyone had settled in their classrooms. I waltzed into my class like a boss, i was their boss naa. My eyes fell to the back and then I saw this very lovely Ebony girl. She was so easy to notice cause she wore hostel wear instead of the school uniform and she was seated on my seat or desk if i was to call it that. From where i stood i could see the color of her panties through her legs which she had spread with reckless abandon. I could remember vividly what she wore that day, it was a white pant, i wasn’t being a pervert. It was just like when you are passing by a house and the gate was thrown wide open, you know most definitely you are going to take a peek into the compound. Just so you know i wasn’t looking out for her under wears, it was just a little impossible to pass unnoticed.

I walked up to her and asked her to adjust, she did and i sat down. My class that year was one full of nosy people, it wasn’t long before they started pairing me up with her. Vivian could talk and body contact was a thing she was very good at and she didn’t spare me any of it. She was sexily built with a figure 8 kind of body that made heads turn anytime she passed by. Her breasts were full and jiggled anytime she walked. I remember once she had walked into the class and everyone’s gaze was fixed on her. As she walked through the door, her boobs moved first and it was like they dragged other parts of her body along. Everyone turned in her direction and as if acting out a script, they shouted