The Ultimate Playboy Pt. 01

Most stories start off with two people meeting cute, dancing around each other for a little while before falling in love and eventually, finally sharing that love in a physical sense. This is not that kind of story.

PART 1: Modest Beginnings

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CHAPTER 1

For the first teenaged years of my life, I was nothing special. Just your average American male. Height, weight, race, hair color, athletic ability... none of it important. Except for one thing...

No, my penis size was fairly normal. Actually, at the time, it was pretty small. You see, that one important thing was that I hit puberty fairly late. Most guys start growing hair on their balls like in Junior High at least. But I was a couple of years behind; and a couple of years behind puts a guy like me pretty darn low on the dating totem pole. I was fine socially, hanging out with friends and chatting with everyone. The only difference was that I was six inches shorter than everyone else. I didn't get picked on that much by bullies. I was just... casually ignored by the fairer sex.

Actually, there was one other thing, something that made me very special. But I wouldn't really understand it until I was well into my college years. But that's for later.

So as the short, underdeveloped teenager, I learned to lust on my own, without being obvious and without a prayer of getting laid. I appreciated the various feminine beauties around me and looked forward to the spring when the weather dictated a rather abbreviated fashion style. But to be honest, there was no more beautiful creature on this earth than the High School's Biology teacher, Mrs. Robinson.

Five feet, eight inches of va-va-voom... Cute elfin face with a hint of foreign exoticism. Intelligent, sassy, brunette, and a set of curves only a grown woman, 10 years older than me, could have. Amazing how young a person can be and still earn advanced Science degrees.

"So here's to you, Mrs. Robinson..." I found myself humming most of the days I headed towards her class. On occasion, she caught me staring at her body, a knowing smile on her lips. I dreamed my dreams, but if even the freshman girls were out of my league, then Mrs. Robinson... well... sigh...

Fortunately, that Junior year was the year my growth spurt finally hit. I actually had to shave for the first time. My voice got deeper. And girls slowly began to notice me.

I still didn't get any dates, mostly due to my own ineptness and lack of confidence. But my life was looking up. Once I found myself engaged in an idle conversation with a beautiful classmate in the hallway. My tongue tied itself in knots the instant the conversation moved away from the classwork and towards the plans for a party this weekend. After thirty seconds of me fumbling around like a near-sighted fool in the dark, she huffed away and joined some friends walking away.

But in Biology class, I was the master. Front-row, center. I knew the answer to every question, my voice clear and strong. And I always got the perfect reward in Mrs. Robinson's smiling encouragement and approval.

We were halfway done with the second semester when the Biology midterm came up. Mrs. Robinson was holding office hours after school ended on the day before the midterm, and I made definite plans to attend.

That particular week had been particularly hectic. Biology wasn't my only midterm that week, and I'd been studying my ass off every night. Consequently, I was a little tired but at the same time a little aroused. The thought of Mrs. Robinson in that short skirt she'd been wearing this spring day was giving me a rise, and I hadn't gotten around to jerking myself off in several days.

So I popped into her office hours with 3 other students, joining the round robin of Q