I was not your ordinary kind of high-school geek. I didn't have the typical hallmarks that would get me voted "Least Likely To Lose His Virginity ... Ever" in the senior yearbook. I wasn't oversize or undersize, dressed fashionably enough, and had good personal hygiene. I wasn't into Star Trek or role-playing games. I wasn't in the marching band (and, consequently, didn't have any band-camp stories to bore my classmates with). I didn't have a weird family, wasn't very rich or very poor, and if you asked any of the other kids, they'd probably say I was fairly normal.
But, make no mistake, I was an oddball. I was tall and skinny, grew my blond hair to the middle of my back at a time when the buzz-cut was king. I listened to heavy metal when it was no longer cool and the preferred genre was hip-hop, which I hated. Other guys lived for video games; I could take 'em or leave 'em. Other kids went to the movies, but I always preferred books, and the teenage sitcoms that were popular at the time held no interest for me.
My grades were good enough to get me in to advanced-placement classes, but I didn't have the same attitude as the other nerds. I didn't work myself to death, stress myself out on purpose, didn't think being in A.P. classes made me somehow special, and, truth be told, didn't particularly enjoy schoolwork. My best subject wasn't science or math, but English, and yet, I didn't have the deadly-serious English-major mindset I would discover when I became one myself in college.
If it was possible for a geek to be a class clown, I was it. I cracked jokes constantly. I turned oral reports into comedy routines. I genuinely enjoyed making people laugh, but also, as with most class clowns, I did it to cover up my own shyness. I was so good at it that, then and now, people who knew me only casually refused to believe that I WAS shy.
I grew up without a constant male role model, but, with two sisters and lots of aunts, plenty of female ones. As a result, I didn't always relate well to guys my own age, being fairly indifferent to sports, and the typical locker-room talk about girls made me uncomfortable. I was gangbusters with the ladies, but only up to a point. I didn't know when to quit with the jokes and get serious and show another side of myself, or simply wasn't able to. My comedian persona was my shield; it attracted women, but also kept them at arm's length
Occasionally, a girl would show real interest, but by that point, I was so convinced it would never happen, I completely missed it when it did. One time, a girl I was friendly with walked up before history class and asked, point-blank, if I had a girlfriend. I must've gaped at her, because she added, "I'm taking a survey." She wasn't holding a clipboard or a notepad, and didn't write anything down when I told her I was indeed unattached.
"Sorry to disappoint you," I said.
She grinned. "Oh, I'm real disappointed," she said.
Golden opportunity. And I didn't do a goddamn thing about it.
Somehow, I got roped into being the statistician for the girls' basketball team. The coach, Mr. Steffens, was a neighbor and a friend of my uncle's, so he knew me, and I think, wanted to help me. But I didn't give a shit about basketball, and none of the players really interested me in a sexual or romantic way.
By that time, I had already just about given up on my own generation, and turned my attention to older women. My sisters' college friends, my mom's friends, a neighbor lady or two, and teachers. I could be comfortable around them, found it easier to talk to them, and could lust after them, safe in the knowledge that nothing would ever come of it.
I had my favorites. There was Stephanie, my sister's busty blonde roommate from Tennessee. There was a hot but somewhat trashy redhead named Debbie down the street. There was Serena, the flirty brunette who trimmed my hair, and there was Ginger, my six-foot-tall dental hygienist. There was my big-titted Spanish teacher, Diane Burkhart, who got animated and talked with her hands a lot, causing a rather well-known jiggling phenomenon. But my favorite fantasy woman was Rita Distefano.
Ah, Rita! She was my mom's friend, who had moved back into our area after her divorce, when I was a freshman. She was in her early 40's, and very attractive in a classy, low-key way. She stood an even five feet tall, with a trim figure and thick, curly black hair and big, dark eyes. Her nature was gentle, and she spoke in a soft, low-pitched voice, but I found I was often able to get her laughing long and loud, flashing big smiles, eyes sparkling. And she was an English teacher by trade (at another school), so we could talk about books.
When I was having some trouble with trigonometry as a junior, notes coming in the mail saying I was in danger of failing, Rita offered to tutor me. I managed an A, just barely, because Rita was a great tutor, and because I very much wanted to please her. When I showed her my report card at the end of the year ("Feast yer big brown eyes on this!" I crowed), she got the biggest smile, put her arms around me, gave me a squeeze and a kiss on the neck (all she could reach, because I was too surprised to bend down). "I'm so proud of you," she murmured, and kissed me again.
To say my blood was roaring after that little episode would be a gross understatement. And I figured Rita would probably find it pretty gross indeed if she knew, but even without the physical contact, she had become the star attraction in my sexual fantasies. For one thing, she was divorced, which made my fantasies more believable, made her seem somewhat more attainable than the married women I liked to entertain myself with.
She and my mom were tight enough that I knew when she had the occasional boyfriend. Sometimes, of a Saturday night, I would wonder, is Rita having sex right now? What position? Is she climaxing this very minute? Is some guy coming inside my Rita--squirt, squirt, squirt!--right this second? I tried to picture it, some teacher or lawyer or accountant humping away on top of Rita's small body. Or maybe she would be on top, perched on his hips, riding a large cock. I wondered if I might somehow be able to watch. That was the absolute best I could hope for, I figured. But of course, what I really wanted was to be the lucky man myself.
Then, after I'd finished masturbating, I'd sometimes give myself a vigorous noogie. "What the fuck are you doing, Kevin?" I'd ask myself. "You're nuts, pathetic, a moron, to be thinking like this! Pull your head out of your ass before you turn into a stalker or do something else to humiliate yourself. And DON'T, for Chrissake, say anything to Rita about it." And I'd be fine for a few days, get my rocks off thinking about Stephanie or Debbie or Serena or Ginger or Mrs. B. Sometimes, I'd think about Lisa Layton or Holly Porter, girls from school. But then, some afternoon, Rita would stop by to visit my mom, and I would find myself wandering out to the kitchen to say hi. Rita always seemed happy to see me, and would ask how school was going, what colleges I was applying for, and we'd talk about what books we were reading, what music we were listening to, and then she'd be right back in my fantasies.
A couple times, Mom had to run off to a doctor's appointment or to get her hair done, and Rita made like she was leaving too, but ended up staying around and talking with me.