Author's Note: All characters in this story are 18 years of age or older. This is based on a true story.
*
Kay Stiles inserted herself into my life the first week of sophomore year. A petite blond ex-high school cheerleader/gymnast with huge baby blue eyes and large toothy smile, she abandoned sports at university to join the geek world by choosing an accounting major. Already a geek student on the business track since high school, I was stunned by her obvious attention. Cheerleaders in high school never gave geeks like me the time of day.
She didn't either our first year at university. No surprise when her boyfriend was a handsome blond haired blue eyed jock. But first day of second year accounting she waited until I picked a seat and took the one next to me. In classrooms and lecture halls where she normally sat in the back she sat next to me wherever I sat. She waited for me outside my other classes. We walked across campus chatting like crazy. One time I found her sitting on the bench outside the doors of the business school, books open, studying, waiting for me. I walked her to her car in the parking lot pushing my bike.
I should stop here and tell you we attended a large suburban commuter college. It had sprung from midwestern cornfields just fifteen years before. We both lived at home with our parents. Hers lived fifteen miles away on the edge of a small town in the exurbs. My folks lived just a few miles miles from campus. It took us about the same time to commute, she in her little Honda CVCC and me on my Trek road bike.
Two weeks into the semester I asked her out. She said yes. On our third date we saw an animated scifi movie called Heavy Metal at the tiny movie house in her village. Loaded with sex it put her in the mood. The moment we got into her car in the dark parking lot across the street she pressed close. After making out and feeling each other up until the lot emptied she climbed on top of me in the reclined passenger seat. Not long after I opened her top and began sucking her tiny A cup breasts she told me to take my pants off. While I pushed jeans and undies down to my knees she wiggled out of panties, straddled me, lifted her skirt and pushed onto my cock, gasping for air as she forced herself open on me. True to her cheerleader reputation she was a wild fuck.
Deprived of privacy at home we sometimes had sex in her car. Often it was late at night in the empty parking lot behind the restaurant where she worked. She just lifted her hot little waitresses' skirt, slid on my cock in the reclined passenger seat and worked up her orgasms. One day a week second semester my classes ended at noon. With parents at work and siblings at school we had sex for an hour in my single bed before she drove back to campus for her afternoon classes. That's where the flexibility of her tiny cheerleader's body shined. She did the splits atop and under me frequently while we fucked. The intense stretch, she said, made sex more enjoyable and her orgasms more intense. She was so flexible that when I slung her legs over my shoulders her knees remained straight and I could push them right down next to her ears while I pounded her insatiable cunt. This opened her hips in a way which made her thighs tremble and quiver when she came.
Our best sex happened at the hotel where I worked. I had started there as a bellhop senior year in high school. I quickly learned why I had to be eighteen for the job: female guests frequently invited bellhops to their rooms for after hours fun. Officially it was against company rules to fraternize with guests but no one cared if it happened after hours. By the time I graduated from high school that spring I had dipped my wick into several middle-aged ladies. Thirty to forty year old women were hottest for it. All were married and attending conferences there. Away from husbands, families and work some were determined to get get laid. What could be more convenient than a handsome young stud in a crisp bellhop's uniform and monkey hat?
By the time I was a college sophomore I had been promoted to concierge. Like any large hotel there are always a handful of bedrooms out of service for one reason or another. Kay and I took advantage of these rooms for late night fucks when our schedules permitted. Large queen sized beds were so much more conducive for making love than the passenger seat of her car or our single beds at home. Our first shower fucks happened there as did our first jacuzzis together. We could relax and even slept together all night a few times when our parents were away at the same time.
I blasted load after load in her tight little pussy sophomore year and ate her tiny clit to completion many times. She wasn't big on blowing me except for a few minutes before pushing herself urgently on me.
"Doesn't that hurt?" I once asked her when she was forcing herself on me hard.
"Mmm... God no it feels great," she gasped.
Kay dumped me the summer after sophomore year for yet another hunky jock. I still can't believe a former cheerleader as hot as she even deigned to give me the time of day let alone make me her boyfriend for a year. I guess my tall slim cyclist's body had been athletic enough to meet her requirement.
* * * * *
Fast forward to a year after I graduated from university. I had moved out of the family home into an apartment of my own and had been promoted to assistant manager at the hotel. It paid well and was a good place to be while I decided whether to go on to grad school and get an MBA. Though I had passed my test and became a licensed CPA I didn't relish the idea of crunching numbers alone in an office all day. I needed something a little more extroverted. I had also made some money on a couple of penny stocks which paid off handsomely while I was an undergrad. At twenty-three I wasn't a millionaire but I had made my first hundred thousand and if it kept growing as it had I might be a millionaire by twenty-five.
One summer afternoon the evening supervisor called in sick. Unable to get someone to cover the shift I quickly resigned myself to the fact that my eight hour day had become a sixteen hour day. I was working at the desk in the night supervisor's office just after nine pm when someone stuck their head in the open door. I looked up. It was my ex's mother, Louisa Stiles.
"Hello Mrs. Stiles!" I said, surprised.
"Hi Michael," she smiled. "I was hoping I'd catch you here."
"Come in," I said standing and waving her to a chair. "It's good to see you. How are you? What brings you here?"
"I'm fine, thanks," she said, sitting and crossing her legs. "I just attended the New Consciousness workshop in your main room this evening. How are you?"
"I'm fine," replied. "How was the workshop? Did you like it?"
"Oh, you know, standard new age fare from another self-help guru," she smiled, "but I enjoyed it."
"Good," I said, looking out the office door to the throngs filing out through reception. "He really draws the crowds doesn't he?"
"Yes he does," she said. "I thought I'd check it out and see if it gave me a chance to run into you."
"By a lucky chance," I said, explaining that I worked days and was covering for a sick supervisor.
"Did you hear about Kay and Gerard?" Louisa asked. Gerard was the guy after the guy after my ex dated me. He was a gymnast who had gone to our university.
"No," I said."
"Well they got married last summer after she graduated. He transferred to a Division One school on a full scholarship. Now he's ranked top 100 in the world."
"That's great," I said. "I had no idea he was so good."
Ever the proud mother and mother-in-law she launched into the details of their wedding and their academic careers but all I could think about was what sex would be like between those two tiny athletic flexible gymnasts. I felt more than a little jealousy.
"Would you like to get a cup of coffee?" I interrupted, realizing she was going to give me the whole slide show. "It's on me."
"That'd be nice," she smiled.
I led her down the hall to the dining room which had closed for the night. Kitchen staff were doing the last bit of KP before clocking out. I took Louisa off to the side into the small, wood paneled executive dining room and poured our coffees. We sat across a table from each other sipping. She did all the talking, filling me in on the wedding and the progress of her other daughter and son.
Louisa was not at all like her tiny flat-chested cheerleader daughter. Brunette instead of blond with brown eyes instead of blue, Louisa was of average height—maybe 5'6—with full breasts and nicely rounded momma hips. Shoulder length hair didn't hide dangling earrings or her beautiful neck. She wore a face full of make up, a smart blouse, midi skirt which showed off her ass, and heels. Her smooth summer legs didn't need hose. At 43 she was twenty years old than I but didn't look a day over thirty with her flat tummy.
She paused for a moment. Her eyes sparkled in mine.
"I'm sorry," she said, lowering her voice to sultry. "I didn't mean to rub it in about Kay marrying Gerard. I know you loved her."
"That's okay," I said. "We had our time. I'm happy for her. For them."
