I'd like to tell you a story about a certain evening in mid-January a few years ago. I was a senior in high school and at the time a freestyle swimmer on our swim team. Where I'm from, swimming season occurs from October to March and it's always cold. I had just turned eighteen 4 months before and I guess you could say that the world was my oyster. I was strong, cocky, yet perhaps a little inexperienced when it came to life in general.
Our team had a coach who could be a total asshole. (At least we thought so). If he didn't like the way you were training on any particular evening he'd simply force you to swim laps for an hour after practice was supposed to be over. Usually we swam from 3pm-6pm, but sometimes if you got picked on by coach you'd be in the pool till 7pm. On this particular evening I was out of the water on time. Seven of my buddies however, weren't as lucky.
In the locker room those of us out of the water cleaned ourselves up quickly. Coach had this bad habit of wandering in to tell someone how badly they preformed on any given day and frankly, nobody wanted to hear it. I was the last out, preferring to take a full shower and clean up. (I guess I prefer the smell AXE shower gel to pool water) After washing I realized that my cock was pretty hard. In the water we swimmers endure what most would call "shrinkage". After a warm shower though, I could feel my hardness forming and realized that I hadn't had any kind of a release for a while. Two days? Was it three? It didn't matter to me at the time but what DID matter was that I could hear coach yelling in the pool area at Dusty, one of my teammates, for missing a split time. Since I couldn't stand the thought of him walking in on me, I pulled on my clothes, put on my coat, slung my bag across my chest and put my IPOD buds in my ears. One winter cap on my head pulled down did the last trick and I was ready to face the long cold walk home. I figured I could take care of myself once I got to my bedroom. I never imagined what was going to happen next.
As I exited the pool doors they locked behind me and I was greeted with the sight of Dusty's mom. To this day I still don't know her first name, but I think it started with an 'A'. In any case, we always just called her Mrs. Michaels. She was an absolute milf. All the guys on the team thought so and that totally pissed Dusty off. I suppose I'd be mad too if I'd been him. Mrs. Michaels seemed to like the attention though, always going out of her way to talk to us. I clearly remember times when she'd flirt with some of my teammates, coyly asking if something she was wearing was attractive or touching someone's arm during a conversation. When she did these things it was always subtle and if someone interrupted she'd act innocent about it. Once, she even did something to me. After a meet in a crowded area she rubbed up against me and I SWEAR she deliberately pushed her firm backside into my Speedo while acting like nothing was amiss. I still recall the sensation of my cock pressing into the fold of her hot married ass. Long story short: I wanted her.
This evening she was bundled up under an expensive looking black winter coat. I could tell she was probably going somewhere since she was dressed to kill. She always looked good, a result of the fact that Dusty's dad made lots of money. Tonight I could see through her coat that she had on what looked to be a red silk blouse and a business skirt. Dark hose-clad legs ended in some red heels, the kind with the little spike on the end. The heels were about as high as one could go before looking slutty. Perhaps 3" tall edging toward 4". She had a cell phone to her right ear and a Starbucks coffee in her left hand. When she saw me she smiled and motioned me over. I could hear her speaking to someone I believe was Dusty's dad.
"No I'm not going to be on time. Dustin is being held after practice. Yes, that's right...I was told he's not being allowed to leave until 7"
She was making gestures with her hands as she spoke and I watched light wink off the 1 Karat wedding ring she wore. While it was certainly impressive, something else held my firm attention. Mrs. Michaels always wore the reddest lipstick of any woman I've known before or since. As she talked on the phone I watched the glossy red reflect light shining down from a pool door lamp. If ever I fantasized about Mrs. Michaels when alone, cock in hand, I usually thought about her hot mouth. I covertly watched as she took a sip of her coffee and caught a glimpse of a lipstick mark left behind on the black plastic lid.
"Well, I don't know honey, I guess I'll have to wait until he gets out" She was saying. "You just go without me, if I get him home soon enough I'll follow." Then he said something to her I couldn't hear and she looked directly at me. My heart skipped about 2 beats at the eye contact. She held me with her gaze while responding "Well, I've got an idea of how to kill the time so don't worry. I'll see you there." She was now smiling my way as she finished "I love you too. Bye" With that she snapped the phone shut.
"Well hello Pete, I assume you weren't held over like Dustin? When you didn't come out with the other guys I figured you were."
I told her that I'd been lucky then mentioned that she looked like she was going out.
"Oh..I'm supposed to attend a political gathering tonight at 7, but with this new problem at hand I guess I'm not going."
From there we made small talk for 5 minutes or so. As she talked I found myself looking her up and down while pretending I wasn't. Everything about Mrs. Michaels spoke of wealth right down to her perfectly French-manicured nails. I imagined what it might be like if those fingertips were wrapped around my cock instead of a Starbucks coffee cup. When the conversation turned back to the coach's temper I explained how I had dodged his wrath.
"Besides", I finished "He's all bluster anyway. He doesn't scare me"
"Oh so you're not scared of him then?" She asked. "Dusty says you all are." I saw a smile play at the edge of her hot looking mouth. God I wanted her.
"Well I figure his problem is..."
I started the sentence but held back a moment, not sure if I was brave enough to say what was really going through my mind. But then I figured: what the hell? So I looked her square in the eye and finished my thought in full.
"I figure his problem is that he's divorced and doesn't have a hot looking wife like you to go home to."
At this point dear reader, insert a 4 second pause. Her mouth opened a slight bit and she just looked at me before saying. "My my, you are one self-assured young man aren't you?"
"4 years of swim team will do that to you ma'am" I replied, now feeling a shot of adrenaline in my chest at what I'd done.
"Oh really?" she asked. "You just say what you think hmm?"
I looked back and said "Sometimes. You're a milf Mrs. Michaels. All the guys think so. I'm just the only one with the balls to say it."
"Perhaps you didn't notice that I'm married?" She said, flashing her ring at me.
The diamond caught the light and sparkled. It was obviously expensive, a D or E color stone at the least. Wow. She wasn't smiling anymore and her eyes bored into me, like cougar examining prey. I think she was waiting to see what I was going to do. So I responded,
"Like I said Mrs. Michaels, sometimes you just gotta say what you think."
She considered that for a moment before pulling her car keys out of an expensive black leather Gucci purse while saying,
"Tsk, Tsk. You're a cocky one. Arrogant might be a better word. I wonder what your mother might think of this the next time I speak to her at a meet?"
I wasn't sure if she was angry or not. Perhaps I took things too far? My cock was raging in my pants so logic wasn't exactly playing in the front of my mind. Not sure what to say at this point, I said nothing. But I guess words weren't needed because she turned on her heel and began walking to her SUV. I now figured I'd made a big mistake and was starting to regret my indiscreetness. Her heels made about five 'clip-clops' before she stopped, turned, and asked,
"Are you coming or not?"
I felt another surge of adrenaline when I realized what she was asking.
"Um..OK" I said. (That's me, master of the English language)
Without waiting for me to follow she turned and continued into the parking lot. The 'clip clops' of her high heeled shoes echoed off cold brick walls like a mating call. As I moved up next to her, perfume filled my head. I saw her SUV parked against the wall of the pool building under a lamp post.
"Get in the passenger side Pete" came the sharp directive as she disarmed the vehicle alarm system with the press of a keychain button. "I think you and I need to have a conversation."
At this point I was starting to seriously question what the hell I was doing. Was I about to get in trouble? Why was I getting in her vehicle? What is going on?
I guess I paused too long because she looked back as she opened her door and asked, "Am I stuttering?"
I shook my head no.
"I wasn't sure." She continued. "Because when I told you to get in the passenger side, you instead stood there looking at me."
And so it came to pass that I found myself sitting in the passenger seat of Mrs. Michaels' luxury Cadillac Escalade. I looked around as I took off my cap and coat to set them on the floor with my bag. The entire interior was leather seating. The windows were heavily tinted. I was sure this vehicle priced somewhere between 70K-83K. It would have had that new car smell if not for her perfume which filled the air as she started the engine.
"I just want to make sure it doesn't get cold in here Pete" she said as she set her coffee in a drink holder. "We're not going anywhere."
I nodded and kept looking around. I knew that Dusty had a brother and a couple sisters, all younger. I'd seen them before at swim meets. That explained the Barney coloring book on back seat and the transformer toys on the floor.
