I could have fucked one of my teachers back in high school. I didn’t. But I could have. She was into me… She told me I made her ‘quiver…’ She said I looked like a movie star. She tried to kiss me. This was 25 years ago… I still think about it.
Nowadays these stories are everywhere. Open any internet browser and you are greeted by a photo of a young teacher who was recently arrested for seducing their 16-year-old Biology student with marijuana and booze and throwing group sex parties and shit. Their mug shots get splashed all over websites and people everywhere shame these women for fucking underage boys…
Back in the day you never heard about this type of shit. If you did, it was always a creepy male Phys Ed. teacher who wore New Balance sneakers and sported a filthy Don Mattingly moustache. Now it seems these sex-starved teachers are women who look like Charlize Theron with John and Kate Plus Eight haircuts.
In the early 90’s, these women didn’t exist.
Except in my high school.
During my senior year, a really cute teacher’s assistant/college student named Debbie joined my AP English class. She was responsible for grading our shitty essays about the “Grapes of Wrath,” and helped with our teacher Mrs. Kelly’s syllabus… and she also happened to give me ‘fuck me eyes’ nearly every single day.
One day after school in the parking lot, Debbie caught me by my Dodge Lancer as I was preparing to roll a Mexi-shwag joint to smoke with my boy Adam.
“Zach, can I talk to you for a second?” She asked.
At first I thought she was going to criticize my schoolwork or something, but instead she ended up asking me on a date.
“Look, Zach – so I know you mentioned that you want to be an actor when you are older… and uhmm… Well, Les Miz is coming to the U of A next Saturday and I actually have an extra ticket – so if you want to go…?”
She smiled at me. The ‘U of A’ was the University of Arizona… and I had been hanging around the campus since I was a kid. I had always noticed the frat guys and the cute girls, but here was one of them actually… hitting on me. Or at least I thought she was. She was confident and she certainly had something none of the high school
girls I had been dating had… a MAJOR.
I wasn’t sure if this invite was a come on, but I liked it. I felt invincible and dominant. Typical 17-year-old shit. I nodded my head, told her, ‘sure’ and we made plans to meet around seven at Centennial Hall on the Arizona campus to see the show. She even gave me her phone number just in case I got lost. Cell-phones weren’t a thing yet, but she promised to check her answering machine from a payphone.
I went back to see Adam.
“What was that all about, dude?”
“Dude, I think I might fuck the English T.A.”
I went home and told my mom that I had plans to go out on Saturday night. My mom went ballistic. My mom can read anybody. Especially back then. She immediately began getting suspicious of this woman’s intentions.
She wanted to know who she was, how old she was, what exactly this teacher wanted with me, etc.
“Mom, don’t worry, she’s like, 22, and she just knows I want to be an
actor – that’s it!”
“Don’t kid yourself, Zach, this woman has ulterior motives… don’t be so naïve.”
Amazingly, I somehow convinced my mom that this could be my only chance to see Les Miserables, and since my mother is a Broadway Theater geek, she relented at the last minute and let me go. But with a warning…
“Keep in mind, Zach, you have way too much going for you to
impregnate a teacher.”
I ignored her and drove off to meet Debbie at the show.
Debbie was waiting in front of Centennial Hall as I walked up from the free parking spot I found six blocks away. I had no interest in dropping $4.00 on the valet… although today, that seems completely reasonable. Meanwhile, Debbie had dressed up for the occasion, much differently than her usual school jeans and sweater. She was wearing an above-the-knee dress and a leather tank top with fringes angling from them. This was no high school girl…
Meanwhile, I wore Banana Republic jeans and my favorite striped shirt from a long extinct mall fashion store called Structure.
During the show, Debbie ‘accidentally’ grabbed my arm a few times as if we were watching a horror film like Nightmare on Elm Street. The thing was, the show wasn’t that scary… It also wasn’t that good.
It may have been the touring company, or the Centennial Hall acoustics, but I was lost for most of the performance. About the only thing I remember about it was that I was hiding a massive chubby in my pants and that New York Yankees pitcher Tommy John had a kid who was performing in the show… I thought that was pretty cool. (Taylor John RIP).
After it wrapped and we stood and applauded, Debbie suggested we walk around the university for a little bit. She actually asked me if I would be interested in getting a beer. I was 17. I rarely drank in high school, but I did have my stepbrother’s fake I.D. He was 5’9”. I was 6’2”. It only worked at one liquor store on Columbus Avenue where the clerk actually believed me when I told him I had, “A big growth spurt last summer.
“I could have one, I guess,” I said.
Debbie smiled and we walked over to U of A Liquors and she bought a six-pack of this relatively new beer called Icehouse.
Growing up in Tucson, you spend a lot of time drinking beer in the washes and deserts hidden off the sides of the streets. She found her little familiar spot where she liked to drink with her college friends and we drank and talked for quite a while… about my Hollywood dreams, our English class and movies we liked. Eventually, near the end of beer number two, she told me that she thought I have “it” and told me that she was confident that I will absolutely make it as a huge movie star.
She then leaned in and began kissing the side of my neck for roughly four seconds.
“Woah,” I said, pulling away and hiding my awkwardness behind a weird laugh.
“I…I…I’m so sorry!” She blurted out. “I thought you wanted this!”
Debbie turned deep red. My stomach twisted. That sinking feeling in the stomach where you just don’t know what the right words are.
“Look, I’m only 17, ya know?” I said.
She wasn’t comfortable. She began rocking back and forth.
“I’m so stupid, this was – this was so stupid,” she said.
“No, no, it’s fine – I just – I’m not sure it’s… right,” I said.
“You’re really sexy, Zach, you know that, right?”
“Uhmm, Thanks,” I said. “I mean, you’re sexy too but…”
And then we sat there in silence for close to ten minutes. Those awkward high school silences…
“Listen,” she said sometime later. “Can we please never tell anybody about this – especially Mrs. Kelly?” She said.
“I will never tell anybody,” I promised. Another five minutes of silence followed before I suggested it was time to call it a night.
As we made the walk back to my car, I began to feel somewhat guilty. I was sort of one of those high school make-out kings – the guy who always loved kissing almost more than anything else… I thought, that when we got to my car, I would grab her and kiss her – just to lift our self-esteem and make the night less disappointing and more epic… But when we got back to my Dodge… I just couldn’t do it.
I looked at her. She seemed confused. She seemed lost, most likely feeling guilty. I told her that Monday morning would be no different than any other day. I told her she shouldn’t worry and that I wouldn’t tell a soul. I thanked her for the ticket to Les Miz and I drove home and masturbated into my pillow.
25-years later, a big part of me wishes I would’ve had sex with her… This was the pre-internet world. Nobody would have cared. She would have not been able to ‘friend me’ on Facebook or post pictures of us in that wash posing with beers in the Tucson night… There would have been no mug shot… She probably had an apartment nearby the campus and life would have just rolled along so easily back then… My God, it would have been so simple to get away with it and I would have a killer story for my friends when I got to college…
Alas, the moment faded, much like my movie star dreams… and my adolescent fantasies. That following Monday morning in class was far less awkward for me than it was for her, although we never seemed to even acknowledge one another.
I recently typed Debbie’s name into Google and found out that she was newly divorced and a mother of three… She was in Scottsdale. She looked old.
It’s funny how life speeds up and people come and go from your lives – I often think back… What if we had fucked? Maybe she gets pregnant and I have a 26-year-old son in Scottsdale right now? Luckily, I don’t. Life is pretty fucking crazy.
I never saw Les Miz again.
I’m not sure if they still make Icehouse beer.
I haven’t smoked Mexi-shwag in decades.
But you’re God damned right I got an ‘A’ in Mrs. Kelly’s AP English class…
Please watch Zach’s NBA2k Vlog from New York City!
Zach and Missi Pyle have a new podcast called “Missi and Zach Might Bang!” Exec. Produced by Anna Faris and Sim Sarna of “Anna Faris is Unqualified” – the show takes on celebrity guests, improvisational music and offers entertainment business advice as well! Head to http://www.ewpopfest.com to buy tickets now!!!
*Warning – the following story contains sexually graphic and disgusting situations
My wife recently bought a $300 vibrator. It’s called a stingray. It pulsates. It’s waterproof. And it does everything but make sandwiches. My wife swears by it and they have a special relationship that extends beyond the bedroom. This throbbing beast has been brought up consistently at dinner conversations since she purchased it… I believe she even told her mother about it, as if she was introducing her to her new boyfriend.
Women have been celebrating the vibrator for hundreds of years… It’s universally acceptable and widely acknowledged that most sexually healthy females have some sort of throbbing stunt penis hiding beneath a pile of T-shirts in their dresser drawers.
However, if I came home one day with a $300 sex toy, it would be considered taboo. Men who do this sort of stuff have long been labeled as perverts and sexual deviants. And, men don’t really discuss masturbation details over wine and pasta at a group dinner.
Maybe men and sex toys do not go together because most men are seemingly easier to please. After all, all we need is a magazine, a free hand and some “me time.”
I have never used a sex toy on myself. I am not saying that I haven’t been intrigued by the molds of “Jenna Haze’s Pussy and Asshole” that I have seen for sale at an adult store, but shelling out hundreds of dollars for a rubber vagina has never been high on my priority list. Plus.” Real Dolls” are like, five grand. Plus, in humble my opinion, nothing could really beat the time-honored tradition of good old fashioned jerking-off.
But then someone sent me a free “Fleshlight.”
I had heard about the Fleshlight forever. It was an early podcast sponsor and was the rage of the Adult Video Awards when I covered them for a TV show back in 2007. But still, I had never tried one, and I wasn’t exactly running out to make a purchase without knowing that it would be worth it… Then again, it’s not exactly the type of thing you borrow from a buddy…
Opening the box, I was amazed to find that there are like, 25 different types of Fleshlight models ranging from any body orafice to Jenna Haze to an actual weird blue ALIEN vagina that I assume is supposed to make you feel like you are fucking Neytiri, Zoe Saldana’s character from Avatar…
You are able to choose from a bevy of porn star clitoral replicas and adjust the suction level by twisting the back of the casing. It came with lube (necessary to simulate female wetness) and a cleaning cloth. It also had extensive directions about how to “wash your sleeve of remaining fluids” once you were done with it. This was a no-nonsense operation.
I settled in one day after work before my wife and kids had come home from baseball practice. I opened up my Fleshlight and examined it. This particular model was not a signature porn star version, it was a “Stamina Training Unit” – meaning it was supposed to help you train to maintain an erection longer should you ever have a real life sexual encounter… This was the “elliptical” of Fleshlights.
My first touch of the thing was unsettling. I felt weird. Deviant. I was fondling with an artificial body part. You know those weird people you see on TV who dig up corpses and have sex with them? For a second I wondered if I had stooped to their level.
Until I inserted myself.
It had been 15 years since I had felt any sexual pleasure with anyone other than my wife. I’m not sure how, but I suddenly became engorged and remained rock hard for the next seven minutes of thrusting, adjusting my technique, rhythm and stroke to this Fleshlight as if I was trying to give it an orgasm. Throughout this blissful and pure rubber sexual adventure, I felt as giddy as a 15-year-old learning how to unhook a bra strap in high school. It was something new and exciting…
As I approached climax, I was wondering if it was a customary rule to finish inside the device – or if the recommended method was to jizz onto any nearby available tube sock. While deciding to pull myself out from the sensual erotic vagina, I grabbed and looked at the manual… It did not offer any “jizz directions.”
I found myself climaxing into the sleeve. I immediately doubled over onto my bed as if I was 17 again and in the back of my Dodge Lancer. I was feeling pretty satisfied.
And that’s when the guilt settled in.
I had a large device on my penis. I had just cum into it and I was immediately dreading the moment when my son or wife would walk in. I began wondering if I had somehow caught an STD from the Fleshlight. Worst of all, I had to eventually pull out… which was a feeling that was so hauntingly real, that it reminded me of all the dorm rooms I had left at two in the morning in college after drunken sex romps… In my mind, I felt like I had somehow cheated on my wife with a Pi Beta Phi sophomore.
My friend Mark, who works in virtual reality calmed my fears when I called and told him that I was not feeling very good following the encounter.
“Dude, I’ve gone through, like – six Fleshlights!,” he said. “I get one every year… I had the Jesse Jayne model last year, bruh, that shit was nice! You should change them every six months or so.”
Woah, six Fleshlights? The Jesse Jayne model? Change them every six months? Obviously I was not living up to my masturbatory potential.
“Wait til you see this virtual reality shit we’re coming out with in a few years,” Mark explained. “Dude, you’ll be able to fuck Jessica Biel on a beach while Justin Timberlake is tied up to a nearby palm tree, crying.”
“Are you serious?” I responded.
“Dude, sex is about to go so virtual, we’re gonna all turn into a world of jizz monkeys shooting 9 to 10 loads a day.”
“Dude, in the future you’ll be able to fuck Jessica Biel on a beach while Justin Timberlake is tied up to a nearby palm tree, crying,” my friend Mark told me.
I did some research. If Mark’s prediction, and the internet is correct, the world will enter the virtual porn sex space in the next few years. People will put on their devices and set up a “scene” where they can have sex with a digital female while they pleasure themselves physically. At first, the sex models will be outrageously priced and unaffordable, but eventually, both men and women will all be pounding away at any number of virtual lovers through the power of visual stimulation.
That’s on some Westworld level shit right there.
Feeling less guilty about my Fleshlight encounter, I read the manual about how to clean it out. I learned that Fleshlight makes a special soap that I would now have to buy if I wanted it to stay in pristine condition. I would also have to double up on my lubrication as the sample pack they included was quite small. And then there is the washing of it. Running warm water through a fake vagina isn’t the most comforting part about using a Fleshlight, but it’s a necessary one if you want to keep it in good condition.
It’s like cleaning your bar-be-cue after every use.
When my wife got home, I shared my experience with her and she actually was proud of me. She told me that she thought men should be able to experience the heightened pleasure of something other than just your hand once in a while. Hearing this got me thinking…
“Well, look,” I said. “Pretty soon there’s gonna be a virtual reality device where I can have sex with Jessica Biel on a beach, can I get that too?”
“Sure, if I can get one where I bang DeAndre Jordan,” she responded.
“Oh, uhmm, let me think about it,” I responded.
I went upstairs and hid my Fleshlight beneath some t-shirts in my dresser…