All characters are 18+
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"Remember class, please turn in your Future Career Plan assignment online tonight by 11:59," I say as all my Senior homeroom students ignore me as they pack up their bags in anticipation of the last bell of the semester. "Please enjoy your last Christmas and New Year's in your High School Careers. Eat well and Happy Holidays everyone," I announce just as the bell rings to end the school day.
For some reason, I, the former dumb jock of this school turned High School teacher was assigned the homeroom class full of bright and gifted kids who are going to Ivy League schools, high-ranking private schools, and the best State schools in the nation. Maria Hills will most likely become a surgeon and make more than all the teachers at this school combined. Avery Hampton will most likely become a senator with his tall demeanor, infectious charisma, and bright smile. But my personal favorite is Emerson Kelly. Emerson or as everyone calls him, Em, is the big science nerd of this school. He excelled in all the science and math classes. He led the school teams to multiple mathlete and science olympiad trophies.
Above all that, he was beautiful. The cute nerd all these schools have nowadays. I only heard rumors of him during his first three years at this school. But, when he walked into my class as a fresh 18-year-old with scholarship offers from Vanderbilt, Emory, and UCLA, his boy next door looks caught my eye. Em's stylish glasses made him look even smarter. His clothes were ordinary and in some circumstances took inspiration from all the famous CEOs of the past couple of years. His demeanor was certain to be positive and warming. The only oddity is his above average mouth with his favorite party trick being his ability to shove his fist in there without gagging.
"Merry Christmas, Emerson. I hope to hear good news from Harvard and Brown soon." I tell him as he passes my desk on his way out of the classroom.
"Thank you, Mr. Andrews. But, I thought it over and maybe it will be best if I stay close to home. I'm considering the honors program at Folsom Street State," He said as he took off before I could rebuff his thinking. Although, I was not too mad. His tight ass walking away is always a sight to behold. Yet, today it was looking extra peachy. Maybe a new jeans style he's trying out just before college.
And Folsom Street State? It's a decades-old school in the heart of San Francisco where men and women can do explicit and lewd activities out in the open inspired by the Folsom Street Fair. I will make a note to talk to Em about his school choice after the Holiday break.
And yes, I'm Bi. When I was in College on the football team, my assigned tutor brought me to the bi side. I could not deny him. His skinny frame, cute glasses, and petite ass had me adjusting my jeans on numerous occasions during our study sessions. One faithful day after a big win on Saturday night, I invited him to the after-party. I invited him as a thank you for helping me with my studies and keeping me eligible throughout the season. But, one thing led to another, and an hour into the party, I took him up to someone's bedroom and he made me feel like a champion. Without a doubt, the best blowjob one can receive is from a boy. Jesus Christ, it does not compare.
I have been attempting to recapture that moment. But, leaving college and relying on flaky Grindr accounts doesn't do it. Nor do odd hookups I have with some women and admittedly a couple of teachers at my school. Yet nothing has recaptured that high of having that innocent nerdy boy on his knees worshipping my cock.
But, enough reminiscing. It is not good to think about your students like that. Especially when you're about to review their assignments. Luckily for my homeroom class, it is pass or "try extremely hard" to fail.
I crack open a beer and open the assignments. To be honest, I skim most of them. It's a bunch of rambling streams of conscious or ChatGPT nonsense. Pass, pass, pass. My hand is on autopilot confirming all of these assignments as I down my second beer and scroll on which twink or femboy I want to watch on 'Milked' tonight.
11:57 and 29 out of 30 assignments are submitted. Fuck who is it? I scrolled through the list of submitted assignments and was shocked to see Em was the one I was waiting on. I thought I would be done by now and stroking my cock to sweet innocent boys getting dicked by alphas.
Finally, at the last minute, Em submitted his assignment. After looking at pictures of the boy I was going to stroke too, my cock was throbbing. I just needed to press pass and this night can be over. I can always rely on Em to make my job easy.
I open the assignment. I wanted to scroll down and pass the assignment. But, this seemed lengthy and well executed like all of Em's assignments. So if he put this much effort into it, I should be obliged to read through it.
Then the first section shocked me.
Career Path: Twink Pornstar and Houseboy for the right man.
I drop my beer on my desk but my cock stays hard. My eyes pop as I keep reading. Em goes into great detail how he is going to take the "Gabbie Carter" route into porn. He will become famous on porn Reddit accounts. Start an Onlyfans and Pateron where men will begin "investing" in him. Then fuck famous amateur actors like Max Konnor, 10inchdick, Fitness Papi, etc. The thought of his slim body and plump ass taking all those big, sexy cocks had my cock hitting a new length record.
After a year of amateur porn, he wants to be scouted by big industries like Helix, CockyBoys, and my personal favorite, Milked. It is an offshoot of the Blacked, Tushy, and Vixen brands but for the gay category.
He went into detail how he wanted to fuck two BBCs at the same time like all the hot twinks of today. Then have a gangbang scene with a bunch of daddies who will shower and fill him with cum. He will take a trip to Thailand and out fuck all the ladyboys there. Ultimately he wanted to be the most famous and richest twink in the world.
But his last goal made me gag the most, "Most of all, I want someone like Mr. Andrews to take me as his houseboy and use me as freely as he desires." I held the base of my cock with a death grip trying to keep the cum in as my eyes bulged at his assignment. Then there was a link to a picture. I should not click it. But, my lust took over. I clicked the link. There it was. The usually shy, reserved, best student in the school was now on my computer screen with his bare ass towards the camera on top of a floaty showing me how peachy it is.
"Fuuuuck," I moaned as my death grip lost out to an overpowering orgasm. I have not coated my hand like this since I was a senior in high school when I was nutting to Jenna Jameson. Just the sight of his bare back had my mind going numb. What the fuck is going on? I slap myself to see if I was having a horny dream. After five slaps, Em's bare back on my computer is still a reality. I exit out of the picture and return to the assignment.
The last sentence of his assignment read, "Meet me in your classroom at 10:00 am tomorrow if you want to know more. If you do not, that is fine. I have a free period instead of homeroom next semester so you will not see me again until graduation."
I leaned back on my desk chair with my cock still hard in my hand. My mind is reeling and shaking. I should not do this. Too many risks. Especially doing it at the school. Sure it will be open for teachers to finish packing their things from the semester and the janitor will be cleaning. Just too many risks. I should report it to the vice principal and wash my hands of the situation.
But, fuck it is so enticing. I print Em's assignment before giving it a passing grade, praying to god administrators do not get hold of it. I leave my prepared porn on my phone on the desk and take Em's assignment to my bed.
I stroke with each one of his descriptions. After a little bit, I get up with my dick still swinging in the air and grab my phone. I Google every twink he wants to collaborate with and my imagination runs wild of how sexy Em will be with each one of them. Especially with Dallas Preston who is the perfect preppy twink boy with feminine acting mannerisms to get any man horny.
I let another load fly. Surely now is the time I have some post-nut clarity and rid of my thoughts on this. I lay there with my hand over my forehead. I drift to sleep, but with the image of Em's bare ass on my mind.
My phone buzzes violently on top of my stomach. My regular alarm goes off since it is still a weekday. I did not have a chance to turn it off last night. I check my notifications. Then my emails. One of the emails was from Em's email to my personal email. How did he get my email address? I should not click on it. I should leave it unread.
Curiosity killed the cat. And I clicked on his email as my morning wood sprung to life. It read:
