ROSS:

    Five months into my new job, I was pretty happy with the school where I now worked. At my previous school, the principal was none other than my dad, so I felt like I could get away with anything there. It was a nice gig, but only a temporary one. Thankfully, the principal at my current school wasn't too bad either. Last semester, he went out of his way to introduce me to everyone and make me feel at home here. Then this semester, we got a new student named Dennis, who turned out to be Principal Osborne's grandson. There was something about Dennis that caught my eye but I of course never made any move on him, keeping a safe distance like I did with the rest of my students – especially considering this one was related to the principal.

    In general, I tried to keep my work life and my personal life separate. At my last school, I got involved with a student and I was lucky to get away with it without being reprimanded. I didn't want to take that risk again. The problem now was that I felt like I had no personal life to begin with. I'd moved to Pennsylvania all on my own; I didn't know anyone here. The school and all of its organized activities took up most of my time. The most social thing I ever did was attend the Friday-night football games. 

    Thankfully, the games sometimes presented opportunities to hook up. Opposing teams came from other towns, bringing with them a slew of fresh faces: horny fathers or uncles or older brothers that would log onto a hookup app and acquiesce to a blowjob in the men's room or in their cars. Although far from the hottest sex I've had, it was nice to have a little dickstraction when I grew bored of watching high-school football.

    Last Friday, I'd chatted with a sexy college kid whose sister was a cheerleader for our team (or so he said). We began sexting back and forth, exchanging messages and naked pics in the evenings. I also sent him a few videos of myself jacking off and fucking other guys. I asked him for vids in return, or suggested we do a video call, but he always declined.

    "You know, I'm starting to think you're a catfish," I said to him frankly over text on Thursday evening.

    "no, i just can't facetime cuz my family's here," he insisted. 

    "Are you coming to the football game tomorrow?" I asked. It took a few moments to get a reply but when I finally got a message it said:

    "yes. wanna meet in person?"

    "We can hook up during the game 😈😈," I suggested.

    "fuck i'd love that. i'd looooove to suck ur cock."

    "Let's make it happen," I texted back.

    "what if u don't like me in person?" the college kid asked. "to b honest, i've never met up with a guy from an app."

    "Don't worry. As long as you get on your knees, open that pretty little mouth of yours and drain my nuts, we'll both have a great time," I promised.

    "ok 😁😁😁," he agreed. 

    "Meet me in the parking lot after the game starts," I directed, giving him instructions on where to find me.

—

    The following night, I was waiting by my truck in the part of the parking lot that I'd specified. It was one of the less well-lit areas, though now that the game had started the place was pretty empty, just a few late arrivals pulling in now and then. It was perfect for a stealthy hookup, and I was feeling extra horny tonight. This guy I was meeting up with seemed both eager and inexperienced, a combination I particularly enjoyed.

    Seeing someone begin to approach closer, I adjusted my bulge for maximum visibility and smiled as the young man got closer. Unfortunately, it wasn't my app hookup, it was just one of my students: Dennis, the principal's son. I was instantly a little on edge – what if Dennis hung around because he wanted to talk and was here when my college boy showed up? I didn't need word getting back to my boss about these parking lot adventures.

    "Hey," I said to Dennis when he got within earshot. "What're you doing out here?"

    "Just out for a walk," he answered, trying to sound confident even though he was oozing nervous energy. "What are you doing here?"

    "I'm waiting for someone," I replied, just as the situation became crystal clear to me. Smiling, I added "But I think you already knew that." I took a step toward Dennis, trying to strike a balance between authoritative and intimidating. I wanted him to cut the bullshit, but not run in the other direction.

    "I... um..." he began, clearly reassessing whatever plan he had. "Yeah. I guess I look a little different than the pictures I sent."

    "Yes you do, Dennis," I said, not yet softening my tone. "That's pretty fucked up, what you did. You know I could get fired if anyone knew I'd sent you those pics and videos."

    "Yeah, sorry. For what it's worth, they were great videos," Dennis said with a smile. I had to admire the balls on this kid! He was still visibly nervous, but he was doing his best to appear confident as he continued, "The pics weren't real but... everything I said was."

    "Oh? So you came here to suck my dick, then?" I said, letting a teasing tone slip into my voice. "You wanna give your teacher a blowjob in the middle of the school parking lot?"

    "Yeah," he smiled again, this time not trying to hide the excitement in his response.

    "Yeah what?" I snapped back. "Say it."

    "Yeah, I... wanna suck your dick, Mr. Crane. Right here," he said, haltingly at first.

    "Do you know what you're getting yourself into?" I asked him sternly.

    "Yes, sir," Dennis replied. I wondered if him calling me "sir" was a Texas thing, or if he knew the sexual connotations behind it.

    Without saying another word, I turned around to the passenger door of my truck, opened it, and climbed inside. I sat down facing Dennis and slid myself over to the driver's side, right leg up on the bench seat and left leg spread to the side. The teen had a clear view of my crotch as he climbed in. He shut the door behind himself without being told, and I was pleased to see that he knew that kneeling down in the footwell was going to be the best position for him.

    "You better get out my cock and get started," I said to him, the same way I might tell him to pick up his pencil and begin work on an assignment. Looking nervous but very sure of himself, Dennis reached out and unfastened my belt and slacks. Then he began sliding the zipper down with one hand while the other searched out the shaft of my cock that snaked a few inches down one pant leg. It only took him a few more seconds to extract my hard-on from its confinement. The skin of his hands was warm as he stroked me with one hand and massaged my nuts with the other.

    The young man leaned his head forward and placed my cockhead in his mouth, taking his time to run his tongue around the ridge and gently suck the drop of precum that had just begun to emerge from my piss slit. Dennis wasn't totally inexperienced, I could tell, but he was no pro either. The way his eyes were looking up to meet mine, seeking approval and assurance that he was doing okay, told me all I needed to know.

    "Suck more of it," I said, placing my hand on the back of my student's head. He didn't flinch at the slight pressure I added to help him slide more of my shaft into his mouth. He still had a hand at the base of my cock and was slowly stroking the part that wasn't yet past his lips. "That's right," I added in a slightly softer tone. "Keep working my dick while you're swallowing it."

    Dennis got about three-quarters of me in his mouth before I felt the tip pushing at the opening of his throat.

    "Don't stop," I said, continuing to push his head down. He only hesitated for a moment, and I could tell he was trying hard to breathe the right way and relax to take me in the rest of the way. A moment later, he was doing it, and I let out a long sigh while his nose pressed into my pubes. This boy's throat felt so nice and tight, and the way his neck muscles twitched made my cock throb in response.

    When he slid off to take a breath, a string of Dennis's saliva still connected the tip of my cock with his lower lip. The eager fire in his eyes practically lit up the cab of the truck, and a second later he was back down on me. The excitement of starting something with a student of mine had me even more worked up than I had been earlier, when I was expecting a college kid to show up. Although I knew this would be a short and intense session with Dennis, I felt sure we'd have more extended encounters in the not-too-distant future.

    I kept an eye out for passers-by, but thankfully there was no one else in the parking lot. I mainly let Dennis know he was doing a good job by repeatedly pushing him down hard on my dick. He got into a groove and I could tell he was just as horny as I was. He moaned loudly and I could see he was groping at his own crotch, but I had no plans of letting him get off tonight – after all, he'd lied to me and deserved to be punished. With each passing moment, I was getting closer and I needed to unload. 

    When the teen sensed my breathing quicken and felt my cock swell up even more in his throat, he knew what was coming next. He got even more eager, tugging on my tightening nutsack and picking up the pace of his sucking.

    "Here it comes, cockwhore," I muttered, a second before I began to unload down the junior's throat. He swallowed every drop of my jizz, making sure none of it ended up on my car seat. 

    After I was done cumming and released my grip on the back of his head, Dennis came up and gasped for air, though the smile on his face told me he'd have happily stayed down longer. He leaned forward again, and I ran the sticky tip of my dick around the edge of his mouth, letting his tongue chase it playfully.

    "You're mine now," I said, staring down into the boy's eyes.

    "Yes, sir," he nodded obediently.​​