For this fictional sex story, Alex O’Loughlin is not an actor but a proffesor at Math
I walked with slumped shoulders towards O’Loughlin’s office. I knew what he wanted to talk to me about. I had failed my math exam again and he wanted to tell me I will probably fail his class unless I put work. He had told me many times, but to be honest he is a bit too stern with his grades. Nobody ever reaches an A with him.
I knocked on his door, the hallways were quiet because most students have finished their classes.
“Come in” he said. He was as usual, stern, sitting behind his desk, with a blue button up shirt and those blue intense eyes.
“Sit down” he said, his tone was serious.
“Sir, if I may explain…”
“Don’t talk just listen” he ordered me. He showed me my exam, it had a big F on it, red as my cheeks were.
“This is a disgrace Harry” he said simply. He wasn’t the yelling type but somehow that made his remarks worse.
“I swear I studied but it’s like I blanked out” I tried explaining myself, the truth was I never study.
“Bullshit, you studied nothing, and it’s a pity because you have potential” he said with a raised tone. He had stood up. He was wearing jeans as usual.
“You are right sir, I am sorry” I said sincerely.
“Sorry ain’t gonna cut it pal, I’m failing you, you will have to repeat the class” Alex said
“No sir, Proffesor! Please! That’s gonna be a disaster for me. I will study harder!” I meant it!
He gave me a bitter smirk
“Even if you do, I can do nothing, you can’t retake the exam, there’s no time” he said.
I didn’t know what to say. I just sat there dumbfounded.
After what seemed an endless silence he sat across from on his desk. Leaning back on it, hands on crossed on his chest.
“There is something we can work out though” he said. I raised my head to look at him.
“Tell me what, I will retake this exam and I’m gonna ace it” I said
“There’s no time to retake the exam, but I can change your grade if..” he said
“If? What? Tell me!” I was so eager that I did not saw it coming
“If you let me have my way with you, you know” he said and smiled what would be a nice boyish smile, if he hadn’t just said he wanted to fuck me.
“I’m sorry? What did you say?” I must have misunderstood, proffesor O’Loughlin was an example of ethics.
“You heard me Harry, I want you to sleep with me” he said again.
“I don’t think so” I said and stood up
“Ok, then I will have to fail you, understand this before you go”
“Screw you” I said and left.
I was sure I did the right thing, because I would do many things to fix my grade but not get fucked by a man, I was a straight guy and this wasn’t something I was willing to negotiate.
That night I couldn’t sleep though, my father told me that if I fail a class he will stop paying my tuition and he will take me with him on his job. I do not like to be a carpenter, it’s a noble job but I’m not cut out for it.
I searched the Internet about anal sex and first times. I saw several articles that said that if you put some oil, it’s pleasant and not at all painful, but what about the emotional toll? I probably had to pay that price since I was the one who did not study in the first place.
I called O’Loughlin
“Hello?” he answered
“Professor, it’s me…Harry about that grade” I explained
“My offer is off the table” he said coldly and hung up.
I called him again, normally I wouldn’t do this, but this grade had to change.
“Sir, don’t hung up, I beg you, please can we work this out?” I pleaded
“Fine, I’ll text you my address” he said simply.
Five minutes later his address came to my phone. His home wasn’t too far from my own. So I walked there, plus I needed to clear my head because I was about to be someone’s bitch.
I knocked on his front door. He opened he was still wearing the same clothes as before. His blue unbuttoned a bit shirt and jeans. He was handsome, if I was gay, I would want him to fuck me, but I wasn’t.
“Come on in” he said “get on your knees” he ordered as I was closing the door behind me.
“Are we doing this now?” I asked a bit taken aback.
“Do you want me to woo you first?” he asked me
“No, sir, sorry” I replied and got on my knees. I already felt like a bitch.
He stood in front of me, his crotch so close.
“Do you want it Harry?” He asked me as he was squeezing his crotch softly.
“Yes sir, I need it” I said playing his dirty game
He erotically undid his belt and unzipped his jeans. Soon his dick was freed, and I knew that it was mistake to do this. He had a 18 cm long thick missile for a cock, rich in veins and ready to make me cry, this thing would never penetrate my ass pleasantly.
He must have seen the shock in my eyes because he smirked.
“Is there a problem?” he asked me
“No sir, this is large, that’s all” I said and leaned closer, nibbling softly at his cock. It wasn’t as gross as I imagined it would be. It was hot, salty and alive. I mean you could feel it almost breathing. I grabbed its base and moved as good as I could. It seemed to be working because Alex moaned loudly and soon pushed me with his hand.
“Look at me” he ordered as he was burying his cock in my mouth, I looked up at him. I felt so ashamed, what was I doing? For a grade? This seemed like a mistake.
His triumphant expression made me feel tamed. But I was so wrong. I wasn’t tamed yet. I thought I was.
His hard cock was a mouthful, at least for me, and soon he was hard enough. Alex opened his shirt and let it hang open. Now I could see his sculpted abs and his hairy chest. I knew that he was working out because he told us once, but I never imagine that our kind quiet professor was so sculpted. On his bed he placed a pillow underneath me and told me to relax. Across from us there was a huge mirror, I could see my ashamed self and Alex behind me.
He fingered me with lube, something that made me feel uncomfortable but ,aye it was because he wasn’t especially gentle. He just fingered me for a few minutes.
He leaned on top of me and he did it, he buried his dick inside my ass.
If I could explain this, it would be like this, it’s like a vaccine, you expect the pain. And then it comes as a small wave that gets bigger and bigger. Only this was no vaccine and the pain was a burning sensation along with stretching. This was not fun or easy or pleasurable like the sites said. I realized I was gasping and I was unconsciously pushing him with one hand.
“There you go” he said as he pinned me down and eased his way in. This feeling was so raw. I could feel my ass struggling to close but couldn’t because a huge meat was blocking it, and that caused a weird sensation. Somewhat nice but mostly painful.
“How do you like it?” he asked me next to my ear. He had leaned on me, his hairy chest on my back, his hot breath on my neck, I was sweating due to struggling.
I felt his body touching mine as he moved. It hurt and I was still gasping but his hot body against mine made it all worth it, I couldn’t believe I felt like this now.
He stayed motionless for a moment. His whole dick inside my ass, only his balls were out. I think I cried like a bitch, because it’s a blur, as he waited for my ass to relax.
Then he moved softly in and out. I was laying in his bed, unable to stay on my four, and I just accepted the price for my grade. I was looking at my pathetic self on the mirror across me and I saw him ruining me from behind. This man, my proffesor, was teaching me the most valuable lesson of all “Being a man is accepting responsibility” I did not want to accept responsibility, so I was here, getting fucked in the ass.
He grabbed my arms and held them behind my back.
“Oh you crying? It’s ok, all girls get emotional their first time!” A he mocked me as he tamed me completely.
He fucked me with full force now, thrusting his waist against my butt, his balls slammed against mine, his bed creaked holding the beat to my destruction.
I was pinned down, and I was getting fucked. Me, the quarterback, the guy who had fucked his way through the cheerleading team. I groaned and cried, I cried like the bitch I was. Alex held me there, he wanted to break me, after minutes that seemed like hours, he stopped ruining my ass and his speed decreased like a train reaching a station, slowly he stopped and injected his dick once more, I heard a deep groan, a manly husky voice. Alex was going off in my ass, the rivers of his sperm filled me and then he pulled out.
“This is what an A looks like” he said showing me a photo he snapped of my gaping ass. I couldn’t believe that my asshole could open like that.
“dress up and get lost” he said and threw my clothes at me. I grabbed them. Dressed up and walked like I had fell off the stairs. That’s what I was going to say to whomever asked me why I walked like this. On my way home, I cried for my lost masculinity and my lost pride. Why would I accept to be fucked like this? So I wouldn’t be a carpenter? Now this whole thing seemed so silly. I felt something in my sore ass and soon I felt my boxers getting soiled. When I checked it was his sperm that oozes out of my ass.
He kept his promise and gave me an A, I managed to graduate and now I’m in a university, I study hard and I have a girlfriend but my dark secret is that when Alex calls me, I go there and he fucks me hard, reminding me who’s my daddy, only this time I like it a lot.