Crying In Front of My Teacher

by Dillan

17 Sep 2023 7753 readers Score 8.1 (61 votes) PDF Mobi ePub Txt


My boyfriend of 4 months, Jack, and I went to different schools. I was a senior in high school and graduating in a few months. He was a junior at the local university. I was still a virgin. We had never had sex because I was scared his thick 9-inch dick was gonna hurt in my tight virgin hole. Not even a finger had been up there. To keep him satisfied, I sucked his dick twice every night and every morning I was with him, which was a lot. I knew i was lucky to have him. He was tall, muscular, smart, hung, and being in college, he had many options besides some little virgin who didn’t put out.

I knew that he was pretty kinky, and that scared me a little too. So for now, I kept him satisfied with my throat, and he could dump loads in my mouth or on my face as much as he wanted. Sometimes he’d return the favour by licking and kissing my butthole. He’d made it clear at the start of the relationship that he wasn’t into touching or sucking my dick, and i was fine with that.

We had just walked to his apartment from our 4 month anniversary dinner and he was looking for his keys when he stopped to look down at me. He was a foot taller than me, and every time he looked down at me, I felt special.

“I have a little present for you, Liam. It’s upstairs.” I nodded and said thank you and followed him inside, up the stairs.

“Here you go, my pretty little boy.” He smiled as he gave me the present. “Four months together and hopefully many more.” I blushed. I unwrapped the gift and what was inside was some kind of metal contraption.

“It’s a chastity cage for your cock.” He said, and I looked back confused. “Let me show you how it works.” He carefully pulled off my pants and underwear so my cock was exposed. Just averagely sized, it always looked silly next to his. He lifted me up and carried me to his bed. He put my cock and balls into the cage and locked it with a key.

“See, baby? Now you’re all mine, and I decide when you can play with yourself. I own you now.” I looked down at my dick and saw him proudly holding up the key. He then went to his safe and locked the key away safely.

“Thank you for the present, babe. I love it.” i said while he was climbing on the bed and on top of me.

“You call me ‘daddy’ from now on. Is that understood, my little prince?” He said in a stern voice that made me want to get hard, but I now couldn’t. I whimpered from the pain.

He slapped me lightly across the face. I whimpered. “I said: is that understood?”

“Yes, understood.” I groaned back at him.

He slapped me again, this time a little harder. It hurt. Tears started to form in my eyes. “Yes, who?”

“Yes, daddy.” He looked down at me with a sweet smile.

“That’s my good boy. Now where is daddy’s anniversary present?” He lowered his shorts and his huge dick sprung free. He then brought his dick up to my mouth and started to fuck my face. I looked into his eyes while moaning on his dick and getting my throat assaulted. My eyes were leaking tears. I loved having his cock down my throat, even though it could only get halfway inside of me, but this time it felt a little different.

After a few minutes of dutiful sucking and choking, he shot his load into my throat and laid down beside me, turning me on my side so he could spoon me.

“Sleep tight, baby boy.”

“Goodnight, daddy.”

The next day I woke up alone. My boyfriend left a not saying he had an early class at uni, so I started to get ready to go to school. I looked into the mirror and saw marks of where he slapped me yesterday. My eyes were still red from choking on his dick.

I showed up to math class first period. I’d always had a little crush on my teacher. He was even taller than my boyfriend and more muscular too, and the bulge in his pants got me distracted from the class every time. I walked into class to a few stares, probably wondering why my face was a little red.

The teacher, Mr Scott, handed me my test with a disappointed look.

“You’ve been failing math class all year, Liam. I’d like to see you after school.” I looked up at him and felt my dick hurting in my cage. I winced. He looked at me with confusion.

“Yes, sir. I’ll come by your office.” I said, looking away so my dick wouldn’t hurt even more.

When i walked into his office, he gave me a small smile.

“Take a seat.” I sat down on the chair in front of him. “I’m a little concerned about you, Liam. The way it’s looking now, you’ll have to get a B+ on the final exam to pass my class. I fear if you don’t start focusing in class, you will fail.”

“I’m sorry sir, I’ll try harder. It’s just hard not to get… distracted.”

“I understand. Does any of this have to do with why your face was all red this morning?”

“I’m sorry, Mr Scott, but no, that’s not really why.”

“I hope for you that the reason for your wounds today was nothing serious. If it was, know that you can always come speak to me. This is a safe space, Liam.”

I wanted to tell him about everything, but I honestly don’t even know yet how I feel about it all. I started crying. I was so embarrassed. I ran out of his office.

“Liam, wait!”

I ran all the way home. My parents had left for the weekend, so I just cried on my own. I loved my boyfriend, but he didn’t even ask if he could be rough with me like that. What if when we finally have sex he’s rough like that?

The doorbell rang. It was Mr Scott, holding my backpack.

“You forgot your backpack, kiddo.”

I reached to grab my backpack. I was quivering.

“Thank you, sir.”

“Are you alright?”

“No…”

“It’s my boyfriend. It’s a long story.”

“I have time, if you want me to listen.”

“Can you please come in?”


I’m planning to make more chapters to this, feel welcome to tell me what you’d like to happen