(Authors Note: Reading preceding chapters will help you understand more about the characters in this series. Like for instance Angelica introduced in chapter 2 is a hung trans domme.)
Thanks, play7399 for editing :)
The sun was setting on Friday evening at Evermore's All Boys College. Most of the boys and faculty had already left excited for the weekend. The halls were desolate and almost all the classrooms were empty. If anyone was to walk past Mr Wilson's classroom, they would've likely heard me gagging and slurping on his cock.
"Good boy take it nice and deep." Mr Wilson grunted.
I was lying on his desk with my head hanging over the edge. He was standing over me leaning on the desk while thrusting his cock into my mouth. Although he was only sporting a 6-inch cock he had great stamina as evident with the large trail of saliva that had coated my face and was dripping on the floor.
Mr Wilson is my history teacher and around 40 years old, give or take. I've never had any particular attraction to him; he was pretty average looking with short black hair and glasses. My horny mind often wondered what most of the male teachers had packing in their pants. I know Mr Williams, head of business studies, was packing a monster judging by his huge bulge he always had. Shame he wasn't into lads, I would have ridden his big black cock every day. There was a rumour he was fucking one of the English teachers, Miss Noonan which wasn't surprising seen as she had massive tits and teased all the boys with her cleavage.
Snapping me back to the present-day Mr Wilson pulled his cock out of my throat slapping it against my chin.
"That's definitely got my cock nice and wet. Get off the desk and bend over." he demanded.
I sat up and used my shirt to wipe my face. I jumped off the desk and undid my trousers. Mr Wilson was watching whilst stroking his cock. As I pulled down my underwear and threw it off to the side he walked over and slapped my arse.
"Your arse is 10x better than my wife's ever was. Unfortunately, I know you're a complete slut and I can guarantee I'm not the only one who is using your holes. Especially as I know you're still going to that gloryhole in town." he said whilst walking over to his desk.
He pulled out a condom which made me groan. I enjoyed the feeling of men unloading inside of me. Mr Wilson mentioned me frequently going to the town glory-hole which wasn't completely false, but I hadn't been there in over two weeks. It wasn't very discreet and I'm pretty sure everyone knew about it.
It was located in the public toilets on the outskirts of town. The men's toilets were filthy as always and the glory-hole was in the far stall that was against the wall. Rather than the glory-hole being between the stalls it was actually in the wall. As the room adjacent to the men's was a disabled toilet. So, I would lock myself in the disabled toilets and then wait for any men on the other side who needed relieving. Most of the time it was pretty boring only sucking one or two guys but sometimes groups of guys would go in wanting their cocks sucked.
I was unaware that one of the cocks I'd been sucking in the glory-hole on a regular basis was Mr Wilson. He'd waited one time in his car to see me leave the disabled toilet but didn't reveal himself till much later on. I would often go there in the evening after college had finished. Mr Wilson would empty his balls into my mouth before heading home to his wife in a much better mood. A few months ago, he decided to confront me about it. He waited outside the disabled toilets after he had just unloaded in my mouth. I was shocked at first then frightened that I might be kicked out of college. I ended up smiling after we chatted for a bit. He told me he really enjoyed me sucking his cock seeing as he wasn't getting anything from his wife, but he was worried about getting caught at the glory-hole. So, we exchanged numbers and decided to meet on a regular basis to help each other's cravings in a safer setting.
Fast forward a few months and Mr Wilson is rolling a condom on his cock ready to fuck me in his own classroom at college. The safer setting got tossed out the window when he wanted to have riskier sex.
"I've been looking forward to this all day." Mr Wilson said as he pressed his hard cock against my hole.
"I need some lube." I quickly said before he pushed too hard.
"Silly me I forgot about that." He knelt down, spread my cheeks, and spat on my hole.
"Much better now hold still boy while I get it in."
Although he wasn't the biggest, when there's not much lube involved it felt massive on entry.
"Urrrghhh fuck" I grunted as he pressed his cock into my arse.
"Language boy, you're still in my classroom." he chuckled to himself.
He pushed the rest of his cock into my arse till his balls slapped me. He then began to gradually get into a rhythm of fucking my arse while holding my hips. His balls were slapping my arse and his cock was rubbing my prostate. I was enjoying him thrusting into me, my cock semi hard and dripping precum onto the floor. I held onto the desk and started pushing back against him to get his cock deeper into me.
"Mmmm yeah I love your cock sir" I moaned.
Suddenly there was a loud thumping noise coming from the next floor up. I went to stand up, but Mr Wilson pushed me back down on the desk and started fucking me harder. Caught off guard by his aggressive shove I gripped onto the desk as he pounded my arse.
"Seems like you're not the only one getting laid tonight. Seems like Miss Noonan is getting frisky on Friday as well." he said. Clearly this wasn't the first time he had heard her.
"No doubt it's Mr Williams that's currently destroying her pussy. She seems to only ever want his big cock." Mr Wilson's voice was filled with anger.
He was really gripping my hips and battering my arse. I was now moaning quite loudly as my prostate got bullied by his cock. He wrapped both his hands round my mouth and continued to fire his cock into my arse.
"Shut up boy! I don't want to get caught nailing your arse. Especially by a SLUTTY, BIG TITTED, WHORE."he seethed with each word leading to a harder thrust.
Mr Wilson pulled out of my arse giving me a firm spank before going over to his desk chair and sitting down.
"Get over here boy and ride my cock."
I pulled myself off his desk and limped over to him my arse burning slightly from his rough play. I was about to climb on his chair facing him but he said disgustedly, "I don't want your cock in my face while you ride me, turn around."