PAY TO BREAK ME
“I…”
He cut himself off, hesitating, before trying again. The words he pushed out of his lips, shy but sure, surprised me.
“I want to fuck you for a change.”
My eyes widened, stunned. What?
“I want to know how quickly you cum from a cock in your ass,” he continued softly.
If he knew who I was under this mask—
Unease settled in my chest, but I knew I would do it. I needed that money… and the thought of sex with Aaron, anyhow it was offered, had become… scintillating, almost addictive.
A guilty pleasure.
—
There’s a pecking order at William-Alfie High School and Jack is at the top of it.
But he shouldn’t.
Because that pyramid is strictly held up by money, and over the summer Jack’s parents have gone bankrupt. They’ve managed to keep it a secret, but Jack has to work at a sex club to make enough to keep up the illusion at school.
When Aaron Smithy, a usual pushover, stands up to him in the cafeteria, Jack is afraid word has started to spread especially after he puts Jack in his place and he still retaliates by giving him food poisoning.
Except he didn’t. Aaron’s bravado ended in the cafeteria.
But Jack keeps coming at him so he has no choice but to defend himself, even as he has bigger fish to fry as he slowly falls in love with a sex-worker who has refused to show his face.
By the end of the school year, their relationship has morphed into a tangled web of complexity that leaves Jack alone, naked and in the spotlight for all the wrong reasons.
Will Aaron come to his rescue? Or will the newly-fallen shining star implode under it all?
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Chapter: WORKINGJack’s PovAaron was looking at me.As my finger slid into him up to the hilt and he let out a surprised moan, his eyes found me. Myheart rate sped up, and, weirdly… I wanted to take a picture of the look on his face.The pleased surprise was the most evident, eyes glittering with the new sensation. But therewas also this other thing, this… awe tangled in, like he was thankful for what I was doing to him.He needed to stop looking at me like that.I quickly took out my finger and, still lazily stroking his dick, I pushed into him.I knew it.I stifled a small groan as he he tried to suck me in more. I knew, just from my finger, that hewould feel good. But I was barely in his hole when he froze again, his eyes falling closed.He wasn't okay. “Stop?”“No, no,” he forced out through gritted teeth.I sighed, chastising myself for rushing again. I needed him slack, relaxed. I should have workedmore fingers into him first, or the best way, given him an orgasm. I hadn’t eve
Last Updated: 2026-04-12
Chapter: MELLOWJack’s Pov Aaron opened his eyes, his brows arching. “Um, Jay, what is it?” I swallowed, my eyes falling to his parted lips. Could I tell him that kissing wasn't allowed? But it was… What unsettled me was that I thought I'd hate it. I thought I'd be repulsed, ready to throw up in his mouth. But I wasn't. Aaron’s lips were soft and they slid against mine, a little hesitantly but enthusiastically. He’d kissed me like he wanted to get to know how to kiss me, so I’d enjoy it too; softly, explorative. I wasn’t used to that. Usually people were very aware that I was a prostitute, that they paid for my time. They acted downright entitled, forceful, and even the lower paying clients often tried to do things that weren't even on the menu. It was easy to brush it off, because I still got my pleasure most times. And, in the really harsh cases I could leave because I made enough money for the club anyway. But now, I had unconsciously given him a point
Last Updated: 2026-04-11
Chapter: MELLOWJack’s Pov Aaron opened his eyes, his brows arching. “Um, Jay, what is it?” I swallowed, my eyes falling to his parted lips. Could I tell him that kissing wasn't allowed? But it was… What unsettled me was that I thought I'd hate it. I thought I'd be repulsed, ready to throw up in his mouth. But I wasn't. Aaron’s lips were soft and they slid against mine, a little hesitantly but enthusiastically. He’d kissed me like he wanted to get to know how to kiss me, so I’d enjoy it too; softly, explorative. I wasn’t used to that. Usually people were very aware that I was a prostitute, that they paid for my time. They acted downright entitled, forceful, and even the lower paying clients often tried to do things that weren't even on the menu. It was easy to brush it off, because I still got my pleasure most times. And, in the really harsh cases I could leave because I made enough money for the club anyway. But now, I had unconsciously given him a point
Last Updated: 2026-04-11
Chapter: A RED ROOM II(Jack’s Pov)Aaron?You had to be fucking kidding me. Aaron had paid for me?I couldn’t fucking believe it. I stood, back to the door, my fingers flexing harshly. Why was he suddenly everywhere around me? Did he know who I was under this mask?He couldn’t. I didn’t use my name at the club and I was wearing a fucking mask right now.Still, I couldn't do it. I had fucked some questionable people for my job but one of the school’s biggest, antisocial nerds? No. I couldn’t.I started to walk.But I didn’t go further than three steps when something stopped me. Fuck me, the money he'd paid.I wanted it, and I wanted it bad. I'd already planned out how I was going to spend it in my head and I wanted it in my hands.I gritted my teeth. Maybe I could find someone else for tonight. But they probably wouldn’t be willing to drop so much money unplanned. If I could scrounge something up, it would not be as much as the money bags currently sitting in that room.Fuck! I wanted to punch him so hard I
Last Updated: 2026-04-08
Chapter: A RED ROOM I(Jack’s Pov)Thumping jazz music floated through the room, creating a sensual ambience that went very well with the alcohol coursing through my veins, making me pleasantly tipsy.It was cool enough that my nipples would pebble if it weren't for the rhinestone nipple covers but not cold enough that I shivered since I wasn't wearing anything else. The room smelled soft, like a crisp winter day in front of a perfume tray, and so did the rest of the club.I arched my back around the pole, holding the pose. The spotlight was on me, so bright, I had my eyes closed. I couldn't see out into the audience anyway.But they were watching. I could feel eyes on me, perusing, lustful, and I slowly spun around the pole to show a little of my ass in the matching, almost non-existent thong. I still hadn't learned a lot of moves but what I did have under my belt was enough for a show.And I gave one.I could hear stifled low groans, and I knew some people were touching themselves. I remember being so a
Last Updated: 2026-04-08
Chapter: NEON SIGNS (Aaron’s POV)“What are we doing here?” I asked, looking at the building like it was a maximum security prison. The green neon sign of what we're obviously two women rubbing on themselves winked at us and I quickly looked away.To Kyle's credit, he did look sheepish and slightly embarrassed. He should have. A strip club?“Okay so, I was thinking—”“Were you?” I cut in, glancing at the building. It was still there, just as it had been a few seconds ago.“Yes,” Kyle said, rubbing his neck. “I was thinking about how repressed you've forced yourself to be even though you've been wanting to lose it since last year.”“Kyle!” I groaned, burying my head in my hands. My face was red, I knew it, and I felt a hot sting of shame.“What?” Kyle responded, whispering for some reason. “It's true.”It really was your own people that knew how best to mortify you. “Well yeah, I started hesitantly, “but—”“But nothing!” Kyle cut in, his face beginning to redden too. “Just because you're gay doesn't mean
Last Updated: 2026-04-08
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