Chapter 28
by
magictcg
Do you let her come yet?
Edging has its benefits
You maintain your position behind Jamie, her body still bent over the armrest of the couch. Her plaid skirt is flipped up, exposing her perfect ass still slightly pink from the spanking. With calculated precision, you slow your thrusts to delay your own pleasure while focusing entirely on hers.
"You're going to cum for me now," you command, your fingers finding her clit with practiced expertise. "Show the camera how good your boss makes you feel."
Jamie whimpers as you circle her sensitive bud, your cock still buried deep inside her. You adjust your angle, pressing upward to hit her g-spot with each deliberate thrust. Her inner walls clench around you, making it a challenge to maintain your own control.
"Oh god," she gasps, her fingers digging into the couch cushions. "Sir, I'm... I'm gonna..."
"Cum for me," you demand, increasing the pressure on her clit while maintaining the perfect rhythm inside her. "That's an order."
Jamie's body obeys instantly, her back arching as her first orgasm tears through her. Her pussy contracts rhythmically around your shaft as she cries out, her professional facade crumbling under the intensity of her pleasure. You continue your measured thrusts throughout her climax, drawing out every last tremor.
"One," you announce loud enough for Mia to hear, marking the first victory in your bet.
Before Jamie can fully recover, you withdraw and flip her onto her back, positioning her legs over your shoulders. Her eyes are glassy with pleasure, her chest heaving beneath her rumpled schoolgirl shirt.
"We're just getting started," you inform her, sliding back into her sensitive pussy with one smooth thrust. "Remember your job evaluation isn't complete until I say it is."
"Yes, sir," she manages, her voice trembling as you resume your rhythm.
This position allows you even deeper penetration, and you take full advantage, angling your hips to drag your cock against her most sensitive spots. Meanwhile, your thumb returns to her clit, applying firm circles that have her squirming beneath you within minutes.
"Please," she begs, though whether she's asking for mercy or more is unclear even to her.
"Please what?" you demand, slowing your thumb's movements to torturous circles. "Beg properly."
"Please let me cum again," Jamie pleads, her pride completely abandoned now. "Please, sir, I need it."
"Good girl," you praise, increasing both the speed of your thrusts and the pressure on her clit. "Show me how much you want to keep this job."
Jamie's second orgasm hits even harder than the first, her entire body convulsing as she screams your name, forgetting the roleplay entirely in her ecstasy. Her pussy clamps down on you like a vice, testing your control to its limits, but you grit your teeth and focus on the feeling of power rather than physical sensation.
"Two," you announce triumphantly, making eye contact with an increasingly flustered Mia who shifts in her seat, unable to look away.
Without giving Jamie time to recover, you withdraw and order, "On your hands and knees in the middle of the couch."
She complies shakily, her limbs trembling from the intensity of her consecutive orgasms. You position yourself behind her again, this time reaching around to cup her breasts through her shirt as you enter her once more. Her oversensitive pussy welcomes you with a flood of wetness, her arousal evident in the obscene sounds that fill the room with each thrust.
"Who owns this pussy?" you demand, your fingers finding her nipples through the fabric and pinching firmly.
"You do, sir," she moans, pushing back against you desperately. "It's yours."
"And what happens if you don't satisfy me?" you continue, maintaining your dominant role while strategically slowing your pace whenever you feel your own climax approaching.
"I lose my job," she whimpers, fully immersed in the fantasy now. "Please don't fire me. I'll do anything."
"Anything?" you question, your hand sliding up to her throat, applying just enough pressure to assert control without restricting her breathing.
"Yes," she gasps. "Anything for you."
That submission pushes her over the edge again, her third orgasm washing over her as you maintain your relentless rhythm. Her entire body shudders beneath you, completely at your mercy.
"Three," you announce, catching Mia's eye with a confident smirk. Just one more to win your bet.
Are you going to win the bet?
After Hours Video
Save your job with porn.
The job market has been brutal. After months of applications and rejections, you finally landed a position at After Hours Video, a small adult store on the edge of town. The pay isn't great, but it's money in your pocket and the hours fit around your community college schedule. The owner, Mr. Keller, is rarely around, leaving the store in the hands of his 18-year-old kid and you, his newest hire. The arrangement worked fine until today, when disaster struck. A major shipment of adult videos arrived completely blank and your coworker, who was supposed to check them before shelving, didn't bother. Mr. Keller is furious and threatens to close the store unless you can replace the missing content within two weeks. With rent due and no other job prospects, you're to keep this position.
Updated on Jun 11, 2026
by magictcg
Created on Sep 4, 2025
by magictcg
- All Comments
- Chapter Comments

