Rob convinces Linda to stop fucking Josh raw

Thursday – November 20, 2025, High School Teachers' Room, 3:30 p.m.

The school day had dragged on with back-to-back classes and a staff meeting that ran long, leaving Linda exhausted but focused as the final bell rang and students flooded the halls. By 3:30 p.m., the building was emptying out—colleagues waving goodbye, the janitor starting his rounds in distant wings. Linda lingered in the teachers' room, organizing her lesson plans at a shared desk, the space quiet and dimly lit by fluorescent lights. That's when Rob entered, locking the door behind him with a click that echoed ominously, his unattractive, ugly features twisted into a predatory smile. "Everyone's gone—perfect time for us," he said gruffly, approaching her without preamble, his dominant side emerging as he pulled her up from the chair and pinned her against the desk.

Linda's heart raced with a mix of **** and thrill—This is so risky; what if someone comes back?—but the secrecy and taboo pulled her in, her body already responding despite her revulsion at his repulsive old form. "Rob, we can't keep doing this... only once a week, okay? It's too much otherwise," she whispered, setting a boundary to regain some control amid her internal turmoil. He nodded, agreeing with a smirk: "Alright, once a week— but make it count." With that, he hiked up her skirt, yanking down her panties, and freed his massive 9-inch cock, thick and veined, from his pants. She enjoyed his cock immensely as he thrust into her tight pussy from behind, bending her over the desk—moaning loudly on it, her voice echoing in the empty room: "Oh God, yes... it's so big... fuck me harder!" She loved the risky thrill of doing it there, the possibility of discovery heightening every sensation, even though she found him so repulsive—his ugly face and old body a stark contrast to the pleasure his girth provided, stretching her and hitting deep spots that made her knees weak.

As he fucked her roughly, papers scattering across the desk, Rob growled in her ear, his hands groping her 34D boobs through her blouse: "From now on, you're not allowed to fuck Josh raw—only with a condom. Understand, slut?" Linda was surprised by the command, her mind reeling mid-thrust—What? That's so controlling... but it sounds exciting, adding to the taboo—the idea of denying Josh while letting Rob have her unprotected sent a forbidden rush through her. He stopped fucking her abruptly, pulling out halfway, leaving her aching and ****: "Say you understand, or we stop." Panting, wanting him to continue despite everything, she nodded frantically: "Yes... I understand... now please, keep going!" Satisfied, he slammed back in, pounding her harder until she came explosively, moaning, "I'm cumming... yes, fill me!" He followed, cumming deep inside her raw, the camera on his phone (propped discreetly on a shelf) recording it all for their secret stash.

Thursday – November 20, 2025, Linda's Parents' House, 5:00 p.m.

After the encounter, Linda hurried home to her parents' house for the separate evening, her body still tingling but guilt crashing in waves. I can't believe I agreed to that... denying Josh raw sex while letting this ugly old man have me unprotected? It's so wrong, she thought, her internal conflict intensifying. She recalled how, when she and Josh started having sex about a year ago, they used condoms for the first week, but Josh had said he didn't like them—the sensation dulled, the interruption annoying—and since then, she'd been on the pill, enjoying the intimacy of going raw. Now, she had to figure out something to tell Josh to **** him back to condoms for the next three months (aligning with the birthday surprise timeline), all while secretly continuing the pill to avoid any real risks. The deception made her feel powerful, like she held hidden control, but also deeply guilty for betraying the man she loved.

Friday – November 21, 2025, Josh's Parents' House, 4:45 p.m.

The next day aligned as a together evening, and Linda arrived at Josh's parents' house with a mix of affection and nervousness, the party prep from earlier in the week providing a light distraction as they finalized details over snacks. But as they moved to the bedroom, clothes coming off in heated kisses, she steeled herself and pulled back gently. "Babe, for the next three months, you have to wear a condom... I think it's safer, just in case—maybe switch things up for a bit." Josh looked sad, his kind eyes clouding with disappointment: "Really? I hate them—they don't feel as good... but if that's what you want, okay." They realized they didn't have any condoms at home, the oversight leading them to skip sex that day entirely, opting instead for cuddling and a movie.

Linda felt a bit guilty and sorry for Josh—denying raw sex to the man she loves, the one who made her feel cherished, while allowing it freely for an ugly old man like Rob. He's so sweet and doesn't deserve this lie, she thought, her heart aching at his dejected expression. Yet, beneath the guilt, she also felt powerful—the secret control over their intimacy, the thrill of Rob's dominance seeping into her relationship, making her feel like a hidden tease in ways Josh couldn't yet comprehend. As they fell asleep entwined, the dynamic shifted subtly, her turmoil deepening even as the party loomed.