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Boss With Benefits

Chapter 5

Ch. 5 / 26 Dec 09, 2025

Keely gulped. The temperature in the office shot up ten degrees. Her mind flashed through naughty images of Jack laid out on his back, naked, with his erection poised like a sword while she hovered over him, opening and lowering her body so he sank deep into the grotto of her lush, tight opening.

He looked closely at her. “I meant a ride in my car, honey,” he said softly, as if sensing her attempt to fantasy-fuck him.

“I-I don’t need a ride.” she croaked. “Look, don’t let me keep you—”

“I’ve got some time. Just…do me a favor and stay right there. Don’t move, please.” He started hunting manically around the office for his keys. “I don’t want you going anywhere just yet. Did you drive down here?”

His request shot like another arrow into her heart. He even said please.

“No, I rode the bus. Here-I’ll help you look,” she said, desperate to get one of them the heck out of there. Thankfully, she’d dimmed the lights.

She threw her bag in the bathroom and shut the door. Jack prowled through the front office and around her desk, for he often left his sunglasses and keys on her desk while rummaging through his stack of mail.

Keely darted into his office, looking for his keys. There wasn’t too much trouble to get into if they stayed in opposite ends of the office.

Nothing on his desk. She looked in the trash can. Nope, not there either. She walked to the guest seating area made up of leather couches and a hickory coffee table hunkered over a pricey wool rug. Her face burned hot remembering that day

three weeks ago. It was a Saturday afternoon and she had gone into the office to research a couple of invoices.

She’d thought it odd that the door to the office was unlocked. She’d been the last one to leave the night before, and she was sure she had locked the door.

Sounds of female cooing came from behind Jack’s office door. It wasn’t completely closed, so Keely went to investigate. Hotel guests often wandered into the office during daylight hours when they got off on the wrong floor.

Well, it wasn’t a couple of lost tourists in Jack’s office. A blonde in a red string bikini was leaning back over Jack’s desk, her palms spread flat on the desktop.

While she still had her top on, the woman’s bikini bottoms were missing and Jack was kneeling in front of her. Her legs were spread and hooked over his broad shoulders.

Keely had clapped a hand to her mouth to smother her shriek of surprise, but couldn’t stop staring.

Her boss was lapping at the blonde’s pussy with an incredible technique that included a long, skilled tongue flicking at the pink nub of the blonde’s clitoris, which was gently pinched between Jack’s thumb and forefinger.

Two fingers of his other hand were thrusting between the blonde’s thighs in a sexy cock-pump way that nearly made Keely cry out in pleasure herself.

I should leave, she’d thought frantically, but her feet refused to move. Her skin tingled with fierce excitement, and she couldn’t help but think: I love what he’s doing and the way he’s doing it.

Keely’s nipples hardened into little rosy buds, and her pussy reacted to what she was watching,

dripping moisture into her panty.

“I love your mouth, Jack,” cried the blonde as she’d wriggled her hips, her large breasts bouncing under the cherry-red triangles as she moved. “Harder…ooh, more!” she’d pleaded, and Jack had obliged, inserting another finger into the blonde’s slippery heat and pumping his fingers deep. With the help of his tongue, he drove the blonde just to the brink.

Then he pulled his fingers out.

“No,” she cried. “Don’t stop!”

Jack still pinched the blonde’s clitoris, and she wriggled from all those wild sensations created by his fingers and tongue. Keely understood that need. She had so many unsatisfied needs of her own!

“Not so fast, gorgeous,” Jack had murmured in a husky voice. “Tell me what you think of this…” then he clamped his lips over the clit he’d clinched between his fingers and sucked.

The blonde screamed with pleasure, and Keely saw Jack’s smile as he paused to nibble the blonde’s creaming pussy, lapping against her folds every now and then, but holding back to keep her from climaxing.

“Think you’re ready for my cock?” he’d then asked, and the woman nodded, dazed and eager for everything he had to offer. He’d stood, tugged his blue polo shirt up and swept it over his head.

Keely heard the rasp of the zipper on his shorts and decided enough was enough. Time for her to go, even though every lust-filled inch of her ached to stay.

And watch.