Madison sits at her desk impatiently, waiting for Derek to buzz her to let her know he’s ready. This has been their arrangement for a few months now. She’s his assistant, the one who always wears heels and never wears panties. She always wears a pencil skirt that accentuates her firm ass (and for easy access) and a blouse that shows off her 36D tits (and that’s easy to tear off), keeping her long brown hair down so it’s easy for him to wrap his fingers in. He’s 6’1”, an entire foot taller than her, with hard biceps, a smattering of hair sprawling across his chest, and a thick seven-inch cock that always leaves her wanting more.
Buzz buzz buzz. Madison is jolted by the sensation filling her pussy. It's Derek’s way of paging her – a remote-controlled vibe that she slides inside of herself every morning when she arrives at the office. Madison clears her throat in an attempt to be discreet as she stands, straightening her skirt. The vibrator continues to buzz inside of her as she slowly walks to Derek’s office, quickly becoming weak in the knees. She softly closes and locks the door as she enters his office.
“Good morning, sir,” she says, smiling.
“Good morning, Madison,” he replies in his low, gravelly voice, smiling back.
Derek moves around his desk, walking toward her, not wasting time as he unbuttons his slacks. Madison slowly sinks to her knees, her pussy still stimulated by the vibe. She looks up at him as he stops in front of her, freeing his hard cock. Madison smiles as she wraps her slender fingers around his shaft. She lifts his cock and moves in, gently kissing his balls, then running the tip of her tongue along the seam of his sack. She hears a low grunt of approval, smiling as she takes his balls into her mouth, simultaneously stroking the length of his cock. Madison uses her tongue to massage his balls, rolling them in her mouth, sucking firmly.
As her thumb rolls over the tip of his cock, Madison allows Derek’s balls to pop out of her mouth, immediately sliding her hand down and her tongue over the underside of his shaft to the tip. She holds his shaft, squeezing as she wraps her lips around the tip of his hard cock. Madison slowly takes his cock as far into her mouth as she can while stroking the base. She begins to firmly suck his cock, sliding her mouth back and forth along his length. Derek groans in pleasure and reaches down to wrap his fingers in Madison’s hair. As she watches his face, she opens her throat, knowing what he wants next.
Derek holds her head and begins to pump his cock in and out of her mouth, listening to her gag on his cock a bit. He moans as Madison gags, the tip of his cock hitting the back of her throat each time he thrusts into her warm mouth. She places her hands on his thighs to hold on, looking up at his face. Derek tightens his fingers in her hair and pushes deeper into her throat, holding her still as she gags around him. He moans loudly and then quickly pulls out of her mouth, still holding her hair as the vibe in her pussy drives her orgasm.
Madison moans loudly, her mouth gaping open, her lips swollen from being fucked, her body shaking as Derek holds her up by her hair. He smiles down at her while she cums on her knees. Derek allows her to finish her orgasm, then pulls her to her feet.
“On the desk, Madison,” he says.
“Yes sir,” she replies breathlessly. She stumbles to the desk, lifting her skirt over her ass on the way, her legs Jell-o, and pushes herself onto the desk, leaning back on wobbly elbows.
Derek places a hand on her left knee, spreading her legs, and leans down to pull the vibe from her tight pussy’s vise grip. She hears her pussy as he tugs the toy free and sinks a finger inside her, slowly fucking her deeper than the vibe can go. Derek leans down, licking her clit and drinking her cum. He flicks his tongue over her clit, fucking her wet pussy deep and excruciatingly slow.