Bailey was the cutest girl in the world to him. To everyone in the office. Freshly eighteen getting college credit doing an internship at their PR firm since October. She was eager to start from any entry point and work her way up to. Pay her dues. She did the coffee and lunch runs, answered the phones, took minutes in meetings, and always had a smile on her face and pep in her step.
Alex Lawyer saw to it that she had a desk right outside his office. Answering his phones, taking his coffee and lunch order first, sitting nearest to him in meetings, and greeting him first. He also always made sure she had to stay a little later than the others and lent her his car service to get home. Those late-night talks over spreadsheets and PR scheduling were the best. Mostly because he got her all to himself then.
It was gradual to a point – the mutual attraction. Bailey enjoyed being mentored and getting the attention of a successful older gentleman. And Alex thoroughly enjoyed showing her the ropes while imagining her bent over his desk in those nylons.
Within two weeks of her internship, she started thanking him for the car services with tight hugs and a kiss on the cheek. By the second month, he could tell by the way she bit into her lower lip that she wanted him to kiss her. So he did. More than that. He devoured her mouth like the starved man he was and she eagerly allowed him full control.
They barely resisted then. But just managed to and he walked her to the car service and saw her off like he did every night she worked.
Her eyes were stuck on him the entire day after that first kiss. And the rhythm between them began to pick up, with heat, and those late nights became all the more tolerable now that Alex could indulge in his fantasies of sweet, little, Bailey.
She knew the routine by heart. She knew once Marty the cleaning guy took the trash out and said goodnight, she was to meet Alex behind his lofty desk and sink to her knees in front of him. As always, she took her time feeling up his legs, palming the bulge already present in his trousers. And looking up at him with those bedroom eyes in those fuck-me heels.
It was lucky that he was a mature man who could hold his load. Otherwise, when she unzipped his pants and started swallowing his cock, he'd blow early.
Every night, they turned the lights off. Most of them. It wouldn't do for a passerby to be able to see what they were getting up to at first glance. But in Alex's head, he fantasized about taking her up against the glass windows for all to witness.
"Oh fuck!" he hissed as she took him down into his throat. It took practice, but now she did so with ease. And vigor. She knew when to hollow out her cheeks and really suck, and when to bob her head and circle her tongue around his tip. "Yeah, baby, just like that. Swallow me up. You fucking love being my little cocksucker, huh?"
And now she knew how to hum around his cock and torture him with the vibrations of her throat around his shaft.
"Fuck!" he shouted. "Get up here, baby. Get on Daddy's lap."
She whimpered as she pulled her mouth off of him and scrambled to her feet. She kept the heels on – as he fucking loved – and pulled up her skirt over her ass. Her nylons were covering the place he wanted to feel the most. And their movements were too frenzied for Alex to have the patience to pull them down. So he reached for her crotch, feeling her heat and the hint of moisture, and tore at the fabric, ripping a hole for access to her hole.
"Oh god, Daddy," she whimpered again as he savagely ripped her tights and plunged his fingers into her pussy. "Oh that feels so good."
"I know it does, baby," Alex said arrogantly. He crooked two fingers inside her and brutally fingered her. For only about thirty seconds. Then he wanted to get his dick wet. So he pulled his fingers out of her and pulled her pussy poised over his member and pulled her down, slowly. Teasing the both of them.
"Oh!" Bailey whined as he became buried within her tight teen pussy. She wiggled on his lap for a moment until he grabbed her hips tight and took control of her movements.
He moved her back and forth rapidly for a bit and then wrapped his arms around her waist, standing up and walking over to his gorgeous genuine leather couch. He sat down with her still in his lap and leaned back. "Now ride me baby girl."
Bailey bit her lip and planted her knees, so she had the leverage to lift herself up and down on his cock. He watched her breasts bouncing under her white blouse and started undoing her buttons, flaring the shirt off her shoulders so he could see the white lace encasing her jiggling tits. Once he saw them, he had to get a taste of them. So as he buried his face between her globes, he helped support her movements with his hands and she braced herself with a hand on his knee as she continued to voraciously ride him.
"Yeah, that's it, baby girl," he murmured in between tonguing her nipples beneath the thin lace fabric.
"God I'm addicted to your cock, Sir," Bailey moaned. She then yelped after her gave her a hard pat on her ass underneath her skirt.
Sometimes he was in the mood to play boss and intern, be called Sir, and fuck her over the copying machine. Tonight, he was in a Daddy mood. To take his little baby girl intern at his mercy. "Call me Daddy."
"Daddy!" she immediately corrected herself, riding his faster to make up for the error.
Eventually, Alex's appetite shifted, and he wanted full control. He tore her blouse from her skirt and over her head. He neatly undid her bra and revealed her breasts completely. After a brief break to suck on her nipples, he unzipped her skirt, tossed that, and then tossed her onto her back on the couch. Seeing her splayed out, legs wide, in those ripped tights giving him easy access… it all made his cock jump, anxious to be inside her again.
He wasted no time feeding her cunt his cock as he loomed over her. Fucking her vigorously across the leather of his couch and listening to the way she begged for Daddy's cock, harder, faster, just like that.
She held onto him as much as he held onto her as he gave her the ride of her life.
"Oh… oh! Oh… ugh, ngh, oh, ahhhh," she chanted in tongues as she came on his cock. How he loved the way eager teen pussy really clamped down.
He held back on his end until her orgasm ebbed away. Then he started assaulting her clit with his fingers as he pounded into her like a man possessed. Chasing his own release. With a choked roar, he came inside of her – as always – and unleashed a flood of cum.
"Oh yes, Daddy, give me all your cum!" Bailey waled as she began to cum again. Her pussy tightened impossibly on his cock and practically massaged every stick rope of cum out of him.
When he was spent, he collapsed on top of her, breathing heavily. She loved this part. When she got to pretend they were cuddling. Sometimes they actually did.
Detached in the aftermath, he pulled out and away from her and tucked himself back into his pants. "Get dressed, baby."
She fixed up her clothes as much as she could, to be presentable. And he devoured her mouth one more time before seeing her into the car service. When he got to his apartment, his wife was sound asleep with the baby. He took a shower, replaying the night in his head. His cock got hard again. And after snapping a pic to send to Bailey so she knew what she did to him, he finished himself off under the water, and slipped into bed.