Abby swirled the amber liquid in her glass. It was a fine scotch, full of aroma and spice. A nice finish, not much kick on the back end - overall very smooth. She always felt sexy drinking it. It made her very aware of the way the silky, navy blue fabric felt on her skin. She also liked how little of it there was and how Darin looked at the smooth contours of her naked back.
Darin was dressed in his usual attire. A black suit with a light blue shirt that picked up the colour of his eyes. He wore no tie. He drank the same brand of whisky. He was the one who taught her what to like.
Abby met Darin while interning at the city’s daily newspaper. She was working on her degree in creative writing and took a minor in journalism as a fall-back option. Darin had a long career in the field and had dropped to part-time, writing a weekly column on politics and the occasional news story. Whether it was her thick chestnut hair or her blue doe eyes, or her natural talent for reporting, she wasn’t quite sure but Darin had taken her under his wing as her mentor. Like every good mentor relationship, she had one hell of a crush on him.
But their age difference kept them apart. Darin flirted like none other. Smart, witty - their banter and long-into-the-night discussions left her more aroused than any young hard body at her regular gym ever did. She would make love to Darin in heartbeat - had done so dozens of different ways in her imagination - but he always held back.
Darin looked at her expectantly, and she realized she missed what he’d just said. “Sorry,” she said. “I gapped out for a bit.”
A brief flutter of irritation crossed Darin’s face. “If you’re bored, we can talk about something else. The latest trend in yummy mummy fashion, perhaps.”
Abby’s big story for the week - the first time one of her pieces led off a section - was in the lifestyles section featuring a new locally based company that designed stylish diaper bags. Although admittedly it was a puff piece, it got national exposure - and Abby had been quite proud of it. Her smile fell. Silently, she stood and picked up her clutch.
“Abby, I’m sorry - Abby!” Darin said as she walked toward the door. He caught her quickly, grasping her upper arm and stopping her getaway. A few people looked. Conscious of their conspicuousness, he pulled her toward the door, stepping into a small, shadowy alcove. Her body pressed into his and she looked up with those big, soulful eyes.
“You’re really mean sometimes, you know?” she said, quietly.
“I know,” he said. “I think that I bore you sometimes. I don’t know what else to talk to you about.”
She smiled and brushed his silvery-white hair back into place. “Maybe we’re done talking.”
His arms slipped around her. He couldn’t help it. She was so young, and soft, and supple, and warm. “This isn’t a good idea,” he said, as she leaned in and kissed him. “I don’t want to hurt you.”
“Such an ego,” she said. “What makes you think I wouldn’t devastate you?” It drew out his smirk and she sighed. “That grin - catnip to any young woman with daddy issues.”
“I don’t think reminding me that you’re nearly the same age as my daughters will move this conversation to where you want it to go,” he said, a chuckle in his voice. He held her fast.
“Then maybe this will,” she said, as her finger snaked around his neck and she pressed forward for a deep, passionate kiss. Her lips opened with his, his tongue sliding past her teeth as she gently sucked and explored his mouth with hers.
Darin’s hands slid up her arms and pushed her back slightly, breaking their kiss. “Do you know what I want to do to you?” he whispered, his lips millimetres from hers.
“Anything you want, I hope,” she whispered back, her eyes still closed.
They kissed. “Are you sure about that? Are you giving me carte blanche to do whatever I want?”
She blinked slowly, raising her heavy black lashes to look into his eyes. “I trust you,” she smiled devilishly. “You’re driving.”
They left the bar and settled into Darin’s shiny new Cadillac. The leather seat was cool against Abby’s bare back. Her knees separated her dress at its slit and she let the fabric fall away from her long, toned legs. Darin took his hand off the gear shift to caress her bare thigh.
The city night air was warm and fragrant and moist. It felt like thunderstorm weather. Inside the towering building of concrete and glass that housed Darin’s condo, they rode the elevator to one of the top floors - unfortunately not alone. Darin didn’t seem to know his neighbour.
“Family dinner?” the man asked.
Darin looked at the floor and snickered, but Abby looked the man right in the eye, one corner of her mouth pulled up in a smirk and said simply, “no.” The elevator was awkwardly silent until the doors opened a few seconds later and the man departed. Abby giggled.
“That was terrible,” Darin said, smiling.
“I’m just a bad girl at heart,” she said, her smile turning sweet.
He grabbed her around her waist and pulled her firmly to him. “We’ll see about that,” he said, kissing her again. The doors opened and they stumbled into the hallway, still clinched, bouncing off the walls until they ended up at Darin’s door.
The condo was clean and sparse; floor to ceiling windows gave a panoramic view of the city. Abby tossed her clutch purse on one of the plush sage green sofas. The condo didn’t interest her - Darin bought it soon after his divorce.
The bedroom featured the same view as the open-concept living and dining area. There she stood, Darin laying his jacket on a chair, looking at the view. He walked up behind her, placing one hand on her hip and the other sliding up her belly to cradle her round, firm breast in his hand. He kissed her neck, tugging gently at her ear with his teeth. She closed her eyes and let her head fall back onto his shoulder. He pulled her body into his. He was hard. She could feel it through the thin fabric of her dress.
Abby turned toward him, kissing him, letting her hands run into his hair and over his chest, letting him do the same to her. He pulled her hair free and it fell down her curving back. They broke their kiss, breathing deeply, and Abby pulled at Darin’s belt, undoing his fly and pulling his erection out of his pants. She wrapped her hand around its thickness, looking up at Darin with those baleful eyes before sinking slowly to her knees in front of him.
Darin moaned softly as she took him in her mouth, slowly stroking its length. Her mouth sucked, her hands stroked. She licked its head like an ice cream cone, burying his shaft in her throat and pausing to look up at him expectantly. The image - his hard cock in her soft, pretty mouth - made his knees weak and he gripped the window stanchions for support. He reached down and grabbed and handful of hair, pulling her forcefully to her feet. His mouth clamped over hers as his hands found the secrets of her dress, making it fall in a puddle on the floor. She was naked.
Darin was without words for a few seconds. “Bad girl,” he said. “Went out without your knickers.”
Abby giggled as she stepped forward to unbutton his shirt. The hair on his chest was grey too, but his body was toned and fit. She ran her hands over his bare chest. He wrapped his arms around her, pressing her skin to his. His fingers trailed down her naked spine, sending shivers through Abby, and he gave her a quick slap on the ass. “Get on that bed,” he growled in her ear.
She obliged, giving him a slow, hip sashay on the way. She crawled onto the bed on all fours, could feel Darin’s eyes on her ass, and looked over her shoulder to make sure. He slid his trousers and boxers to the floor and followed. Abby settled back on the soft bed and Darin ran the palms of his hands up and down her inner thighs. He could smell her pussy; he wanted to taste her pussy.
His tongue prodded its way into her lips, teasing at the folds found within. Abby stretched her arms above her head, taking pleasure in Darin’s attention. Her legs fell open, no shame or embarrassment from a confident women who demanded only the best from men. She moaned and arched her back as Darin worked on her cunt, sucking her clit, licking her slit and probing her insides with his gentle and firm touch. Abby didn’t want it to end, she was in such bliss, but she felt her orgasm start to roll and she relaxed further back into the bed, allowing Darin to bring her body to climax and savoring every second of it.
Her kitten purring sounds kept him hard, as did her taste and her tight, wet pussy. But that wasn’t quite what he wanted tonight - he wanted it, eventually - but he had something else in store for his precocious young protégé. He placed a gentle kiss on her mouth as she laid in a state of semi-awareness. He rolled her onto her stomach and reached into the top drawer of his nightstand.
Abby was only vaguely aware of what he was doing. She laid on her stomach and felt his fingers slide down the crack of her ass, spreading lube. “Darin?” she said.
He brushed her hair away from her ear, whispering, “I told you I wanted to do this my way.” His fingers danced along her spine and her body responded to his touch. “Have you ever done this before.”
She nodded. “It wasn’t … very good.”
He kissed her shoulder. “Relax, stay relaxed, like now,” he said. “I won’t hurt you.”
I know, she thought.
He grabbed a pillow and guided it under her hips. He swept her hair away, revealing that flawless skin of her back. He pressed the tip of his cock to her ass and gently pressed forward, her body yielding slowly. Using just his weight on hers, he let gravity do the work to slide his thick member into her tiny rosebud of an asshole.
Abby breathed deep and let the bed hold her body. The sensation was strange, it felt naughty but somehow good. She stretched her arms forward and let her head rest on the duvet. She let herself go totally limp.
It took all Darin’s maturity and experience to resist slamming his cock into her ass. He so desperately wanted to. That would come, but he needed to care for Abby at this moment. He could feel the resistance leaving her body, and he felt such power over her, in this position, in a sex act that is still so taboo.
His cock now in up to its hilt, he stayed there, laying forward and wrapping his body around Abby’s. He kissed her shoulder and nuzzled her neck. “Keep going?” he asked. She murmured her approval. He kept as much contact with her as possible - god, that skin felt good - and slowly, achingly slowly, pulled his cock back out of her ass. He pushed again, just as slowly.
As her ass filled with his hard shaft, Abby felt her arousal grow again. Warmth and wetness spread between her legs and her clit throbbed. It was so bad, what they were doing. Her friends were disgusted by anal sex. As Darin pushed, she began to push back. His speed, though still slow, picked up, and he ground his cock deep in her ass with every thrust.
Abby reached between her legs and fingered her clit with one hand, while pushing on the bed with the other, grinding her ass against Darin, who had her pinned to the bed with his body weight. She felt her climax building again, and heard herself calling out to Darin, telling him to fuck her, fuck her hard in the ass. She could hardly believe she was begging for this, but she wanted it so badly.
Darin obliged, watching her back arching, her hand working on her clit. His fingers dug into her hips. She came - her ass gripping his cock as her orgasm ripped through her body. He gave himself a few seconds to watch her and listen before allowing himself to follow her over the abyss. He pitched forward, pressed his full weight into her as his cock shot his hot cum into her ass. They lay like that, panting, Abby’s arm still pinned under her body.
Darin pulled his softening cock out and laid on his back, gathering Abby to him. Her cheeks were red, and she tucked her face into his chest. He kissed the top of her head. “Anything wrong?” he asked.
She shook her head, looking up at him with an impish smile. “I think I really am a bad girl at heart.”