It was one of those bitter January afternoons when the cold seemed to sink right into your bones. Anna had just clocked out for lunch and was heading toward her car when she spotted him sitting in his pickup, engine humming, windows slightly fogged from the warmth inside.
He caught her eye and waved. “You wanna eat in here? It’s already warm.”
“Sure,” Anna said, tugging her coat tighter as she hurried over. She climbed in beside him, sighing as the heat wrapped around her legs. “Oh, that feels good.”
They ate their lunches, chatting about nothing important — work gossip, the weather, how slippery the parking lot was. Still, he kept sneaking glances at her, that teasing grin tugging at the corners of his mouth.
After a few bites, he said, “When we’re done eating, we can have dessert.”
Anna looked over, brow raised. “Dessert? Are we going for ice cream or something?”
He shook his head, still smiling. “No, not ice cream. But it’ll be creamy.”
Her eyes widened. “Are you serious right now?”
“Why not?” he said, laughing softly. “We’d both enjoy it.”
Anna groaned and rolled her eyes. “You’re ridiculous.”
He shrugged. “You love it.”
“Uh-huh,” she said, taking another bite of her sandwich. “And where exactly are we supposed to have this mysterious dessert?”
He leaned back, glancing out the windshield. “Right here. I’ll just turn the truck around, shut off the defroster — let the windows fog up.”
Anna shook her head, fighting a smile. “You’re impossible.”
“But you’re still sitting here,” he pointed out.
She didn’t answer that. Instead, she looked out the side window, trying to hide her grin as he slowly turned the truck to face away from the building.
He leaned back in his seat, one arm draped over the steering wheel, watching Anna with that same half-smile he’d worn since she climbed in.
“So,” he said, voice low, “you still want dessert?”
Anna gave a little laugh, trying to sound unimpressed but feeling her pulse pick up anyway. “You’re still on that?”
“Sure am.” He had switched off the defroster, and slowly, the windows began to fog, a thin mist spreading until the outside world was gone.
Anna glanced toward him, then away again, suddenly aware of how small the cab felt. His hand brushed against hers — light, testing. She didn’t move.
The air thickened.
He murmured something she barely caught, and then his hand slid higher, fingertips tracing along her jaw. She let out a quiet breath she hadn’t realized she’d been holding.
When she finally turned her head to meet his eyes, there wasn’t much left to say. The space between them disappeared. Anna leaned over, and he pulled his cock out of his jeans.
"Damn," Anna said as her eyes got wide. "You are,,, really big"
"It will get bigger," as his hand moved up behind her head, pulling her across the seat.
Anna took his cock in her hand, held it up, and took it into her mouth.
Any talking was replaced only by their breathing and the faint squeak of leather as Anna's head bobbed up and down.
Outside, snow kept falling. Inside, the truck windows were completely fogged, blurring the world into nothing but warmth, Anna sucking his cock, and the act of something amazing that neither of them would mention when they went back inside.
After several minutes, he let out a groan, and Anna's mouth filled with her warm, salty dessert.
Anna sat up and wiped the corners of her mouth. "We should go and clock back in, don't you think?"
He agreed. Shutting the truck off, the two of them walked back to the store and went back to work as if nothing had happened.
The afternoon slipped by quickly, and Anna and he ended up clocking out at the same time. As they walked toward the door, he gave her a sidelong glance, a faint grin on his lips.
“So,” he asked, voice easy but carrying a hint of something underneath, “what’ve you got going on later?”
Anna brushed a strand of hair from her face. “Nothing much.”
He nodded once, then leaned a little closer. “You should come over to my place tonight.”
Her eyes looked up to meet his, amused. “For more dessert?”
He let the grin widen, eyes dark with mischief. “I’d feed you a main course this time.”
Anna laughed softly, her gaze lingering a heartbeat too long before she turned away, pretending to adjust her bag. But the warmth in her cheeks—and the way he watched her walk—said he wanted to pound her into the mattress later.
He told Anna to come by his house around 7:30 and added, “Wear that outfit you had on in the store a couple of weeks ago.”
Anna tilted her head, pretending to think. “Which outfit was that?”
“The sheer mesh top, black bra underneath, leather jacket and pants. Don’t forget the boots you wore with it,” he said, his grin teasing. "Oh yeah, all of the jewelry you had on that day, too."
She raised an eyebrow. “You liked that outfit?”
He let his eyes travel over her briefly, then met her gaze with a smirk. “Anna… a blind man would like that outfit.”
She laughed, shaking her head, and pulled out her phone to get his address. “Do I need to bring anything else?”
He leaned back, hands casually in his pockets, that mischievous smile stretching wider. “Just bring your bubble butt over. I’ll have everything else you need.”
Anna laughed again, imagining exactly what he meant, her pulse quickening even at the simple words.
Right on time, Anna appeared at his front door. She let herself in just as he had instructed earlier, moving with that confident, teasing energy he loved.
He met her in the kitchen, and his eyes immediately tracked her leather jacket as it hung open, revealing the sheer mesh top underneath. This time… no bra.
“Nice touch,” he said, his voice low and appreciative.
Anna grinned and opened her jacket a little wider, giving him an even better view. What he saw next shouldn’t have surprised him—but it did.
Bars adorned her nipples, each steel ball glinting through the thin mesh of her top. And her tummy wasn’t innocent either; jewelry peeked from both the top and bottom of her navel, catching the light with every tiny movement.
He swallowed hard, eyes wide. “God damn…”
Anna laughed softly, the sound teasing, knowing exactly the effect she had on him.
“Now,” he said, letting his eyes roam over her with a teasing gleam, “if you still had some jewelry in that talented tongue of yours, that would really be something.”
Anna tilted her head, a sly smile playing on her lips. “I used to,” she admitted. “But I took it out after my father passed. It was more of a bother at the time.”
He nodded, that mischievous glint never leaving his eyes. “I see.”
Then he stepped closer, letting a hand brush along her back as he guided her further into the house. The subtle heat between them thickened with every step.
When they reached his bedroom, he paused, letting the door click shut behind them. His gaze lingered on her, taking in the sheer confidence in the way she moved. Slowly, deliberately, he began helping her out of her jacket and top, his eyes following every curve, every line, every soft swell of her body.
Anna let him take his time, letting the tension build. Every glance, every subtle brush of his hands over her skin, made the air between them electric. He looked her over completely, drinking in her smooth, shapely form—the arch of her back, the curve of her ass, the gentle swell of her boobs, every subtle detail that made her hers.
Her pulse quickened under his gaze, anticipation and desire mixing into a delicious, almost tangible energy that pulsed between them.
Once Anna’s clothes were off, he stepped over to a drawer and gestured toward it. “Pick one,” he said.
Her fingers slipped inside, and she pulled out a collar that read “Toy.” She held it up, smirking. The name felt… fitting.
He grinned, taking it from her and wrapping it gently around her neck, securing it with care. “Perfect,” he murmured, his voice low and approving.
Then he quickly shed his own clothes, tossing them aside, the casual movement somehow making the air between them even hotter. He stepped behind her, placing his hands lightly between her shoulders.
“Bend forward,” he instructed, his tone playful but commanding. “Get that bubble butt stuck out for me.”
Anna leaned forward, the curve of her hips accentuated exactly how he wanted it. She felt the tension build… and then, out of nowhere—CRACK!
His hand came down sharply on her right cheek, making her jump and let out a sharp yip. Her heart raced, a flush creeping across her skin as surprise and excitement mingled.
After his hand circled her cheek, there was another CRACK—this time on her left ass cheek. Anna let out another sharp yip.
She turned her head, eyes wide, and asked softly, “Do you like hurting me?”
“Hurting you?” he said, feigning surprise. “I’m not hurting you. This,” he added, brushing a finger lightly along her heated skin, “is what’s called foreplay, little one.”
He stood her up slowly, letting his hand rub over her now-warm cheek, tracing the curve that had just taken his attention. Anna’s lower lip pouted out slightly, soft and irresistible, and he couldn’t help but let a small smile tug at his own lips. The heat and tension between them engulfed the room, a delicious, teasing prelude to everything still to come.
He leaned in close, face to face with her, his eyes dark with mischief. Gently, his teeth grazed her soft, pouty lower lip before following it with a slow, sensual kiss.
Their lips met and meshed effortlessly, the warmth and pressure teasing and drawing them both in. Soon their tongues began to dance together, exploring with a rhythm that made Anna’s pulse race.
She melted into the kiss, her body already responding to his touch. Older men always had a way of knowing exactly how to push her buttons—and this was no different. Her heart hammered in her chest, and a delicious tingle between her thighs left her weak in the knees, hanging on every movement, every breath, every subtle caress.
“Anna, get up and lay back on the bed,” he instructed.
She obeyed immediately, her pulse already racing as she stretched out, eyes glinting with anticipation. He moved deliberately between her perfect thighs, his lips tracing a slow, tantalizing path from her knees upward.
Anna’s body responded instantly. She whimpered, squirmed, and silently prayed that he would finally stop teasing and dive in. But there was no mercy coming—after all, with age comes wisdom. He knew that the more he teased her, the more intense everything would be later.
Finally, he reached the crease between her legs and pelvis. He inhaled deeply through his nose, letting her scent fill his nostrils. The subtle sweetness of her youth mingled with the raw heat of her desire, creating a heady, intoxicating mixture that made his pulse quicken.
Every breath reminded him just how much she wanted this, how much she was his in that moment, and it only made him hungrier for her. He paused for just a heartbeat, savoring the anticipation, then slipped his tongue through her smooth, inviting slit.
A long, breathy moan tore from Anna’s lips, every bit of air leaving her body. “Ohhhh… fffuuccckkkk,” she gasped, trembling beneath him, caught completely in the delicious, consuming lust of the moment.
He let his tongue wander, exploring her with slow, deliberate movements that made her hips jerk and her hands claw at the sheets. Each lick and swirl drove her crazier, her body shivering under the attention. Anna’s breath labored, and soft moans escaped her lips as he licked her pussy, teasing her relentlessly.
Every so often, he dipped a little lower, his tongue gliding over the tight puckered starfish between her cheeks, sending a shock of surprise and pleasure through her. She squirmed and gasped, her body arching instinctively toward him. The combination of sensations was overwhelming, and she let out a high, breathy moan.
Anna’s hips bucked uncontrollably as the first orgasm rolled through her, hot and explosive, her cries filling the room. He didn’t stop; instead, he lingered, his tongue making its way around her meaty lips, drawing out the pleasure until she was trembling and gasping for air, her body trembling from the intensity.
Just as she thought she might collapse, he dipped lower again, licking and circling with precision that made her whimper even more. The sensations built and built, her second orgasm crashing through her with a force that left her utterly breathless, shivering, and quivering beneath him. Every moan, every twitch of her body, seemed to spur him on, and he savored the way she melted in his mouth.
His hands roamed over her, feeling the soft curves of her body while his mouth never let up. Anna’s senses were flooded, the thrill, the taste, touch, and smells—all mingling into a dizzying haze. She arched her back, digging her nails into the sheets as he continued, licking her pussy and asshole.
He positioned himself between her thighs, his hands holding her legs, opening her wide as he guided his cock into her.
Anna arched instinctively, pressing herself towards his cock. She gasped and whimpered, her body begging for him, wanting him deep inside of her. He loved the way she surrendered completely to him and his hard cock.
He moved with patience. His cock slowly began to disappear inside of Anna's well used pussy.
Anna’s moans grew louder, her body quivering, every nerve ending alive and alert as she felt him balls deep inside her.
Her moans tumbled from her lips, each one spurring him on. Their bodies moved together, slow and deliberate at first, every push, every pump amplifying the pleasure until it became nearly impossible to think beyond his cock plowing into her.
Anna was where she was meant to be, on her back, legs up and open wide with someone three times her age fucking her.
The stretch of him inside her made Anna gasp. She’d always been drawn to the unusual and extreme —testing limits, chasing thrills—and tonight was no exception. There was something about the way he fucked her, steadily pounding and relentlessly smashing her into the mattress, that made her whimper for more!
He moved with deliberate force. Each thrust pulled another breathy sound from her, each one feeding his hunger. The raw lust between them was animalistic—primal, raw, and real.
“Are you on birth control?” he asked.
Anna shook her head, breathless. “No.”
“How many times have you been pregnant?”
“Twice,” she said softly.
He smiled. “Not a fan of birth control, huh?”
Anna shook her head again. “When I’ve taken it, it makes me sick. So… I don’t.”
His expression darkened. He drew her legs up, his hands pressing against her thighs as he leaned in closer. With better leverage, he thrust into her as hard as he could. His goal was for her to remember this moment tomorrow, next week, and a decade from now.
Anna’s fingers curled into the sheets, her breath coming in sharp, uneven bursts. The next orgasm hit hard. Her muscles seizing, unable to breathe, and her head was dizzy.
It was then that he pushed into her deep and tight, the gates opening up, and his load dumped into Anna's pussy.
When his balls were empty, they both lay there for a while, the room reeked of sex and the faint sound of their mingled breathing. He turned his head toward her, an evil grin on his lips..
“You really are something else, Anna,” he murmured."With any luck, one of my swimmers finds its place and assaults one of your eggs!"
She laughed, still catching her breath. “You really want to get me pregnant?”
He chuckled, brushing a strand of hair from her face. “FUCK YES, Anna! Make a real woman out of you!”
After a short conversation about her having a baby, it was time for round two. This time, anal!
Anna’s knees pressed against the mattress as he lowered her shoulders, raising her ass in the air. The bottle of lube landed beside her, the smell of the lube and cold drizzle streaming down the crack of Anna's perfect ass. He moved in behind her and started to push the head of his cock into Anna's asshole.
The room was silent except for the whimpers and occasional cry out from Anna's mouth. Her breath came short, uneven. A lock of hair fell and stuck to her cheek, damp with sweat. She wanted to pull away, but she knew better. Stopping meant defiance. Stopping meant he’d have to start over. Starting over may cause her more pain in the long run! As her father used to tell her, pain just meant that she wasn't dead.
His eyes gleamed as the head of his cock slowly slipped inside of her asshole. A stretch that seemed endless. The pain made her chest ache even more. She had thought this would be easier, but the meat he was packing was thicker than anything she had in her butt before. It didn’t matter, he was going to plow her asshole one way or another.
She protested when he pulled her onto his cock by her shoulders. A sharp twinge made her gasp. For a moment, she froze, her forehead nearly touching the mattress, eyes rolling into her head. Tears slipped down despite her trying to hold them back. They fell onto the bed, little dark drops that mixed with her makeup. Anna thrived on pain and abuse so she didn’t bother wiping the tears away.
The head of his cock slid deeper inside her. The ache in her body filled every nerve — each push a reminder of how small she felt. Her hands gripped the sheets as he started pumping at a steady pace.
When she finally relaxed a little, her body trembled from the effort. His body slapping off of her ass and the back of her trembling thighs. It felt like a victory. She loved the hollow feeling — the pain draining something out of her that she couldn’t quite name.
"Are you ok?" He asked.
She rubbed her eyes, smearing tears and sweat, "Yes,,, I am."
"Do you need me to stop?" He asked in an uncaring tone.
"Don’t you dare stop!!" Anna barked at him. "Stop talking, and keep fucking me!!"
He did as she instructed. A tighter grip, and a quicker pace was set.
A dull ache ran through her knees as he continued fucking her tight, little ass. Her back straightened slowly, joints creaking in protest. She drew in a long breath, shuddering, and looked down at the tears staining the sheets.
Each thrust would bring him closer, his control was epic— and it hurt.
Over forty minutes into the onslaught that Anna was receiving, he pressed tight into Anna's body, he finally began to cum inside of her. Shot after shot poured into Anna's guts. The ache radiating through her body was soon to be over.
Once his cock fell from her sore and swollen asshole, she collapsed. There was no talking, no comfort. Just a burning sensation, and a kiss on the cheek with a "Well done, Anna, well done."
Anna smiled, "Now that was a proper ass fucking!"
