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Matthew Woodward
Matthew Woodward

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The Mature Swinger

He grabbed hold of his glass of cider and took a swig before placing it back down onto the coaster, letting out a sigh as he listened to the piano play in the background. Matthew was alone in an old-fashioned night club one evening during his vacation in Las Vegas, sat by himself at the bar that was fairly close to the stage. The place wasn’t exactly packed on that certain day but there were a decent amount of people at the time. He watched the jazz band come from backstage and set up their gear, testing the sound of their instruments to see if they were toned perfectly for the performance. This club was different to the rest of them downtown and was themed around swing and jazz, a place typically for older citizens, but Matthew was a fan of that style of music.

Once the band were ready, a man in a traditional black tuxedo came onto the stage and tapped the microphone at the front to test if it was on – which it was – before he began to speak into it.

“And now, ladies and gentlemen, introducing a wonderful star onto the stage. The lady of swing and jazz, please welcome...Carmen!”

The crowd blew up with applause as the host got off the stage and the curtains started to shuffle before opening to reveal the singer. Carmen was a 40-year-old German Shepherd with brown hair and sky-blue eyes, who wore a short, sequinned silver dress that glistened the room as the light reflected from her. The moment she stood on stage, Matthew’s eyes latched onto her with wonder. She smiled at the crowd and waved as she stood up to the microphone at the front while the band started playing. She began to sing and men in the crowd were clapping and whistling at her the further she went on. Halfway through the song, the wolf noticed she was looking over at him with a flirtatious smile on her face before facing the other way. He didn’t think she was looking at him at first, but he soon caught on after a few more times.

As the night went on, the show was eventually over. Most men had gone home and only a few were left, laughing and drinking with each other. But as for Matthew, he was still alone. He swirled the drink around in his glass before taking one last sip and placing it back on the bar. “I think that’s enough for me now...” he said to himself as he pushed the glass pint towards the bartender. He grabbed his phone on the bar, but before he could turn around and get off his seat, he heard a voice from behind.

“Going so soon, sugar?”

The wolf swiftly turned around to see a familiar shepherd right in front of him, looking at his face with a smile which surprised him for a moment.

“Uh, yeah. I was about to head back to my hotel,” he responded.

The shepherd kept her gaze on him as she admired his body from head-to-toe. “How come? Do you HAVE to?” she asked, that smile still on her face.

“N-no...No, I don’t.” He stuttered at the female as he leaned back in his seat slightly.

“Good!” She yelled excitedly with a swish of her tail, giggling as she watched his cheeks turn red under his fur. “I’m Carmen. And you are...?”

“Matthew...I’m Matthew,” he said while reaching his hand out and shaking hers softly but keeping a firm grip. “It’s a pleasure to meet you,” he said to her as her smile grew even wider.

“Nice to meet you too, Matthew.”

“So uh...I don’t wanna come across as weird, but were you looking at me while you were singing on stage?”

“Why yes, yes I was,” she responded with confidence, her smile turning more into a seductive one along with her voice.

“But...why?”

“Well, maybe I liked what I saw!” She let out a chuckle as she watched his cheeks turn red once again. She kept his hand held in hers as she looked into his ocean-blue eyes and asked him another question, with an even more seductive tone added to her voice. “Say, how would you like to get outta here? Maybe come back at my place for a ‘private show?’”

Matthew smiled and his tail wagged slightly behind him before he answered back. “Really? Uh...S-sure!”

Carmen laughed again as she took a step back for him. “Well, looks like we have a shy boy here! Come on, we’ll take my limo...”

Later, back at her place...

He heard the sound of her door unlock before she opened it to let them both in, Carmen entering first and moving aside to let her guest pass while she closes it behind him. As he walked forward down the hall, he heard a slight jingle of the shepherd’s keys with the sound of the door being locked once again as he continued down the hall. He entered the main lounge and scanned the room with amusement. Due to her years as a famous singer, Carmen owned a penthouse apartment in Vegas which had a modern aesthetic to it, the design making it more open. Her home was spotless, not a single speck of dirt to be seen and everything was neatly tidy. However, that didn’t last for long...

As he was lost in his room-scanning, he lost track of where Carmen was, who was standing behind the counter in her kitchen which was in the same room as the lounge. Since the architecture was so modern, the main room had both the living room, AND the kitchen, with a spectacular view of the city on the other side of the large window that went from floor-to/ceiling. The sky was dark, but the buildings below made up for it with colourful neon lights.

“Care for a drink, sweetheart?” She called out as she poured herself a glass of wine on the kitchen side, breaking the wolf’s trance as he turned around. He looked right at her and noticed her eyelids lowered, like she was enjoying what she saw in front of her.

“Uh, sure...Do you have any cider?”

“I do!” she says as she grabs another bottle of strawberry & lime cider from the rack, loosening the lid and opening it as she tilted it and poured the beverage into a pint glass by the side of her own. “I noticed you liked strawberry & lime so I knew what to get,” she said with a soft giggle, smiling as she gently slid the glass over to him. The shepherd came from around the table and walked over to her leather couch, sitting down directly in the middle with the drink still in her hand. She patted the spot next to her that was closest to the window where the arm of the sofa would be, encouraging him to relax with her. “Have a seat, sugar, relax...”

He walked over to her side and slowly sat down, leaning slightly over to the side so he could rest his arm. “Cheers,” she said to him as she raised her glass in his direction. “Heh, cheers,” he responded while doing the same, bringing his own to hers.

*clink*

They both took a sip of their drinks before placing them down on the table in front of them, the female smiling wide as she hummed under her breath, the couple continuing their chatter for a little while until both their glasses were almost empty. “Here, lemme top that up for you,” she insisted as she went ahead and poured him another pint along with her own. Carmen watched him grab hold of his drink and take another swig as he leaned back into the couch, smiling softly as his lips parted away from the glass. She noticed he was starting to loosen up now through his body language, which was exactly what she wanted, to make him feel comfortable in her home.

As they continued their talking, the wolf made her laugh through his life stories and he was intrigued by her career as a singer. They talked for what felt like ages, but was only an hour in reality. Their glasses were eventually almost empty once again, but no drinks were left in the bottles. “Well, looks like that’s the last of these ones...How about another toast?” Carmen offered as she reached for her glass one last time, stretching her arm out in the wolf’s direction once again. “I’d be happy to do another toast,” answered Matthew as he also reached for his pint, the two of their drinks clinking together one more time before they both took their last sips and placed them back on the table.

They both looked at each other in the eyes for a moment as their faces were close to each other, the wolf making a soft chuckle while the shepherd just smiled at him with her eyelids lowered once again. As they continued their gaze, Matthew suddenly felt the mature female’s hand rub gently against his lower thigh as she leaned in closer to him, his body completely frozen as she got even closer to him until her lips locked with his. His cheeks instantly turned red and his eyes widened while she closed her eyes, letting out a soft sigh under her breath while his eyelids soon shut. Carmen leaned in even more to the canine and wrapped her hand around his neck, pulling him in deeper as he felt her tongue wiggle into his muzzle. He began to moan quietly as he placed his hand on her side while he felt his nether regions start to engorge, his cheeks only getting redder until his lips were soon parted from hers. She opened her eyes and looked at him with hunger on her face, biting her lower lip as she looked down at his crotch to see the slight bulge she had caused.

“You wanna take this to the bedroom?”

“S-sure...”

He sat on the edge of her bed and proceeded to unbutton his shirt, tossing it aside onto the floor after she had taken off her silver dress. She was left with her underwear on and encouraged him to remove them himself, jumping onto the bed and sitting up as she fondled her own breasts. Matthew turned to her side and wrapped his arms around her torso, undoing her bra before she let it drop in front of him, her busty boobs now free from the clothing. His jaw dropped from amazement as his cheeks flushed red once again, bringing his arms around so he could lean back to take in that view. “Like what you see, big boy?” She asked with a snicker, seeing the wolf responding with a swift nod.

“Touch ‘em...” she demanded.

Matthew reached out and grabbed hold of her tits with both hands, giving them a soft squeeze as she wrapped her arms around his neck to bring him into another kiss. Her breasts smooshed up against his fluffy chest as their tongues began to swirl around each other for the second time, making them both moan softly while Carmen felt his growing bulge poke her leg gently. She broke the kiss and quickly grabbed his lower lip with her teeth, biting gently to tease him as he let out a soft grunt before parting away. “Mmph...I’ve got an amazing idea,” she said to him seductively as she reached down and started to caress his crotch, soon unbuttoning his jeans to give his member some room. “Lean back,” she said while pulling down his pants to show his boxers underneath, pulling those down soon after to reveal his hard-on that was already leaking from anticipation.

“Oh my...I’m gonna enjoy this...”

Carmen grabbed hold of the young wolf’s cock and began to stroke it as she watched him lean back onto the pillows. He exhaled as she rubbed her thumb against his tip teasingly, licking her lips as she lowered her face toward him, giving the base of his member a quick smooch before pulling away.

“Let’s get a little more comfortable, shall we?”

She pulled down her panties from her hips, doing a teasing dance as they slipped past her thighs and down towards her knees. She raised one leg as she leaned on the other and pulled it out of the hole before doing the same for her other one, tossing the underwear aside as she got closer to the wolf once again with her soaking pussy now exposed in front of him.

The older female could tell he was rather anxious, yet eager, and gave him a few comforting words. “It’s okay, cutie. Don’t be shy...” she said in a deeper, lustful tone as she grabbed hold of his cock again, stroking the shaft from knot-to-tip as she lowered her head to give his base another soft kiss. He gasped and twitched as she began to kiss up his member to the top, brushing her tongue along it a couple times to savour the taste. She listened to his gentle moans as she saw him lean his head back some more, reaching down to fondle his soft orbs. Carmen then brought herself to the tip before pressing her lips against it and lowering her head, forcing him inside her maw as she let out a long moan while he did the same.

The shepherd brought her lips to the top of his knot and kept herself there for a moment before raising her head and repeating the movement but with the pace picked up, bobbing her head up and down his cock as she continued to fondle his balls. He throbbed in her mouth and leaked drops of semen inside her to give her that sweet and salted taste, however he wouldn’t be doing it for long. This was just prepping him for the main event.

“Mmm...I think you’re ready,” she said with a big grin on her face after taking his schlong out of her mouth, stroking it a few more times and letting it twitch in her grip before releasing it. Not wasting time, the shepherd brought one leg to the young wolf’s side and straddled his hips, looking down at him as she placed both hands on his bare chest. He could feel the lips of her vagina pressed against his thick shaft, the heat forming from inside as it connected to his flesh and leaked its juices down sides.

“You ready?” she asked while looking down at his red-filled face, admiring how nervous he was as she licked her lips again to rile him up some more.

“Y-yeah...” he responded soon after.

And so, without hesitation, Carmen reached down and grabbed his shaft from the base and raised herself before lining his tip to her entrance. She lowered herself onto it and let out a deep moan as she forced his cock deep inside her slowly, the lupine moaning underneath her as her walls massaged his length until she reached his knot. She leaned her head back swiftly and swished her hair along with it, grinding her pussy against his pelvis while he was inside her. She encouraged him to hold her by grabbing his hands and bringing them up to her breasts, biting her lower lip as she felt them squeeze those melons before she raised herself and dropped back onto him. He let out a soft groan as his knot slapped against her slit with force, soon lowering his hands to hold her by the waist as she started to ride him slowly. She kept her gaze on him and he kept his on her, eventually bringing them to lean close to each other and go into their third deep kiss. The shepherd lowered herself on top of his body as he fell backwards onto the pillows, their tongues dancing together once again as she continued to grind on his rod.

The shepherd broke their kiss before sitting up once again, overlooking the wolf as she grinned down at him. “Think you can handle me, sugar?” she asked with a confident tone, watching him squirm underneath with his eyes closed as she teasingly ran her fingers in between the lines of his chiselled abs. A few more moans came out of her maw as she wiggled her hips with him inside her, making him grunt softly along with her as he shifted his legs slightly to a position where his toes were nearly touching. Soon after, she began to pick up the pace of her riding and started to bounce on his dick harder while she felt his hands explore lower down her torso until coming to a stop at her hips, watching her busty tits bounce in front of his face as they progressed further into the night.

*slap*

*slap*

*slap*

Those were the only noises that could be heard besides the couple’s moans of pleasure echoing down the halls, their pelvises clashing against one another as he looked up to see herself grinning back down at him. He lowered his hands even more until reaching to her ass that was bouncing on top of him, grabbing hold of both of her cheeks. Carmen let out a deep, lustful moan once she noticed Matthew’s moans grow even louder and his body twitch as they went on further. She knew what was about to happen next.

“Ohh fuck...I’m-“

“It’s okay, sweetheart. Do it...breed me...” she commanded him.

After a few more moments of her bouncing on him, she kept herself on him as his moans grew even louder along with hers, forcing his cock deep in her and keeping him trapped there as he let out a howl of pleasure from the overwhelming sensation flowing through him. His member erupted and he came deep inside her, making the older female moan calmly as she felt the first thick stream of semen shoot on her walls. She looked down at the wolf to see his eyes were still closed and his teeth were clenched shut from the intense orgasm, making her giggle as she grinded herself on him some more to tease him.

“Too much for ya, big boy?” she said as his cum started to leak down his pulsating shaft and onto his balls underneath. The two canines were both pleased with the fun they had...but Carmen wasn’t ready to finish right there.

“Don’t think I’m done with you, handsome. We’ve still got the rest of the night...”

The next morning...

After a long night of intense male/female action, they both soon passed out on her luxurious bed, waking up late the next morning all cuddled up. Carmen was pressed up against the young wolf slightly with her hand resting on top of his bare chest, her head on his shoulder and her legs intertwined with his. Her eyes blinked rapidly to adjust her vision, groaning under her breath as the lupine soon opened his eyes.

“Rise and shine, sweetheart,” greeted the woman, following with a gentle kiss on his lips as he blushed from the reminder of the night before.

“Mmph...morning to you, too,” he replied with a soft smile on his face.

“Want some breakfast? I’ve got cereal here, if you’d like.”

“I’d love some. Thank you.”

After a few more moments of cuddling wolf-mane stroking under the sheets, the two proceeded to get out of bed, Carmen chucking over a fresh, white robe for him to wear in the kitchen. “You can wear this for now,” she permitted while wrapping another one around herself, tightening the fabric belt as she walked out of the room.

Once Matthew was covered up, he got on his feet and headed to the kitchen, where there was already a bowl full of frosted flakes on the side waiting for him.

“Thank you,” he said once again before sitting on the stool in front of the bowl, grabbing hold of the spoon and scooping up some flakes to devour.

The shepherd sat the opposite side of him with another bowl, taking a spoonful and consuming it with the fellow canine.

“I had a great time last night,” stated the female. “The most fun I’ve had in a long while, to be perfectly honest.”

“I’ve certainly never had an experience like that before, that’s for sure, heh.”

His comment sent her into a soft giggle as she took another spoonful. “Y’know, I’d love to do that with you again sometime. Maybe I could have your number?”

“Wait...really?”

“Of course! Who wouldn’t with a stud like you?” She asked rhetorically with a smile and wink, making him blush under his fur once again.

“Then, yeah...you can totally have it!” The wolf raised his voice excitedly, his tail wagging slightly below him as her smile widened in front of him with another giggle escaping her muzzle.

“Okay, well, here’s mine...” she grabbed a notepad from the side of her by the fruit bowl along with a pen and began writing her number down. Once she was finished, she tore the paper off the pad and slid it towards him along with the pen, giving him room to also put his own number down.

“Thank you. And this is mine...”

Once he had written down his number, the wolf tore the paper in half and gave his to her, keeping the one she gave him next to the bowl he was still using.

“I’m not from around here, though. I’m just here for vacation.”

“I know,” the shepherd responded. “But that isn’t gonna stop me from getting you here.”

The wolf’s cheeks flushed red in front of her due to her commitment, sending her into a giggly state. “It’s not everyday I get to put on a private show. I would certainly like to do it more often with you,” Carmen stated, giving him a quick wink as he put his spoon down in the bowl. He smiled back in return as he gulped the last bit of frosted flakes down his throat.

“Heh...well, I’d be more than happy to come back.”

_______________________________

Sexy piece done by the amazing Jailbird: https://www.furaffinity.net/user/jailbird

Carmen the Shepherd belongs to my great friend Schmozy: https://www.furaffinity.net/user/schmozy

The Mature Swinger

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