Curing the Christmas Blues with a Kinky Older Couple

Jackson wanted a drink. Needed a drink, in fact. He'd just been fired two weeks before Christmas. He didn't really have anyone in his life to disappoint - with the exception of his parents - but he'd disappointed himself for the sloppy work that had just cost him his job and the only thing he could do in the moment was get drunk.

"What the fuck is this?" Jackson asked - of no one in particular - as he walked into his bar of choice. It didn't look like normal, though. Instead it looked as though Christmas had thrown up in the bar, leaving damn near every surface covered in some sort of decoration.

Unwilling to delay getting a drink in him, Jackson grabbed a stool and a bearded, tattooed bartender in suspenders and a Santa hat walked up and slid a Christmas-themed menu in front of him.

"What's with all the Christmas shit?" he asked.

The bartender smiled. "It's a Miracle Bar. It's a pop up theme. We converted it after Thanksgiving and it will be this way until after the New Year."

Jackson rolled his eyes.

"Rough day?"

He nodded. "Lost my job."

The bartender pulled the Christmas menu away, grabbed a bottle of dark liquor from the shelf, and poured Jackson a double. "The first one's on me. My condolences on losing your job."

Jackson raised the glass, took a sip, and enjoyed the mildly painful burning sensation as it slid down his throat.

"Is this seat taken?"

He turned to his right to see a lovely redheaded woman in an elegant green dress. He'd have guessed she was at least ten years older than him, though the lines of aging had only just begun to show on her face.

"No, please, sit down," he said.

"I love this bar. I love the festive drinks." She glanced at his glass and added, "Not in the mood for the Christmas season?"

Jackson swirled the liquor in his glass. "Normally, yes, but I was fired today so I'm not really in the mood for anything."

The bartender came over and the lovely older woman ordered a drink and asked if it could be served in the festive Santa mug she'd spotted on the shelf.

"Of course," the bartender said. "Coming right up."

"I'm Kelsey."

It took Jackson a moment to realize she was talking to him. "Oh, sorry, I'm Jackson."

She offered her hand and he shook it. Her grip was stronger than he'd expected and for reasons beyond his comprehension he glanced at the cleavage her dress put on display. Immediately afterwards he hoped that she hadn't noticed.

"So, what sort of company fires someone before the holidays?"

He took a deep breath. "Actually, I fucked up, which is why I got fired. A simple error in an Excel sheet that ended up leading to a seven figure loss. I was, at one point, a rising star in the company. Today, I'm an unemployed 28 year old who lives alone and has very little prospects of getting another job - a decent job, I should say - anytime soon."

Kelsey rested a hand on Jackson's leg and said, "Chin up, Jackson. I'm sure there's something better right around the corner. You just have to keep your eyes open for it."

Her hand remained on his leg and she inched it towards his crotch. Jackson struggled to gather his thoughts as this beautiful older woman openly - even aggressively - flirted with him, but he held her gaze and watched as her lips curled into a smile.

"You're quite handsome, you know," Kelsey said.

"And you're quite beautiful."

She smiled as her fingers inched towards his crotch. "I appreciate you saying that. It feels especially good when a younger man finds me attractive."

"I do."

The bartender delivered Kelsey's drink and she pulled her hand from Jackson's leg. She took a sip, nodded towards the bartender, and then smiled as she set the mug down.

"I really think you should try a taste of my drink. I know the decorations are a little kitschy, but the drinks are actually fantastic."

"Okay."

Jackson reached for the mug, but Kelsey picked it up before he could grasp the handle. She took a sip and then inched closer to him. Her fingers slipped around the back of his neck and she pulled his lips to hers for a kiss. Her tongue pushed the small sip she’d taken into his mouth and he discovered that the drink was just as good as she’d described, if not better.

“You’re right,” he said. “That’s a very good drink.”

Kelsey laughed, raised a hand to summon the bartender, and ordered Jackson another drink.

They spent the next hour talking, flirting, and occasionally kissing. There was some touching under the bar, too, mostly fingers dancing over legs. Kelsey managed to lift Jackson’s spirits to the point that he’d stopped thinking about the disaster he’d made of his life and was instead riding high on the joy of flirting with a beautiful woman.

When they’d both finished two drinks, Kelsey boldly said, “I’d like you to come home with me, Jackson.”

“I’d like that too.”

She smiled and pulled out a credit card to pay their tab.

“You don’t have to pay for my drinks.”

Kelsey pushed the card and bill towards the bartender and then leaned in and kissed Jackson on the cheek. “Don’t worry. By the time the night is over, you’ll have more than earned a few free drinks.”

Not long after they were standing outside in the cold.

“Should I order an Uber?”

Kelsey shook her head. “I have a driver, actually.”

She raised her hand and a dark sedan pulled away from the curb and stopped in front of the bar. Jackson was suddenly unsure of his decision to go home with Kelsey. She must have noticed as she pulled him into a kiss, tongue included, and quickly filled him with a level of arousal that drowned out his misgivings.

“We’re going to have fun, Jackson, I promise,” she whispered. “Now open the door for me.”

He opened the door and Kelsey got in. She beckoned him to follow and he climbed into the backseat.

“Take us home, Charles,” she instructed.

Kelsey pulled Jackson close before he could put on his seat belt. Her lips met his and her tongue invaded his mouth. She grabbed his wrist and guided his hand between her legs. He pressed his fingers against her panties and she moaned into his mouth.

“I’m so wet for you,” she whispered.

Jackson could feel her wetness even through her panties.

They kissed again and he pulled her underwear aside and slipped a finger – and then a second – into her exceedingly wet pussy. Her hand found its way between his legs and she stroked his cock through his slacks, confirming that his desire was just as potent as hers.

“When was the last time you got your dick sucked in a car?” she asked.

“It’s been a while,” he answered before glancing towards the driver. “Is that...should we really be doing that though?”

Kelsey smiled. “Charles doesn’t mind. In fact, I think he likes it.”

Jackson didn’t really have a choice. Kelsey unzipped his pants, pulled out his cock, and took him in her mouth in the span of just a handful of seconds. The moment his cock was engulfed in the warmth and wetness of her mouth he closed his eyes, moaned, and let the remarkable pleasure of receiving a blowjob wash over him.

The blowjob was astounding and Jackson would have been more than happy to relax into it and release his cum into Kelsey’s mouth. It wouldn’t have taken all that long, either. She had other plans, though.

After a few minutes of oral pleasure, Kelsey straddled Jackson and took his cock inside her. They kissed deeply as she began to ride him. She moaned into his mouth and he grabbed her ass tightly and helped her bounce a little harder and faster on his stiffness. The fact that the whole thing was unfolding while someone else drove made it all the more arousing.

Kelsey’s climax was loud and beautiful. She threw her head back and moved her hips back and forth, grinding her clit into his pelvis and clearly providing herself with every bit of satisfaction she needed.

Then, when it was over, she smiled at Jackson and leaned in for a long, slow, astoundingly sexy kiss. “That was everything I needed,” she whispered before climbing off of him.

Kelsey pulled her panties back over her pussy, fixed her dress, and then leaned over and tucked Jackson’s cock back into his pants.

“Don’t worry,” she said. “We’re just getting started. I had so much fun in the bar that I couldn’t hold off. I had to be a little bit selfish and take an orgasm from you. I hope you don’t mind.”

“Not at all,” he replied.

Not long after, Charles turned onto a long driveway leading to an exquisite home that had been decorated to the nines for the holidays. Lights were strung along the roofline. Beautiful wreaths hung over the door and the windows. The lawn featured countless lit up decorations and Jackson guessed that inside the house would be the same.

He caught a few glimpses of the indoor decorations, but Kelsey was keen to rush him to the bedroom, which was expansive and featured multiple pieces of furniture, including a king size bed with an ornate wooden frame.

“Get naked,” she said.

Jackson was in the midst of stripping when Charles walked into the room.

“What’s...sorry, what’s he doing here?”

Kelsey smiled and walked towards the man that Jackson knew as her driver. “I’m afraid I wasn’t entirely honest with you. Charles often acts as my driver, but he’s also my husband.”

Jackson’s hands fell to his sides as he experienced a touch of panic. That panic transitioned to curiosity as he watched Kelsey stroke her husband’s cock through his jeans.

“You see, Charles and I are quite kinky. I went to that bar looking for a man for us to play with. I saw that sad look on your face and I knew you’d be perfect, Jackson.”

Kelsey turned to her husband and kissed his neck. His eyes closed and he moaned as his cock created quite the bulge in his jeans.

“You liked listening to me suck our young friend’s cock, didn’t you my love?”

“I did,” Charles agreed.

“And you liked listening to me cum on his beautiful cock in the backseat while you drove, didn’t you?”

“Yes, I did.”

She turned to Jackson. “See? He’s kinky. He likes to play outside the usual boundaries. So do I, Jackson, as I’m sure you’ve already guessed. I very much enjoyed sucking your cock. I enjoyed cumming on your cock. Now we’d both like to have a little more fun. Would you like to have fun with us, Jackson?"

"I think so."

Kelsey turned to her husband and said, "Would you help me out of my dress, my love?"

Charles stepped behind her and Jackson stared at the beautiful older woman as her dress fell to the floor, revealing a green lace bra and panty set. Her body was remarkably lithe and tight and he imagined that she spent a great deal of time working out.

"You're stunning," Jackson said.

"Thank you. I work hard."

Charles removed his wife's bra and lowered her panties, leaving her naked in their bedroom. Kelsey extended her hand and Jackson approached, though he still felt slightly wary.

"Let's get you out of your clothes," she said while undoing the rest of his shirt's buttons. His pants and underwear followed and Jackson stood naked in front of her. "Are you good at eating pussy?"

He nodded.

Kelsey put a hand on the top of his head and pushed down. "Show me."

Jackson fell to his knees and ran his hands up the backs of her thighs. He grasped her ass, pulled her forward, and pressed his lips against her cunt. His tongue slipped inside and he dragged it up towards her clit. Kelsey ran her fingers through his hair and Jackson looked up as he massaged her sex organ.

"You are good at eating pussy. Very, very good."

Kelsey turned her head and Charles kissed her as Jackson watched from his knees.

"Charles, my love, I'd like you to worship my ass."

Jackson moved his hands up Kelsey's torso and grasped her breasts as her husband sank to his knees behind her. Never in his life had he enjoyed a threesome - let alone orally double teamed a woman - and yet it felt massively exciting to do so.

"Mmm, that feels so good, boys," she said softly. "You're both so good with your tongues. So eager to please. So eager to please me."

Kelsey ran her fingers through his hair and Jackson looked up at her while gently playing with her breasts.

"You are eager to please me, aren't you Jackson?"

He nodded as best as he could while still licking her clit.

Kelsey smiled and then deftly spun around between the two men. Jackson was now staring at her ass. He spread her cheeks. He saw her asshole glistening with Charles's saliva.

"Keep worshiping," she said, presumably to both of them.

Jackson saw little reason not to lean in and go for it, so he gave a rimjob. He gave a slow, beautiful rimjob. He felt Kelsey's hand on the back of his head and he moaned at the pleasure of being guided. He moaned at the kinky thrill of eating her ass, too, and she moaned in return, though it could have been because Charles was so eagerly eating her pussy.

"Charles, my love, I want to kiss you."

Jackson kept his tongue working Kelsey's asshole while he listened to her and her husband share a deep kiss. He thought he heard Kelsey stroking Charles's cock, too, and he felt a little jealous.

Kelsey then stepped to the side and dropped to her knees. Her fingers were still around her husband's cock, but her lips pressed against Jackson's and they shared a deep kiss.

"Isn't his cock beautiful?" she whispered.

Jackson looked at the other man's cock and immediately judged it to be impressive in size, though he couldn't really comment on its beauty.

"I love having it in my mouth," she said. "I love pleasuring him. Sucking him. Making him moan."

Kelsey pulled her husband's cock to her lips and took it in her mouth. She stroked the shaft and played with his balls while she blew him. Jackson remained on his knees and watched while noting that he'd never been anywhere near another man's erect cock. For some reason, though, he didn't find it especially bothersome.

The cock left Kelsey's mouth with an audible pop and she turned to Jackson and smiled. Then, without warning, she kissed him. Her tongue pushed into his mouth. She stroked his dick while they kissed, enveloping him in pleasure.

"Doesn't his cock taste good?" she asked as her lips remained achingly close to his.

"Yes," Jackson answered, mostly because he was certain it was exactly what Kelsey wanted to hear and in his state of arousal he very badly wanted to make her happy.

"Will you taste it for me?"

Jackson was certain he'd just done that, at least until it became clear that Kelsey was asking him to taste her husband's cock directly.

"I've never...I don't know if I could...I've never done that before."

She smiled. "Your dick is hard, Jackson. Hard as a rock. You're inches from my husband's beautiful cock and you're considering taking it in your mouth and your dick is still hard. Maybe that means you wouldn't find it all that awful if you did it. Maybe that means you'd like sucking cock for me. If it helps, it would make my pussy gush if you were willing to be a cocksucker, at least for a few seconds."

"It feels good to make her happy," Charles said. "And I can assure you that my wife rewards a man that works to make her happy."

Kelsey kissed Jackson's neck. "My husband's been a cocksucker for me. He's had more than a few dicks in his mouth. He knows how much I like it when a man sucks cock for me. He knows how wet it makes me. Now I want you to suck cock for me, Jackson. I want you to do it to make me happy."

"I…I will…I want to make you happy," he said.

Charles stepped closer and Kelsey kissed and licked one side of his shaft.

"Join me," she said.

Jackson leaned in and pressed his lips against the side of the thick, rock hard shaft. He licked it. He kissed it. He offered oral pleasure and he felt only excitement. He knew it was because of Kelsey, because he was making her happy, but it really did feel good.

"Now kiss and lick the head with me."

Jackson did as she instructed. His tongue touched hers over and over. It was thrilling, especially since she would stroke him every now and then, providing an extra rush of pleasure while he fooled around with a man for the first time in his life.

"Now suck him for me, Jackson. Be a cocksucker for me. Take him in your mouth. Forget about anything other than making me happy."

Jackson stared at the plump, saliva-soaked cock head in front of him. He parted his lips. He leaned forward. He took it in his mouth. He closed his lips around it. He sucked. He moved his tongue around. He took as much of the dick - which wasn't much - as he could and then pulled back while sucking in hard.

"Fuck..." Kelsey whispered. "That's so hot, Jackson. You're a natural cocksucker. You're a fucking natural. You look so good with a dick in your mouth. You look so good with my husband's dick in your mouth."

Jackson felt good. It was so strange to feel good while giving a blowjob, but he did. He felt really fucking good.

"Kiss me."

He let the cock fall from his mouth and kissed the beautiful redheaded goddess. Their tongues mingled as Charles rubbed his dick over their cheeks and lips. They both transitioned to sucking and licking him together and Jackson found himself completely lost in the stunning pleasure of it.

"I want to get fucked again," Kelsey said softly. "This time I want you to watch as Charles fucks me. Will you do that, Jackson?"

"Yes."

"Good. I want you to watch from a special position. So get on your back in our bed."

Jackson stood along with Kelsey and positioned his body at her direction. She then crawled on top of him in a 69 and engulfed his cock. He looked down to see her nearly swallowing all of it and he couldn't help but moan.

Charles got on his knees behind Kelsey and Jackson looked up to see the plump head of the other man's cock above his face.

"Open up," Charles said as he directed his dick to Jackson's lips.

To his surprise, Jackson opened his mouth without thinking. The cock pushed inside until Charles's balls were resting on his face. He heard the other man groan. He moved his tongue around because it felt like his duty to give pleasure to the dick stretching his lips.

"Fuck me, baby."

The cock pulled out of Jackson's mouth and slipped into Kelsey's wet pussy. He watched every inch of it disappear inside her while she teased his dick and balls, showering him with kisses and slow strokes.

"Suck his balls while he holds his cock inside me, Jackson."

He lifted his head and took Charles's balls in his mouth. He sucked as instructed. He did something he'd never done in his life and he found an intense level of pleasure in it. He found himself sucking greedily, like he'd discovered a new joy. Kelsey sucked on the head of Jackson's cock while he pleasured her husband's balls, which only helped make the whole endeavor a great deal more arousing.

"That's good, now watch him fuck me."

Jackson's head fell back to the bed as Charles began to fuck his wife with long, slow, deep thrusts. It was a beautiful sight to behold and the droplets of juice that landed on Jackson's face only added to the thrill of the whole thing.

"Lick my clit, Jackson."

He lifted his head and put his tongue to work. As he did so, Charles's balls brushed against his forehead with every thrust. Kelsey stroked him and teased his sack, keeping Jackson in a state of wild desire and ensuring that he wanted nothing more than to be immersed in the pleasure of a most unusual 69.

"Cum in me, baby!"

Charles fucked her harder and faster. He grunted and groaned. The sounds of wild sex filled Jackson's ears while he felt pubic hair and balls brushing against his forehead with every thrust.

Then Charles buried every inch of his cock inside her and climaxed. Kelsey came, too, thanks to the work of Jackson's eager tongue. His cock remained untouched as he assisted the couple in achieving the orgasms they craved.

The moment Charles pulled out, Kelsey sat up and dropped her pussy onto Jackson's mouth. His nose pressed against her asshole and thick cum began to drip out of her.

"Clean him out of me, Jackson," she said. "Lick up his cum."

The moment Jackson put his tongue inside her, Kelsey rewarded him by leaning forward just far enough to grasp his cock and stroke it. She did so slowly enough that an orgasm would have been impossible, but his body was awash in pleasure as he licked another man's hot, thick cum out of the freshly-fucked pussy of a woman he'd met just a handful of hours ago.

"Fuck, Jackson, that's so hot. That feels so good. It turns me on knowing that you're going to have a bellyful of my husband's cum when this is over. Keep licking him out of me. Keep swallowing. Keep doing what it takes to make me a very happy woman."

Jackson licked up every bit of cum he could find. When he was finished, Kelsey spun around, sat on his face, and rode his mouth until she'd had another orgasm, doing so while kissing her husband as his softening cock rested on Jackson's forehead.

When she'd finished cumming, she pulled her hips back and sat across Jackson's chest.

"We'd like to keep playing with you," she said. "For a few more hours, at least. Maybe you could even spend the night and we could play more tomorrow."

"I'd like that," he replied.

She ran her fingers over his lips and smiled. "If you stay I'm going to want to watch my husband fuck you, Jackson. You'll eat my pussy while he does. I know that might sound scary, but few things turn me on more than watching a sweet straight boy take a big dick up his ass and my love is more than happy to accommodate my desire by fucking a sweet boy like you."

Kelsey leaned back and grasped his cock, stroking him slowly as Jackson tried his best not to surrender to the arousal he felt.

"I'll let you cum inside me before the night is over," she said. "Not before Charles fucks you, though. If you don't want to stay I'll happily give you a handjob before we send you on your way, though."

To his complete and utter surprise, Jackson wanted to stay. "I'll stay. I want...I want to keep playing with you. I'll stay the night if you'll have me."

Kelsey released his cock, moved her hips back, and took Jackson inside her. She rode him slowly - too slowly to make him cum - as they kissed.

"You're a very good boy. I promise, you'll enjoy it when Charles fucks you. He'll be gentle. He'll make your ass feel good while you eat my pussy, and you'll love it when he cums inside you."

Jackson was surprised to feel his cock surge inside her, but it had been a night of surprises and it seemed like there were many more to come.