In twenty-four hours, he'd be home; he couldn't wait. A week away was too long, and he missed his wife and kids.
Frankly, he couldn't wait to get home for another reason. His wife, like clockwork, was always at her most sexually aggressive after he'd been away for several days. Plus, the weeks before the trip had been a bit barren. Sick kids, then a sick wife; Jack needed to get home to his wife, and quite urgently.
There were parts of the trip he really looked forward to, though. They always chose a luxurious hotel, and it was nice to get away from the day-to-day grind for a while. Plus, he'd been attending for so long, he had many very close friends in attendance.
The closest of which, by far, was Lisa.
Jack couldn't quite remember when they'd met, but it was many years ago. They were both straight out of college, at the time, and single. Even though they'd always lived on opposite coasts, in the same job at different companies, they'd seen each other's families grow.
They'd even taken one short family vacation together. Jack's wife did NOT like Lisa. They never suggested it again.
So this was the one time a year he was sure he'd see a woman who had become, over time, one of his closest friends. They did dinner together the first night, and sat together through many of the painfully long sessions. Usually they'd wrap the week with a 'good-bye' drink at the hotel bar, before flying off in their opposite directions in the morning.
Scanning the room, Jack saw Lisa at the far end of the bar. She loved this part of the function, all the mingling and small talk. She was leaning up against the bar, shouting at the bartender. Her left foot was off the ground, a black high heel dangling from her toes.
Jack had to admit, he was slightly surprised when he first saw her, a few days ago. Lisa had very clearly and obviously lost some weight. Not that she was ever overweight, far from it, but now that her kids were older, she had taken the time to get herself back in great shape, and it really showed.
He hated to think she was dressing a little sexier, but she was quite evidently proud of herself, and Jack was happy for her.
Turning back to the conversation he was desperate to escape, Jack lost track of her.
Until she appeared beside him, setting herself down on the arm of his chair.
"Having fun?" she asked, teasingly.
Jack rolled his eyes in response, trying to be friendly. "Double-fisting it, are we?" Jack teased, noticing a champagne flute in her right hand, a rocks glass with brown liquid in the other.
"No," Lisa replied, with a laugh. Leaning forward, she set a small envelope on the table in front of him. "Room 927," she said, standing back up and carrying both glasses away.
Jack lurched forward, snapping up the envelope. He knew exactly what it was; hotel keys are all kept in the same wrapper, no matter the hotel. He worried someone might have seen her; people already whispered about how close they were.
Jack stopped listening to the conversation around him entirely. In all the years he and Lisa had attended events together, they'd never gone to one another's room. It always felt like the kind of thing he couldn't explain at home.
Looking up, he watched Lisa ascend the glass elevator, alone. He watched as she made her way along the open-air walkway, to her door, and disappear inside.
Standing up and excusing himself, Jack made his way to the bank of elevators. He wasn't quite tired yet, but he knew he should go back to his room. This seemed so out of character for Lisa. They hadn't spent quite as much time together at this meeting as in the past; maybe she just wanted a few minutes together before they left. Was their "goodbye drink" in a room really much different than being the last two sitting in the lobby bar?
As the elevator doors opened, Jack knew the answer to that question; of course it was. Anyone could see. He could tell his wife they'd closed the bar; it was harder to explain he'd been in her room.
The elevator started rising through he air. Looking out the glass wall, he looked to see if anyone was watching him. He should go to his room. Floor 7. Time for bed.
The elevator rose higher.
What was the harm in one drink, between close friends?
The elevator rose further, stopped, and the doors opened.
Floor 9.
Jack exited the elevator, looking over the railing down to the lobby below. Was anyone who might have seen her drop off her key, who might talk, see him? Convinced everyone was too drunk and loud to notice, Jack slowly made his way towards the room.
Stopping at the door, he decided he'd only stay for a second. Just long enough to say goodbye, maybe make plans to catch up by phone next week. See you next year!
Placing the key card against the door felt strange. Like he was opening a door to something wrong. The lock whirred, the handle clanking open.
Jack slowly pushed the door open.
"I wasn't sure you'd come," a familiar voice said, hidden deep in the dimly lit room.
Jack entered; the room was identical to his own, just cast in dim light. A pair of black heels were set neatly by the bathroom door. Soft music played from the TV, which cast a blue glow over the room.
"I was on my way to bed," Jack lied, "but thought I should at least return your key."
Slowly entering the room, he saw Lisa sitting in the customary uncomfortable arm chair. Her legs were crossed, covered in her black stockings, pouring out of the tight leather skirt she'd worn all day. She was wearing a billowing white blouse; her suit coat had been discarded. In her hand was the champaign flute.
"Oh come on, our goodbye drink is a tradition," Lisa said, sitting back in the chair with a smirk Jack had never seen before.
"I guess you're right," Jack said nervously, as she rose to her feet. Picking up the rocks glass with her empty hand, Lisa walked slowly towards Jack, reaching out and planting it in the middle of his chest.
"Tradition," she said, standing too close.
Jack looked down at her; maybe a half-foot shorter than he. Her eyes were inky wells, somehow drawing him in. He'd never thought about her in a sexual way, at least, he hadn't in a long time. He knew her family. He her knew kids. He would never have guessed she'd be standing in front of him like this, and yet, her intentions seemed crystal clear.
"Lisa, are you ok?" Jack asked softly, trying to rectify the woman he'd known for so long with the woman presenting himself before him.
She stared up at him, silently, for a long moment. "Jackie, I've been looking forward to seeing you for so long. I thought we should say a proper goodbye, before we leave."
"I..." Jack started to reply, stammering for the right thing to say, when he knew all he should do was leave. "I...I don't think..."
"Jack," Lisa cut him off, "can I tell you something?"
Jack nodded silently, unable to back away.
"Sometimes," Lisa started, placing one finger on Jack's chest, tracing a line down his body, "you just need to cut loose."
"Cut loose?" Jack responded.
"Sometimes, a girl needs to have a little fun."
"Lisa," Jack whispered, soft enough he could barely hear himself. "We have families. You have a family."
"And I love them," she responded, equally softly, "but sometimes, a girl just needs to get fucked."
There is probably a moment, when any person cheats, where they close all control. Where they pass the point of no-return. Where things become inevitable. The way she whispered that line - "a girl just needs to get fucked" - along with the sweet scent of her perfume, the way he could smell her hair, the way she was standing intimately close to him, the way he could almost see down her blouse, it was all too much. It was what pushed him over the line.
Inside Jack, somewhere deep and personal, something snapped. Something transformed.
He stared down, into her eyes. "On your knees." He hear the words come out of his mouth before he even consciously perceived them.
Lisa's eyes lit up. She knew she had won. "Yes, sir," she replied, setting her glass on a table and slowly lowering herself, her face just inches from him.
Jack stared down, watching her descend.
"Now what?" she asked, looking up at her with teasing, innocent eyes.
"You know what," he replied, softly and forcefully.
Lisa placed her hands on his waste, using her long, slender fingers to unfasten his belt. Pulling his pants open, she slid his boxer-briefs to down. Jack bobbed free, 3/4 hard already.
"Mmmmm," Lisa cooed, staring at him. "I knew it would be big."
Jack felt an involuntary spasm as she did. He knew he couldn't turn back now.
Lisa placed him in her hand, and ran her tongue up his shaft. Placing her ruby red lips on the tip, she slowly slipped him into her mouth, a soft moan following. Jack couldn't blink. It was one of the sexiest thing he'd ever seen, this woman he'd known for so long, with her lips bright red and wrapped around him. She closed her eyes as she slowly started to suck on his cock, pulling out with a loud pop and looking up at him.
"Good?" she asked, knowing the answer.
Jack responded by drawing her long, black hair into a ball, taking control of her head, and pushing her mouth back onto him. He directed her up and down, her moans urging him on, as he grew harder and harder. Then, holding her tight and firm, he started to vigorously fuck her face, feeling her throat around the tip of his cock. Lisa moaned loudly as he pulled himself from her, a bit of spit keeping them connected.
"Sloppy," he instructed, as she retuned to work, stopping to separate herself, leaving large swaths of bubbly liquid between them. A bit of it fell down on her blouse, her hand covered in her own spit.
Jack was worried he might cum, and if he had come this far, he was going to finish the deal.
"On the bed," he instructed, stepping back from her. Lisa slid up onto the bed, spreading her legs for him as he awkwardly pulled his pants off his legs. He could see the lacy top of her stockings, just poking out from the leather skirt that had slid up, exposing jet black panties. "Show me," he demanded.
Lisa pulled her skirt all the way up, then pulled her panties aside. They were soaked all the way through, and when she exposed herself to him, Jack couldn't believe how wet she already was.
Lowering himself to his knees, he kissed his way up her thighs, and then dove in. Lisa fell back, moaning loudly, as his tongue found her clit. She tasted so different, sweet and musky, Jack thought he could stay there all night.
Jack paused for just a moment, puling her panties down her legs. Then, taking one finger, he ran it between her lips, sliding into her as he continued to flick her clit with his tongue. She cried out in pleasure, as he pulled the finger back out, running it down to spread the juice all over her body. Lubricating his pinky, he slid it down towards her ass. Then, without asking, he slid one finger into her pussy, one into her ass.
"OH MY FUCKING GOD!" Lisa screamed. Jack was sure everyone in the hotel heard.
He slid his fingers in and out of both her holes, as he continued to eat her pussy. She spasmed on his finger; he could feel both holes gripping him, certain she was cumming on him.
"I need you," she cried. He didn't stop. "I need to feel you, please," she begged, as he continued. "Please, I need it. Please, let me ride you," she moaned, as Jack felt her clamp down on both fingers again.
Sliding out, Jack rose to his feet, staring down at her. She was already a sweaty mess. Climbing onto the bed, he laid on his back, watching as she pulled her skirt down.
"Leave the stockings on," he instructed.
"Yes, sir," she replied, pulling her blouse over her head, and throwing a leg over him. Lisa lowered herself onto him, sitting all the way down onto his lap. Jack moaned as she completely swallowed him. "Fuck, so full," she moaned, as she started to rise and fall on his shaft.
Jack watched as she slowly worked up and down, her breasts shaking within her bra. Sitting up, he unfastened it, smiling to himself as the fell free into the room, her nipples dark and hard. Lisa sat all the way down, again, and started rocking her hips back and forth on him.
"Oh fuck," she moaned, "I'm going to cum again. Don't move. I'm going to cum again!"
Jack's wife could have more than one orgasm, but not like this. Lisa was a machine. Jack thought he could almost make her cum on demand, as her body spasmed atop him.
Falling off to the side, Lisa was panting. Looking down, Jack could see a white ring of her cum on his rock hard cock. Rising to his knees, Jack aimed himself back at her. "Clean yourself off of me," he demanded.
Lisa purred as she leaned forward, taking him into her mouth. She slurped all of it off of him, drinking herself down.
Taking her by the hips, Jack directed her onto all fours, entering her easily. "So deep" she cried out, as he started fucking her from behind, their bodies smacking together. He could see her tits swinging back and forth, until she fell forward, burying her face into the bed. She was panting and moaning like he'd never heard anyone before.
"Keep fucking me," she begged, "use me up. Use my little pussy up. Stretch it all the way out," she cried, her body clamping down on him. Jack stopped, holding still, as she drilled herself back onto him.
When she stopped, Jack held her hips and started again. Looking down, he couldn't help himself. Wetting his thumb, he rubbed her tan asshole, pushing into it.
"HOLY FUCK!" Lisa screamed, "finger my ass!" Jack drilled himself into her, until he was afraid he might cum.
He wasn't ready. He didn't want it to be over. Pulling himself out, he sat back onto his legs, watching as she rolled over.
Lisa pointed her gaped open hole back at him. Climbing over her, placing her legs onto his shoulders, Jack dropped himself back into her. Slowly, he started fucking her, bending her legs back so they could share a wet, sloppy kiss.
The mouths only inches from each other, Jack knew he couldn't hold on any longer.
"Fuck," he moaned, "I'm going to cum soon."
Lisa closed her eyes, moaning loudly as he drilled into her. "Don't stop. Don't stop fucking me. It's so deep. Don't stop!" she begged.
"I'm going to..." Jack panted, desperately.
"Finish," she begged. "Don't stop until you finish. Put it in me. Fill up my slutty little pussy. Use me up!" she cried, her body grabbing him from inside again.
Jack couldn't pull out if he wanted to. With a loud, almost angry grunt, he dropped his full weight onto her, burying his cock into her stomach, filing her with a massive load of his seed.
Sitting up and falling back, Jack watched as he dripped from her, soaking the bedspread as she panted.
"Fuck," she groaned, "that was exactly what I needed."
Lisa rolled off the bed, Jack dripping down her leg, and started chatting like nothing had happened. Jack sat there, stunned. He couldn't believe how easily she had turned it on, and turned it back off, as she disappeared into the bathroom, the shower starting.
"Let's grab breakfast, before we leave, in the morning," Lisa called out, as she slid the bathroom door closed. An invitation to leave, Jack thought, as he dressed, leaving the key on the stand.
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