The opening band has just finished up and is tearing down their gear when Tom realizes he needs to take a piss. On top of that his Whiskey is empty.
“Going to hit the restroom and grab another drink. Looks like you could use a refill as well?”, he says to Ashley, pointing to her mostly empty wine glass.
“Sure, we’re not driving!”, she smiles.
The couple had hopped the train down to Portland for the weekend for a break from the norm and hear some live music and maybe get out into the woods. They’d managed to find a pretty nice hotel less than a mile from the venue, so decided to just walk. Plus, it turned out to be an unseasonably warm fall evening making it quite pleasant
Ashley finishes off the bit in her glass and hands it over to Tom. He reaches over to grab it and plants a quick kiss on her. “Don’t go anywhere beautiful.”, he grins looking into her eyes.
“Wouldn’t dare!”, she giggles back.
Tom swings by the bar to drop off their empty glasses before hitting the restroom. Most everyone has the same idea so he joins the short line outside the men’s room checking the performance of his fantasy football team he’d gotten roped into playing at work. He chuckles to himself looking at the scores and thinks, “Nothing better than to be kicking everyone’s ass while having no idea what you’re doing.”.
The line moves quickly enough and Tom heads back out to the bar for their replacement drinks. As he’s waiting for a bartender to take his order he catches a glimpse of their table and see’s someone who appears to be chatting Ashley up. He’s turned away but had to be at least 6’2″, shoulder length wheat blonde hair, and a decent build.
“What can I get you?”, the bald stocky bartender asks with a bit of frustration. It was the third time he’d had to ask.
Tom drags his attention back to the bar. “Double well whiskey neat and a glass of chardonnay.”. Bartender starts on the drinks and Tom turns back around to see what’s happening back at their table. He sees Ashley laughing and she’s using it as an excuse to lightly touch the guy’s arm.
“Tab?”, the bartender asks. Tom nods, gives him his name, and grabs the drinks. He walks down to the end of the bar for a minute taking a few sips of his whiskey keeping an eye on their table. After another minute he sees the guy walk away and back off into the crowd.
After he’s gone from view Tom heads back over to the table and hands the wine glass over to Ashley while keeping his own in his hands. “So,”, taking another sip raising an eyebrow, “what was that about?”.
“That was Mike! He said he was compelled to come over and compliment me on my dress”, she motions down to the sundress covered in stylized marmots, “and, amongst other things, to ask if he might see me on the dance floor later”.
“Well, I guess I made a good choice with that dress.”, Tom sniggered. He’d just purchased the dress for her just a few months back on a whim. “So what are ‘other things’? And did you make him aware what a handful you are?”
“Hey now, don’t want to scare him away too quickly! He’s just here for the weekend and said that a woman with marmots on her dress was the obvious choice to ask about hiking. Sadly, I had to disappoint him.”
“Crushed I’m sure”, Tom responded.
“He might’ve been, but then he’s damned cute again I did agree that tonight is an exceptional night for dancing.”, Ashley said with her I’m up to good look that just killed Tom.
Tom sighed, chuckling under his breath. “I’d been getting the feeling tonight might turn into one of those nights.”
“We both know you love it so I’m not even going to bother to pretend otherwise”, she said while starting into the next glass of wine. Ashley had the tendency to be a gigantic flirt and Tom did everything in his power to encourage it.
They sat and continued chatted for a while as the venue slowly filled up and the groupies prepared the stage for the headliner.
Tom could see that Ashley was occasionally scanning the crowed trying to catch a glimpse of Mike in the interim, when eventually the house lights drop and the band heads out onto the stage. They make the usual introductions and get right into their set.
In usual blue grass fashion, the songs have amazing energy and a few songs in and the crowd is responding well. As the next song starts up Ashley drains her glass and says “Wish me luck!”.
“You need nothing of the sort. Try not to have too much fun out there”, Tom grins as he continues to sip his whiskey. Dancing had never been his thing, and watching Ashley on the dance floor has always been one of his favorite things.
It’s not long before Tom sees Mike confidently make his way over to Ashley, a handsome smile plastered on his face. Ashley has a similar smile on her face, though anyone who knows her could see that there was a touch of predator in those eyes.
They already moved well together, despite having just met. Moving with the sort confidence and energy that forces others to take notice.
Tom continued watching all this whiskey in hand. Ashley had a raw sexuality, beauty, and enthusiasm that were obvious to anyone with eyes. It’s what got them both into so much trouble, but it’s one of the many reasons Tom had fallen hopelessly in love with her.
Eventually Ashley comes bounding over during one of the breaks in songs, Mike in hand trailing behind her trying to keep up. “Mike, this is my husband Tom!”
Mike, winded managed to get out “Nice to meet you” and briefly shook Tom’s hand.
“She’s like a puppy you know. Endless energy and will run you ragged if you let her.”, he said to Mike. “You really should warn them you know”, he grinned at Ashley.
“That ruins all the fun though!”, Ashley said trying to sound innocent. “Plus, Mike’s a big boy he can handle it.”, those hunter’s eyes again fixed on Mike.
“I’m doing my best, but at this rate I’m going to drop well before the end of the show!”, Mike exclaimed.
Tom chuckled and asked, “So Ashley says you were in town for the weekend?”
“Yeah, I’m here for a long weekend before heading back to New York”, Mike responded.
Tom whistled, “You’re an awfully long way from home.”
“Always wanted to get out to this part of the country. Heard it was beautiful, and if Ashley is any gauge I’ll say they weren’t doing it justice”, Mike grinning at Ashley. She laughed nervously and looked away at the ground. She’d perfected the shy pretty girl routine. “What about you guys? Sounds like you’re here travelling as well?”
“Just a bit of a stay-cation of sorts. Popped down on the train for a bit of a change. Some music, hiking, and anything else that piques our interest. That sort of thing.”, Tom explained, Mike nodding along.
“Sounds like a pretty nice time! I tried to get some hiking suggestions from Ashley earlier, but she shot me down pretty hard”.
“That’s Ashley alright. No mercy from that one.”, Tom said trying to sound serious.
Ashley sounding offended, “Hey now, no teaming up on me!”
“You know you love the attention”, Tom teased. He could tell that Ashley was fully in one of her ‘Up to no good moods’, and decided to give he an opening to let her do her thing. “Stick around for a bit Mike? I’ll grab us another round.”
“That’d be great. Never turn down good company.”, he said as his gaze passed over Ashley, “I’d love a beer, dealer’s choice.”
“Can do! You want another glass babe?”, Tom asked Ashley.
“Yes please, just starting to feel great.”, she grinned.
Tom headed back off to the bar while Mike found another chair to bring to the table. Tom noted he took the initiative to sit next to Ashley. Knowing what another glass of wine was likely to do to Ashley he closed out while up at the bar and switched to beer himself. The whiskey was hitting him pretty hard.
On his way back to the table Tom could see them chatting happily, noting again that Ashley was touching Mike’s arm. Tom handed out the drinks and joined in the conversation. They talked, laughed, and enjoyed the music enjoying the simple pleasures of a fun night out.
As the night wore on and everyone worked on their drinks Tom could see that Mike was starting to seem uncertain. What was initially just fun flirting from Ashley was quickly becoming more overtly sexual and he wasn’t sure what to do. Right about that time Tom saw Ashley’s hand slip under the table and reach for Mike’s thigh. Tom had to give him credit though, he played it off pretty well.
Realizing that they should stop torturing the poor man Tom said, “What do you think babe?”
Ashley, grinning said, “I like him and we should get out of here.”
Tom, happy to have anticipated this remarked “Figured as much. Tabs already closed out.”. Turning to Mike “We’ve got a hotel room just down the road and a few bottles of wine. Up for a field trip?”
It took him a moment to work through everything, but after understanding the situation better said “That’d be great”.
With that they got their things together and headed out into the evening. The now brisk fall evening contrasting heavily with the warmth of the venue. Ashley shivering even with the shawl she brought. Mike noticing offered her his coat. She accepted appreciatively and settled into it.
They were mostly quiet on the way back, Tom trying to keep some distance to allow Ashley to feel things out. This she did by keeping close to Mike and continuing her ‘more than just flirting’. Mike, having a better understanding of the situation now, used this to keep an arm around her. A few times Mike had glanced over at Tom, and Tom grinned and nodded slightly.
It took longer than it normally would have to get back to the hotel, as no one was really in a rush to break up the current situation.
Once back at the hotel they made their way up to the room. Tom grabbed the room key and opened the door. He motioned to let Mike and Ashley in first, Ashley and him sharing a quick look as she passed. No mistaking that look in her eyes now. Tom felt a surge of passion.
They all made their way further into the room. Mike and Ashley collapsing on the sofa, while Tom made his way over to the small kitchenette grabbing the wine and the few actual glasses in the room. Popping the cork and pouring the wine didn’t take overly long, but Ashley wasn’t wasting time. Mike’s arm was around her, while her hand floated sensually up and down his thigh.
Tom set down the glasses on the low table in front of them and took his own over to the bed to sit down. It had been at least six months since the last time this had happened and he was very much enjoying taking the scene in. It didn’t take long before things began to escalate, the wine on the table completely ignored. Tom was willing to bet they hadn’t even noticed him bringing it over.
Ashley worked her way out of Mike’s coat, using it as an excuse to settle in even closer to him. In the next few moments Mike spared another quick glace over at Tom, seeing that he wasn’t going to intervene, and leaned in to kiss her.
She melted into him as he slowly worked his tongue lightly against hers. Mike immediately aroused feeling her soft rose tinted lips against his. As they continued to kiss, each of their hands running over the other. Mike alternating between her breasts and ass, taking his time transitioning between them.
Ashley was running her hand against Mike’s upper thighs, feeling him respond under her hands gently moaning.
They took their time like that, Mike eventually lowering Ashley down onto her back holding himself above her. Mike worked his way out of his shirt while Ashley’s breath was coming quickly and clutching at his back while their kissing continued. Mike was beginning to press his hips into Ashley, and she was all but writhing under him. She was losing herself, and this is another thing Tom absolutely loved watching.
Ashley eventually working her way to standing in front of Mike. She slowly unzips the back of her dress, dropping her shoulder straps one at a time, eventually letting it slide down around her. Exposing her toned body and pale lightly freckled skin. She stood there in her bra and panties, a purple lacey set also recently purchased by Tom, while Mike took her him. He slowly ran his hands up her stomach to her breasts. Ashley grabbing his hands over her breasts sighing and leaning her head back, her copper hair spilling down her back.
Mike worked his lips lightly over her stomach while his hands continued to explore, eventually making their way to her back and bra clasp. With quick movement it fell away and his moved quickly to her exposed nipples. Ashley moaning as she felt his tongue lightly flicking and circling them. Meanwhile his hands are slowly working their way over her ass groping and pulling her into him.
Tom still sitting quietly on the bed sipping his wine, watching Ashley shudder and moan under the attention of Mike’s mouth and hands.
Once Mike has had his fill of Ashley’s breasts his hands move to her armpits and easily lifts her, spins her around and drops her on her back on the sofa. Ashley squeaking at the sudden movement.
He slowly drops to his knees on the floor in front of the sofa. His hands continuing to run the length of Ashley’s body, from her exposed breasts to her knees, while he slowly kisses her legs. He makes his way up her legs with slow purposeful kisses, occasionally tasting her sweet skin with a light flick of his tongue.
Making his way up to her navel he slowly slides his hands up to her hips and begins to pull at her panties. Ashley lifts her hips slightly, her eyes nothing but desire, as Mike passes them down her legs. While he slowly removes the panties from her he’s working his way just as slowly down the other leg, deliberately. Ashley’s breath, almost ragged, saying everything she can’t.
Gently Mike pushes at her knees, slowly exposing her. She’s neatly trimmed and Mike can see she’s already visibly wet. This time he works his way up the inside of her right thigh, moving slightly faster and with more force Ashley continuing to moan and run a hand over his head. Pausing momentarily between the middle of her thighs, hovering just above her skin he takes in her scent and it stirs him past description. Ashley gently bucking trying to make contact.
Eventually he lowers his head and gently parts her with his tongue from the bottom up. Ashley’s moan is almost animalistic. Tom can see her hand forcefully grab a handful of Mike’s hair while her other hand grabs one of her breasts. Her head thrown back and her back arched.
Mike continues to slowly discover Ashley with his tongue, making sure to gently suck and lightly flick her most sensitive anatomy. Feeling her continue to undulate under him he pulls his face away and brings a hand up between her. Takes a single finger and uses it to part her, and feeling her extreme wetness. Slowly he slides it into her, Ashley spreading slightly more in acceptance. He gently strokes her with his finger as he brings his face back down to continue working her with his mouth.
From the bed it’s obvious to Tom that she’s in ecstasy and on the brink. Her hips are grinding into Mike’s face, her hands moving erratically, almost flailing, of their own accord. Her moans are frequent and impactful. Ashley’s moans come quicker and quicker as he watches Mike slowly speed up his motions responding to Ashley’s feedback.
“Oh, God”, Ashley manages to gasp as she clutches the sofa and a handful of Mike’s hair. She lets out a final moan, almost thrashing now, her body tensing as Mike steadily continues. Suddenly, almost like a damn breaking, Ashley releases her breath as her body shudders in orgasm, Mike continuing through the duration.
Mike, grinning slowly pulls away, bringing his fingers up to Ashley’s mouth. She almost greedily cleans herself from them before sitting up to kiss Mike deeply tasting herself again on his lips, her hand wandering again to feel the heat of him through his pants.
“Time to return the favor, I think”, Ashley grinned devilishly. Standing to face Mike she slowly works to undo his belt while kissing him further. His hands all over her, he worked his pants down his legs quickly as well as removing his socks.
Tom watching as she slowly turns Mike and pushes him down onto the sofa. She already has him in her hands working him slowly as she drops to her knees in front of him. Ashley takes a moment to turn and look at Tom, “Enjoying the show?”, not missing a stroke in the process.
Already feeling liable to burst at any moment, responded slowly with, “Always baby”.
With that Ashley slowly faces Mike and watches his eyes as she begins to lightly tongue the underside of his head. Mike responding with a grunt, his hands caressing her shoulders. She teases him with light flicks for a few moments before slowly dropping her head and taking him fully in her mouth. This causing Mike to throw his head back and exclaim nonsensically. She continues to work him, her hand and mouth working in concert with each other.
After a few minutes Ashley sits back, extracting herself momentarily from Mike’s greedy hands. With her free hand, the other still rhythmically stroking, she motions with her finger in Tom’s direction. Seeing Tom respond by standing up, she resumes her fun. Tom, always one to follow her directions when she gets like this, strips himself. Happy to finally be free from the uncomfortable confines of his pants.
Tom makes his way over to the sofa and sits down next to Mike. Ashley acknowledging his arrival by slipping a hand across his thighs, and gripping his member, hard. Tom seeing Ashley on her knees with her mouth engaged with someone else and her hand pumping him, couldn’t help but groan, his eyes rolling back in his head.
Ashley made sure to take her time with them. Alternating between them, slowly working each of them in turns. Both men expressing their enjoyment with groans, hip thrusting, and their hands gripping the back of her head.
Eventually Mike, having had enough, picks Ashley up under her arms and walks over tossing her on the bed. Tom remaining on the sofa, watching Mike slowly make his way over to the bed. Mike climbing on top of Ashley, grabbing both of her hands and sliding them above her head. “You won’t be needing these right now”, he whispers in her ear. Keeping her hands pinned with one hand, his other moving to position himself to enter her.
“A bit excited are we?”, Mike jokingly asked, while feeling how drenched Ashley was as he slides himself up and down her. Taking his time Mike continued to tease her with long slow passes up and down her, Ashley almost wildly bucking against him begging him to enter. After a time, Mike slowly buries his length into her, Ashley gasping as her back arches feeling herself exquisitely stretched and filled. Mike luxuriating in Ashley’s warmth and enthusiasm.
Tom, enjoying the view from the sofa watched, as Mike began purposefully working himself in and out of Ashley. Long slow thrusts that earned him a moan from Ashley with each iteration.
With her hands still pinned above her head Mike took his time exploring Ashley’s breasts, savoring her taste. Taking each nipple in his mouth, running his tongue in slow circles around them. Pressing them against his upper teeth while sucking gently. Mike could feel her gasping and shuddering underneath him.
Ashley now fully losing herself in the moment, couldn’t tell how long it went on before Mike finally released her hands and positioned her on her side, directing one of her hands to hold her right leg to her chest. Resuming his rhythm he was rewarded with “Oh God, Mike”, while she desperately clutched at whatever she could reach.
Not feeling sufficiently used, Ashley looked over at Tom and said “Get over here, I need you in my mouth. As directed Tom made his way over and knelt on the bed in front of her. Grabbing her hair, he slowly pushed her face onto him, feeling her gag. Tom could never get over how amazing she sounded when her moans were muffled, and he knew she was really enjoying herself as she could barely concentrate on him. Tom continued to grab her hair and took over with her lost in ecstasy.
Ashley couldn’t believe how good this all felt. It’d been too long since she’d had a chance to get randomly used. She loved feeling easy, made her feel sexy. Mike was exactly what’d she been craving.
Tom, wanting to finally be inside her, decided to give Mike a real treat. Tom disappeared quickly into the restroom and grabbed the lube and Ashley’s favorite butt plug. Returning he made his way back to the bed and began to apply the lube, slipping a finger inside her ass. Ashley wanted to grind against both of them, but Mike had her hips pinned to the bed, so all she could do was clutch more desperately at the bed. After a minute Tom replaced his finger with the plug, slowly working it in.
“Time for a swap, I think.”, Tom said to Mike. Agreeing Mike stepped to the side slowly, Ashley voicing her disappointment as the sudden lack. “You’re on top.” Tom said to Ashley as he laid on his back. Ashley consenting, quickly climbed on top. Slowly sliding down, appreciating the familiarness, she motioned to Mike. As Mike stood next to her she could taste herself on him as she took him in her mouth, the taste exquisite.
Ashley worked them both with a fervor like she had gone years without, while both men enjoyed the enthusiasm she was displaying. Tom fully appreciating seeing Ashley riding him with such pleasure on her face. Mike continually surprised at the amount of pleasure Ashley was able to deliver, while running his hands over her head and breasts.
Eventually Tom pulled Ashley down on top of him saying, “Time to replace that plug”. Ashley groaned in anticipation reaching back to remove the toy, but was stopped by Tom. “Why ruin Mike’s fun?”, he said grinning. Mike moved behind Ashley and knelt down, taking his time removing the plug. Ashley always loved the way it felt on the way out, enjoying Mike taking his time.
Setting the plug aside and lubing himself up he placed himself directly behind Ashley. Spreading her with one hand while appreciating the amazing view he pressed himself into her. There are few times where the world falls away and all there is is sensation, but this was definitely one of them for Ashley. Feeling the fullness of both Tom and Mike nearly sent her over the edge right then. She grasped as Tom’s shoulders while letting out a protracted “Oh”.
Mike pulled her up by her hair with one hand bring her mouth back to meet his, the other hand on her waist as they both began. Tom could barely control himself watching Ashley respond to Mike so strongly, his mouth on her throat and his hand all over her body. Small beads of sweat glistening all over her as she moved, all while making almost animalistic noises.
“Fuck, please don’t stop”, Ashley almost shouted to the pair. Both responding by increasing tempo slightly. Tom saw it in her face before he heard it as she began to orgasm. She always had a way of momentarily biting her lip before her eyes rolled back in her head. Her moans and breathing stopping completely before the waves of pleasure wracked her body.
Ashley couldn’t think of a time that she’d felt this amazing. The press of both men inside her was almost too much to bear. She’d never felt so perfectly full. Could feel each of them individually, but both coming together to create the most amazing sensations for her.
For Mike watching Ashley sent him over the edge. Indicating that he was close, he was greeted with both of Ashley’s hands reaching behind her and pulling him into her fully. Mike groaning, pleasure overtaking him, lost himself for a moment. Ashley could feel each pulse of Mike inside her delighting in the feeling, while Tom thoroughly enjoyed watching the love of his life as Mike filled her.
After Mike had finished Tom quickly flipped Ashley on to her back. He had both hand behind her knees, opening her up fully. Tom and Ashley smiled at each other as he climbed on to. A smile filled with pleasure, love, lust, and years on connection. Tom quickly built to climax as he watched Ashley writhe underneath him. Leaning down and brining her mouth to his as he felt himself go over the edge. They held each other like that briefly while savoring the intimate contact.
As they drew apart Tom couldn’t help but appreciate the mess that they’d made of her, and judging from the look on Ashley’s face she was enjoying it as well.
“Nicely done gentleman!”, she said with a grin as she bounced off the bed with post bliss energy as she disappeared into the bathroom momentarily.
“That’s quite the woman you have there.”, Mike said appreciatively. his gaze returning to Tom after having followed Ashley.
“Tell me about it! She’s always a handful that one, but she keeps me on my toes. That’s for sure”, he said as Ashley returned making her way back to the bed. She flopped back down on the bed next to Tom, a hand resting on his stomach. Tom instinctively played with her hair as Mike started to grab his discarded clothing. “What, not sticking around Mike?”, Tom asked.
“I think I need to head back to my hotel and process the shift in reality I just witnessed.”, Mike said jokingly.
Putting on her best pout Ashley said, “Aww, you’re no fun, and here I was about to invite you out on our hike tomorrow. We could have had all sorts of fun in the woods.”. Tom snorted lightly, happy to have someone take the brunt of Ashley’s attitude, if only for a few hours.
“Hey now, cut a guy a break! You name the place and time and I’ll be there with bells on. Or boots on I suppose.”, Mike joked.
“Fine, have it your way. I suppose blood is returning to all the places necessary to not make dumb choices.”. She reached for the hotel letter head and handed it to Mike. “Go ahead and write your number down. If I decide that you deserve another shot you’ll hear from me”, she said with mock disdain.
Mike looked at Tom for support, but Tom laughed and said, “Hey man, told you she was a handful. You’re on your own here.”
“Ha, fair enough”, Mike said as he wrote his number down quickly and folding the paper. He made his way over and offered it to Ashley. As she leaned up to grab it Mike’s other hand reached out pulling her hair back meeting her eyes. Ashley gasped in surprise. “I think we all know you’d be making a terrible mistake not inviting me out tomorrow.” and kissed her deeply.
“You sure know how to make a point”, Ashley said after catching her breath.
“And you know how to play hard to get. Fair’s fair little lady. Alright, I’m out of here. Thanks for a most amazing time you too. See you tomorrow!”, Mike said over his shoulder as he made his way to the door.
Ashley and Tom said their good byes as the door closed. They both continued laying their silent as each reveled in the events of the evening. Eventually both stirred from the bed to shower and work through their evening rituals.
Both exhausted they finally climbed into bed settling into each other. “You’re simply the most amazing woman in the world, you know that right?”, Tom whispered into her ear.
“You ain’t half bad yourself mister”, Ashley responded. Smiling to herself in the dark.
This was always both of their favorite sensations. The feel of Ashley’s body pressed into his as they spooned. One of Tom’s hand reaching around to innocently cup one of her breasts as they fell asleep. It was the sort of thing where it reminded both of them that all was right with the world. That no matter what they always had each other.
Source: reddit.com/r/eroticliterature/comments/56qify/the_staycation_threesome_str_recently_started