Midweek at Whistler

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Friends with Benefits enjoy an impromptu trip to Whistler.
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Chris heard his phone vibrate, then chime on his nightstand, he looked over and saw that it was 5am, and with a groan, he rolled over and picked it up, seeing the name "Emily" on the screen. He thought to himself, "It is way too early for her." Emily Williamson was Chris's consistent hook-up. They had met through mutual friends six or eight months before and had gotten closer before eventually falling into bed together one night after drinks.

Because of their busy careers, him working for Amazon as a data engineer and her working at the Fred Hutchinson Cancer Center, the thought of settling down into a relationship was something that didn't appeal to either of them. Even with that, they still grabbed drinks or dinner a few nights a week or on the weekend, which generally led to phenomenal sex at one of their places. The fact that she was texting him at 5am when they had been together two nights before was odd though to say the least. He unlocked his phone and read the text from her, "I know it's early but what do you have going on today and tomorrow?"

He rubbed his eyes and texted back, "Nothing really, just work."

"Can you call off?"

"Probably, haven't used much PTO. Everything okay?"

"Yeah, a friend and her husband were supposed to go to Whistler today for a quick trip, but their kid is sick."

"Well, that sucks."

"Not for me, I've got two lift tickets and a room at the Westin in Whistler tonight, wanna go?"

"Hell yeah!"

"Figured you'd say so, pick me up at 6:30?"

He climbed out of bed as he responded, "Sounds good."

"Bring something decent for dinner, they had reservations at the Grille and Vine." He replied with the thumbs up emoji and began to gather his stuff.

The next hour was a blur as he called off work claiming he was sick, showered, ate, and rounded up all his clothes and gear, then grabbed his Burton Cartographer snowboard from the wall, before loading everything in the bed and back seat of his Tacoma and made the 25-minute drive north towards Everett, pulling up outside of Emily's apartment at 6:35.

She was waiting outside as he hopped out and opened the backdoor then the tailgate for her to drop her bags, then load her skis in the bed. As she did, she smirked and remarked, "You're late."

"Sue me, you didn't give me much notice."

"Hour and a half is plenty of time for a free trip to the mountains."

He shook his head, "Yeah, yeah, get in the truck and let's go."

She laughed, climbed into the truck and began to fiddle with the radio until she found a station that suited her. He climbed in and shook his head as she was already singing along to the Taylor Swift song that was midway through. They spent the next three and a half hours making small talk about work, their friends and other things. They cleared the border no problem and pulled into the main parking lot at Whistler Blackcomb just after 11.

"Check in isn't until 4, so we can ski for a while, then check in before dinner reservations at 7."

Chris turned the truck off and said, "Sounds good."

They both stepped out of the truck and Emily let out a sigh of contentment, "Wow, it is so beautiful today." Chris nodded and realized she was right. The sun was out, giving them a perfect bluebird day, and it was unseasonably warm with the temperatures hovering near 50.

He replied after stretching from the drive, "This is perfect, I'm not going to need a jacket today." Emily nodded and was already digging in her bag for her clothes, she pulled out a pair of black North Face pants and after kicking her Birks off, pulled her pants on over her leggings. She thought about what Chris had said, and decided to strip off her mid-layer, leaving her in just a t-shirt, then pulled her jacket over that. She moved around the truck, finding Chris already sitting on the tailgate, pulling on his boots.

She hopped up on the tailgate beside him, "I like this outfit, the pants and the hoody are casual."

He laughed, "What this old thing." They both laughed as he gestured at his outfit. "The pants are brand new, but this hoodie is a few years old." He cinched down his boots and waited for her to slip on her boots. With both dressed, Chris pulled her skis and his board out and after locking the truck up, they made their way to the lodge to pick up their lift tickets; Emily's friend had already transferred everything over into Emily's name, so there was no issue picking things up.

As they walked to the base of the mountain Chris asked, "So, where do you want to start?"

"How about we just do the lower mountain for a little bit, then after lunch we can do the whole mountain?"

"Sounds good."

They walked towards the lift and after getting their skis and snowboard on, made their way to the lift, got in the short line and within a couple of minutes they were on the chair lift with two others, making their way up. They spent the next couple of hours making their way down the mountain, gradually increasing the trail difficulty until they came to the lift again around 1:15 and Emily said, "Okay, I'm getting hungry."

"Thank God! I am too."

She let out a laugh, "So the gondola lift is over there, want to ride to the top, there is a restaurant at the top there?"

"Yeah, Roadhouse is really good for quick stuff."

They took their skis off and made their way over to the gondola house and climbed aboard the next gondola with two others. For the next 20 minutes, they made small talk with the other two and enjoyed the comfortable ride up, checking out the beautiful views and the great weather.

After arriving at the top, they made their way off the lift, and after locking up their equipment up outside, made their way into the lodge and ordered lunch. They spent the next half hour enjoying their burgers and beer, talking about stuff going on around the world, and people watching a bit. As they were finishing up, Emily said, "Okay, get rid of our trays while I go to the bathroom, then we'll go?"

"Sure, I need to pee too, I'll meet you back outside."

They went their separate ways, and as Chris left the bathroom, he noticed Emily ahead of him, and couldn't help but notice her ass shake a little as she walked in her ski boots. Emily stood about 5'5 and maintained a very fit body. She had played soccer through high school and even in college when she was at Western Washington. That left her with a great toned ass, and a thin waist, as he watched a couple of guys follow her with their eyes, he smirked and thought about how they could look, but he would be the one enjoying her later.

When he got outside, he found her zipping her coat back up and fiddling with the lock he had put on their equipment, she looked up and smiled, "What the hell is the combo?"

He laughed, "Impatient are we? 615."

She worked the numbers and after retracting the cable, handed him the lock back, where he shoved it in his backpack. "Can you put this in there too?" She asked as she handed him a full Nalgene.

He put the bottle in his pack, and then said, "Okay, what do you say we go down that black, then the blue back down to the village."

She nodded her head and then after pulling her goggles down said, "Catch me if you can." She pushed off and was gone before he was even clipped back into his board. He laughed, clipped in, started his music, then took off after her, watching her for her green coat in the distance so as not to lose her.

As they passed the mid-station lift, he did begin to catch her, but a small child from the ski school cut across his path causing him to slow down and 10 minutes later he came to a stop beside Emily. He took a deep breath, "I would have had you if it wasn't for that kid."

She laughed and flicked snow off her ski towards him, "Surreee...come on, let's go."

He unstrapped and followed her back to the gondola house and when they walked in, one was pulling out of the station, leaving just them on the platform. The attendant smiled as the next one pulled in, "Looks like just you guys. Just so you know, mid-station is closed for the rest of the day."

They both nodded and stowed their equipment before climbing aboard and pulling out of the station. As they cleared the station and started up the mountain, they both stripped their helmets and jackets off because the sun had heated the gondola up nicely.

They talked for a few minutes about the run, before Emily said, "Hey, can I have that water bottle?"

Chris dug through his bag, pulling it out and then leaning forward to hand it to her. Emily unscrewed the cap and took a drink; she commented about how beautiful the view was and went to take another drink, but when she did, they passed over a lift tower, causing the gondola to bounce and the water to spill down the front of her light blue t-shirt.

Chris burst out laughing as she groaned and wiped her mouth before sitting back up, "Fuck!"

Chris continued laughing, before finally taking a breath and saying, "That sucks."

She tossed her water bottle back at him, then pulled her shirt away from her body to survey the damage. "Well this is just great, we've got another two hours of skiing left. Oh great, this shirt is thin and is gonna be see through."

Still laughing softly, Chris said, "If you wanted to do a wet t-shirt contest, we should have gone somewhere warmer."

She glared at him, then realizing the silliness of the whole situation, she smirked, "You would love that wouldn't you."

He returned her smirk, "I don't need you in a wet t-shirt contest, I've enjoyed the view sans shirt a lot of times."

By this point they were above mid-station and almost to the top. Emily looked around, getting an idea in her head, she lifted her ass as Chris watched, unbuttoned her pants and quickly untucked her shirt before sitting back down and fastening her pants again. Chris looked on as she quickly peeled her shirt off and tossed it at Chris, "Put that in your backpack."

Chris pulled the shirt off his face and looked on as Emily leaned back in just her white v-neck sports bra. He couldn't help but stare, noticing the faint outline of her nipples pressing against the fabric and the cleavage of her 32C breasts spilling slightly over the seams. "Comfy?" he asked as he leaned forward, never taking his eyes off her as he put her shirt in his backpack.

"Actually yeah, it's nice to get some fresh air. Is there a problem?"

"Not from me, just adds to the scenery. Although we are getting close to the top, you may want to put your jacket back on."

She looked at him slyly as he shifted subtly, "Why's that?"

Chris could feel his cock hardening slightly and said, "I dunno how the ski patrol would feel about you in just that."

"Oh...well I don't want to get us in trouble." She shrugged her jacket back on as he did the same and they began to get ready to get off. When they pulled into the station and the gondola came to a stop, they both stood, and Emily moved toward the door first. This allowed Chris to get behind her and give her ass a squeeze. Emily audibly sighed as the door opened and let out a soft, "Yes please."

He smirked at her reaction and followed her off the gondola where they gathered their equipment and made our way back out to the slopes. Chris sat down in the snow, strapping into his board, "Want to do that same run again?"

"That sounds good, I liked that. I'll let you keep up this time."

He laughed and popped to his feet, "I dunno, I kinda liked the view from behind."

She smiled, "Of course you did, you always love that view." She pushed off, and he shook his head before following her down the mountain.

Once again, they made it down the mountain in about 25 minutes with Chris enjoying her graceful moves as she carved her way down the mountain. When they got to the bottom, the sun was beginning to sink low on the horizon, and the gondola attendant told them, "Probably have one, maybe two more runs before 4:30 folks."

They thanked him and after loading their equipment, they found themselves alone again. As they pulled out of the station, Chris found Emily sitting on the same side instead of across from him, she once again shrugged her coat off, leaving her in just her sports bra, he took his coat off and shook his head. She replied, "What?"

"Just you teasing me."

"I am doing no such thing."

He laughed, "Bullshit, from sitting here in just your sports bra, the sighing when I squeezed your ass."

"That felt good!"

He laughed, "Well duh, then following you down the mountain as you moved so effortlessly, you know what you are doing to me."

She placed her hand on his upper thigh, causing him to sigh himself, "Sorry, I'm not sorry, want me to do anything about it?"

He tossed his head back and laughed as her hand began to slide upwards, "Well yes, but we have to get back down the mountain first."

Emily's hand skipped over his crotch and settled on the snap of his pants, "Well, we probably have another 15 minutes until we get to the top." She unsnapped his pants and then continued, "I bet I can make you cum in that amount of time."

"Oh you do?"

"Yeah, do you want me to make you cum baby?" He nodded his head and she continued, "Okay good, lift your ass and pull your pants down."

As he pulled his outer pants and sweats down, then spread his legs, Emily moved to the floor and got as close to him as she could, then helped him pull his boxers down, allowing his cock to spring free. She looked up at him and gave a half smile, before lowering her mouth to the head of his penis, opening her lips and taking it into her mouth, sucking gently.

Chris let out a sigh as she flicked her tongue along the underside of the head before parting her lips and taking his cock deeper into her mouth. As the gondola continued to make its way up the mountain, Emily worked her lips along the length of his shaft as he let out sighs and soft moans as he ran his hands through her hair.

She opened her mouth a bit more, taking him as deep as she could. He let out a groan and gently pulled her into him, causing her to gag a bit before she pulled back and stroked his shaft with her cock while she took a breath. She looked up at him, "How much further?"

He took a breath also, then said, "Probably another 5 minutes."

"Then I better get to work."

She opened her mouth, taking his head, then shaft between her lips and began to work it up and down, causing him to groan in pleasure. With his shaft thoroughly coated in her spit, she moved her lips to the head and wrapped her hand around his shaft, working it and her lips on his cock. He began to groan more, and subconsciously lifted his hips, pushing his cock slightly deeper into her mouth; within another 15 to 30 seconds, he groaned and said, "Fuck Em, I'm cumming."

She moved her lips to just under his head and sped her hand up while sucking a bit firmer. She heard him groan and felt the first spurt of cum hit the back of her throat; she quickly swallowed as the next spurts followed soon after. She quickly swallowed them, tasting the sweet saltiness of his cum as she gently resumed moving her mouth, running her lips over the shaft, cleaning him up.

She let his softening cock slip from her mouth and looked up at him as he took shallow breaths; she smiled, "Feel better?"

He looked down at her, "Fuck that was hot."

She rocked back on her heels, "I'm glad you enjoyed it. How close are we to the top?"

"A couple of minutes."

"Perfect timing then." She stood up and moved to the seat next to his, as he began to pull his pants back on. He took the water bottle out of his backpack, offering her a sip, then taking one himself. With his pants back on and them both dawning their jackets, they stood as the gondola pulled into the station. Once the gondola had come on a stop, they exited, grabbed their gear and made their way outside to the slope.

Chris looked at his watch, "It's just before 4, so this will be our last run of the day."

Emily pushed over next to him as he strapped his board on and said, "Sounds good to me. I'm pretty wet, so it's a good thing we are about done." He looked up at her but before he could say anything, she smiled and pushed off, "Seeya at the bottom."

He shook his head and popped up, chasing her down the mountain, but once again like earlier, he couldn't catch her, and after ten minutes of trying, he just settled in to enjoy the view of her body moving down the mountain and the natural scenery as the sun sank below the ridge lines.

When he finally reached the bottom of the mountain, he found Emily unsnapping her skis and removing her goggles to smile at him, "About time you got here."

He laughed, "Well I'm still trying to get the blood going to the right place."

She laughed as he unsnapped his bindings and picked his board up, "Come on, we can check into the hotel now." He nodded and they made their way back to the truck, tossing their equipment in the bed before grabbing their bags from the back seat and then made the short walk back towards the Westin.

They got checked in and made their way to the room after confirming that their reservations were for seven. Once they got to the room, they admired the view of the mountain and Chris remarked, "Damn, what does your friend do?"

Emily laughed as she began to strip out of her ski gear, "It's just Brittany, you've met her."

Chris thought to himself, remembering meeting Brittany and her husband Steve, and vaguely remembering that she was an accountant, and he was a corporate headhunter. "She's the accountant, right?"

Chris turned to Emily, seeing her in her sports bra and leggings, "Yep, that is her." He nodded and she continued, "So, I'll shower first, then you can shower while I dry my hair."

He pulled his own jacket and pants off as she began to dig through her suitcase, once he was down to his own t-shirt and sweats, he walked up behind her, pressing his semi-hard cock against her ass and gently standing her up straight until they were pressed against each other. As his hands traced up her tight stomach, moving toward her breasts, she groaned and then pulled away from him.

She turned and pointed at him with a smile on her face, "Keep your hands to yourself mister!"

He laughed, "We could conserve water, you know?"

"NO!" she said with a giggle, "We will have plenty of time later, now I'm going to go shower, you need to calm down!"

She pushed past him heading towards the bathroom carrying her toiletries, as he sighed, flopped down on the couch, and turned on the TV. About 15 minutes later, Emily emerged wrapped in a towel and said, "Your turn!"

Chris shook his head and grabbed his own toiletries and clothes, heading into the bathroom, but not before Emily gave him a swat on the ass, causing him to turn and say, "Now you quit! You told me no, so you have to do the same."

She laughed and sat down at the small table and pulled her make-up mirror out, "You don't get to tell me no, you know how this works." Chris grunted, knowing she was right and made his way into the bathroom that was still steamy and smelled like her body wash. Once his shower was done, he returned to the main room finding Emily just zipping up her skirt. "Wow, you look hot."

She smiled back at him, "I figured you'd like this, considering green is your favorite color."

He smiled back, knowing that she was right. She had chosen a black leather mini skirt that was definitely on the mini side, rising six to eight inches above her knees. On top, she wore a green, knit sweater, but when she turned around, revealed that it was backless, held together only by the neck and the fact that it was tucked into her skirt and revealing that she was braless. She topped the outfit off with a pair of black ankle boots, giving her a casual but sexy look.

He set his dirty clothes in his bag and pulled a gray Henley out, slipping it on, before grabbing his own black boots and sitting on the bed to put them on. Looking down at his last boot, Emily's legs moved into his line of sight, and once his boot was tied, he slowly sat up, running his hands up the back of her legs, causing her to shutter as his hands passed her knees and started up her things. Just as they reached the hem of her skirt, he stopped and smiled up at her, "Ready to go?"