Hands Down, Best Vacation Ever

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smithE101
smithE101
518 Followers

"So do you ever, um, how do I say this, do you ever wear my panties?"

"No, not really," Kyle replied.

"Hmmm, not really uhh," Ashley "Sounds like you've given it some thought."

"Well, I guess," Kyle began to say before being cut off.

"I think you should," Ashley firmly stated, catching Kyle off guard.

"Well it's not really my thing," Kyle objected, eliciting a cackle from Ashley.

"Not your thing? So your thing is sniffing your sister's panties and jerking off to her pictures but wearing them is over the line? Look, there's a gas station, pull over here . . . now."

Ashley's stern direction was enough to get Kyle to pull into the gas station's parking lot. He then looked on in astonishment as his sister reached beneath her hiked up jeans skirt and remove her underwear. Ashley readjusted her skirt then held up a pink cotton thong to Kyle.

"I want you to go into the restroom and put these on."

Kyle sat there silent.

"Come on, don't waste time, mom and dad will be expecting us, besides, you might surprise yourself and like it," Ashley encouraged.

Kyle took the pink garment from his sister; it was warm to the touch. He made his way over to the restroom and entered the brightly fluorescent lit room. Now stood in a stall, the young man couldn't help but stare at the pink thong he clutched in his hands, more precisely the clearly evident damp spot at its center. Kyle quickly removed his jeans then slid off his boxers. He couldn't believe it when he stepped into the opening of Ashley's thong and began sliding them up his legs. Ashley's petite frame made sure for a tight fit, and Kyle's hardening cock didn't help the matter. Kyle pushed his cock to the side against his leg and pulled Ashley's thong up around his waist. He quickly put on his jeans and headed back to the car. As he walked, he couldn't help but feel awkward at the feel of the thin strip of cotton lodged between his butt cheeks or the tightness of the crotch of Ashley's panties clinging to his skin, keeping his manhood hard.

Sitting down in the car, Kyle looked over to Ashley who couldn't hide the smile on her face. He handed her his boxers, which she gladly took.

"So, let's have a look," she teased.

Kyle rose up the side of his white polo shirt and they both looked down to the pink waistband peeking out from his blue jeans. Ashley reached over and hooked her index finger into the waistband of her panties, tugging it a bit then releasing it, giggling as it snapped back against Kyle's skin. She then boldly reached over to Kyle's crotch, pressing her hand between his legs. She smiled, feeling his erection and gave it a firm squeeze. Kyle couldn't believe what was happening and emitted a shy groan.

"Told ya you'd like it," Ashley chirped before retrieving her hand, "Come on, let's get back on the road."

During the next forty-five minutes it took to reach Big Bear, Ashley and Kyle acted totally normal towards each other. They both avoided bringing up the awkward fact that Kyle was wearing Ashley's underwear, and probably equally awkward fact that Ashley wasn't wearing underwear. As they weaved through winding roads getting closer and closer to the log cabin resort, Ashley took keen notice of Kyle's frequent glances at her legs. Ever the tease, she placed her hands on her skirt and slowly began hiking it up her body,

"Enjoying the view Kyle," she joked.

Kyle's eyes widened as more and more of Ashley's creamy white inner thighs became revealed. The devilish minx stopped right at her waist, giving Kyle just the slightest view of her shaven pussy.

"Aww, looks like playtime's over," Ashley stated as she readjusted her skirt to a presentable state.

Kyle's disappointment was almost audible as he pulled into the parking lot of the lavish log cabin resort. The siblings got their bags out of the trunk and wandered into the resort lobby. Coincidently, they ran into their parents in the lobby who were on their way to lunch.

"Hey guys, how was the drive?" Elaine greeted, hugging both her kids. Ashley had to stifle her laughter when she looked over and saw Kyle's polo shirt riding up his sides, as he hugged his mother, revealing his pink secret. Kent handed a keycard to Kyle,

"You guys are in 212," he stated, "Go drop of your bags and then join your mom and me for lunch."

Although advertised as a log cabin, the resort was more similar to a lavish hotel with a log cabin décor. Kyle and Ashley made their way to room. Upon entry, they both had to hide their glee of having a room to themselves, not wanting the other to know just how excited they were. They both stored their luggage and were about to leave when Ashley held Kyle back,

"You know, you don't have to wear them all the time, especially if we're going to be around mom and dad. You could take them off if you want."

Kyle, slightly relieved, turned towards the bathroom to go change underwear, but was again held back by Ashley,

"One catch though," Ashley whispered, her voice changing from caring and sincere to something more sultry and sinister, "You have to change out here, infront of me."

Kyle was caught somewhat off-guard, never imagining his sister could behave like this, but at the same time he was unimaginably turned on.

"Okay, Ash, you're the boss," he stated as he turned to face his sister.

"Mhmm, the boss, I think I like the sound of that," she replied, taking a seat on the edge of the bed.

The two smiled nervously at each other, and then Kyle began to unbuckle his jeans. He was soon lowering his jeans down his legs and around his ankles. Ashley's cheeks were flush, almost embarrassed for her brother as she stared at the amazing sight of him stood in her panties. His cock was stiff and throbbing, pushed to the side by her panties, his dark curls peeking out from behind the pink fabric. Kyle continued, hooking his fingers into the waistband and peeling Ashley's underwear off his body. He now stood before a speechless Ashley, his manhood proud and protruding. Ashley stared for quite a while,

"Wow Kyle, that's bigger than I expected, quite nice looking too," she complimented.

"Do you think you could lose the shirt too...just so I have a complete picture," Ashley politely asked.

The blonde had never really viewed her younger brother as a sexual being that she might be attracted to, but there was no denying the warm churning in her body as she ogled a half nude Kyle.

Kyle relented to Ashley's request and removed his white polo and now stood in front of his sister completely nude. Ashley took in the view before her, Kyle was more fit that she would have imagined, not bulky or over the top ripped but there was no flab to be seen. Her eyes traveled across his broad hairless chest, down to a flat taut abdomen. His stomach had the slightest hint of a muscled six pack and his skin was sleek and tight. There was no ignoring his arching erection, which she could visibly see throbbing. Ashley suddenly found herself becoming heated.

"Okay, you better get dressed," she forced herself to mutter as she walked to the bathroom and dampened her face with some cold water.

When Ashley returned, Kyle was all dressed in his jeans and polo shirt. As they headed to the door, Kyle paused a moment,

"Wait, aren't you going to put those on?" he questioned, directing Ashley's attention to her pink thong on the bed.

Ashley thought for a second,

"Umm, no, it's way too hot down there right now for that," she said with a smirk, then exited the room.

Kyle blushed at the statement and followed his sister back down to the restaurant.

The siblings joined their parents for lunch. All the way through their meal, Kyle and Ashley kept stealing awkward glances at each other. They were hopeful that they were discreet enough as to not alert their parents or anyone else to the antics they had been up to. After lunch Elaine and Kent paid the bill and stood up from the table,

"Your dad and I are gonna check out the spa, you're welcomed to join us or go out exploring on your own," Elaine stated.

Kyle and Ashley looked at each other then back to their mom,

"I think we're fine on our own mom," Ashley replied.

"Okay kids, have fun," their dad retorted before the couple left.

Ashley turned to her brother,

"Wanna take a walk by the lake?"

"Sure," Kyle replied, following his sister's lead out the restaurant and into the warm sun of the outdoors.

The twosome made their way down to a manmade beach section of the lake which was quite crowded with vacationers. They opted for a walking trail that hugged the edge of the lake. Kyle was taken aback when Ashley took his hand in hers as they walked. He looked over to her smiling face.

"Ash, what are we doing? If someone saw us. . .if mom and dad, I just think we should try to go back to how we were before," Kyle nervously stammered.

"Oh don't worry Kyle, mom and dad are at the spa, if anyone saw us they'd just think we were a couple."

"I know but, we shouldn't be doing this, we're brother and sister," Kyle affirmed.

"I know we're brother and sister, and you said it yourself, you've never been more turned on than when you were looking at pictures of me or using my panties to jerk off with," Ashley replied.

"But that was just me by myself, this, now, what we're doing together, I mean. . . how far," Kyle started to say before stopping midsentence; he couldn't bring himself to ask.

Ashley smiled teasingly, knowing exactly what Kyle wanted to ask. She took Kyle's hand and abruptly placed it on her ass,

"Listen, I know I'm having fun, are you having fun?" she asked, before placing her free hand on Kyle's crotch, feeling his hardening cock, "And I can tell if you're lying," she added with a coy smile.

"Yes, I'm having fun," Kyle admitted.

Ashley released her grip on Kyle, and raised his hand from her ass to around her shoulder as they continued their walk,

"Good, then that's all that matters. Just don't think about it and let whatever will happen, happen."

Kyle was finally convinced and the two continued with their stroll. Ashley phone began to ring and she quickly answered, while walking up to the resort. After a brief conversation she turned to Kyle,

"That was mom, she and dad are going to a wine tasting, wanted to know if we wanted to come along."

"Not really my thing, but I know you're into that stuff. You should go, the drive up has me kinda tired anyway, I feel a nap coming on," Kyle replied.

"Ahhh, I see, send me off to get nice and drunk while you rest up, I see what you're getting at," Ashley teased.

Kyle just smiled at her suggestive comment.

"See you when I get back then," Ashley chirped before the two parted ways.

Kyle was awakened by the loud ringing of his cell phone, he'd gotten a text. Still in a daze from his slumber, he scanned the empty room, and then looked over to the clock. His quick nap had apparently turned into a four hour knock out as he saw it was almost midnight. Holding up his phone, Kyle read the message,

"Post-it note on the TV," was all the text said.

Kyle now turned his attention to the television where sure enough, there was a post-it stuck to the screen, Ashley had definitely been in the room. Kyle rolled off his bed and walked up to the television. Holding the post-it in his hand, it simply read,

"Meet me in the hot tub." There was a smiley face in the corner.

Kyle quickly got changed into his bathing trunks and a t-shirt, grabbed a towel and headed downstairs. He made his way through a wooded path to the resort's pool, then up to the wooden deck where he spotted Ashley, clouded by steam billowing from the hot tub she was sat in. The place was almost deserted except for a middle-aged couple in the nearby pool.

Ashley saw Kyle approaching,

"Hey sleepy head," she greeted as Kyle removed his t-shirt and joined her in the heated water.

"Hi, how was the wine tasting?" Kyle asked, positioning himself on one side of the hot tub, Ashley to his left on another side.

"Great, although I think I did a bit more drinking as opposed to tasting," Ashley replied. Kyle took notice of her bubbly mood and the very slight hint of a slur in her speech.

"Well, looks like you had fun," he teased.

"Mhmm hmm. . . . what about you, did you sleep the whole time or were you having fun by yourself?" Ashley asked.

Kyle returned her smile,

"No, I slept the whole time, guess the drive really took it out of me."

"Ahhh. . .I see," Ashley replied, her mind seeming to wander.

Just then, Kyle was startled when he felt Ashley's foot travelling along his thigh. He looked over and saw they guilty smile on Ashley's face. It didn't take long for Ashley's foot to find its way to Kyle's crotch. She rubbed around till she could feel him getting hard.

"Mhmmm, somebody's up for funtime," she whispered.

Kyle was in heaven but still couldn't help but look around nervously, that's when he saw it.

Ashley saw Kyle's gaze was focused elsewhere,

"What are you looking at?" she questioned.

Kyle turned to her and whispered,

"The couple in the pool. . .they're doing it."

"Nuh uh," Ashley responded, all the while still massaging Kyle's cock with the sole of her foot.

"I'm telling you, they're fucking," Kyle asserted.

"No way, in the pool, it's out in the open, at least the hot tub is kinda hidden, you just have sex on the mind Kyle," Ashley replied.

"I'll bet you," Kyle stated, shifting his head around, trying to discern if indeed the couple were having sex.

"Whatever," Ashley dismissed as she too look on.

After a couple minutes of observing, the couple exited the pool, everything looked normal.

"See, they were probably just cuddling," Ashley stated.

After studying the view, Kyle's face suddenly lit up,

"Look, in the guy's right hand, I told you!" Kyle announced victoriously.

Ashley craned her neck to see what Kyle was going on about, and there it was; the guy was clutching an unwrapped condom.

Kyle sat there proudly, now massaging Ashley's foot in his lap.

"Wow, guess you were right. So . . . what do you want?" Ashley asked teasingly.

"What do you mean?"

"We made a bet, you won, what do you want?" Ashley repeated.

Kyle had almost instantly forgotten about his 'bet' such was the frivolity with which it was made.

He sat there thinking, playing with Ashley's toes.

"Okay, I've got it," he announced.

Ashley seemed to share his excitement.

"It's nothing too extreme . . . you have to sit on my lap for five minutes," Kyle stated.

Ashley smiled,

"I like it."

With that, she slowly made her way over to Kyle,

"Now we're having fun," Ashley giggled as she squirmed her way onto Kyle's lap.

Right away she could feel the arch of her brother's rock hard penis pressing against her ass. Ashley wiggled her butt against Kyle, enjoying every savory second. When she finally settled, Kyle's cock was firmly planted along the crack of her ass. Ashley leaned back, resting her back against Kyle's chest, feeling the warmth of his skin.

"So Kyle, is this what you had in mind?"

Kyle brought his arms up, wrapping them around Ashley's stomach, letting his hands rest right on his sister's bikini clad groin,

"This is more what I imagined," Kyle quipped.

"Mhmm, someone's grown in confidence," Ashley replied, feeling Kyle's fingers resting on her inner thigh.

Ashley took Kyle's hands in hers then placed them on her thighs. The blonde minx started to rub her thighs with Kyle's hands. As Kyle began rubbing Ashley on his own, Ashley removed her hands, bringing them up to her breasts. She looked over her shoulder to Kyle to get his attention, then they both looked down to her chest. Kyle looked on in amazement as Ashley pulled one half of her blue bikini top to the side, revealing her right breast. The nineteen year old stared at his sister's ripe flesh, half above, half below the swirling water. Ashley looked back into Kyle's eyes, watching the delight on her brother's face as she cupped her pert sweetly curved mound. After giving herself a gentle squeeze, she let her fingers flick over the pebbled tip of her rosy nipple.

By now, Kyle's hands had made their way up to the heavenly V, atop Ashley's thighs. Just as he tiptoed his fingers along the plump lips of her vagina pushing against her bikini bottom, Ashley slid off her brother and seated herself beside him.

"I think your five minutes are up mister," she teasingly explained.

Ashley took pleasure in the disappointing groan Kyle emitted; she loved teasing him.

Sitting shoulder to shoulder with Ashley, Kyle looked down at his sister's heavenly face. His body felt so charged, and without thinking, he leaned over and pressed his lips against hers. Their kiss was intoxicating and even though Ashley was caught somewhat off-guard she was extremely pleased with Kyle's boldness. As their tongues met in Kyle's mouth, encircling each other, the young man felt Ashley's dainty hand rubbing his chest, moving lower and lower. Ashley could almost feel Kyle's smiling lips pressed against hers as she slipped her hand under the waistband of his trunks and wrapped her fingers around his erection.

Feeling Kyle's manhood pulse in her grasp, Ashley slowly began to pump his shaft. They broke their kiss and now stared deeply into each other's eyes.

"I bet you're pretty happy about me catching you the other night now huh?" Ashley rhetorically questioned. There was no reply from Kyle, except for a gruff moan.

"You need to tell me when you're gonna cum," Ashley cautioned, to which Kyle nodded.

Ashley continued stroking her brother's swollen flesh, wondering if he know just how much she was also enjoying the moment.

A couple moments later, Kyle looked into Ashley's eyes with urgency,

"I'm close Ash," he announced.

The tormentful Ashley quickly released her grip on Kyle, causing him to groan, just short of his ecstasy.

She kissed him on the cheek,

"Sorry bro, but I just don't think it's a good idea to spill your seed in a public hot tub."

With that she got up out of the hot tub and grabbed her towel,

"Besides, I can't let all that hot cum go to waste without tasting it," she said with a wink, "Join me upstairs when you, uhh, ahem, cool down," she added with a gleeful chuckle.

Kyle just sat there in his agony, his cock rock hard and throbbing. Even watching his sister walk away was a tease, given the fact that most of her bikini bottom was lodged between her perfectly round butt cheeks. After a couple minutes Kyle composed himself and made his way out of the hot tub. He hurriedly grabbed his towel, thankful for something to use to conceal his lingering hardon. He rushed upstairs to the room.

The first thing he noticed was Ashley's towel, along with her bathing suit was on the floor, right at the entrance to the room. He looked over and saw his sister on her bed, just her head, peeking out from the plush white covers.

Kyle did a quick job of drying his body with his towel then tossed it and his t-shirt on the floor along with Ashley's wet stuff. He began to approach Ashley's bed when she stopped him,

"Nuh uh mister, you're not getting into my bed with those went trunks."

The siblings smiled at each other as Kyle hooked his fingers into his swimming trunks and peeled them down his legs. His cock had regained full hardness as he stood before his admiring sister. Kyle felt a bit awkward standing there naked while Ashley gawked at him but that feeling was soon alleviated when his sister flung the covers to the side, revealing her nude body.

It was the first time Kyle had seen his sister completely naked and it was breath taking. Her skin looked taut and smooth, her legs firm and slender but still shapely. Kyle ogled his sister's flat stomach and the two wonderfully petite mounds of pert flesh perched above. Her little rosy nipples looked hard as steel. Then, there was the center of paradise between Ashley's legs. The lips of her bare pussy were swollen and reddened, glistening under the light of the room. Kyle was staring at the flowery folds which seemed to turn him on beyond belief when Ashley snapped him from his daze,

smithE101
smithE101
518 Followers