My supervisor, Jessica, sat across from me in my office as we put the finishing touches on the project we had been tirelessly working on for the past couple of weeks. Her delicate hands gathered the loose documents and arranged them neatly in their folders. As she leaned back in her chair, she asked with a warm smile, “Do you have any plans for the weekend?” The soft glow of the desk lamp illuminated her features, highlighting the slight wrinkles around her eyes that spoke of wisdom and experience.
I shook my head slightly and replied, "No, not really."
Jessica's smile widened, “I rented a private, three-bedroom cabin at the lake for the weekend. I'm taking my daughter and one of her friends up there and wondered if you'd care to join us. I was planning on getting out of here around three tomorrow and getting back into town Sunday evening. It's about a three-hour drive from here."
I couldn't help but consider the offer for a moment. The idea of escaping the busy city for the tranquility of the lake was incredibly tempting. "Count me in," I found myself saying with a smile. "A weekend at the lake sounds perfect."
"Great!" Jessica exclaimed, her excitement palpable. "Just bring your overnight bag with you tomorrow. We'll head out from here and swing by my place to grab the girls." She snatched up the files and headed for the door with a little bounce in her step.
Glancing at the clock on the wall, I decided to call it quits for the day. As I left the office, my mind was already racing with anticipation for the upcoming weekend. The drive home felt longer than usual as I played through potential scenarios at the lake house.
By the time I reached my apartment, my excitement had built up a palpable energy. That evening, I packed a small bag with clothing and essentials, making sure to include items that might prove useful at the lake house. As I climbed into bed, I couldn't help but feel a surge of excitement for tomorrow.
FRIDAY
I entered the office carrying my bag for the trip to the lake. Shayla was sitting at the reception desk and greeted me as I entered. “Hi Jake, all packed for your trip to the lake?” she asked playfully.
“It seems that everyone knows everything around here,” I replied chuckling.
Shayla grinned, and lowered her voice as if sharing a secret. "It's hard to keep anything under wraps in this place, but you know what? I think that makes things more exciting."
I laughed and shook his head, appreciating the open and playful nature of the office. "I guess you're right," I agreed, as I went past on the way to my office.
I sat at my cluttered desk, the bright screen of my computer glaring back at me as I struggled to focus on work. But my mind kept wandering, consumed by thoughts of the upcoming weekend getaway. I couldn't help but smile as I thought about Jessica, a woman who held an inexplicable hold over me even though she was almost old enough to be my mother. She exuded confidence and elegance, and every time we exchanged flirty glances in the office or went out for drinks with coworkers, I was left feeling both thrilled and nervous. My heart raced at the mere thought of her, causing a fluttering sensation in my stomach that I couldn't ignore.
As 3:00 approached, I cleared off my desk, shut down my computer and headed out ready for the weekend. I ran into Jessica in the lobby, she looked like she was just as anxious to get away as I was. “Ready for some fun?” she asked excitedly.
“You bet, I have been looking forward to this,” I replied as I held the front door open for her. Overnight bag in hand, I walked with Jessica to the parking lot making our way to her SUV. We discussed possible activities we could engage in at the lake as Jessica drove to her house to pick up the girls. When we arrived, the two 18-year old teens were waiting in the driveway eager to get going.
The girls tossed their bags into the back and jumped into the rear seat, chatting incessantly. Looking into the rearview mirror to address the girls, Jessica said, “Girls, I’d like you to meet my coworker Jake. Jake, this is my daughter Lily and her friend Holly.”
I peeked into the backseat and flashed a charming smile, “I’m pleased to meet you both.”
Lily, who looked like a younger version of her mother, gave a shy wave and said, "Hello," while Holly looked directly at me with her dazzling blue eyes and tried to sound flirtatious, “Hi, Jake. I have a feeling we’re going to have a lot of fun this weekend.”
I winked playfully at her before turning back to look ahead through the windshield. Jessica continued, “Now, I know you're both excited, but remember this is a relaxed weekend. We're going to take it easy, enjoy the lake, and just have some simple fun together. So no wild antics, okay?" Her tone was light but firm, the maternal instinct evident in her soothing voice.
Lily nodded enthusiastically, her light brown hair bobbing as her hazel eyes sparkled with anticipation. "Of course, Mom. We're just glad to be getting away for a while. Right, Holly?"
Holly, a bubbly blonde with a contagious smile, agreed. "Absolutely! It's going to be so much fun. Plus, I can’t wait to show off my new swimsuit," she added, causing Lily to giggle.
Jessica smiled at the girls in the rearview mirror as she put the SUV in gear and pulled out of the driveway. The drive to the lakefront retreat was filled with laughter and lively conversation, I occasionally joined in or added a witty comment that made everyone laugh even harder. As we neared our destination, the scenery shifted dramatically. Tall pines lined the narrow road and the air grew crisper, the fresh scent of the forest filled our lungs.
The sun was just starting to set when we arrived at the secluded cabin. As we drove up the drive, I was struck by the serene beauty. The structure itself was a stunning blend of modern and rustic architecture with vast windows that offered breathtaking views of the shimmering lake. I grabbed the bags and we walked up the stairs to the front porch.
Jessica unlocked the door and we stepped inside, immediately taken by the cozy yet elegant interior. Polished wooden floors reflected natural light that streamed through the windows, and a grand fireplace promised warmth for the cooler evenings. There was an expansive deck with a large hot tub that looked particularly inviting.
Jessica claimed the master bedroom, while I chose the smaller of the two remaining rooms, leaving the larger remaining room for the girls, who would be sharing. We unpacked our bags and began settling into our respective spaces. Jessica had brought groceries and started cooking a delicious meal, while I opened a bottle of wine and poured two glasses. We sat around the table, enjoying each other's company and the tasty dinner that Jessica had made. After finishing the meal, I helped Jessica clear the table and tidy up, while the girls chatted and laughed in the living room. Once the dishes were done, Jessica suggested we head out to enjoy the hot tub. Excitedly, the girls jumped off the couch and headed to their room to change into swimsuits. Jessica and I laughed at the girl’s eagerness and went to our rooms to get changed. I was first one ready and settled into the already warm and bubbling hot tub waiting for the others to join. The cool evening air contrasted pleasantly with the warm bubbles that enveloped my body. I closed my eyes and let the jets massage my muscles, soothing away the stress of the workweek.
A few moments later, I heard giggles and the sound of footsteps on the wooden deck. Opening my eyes, I saw Lily and Holly, each wearing swimsuits that highlighted their youthful figures. Lily's bikini was a burst of bright teal, its vibrant hue echoing the depths of her hazel eyes. The fabric hugged her curves in all the right places, revealing just enough to tantalize the imagination. On the other hand, Holly's monokini left very little to the imagination. The barely-there fabric was a playful pink, perfectly matching her bubbly personality and carefree attitude. They both wore wide smiles as they stepped into the hot tub.
"Wow, this feels amazing!" Lily exclaimed as she sat across from me, her skin glistening from the steamy water.
Holly posed in front of me and asked seductively, "What do you think of my new suit?" With a flourish, she spun around, giving me a view of her bare back and the floss-like thong that left little to the imagination. The smooth curves of her hips and the gentle slope of her ass were on full display, very enticing!
A smile tugged at the corners of my lips admiring the boldness of this young girl. "I like it, it's very nice," I replied politely.
"Wait, you have to see the front again," she insisted as she turned to face me. "Do you think it's too small?" Holly asked with a pouty expression, her voice sounding innocent as she slowly ran her fingers along the tiny pieces of fabric covering her small breasts.
"It's perfect," I responded taking in her lithe form.
Lily let out an exasperated sigh, "Oh for Christ's sake, Holly!" Holly giggled as she sat down next to me and playfully splashed a little water at her friend.
Jessica stepped gracefully onto the deck, clad only in a navy blue string bikini bottom. I stared, my mouth dropping slightly open as I watched her ample bare breasts bounce as she walked towards the tub. Her areola were large and round, a dark rich hue of mauve that contrasted beautifully against the smooth creamy skin. I could imagine the velvety softness of her skin, the heft of her full breasts, which I yearned to touch.
A bright smile lit up her face as she settled into the bubbling water beside Lily, letting out a contented sigh. "This is exactly what I needed," she purred, tilting her head back and reveling in the feeling of warmth against her skin.
“Mom!!” Lily gasped, her eyes widening in shock at the sight of her mother's exposed breasts.
Jessica didn’t even open her eyes as she murmured, “Relax Lil, they're only boobs.”
Holly laughed and reached behind her neck to untie the string holding on her top, exposing her breasts as well. Holly teased Lily, “You're so uptight! Why not let loose a bit?” Her tone was playful, yet edged with a hint of challenge.
Lily glanced nervously at me, her cheeks flushing slightly pink. "I don't know… I am too… too embarrassed," she stammered, tugging uncomfortably at her bikini top.
Ever the gentleman, despite really wanting to see her tits, I shifted the atmosphere back to relaxation and comfort. “Hey, you shouldn’t feel pressured to do anything you don’t want to do,” I reassured Lily with a soothing voice. "Let's just enjoy the hot tub and the beautiful night.”
Jessica nodded in agreement, opening her eyes and looking at her daughter with a gentle expression. “Do whatever makes you feel comfortable, sweetheart.”
The tension eased out of Lily's shoulders as she smiled gratefully at me and her mother. While the three of us were talking, Holly had slyly removed her suit entirely and dropped it over the side of the tub onto the deck.
Feeling more relaxed, Lilly exclaimed brightly. “Let’s play a game or something!”
Holly proposed we play 'Truth or Dare,' a suggestion that was met, surprisingly, with approval from Jessica and cautious curiosity from Lily. Holly went first, “Jake, Truth or Dare?” I chose truth.
Holly's eyes sparkled mischievously as she asked, "Have you ever gone skinny dipping?"
I chuckled, "Of course.” and then teasingly added, “And that lake looks so tempting that I might just do it again tomorrow." I winked at Jessica, who grinned in response.
The game continued with harmless truths and silly dares until it was Jessica's turn to challenge Lily. Feeling confident because it was her mother, Lily chose dare. "I dare you to take off your top," Jessica said with a mischievous glint in her eye. Lily looked at her mother in shock, but she didn't want to back out of the dare. She nervously laughed as she untied her bikini top and dropped onto the deck behind her. I couldn't help but notice how round and full Lily's breasts were, with a light dusting of freckles on her skin and soft pink nipples. I smiled warmly at her, and she smiled back, her shyness slowly fading away.
“Now this is getting fun,” Holly said excitedly.
It was Lily’s turn, looking provocatively at Holly, she asked, “Truth or Dare?”
Holly getting excited that the way the game was heading answered, “Dare, of course.”
Lily thought a moment then grinned, her newfound confidence shining through. "I dare you to make out with Jake," she challenged.
Holly's eyes lit up with delight. She turned to me, biting her lip seductively before leaning in close. Her lips met mine in a soft, exploratory kiss that slowly deepened as I responded, my tongue probing her mouth. I placed my hands on her back and slid them down, realizing she was completely naked and gripped her bare ass, pulling her closer to me. The kiss lingered for a moment as we both savored its sweetness and the thrill of the dare. When we finally broke apart, Holly’s cheeks were flushed, and I was visibly aroused by the intensity.
"Well, that was a good dare," I murmured, my voice husky.
Jessica clapped her hands, clearly enjoying the turn of events. "Alright, my turn! Jake, truth or dare?"
Still trying to recover after Holly's intense kiss, I chose dare to keep things exciting. Jessica had a knowing smile on her face. I am guessing she was fully aware of how my body reacted to Holly's boldness. She confidently declared, "I dare you to remove your swim trunks and stand up."
Although I knew that Jessica was somewhat a free spirit, I couldn't believe she was asking me to expose myself in front of her teenage daughter and her friend. Holly cheered while Lily blushed with embarrassment once again. Taking a deep breath, I reached down and slid my trunks off, holding them up for everyone to see before tossing them aside onto the deck. Looking up at Jessica, I raised an eyebrow for her approval. She gave me a wide grin and nodded. I stood up confidently, my semi-erect penis dangling between my legs and did a slow turn. Jessica and Holly cheered and clapped, getting a good view of my body. Lily, however, didn’t participate in the playful atmosphere; instead, she sat wide-eyed, looking directly at my crotch, her cheeks flushed.
I sat back down looking between the girls. “I don’t think it is fair that I am the only one naked,” I teased.
Holly stood and revealed her nakedness laughing, “I have been naked the entire time.”
Jessica looked at Lily and said, “Well, we don’t want Jake to be treated unfairly, do we?” as she stood and untied the string on her bikini bottom, tossing it off to the side. I couldn’t believe it, my supervisor was standing completely naked in front of me. I couldn't help but let my gaze wander down her body, taking in her full breasts, shapely hips and the thick patch of curly brown pubic hair that framed her glorious pussy.
I looked over at Lily, her cheeks were tinged with a rosy flush. She hesitated a moment, her gaze passing over the three of us, before finally reaching under the water and sliding off her bikini bottom. I was a little disappointed that she didn’t stand up, like her mother, to reveal her nudity.
The air was charged with a titillating energy as we all sat naked in the bubbling hot tub, the steam rising around us blending with the cool night air. I couldn't help but think about how lucky I was to be here with these three beautiful naked women. The game was now getting very sexually charged.
Holly eager to keep the momentum going, asked Jessica, "Truth or Dare?" Jessica, without missing a beat, chose dare. Holly looked around mischievously before saying, "I dare you to give Jake a lap dance right here in the hot tub."
Jessica laughed, the sound echoing slightly against the cabin walls. Lily's eyes widened with an intrigued mix of shock and interest, while I tried to keep my composure despite the escalating excitement. With a playful shrug, Jessica stood up in the shallow water, which came up just enough to lap at her thighs suggestively.
She moved closer, the steam from the hot tub swirled around as she started swaying her hips rhythmically. She placed her hands on my shoulders for balance as she gyrated in front of me, each move more seductive than the last.
I looked up at her, my blue eyes darkening with desire. The heat wasn't just from the hot tub. Jessica bent down, her large breasts swaying enticingly with her movement and whispered in my ear, “I hope you are enjoying the show.” I slowly nodded, my penis now fully erect, and tentatively reached up and took ahold of her swaying hips.
The atmosphere was thick with tension and arousal. Holly clapped her hands joyously, thrilled by the spectacle before her. "Go Jessica! Show us how it's done!" she cheered.
Jessica’s dance became increasingly intimate, she turned her back to me and slowly gyrated her hips and lowered herself onto my lap. Jessica really started grinding, my throbbing erection pressed between her ass cheeks. My hands slid from her hips, up her sides to fondle her swaying breasts. Jessica bounced a few more times, before she rose and returned to her seat. We were both flushed and breathing heavy as we looked into each other’s eyes across the hot tub.
Lily watched...
