A Summer Job at Shady Pines
A Fictional Story by Ahelpinghand21.
It’s not as if she had that much of a wild streak in her first year away from home. She still got straight A’s (as expected), she rarely touched alcohol or went to the frat house every weekend like her roommate Alyssa, and hell, she was still a virgin after all! A fact she was still quite proud of, as her intact virginity certainly wasn’t due to a lack of offers. Despite the typical teenage insecurities, Lisa had always known she was a cute girl, and throughout high school, boys had chased after her. She was keenly aware that her body had developed much quicker than her friends’, and even though she looked down her nose at the hormone-fueled teens around her, even she couldn’t help but feel proud of her slim yet curvy figure punctuated by her big, full breasts, slender hips, and firm but jiggly butt that just barely fit into her favorite pair of leggings. She was intent on not letting college turn her into some sex-crazed bimbo, though, and was certainly relieved that the nickname “Lisa Bombshell” had stayed back in high school (at least as far as she knew….)
Regardless, she was still desperate for that sense of unadulterated freedom she had grown so accustomed to at college. Even spending a few weeks back at home made her feel like the same old Lisa from high school, and there really were only so many TikToks she could watch before the brief serotonin hit faded. As she was just about to hit the sleep button on her phone, the screen changed and popped up with the ‘Incoming call: Caller Unknown’ notification. For a second, she just stared at the screen and felt the gentle vibration in her hand. Before she even had a chance to wonder who it might be, she immediately hit the green ‘Answer’ button, put the phone to her ear, and eagerly said, “Hello?”
“Yeah, hey, am I speaking to a… uhh, Lisa?” a deep, older man’s voice responded.
“Yes, it is! May I ask who this is?”
“Oh, wonderful, this is Randy with Shady Pines. How’re ya doin’ today, hon’?”
Lisa’s brain raced, trying to sort through the bevy of applications she had browsed over the past month. Shady Pines, Shady Pines… damn it, no bells were ringing! She had a vague recollection of some sort of outdoor recreation club, but the details were fuzzy to say the absolute least. Lisa thought it was best to play it cool. This was the only job she had even heard back from after all; she couldn’t let this one get away!
“Oh hey Randy, I’m doing awesome today! How about you?” the girl responded in a tone that made her feel like the ditzy coeds she so resented.
“Good, good, thanks,” the man replied in a calm, friendly tone. “So I’ve got your application on my desk here for our front desk position, ya wouldn’t happen to be still interested in that would ya?”
Her heart was racing, and she couldn’t stop herself from blurting out, “Yeah, of course I am! Thank you so much for reaching out!” Lisa wished she had been just a touch more selective with her applications; she had applied to maybe 30 front desk/receptionist positions, so there were no clues to be found there.
“Well sure! We haven’t had all that many applications, as you can probably guess,” Randy said with a chuckle. “And ya know the summer is our busiest season, so we’re really tryna get this filled as soon as we can.”
“Oh sure, I get that!” Lisa said with a forced giggle, having no clue what Randy meant by that. “So do you want to schedule an interview or…” she trailed off, unsure of what to even ask next.
“Oh sweetie, I don’t think anything that formal should be needed. It’s just a simple front desk position here at the resort, nothing too involved. Ya free right now, actually? I got an open schedule here today; maybe you could stop by. We can have a quick chat, then get ya all set up if it sounds like a good fit for ya.”
Lisa’s eyes widened before she pumped her fist. ‘Yes! This is just what I’ve been looking for! And I get to be at a resort, how lucky am I??’ she thought to herself. “Ok, that sounds perfect, Randy! Anything I should know ahead of time?” she said, still hoping to get more details, not wanting to seem uninformed during their chat.
“Nope, not necessary; we can just talk when ya get here! If you read the posting and still applied, you should have everything you need. Got a pen handy?”
‘Damn it!’ she thought, ‘I really am going into this blind.’ “Uhh yeah, I guess you’re right! Let me grab one real quick!”
Her mind was still reeling as Randy read her the address, then said the sooner she got there, the better. Maybe she could have tried to research them before pulling up to the Shady Pines Resort & Health Club, but she wanted to make a good impression by being there ASAP, and all she kept telling herself was, ‘It’s a front desk gig at a resort, how bad could it be?’
—
She parked her blue hand-me-down Jetta next to the big white truck with the Shady Pines logo. It happened to be the only other car in the lot, which normally would have triggered her true-crime podcast-induced anxiety. Still, Randy had already mentioned he would be the only one at the office since they weren’t officially open for the season yet. Plus, he gave off chill, fun uncle vibes on the phone, and while she didn’t give any specifics to her Mom as she darted out the front door, she felt better knowing that she flipped on her ‘Find my Location’ setting in case things went south. She drew a deep breath, stepped out, closed her car door, and started walking towards the front door. The front door to her ticket out of home!
The door pulled open easily, and while the lights weren’t on in the lobby, she could see a faint glow from the door just behind the big circular desk that sat prominently in front of the double doors. Lisa couldn’t help but grin when she saw the big desk, thinking, ‘OMG, is that the reception desk?? Is that going to be MY desk soon??’ She walked briskly to the door with the light peering through and knocked gently, saying, “Randy? It’s Lisa!”
Her knocks pushed the door open a bit more, and just as she looked in to see an empty chair at the desk toward the back of the office, a voice from behind her made her start when it boomed, “Ay there ya are, Lisa!” After composing herself slightly, she turned to see a large, barrel-chested, middle-aged man in a robe that prominently displayed his hairy chest and gold chain necklace. ‘Jeez, he couldn’t look more like a Randy if he tried…’ the freshman thought immediately before thinking, ‘Stop it! He’s getting you a job, remember? Keep it cool….’
“Oh! Hi!” she said in her bubbliest voice, “Randy right?” she extended a hand for a cordial greeting, but as soon as her hand was out, the robed man roughly slapped his arm around the girl’s shoulder, bringing her in for a half hug. She was used to old men going way too far for a greeting, so while she wished it had, this barely registered with Lisa Bombshell.
“God, I’m so glad you could make it,” Randy said with a big grin showing off his unnaturally white teeth. “As I said, we really need this position filled, and I was scared we weren’t gonna find anyone brave enough!” As he pulled away, he rather clearly eyed the coed up and down a few times but almost with a sense of puzzlement. It was sexual too, obviously, but there was something else she couldn’t exactly place.
“Oh well Im not one to shy away from a challenge!” she said with confidence, trying not to gag on the scent of Randy’s cologne. If you could even call it that.
“Ayy, well, we love that here!” Randy said with a big grin, “And you are 18, right?”
“Yep! Just turned 18; actually, my birthday was right before finals!”
“Well that’s just…perfect!” he said, almost dumbfounded. “Come on in to my office, let’s chat,” he said, gesturing for her to enter the office, which had a big desk, two chairs on either side, and more papers than she could ever imagine. Her eyes widened as she stepped in, getting secondhand stress from the lack of organization, and she grabbed the chair closest to her, pulled it up to the edge of the desk, and sat.
Noticing her looking around his disarrayed office, Randy said, “Yeah yeah, forgive the mess, would ya? Like I said, we’ve been struggling here without a receptionist, and some stuff has, well…fallen through the cracks,” he said with a grin. “And of course, forgive me for my ‘formal attire ‘; I just popped out to the sauna real quick before you got here,” the man said, dabbing some sweat off of his forehead with the side of his robe.
“Oooh, the sauna that sounds lovely! I hope I get to try, haha, and oh, no problem! Maybe I could lend my services. I am a great organiz-” she stopped dead in her tracks as Randy casually opened his robe and hung it over the back of his chair. Up until now, Lisa assumed he was wearing a suit under his robe, but that was proven wrong when her eyes wandered down and saw a tuft of gray pubes atop Randy’s naked penis.
Lisa’s eyes had never been wider in her whole life. Her brain kept reminding her what she was actually seeing. A penis. A man’s penis. His shaft. His cock and balls. ‘WHY IN THE FUCK IS HE NAKED?’ she screamed in her head while being absolutely frozen. Thank God she was sitting down; otherwise, her knees surely would have buckled. Her mind darted, trying to find any sort of explanation for this. She wanted to be appalled, offended, violated, but something about his nonchalant attitude made it seem like maybe it wasn’t totally perverted? It sure didn’t SEEM like he was coming onto her even though he had just fully exposed himself. And he had brought her here knowing full well no one else was around. If he planned to have his way with her, surely this casual attitude wouldn’t be his method…or would it?
The now fully naked Randy gave her a puzzled look. He wiggled his manhood ever so slightly and retorted in the same casual, fun uncle voice, “Hey look, I know it’s not the prettiest lookin’ one you’ve seen, but it can’t be THAT bad,” he said with a laugh as he sat down behind the big desk.
His being seated was a godsend as his exposed cock and balls were no longer in Lisa’s view. She took the opportunity to try and compose herself, but she was sure the mental image of the first penis she had ever seen in person wouldn’t be going away any time soon. She tried to speak. Her mind screamed, ‘Say something! DO something! Tell him he’s a pervert, kick him in the balls and run! For god’s sake, do ANYTHING,’ but she was just as frozen as ever. Randy realized her shock was more than momentary and let out a hearty sigh as he shook his head, looking down at the desk in front of him. “Alright…..let me guess on this one…you’re just another one of the dozens of folks who submit an application without doing a lick of research on this place, hm?”
Amid all the chaos, her heart still found a chance to skip a beat when Lisa was called out immediately. Determined not to seem like just another ditz, she mustered all her courage to respond. “Uhh umm no! Of course I looked you guys up! I just-I umm I didn’t expect you to be this comfortable with me already!”
She didn’t even sound convincing to herself, but the fact that she could get any words out gave her the clarity to start piecing things together. She glanced around the office and noticed the framed pictures on the desk and walls were all of a naked Randy amongst other fully nude men and women. She finally paid attention to the many framed accolades on the wall, which boasted that Shady Pines had been voted ‘Best Naturist Vacation Spot’ for five years running.
That’s when it all clicked for the coed. It all made sense now, but it certainly didn’t bring her any comfort. ‘Oh. My. God,’ she thought. ‘Shady Pines is a NUDIST resort! How the hell did I not realize that when I applied??’
Randy furrowed his brow, not entirely sure what to make of this one. If she really had no clue about the resort’s clothing policy, she would surely have just screamed and run out like the rest of them. But she was acting awfully strange for someone who knew she was showing up to interview with a nudist. The fact that she was still here was further than Randy had gotten since he last actually hired a receptionist, so he decided to give Lisa the benefit of the doubt and pressed on.
“Uhh right right…well uh I guess maybe ya wouldn’t have expected me to be nude since we haven’t opened for the season yet but um ya I been a full-time nudist for damn near three decades now so it’s just second nature at this point. Or more like first nature, I ‘spose,” he said with that already familiar chuckle.
“Ha…ha…yeahhhh wow….that’s impressive…just caught me off guard is all,” Lisa replied with a forced laugh, not entirely sure why she was still content to sit across from this naked stranger but glued to her chair all the same.
He looked at her blankly, still just as confused as ever. “So I uh… I take it you’re not a nudist yourself then, Lisa?” he said, already knowing the answer.
She blinked hard, drawing a total blank at first. Obviously from her stunned reaction, she wasn’t going to be able to convince Randy she was a lifelong nudist. But she hated having egg on her face more than anything, apparently more than having a man fully expose himself to her. So she thought on her feet, as she always did.
“Oh! Well, I…..yeah, I mean, I guess I’m not a um… ‘nudist’ per se,” she said using actual air quotes. “But I um I’m a pretty free kinda girl! Ya know, strip poker with friends, streaking around campus, the occasional skinny dip….just uhh not used to it all the time I guess,” she said, chuckling awkwardly.
This was, of course, all a bald-faced lie. Lisa couldn’t even handle having her nipples poking through her shirt in class, let alone all of what she just described. She was grateful for once that her roommate was more than willing to describe all of her drunken, frat-adjacent experiences, but again she had to wonder….why was she going through all of this trouble?
“Ahhhh I gotcha, sounds like you’re enjoying your time at college!” Randy said, thinking about Lisa’s tight little body freely streaking around her college, discovering the joys of public nudity as he had around her age. “But….uh, you might want to get used to it being all the time if you’re interested in workin’ here, hon’! As you probably saw, we here at Shady Pines are all nudists all the time, none of that clothing-optional stuff!” he said, nodding proudly.
“Right! Uhh, of course! I definitely thought that was unique!” the coed lied, while sounding more and more like her usual bubbly self. ‘Snap out of it!’ her mind yelled at her. But something kept stopping her. Why couldn’t she bring herself to stop this madness? “So um does that rule apply to the uhh, well the-”
“The staff? Oh yeah, absolutely. We’ve had a few receptionists try to cover up, but we find it makes our guests uncomfortable. Some of them are really coming out of their comfort zone, and we want to help em with that, ya know?”
Her heart skipped another beat. The mere thought of even ONE guest seeing her naked body was almost too much to bear. But the whole resort? All summer?? Not a chance she could handle something like that! “Right, right, of course! Customer always comes first, right? Haha,” she said, trying to hide the fear in her voice.
“Hah yeah see you get it! Truth told, I was a tad surprised you came all gussied up, what with ya bein’ so eager about the gig! Why don’t ya go on and get comfortable?”
His words hung in the air for what felt like an hour. She knew exactly what ‘comfortable’ meant to a man like Randy. He really expected her to….get naked?? ‘Alright, that’s it,’ the brunette told herself. ‘This has already gone way more than far enough; just politely decline and we can get the hell out of here. It’ll be a funny story to tell back in the dorms, that’s all.
“Oh! Um… now? I thought we were just gonna talk today?”
“Sure, sure, but hey, ya might as well get used to it, right? We’ve gotta know you can handle the job without those pretty lil clothes on, don’t we?” he said hopefully.
“Oh well yeah…I uh I guess but I…I just” she was stammering badly and likely would’ve gone another 5 minutes had Randy not spoken up as he slowly shook his head in disappointment.
“Look, if ya can’t be natural in front of me ya don’t stand a chance workin’ here, that’s just the truth of it. I appreciate you coming down, but I’d ask that you not waste my time. It’s alright, sweetie, not everyone is cut out for this place,” he said with a condescending smile and gesture towards the door.
The brunette sat there and blinked hard as the last sentence sank in. She always resented people implying she couldn’t do something. Whether it was making the honor roll, getting into her top-choice college, or keeping her legs closed throughout her freshman year, it always galvanized her to prove those people wrong. It boiled inside her, making her willing to do anything to prove she was capable of anything. Maybe that was his goal, but in the moment she didn’t care. Maybe she was so desperate for a job that the thought of hundreds seeing her supple, virgin body didn’t matter. And maybe there really was something deep down in the reserved, straight-A teen that was just dying to come out. Whatever it was, Lisa ignored the frightened part of her brain that was yelling ‘No no no no STOP IT!’ as she looked Randy dead in the eyes and, with a confidence she hadn’t felt all day, replied, “Actually, Randy, I have no problem with that at all.”
Amidst all the craziness of this day, there was one thought that kept creeping back into Lisa’s head. There was a part of her that was genuinely… impressed by Randy? No, it couldn’t be… but… she was, and she couldn’t deny it. The confidence to immediately show your naked body to a stranger? She had never seen anything like that. To be candid, Randy did not have a model figure. He had a bit of a gruff but cute face with a warm smile, and sure, maybe 20 years ago he might have been in better shape, but now he had a rather large gut, and while she cursed herself for noticing, his manhood was not especially impressive…in fact it seemed more like a boyhood to her! His shaft (which was mostly just a circumcised head) was perched neatly on top of his balls; nothing was swinging or dangling like in the occasional porn video she watched. If this fat, tiny-dicked, old man was confident enough to show his body off, surely she could do the same…right?
Randy was stunned by her matter-of-fact tone and by the fact that she was still sitting across from him at all. He raised his eyebrows and nodded with his mouth turned down, waving his hand at her casually, as if to say ‘alright then show me what ya got!’
Lisa was proud of herself for shutting the old nudist down but was less pleased with the fact that she had just agreed to get naked in front of this strange man. She knew she could get out of it. She knew she didn’t need to expose herself. But something inside of her had changed in a moment’s notice, and now she knew she wasn’t going to back down.
She stood up so quickly her head started to spin. It seemed her hands had a mind of their own now as they started undressing her without so much as a moment’s notice. The tight yellow t-shirt from her freshman dorm’s community fundraiser flew off, sending her long brown hair tossing. She kicked off her sneakers, then shimmied her butt as she peeled down the pair of black leggings and stepped out of them. She stood there in her matched white cotton bra and panties with the tiny flower pattern, halfway between wanting to die of embarrassment and wanting to get naked even faster. There was one last thought of doubt in her mind, which she immediately stifled again. She reached back, unhooked her bra, and borderline threw it to the ground with such vigor that it caused her very large and now very exposed breasts to jiggle, which she was sure Randy noticed. If there was anything to distract her from the fact that she had just exposed her breasts for the very first time, it was the sheer dread of completing the last part of her wardrobe change.
She was now kicking herself, thinking back to the quick shower she took just before heading out to Shady Pines. ‘Ooooh, a resort this is going to be so fun! Maybe I’ll get to wear that new bikini I bought as a treat for finishing finals… ugh, that means I’m gonna have to shave, though. It’s always such a pain and…yikes, it really has been a while, huh? Maybe I’ll just get it out of the way now…’ Something that seemed so innocuous merely an hour ago now meant that the naked man in front of her was going to get the full view of her.
This fear was amplified by the fact that the one thing Lisa had always been most self-conscious about was her vagina. Whether she had admitted to herself or not, it was one of the reasons she was still a virgin. She always heard rude boys joking about ‘roast beef pussies’ and she had a feeling that if any of them saw her protruding labia, they might say the same thing to her. She barely felt her hands sliding into either side of her panties and confidently taking them down to the floor, kicking them away to the pile of clothes she had created.
And there it was. Lisa was completely naked in front of a man for the first time in her entire life (barring family when she was young and doctors, of course). She glanced down to make sure she had really done it. And boy had she. Those were her breasts, alright. And her small pink nipples. And what’s more, she had apparently been quite thorough when shaving earlier. You couldn’t spot a hair down there with a magnifying glass. You could now clearly see how her inner lips poked out. Her hands folded and naturally rested just above her pelvis. Nothing was hidden anymore.
—
Randy Fontana, meanwhile, felt as if he had either struck gold or won the lottery, maybe both. He thanked the good Lord that he got the biggest, fanciest desk when Shady Pines won their very first ‘Best Nudist Resort’ Award. If he hadn’t, the barely legal naked teenager in front of him might have noticed he was hard as a damn rock. Ok…maybe she wouldn’t have noticed, as plenty of women couldn’t distinguish his flaccid and erect state, but still….he was glad there were no chances to be taken. Regardless, he was absolutely dumbfounded. Why in the hell was this nervous, doe-eyed, absolute bombshell willing to strip down for him? Of all the college chicks who had applied for this summer job, how in the hell was THIS the one who wanted to stick around?
It’s not as though he was surprised to see a naked woman; that was his profession after all. But since his resort was non-family-oriented, it was exceedingly rare to see someone of his age embracing the lifestyle. He still loved seeing his guests in the buff, but when you’ve seen as many saggy breasts and full bushes as Randy had, it was hard to get his little friend to perk up like this while on the job. He was absolutely speechless as he gave a once-over (ok, twice, maybe thrice) to easily the most impressive young body he had ever seen. Her soft, milky skin was flawless, no marks or trashy tattoos to speak of. He was already in heaven but damn near fell out of his chair when she took those panties off. Randy had always had a thing for big-lipped women couldn’t have ever expected a fresh shave job to show it all off.
The two naked strangers, with nearly 40 years of age difference and only 5 or so feet of distance, stared at each other. It felt like a year had passed before anyone spoke. Neither was quite sure where to go from here, or how they got there in the first place. The elder of the two finally broke the silence…
“So uhh..when can ya start?” Randy said, trying to bring some levity to what was clearly a pretty awkward situation. As soon as it left his mouth, however, he felt it might only add to the tension. ‘Damn it, Randy! She’s gonna think you’re a creep, offering the job just cuz she got naked!’
Lisa furrowed her brow, forgetting momentarily that she was butt-ass naked. “I…um what? You mean it? We haven’t even talked about the responsibilities yet, I-”
Randy cut her off, trying to save his own ass, “Oh, of course, of course! I uh-well, truth be told, I was just a little surprised ya went through with it! L-like I said, we’ve had plenty of girls your age apply for the position just to dart when they know the full scope, so uh…I mean ya’ve already answered the hardest question I’ve got, that’s all!”
She eased up a bit, thinking that made sense. I mean, who would be crazy enough to get naked at a job interview? Oh, that’s right, she was!! “Oh..erm right…sooo can I sit?” She was desperate to get her bare womanhood out of his view, particularly because she had just noticed that some grool had mysteriously started to appear between her legs.
Randy gestured quickly toward her seat, “Of course! Let’s uh get down to business, shall we?” Randy gave a warm smile and returned mostly to normal. He was much more used to seeing a fine set of tits in front of him, and while it still took all his willpower not to stare directly at her chest, he did still have a position to fill.
The two sat and talked for the next half hour or so, growing more and more comfortable by the minute. Randy explained the history of the resort, how he had built it from the ground up (with the help of a very generous inheritance from his grandparents), and gave the classic spiel about how nudism isn’t about being sexual but about being free. Lisa was surprised by how natural it felt after the initial awkwardness, and while she got a jolt of nerves every so often, they became fewer and farther between as the conversation went on. But this was just one conversation with Randy; was she really going to sign up for a whole summer of this with hundreds of strangers?
Finally, they were getting towards the end of their conversation. “So um, this is a paid position right?” she asked timidly.
“Absolutely!” he replied instantly, “ain’t none of that unpaid internship crap here haha I can offer you uh…15 grand for the whole summer. And I can do cash too, IRS don’t need to know a damn thing!”
Lisa’s eyes widened, maybe even more than when Randy’s little friend first appeared. $15,000 for the whole summer?? That was way more than any of her friends were making at even the fanciest internships, and even if she only saved half, she wouldn’t need to take out student loans this year. She thought it was too good to pass up, even if it did feel like mild prostitution. Randy, meanwhile, felt thankful that he was the only one in charge of the books. Any accountant worth a damn would have ripped out their hair at the thought of giving that much of their yearly operating costs to a front desk worker. ‘Shit, this is gonna end up being the most expensive pussy I’ve ever paid for…’ thought Randy, ‘and I’m not even gonna get to stick my dick in it…well, not yet at least…’ But at the same time, he saw her as one of the resort’s biggest assets in quite some time. Shady Pines had a steady group of folks who came every year, but there were rarely big spikes in guest numbers. But this hot piece of ass front and center all day? Shit, they might double their guests once word got around…
“Oh wow! That’s um that’s very generous!” she said, rather dumbfounded.
“Yes ma’am! And I can offer ya lodging too, of course! Front desk has to be open first thing in the mornin’, obviously, so I can give ya one of our suites, complete with king bed and kitchenette!” Randy was desperate to reel this one in.
This gave Lisa a bit of pause. Working at a nudist resort was one thing, but actually living there? All summer? That was quite a commitment….She WAS looking to get out of the house, though… plus she had never had any space all to herself, and it would certainly make it easier to hide from friends and family. ‘In for a penny, in for a pound I guess…’ she told herself, sounding exactly like her Dad.
“Oh, well….alright then…” she said, giving a small shrug that still set her mounds jiggling.
“Perfect! Well…unless I’m misreadin’ things here, it seems like we’re in business! Any more questions darlin’?”
She hesitated, thinking of anything else she could say. This was it. This was her last chance. “Nope! I’m happy to accept,” she said confidently and genuinely meaning it this time. The part of her brain that told her to run, that told her not to undress, maybe the only sane part of her brain, had shut up completely. It was official: Lisa Boner was a nudist. For the summer, at least….
She stood up proudly and extended her hand for a handshake. Randy, thankful he had calmed down, stood and met her with his bigger, stronger hand, his hand shaking firmly. They agreed that she would be back first thing next Wednesday, the day before the season began. She would move in, get acquainted with the resort, and prepare for the guests’ arrival. The fresh nudist turned with a pep in her step, excited for her new chapter. As she made her way towards the door, Randy took a good look at her jiggling bottom, similarly excited. He wanted to let her walk right out of the door and experience this for real, but thinking it was best to throw the young girl a bone, he spoke up, “Uh, Lisa? Think you’re forgettin’ something before heading home?” He pointed down to the pile of clothes in his office that she had made an hour or so ago.
She turned, and for the first time since she first stripped, felt a sense of shame. ‘Dear God, I’m naked! And I almost got in her car and drove home naked!’ she thought, mortified. ‘What in the hell was wrong with me? Snap out of it, girl!’ that familiar, scared voice called out to her. She started walking back more timidly than before, responding, “Oh…um, silly me, I guess…” She hurried as she walked, causing her curvy bits to jiggle and sway even more. She bent down to grab her clothes. Randy was still standing just behind them, so when Lisa started to stand back up with her pile of clothes, her face was briefly within inches of Randy’s…well, his inches. Had Randy even been average-sized, she likely would have brushed her nose up against his shaft. She hurried out the door, figuring she would change back in her car. “Umm, see you next week, Randy!” she called out over her shoulder.
“Looking forward to it, hon!” he said while waving. ‘God, what a strange duck she is…I wonder if this is gonna work out or blow up in my face…’ he thought. For the time being, it didn’t matter. He went back into his office, closed the door, and immediately stroked himself to completion before Lisa had even left the lot.
—
The next week was hell for Lisa. Not only did she have to keep the details of her new job brief to her parents and friends, but seemingly 10 times per day she switched back and forth between ‘this is a terrible idea, you can’t let hundreds of people see you naked this summer’ and ‘you’re a new woman! You’re confident in your own body, and no one or thing is going to stop you from this new lifestyle!’ It was torture, but as her first day got closer and closer, she felt more and more confident that she was not backing out for better or worse.
She did find some time to get some practice in, though. Morning naked yoga sessions in her room. A cheeky nude tanning sesh on her back porch when her parents were out. Hell, she even dropped her towel for the pizza guy and in the sauna at her local gym (though she probably would not be visiting the gym sauna again; who knew it was so popular with old men??)
Finally her day had arrived. She packed her bag full of clothes she knew she wouldn’t need, hugged her parents, told them she’d be back as often as she could, and set out once again for Shady Pines. She parked next to Randy’s truck again and took a deep sigh. ‘If you’re gonna do this, then you really have to go for it. Make that money, Queen,’ she told herself in the rear-view mirror. She began stripping down, thinking it would make a better impression if she showed up naked this time. She took her duffel out of the trunk and walked through the unlocked double doors.
The lobby looked mostly unchanged, with some slight cleanup, but still mostly dark. Lisa didn’t see a light coming from Randy’s office, so she called out, “Hello? Randy? Are you here?” She was sure he said to meet him in the lobby at 5:00 pm, so where the hell was he??
Just then, she heard an unfamiliar voice coming from around the corner opposite Randy’s office. She froze.
“Yeah yeah I know it’s a big repair, Randy, but ya know I can’t clear you until everything is up to code as we talked about,” a man’s voice echoed through the lobby. Just then, Randy turned the corner with the man who Lisa had assumed was just speaking. He was tall-ish, young-ish, cute-ish, but most notably, was… wearing clothes?? And so was Randy! ‘WHAT THE FUCK’ she screamed to herself, ‘am I being set up or something??’
Granted, Randy was only in a robe just as before, but still, the busty 18-year-old was the only one naked at this party. Should she run? Hide? Bail on the whole thing? Whatever ideas popped into her head couldn’t make her legs move an inch.
“I know, I know, but come on, ya been doing our inspections for years and we’ve had no issue, right? It’ll be fixed in 2 weeks. But we open tomorrow!” Randy pleaded with the man. They were walking closer to the front desk and still hadn’t noticed her.
“Randy, ya know I can’t make exceptions! Get it done or ya can’t-” the new man looked up and stopped dead in his tracks. Randy followed shortly after and got wide-eyed at the sight of his new front desk clerk. The three stood in silence for longer than anyone cared to.
“Umm, Lisa! Hey, I uh I thought we said to meet at 6?” Randy said, trying to bring that sense of ease but failing to find it.
“Umm, oh, I-I thought you said 5…I-I’m sorry…” she trailed off.
The other man might as well have been on another planet. He stood completely still, staring directly at the naked set of tits in front of him. He finally had the good sense to move his clipboard to the front, right over his crotch as Randy spoke up.
“Oh! Well, uh, either way I’m happy ya made it….this is uh this is Alex, he’s our Health Inspector for the kitchen here. Alex, this is Lisa, our new desk clerk,” he said, gesturing to the one Alex was already staring at.
‘Fuck!’ Lisa thought, ‘That’s why he’s not naked, he’s a damn government employee! Jesus, what am I doing here??’
Having already become too familiar with rolling with the punches while being naked around strangers, she extended a hand, thinking that might speed things along. “Um, hi Alex, nice to meet you”
The Inspector took her hand for a barely noticeable shake and muttered something to the effect of “Pleasure’s all mine…”
Lisa was relieved that he was clearly far more embarrassed than she was, despite his being fully clothed. She still wasn’t entirely sure what to say, so she looked to Randy, who seemed to enjoy re-familiarizing himself with her body as well. ‘This is ridiculous! Are they both just going to stand here and ogle me??’ she thought.
“Soo, umm…do you need my help with anything or?…” she trailed off.
“Oh! Nope, we-uh, we’re all set here, eh, Alex? Here, why don’t we just talk in my office real quick?” he said, trying to divert the man away from Lisa.
Alex blinked hard as he somewhat snapped out of his naked, busty co-ed-induced trance. “Ummmmm yeah….” he said, finally turning to Randy. “Actually, I think I’ve seen all I need here. Want to just sign off on the report, Randy?” he said with a certain pep in his voice that Randy had never heard in their years-long relationship.
Randy perked up, slightly taken aback by his quick change of heart. “I-uhh, well, sure! Y-ya mean it, Alex? Not yankin’ my chain?”
Alex handed over his clipboard, turning his attention back to Lisa. Unsurprisingly, Lisa immediately noticed the bulge in his pants and felt equal parts uncomfortable and proud. “No no, you’re right, Randy. We’ve never had any issues, so why hold things up, right? I will probably want to stop by to make sure you fixed the dishwasher once you get it done. Maybe I can make an appointment with Lisa here to come back and re-inspect?” he said, grinning ear to ear.
‘Oh come on…’ Lisa thought to herself. ‘This perv just wants another look at me!’ Before she had a chance to say anything, though, Randy spoke up, “Oh, of course! That sounds perfect, Lisa here would be happy to meet you and make sure everything’s squared away! Right hon’?” He said, signing the paper and handing it back to Alex.
‘God damnit, Randy…what are you getting me into…’ she thought before feigning a smile back at Alex. “Sure, that should be no problem. Just give the front desk a call, and we’ll work something out,” she replied, shooting Randy a less-than-pleased look.
Alex took the clipboard back while keeping his eyes firmly planted on Lisa. “Well, perfect…I can’t wait!” he said with that stupid grin still on his face before heading towards the door. He, of course, took one last look before he left to check out her backside and was even more excited for his next visit.
Lisa folded her arms, not realizing (or caring) that it better accentuated her breasts to Randy. “Wanna tell me what that was all about?” she said sternly.
“What? Oh come on, hon! We all got stuff we don’t wanna do around here! Beats cleaning the bathrooms, am I right?” he said, trying to ease her.
She was not particularly pleased with this response. “Oh, what? So I should be thankful that you’re gonna whore me out to anyone who wants to ogle me??”
Randy shook his head. “Ohhh, come on, it’s not that bad! Alex is harmless, trust me. You can tell he’s usually a nervous wreck being here! It’ll be a quick meeting, and he’ll be outta your hair, I promise,” he said, holding a hand over his heart. “Plus, he was about to fail our inspection for the dishwasher, and you saved our ass! I’ll make it up to ya, I promise, kid!” he said with that familiar grin.
Lisa rolled her eyes. She didn’t know exactly what that meant, but she figured she might have to get used to men taking more than a few peeks at her body. “Ugh, fine…but can I get a heads up next time, please?”
“You have my word! No more surprises! Here, how’s about I take that bag of yours? I’ll give ya the full tour and show you your new pad for the summer! I’ll even make us a nice dinner as a show of my gratitude!”
Lisa wanted to be mad, but there was something about Randy that did put her at ease. I guess you gotta be charismatic to convince hundreds of people to get naked at your resort. She smiled and handed him her bag. “Sure, Randy, let’s go”
Before Randy took the bag, he untied his robe and threw it over the front desk. “Ahhh, much better, eh? Alex doesn’t let me go bare during his visits,” he said, chuckling. Lisa couldn’t help but take a glance downstairs, noticing that Randy was now completely shaved. ‘Jesus, his dick looks even smaller than I remember..’ she thought, looking at the completely bare little nub perched on his sack. His hairstyle change made Lisa remember she hadn’t shaved since their first meeting. She had been preparing herself for the summer but thought she might want to ease in and not show her greatest insecurity to everyone. Randy also took note of this, much to his own disappointment.
—
Randy and Lisa walked all around Shady Pines as he introduced her to his ‘pride and joy,’ as he called it. She could see why: the resort was absolutely gorgeous, and she instantly felt she could get used to life here. The campus was situated on a picturesque lake that Lisa had actually visited with her family way back when. They stayed on the complete other side of the lake, however, and had no knowledge that there were hundreds of frolicking nudists only a few miles away. There was a beautiful natural beach with a nice big public dock as well. She also saw all the typical trappings of a lakeside resort, like paddle boards, kayaks, chairs, and tables all around, and plenty of spots to lay out in the sun or in the shade. Add in a pool, hot tub, sauna, full gym, indoor and outdoor bars, and a walking trail through a lovely little forest spread throughout the rest of the campus, and Lisa was starting to see why people were willing to get naked to experience this place.
After the tour, Randy showed his new employee to her room, as promised, and she got yet another tour from Randy. Once he was done, Lisa sat in one of the bar stools at the island in her new home for the summer. She was impressed with the place, to say the absolute least. It was probably twice as big as her dorm room, featuring a kitchenette that didn’t seem very ‘-ette’ to her, a spacious living area with a big TV, a balcony with a view of the lake and recreation areas, a nice new bathroom with a walk-in shower, and a generously sized bedroom with ample closet space. Rather ironic, she thought, but still a nice touch.
She sipped a Corona that Randy had brought along with him while he worked on their dinner, an impressive seafood pasta with a balsamic side salad. She was thrilled and couldn’t wait to dive in. The two chatted about the upcoming summer, what to expect from some of the regulars, and what her day-to-day would look like. All in all, it seemed like a great gig. By 3 pm every day, she was free to relax and enjoy the resort, as Randy explained how most guests showed up in the morning and he could handle the stragglers, with the promise that she would help with any extra tasks as needed.
She was really enjoying her time with Randy, and she honestly would have totally forgotten they were both naked, that is, except that her gaze kept wandering to his package. ‘God, it really is small,’ she kept thinking. She knew it got bigger when men were…excited… but still. How a man dared to so boldly present what Lisa thought any man would be ashamed of was beyond her. More and more she found his boldness, both in attitude and clothing, well…..ok fine she found it sexy. She kept not wanting to admit it to herself, but she did. He wasn’t bad-looking by any means, but he was old enough to be her father. All the same, she hadn’t felt this with any of the frat bros that hit on her, that’s for sure.
“Alright, dinner’s up!” Randy said proudly, passing her a big plate of delicious-looking pasta and a bowl of savory salad. Everything already smelled amazing, but Lisa was seriously taken aback. She had never had anyone do anything this impressive for her, and the slight but noticeable tingle between her legs confirmed it.
“Wow! Randy, I don’t know what to say! This looks amazing, thank you so much!” she said, beaming. Randy had always enjoyed cooking, and reactions like this made it all the more worth it.
“Aw, it’s nothing, hon. I hope you enjoy! Stick with me, kid, and there’ll be plenty more of this,” he said, beaming as he put his dishes on the island across from her.
The two dined, continuing their conversations, and washing down a few more adult beverages. Lisa felt better than she had in years, maybe ever. She was full, loose, free, and… well, let’s just say there were a few more tingles down south as Randy’s charm continued to sway her. Once they finished, Randy took their dishes and started washing them in the sink.
“Hey, I can do those; I don’t mind!” She spoke up, feeling bad he had done so much for her.
“Ahh, it’s no problem, hon. It’ll only take a minute.” You just rest your pretty little head, alright?”
She wasn’t sure if he meant anything by it, but that was the first time either had commented on the other’s appearance. She didn’t…hate it…
After Randy had finished the dishes, they made their way to the lounge area, with him on the couch and her in the big leather chair. After they had settled in, he turned to her and asked, “So uh..if ya don’t mind my askin’, what happened to your hairstyle?”
Lisa looked puzzled. She hadn’t changed her…..OH! Her hand instinctively reached down to cover between her legs, and she went beet red. Randy noticed this and felt a little bad.
“Aww, come on now, I didn’t mean nothing by it! I just thought we were gonna match, that’s all!”
She took a big swig of her drink, mostly to avoid talking. She had obviously known it, but to come out and confirm that he had been paying that close of attention to her vagina?? She didn’t even know where to start, but she didn’t have to as Randy interjected again.
“I mean, are ya usually bare down there? I know a lot of women are these days, or was that just a special treat to get the job?” he said, chuckling. Jesus, he was bold! Had anyone else asked that, she would’ve been out the door and not looking back. But here she was still sitting there.
“Well…not that it’s any of your business, Randy, but no, I usually do not look like a damn pornstar. It’s possible I wasn’t exactly expecting to show you…everything… the first time I met you.”
“Oh, is that so? Ya coulda fooled me!” he said, laughing heartily. “You looked like a damn doe in headlights! I kept expecting ya to punch me in the gut and run for the hills!”
“Oh, trust me, I wanted to!” she spoke up with a laugh.
“Uh huh, so…why didn’t ya?…” he said wryly.
She was a little more on edge now and once again VERY aware of her nudity. She let out a big sigh, “Trust me, if I knew that I would tell you. It just kinda…snowballed, I guess,” she said honestly.
He smiled warmly at her, appreciating her candor. He raised his bottle as if to give a toast and said, “Well…I sure am happy there was enough snow on the ground to get the snowball rollin’ then!” before downing the rest of his beer.
She rolled her eyes playfully. “Yeah, well…all of us don’t exactly have your confidence, Randy”
He chuckled. “Well, you’re coming along nicely, I’d say!”
She shrugged. “Guess so!” taking another sip. “Soooo… if you don’t mind MY asking…how do you do it?”
Randy was a little surprised by the question but thought it was fair. “Well…I dunno, I guess! Some people just don’t have a problem with it, and I found the right people”
“Yeah yeah I know all that but like how do YOU specifically do it?” she pressed
“Hm, well…whadda ya mean? I’m no different than anyone else on this planet, I jus-”
She cut him off, interjecting, “I mean, how do you do it with such a small thingy??” She was stunned at what came out of her mouth. She meant it to be more playful, but she couldn’t believe how harsh it sounded. She immediately clamped her mouth shut, fearing she had just trashed everything.
Randy’s brow raised. “Oh, is that what ya think?” he said seriously. There was a pause, and she became more panicked. Before she could respond, he started shaking his penis and called out, “Ya think I don’t know it already??” he let out a hearty laugh, so hard that he slapped the island.
She uncovered her mouth and, while very confused, felt a sense of relief. “Randy, I…”
He held up a hand. “Oh, don’t worry now, hon’, trust me, I’ve heard it all by now. And truth be told, I never mind a lil teasin,” he said with a wink.
She still felt terrible. “No, I’m SO sorry! I don’t know where that came from! I-I’m sure it’s perfectly normal when it…well when it’s-ya know…”
“When I’m hard as a rock?” he said in a low voice. Lisa was once again stunned by his openness. But there was that damn tingle again….
“Y-yeah…that….” she said blankly.
“Well….You wanna see for yourself?” he said with barely any hesitation. Her heart raced. Somehow she could tell that was where this was heading but was still taken aback to hear it.
“Do you…want me to see it?” she said quietly.
“I think you know that I do, Lisa….” he said strongly, but still warm.
“Well…I do too…” she said, frozen. It was like an out-of-body experience for her. Did she really just say that? To him? Was that too much? Was she being too forward now?
“Well then maybe you could spread those legs for me?”
She was stunned. Her heart beat several times this time. With little hesitation and still not sure what or who was controlling her body, her soft legs magically started to open. It was slow but deliberate, and soon she was sitting up in the big chair, more exposed than ever. She didn’t even have to look down to know her lips were making the heart shape that they resembled when spread. She didn’t say a word. She didn’t have to.
Randy looked at her in awe. In his 56 years of life, he had had plenty of sexual experiences that drove him wild and left him with memories to think back on, but nothing had topped this. In his eyes, she really was perfect. Her face was downright adorable, but he barely even noticed with her huge, heaving breasts and perfect little spread pussy. Given their age gap, Randy had wondered if he was coming on a little too strong, but with the noticeable glint in Lisa’s spread lips, there was no doubt she was enjoying this, too.
He didn’t even need to stroke himself; his cock knew what to do. Lisa was acutely aware that his little nub was now starting to pulse. Like a heartbeat, it rhythmically danced, grew ever so slightly, and became more prominent each time. In no time at all, his member stood at full attention with a tiny little bead right at the tip. He was erect all right, and the 18-year-old took it all in. It still wasn’t big, or even average, by any means, but there was certainly more of it now, with a clearly visible shaft poking out over his tight ballsack.
Randy fought every urge to stroke his cock. It was almost torture, but it was electrifying as well. “So…whadda ya think?” he said with his familiar ease and smile.
Lisa, forgetting she was spread like a pinup model, took a deep, slow breath and replied, “I….I like it.” She wasn’t sure if that sounded sexy at all, but it was just the truth and all she could muster.
“Still think it’s small?” he said, bringing some of the levity back.
She had no clue what to say. Did he really like being teased? Or was that just a defense mechanism? Either way, all she could do was speak her truth again.
“Well…it still doesn’t look… big…but I guess I wouldn’t know….” She had no clue she was going to reveal that, but why hide anything at this point?
Randy was taken aback but was keen not to show it. He had a sense she wasn’t the most experienced, but did she really mean that?
“You wouldn’t know? You don’t mean you’re….”
“Yes.” She cut him off immediately, not wanting to say the word. They both knew what she meant.
“I see…” Randy said calmly. “So is that for….everything or just?…”
“Everything,” she said again quickly.
“Hmmm…interesting…” Randy said, trying not to show his hand. Mentally, he was freaking out, though. ‘A virgin?? This hot piece of perfection hasn’t done anything with a guy, and here she is spreading her pussy for me??’ He sure wanted to pinch himself, but was also perfectly comfortable living in this dream for as long as possible. They both sat there for a while, taking in each other’s bodies. They were both in ecstasy without even touching…yet.
Randy couldn’t help himself. He needed more. Or at least to try. “Well….maybe I can help ya to know what this size feels like for yourself….”His frankness was once again to his benefit as Lisa nearly doubled over from hearing that, a massive surge coursing to her pussy.
“Oh?….” she breathed, barely audible. “How?”
“Well…I think you could get a good feel for it…in your mouth,” he replied calmly.
She didn’t say a word. She just swallowed hard and nodded her head rapidly.
That was all Randy needed to stand up and start moving toward Lisa’s chair. ‘Is this happening? Is this really happening?’ the two of them thought simultaneously. And it was.
He had barely stood up before Lisa’s mouth was open and her tongue slightly out. She really had no idea what she was doing and was operating on pure instinct. He reached her chair in short order, his cock still fully erect, and with a smile, placed his member gently on her tongue. She looked up at him innocently and began to move her tongue back and forth, licking the bottom of him. She knew she was supposed to be doing more, but she had to warm up. Randy was patient as ever, looking down at the barely legal virgin with wonder, letting her go at her own pace and loving every moment.
After a few licks, she felt bolder and enclosed her mouth around his penis. He let out a soft grunt as he felt the warmth of her mouth surrounding him. She took that as a good sign and slowly started bobbing back and forth. No hands, just pure mouth on cock, looking up at him still with an expression that said ‘I have no idea what I’m doing, but I’m trying so hard for you.’ And she really was. He felt this and reached his hand down to gently pat her cheek and stroke her hair.
“Mmmmm, that’s it, Lisa…” he said reassuringly. He hadn’t been with a virgin for ages, but in this moment he had never been happier not to be hung, as he felt no teeth or roughness despite her inexperience. Just amazing, warm wetness all over his hard cock. He reached down with his big hand to finally get a feel for her enormous mound. It was every bit as soft and amazing as he could ever imagine. All it took was a quick squeeze and a brush past her nipple to get them perked up and looking like tight little pink erasers. He teased and rubbed her left breast, causing her to moan deeply with his cock still in her mouth. She backed away slightly, only due to the shock of pleasure she felt from her breast.
She gave him a reassuring nod and kept working her mouth around his member. He was clearly infatuated with her breasts, and she was loving every touch too. She wanted him to stay there forever, but it didn’t take long before he started working his hand down to her still spread pussy. At the lightest touch, she freed her mouth and gasped deeply in pleasure.
“Is this ok??” Randy was quick to say.
“God yes!” she breathed, stunned by how amazing it already felt. She kept her hand on his penis while he began to expose her to the pleasures of his fingers. She was already soaking wet, and his pointer finger glided easily from the bottom of her slit all the way up to her clit. She felt unreal waves of pleasure mount over her from his light grazing. She was so consumed that she couldn’t have sucked any more in that moment, and he was a-ok with that. She grasped his strong shoulder as he maneuvered her, dipping a finger inside only for a moment to see just how wet and tight she was. Extremely was the answer to both.
“Ohhhhh fuuuuuck…” she moaned, barely able to control any part of her being. Every millimeter he moved felt like a mile’s worth of pent-up sexual longing, and she wished that this could last forever.
Ever the gentleman, Randy leaned in close and whispered, “You’re perfect, Lisa…I’ve never felt a pussy so sweet. I do prefer you shaved though…” as he gave a big tease to her clit.
Even in the moment, she knew it was just a cheeky comment, but she couldn’t help but look up at him, dead in the eyes, and say, “I’ll shave it for you. Every day. I promise….” Who WAS this?? Never in her wildest dreams would young Lisa have imagined she would say this to any man, but every ounce of her supple body meant it. She wanted to be perfect for him.
It was a godsend that she wasn’t stroking him at the moment; otherwise, the girl would have had a fat load of cum spilling onto her at that comment. She was in the palm of his hand, and he loved it.
Knowing that he didn’t have much restraint left in his balls, Randy wanted to go for the gold. He leaned back in, one hand still teasing between her legs and one hand on her amazing breast. “Do you want to take this all the way, hon?…” he asked, almost pleading.
Even if she wanted to refuse, the (soon to no longer be) virgin knew her body wouldn’t let her. And she DID want it—more than almost anything she could imagine.
She buried her head into his chest, breathing out a soft “Yes…..Please!….”
He pulled away gently and took one more look at her naked body, her huge breasts heaving as she breathed heavily. Perfection seemed like an understatement now. There was no discussion of condoms, or the pill, or Randy’s past partners. In hindsight, they both knew how dumb this really was, but we’ve all had those moments of pure, unadulterated passion where logic is the furthest thing from anyone’s mind, and these two were no exceptions. The two stared at each other. One last time, Randy looked at his new receptionist and said, “Are you sure?”
Involuntarily, she bit her lip and nodded with certainty. She was ready.
He grinned and pulled her spread legs up slightly, giving an even clearer picture of her wet, pulsating sex. He put his hand around the back of her head gently and inched closer and closer before dipping the head of his cock into her folds. She let out a quiet “Oh….” before Randy slid the rest of his member inside of her. She gripped his shoulder again and let out a sharp gasp. Length be damned, any cock can be a lot for a virgin to handle. She quickly adjusted and relaxed, though, letting her pussy be a home for his throbbing cock to move into.
Even after the first thrust, Randy could feel a tightening in his sack. That familiar feeling of ‘hey you better get ready cuz it’s coming quick!’ He knew he wasn’t going to last, but he wanted to hold on for as long as he possibly could. Even for his petite size, her pussy was clenched tight around him like the warmest hug he had ever received. He moved in and out carefully, slowly, deliberately as he drank in every feeling that coursed through him.
Lisa lay back in a similar state of ecstasy. She loved how slow and gentle it was, allowing her to feel every nerve in her pussy. She couldn’t have cared any less about his size. She knew it was small, of course; even though she was a virgin, she was no stranger to the old hairbrush handle. So, sure, when it was all the way in, it did feel more like a tickle, but even though she couldn’t feel much, she could FEEL him. The passion and pleasure were coming across so loud and clear that she wouldn’t have been able to handle another inch.
They were both so swept up in pleasure that what felt like hours, days even, was likely only a minute or two. Randy tried his hardest, but he knew his time was coming soon. He took a few more deep strokes, pushing as far in as he could each time. His cock and balls pulled him in deeper, begging him to do what’s natural and fill this pussy up with his seed, but thankfully even he had the good sense to push that down.
They had both been moaning, grunting, breathing heavily, but Randy let out a loud, “Ohhhhh fuck! Yes! Oh yes!!” as he pulled his cock out at the very last moment and released his orgasm. Lisa was a bit surprised and felt oddly hollow without him inside of her. She looked right at his cock as it started to spurt right at her. She saw it pulsate, spewing ropes of hot, white cum all over her. Some flew onto her tummy, some on her big beautiful tits, and even as he got closer to the end, some reached all the way up to her pretty little face. Randy was moaning and grunting as he stroked himself vigorously, getting every last drop out. He let out one last “Ohhhh….” as his spurts stopped and his cock already began to soften. He panted and looked over his work in awe. A tight, barely legal teen covered all over in his seed. He could’ve taken a picture and framed it in his office; it was so breathtaking.
Lisa lay there breathlessly, snapping back into the real world with every passing second, as she realized just how much cum she was covered in. “Wow….” was all she could manage with a soft smile and brief laugh.
“Wow indeed….” Randy remarked with his post-nut clarity starting to form and his cock nearly back to nub form. He didn’t want it to end, but he knew what to do next. “Let me…uh..grab you a towel,” he said with a chuckle as he started to make his way to her bathroom.
“Yeah, thanks,” she replied, still smiling and breathing heavily. She watched him walk away, then turned her head back to the front. She now realized it was nighttime as she looked at the window to her balcony directly in front of her. She saw the reflection of a woman clear as ever in the window, and it sank in that this was her. THIS was Lisa. The naked, freshly deflowered bombshell with her pussy proudly spread and the cum of a man more than twice her age covering her. The image was instantly seared into her mind for the rest of her life. The reserved coed who wanted her to run from this place seemed like a distant memory. And she fucking loved it.
This was already the craziest summer, hell, the craziest WEEK of her whole life. And with her first official day at the resort just a few hours away, it didn’t seem like it would get any less crazy any time soon.
The End.
