Summer Vacation Housesitting Pt. 01

This is my first time writing anything like this so I appreciate any feedback! This story is inspired by “The Long Weekend” by Fantasypron, but I wanted it to be much more of a slow burn type of story and have my own twists. Thanks for reading I hope you enjoy!

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Mom pulled up to the suburban mansion and put the vehicle into park. “I know you’re an adult and everything but please be responsible and don’t go overboard Alexander,” she chided me, being sure to use my full name for emphasis.

“I know mom, I’ll be fine.” I huffed, hopping out of the SUV and wandering up the drive as she pulled away. The towering house loomed over me as I made my way up to ring the doorbell.

I was greeted with a smile by my longtime best friend, Nate, as the door swiftly opened and he beckoned me in, excitedly hefting my overnight bag inside as I took in the opulence of the home that I had just entered.

Nate was my oldest friend, we had grown up on the same street and been friends since as long as I could remember. Now grown into college aged men, we were markedly different, and followed different paths, yet remained close as ever throughout it all. Nate stood a looming 6’4 and towered above me with his lean, athletic build. He was going to college out of state on a full ride football scholarship and he had a shaggy brown mane and gleaming smile that would deftly swoon any of his womanly peers. I, on the other hand was a more average college student, and possessed a wiry frame with sandy blonde hair that would look more at home surfing at the beach, and prominent blue eyes. In contrast to Nate, I was more scrawny, somewhere like 5’9 and 150 odd pounds sopping wet.

We were ecstatic at the opportunity we had been presented with; since Nate had been at college out of state and I was attending a local school, we hadn’t gotten the chance to hang out much in recent months, and our recent hangouts had been limited to the virtual world of video games and such, on the dwindling chances when time permitted between studies and various commitments, which lacked the realness of getting to hangout in person. Now, however, summer break had rolled around and Nate was offered to house-sit his affluent uncle’s mansion for much of the summer when he was away on holidays. This fortuitous opportunity was presented with free-reign from Nate’s uncle who bore a lax rule on things, and as such, Nate had invited me to stay with him at the mansion and help with the house-sitting process.

“Uncle Tanner said we can do anything we want, have a few parties, drink his booze, whatever, so long as the place is clean, and still standing when he gets back.” Nate relayed with a chuckle.

“This is going to be sick!” I remarked excitedly, and Nate brought me in to select a bedroom. The wealthy uncle had a large house, yet as a bachelor there were several spare rooms to choose from. I set my stuff down in a leftover room adjacent to one where Nate seemed to have made himself at home and he set about giving me a tour.

“Down this hall there are several spare bedrooms, I think one is converted to a sort of library and another an office, and at the end of the hall is the master bedroom,” Nate explained as we peered into each of the well-furnished rooms. “I picked one of the spare rooms, would have felt weird staying in the master suite as that is my uncle’s domain and there are plenty of rooms to spare.” Nate remarked and I agreed with him. The tour continued where I saw much more of the fancy house including a beautiful kitchen and living space that reflected that of a tasteful, affluent bachelor, and would have made any interior decorator proud. But the basement was what really excited us, there was a theatre room with every gaming console and movie you could dream of, as well as a living space with a wet bar, pool tables, games and everything you could fancy having in a rich house, along with a beautiful reading nook with a stunning winged back leather chair.

“He calls that his whisky drinking chair.” Nate relayed amusedly.

The tour continued with more panache as the backyard was revealed; extraordinary landscaping topped off with what we really cared about, a gargantuan hot tub and stunning swimming pool area equipped with an equally illustrious patio and barbecue setup.

With the tour complete we headed back inside, and I was awash with excitement at the possibilities that awaited us. Nate was planning to stay here almost the entire summer, and I was going to stay for two weeks planned but the invitation was already open to remain longer if things were working out. Congregating in the kitchen area Nate headed for the refrigerator and reached inside.

“Beer?” He asked, handing me one at the affirmative.

“We’re getting started early?” I inquired with a chuckle.

“No time like the present.”

“We’ve got plenty of time though, and it’s only a Monday,” I bantered as I cracked my beer, escort “It’s hardly past noon.”

“I don’t see you complaining there, plus I figure we’re on island time.” Nate smirked.

“This is no island.” I laughed as Nate smacked the kitchen island and pointed at it.

“Island right here.”

We sipped our drinks and laughed heading out to hang by the pool deck.

“We’re gonna go a little overboard our first day and then pay for it tomorrow and then repeat that cycle and it’s going to be good fun,” Nate said, leaning back in his lounger by the pool, “That’s my plan anyway, do try and keep up. I think it’ll be great, and maybe we can throw a party next weekend. The world is our oyster for the next few weeks, maybe beyond so we best get to enjoying it. Not often we get an actual break like this.”

We sipped beers, played games, and hung around in a casual manner sharing many drinks, and it felt good to slip back into the friendship I had been missing while Nate was gone. Eventually, my smaller stature bit back at me and I couldn’t keep up with Nate’s drinking pace, so I decided to call it a night. Promptly crashing into the bed I had claimed earlier and finding sleep almost immediately.

The next morning, we congregated in the kitchen area to consume a quick breakfast and lament our hangovers. We killed the day in the sun snapping around a football and then cooling off in the pool. Evening rolled around before I knew it, and a few more beers were consumed with an adeptly barbecued dinner, afterwards we kept up our imbibement and headed to the theatre room where we took to gaming, reliving some split screen nostalgia on his uncle’s xbox 360.

After a few more wobbly pops and a natural break in the game Nate stood and declared, “I know my uncle has a stash of weed in here somewhere and that he’d be cool with us having some, I’m going to go find it.”

“Ok.” I replied simply.

I wasn’t one to often indulge in the green stuff, but once in a while wouldn’t hurt, plus I figured I was in a pretty safe environment to do it if I didn’t have the greatest reaction.

Nate returned after a few minutes looking mischievous with his hands behind his back. “I have acquired the stuff.” he declared and displayed it, and I followed him out to the porch to smoke.

After a few huffs of the bong Nate seemed giddy and mischievous, so I prompted him to spit it out.

“Ok what do you say to a wager?” Nate inquired.

“Depends on what we’re wagering I guess, I’m not exactly flush with cash at the moment.”

“No money involved; it’ll just be funny.” Nate continued, “I found some boner pills with my uncle’s stash, I say we play one more round of Halo and loser has to take them.”

“You’re sick in the head” I laughed, “Why the hell not, I see no harm and plus you’re going to be stuck going to bed with a weird boner.”

“You say that now, but I’ve been kicking your ass all night. “

“Oh, it’s on!”

We laughed and headed back to the game inside.

The battle was close and intense, but in the end, it was Nate who came out victorious. He produced three of the pills from his pocket, and in our inebriated and high state we giddily and boyishly laughed at the silly forfeit which I had been condemned to.

“Here goes nothing” We both laughed, and I washed the pills down with more beer.

We gamed for a little longer until Nate eventually piped up, “Ok not to be weird but do you feel any effects from those pills? I hope you are to suffer the fate of a loser.”

“Honestly, I am surprised to say nope, don’t feel a thing.” I continued “Could be all the beers and whatnot but I think it’s because the gods know I should’ve won so I’m getting off scot-free.” We laughed, and eventually called it a night.

I headed to bed after that without a boner but I couldn’t help but feel odd and that something wasn’t quite right, but I couldn’t put my finger on it; I’d maybe consider the feeling vaguely feverish but I didn’t feel unpleasant in any way, perhaps tingly. “Not smoking again for a while,” I declared to myself as I climbed into bed.

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The next morning, I awoke feeling especially groggy. Having fallen asleep in a baggy hoodie and sweatpants, I couldn’t help but feel as though I was swimming in them, wearily kicking off my blankets and righting myself. Trudging towards the ensuite bathroom in anguish, my pounding head and achy body felt poorly, and something was just plain wrong that couldn’t be placed. Heading to the toilet and instinctively sitting down to relieve myself, I stood again rapidly, realizing that this was decidedly not my usual instinct in the morning. The rush of panic set in and the adrenaline of this realization swiftly removed the immediate effects of the daze I was in. Rushing for the light switch in horror, I looked at myself in the mirror with confusion and terror. Still mostly obscured by the baggy attire, looking back escort bayan at me was a complete and utter stranger—a stranger that was undeniably me. The feminine frame that stared back at me was significantly reduced in stature from my already modest height, I couldn’t be over 5 feet tall now, maybe 5’1″ if I stood with perfect posture. And as that realization set in I looked around to my surroundings and noted that, yes, indeed everything did seem much higher up and farther away than it had felt before. Taking further stock in the mirror it was obvious that the figure I saw was myself, the same blue eyes, pale complexion, and blonde hair were there, seen peaking out from under the hood, but my face had decidedly softened into an utterly feminine version of my former visage. I was stunned to recognize that my new womanly form was perplexingly pretty, with regal cheekbones, supple lips and a cute ski jump nose. I looked like a version of my old self, not quite a sister but maybe like a cousin or something, and my features had been morphed into a remarkably beautiful young woman’s face. Jerkily I pulled down my hood and revealed that my blonde locks had remained, only they were now long tresses running down far into the hoodie, I had yet to reveal how far they had progressed.

In a rapid manoeuvre of fear and curiosity, I removed the hoodie and sweatpants that obscured me, they were now far too big anyways and pooled at my ankles, the hoodie could have served as a dress. I cautiously took in my new, nude form. Lightly freckled, pale skin remained as it ever had, and I confirmed the length of the new hair that adorned my scalp as it flowed past my shoulders and down, cropping around my face in a way which I had never experienced. Most shockingly of all were the new parts I possessed and the ones which were notably missing. I could feel the unfamiliar weight on my chest and there I found two stunning, perky breasts that were not obscenely large but still considerably alluring. These new assets gave way to a slim waist with exceptional curves that flared out into a pert, athletic ass. Along with that, I was fearful to inspect my new genitalia, but I was undeniably curious about the empty space that my former manhood had occupied and the vulva which took its place. Atop my newfound mound was a small, fuzzy patch of blonde hair. I reached down carefully and felt what resided there, afraid to look at the region, and lamented the emptiness of the new region that my fingers found.

The cold nibbled at me and I covered my body with my arms with a shiver, feeling a strange sensation as my cute, pink nipples got hard. As I rubbed myself for warmth, I came to feel the new smoothness of my skin and noticed the lack of body hair that used to reside there.

After taking this all in the adrenaline wore off, the fear and curiosity turned to panic as I was swept into my thoughts and tried to take in the madness that had just befallen me.

“What the fuck what the fuck what the fuck.” I chanted, pacing back and forth in the bedroom.

“I’m dreaming, I must be dreaming.” I pinched myself to a jolt of pain and my situation did not change and I realized how stupid of a trope that was.

“What the fuck do I do?” I muttered to myself, cringing as I became aware of how small and feminine my voice now sounded. It was at that point that tears welled up and a lump swelled in my throat. My inability to hold back the emotion was new and surprising, and as that dam broke, swells of tears overflowed me and I collapsed onto the bed, naked in despair and confusion. How had this happened to me and how the hell was I supposed to face Nate, or tell my family, or undertake the rest of life’s activities in which I had decidedly been, well, not a woman? These sorts of questions overpowered my frightened mind.

After sobbing and despairing for a while I noted the clock reading just after 10am, and I knew that Nate would be awake. I steeled my will and knew that I would have to face him sooner or later. I was forced to relive myself for the first time in a woman’s body and the process was rather straightforward. I re-adorned myself with the now exceptionally baggy hoodie and pulled on a pair of comically large basketball shorts that swallowed up my petite form in a bid to obscure as much of myself when it came time to face Nate.

I crept slowly and fearfully down the hall towards the kitchen, anxiety continuously swelling the nearer I got to the unmistakable sounds of Nate cooking breakfast.

Upon reaching the kitchen Nate turned to greet me.

“Goodmorning sleepy hea…” he trailed off.

“What the- Where’s Alex? Who’re–” He stammered upon turning and seeing me.

I gave him a knowing look of sorrow and Nate knew it was inexplicably me.

“Alex what the hell…” He was cut off as I closed the distance between us and collapsed sobbing into Nate’s arms in a hugging embrace.

It crossed my mind that this was something that would never normally occur between bayan escort us—both the great show of emotion and the embrace—but I was overwrought with emotion and just felt compelled to do it as it instantly comforted me.

Nate calmed me down enough to break up the sobs and began asking questions.

“Alex what the hell happened?” He queried.

“I have no idea, I went to bed feeling weird and groggy but just chocked that up to the alcohol and not having smoked weed in a long time, but when I woke up I was… well, a girl and then I began to have a panic attack and here we are now…” I mourned.

“Ok lets figure this out,” Nate reasoned, “Nobody goes to bed and just wakes up as a girl. You’re not pulling my leg here?”

“Nate, I’m about 8 inches shorter, have long hair, and I’m missing the right parts,” I sniffed and motioned towards my body, “No I am not pulling your leg!” I proclaimed in a huff.

Nate gave a dumbfounded look, and I could feel his eyes assessing me. I could tell that he was also coming to grips with the fact that this was indeed real and happening.

“The pills…” Nate said in a small voice of realization as he took off quickly towards his uncle’s master bedroom. I soon followed close behind.

“Ok, I found the stuff under here,” Nate’s voice was muffled as he reached under the four-poster bed of his uncle’s room.

I stood by idly, watching Nate bend down and reach for a wicker chest beneath the bed, I couldn’t help but notice his lean, muscular figure as he did so. I then took stock of the room I was in. It was opulent, consistent with the rest of the house, and sported a wondrous four poster bed with a tied back canopy, tying into the rest of the room with a look that said, ‘royal palace master suite.’ It was stunning, with a connected ensuite bathroom and massive walk-in closet that promised more panache, but I couldn’t make out any details as they were unlit and there were more pressing matters at hand.

As Nate had gotten the chest out and opened it, we looked upon its contents. There were many bags of varying dried substances, as well as, things that looked like seeds, berries and other boxes of exotic looking pills, blister packs, and medical paraphernalia. Along the far, right hand side of the chest, were a row of boxes which were decorated with a strange language neither of us could recognize, and it was adorned with pink and purple hues along with hearts and cartoonish love imagery.

“This is where I got the stuff,” Nate motioned to the container and picked up one of the boxes in question. “With all the love imagery I just kinda assumed that implied that they were boner pills, and well, no judgement to my uncle but he travels to lots of exotic countries, so I just kinda figured he needed them and stocked up because he got a better deal there.”

“Are you even sure it was weed that we smoked Nate? Look at all the other stuff in here” I squeaked worriedly.

“I-I think so, I mean it smelled right… I think… I dunno I mean I was pretty drunk.” Nate muttered, dejected. “Look, let’s just figure out what this says and hopefully there was nothing wrong with what we smoked, I mean I really did not foresee magical pills. How could I?”

I pulled out my phone and opened the Google Translate app to the camera setting and pointed it at the box, taking it from Nate’s grasp.

“The big font on the front just says ‘Sex Pills,’ apparently it’s written in Nepalese.” I relayed, “The fine print seems to say… well the translation is hard to follow but I think it’s saying to take one pill for every 60kgs of bodyweight and the effects should last for 24-48 hours.”

“Ok well good news I guess, hopefully you’re back to normal within two days.” Nate said his voice echoing as he trudged forward and flipped on the light from the large closet. “Whoa. Come check this out.” Nate said, and I met him in the expansive walk-in closet.

The sight that greeted us was initially as would be expected, a wall lined with suits and other business attire that made sense to belong to Nate’s wealthy Uncle, but upon rounding the corner it was a lot stranger. The shelves were lined with woman’s attire: dresses, shoes, that which you would expect a woman to own, along with an unusually large selection of lingerie and bikinis.

“I hate to snoop, but I think we should look around, maybe there are more answers here that will help us out.” Nate suggested, as he headed to look in the ensuite bathroom. I headed back towards the bed as I had noticed a second chest under there when we had pulled out the first.

What I didn’t notice was Nate’s eyes glued to my shapely derriere from the threshold of the bathroom as I leant over to retrieve the box.

I pulled out the chest and opened it before promptly shutting it with a blush and looking around in hopes that Nate hadn’t noticed. Thankfully he hadn’t and I quickly pushed it back under the bed, hiding the sizeable collection of sex toys that had been revealed there. In a brief glimpse I had seen dildos of various shapes, sizes, and colors, and bottles of assorted lubes. I knew that I had only scratched the surface of what I had seen in there too, but I was too embarrassed to consider it further.

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