Based on a true story.
As we got out of the van by the trailhead deep in the woods, my in-laws and I found the early October morning air to be quite crisp. Grateful for the extra layers we had brought along, we gathered our gear and got ready for the 3-mile hike up the mountain trail. The two of them were older than anyone I'd ever led hiking, and extremely inexperienced, so I had to keep reminding myself to be patient -- a mindset that was already necessary, as they took an extraordinarily long time putting on their boots and gathering waters.
As I waited for them, I noticed a solo hiker walking up from a car that was parked further down the dirt road. Prepared to simply exchange a casual greeting, I paused in pleasant surprise when she looked up. A warm smile rested upon the attractive facial features of a young woman about the same age as me. As she approached, I greeted her cheerily:
"Beautiful morning for a fall hike!"
She responded in kind and flashed an even wider smile. Now standing only feet away, I found myself immediately captured by her supple lips, her delicate face, and her deep green eyes that sparkled with playful energy. Preoccupied with their preparations, my in-laws were too far away to get involved in the greeting, and so I engaged in a delightful, albeit brief, 1:1 conversation with this stranger.
Although she was wearing appropriate hiking attire, the questions she asked me about the trail made it seem that she wasn't overly experienced. But even while sizing up her readiness for hiking, I was also discretely trying to size
her
up. It was difficult to get a read of her true body shape under all her layers, but she was quite attractive and I would've readily offered to be her hiking companion to have a chance to flirt ... if I had not had the additional company.
Feeling a twinge of disappointment because of that reality, I eventually wished her a good hike, and she offered a cute little wave as she turned to head toward the trail. As she walked away from me, I unashamedly took a long look at her backside: pressed into fairly tight hiking pants, her butt looked quite squeezable and enticing, and long wavy strands of well-maintained brunette hair cascaded over her shoulders from underneath her knit hat.
As I continued staring, suddenly she paused and her head turned to the side. Although partially afraid that she'd catch me staring at her, my curiosity as to what made her pause kept me from looking away. After several long seconds, she eventually faced forward again and continued walking down the trail, but that pause had been really obvious.
Was she wondering if I was staring at her?
Was she too having desires for accompaniment?
As she headed down the path and eventually went out of sight, I shrugged internally that I would never know those answers.
A couple hours later, our little group of three had finally reached the summit. My patience had been regularly tested by needing to give my wife's stepfather a break almost every 5 minutes, but any frustrations of the excessively slow journey were quickly erased by the fantastic view that we were afforded of the Adirondack High Peaks in their autumn glory. That view never gets old, and as an added bonus on this cool fall day, the open summit allowed the warmth of the sun to bask us in its rays. Outer layers came off, and we sat there soaking it all in, feet dangling over the edge of a small cliff.
After gladly resting for a little bit, I remembered seeing on the map that the trail continued over the other side of the summit, and I was curious as to what I might discover on the other side. Hesitatingly, I asked my in-laws if they wanted to come with me or if they would like to keep resting, hoping they would answer the latter so that I could venture out alone. Thankfully, my hypothesis was correct, and so I excused myself and headed back out without my pack to do some more exploring.
This narrower stretch of the trail was definitely less-traveled and somewhat overgrown, but I enjoyed exploring a few side paths that jutted out toward the back side of the peak. Although the limited views from the small clearings at the ends of those side paths were somewhat less inspiring, they were certainly more private. During the hike up the summit, we had encountered several groups of hikers, some passing us and some coming back down, but I didn't hear or see anyone on these smaller paths.
The dramatic difference in privacy jogged my memory of a time a few years prior when I had spontaneously masturbated on an open rock summit, hesitatingly exposing myself to the panoramic view. As I flashed back to that day in my mind, I could feel blood rushing into my crotch with the mere possibility of repeating such an illicit exhibition. Very quickly, that head began to take over, and my attention became solely focused on finding a suitable area to quickly jerk off.
Walking with a more deliberate pace now, I was increasingly motivated by the memory of how good it felt to have the rush of orgasmic release heightened by the potential risk of getting caught, and I could feel my thickening cock swinging between my legs and rubbing up against the front of my pants. Backtracking to one of the private overlooks I had found earlier, I paused silently for a few moments to look and listen in every direction. After satisfactorily hearing no voices nor seeing any movement among the trees, I swiftly tugged on my waistband and pulled both my pants and boxers down to my ankles.
Though not fully erect yet, my freed cock immediately sprang to attention, pointing almost straight out at the view of the mountain valley far below, and I wasted no time in curling my right hand around my rising member. That first sensation of flesh on flesh is always an exponential rush, and I could feel my heart pounding with a sense of anticipation that was quickly coursing throughout my whole body.
Eyes looking straight ahead at the view, but all other senses concentrating on how my hardening cock felt in my hand, I began gently stroking its full length. My gaze drifted to the base of my shaft, watching the skin tighten, release, and tighten again with each corresponding stroke. As I often did, I positioned my left hand to tightly grab my ass cheek, fingertips near my taint. Watching the head of my cock flare instinctively with longing to release, I was rapidly getting lost in the pleasure zone.
"Now
that's
a nice view."
My heart practically leapt out of my chest and my breath evaporated. I whipped around in startled horror toward the source of the female voice that spoke suddenly from behind me. With my pants around my ankles and my right hand tightly wrapped around my dick, my face immediately flushed red with a mixture of shock and embarrassment; in fact, my entire body tensed up in what instinctually felt like a 'fight or flight' moment.
Unable to move or even speak, it took me a few seconds to comprehend that the person standing behind me was none other than the girl from the trailhead. It took me several more seconds to notice something else: from the wrist down, her hand was stuffed inside the front of her pants. Although hidden under the fabric, I could discern just enough of the shape of her fingers to discover that they were almost assuredly between her thighs. My faculties had barely begun to come back when she spoke again, this time with a seductiveness in her voice.
"Don't stop on my account ... can I keep watching?"
The tense atmosphere flipped dramatically, and now my cock pulsed with a different kind of excitement, wondering if my secret fantasy of masturbating outdoors while being watched illicitly might soon be fulfilled. Heart racing, I found the courage to answer her question with a condition:
"Only if I get to watch whatever it is you're doing down there."
Caught off guard by my response, her eyebrows raised and her lips pursed together in surprise. For what was probably only a few seconds, but in the moment felt like an eternity, she locked eyes with me and demanded eye contact with a lustful intensity unlike anything I'd ever experienced before. She blinked first, though, and when she did, she slowly pulled her pants down to her ankles with her free hand, all without breaking eye contact with me. For the first time, her sexy smooth toned legs revealed themselves, yet my eyes couldn't help but fixate on the high-cut black panties that skimpily covered her crotch.
In the meantime, her right hand hadn't moved an inch, and it was now obvious that her fingers were not only inside her panties, but they were reaching down between her slit. Aware that she was still staring at me with those deep green eyes, I reluctantly averted my gaze to make eye contact once again.
After flashing the smile of a temptress, she then used both hands to swiftly pull down on her panties, which fell on their own to the ground once they got below her knees.
And there it was.
My cock extended to a new level of hardness as I stared with wondrous amazement at the suddenly-exposed pussy of this incredibly attractive stranger. Standing a few feet away, I found myself mesmerized by the thin manicured line of pubic hair that traveled like a landing strip down from her waistline, and her thighs were separated just enough for me to see a pair of swollen lips protruding from between her legs. Coincidentally, I had recently started maintaining a similar manscaped look of my own, and so I lifted the bottom of my shirt to reveal that as I spoke awkwardly:
"Wow. And we even match."
Although I didn't give context, she must have figured out what I meant, because she chuckled softly. After a brief pause, she nodded toward my hand that was still frozen in place.
