The Hike [FM]

I was 18, petite, 34D, dark brown shoulder length hair, pale skin (sadly even in the summer) with green eyes. He was 33, had an adorable East Coast accent, short sandy blond hair, about 5’10” and amazingly sculpted shoulders. I thought about his shoulders perhaps too much — at the grocery store, while watching tv, definitely while masturbating (which was around the clock) haha… We’ll call him Dave.

The Summer after high school graduation I worked as a front desk girl at a local fitness gym where we first met. He initially shied away from the “Have a great day!” note that I passed to him, my numerous smiles, and shy flirtation. He told me that he was flattered but that I was far too young — even younger than his little sister. I understood completely but that didn’t stop me from enjoying our brief daily exchanges.

Summer was quickly coming to an end and I was preparing to leave for college. During my last week working at the gym I let him know that I really had enjoyed our Summer chats, brief as they were, and hoped to see him the following year if I ended up back at the club. I distinctly remember that he hesitated, smirked, and wished me good luck as he walked out.

At the end of my day I closed up the front desk, locked the doors, and headed to the parking lot. As I approached my car I noticed a little piece of paper folded neatly and placed under my driver-side windshield-wiper. I took the note cautiously, looking to see if anyone was around and hopped into my car to have a read. It was from Dave. He thanked me for being a shining light all Summer long and said that he’d miss seeing me. Before I departed for college he said that he’d love to take me on a farewell hike. There were tons of gorgeous hiking trails around and I was so excited at the idea.

The following day when he came in for his workout I tried my hardest to play it cool and casually told him that I was looking forward to the hike. We decided on the upcoming weekend and discussed which trail and timing. I was elated! Maybe I’d get to feel those sexy shoulders and back after all — even if it was through a ‘platonic’ farewell hug goodbye.

I arrived a couple minutes early to see Dave’s car already parked near the trailhead. I took a deep and very excited breath and stepped out. I could tell he saw me approaching and he opened his car door abruptly and stumbled out. For the first time he seemed like the nervous one.

“Morning! Are you ready to go?” I asked him. He nodded, locked his car, and off we went. He led the way and told me a little about the trail and how he liked to come here when he needed a break from work or the city. I remember trying to listen but I was mostly focused on thinking of ways to encourage him to remove a few layers of his hiking clothing to get a better view of his body. Writing it out makes me feel a bit pervy, hah, but those were my true thoughts.

His clip was a lot brisker than mine and I did my best to keep up but at a certain point I asked if we could take a quick break to catch my breath. We found a large rock and both took a seat. He put his backpack on the ground between where our legs were dangling (that backpack was probably used as a barrier from me) and we chatted briefly. My water bottle slipped off the rock and he hopped down to grab it for me. As he gave it back to me he lightly touched my knee with his other hand. Whether he meant to or not it made me wet. Immediately. How was I going to make it through this hike? He smiled and off we were again on the trail.

We hiked for another couple of hours and finally made it to the end of the trail. It was gorgeous! Everything lush and green, mountains for miles, chilly Summer air but not too brisk. I walked over to him and thanked him for bringing me to this beautiful and serene place. I knew I made him nervous when I was in close proximity to his body and he told me to take a seat as he had a surprise to share.

Digging for a bit in his backpack he eventually pulled something out and hid it behind his back. He approached me and asked me to close my eyes. Cue my heart pounding and curiosity. I opened my eyes to see a plump, red nectarine. A piece of fruit was his surprise? I remember giggling to myself thinking that was a weird choice. We sat down and he offered me the first bite. I’ll admit that after all of the hiking that bite of juicy, sweetness was delicious. I leaned in to hand back the nectarine but he bypassed my hand and firmly grabbed my forearm and pulled me into him.

“What the f??” I remember thinking with my heart pounding loudly in my ears. It was so out of character of the quiet, contemplative Dave I’d known so far. The nectarine still in my hand squished straight into his jacket as he guided my body onto his lap. He didn’t seem to care about the nectarine juice running slowly down his jacket and apparently neither did I. He kissed me gently at first and then a little harder, biting at my lower lip and his hands settled on my waist. I moved my head back for a second to look him in the eyes to make sure this was really happening and okay since he’d previously given me so much pushback about the age gap. He smiled tightly and I gently rolled my hips into him in reciprocation.

My arm was bent at the elbow between us with the nectarine still in hand. He pulled again just above my wrist and brought my now very sticky hand, full of fruit, to his mouth. He took a small a bite of the nectarine and went in for what may have been the best kiss I’ve ever had. The nectarine just rolled out of my fingers onto the ground. He tasted juicy and sweet, with a little stubble on his cheeks briskly rubbing against my face, and I can still remember his musky scent. Fucking Heaven…

Being eighteen and relatively inexperienced each caress, kiss, tug, and push with him felt like an out-of-body experience. I had loved my first boyfriend (of appropriate high school age) and we had explored our bodies together — but this was different. Dave clearly knew a lot more than I did and although it was kind of scary it was also exhilarating. He kept pulling me tighter into him and I could feel his hardness rubbing against me. Jesus! What was I in for?

Still sitting in his lap I unzipped my jacket and laid it on the ground next to us. He helped me slip out of my tank top and I struggled out of my tight sports bra. I definitely did not look sexy squirming to get the bra off and we both had a good laugh. When my breasts were finally free he immediately dove in and his mouth found my nipples. His tongue circled around, he gently bit and nicked, and I closed my eyes while continuing to roll and grind my hips in his lap.

My turn was next to help him out of his jacket and shirt. Finally getting to feel his body up close was surreal. I told him about my secret Summer obsession with his chest and shoulders and he laughed while I traced his arms, chest, and back. I’m not sure how he did it, but I do not recall how my shorts and panties magically disappeared. Experienced older guy bonus points go to him I guess?

His hand gently moved down my stomach softly hovering. I am not a 10 by any means, probably a 7 tops (thanks pilates!) but I do give my genes credit for a porn-perfect pussy. (PSA: All vaginas are awesome no matter what they look like. They’re warm and soft and squishy in all different shapes and colors and they feel so f-ing good! Mine just happens to resemble those you often see in porn, magazines, etc. But, back to the story now…) He inched his hand down and softly found my drenched pussy. I lightly pushed his hand to the side. As much as I wanted him to feel me — I was dying to feel and taste him,

Nervously, I moved from his embrace and kneeled over his legs and felt his eyes scanning my body. He leaned backward and I worked to unbutton his pants, pulling each pant leg down and struggled to get them over his hiking boots. Why we didn’t remove his boots, I don’t know — but eventually I had success with the full pant removal. I climbed onto his almost completely naked body with exception of his boxer briefs. Honestly, I was kind of scared of him being fully naked. I pushed my hips into him and he pulled me down flush with his body. While we were kissing I trailed my hand down his chest and torso and landed on the hard warmth of his cock nestled under the soft waistband. I inched my hand inside the top of his boxer briefs. Holy shit… He was much bigger than I’d been with. Not like porn big (are those dicks even real or just a trick of the camera?) but very thick and much bigger than I’d encountered.

I kept my hand on his cock stroking softly and gently, feeling a little bit of precum on my fingertips and slowly moved my body backward so that I was now on my knees between his legs. I carefully inched the boxer briefs down and gently caught his huge cock in my other hand as it lifted out of the elastic waist of his boxer briefs. He helped me ease off the briefs over his boots. It was finally go time… Back on my knees and leaning over him I kept my eyes locked with his while my tongue had a chance to circle the head of his cock. I did my absolute best to get my lips, tongue and mouth to cover as much of him as possible, with one hand on his shaft and the other gently cupping his balls. I remember trying so hard, but it was all just a bit bigger than I could manage and my jaw was beginning to ache. His body would tense and release and judging by his sounds he was pleased so far. I closed my eyes enjoying everything about him and trying to catch a rare breath when I could.

With my mouth and tongue he seemed really close to cumming and I was hoping that I could at least make an attempt to feel him inside me, so I slowed down the rhythm and sat up. He pulled me up so that I was straddling his torso. (PSA #2: People: Please wear a condom! I thought about writing that we used a condom but the truth is that we didn’t. We should have for important reasons like scary STD’s and babies… Thankfully we lucked out and everything was ultimately fine but please make better decisions than we did!)

I moved his hand to my pussy and slipped one of his fingers inside to attempt to prepare myself. I was completely soaked and ready to attempt but even his finger was feeling too big inside of me. I was very open with him that I’d never been with a guy even close in size and that I’d try but if it hurt too much that I’d finish him with part II of the blowjob.

I positioned myself over him and felt the head of his cock pressing against me. We had to go super slow to try to get him even an inch inside me because he was just too thick. I asked him to softly touch near my clit (I’m a big fan of just to the side of the clit so that it’s not too intense) and that pleasure helped with the pain of trying to ease him inside. Up and down and rocking movements with my hips and we finally had a bit more of him inside. His cock was warm, rock hard, and the feeling of fullness with him stuffed inside of me was something else.

His cock started to feel exceptionally good inside of me and I decided to be braver about taking more of him in. Dave’s hands were on my hips guiding me. He slowly flipped me to my back and I felt fucking tiny underneath his body. I wrapped my legs around his back and went with his movements as best I could. People of Reddit — I felt drunk with cock pleasure. It still hurt but the hurt was melting into the foundation of an amazing orgasm. He became slightly more rough but with each thrust I was seeing some pretty incredible, ecstasy-laden stars.

I’d only tried doggy-style a couple times with my high school boyfriend the previous year but I figured if this was my one and only chance with this gorgeous, experienced guy before I left for college I’d take it. He laughed when I asked him if we could try and he pulled out of me. My jacket had been acting as our makeshift bed and it wasn’t big enough for both of us but by folding it over like a little pillow it at least saved both our knees. I cautiously got myself on all fours and he sidled in behind me. He aligned his cock and slowly pressed inside of me. I still remember this feeling being so overwhelming that I reached my palm back on his thigh to try and compose myself before his next thrust.

I learned something about myself that day… apparently I have the capability of squirting. Who knew? Not me at the time. I remember telling him that he was feeling so amazing inside of me that I felt like I was levitating. I felt this clench of warmth and pressure equivalent to pure fucking internal rainbows (I have no other way to describe it?) Thank God there weren’t other hikers around, or if there were, I’m sure my moaning must’ve scared them away. This orgasm was so intense it felt like waves crashing over me from head to toe and back again for way more than the usual glorious couple of seconds. This was long and full-bodied and then it was warm and messy and what in the f?? Did I pee myself? He kept thrusting and I kind of panicked. I turned my head to the side and I remember him reaching his hand to lift my chin while he kept thrusting and he assured me I hadn’t peed — it was just an intense and very wet orgasm. I dipped my finger in some of the weird clear juice between my legs. It smelled sweet. I did not have the guts to taste it but it definitely wasn’t urine. Crazy! I thought those squirting porn videos were fake but apparently some of them are not? I went with it and whispered good riddance to my jacket that was still underneath us.

Dave was getting really close and I asked him how’d he like to finish. I remember him being short of breath and saying, “Anywhere…” He pulled out of me and stood up, and I turned myself to face him while staying on my knees. I gave him what I think of as probably one of the best blowjobs I’ve ever given, or if not the best, the best I could’ve given at 18-years-old. I somehow took him in my mouth and throat much further than I had earlier and the whole time in gratitude for that insane orgasm he’d just given me. I’m 33 now and STILL think of that orgasm…

He seemed to like the blowjob at an intimate pace so I took my time with my eyes focused on his, taking him into my mouth and throat repetitiously. He said he was about to come and asked if it was okay to come in my mouth. I gave him big, slightly teary eyes (which I guess means yes when there’s a giant dick in ones mouth) and he came hard. I just swallowed and swallowed and swallowed loving every moment.

I remember glancing up at him and he kind of laughed and shook his head. “Redditthrowaway, I don’t know what to say but… wow.” He helped me up and we did our best to get dressed in our post-orgasm-intoxication. I rolled up my now disgusting jacket and stuffed it in my bag. That jacket was not to see the light of day again, hah, just the next trash can.

We took our time descending the trail. Both of us kind of in disbelief, well, at least I was. Looking back I see my naivety about that day plain and clear with what he had planned all along… And, I wouldn’t change a thing. When we were back at our cars he walked me over to mine and gave me a soft, sweet farewell kiss.

I went off to college and practiced kegels daily for weeks terrified my vagina was never going to be the same! Thankfully everything reverted to its normal tightness, haha.

Dave and I haven’t seen each other since our hike. In my late twenties I did receive a message from him. It was short and sweet and basically thanked me for one the most memorable days of his life. I replied that I’ll never forget it either, but that I was now married and in respect of my husband we should leave it as just that — a great memory. Always gentlemanly, he agreed.

Thanks for reading! This is the first time I’ve ever shared this with anyone aside from a watered-down version I told my sister 100 years ago. Sorry for the grammatical errors but I hope it was a fun read. ;)

Source: reddit.com/r/gonewildstories/comments/eme54i/the_hike_fm