My Crush

My name is Dan, I’m a senior in high school, I’m on the track and tennis team, I’m a gay virgin, but in the closet, I’ve known I’ve been attracted to guys since puberty hit. I have a lot of “jock” friends, and for some reason popular with the girls as well. We hit the parties almost every weekend, pool, BBQ’s, dances, beach, mixers or just group hang outs at someone’s house.

 My big crush, is Drew, also he’s on the basketball team and football team, we have a lot of the same friends and we show up together at most functions, but other than a fist bump or head Bob in passing, I doubt he knows I exist, even though I’ve tried to intermingle into his clique. Unless my gaydar is wrong, I have the strongest suspicion he too is a closeted gay. He has a steady girlfriend, Marsha who is a cheerleader. One good thing in my favor is many of the girls in my circle are somewhat close to either him or Marsha. Now my goal is to unknowingly enlist some of them to try to get closer to him.

 Janey is a girl who has been trying to fancy my attention, so I’ve been playing along or in other words, using her, I feel a bit guilty about it, but I’ve been avoiding “alone time” with her, keeping multiple friends around us at all times. After several weeks it seemed to be working, as I began to move closer into Drew’s close circle of friends.

 As time went on, I could swear I caught him checking me out more than once, but in the next step he was necking with Marsha off in the corner. Once he got to know me, we became fast friends, and we began to hang out on a regular basis, sometimes we were even alone. It was this alone time that I began to let my guard down and open up to him as he did the same to me.

 We seemed to have a connection when we were alone together but that all went away when others were around. I think neither of us wants to make the first move for fear of the consequences, especially since he’s now a friend. Without realizing it, I gained a friendship, but making that move out of the friend zone could be detrimental. So basically out of one frying pan and into another, Christ, why does this have to be so tough?

 We began jogging in the park before school together, usually pre dawn, we were pretty adamant to stay physically fit to stay active on our respective sports teams and to avoid being benched, or worse yet cut. We’d wear our running shorts under our sweat pants, but in hotter weather we’d lose the sweats before beginning our run, there was a bench that we’d always meet at, and we both stretched at the bench and loosened up, man Drew was always very limber and I swear he got in positions I needed time to get to. I always positioned myself to face him, so I could nonchalantly stare at his leg up on the bench, as his hands and arms slid down his legs, to his feet, and his head bent in towards his crotch, as his back leg was out on the walk behind him, his bent torso through his tee shirt, his somewhat long curly black hair brushing against his thigh, his shorts riding upward toward that forbidden private part, then he would switch positions and I could see those shorts ride up toward that bulge that sometimes seemed to protrude out like a small baseball.

 One day I was doing a split on the ground with my back leaning against the bench seat and I was stretching towards the walk with my hands to my toes, and he had his leg up on the bench and his stretching opened his short leg up enough that I could see his balls, I immediately became hard and had to look away, as I continued to over stretch myself till my problem went away. Drew was impatiently waiting as he jogged in place waiting for me, as I got up and we began our jaunt into the wooded path I glanced over at him and his shorts bouncing up and down in the crotch. Clearly this day was different he wasn’t wearing any underwear or jock strap, he was free balling and in fact, if I didn’t know any better, flaunting it in front of me.

 We continued about a mile into our routine when he stopped, putting his hands to his sides as if catching his breath or possible cramp, I stopped continuing to run in place and I asked him if he was OK, he replied he was a bit under the weather today and thought he might have to hurl as he began to walk towards the tree line. I immediately stopped and followed him in, trying to give him aid should he need it, we left our bags and some water back at the bench I offered to run back to get some but he said no, as he hunched over as if ready to hurl. I immediately put my hand on his sweaty back and began rubbing it, trying to relax him, when he tried to heave again but nothing came out. I stood next to him with one hand still on his back and the other graced his tummy as I asked if there was anything else I could do, as he attempted to hurl again, but something was abruptly wrong with this last over exaggerated dry heave, almost as if he was faking it, but I continued to console him as he eventually sat on the brush on the ground leaning against a tree trunk, still attempting to catch his breath. His knees were up in the air his legs spread apart and as I stood there watching him, there in all its glory was his dick and balls hanging out of one short leg, as he attempted a sitting dry heave bouncing it up and down, in front of me.

 I told him maybe we should walk back as we were going to be late for school if we spent much longer there, so I extended my arm and he gave me his as I pulled him up and we began to head back, he said he felt faint, so he put one arm over my shoulder and I put mine around his waist as we headed back up the path. Suddenly his knees seemed to collapse and his full weight pulled me down almost tripping me, again I didn’t mention it but it seemed overly exaggerated and fake. We regained our footing and began our trek again when he said to wait he had to pee, and still holding each other he directed us toward the tree line again. When we got there he tried somewhat unsuccessfully with his left hand (his dominate right hand was still over my shoulder) to expose his dick over his waistband and began a steady stream of piss as he became a bit playful and decided to play fireman, an odd situation, as I watched his dick in his hand trying not to seem all that interested, but damn I was, I couldn’t get enough, I laughed at his antics and asked if he needed any help controlling that loose fire hose and then he said “SURE” . I don’t know why I said it, or why I did what I did next, but I reached over with my right hand and placed it above his just under the head as I seemed to take control and he let go pulling his tee shirt up to get a better view himself. Now I was holding Drew’s pissing dick in my hand and I was watching it along with his exposed abdomen and abs, and let me tell you they were looking fine, mighty fine. Don’t get me wrong my hand on that hot dick skin felt absolutely insane.

 As he was finishing up, I let go and he said “don’t stop, finish the job shake that sucker, get those droplets to fly”. So not to disappoint or refuse an invitation I only have dreamed of, I reached up again and began shaking it, well I liked the feel of the skin sliding on the now hardening tissue, as my shake became more of a jerking motion as I slid it back and forth, by now his hands fell to his sides as his tee shirt was hiked up over those nipples and his other hand was on his waist as he was slightly arching his back pointing that ever hardening dick outward and upward. Hell I was full jerking him off now, as he closed his eyes and tipped his head back, releasing an “ahhhh” sound in kind of a hum. I grabbed his shaft and sack and squeezed it and said” what the Fuck Drew? What are you doing here” he replied “I don’t know but don’t stop” as he put a hand on my shoulder as if coaxing me to my knees on the ground. Now my face to his dick position as I stared and studied every aspect of it while I continued to jerk it off, then I looked up at his face pointed toward the sky, and I moved in closer smelling his musk. I wasn't sure if the shinny liquid on his tip was just leftover pee or precum, but my dick was hard and poking straight out. I felt the flutter of butterflies in my stomach, as my face moved in closer and closer. I glanced upward at Drew’s face and it was still looking up at the sky, I looked back at that nice dick head, staring me in the face mere inches from my eyes, I kind of studied it, while contemplating if I should or shouldn’t open my lips and take it in. Hell, he seems to be enjoying my slow and steady jerk, what could I lose, I opened and hovered its head into my open mouth not making contact. My other hand flipped my own dick out my short leg and I unconsciously began jerking myself, I had to go slow, I wanted it to last and I just knew I would cum to quickly if I let it. I began closing my mouth around his head, a slight bitter taste of salty sweat overtook me as I let my tongue grace the underside. As my mouth took over my jerking motion I let it go deeper as I began to suck. The feeling was amazing the warm moist skin so thin my mouth sliding it around his shaft. I glanced up and he was now watching me intently, our eyes made contact and he quickly closed them but smiled wide in pleasure. I looked back down now staring at his pubes as the wirery hair seemed to be neatly combed into a pattern above his shaft. On one in stroke I released my tongue and let it touch his balls until I unexpectedly choked not realizing how far in his dick was. His moans enticed me to go further. My dick began spewing its load into his bunched up shorts now around his ankles, I came off of him momentarily as I exclaimed loudly I was Cuming and Drew looked down to watch the fountain of youth spraying his legs and shorts. My dick now still dangling out of my short leg, dripping its last drops. Both my hands are now rising to grasp his shaft and balls, while I let my mouth explore his shaft once again. Drew began moaning as if uncontrollably as he fell back to lean against the tree. He let his load out as he yelled “stop” but I was too late some spewed into my mouth as I pulled off and the rest coated my face and cheek. It felt warm on my skin, just missing my eye, but I blinked in unison with each spewing volley after that not wanting to miss the slit spread open wide as the whitish fluid parted that hole and the small flaps began closing once again before beginning to pew open again. Meanwhile I’m beginning to realize the taste left in my mouth, it was like I hocked up a luggie as I twirled that first shot around in my mouth. I wasn’t sure if I liked the taste or not, yet I let my tongue reach outside my lips to grab a bit more. I guess I was somewhat turned off by knowing it came out of my friends body and yet a part of him that expels waste. Soon I decided I needed to try some more so I took his softening dick back in my mouth to clean it off before wiping the warm drips off my cheek and depositing it form my finger to my mouth.

 Drew thought that was hot as he bent over to pull up his shorts stained with my cum. I sat on the ground contemplating what just happened and he kneeled down reached into my shorts leg and touched my soft dick, his hand on it began it moving once again and he looked at me and asked “May I” I figured after what we just did? What the heck. So He leaned in and took my dick in his mouth, and it was a wonder, a fantastic feeling, as he pushed my shorts and underwear up  over my balls he began sucking my shaft and balls and I lay down back on the ground , it didn’t take long for my second load to start spewing. I yelled “I’m Cuming” and he pulled off and played with my cum that was dripping on my leg, he tried to taste it with his fingers but gave me a bad look with a scrunched up nose.

 He stood brushed himself off, extended his hand toward me and helped me up as I adjusted my shorts and snapped my dick back inside, we began jogging in place and he asked if I was ready to roll and we jogged back to the bench at the start of our run.