Jockboy69
Jockstrap Fan
2
This story is mostly fantasy with some real events mixed in. I’m experimenting with how this is written (you’ll understand after you read the companion story). Let me know what you think.
Massage session with Jake
I knew something was wrong when I saw him hobbling into my office. He told me that he suddenly heard a pop and then felt a sharp pain in his leg. I had him hop up onto the massage table so I could see what was up. He was lying on my massage table dressed only in a pair of skimpy shorts that hugged his ass and package. I began probing the muscles in his leg and groin area to see if I could figure out his injury. “Why don’t you take your shorts off so that I can better see what’s going on,” I said. I slipped off his shorts. He really was really one hot dude. (I always admired him when I would sneak peeks at him when he was showering. He was also one of the subjects of my masturbatory fantasies). There he was, lying there in just his jockstrap. His torso was perfectly smooth. He had nicely developed pecs with two beautiful quarter-sized nipples as well as washboard abs. His jockstrap bulged nicely holding his beautiful uncut cock that I had seen so many times when he was undressing and showering. I could feel my own manhood swelling in my jock and leaking precum as I worked on his leg. I could feel the heat radiating from his cock and ballsack. I spread his legs wider so that I could probe more around his inner thigh. I “accidently” brushed up against his jock pouch. He must have enjoyed it since I could tell he was getting hard so I would brush up against it more. I continued to work on his leg savoring the feel of his manly body.
“Is that better?” I finally asked. He flexed and moved his leg around. “Yeah,” he said, “it does—the stiffness seems to be gone.” By now, I could tell that his cock was fully hard and straining his jock pouch. I smiled and said, “looks like the stiffness went somewhere else. Maybe I can help you with that too.” I slipped my fingers underneath the waistband of his jock and slowly worked it down his legs. His hard, uncut cock slapped up against his stomach. I reached down and gently starting massaging his nutsack. They were heavy and moist from sweat. I gripped his cock with my other hand. His dick pulsed gently as I stroked him. I pulled down his foreskin. I wasn’t disappointed as a drop of precum began forming at the tip of his cock. I couldn’t hold back any longer—I ran my tongue across his cock head and licked up the precum. I savored the sweet saltiness of his precum. I wrapped my lips around his cock. I used my tongue to play with his foreskin. I ran my tongue under the foreskin tasting the sweaty saltiness. “God Coach,” he moaned, “that feels awesome.”
I took his entire cock into my mouth and down my throat. I could smell his musky manscent emanating from his pubes. While sucking his manhood, I could feel his hand squeezing my crotch. I almost came in my jock!
He pushed me off of him and hopped off the table. I could see the lust in his eyes as he pulled my shirt off. He ran his hands all over my hairy chest before he began sucking on my nipple. He started tweaking my other nipple. “Yesssss,” I hissed.
He continued to work his way down my body running his tongue down my abs. I could feel him tracing the ridges of my ab muscles. He was finally on his knees and pulled my shorts down. My cock throbbed in my jockstrap. He buried his face in my jockstrap. I could feel his hot breath on my jock pouch that contrasted with the cold air on my bare ass. With a quick tug, he pulled my jockstrap down. My hard on jumped straight out now freed from the confines of my jockstrap.
I began slapping his face with my hard cock. “Open up,” I commanded. He immediately obeyed and I thrust my throbing dick into his mouth. He started gagging as I fucked his face. “That’s a good boy,” I growled, “you like sucking dick, don’t you?” He grunted in approval.
I was enjoying his mouth but what I really wanted was that beautiful ass of his. I picked him up off the floor and bent him over my desk. He had the most beautiful ass. I admired his firm, muscular ass cheeks. I parted them. His rosebud sphincter winked at me demanding attention. I was happy to oblige. I buried my face into his asscrack. I jammed my tongue into his waiting hole and savored the sweaty funkiness of his mancunt. He obviously liked it because he pushed himself further into my face, impaling his hole with my tongue.
I spat on his hole and started inserting my finger into my waiting hole.
“Damn you’re tight.” I said, “You’ve never been fucked, have you?”
“No. Go slow Coach—I don’t know if I can take your big cock.”
“Don’t worry—I’ll be gentle”
I spat again and used my spit to lube up his hole some more. I started inserting two fingers to stretch out his tight hole some more before inserting my stiff cock. I pushed slowly—I could feel his sphincter slowly give way as my cock went deeper and deeper into him.
“Fuck! Pull out! It hurts!” he cried but there was no way I was going to stop now. “Just relax,” I said gently as I continued to push in. I felt the final pop as I buried my cock deep in him. I held steady so that he could get used to the feel of my dick spliting him open. Once I thought he was ready, I began to slowly fuck him. “Oh Coach, fuck me,” he moaned. “Don’t you worry,” I said, “I’m going to make you scream and beg for more.”
I began to vary the rhythm and depth of my thrusting. He was clearly enjoying being fucked by a man. It felt so good but I wanted to see his reactions so I pulled out and flipped him onto his back. I lifted his legs onto my shoulders. I looked down between his legs—his cock was rock hard and leaking precum all over his abs. His hole was still open from being stretched by my dick. I looked at his face—I could tell he was pleading me to fuck him more. His eyes looked confused as I grabbed my sweaty jock that was lying on the desk and stuffed it into his mouth. The confusion in his eyes were instantly replaced by shock as I rammed my cock deep into him. The jockstrap in his mouth did the trick—it muffled the animal like howl that escaped his throat.
My hands glided across his sweat-slicked torso. I continued to pound his ass enjoying the sensation of his velvet tunnel on my cock as I tweaked his nipple. I could tell he was getting close. Suddenly spurts of cum shot out from his dick. I could feel his spasms on my cock sending me over the edge. “Fuck, fuck,” I grunted. I had just enough time to pull out and unload my own sperm all over him.
I leaned over him and licked up the pearly pools of sweat and cum that covered his body. I savored the taste of our sweat and spunk. I grabbed him, pulled the jock out of his mouth and shared our combined essence. He greedily sucked what he could out of my mouth.
We had many other chances to enjoy each other. God I loved fucking him. I taught him all sorts of man sex tricks in our fuck sessions. Of course he had to practice so I became his guinea pig. I got many chances to experience him plowing my ass as well.
This story is mostly fantasy with some real events mixed in. I’m experimenting with how this is written (you’ll understand after you read the companion story). Let me know what you think.
Massage session with Jake
I knew something was wrong when I saw him hobbling into my office. He told me that he suddenly heard a pop and then felt a sharp pain in his leg. I had him hop up onto the massage table so I could see what was up. He was lying on my massage table dressed only in a pair of skimpy shorts that hugged his ass and package. I began probing the muscles in his leg and groin area to see if I could figure out his injury. “Why don’t you take your shorts off so that I can better see what’s going on,” I said. I slipped off his shorts. He really was really one hot dude. (I always admired him when I would sneak peeks at him when he was showering. He was also one of the subjects of my masturbatory fantasies). There he was, lying there in just his jockstrap. His torso was perfectly smooth. He had nicely developed pecs with two beautiful quarter-sized nipples as well as washboard abs. His jockstrap bulged nicely holding his beautiful uncut cock that I had seen so many times when he was undressing and showering. I could feel my own manhood swelling in my jock and leaking precum as I worked on his leg. I could feel the heat radiating from his cock and ballsack. I spread his legs wider so that I could probe more around his inner thigh. I “accidently” brushed up against his jock pouch. He must have enjoyed it since I could tell he was getting hard so I would brush up against it more. I continued to work on his leg savoring the feel of his manly body.
“Is that better?” I finally asked. He flexed and moved his leg around. “Yeah,” he said, “it does—the stiffness seems to be gone.” By now, I could tell that his cock was fully hard and straining his jock pouch. I smiled and said, “looks like the stiffness went somewhere else. Maybe I can help you with that too.” I slipped my fingers underneath the waistband of his jock and slowly worked it down his legs. His hard, uncut cock slapped up against his stomach. I reached down and gently starting massaging his nutsack. They were heavy and moist from sweat. I gripped his cock with my other hand. His dick pulsed gently as I stroked him. I pulled down his foreskin. I wasn’t disappointed as a drop of precum began forming at the tip of his cock. I couldn’t hold back any longer—I ran my tongue across his cock head and licked up the precum. I savored the sweet saltiness of his precum. I wrapped my lips around his cock. I used my tongue to play with his foreskin. I ran my tongue under the foreskin tasting the sweaty saltiness. “God Coach,” he moaned, “that feels awesome.”
I took his entire cock into my mouth and down my throat. I could smell his musky manscent emanating from his pubes. While sucking his manhood, I could feel his hand squeezing my crotch. I almost came in my jock!
He pushed me off of him and hopped off the table. I could see the lust in his eyes as he pulled my shirt off. He ran his hands all over my hairy chest before he began sucking on my nipple. He started tweaking my other nipple. “Yesssss,” I hissed.
He continued to work his way down my body running his tongue down my abs. I could feel him tracing the ridges of my ab muscles. He was finally on his knees and pulled my shorts down. My cock throbbed in my jockstrap. He buried his face in my jockstrap. I could feel his hot breath on my jock pouch that contrasted with the cold air on my bare ass. With a quick tug, he pulled my jockstrap down. My hard on jumped straight out now freed from the confines of my jockstrap.
I began slapping his face with my hard cock. “Open up,” I commanded. He immediately obeyed and I thrust my throbing dick into his mouth. He started gagging as I fucked his face. “That’s a good boy,” I growled, “you like sucking dick, don’t you?” He grunted in approval.
I was enjoying his mouth but what I really wanted was that beautiful ass of his. I picked him up off the floor and bent him over my desk. He had the most beautiful ass. I admired his firm, muscular ass cheeks. I parted them. His rosebud sphincter winked at me demanding attention. I was happy to oblige. I buried my face into his asscrack. I jammed my tongue into his waiting hole and savored the sweaty funkiness of his mancunt. He obviously liked it because he pushed himself further into my face, impaling his hole with my tongue.
I spat on his hole and started inserting my finger into my waiting hole.
“Damn you’re tight.” I said, “You’ve never been fucked, have you?”
“No. Go slow Coach—I don’t know if I can take your big cock.”
“Don’t worry—I’ll be gentle”
I spat again and used my spit to lube up his hole some more. I started inserting two fingers to stretch out his tight hole some more before inserting my stiff cock. I pushed slowly—I could feel his sphincter slowly give way as my cock went deeper and deeper into him.
“Fuck! Pull out! It hurts!” he cried but there was no way I was going to stop now. “Just relax,” I said gently as I continued to push in. I felt the final pop as I buried my cock deep in him. I held steady so that he could get used to the feel of my dick spliting him open. Once I thought he was ready, I began to slowly fuck him. “Oh Coach, fuck me,” he moaned. “Don’t you worry,” I said, “I’m going to make you scream and beg for more.”
I began to vary the rhythm and depth of my thrusting. He was clearly enjoying being fucked by a man. It felt so good but I wanted to see his reactions so I pulled out and flipped him onto his back. I lifted his legs onto my shoulders. I looked down between his legs—his cock was rock hard and leaking precum all over his abs. His hole was still open from being stretched by my dick. I looked at his face—I could tell he was pleading me to fuck him more. His eyes looked confused as I grabbed my sweaty jock that was lying on the desk and stuffed it into his mouth. The confusion in his eyes were instantly replaced by shock as I rammed my cock deep into him. The jockstrap in his mouth did the trick—it muffled the animal like howl that escaped his throat.
My hands glided across his sweat-slicked torso. I continued to pound his ass enjoying the sensation of his velvet tunnel on my cock as I tweaked his nipple. I could tell he was getting close. Suddenly spurts of cum shot out from his dick. I could feel his spasms on my cock sending me over the edge. “Fuck, fuck,” I grunted. I had just enough time to pull out and unload my own sperm all over him.
I leaned over him and licked up the pearly pools of sweat and cum that covered his body. I savored the taste of our sweat and spunk. I grabbed him, pulled the jock out of his mouth and shared our combined essence. He greedily sucked what he could out of my mouth.
We had many other chances to enjoy each other. God I loved fucking him. I taught him all sorts of man sex tricks in our fuck sessions. Of course he had to practice so I became his guinea pig. I got many chances to experience him plowing my ass as well.
