Date: Fri, 2 May 2014 08:34:26 -0700 (PDT) From: - - Subject: Coach and Shy Kid - Part 6 - Finale I'm on the team now, and it feels good. I'm part of a group of guys, and they're good guys. They're all around my age, and then there's Coach, and there are some assistant coaches. I had to sign some paperwork, and I had to get the doctor to sign off on me, but this morning I walk through the woods to the park and join everybody. It's great to be comfortable with my body and being around other guys. I'm really thankful for Coach taking me under his wing and for getting used to it all. "Guys," Coach says, "this is Tom. He's gonna be joining in. He's new to it, but we could use all the help we can get." I look around and give an awkward smile and nod to the group. It's just a practice session, so it's a ton of stretching and running. Everybody's just in T-shirts and shorts. Coach works with me on catching for a while and tells me we'll get into hitting next time. Then there's just a bunch of drills for different stuff, and we kind of walk through a game instead of playing it. There's a lot of instructions. When we wrap up and everybody starts leaving, Coach comes over to me. "Tom, your uniform came in. I got it back at my place." "Okay," I say, and we walk across the street. We go into Coach's place and up the stairs and into his bedroom. He has a bag there, and he dumps it out on his bed. "Here's your hat, and your shirt, some batting gloves. Try those on," he says. I slip them on for size. They're a little loose. "Yeah, they're okay," I say, peeling them off and inside out in the process. "Okay, good," Coach says. "And you got your pants and belt. Don't forget to wear the belt. Some socks. And your jock strap and cup." I look down at everything for the uniform. I'm a little unsure. "Um... Coach?" I say. "Uh, I don't know how to put on a jock. I mean, does it go over your underwear or under it?" "Okay, that's alright," Coach says. "Now, there's a few different kinds of jocks, and you could find that you want to try a different kind. There's some that are more like underwear. With this kind, most of the guys don't wear underwear, just the jock. It'll let you move more and it'll keep cooler in the heat." I'm surprised, but it makes sense. I start to think about it. Are all the ballplayers I see on TV not wearing underwear beneath those tight pants? Sometimes I'll see the line on their leg. Coach says, "Every guy's going to do it his own way." I'm opening up the box as we're talking to see what it looks like. I hold up the jock strap, and it looks like underwear but without the butt. There's a bunch of straps and a little hole in the front. Coach opens up the cup and slips it in the front pouch while I hold it. "See? Just like that." I can tell I have this confused look on my face as I untangle the straps and hold it up in front of me. "Now, it's important that you position yourself in there right," Coach says. I look at him and nod. "Uh... do you want me to ...show you? I can." I look at the jock instead of at Coach. I take a breath. "Um... yeah. Okay." I'm thinking that I'll have to strip off, and it can't even go over my underwear. He's seen it. I'm okay with it. It's Coach. "You sure?" Coach asks. I look at him and nod. "Yeah. I don't want to do it wrong." I say. "Okay, go ahead and get undressed," Coach says. Then he steps over to his dresser. I kick off my shoes, and I start to pull my shirt up. Then I notice that Coach is pulling his shirt off too. Oh, he meant to demonstrate. I thought he was just going to help me into mine. He's undoing his shorts, and they fall to the floor. He's standing there and getting his own jockstrap out of a drawer. He's in his underwear. I'm watching. He turns around, holding a white contraption in his hand. He's walking back to me. I get that weird feeling when you're the only one naked or the only one dressed. My hands lift up to my waistband, and I look away from Coach, back to my new jockstrap lying on the bed. I shuck my shorts down to the floor and step out of them. Coach lays his next to mine. We stand there next to each other, just as we've done in the locker room and in the doctor's office, like we stood next to each other in wet almost see-through briefs at the lake. "Okay, ready?" Coach asks. I look at him and force a smile and nod, like I do this all the time. I don't know what to do or how this lesson is going to go. Coach slides his briefs down and tosses them on the bed. I do the same. We stand next to each other, naked. He's taller than me. He's hairier than me. His dick is bigger than mine. He tugs on his balls, you know how the sack gets all squished sometimes. Coach picks up his jockstrap. "Now watch me, Tom." I do. "It's just like underwear, only the legs are these straps. You want to make sure you step into each loop for each leg." He holds it down and puts one foot through, then the next, then pulls it up. As his jockstrap slides up his legs, about 5 inches from my face as I realize I'm leaning over now, his balls and dick go into the pouch. The straps slide up his legs and cradle each butt cheek. His butt is kind of hanging over the elastic, and it looks almost bigger, rounder. Coach adjusts the waist in the back and pulls up the straps around each leg. He turns to face me. I look down and see my dick dangling. He pulls the waist out in the front and I'm now literally staring straight down at his hairy cock and balls. He's showing me. He reaches a hand down while still holding it out for me to see. "Get your balls in the middle, and let your penis lay in the top." I stare. He lets go, and the waist snaps back. He holds his package and positions it. He looks at me. "Got it?" I look up into this face, like the lights just went on. "Uh, yeah ...okay." I say. I reach over and pick mine up. Now it's my turn. Coach reaches out from beneath and untwirls one of the leg straps. I hold it down by the ground, bending over. I remember being aware of my butt and the window for a second. I step into each leg and slide it up. It's just like putting on a pair of pants that aren't there. I feel the straps slide up each leg like a hand, and I feel my nuts get collected. I reach a hand in and lift my balls up and set them against the cup. I position the waist kind of high, and I slide my hand over the fabric. The waistband is thick, and there's a label stitched on it. The fabric of the pouch has little ribs of cotton, and it tents out into an angle. The cup underneath has a smooth, hard part and a spongy soft part that rests against where my leg meets my crotch. I can feel my butthole and the skin beneath sort of tickled by the elastic band there but uncovered. There's a breeze on my butt. Coach's hand is on my leg. He's sliding it up from beneath to the strap that's strung under my left butt cheek. He goes from the hairy part to the smoother part, and his fingers slide under the band. "Sometimes they get twisted," Coach says. I let him touch me, it. "How does it feel?" "That's good," I say. Coach goes around me and positions the straps under my butt. It's quick, but his hands go under my butt. "Check mine," he says, turning his butt to face me. I look at how his butt cheeks flex. I can't believe the invitation. I reach out with one hand and slide my fingers along his hairy leg and right under his ass. The straps are fine. I take one between my fingers and reposition it. He stands to face me, and he stretches his arm out to rest on my shoulder. We're both staring down at our bodies, and it feels right, because that's what we're doing, right? We're just making sure my jockstrap is right. His hand feels good on my shoulder. I look up at him. "Thanks," I say. Coach looks back at me and smiles. "You're welcome, Tom," Coach says. We just stood there like that, asses out, his hand on my shoulder, I was sort of leaning on one leg, his feet were pointing out at different angles, for like 10 seconds I swear. Then Coach took his knuckles and knocked on his jock. It made a faint tok tok noise. He looked at me and smiled. I looked down and, with my index finger, sort of tapped on my own. I held the big, hard piece with my hand through the fabric. As I moved it, I felt it lift my balls up. "You're all good," Coach said. I looked at him and said, "At least until I get a boner." Then Coach said nothing. His smile didn't change. I felt stupid as it was coming out of my mouth. I just looked at Coach like I had dropped an egg. "Do you have a boner in there, son?" Coach says. I just stare at him. I can't make words. I remember feeling a goofy expression on my face, a nervous smile. I felt like looking away, but I didn't. "That's okay, Tom. It happens sometimes. Sometimes for no reason." We just stare at each other, facing each other, standing in his bedroom, both wearing only a jockstrap. "Some guys get turned on by how it feels," Coach says. "They like having their ass out." With that he reached back and grabbed each butt cheek with his hands. I just stared. I didn't know what to say or what to do. Now I could feel my dick hard under my jock. What would happen when I have to get dressed? I looked at Coach, and he was looking at me. "Um... Coach? Do you ever get boners?" I asked and then immediately couldn't believe that I had asked it. "Yeah, Tom, all guys do." Coach replied. "Some guys get turned on by talking about stuff like that. I might get one now." I couldn't believe he said it. I couldn't believe maybe he was hard under there now. "You know, Tom, some guys like to show off, even shy guys. You know, when I was your age I was shy too." Coach kind of stumbled over his words in saying that, and he looked off to one side. He acted like me. It was crazy. The whole time I've known Coach, he's been really outgoing and friends with everybody. It kind of blew my mind to realize he was shy like me when he was younger. "You were?" I asked. "Yeah, maybe that's why I wanted to help you join the team," Coach answered. We looked at each other. "Are you hard now, Tom? You don't have to be embarrassed," Coach said. I looked at him and shook my head up and down. "Yeah," I said. "That's alright. I am, too," Coach said. I looked down, but I couldn't tell. Our cups covered our hardons. "You know, some guys get turned on by looking at other guys." I looked at him. "Do you?" I asked. Words were coming out of my mouth faster than I could censor. "Well, sometimes," Coach answered. "Only sometimes. I don't stare at all the guys on the team, you know." "Oh, okay," I answered. "When I was your age, maybe a little younger, some friends of mine would jerk off together." "Uh huh" was my brilliant response. "You've never done that?" Coach asked. Of course I hadn't. I had never even taken my shirt off in the pool. I shook my head no. "Would you like to look at my dick?" Coach asked. I immediately, surprisingly nodded yes. "Can I look at yours?" I took a breath, and nodded yes. Coach slid his jockstrap off and let it fall to the ground. His dick popped up and out. It was enormous. I think my jaw actually dropped. It was probably just a regular man boner, but to me it was amazing. Coach just looked back at me, waiting his turn. I looked down and brought my hands up to my sides and took hold of the waistband and pulled the jock away from my body and out and down my legs, leaning over and poking myself in the stomach with my erection. We stood there looking at each other, both hard. "Do you, uh, do you like that?" Coach said. He was kind of holding his breath. I nodded. We just stared and stood. Coach took a breath. "Tom? Sometimes, guys like to touch each other ...and they like how it feels to be touched." "Can I touch you?" I answered. Coach nodded. I slowly stepped closer and reached out my flat palm against his hairy chest. Coach smiled, but I was looking at my hand on his body. As we stepped closer to each other, now totally nude and totally hard, Coach reached his hand around to my side, sort of on my hip. That's a weird part of the body, because it's not your privates or your butt, but you'd never be touched there, and it's always covered. His thumb was against my stomach. I looked at our dicks wagging at each other. "Can I touch your butt?" Coach asked. I looked up at him and raised my eyebrows and nodded my head up and down. Coach took a step to the side and slid his hand down my back and kept going. His flat palm pressed against my butt cheeks. One finger trailed down the crack on its way. It felt like when he gave me a swat on the butt only way way better. "Can I touch yours?" I asked. "Yeah," Coach answered. "I want you to." I reached around and grabbed, almost pinched, his firm right butt cheek. It felt like a big orange. "Mmmm..." Coach moaned. He really liked having his butt touched. I knew what he was feeling. It felt so intimate. We were giving each other our bodies. Then our dicks accidentally touched, and we both kind of flinched back. We looked at each other and laughed. "Have you done this before with other guys on the team?" I asked. Coach shook his head no and looked down. "I used to fool around with other guys when I was younger. A lot of guys do that. But then you kind of grow out of it." "Well, why now with me?" I asked. Coach looked at me. "You remind me of me, and I was thinking you'd want to." We both smiled a little. I looked down at Coach's dick next to mine. I grabbed mine with my palm and tugged it down away from me. It was aching. With each stroked, my balls clenched up and I could feel that muscle under my ass and balls get bigger and tense. Coach held his dick in his hand and stroked it up, not with his palm but with just a ring of fingers. I was kind of fascinated at how we jerked off differently. "Can I touch it?" I asked, and Coach let go of his tool. I reached out and held it in my hand. It felt heavy, even though it was standing up on its own. Coach reached under my balls and held them in his fingers. It felt crazy. I looked at his balls that hung low. There was a part of his scrotum hanging before you could see each ball. Mine were closer to my body. With his other hand he grazed his fingers across my stomach. Then he reached his hand to my dick and made a ring of fingers just around the tip and slid it loosely back and forth. It was amazing. I had never touched myself like that. I had never felt anything like that. I had only slid the skin back and forth when I was jerking. "Ohhh... Oh!" I shouted, unable to control myself. "You like that, huh?" Coach grunted. "Oh, God! Coach!" I shouted, taking a big inhale through my nose and clenching my stomach. There was precum starting to ooze out of my dick. I could feel the moisture. Coach took one finger and dabbed the liquid and rubbed it in a circle around the tip of my dick. Then he grabbed his own dick and pulled hard on it a few times. I watched and stared and held my dick in my fist. "We jerk off different," I said, between heavy breaths and little grunts. "Yeah, every guy has his own technique," Coach said, laughing. "Do you jerk off in the shower?" "Yeah, how did you know?" I asked. "Most guys your age do it in the shower," he said. "You, uh... you want to see what I like?" I sort of stopped. I was intrigued. I nodded. Coach looked at me and said, "I'm always hard in the morning, so I just like to grind against the bed." With that, he climbed up on the bed and looked back at me. I climbed on next to him. It was a big bed. My baseball pants were still draped over the foot of the bed. Coach pulled the blankets back at the top. I watched as Coach pressed his naked body against his bed, each leg bent out to the side, his arms and elbows wrapped around a pillow. He slid his hard dick against the sheets. I watched his balls hanging between his legs. "It's really turning me on to have you watching," Coach said. I was obviously turned on, slowly stroking myself and feeling the wet spot on the slit in my dick with my thumb. I wanted to see what it felt like. I laid down next to him, reached under to lay my penis straight and flat against Coach's bed. Our naked hairy legs were side-by-side. I couldn't really see Coach's dick anymore, and he couldn't see mine, but it felt amazing. My whole body was into it. I saw how Coach was arching his back and lifting up off the bed with his elbows and knees. I could see his dick hanging under. I did the same. It felt so hot. My balls slid against his soft sheets too. It was like the whole front of my body was being jerked off. Coach leaned to one side and laid his palm against my butt. He circled it around as I squeezed it forwards and backwards. SMACK! He slapped my butt. It sent a jolt up my spine but also up that muscle that leads to my dick. Up my butthole. I turned my head to the side, part surprised but also shocked with pain and pleasure. Coach breathed in. I smiled. "Sorry, is that okay?" Coach asked. I nodded up and down. "I haven't been spanked in a long time," I answered. "I love it," Coach said. Then he slapped me again on my firm ass. The noise was sharp and filled the room. My skin tingled. My whole body tingled. Again he slapped my butt, and then he rested it flat. He slid down to have his fingers below the crack, leading between my legs. "Tom," Coach said to me. "will you do it to me?" I looked over at his perfect ass, round and flexed in on each side like a dimple. I wanted to touch it forever. I reached over and held my hand flat against his butt. There was a little hair, so it was soft skin and soft hair. I circled around, feeling it against my palm, and then I slapped it hard. "OHHH!" Coach screamed. "Mmmmmmm...." he said as he bit his lip and muffled his moans. I slapped a few more times. Each time he moaned more and more. I rolled over then, and I was lying on my back next to him. I was getting pretty sweaty, and my hard dick was pointing straight up. Coach looked over at me. "Can I show you something?" he asked. "Yes." I said. He lifted up. His hairy chest was glistening with sweat, and he had lines against his skin from the sheet. He straddled me. He lined up our dicks so they were facing each other. Just thought was awesome, but his balls were hanging and touching my balls, and then he laid down on top of me. Just like he was humping the bed, he was now humping me. Our dicks slid back and forth but pressing against each other. I could feel myself having to come right away, not like when I jerk off. I guess I had been hard for a while at that point. His chest hair felt amazing against my chest. Our nipples touched. Our armpits touched. I could feel the hair in his armpit with my armpit hair. I couldn't think, let alone think about all the steps along the way from shy, bashful, embarrassed kid to this step of sharing our naked bodies, sharing what I normally only do alone in the shower, feeling every muscle tense against each other. "Let me try," I said. I was surprised at what I was asking for. Coach rolled over onto his back, and I got on top of him. Now, I was really sliding. When you're on top, your dick moves more. It was amazing. "Oh! Oh God!" I screamed. Coach was moaning, "Yeah, oh... mmm... yeah. Oh my God!" I felt his balls on my butthole. I was sitting on him. My legs wrapped around his. He wrapped his hands around my ass, and his fingers got right up against my hole. It tickled. I loved it. "Oh... God! Tom!" Coach said. "I'm gonna cum. Can I shoot?" He was asking my permission? He can do whatever he wants! "Yeah!" I said, and he humped up into my body, grinding his dick and squeezing his arms around me. I watched as a huge jet of thick white cum shot up onto his chest hair. Then another, then another. It shot onto my neck. We were both squeezing our legs. It was incredible. He was pushing his head back against the pillow. I remember how his neck looked. I remember his hands on either sides of my legs, squeezing with his huge hands as pushed his body up at mine. I stared at his jizz, and then I reached out to touch it. I held it in my hand and squeezed my dick. I slid the wet tube back and forth. Then I tried just the tip like I saw Coach doing. Then Coach reached under with one hand to roll my nuts. With Coach's touch, I finally shot. I remember the feeling in my butt, just above Coach's legs. "OH GOD!!!! OH Ohhhhhh, Oh Coach! Fuck! Oh my God! UGHHHHHH" A stream shot out and hit Coach's chin. He was leaning forward. Globs came out onto his hairy chest. As I came, I collapsed. My chest fell against his hairy, wet chest. His dick flopped between my legs. Our bare legs slid against each other. And I stayed there, pressed against his naked, soaked body. This was the first time. It was absolutely the best time. We didn't do it all the time. One summer, we dared to do it in the locker room shower. Coach looked at me and said, "Let's get in the shower."