ELI:

    Staring out the car window, watching the buildings and sidewalks rush past, I found my mind drifting back to Jacob. Well, Jacob and his cock. It had been a couple of weeks since that morning when he'd asked me to blow him in the room that he shared with his brother. I'd jerked off thinking about it every day since. I had cum to the memory already today, in fact. Last weekend, I'd even found myself thinking about it while Noah was sucking my dick in our backyard while Dad was out getting dinner.

    I knew it was probably a one-off thing and I wasn't crushing on Jacob or anything. Even if my stomach did feel a little funny whenever I saw him at school and he'd smile at me. He would always be surrounded by his senior friends, and I was hopeful that I'd get to repeat that experience at some point soon, if not with Jacob then some other older guy like him.

    Probably because I had Jacob on my mind so much, I'd also been more and more fixated on guys in jockstraps lately. That morning, after I'd blown him, Jacob got dressed for his baseball game right in front of me and I'd gotten hard again watching him put on his uniform and stuffing his cock and balls inside the jock pouch. When looking at porn I'd certainly noticed a lot of guys in jocks. But only now, after actively searching out porn like that, did I realize it's actually a huge turn-on for a lot of gay guys. And I was starting to think I might be one of them!

    "So I know you need some button-down shirts, and socks. Anything else? Underwear?"

    Dad's question brought me back from my daydream. We were out on errands and he wanted to go get some new clothes for me. Shopping with Dad wasn't horrible or anything, and he usually let me pick out whatever I wanted. But it wasn't the most exciting way to spend a Sunday afternoon. I tried to muster a little enthusiasm when I answered him.

    "No, I think I'm good on underwear," I replied. I had actually just ordered two new pairs for myself from an online shop. Dad knew that's how I usually got my briefs, but he was probably just trying to be thorough. Suddenly, I had an idea.

    "Actually… I'd like to get some jockstraps," I told Dad. I wasn't sure how he would react. I knew I could order some for myself, but since I'd never tried one on it seemed like a good idea to see the options at a store. Plus, for such little fabric, jocks were expensive, and Dad was the one paying today.

    "Jockstraps?" he said from behind the wheel after a silent moment. "But Eli, you don't play any sports?"

    Dad sounded confused, and I guess I could understand why. A bunch of possible responses went through my mind, but I never liked to lie to him and so I figured I should just go with the truth.

    "It's… it's like a gay thing," I said, trying to sound like I knew what I was talking about. "Guys wear jocks to look sexy and show off their asses and stuff. And so I just thought maybe I would try it out. If that's okay?"

    Another moment of silence followed and I wasn't sure what my father was going to say. Had I crossed a line? He already knew I liked my sexy underwear so this didn't seem that different.

    "Sure," he said finally, seeming like he had decided to just go with the flow. That's one of the things I loved about my dad.

    I looked back out the window as we turned into a parking lot and felt a weird surge of both panic and excitement. We were at the same store that Noah and I had gone to a few weeks ago when the clerk had come into the dressing room with us! What if he was working today? Dad and I were going to be in that same area of the store. Would he remember me? Would he say anything? I felt pretty sure that he wouldn't just casually bring up how he blew my friend while I watched, at least not while Dad or anyone else was around. Still, a small burst of panic imploded in my stomach.

    As we entered the store I immediately looked everywhere and didn't see him. I felt relieved and followed Dad to the area with all the socks and underwear, where I watched him grab a couple packs of the socks I always wore.

    "Jockstraps…" he mumbled, looking around. "Ah, over here." We walked over to another display that was full of sports gear, and there were several brands of jockstraps on display. I looked over at Dad and he just kind of gestured at the shelves, telling me to go ahead. I realized that I didn't know anything about jocks. I'd only ever played on a soccer team when I was younger and they only made us wear cleats and shin guards.

    I hesitantly picked up one of the plastic boxes and turned it over to look at the back. The packaging was pretty bleak; there was only an image of the jock by itself. From the waist size chart it seemed like I should get a size small. But turning it back over, looking at the huge white waistband, I wasn't as excited as I thought I would be. Did this look sexy? Up close it seemed more like just weird underwear.

    "Not what you thought they would look like?" Dad asked, probably seeing the puzzled look on my face.

    "Is there only white?" I said, more to myself than Dad. Most of the ones I'd seen porn stars in videos were much sexier. I guess they didn't get them at department stores. "And like… I don't know how to tell what will fit. Have you ever worn one?"

    Dad laughed a little and replied that he hadn't. We stood there for a moment as I sighed and picked up a different brand to see if that package was any more helpful.

    "Oh! Excuse me!" I heard dad say loudly as he waved his arm. My eyes went to where he was looking and my heart almost stopped. It was the same employee from before! He had just come out of an unmarked door with a stack of shoeboxes, which he put down and started to head toward us. Shit!

    I watched him approach and couldn't help but notice again that he was really hot. Even under his slacks and dress shirt I could feel he was in great shape. He was probably a college athlete or something, the kind of guy I thought about sometimes when jerking off. We made eye contact and I felt myself blushing, big time. I was so glad Dad wasn't looking at me right then.

    He smiled while he was still looking at me, it was just a quick moment before he turned his focus to Dad. But somehow I knew he recognized me. Sometimes I felt like I could communicate with other gay people around me just by looking, without saying anything. 

    "My son here needs to get a couple jockstraps for… school," Dad began, and I could tell he was amused at having to say it. "This is a new purchase for us and I think we're both a little unclear on what to get. Do you have any suggestions?"

    The clerk was all smiles as he spoke to both of us, though I was avoiding further eye contact for the moment.

    "Yeah, it's always hard to know what to buy that first time," he said. "The sizes aren't even that different from one another beyond the waistband. Everything's pretty stretchy. The ones you're currently looking at are our athletic ones. If you come here…" he ushered us one aisle away, "these are the designer brands."

    Now we're talking! I was now looking at underwear brands I recognized and boxes with sexy male models on them, each of them donning a six-pack. You couldn't tell if they were trying to sell you the underwear or the model. 

    "Ah, well I guess we need the athletic ones…" Dad said slowly and I wanted to scream "NO!"

    "Honestly," the clerk continued, "they're both exactly the same. These cost more, but they're also a lot more comfortable. Your son can try some on and see how they feel."

    "Oh, he can?" Dad said. "I assumed you can't try on underwear."

    The clerk leaned in and spoke to both of us quietly. 

    "Technically, he can't. But since it's your first time, I want you to get it right. Whichever ones you don't buy, I'll just mark them as defective and the store will send them back. Don't worry about it."

    Dad seemed pleased that we were getting special treatment. I just kept staring at the boxes with the gorgeous models on them, trying not to pop a boner already. I looked up, and I made eye contact with the clerk again, who smiled at me. I wasn't sure if he was doing this because of our "history," or because he was genuinely trying to put me at ease and be a good salesman.

    "Tell you what," he said, and grabbed the small size of three different brands. "Take these for now and go see what you think. Walk around a little in the fitting room to get a sense of… how everything feels."

    "Okay," I said as he winked at me and handed me the boxes. I headed across the section to the fitting rooms, my heart beating faster for some reason.

 

ISAAC:

    "Is he starting on a team this year?" the clerk asked me as we watched Eli walk away with the jocks. I wasn't sure what to say. I didn't want to come up with some story on the fly and then have him ask me a bunch more questions. He looked like a college jock and who knew where the conversation would go. But I also didn't feel comfortable telling this stranger that my son wanted a jockstrap "to feel sexy."

    "He's… doing a couple of different things," I answered vaguely, hoping that would kill the conversation. Luckily, he took the hint. He nodded and then looked back at Eli, who vanished into the fitting rooms a moment later.

    "What year is he?" the young man asked me while we waited.

    "He'll start his junior year in the fall."

    "Wow," was his surprised response, which struck me as a little odd. "Uh… so, is there anything else I can help you with right now?"

    I was about to let him go, but then I remembered what Eli had said when we were first looking at the display.

    "Yes, actually," I said. "Do you have these in any other colors? I think my son was hoping for something other than white."

    "Funny you should say that," he replied with a wide grin. "We just got some other colors in but haven't had a chance to make room on the shelf. Do you think he'd want black or red?"

    "I… have no idea," I answered honestly.

    "Well how about I go grab one of each and I'll take them back to him?" the clerk said.

    "Uh... sure," I answered, and he dashed off to the door he'd emerged from earlier.

    I walked around the store a little, seeing if I could find some shirts for Eli to try on. He usually rejected anything I picked out but occasionally I'd find a winner. After a while I wandered over to the adult men's section to see if anything caught my eye, since I needed some new dress pants. I was sure Eli would find me when he was done, or text me otherwise. 

    Before I knew it, it had been almost twenty minutes since my son went to try on the jocks. I laughed as I imagined him checking out his own ass in the fitting room mirror. I figured I should go see what was up.

    The fitting rooms were a long hallway with the doors along one side, and a curtain at the end which I assumed was the larger room.

    "Eli?" I called out, since a few of the doors were closed, though I couldn't hear noise from any of the rooms. "How's it going?"

    After that I heard some shuffling from the room at the end of the hall. The curtain was fully closed so he must have gone into that one. I walked a few steps closer as I heard him finally respond a few seconds later.

    "Dad! Um… It's going fine. I'm just… seeing what fits the best, ya know? Haha. But I'm all good."

    His tone struck me as odd. I knew my son, and something was off.

    "Well how do they fit?" I asked, getting a little impatient. "The guy brought you the colored ones, right?"

    "Yeah, he did. I'm just… um… making sure I know which one fits the best."

    The tone was starting to sound almost panicked, and my dad instinct kicked in.

    "Son, can you come out here for a minute?" I asked in a stern voice.

    "But… I'm naked. I mean, I'm just in the jock," he answered, sounding nervous now.

    "Eli, there's no one else here. Just come out for a second so I can talk to you."

    For a moment nothing happened, which struck me as even weirder. Just as I was about to pull open the curtain, Eli did it himself. He stepped out, sheepishly. He was indeed naked, except for his socks and a red jockstrap. He was looking at me with big eyes, and again I got the sense he was nervous. He was blushing big time! 

    What was this all about? Around the house, he pretty much wore just underwear all the time, and we saw one another naked pretty frequently. I looked him up and down, and I realized what the issue was: my son had a raging boner stuffed inside the pouch of the jock. It was pointing up and to the left, held flat to him by the fabric. 

    I fought back the urge to laugh, not wanting to embarrass my son. Bless his heart; I should have realized it sooner. Eli wasn't blushing, he was flushed with excitement. He thinks the jocks are sexy and so he was jerking off in there! It was cute in a way, but I was also a little irritated at having to wait for him out in the store while he "took his time."

    He saw me looking at his dick, and I could tell he was little embarrassed after all. I thought about teasing him but quickly decided against it. All I could do was smile. I remembered being 16 and horny as hell all the time.

    "Okay, son," I finally said. "Why don't you... finish up soon, please. And grab the ones you want to get and we can get going. Yeah?"

    "Yeah, Dad. Okay," Eli smiled, swallowing saliva nervously.

    "And clean up after yourself, don't leave a mess behind. You got a tissue?"

    His face turned even redder.

    "No."

    "Here," I took a Kleenex out of my pocket and handed it to him. As he turned to go back behind the curtain, I caught a glimpse of his ass framed by the straps of the jock. I had to admit, it did look cute. Maybe the kid was onto something. I chuckled as I walked back out into the store.

 

ELI:

    It was weird putting on the jockstrap for the first time, and trying to adjust the straps to sit around my ass. I wasn't quite sure if I had it right, but it felt comfortable. Standing there looking at myself in the mirror, I was getting a little turned on. I'd been imagining this for weeks so it was pretty cool to finally try one on. And I was very aware that I was in the same fitting room as the last time I was here, with the same clerk who'd blown Noah now out there talking to my dad. This whole crazy set of circumstances was turning me on.

    I turned around and then tried to twist my neck and upper body so I could see my ass in the mirror. I looked hot! Maybe not quite like those models on the packaging but still, I'd stare at my ass if I saw it on another guy. I thought about showing it off to Noah and smiled. Then, I thought about showing it off to Jacob, and my dick went from half- to fully hard. I clenched my cheeks to see how it looked in the mirror, and reached down to grab my boner through the white fabric.

    In the mirror, I saw the curtain move and suddenly someone's head popped through it. I gasped, startled, and turned around to find myself face-to-face with the store clerk.

    "How are things fitting?" he asked with a very teasing voice and a huge smile. Now that Dad wasn't here, he was grinning a lot more flirtily. Before I could say anything, he continued. "Your dad said you wanted some color choices, so I brought these for you." 

    He was holding two more boxes, one with a red jock and the other with a black one.

    "Oh... Um, thanks," I said and took the red one from him. He just stood there, not moving to leave.

    "Did you like watching me with your friend last time?" he asked in a quieter voice.

    "Yeah," I whispered back, finally getting it together and looking him in the eye. He was only a few inches taller than I was.

    "Do you want to show me how that red jock fits you?" he said, and I felt my heart skip.

    "Yeah," I said again.

    My cock had softened up a little from the shock of him entering the fitting room, but as I turned around to face the mirror, it was back to being fully hard. Our eyes met again in the reflection as the clerk stood behind me. He slowly moved his hands to my waist. I could see them in the mirror before I felt his warm touch on my skin, right at the waistband of the jock.

    "Let me help you with this," he whispered, and I could feel him tug the waistband down a little. I had the red jock in one hand and I used my other hand to grab the front of the white jock. Together, we pushed it down my hips. He slowly revealed my trimmed pubes and then eventually my dick popped out, bouncing from side to side a little before it came to rest pointing up at the ceiling. I heard the clerk sigh deeply and I could see he was staring at it.

    We both pushed the white jock lower until it fell down my legs to the floor. I kicked it away. Then, I quickly moved to open the other box, pull out the red jock and tossed the box on the floor. It was crazy, standing there naked and hard in front of this dude who was fully dressed in his work clothes.

    I bent over to step into the jock, and my ass backed up against the clerk's body. His hands went to my hips again and that actually helped steady me as I put one foot through and then the other. He moved a little and I suddenly felt the hardness of his cock through his pants. He pushed into me gently and fuck, it felt like he had a huge one. It was almost a reflex when I pressed back into him a little, and then stood upright again slowly, pulling up the red jockstrap.

    When I got it up to my waist and my cock was inside the pouch, he reached down on either side and adjusted the straps for me. He took his time, basically feeling my whole ass with his hands. I loved it and I was more turned on than I can ever remember being, my cock throbbing.

    "Looks perfect," he whispered in my ear. "How does it feel?"

    "It's snug," I replied. I understood that we were talking sexy and maybe flirting or whatever this was, and I wished I could think of something hotter to say.

    The clerk moved one of his hands and palmed the pouch of the jock, gently rubbing my hardon.

    "Feels perfect," he said. For a second I felt his lip brush the top edge of my ear, and I got shivers through my whole body. At that moment I felt kind of supercharged and fearless and decided to just go for what I wanted.

    "Can I suck your cock?" I asked the clerk as I looked right at him in the mirror. He paused for a moment before saying one word.

    "Yeah."

    It felt like only half a second later and I was on my knees in front of him, reaching for his enormous bulge. It was so hot to feel his cock through his pants. I'd never done that to anyone, especially not an adult man wearing dress pants and a nice belt. My fingers quickly unbuckled his belt, before finding his zipper and starting to slide it down. His hands moved down and he helped me get that huge cock out of the opening. Next thing I know, I had his cock in my face.

    If I were a cartoon, there would have been stars in my eyes. I was in heaven. My hands were stroking the man's cock before I even realized I was doing it. And my lips were quick to follow. Once I had the head in my mouth, I slowed down a little. I knew I didn't have too much time and I wanted to savor every second.

    "Oh my god," I heard him say softly as he exhaled. I took that as encouragement and got everything all wet so that my hands could move faster. I worked to get more of him into my mouth, it felt like maybe an inch past the head, maybe even two. Not even halfway down but there was no way I was going to get much further, he was too thick. I needed more practice with a big cock. "A man's cock," I thought. This was thrilling and incredibly hot.

    He was getting closer, I could tell from how he was responding. His breathing, and his cock felt like it was getting even harder somehow. I could feel it building inside him, and then all of a sudden it was happening. I looked up at him and he was just staring at me, a desperate look in his eyes as the first shots of cum filled the back of my mouth. He was trying so hard not to make a sound, I realized. And thank goodness for that, because just as I swallowed the first part of his load to make room for the rest, I heard my dad call my name.

    "Eli? How's it going?" came from the other side of the curtain. 

    Something happened to me in that moment. There was shock and panic, but also a sense of total exposure which was so fucking intense, I almost passed out. And I could feel my cock pulsing. The clerk was still cumming in my mouth, and I swallowed everything as quickly as I could.

    Looking up at him again, the look of disbelief on his face quickly changed to one of panic, as we both heard Dad walking closer. I stood up and realized I had to figure this out. My cock was still hard and twitching in the pouch of my jock as I responded.

    "Dad! Um… It's going fine. I'm just… seeing what fits the best, ya know? Haha. But I'm all good."

    Shit! That didn't sound convincing at all!

    "Well how do they fit?" Dad persisted stubbornly. "The guy brought you the colored ones, right?"

    "Yeah, he did. I'm just… um… making sure I know which one fits the best," I tried not to stutter.

    "Son, can you come out here for a minute?"

    SHIT! He wasn't buying it.

    "But… I'm naked," I tried to get out of it. "I mean, I'm just in the jock."

    "Eli, there's no one else here. Just come out for a second so I can talk to you."

    Better for me to go out than for him to come in! I opened the curtain and stepped out, hoping there was no cum on my face. It took dad just a couple seconds to notice my boner. Luckily, his first thought was that I was jerking off in the fitting room, rather than blowing the sales guy who was helping us.

    "Okay, son," Dad said when he realized I was alright. "Why don't you... finish up soon, please. And grab the ones you want to get and we can get going. Yeah?"

    "Yeah, Dad. Okay," I smiled, swallowing down the cum that was still in my throat. 

    "And clean up after yourself, don't leave a mess behind. You got a tissue?"

    For fuck's sake!

    "No," I replied.

    "Here," my dad offered me a Kleenex. It took all I had not to bust out laughing.

    I stepped back into the fitting room, the clerk and I both grinning like idiots. After we heard Dad's footsteps fade away, we finally relaxed and the guy started to buckle up his pants.

    "Phew, that was close!" he said. "Made me break a sweat."

    "Here," I offered him Dad's Kleenex, and he wiped his face.

    He smiled at me one last time before handing me my jeans and saying, "Get dressed."

    I motioned down at the red jock I still had on. 

    "Keep it," he said. "It's a gift."

    I slid my jeans on, pulled my T-shirt over my body and I was slipping my feet into my shoes when I looked around for my briefs.

    The clerk had them in his hand and I realized we were doing a trade. He could keep them; they were an older pair and I'd worn them quite often. I smiled at him, before grabbing the white and the black jocks and leaving the fitting room. Outside, Dad was already waiting for me by the cash register, where another clerk was ringing him up. I gave Dad the two jocks so he could pay for them.

    "Had fun?" he teased, a shit-eating grin on his face.

    "Oh, you have no idea," I thought.​