Nick - The Underwear Aisle

I was working at the JCPenny in the mall. It started as a fun summer job in high school. And three of my friends all started working there in the last two years of high school. After graduation, they went away to college and I was…finding myself.

I was working in the men’s clothing section, refolding clothes and helping people find stuff in their sizes. It was mostly older men just completely lost, with no style or understanding of what fashion is. At this point I knew I was gay, but was still accepting it and what it meant. Nobody, and I mean nobody knew. I had experimented twice, both times were pretty awkward with guys I met on the online messaging platform called ICQ. It was the only place I felt anonymous and safe to discuss my gay urges with other guys. Eventually, inevitably I guess, I had to meet up with a guy I was chatting with. At 16 it was tough to know what I was getting myself into. The important thing was that both guys I met over the course of 2 years were kind, gentle, and safe.

Now here I am, 19, horny all the time, frustrated that my friends are all away at college, I’m working for minimum wage which barely covers the cost of my gas and insurance to drive to work, to say I feel down is the understatement of the century.

I was doing my rounds, going up and down the aisles refolding and resorting by size when I noticed a guy who must have been in his mid to late twenties. He had a bit of scruff on his face and dressed like the kind of guy you see at country clubs, his hair was a sandy brown and perfectly styled into the Ceaser cut with his bangs spiked up in the front. Something about him oozed sexuality. I noticed him lingering in the underwear section.

I gave him his space. I’ve learned that most guys don’t like to be seen buying underwear, especially from that side of the rack. The underwear aisle is divided by brands and then each brand is divided by cut. This guy was pacing up and down all the aisles, doing a bad job of acting like he was looking for boxers because he kept passing through that side and then lingered on the side with briefs. I’ve seen this before, then those guys always buy tighty whities at my register.

After I pretended not to notice him for a few passes, I decided to move in closer and see what his struggle was, maybe he had a question and was afraid to get my attention. I grabbed three packages of underwear from my restock bin and went over to the other side of the rack, restocking the boxers, then came around to the side he was on. I lingered like I wasn’t sure where they went, giving him a chance to ask me a question if he wanted.

He didn’t say anything so I hung the Stafford briefs on the rack next to him, then asked, “Do you need help finding anything?”

“Oh, I don’t know what I’m looking for,” he smiled at me.

“Well, we have about every option,” I pointed, “Calvins are here, Tommy over there, Hanes and Fruit of the Loom down there, I guess the question is what do you like? Are you a boxers or briefs kind of guy?” I asked with a straight face, expecting him to get uncomfortable or bashful. He didn’t. He looked me up and down and gently bit his lower lip.

“Well,” he pointed at my name badge which says ‘Nicholas’, “Nick, I’ve been wearing boxers since college, but I think it’s time to switch to something a little,” he slowly tilted his head, staring at me in the eyes, “more sexy.”

This comment took me aback, but I regained myself and tried to act like my heart didn’t just skip a beat at the word ‘sex’. I grinned, crossing my arms, and slowly tilted my head to match his, “I guess then we need to know what you think is sexy?”

He looked around slowly scanning the mostly empty store, then his eyes met mine again, his lips curled in the corners as he fought back a smile, “What are you wearing, Nick?”

I felt my cheeks turn red, “Oh…umm…” I looked around at the shelves, then pointed at a package with grey Stafford low-rise briefs inside, “these ones.”

He pulled the package off the rack, holding it at arm's length so he could look at me and the package, “I’ll bet you look sexy in those,” his eyes not so subtly went down to my crotch and then slowly back up my body to meet my eyes.

I blushed even harder, I’d never had this kind of interaction before, and I was getting really turned on. It’s usually been 1% of guys awkwardly telling me they usually wear boxers and maybe want to try briefs again, then the other 99% just say they know what they are looking for and get out of the aisle as quickly as possible. I shift my weight, trying my best not to look intimidated by this interaction, trying my best not to look interested in the conversation, but also trying not to look too uninterested in it neither. “Of course I do.”

“Do you think I would look sexy in them?” He put the package next to his hip, forcing me to look at the guy on the package and then his pants that were hiding his package. His eyes kept dropping to my crotch and jumping back up to meet mine.

I slowly shook my head no, dramatically inhaled like it was hard to picture, “Hmm…can’t really say, I’d have to see you in them to give you an honest answer,” my heart was pounding so hard.

He swapped the package for a size medium on the rack, “Can I try them on?”

I chuckled, “They don’t let you try them on, it’s a take it or leave it kind of thing.”

He stepped closer to me, “I could buy them, then put them on in the dressing room, right?”

I started to get really nervous, the idea of this sexy guy getting completely naked in the dressing room, with only a curtain separating us, was driving me wild and I was glad to be wearing briefs to hold back my growing erection. I swallowed hard then wet my lips with my tongue, “That’s true.”

“Would you give me your honest opinion, then?”

“I…” my voice cracked, I cleared my throat, “I could umm….I can ring you up over here,” I pointed to the register over by the dress shirts.

He smiled, “Perfect.”

We walked casually over to the register, I said nothing more. He handed me his credit card, and I glanced at the name, Cole, I swiped it, and finalized the transaction. “Do you want a bag?”

“Sure, but I’m planning to wear you out…I mean, them,” he grinned.

I couldn’t help but chuckle at that, handing him a bag and the receipt. “The dressing room is this way.”

I walked with him to the dressing room, which consisted of six booths, three on each side, all having a curtain for privacy, and one full-length mirror on the wall between the two sides of stalls. The curtains were all open so no one was trying anything on. “Looks like you have your pick,” I gestured at the booths.

He walked into the far left booth, closing the curtain but leaving it open just enough that from my angle I could see most of what was happening in there. He kicked off his shoes, dropping his jeans I saw his blue plaid baggy boxers, then the boxers dropped to the floor. I could see his firm, slightly hairy ass, he must play some sort of sport. I could hear him opening the package as I waited desperately to see him turn my way and flash me the goods. I reached down quickly and adjusted my dick, pulling it up into the waistband so it wasn’t so obvious how hard I was, and retucked my shirt so it was a little baggy.

“Excuse me, can I try these on?” A booming voice came from behind me and I nearly jumped out of my skin.

“Ohh jeez, you scared me,” we both chuckled, as I turned to see a man in his mid-forties, a bit out of shape, holding a bunch of clothes. I heard Cole’s curtain slide all the way closed behind me. “Umm, yeah, sorry, yes, how many items?”

The man sifted clumsily through the pile on his arm, “I think just the three pants…and five shirts.”

I nodded, feeling my dick soften under the elastic waistband of my underwear, “no problem, you can take this booth here,” I pointed to the first booth on the left. “Let me know if you need any help with sizes.” I closed his curtain and adjusted my dick so it fell back down into the pouch of my briefs.

I knocked on the wood frame of Cole’s booth, “Is everything ok in here, sir?”

Cole slowly pulled back the curtain, standing wearing only a pair of black low-rise briefs, “I’m curious about the size, do these look like they fit?” He grinned, slightly flexing his muscles as my eyes drifted over this Adonis standing there in just a pair of low-rise Stafford briefs.

He looked sexy as hell and his dick was definitely chubbed up. I nodded, “It’s hard…to tell,” I grinned, unconsciously letting my hand drop to my pants and adjust my crotch again. I watched him run his hands all over the seems of the underwear, cupping his package, running a finger under the elastic of the leg holes. “How do they feel?”

His smile got devious, “real good.”

The other booth curtain opened and Cole slammed his shut.

“I don’t suppose you have these in a 44? I guess I’m no longer a 42,” the older gentleman chuckled, holding out a pair of Dockers.

I grabbed them, trying not to sigh at the inconvenience of the moment, “I’ll see what I can do. Do you want me to grab the other colors in a 44 as well?”

“Oh yeah, if you could, thanks!” He closed the curtain.

I power walked to the Dockers section. Two of them had a 44 right on top, the cargo pants did not so I had to dig. Then I almost sprinted across the store to get back. I knocked on the first booth, “I have all three for you.” He opened the curtain and I handed them to him, “Let me know if you need anything else.

Then Cole’s curtain opened and he was fully dressed, holding his bag. He walked passed me, “Thanks for the suggestion, huge help.” He winked.

“Oh, uh,” I wasn’t sure what to do. I didn’t want him to leave, “anytime?”

He turned back, leaned in, and whispered, “When is your break?”

I looked at my watch, “in twenty-five minutes.”

He nodded, contemplating something, “Meet me outside that door,” he pointed at the nearest door that went right out to the parking lot, then looked at his watch, “I’ll be there.” Then he walked off without waiting for me to agree.

For the next twenty-five minutes, I couldn’t focus on my job. I refolded the same shirt a half dozen times, and had about 8 full erections that I had to hide by pretending to look for something as I leaned over a table that was waist height, but mostly ran through my head the possible scenarios of what could happen. Everything from getting a bite to eat to sucking his dick in the bathroom.

I clocked out for my lunch break and walked out of the East exit as quickly as possible. Looking around I didn’t see him standing out by the door. Then I heard a horn honk as a brand new 2000 Chevy Tahoe pulled up to the curb and the passenger side window went down. I squinted to look inside and sure enough, it was Cole in the driver’s seat.

“Get in,” he said as I walked up to the SUV.

I looked around, but no one was around. This exit is farthest from anything in the mall other than JCPenny, so it’s mostly just employees who park here and you can get a good spot. I hopped in and he started driving.

“How long is your break?”

“Thirty minutes,” I looked at my watch, “well, twenty-six minutes now,” I watched out the window as we drove the long way around the mall. “Did you want to get food?” I felt my heart pounding with nerves.

He grinned, turning out of the parking lot, crossing the main road, and driving straight into the auxiliary parking lot which I’ve only seen used during the Christmas holiday shopping season. He backed up into the farthest spot and shut off the engine.

“Get in the back seat,” he shot me a sexy smile.

I unbuckled and hopped out of the Tahoe, getting in the back seat and sliding towards the driver’s side of the bench. He climbed between the seats, falling into the bench seat next to me. He started pulling his shirt off in a hurry.

“Get undressed, I don’t want you to get in trouble for being late,” he tossed his shirt on the floor and started reaching for the button on his pants.

My heart was beating fast, I wasn’t sure why I needed to be naked to blow him, but I pulled off my shirt, exposing my skinny body, and watched him yank his pants down. The bulge in his new briefs was pretty big and there was already a wet spot forming where his helmet was testing the strength of the fabric.

“The pants and underwear too,” he smiled at me, leaning forward, giving me a nice view of his ass as he dug around in the center console between the front bucket seats.

I did as I was told, pulling down my khaki pants and briefs in one quick maneuver until they were stuck on my shoes. I went to reach to untie my shoes when Cole gently pulled my hair, pulling my head up so he could kiss me. His tongue immediately went into my mouth, tasting like coffee and Big Red gum. I couldn’t help but let out a soft moan, this was the most exciting thing to ever happen to me. He reached down and started to jerk me off as we kissed. He enjoyed teasing the head of my dick by swirling his thumb across and around the head, using my precum as a lube.

He stopped the kiss by biting my lower lip and pushing me towards the door. He grabbed my pants and underwear by the crotch around my ankles and pulled my feet up off the floor, quickly pushing my legs up by my head. With my shoes on and the clothes bunched around my ankles, my legs were unable to spread out or move individually. He just kept pushing them up until I heard him mumble, “Oh fuck yeah,” then his head popped between my knees and he kissed me again and started humping his underwear-clad crotch into me. It felt so fucking good, I just pulled him in, my knees up by my face, my pants and underwear wrapped around his neck like a harness. His muscular bare chest pushed against the backs of my legs, my ass arching up enjoying the softness of his new underwear rubbing against my skin.

He kissed me again, pinning me to the seat now, both of us moaning into each other's mouths. He wrestled his cock and balls over the top of his waistband and started humping it across my ass. The distinct feeling of the softness of his skin, and the heat from his member brought me out of the moment and my eyes popped open when I realized what he wanted to do.

Cole kept pulling me tighter and tighter to his mostly nude body and fuck did it feel good, but I was nervous, and when I felt him aim his head right at my hole and wiggle it around I let out a moan of pleasure and broke our kiss. “Wait, we can’t.”

He reached for something and I heard a plastic cap pop open and felt him run a tube of lube between my ass cheeks, squirting a string of lube from my hole to my balls, “we can be quick,” he said, pushing a finger and the lube into my hole. He kissed me and put his weight on me so he could kiss me and rub his cock up and down my lubed crack.

“MmmMmmm,” I moaned as I felt him try to push into my tight hole. I had only been fucked twice in my life, I was not ready for this. I hadn’t even seen his dick, which I realized now was trying to push into me bare. I broke our kiss again, “I don’t have time, I only have,” I wriggled my arm out from being wedged between me and the back of the seat to look at my watch, “Ten minutes,” I huffed.

He kissed me again, then smiled, a twinkle in his eyes, “I can be quick,” he continued to put pressure on my hole, “just open up for me,” he pushed the head into my sphincter.

“Ah, fuck,” I winced as pain shot into my guts. “No, fuck, that hurts, pull out,” I almost shouted.

He didn’t pull out but he held his place in my hole, only the head breached my outer ring, “come on man, don’t be a tease,” he leaned in and kissed me, a solid inch sinking into me as he did.

I groaned loudly into his mouth at that extra inch. He was a really good kisser, and his tight body felt so hot against mine, my horniness was seeping into my brain and I could feel my hole trying to let him in even though I knew I shouldn’t. I felt him sink deeper into me, stretching my hole around his shaft as he pushed my limits, moaning into my mouth and sucking my tongue as a distraction from the intense pain that comes with being opened up by a big dick.

I groaned knowing I was pinned, my groan sounded like, “Oh fuck,” and “Ah…no,” but with his tongue down my throat even I heard it sound like pleasure from deep within. A few more inches sank into my hole and I felt the wiry pubes brushing against my ass.

He broke our kiss, “Holy shit, Nick, you’re fucking…virgin tight,” he grinned and kissed me again, holding his place balls deep inside me.

“Ah, fuck man,” I struggled, “you gotta pull out,” I groaned, straining to breathe and to accommodate his girth at the same time.

“No, come on man, we only have a few minutes before you have to get back inside,” he rocked his hips gently, “and you’ve got me so turned on, I’ve never fucked an ass this tight,” he pulled out a little further and pushed himself gently back in until his pelvis hit my ass.

“Ungh…fuck,” I was stuck under him, “do you at least have a condom?”

His face was showing pure pleasure, and then he grinned, “I do.” He let all his weight on my legs as he reached down and pulled up a condom wrapped in shiny gold packaging. He humped into me again, a little easier this time.

“Unnnh, put it on,” I huffed.

“In a minute,” he thrust again, “we gotta get you opened up first.” He thrust a few more times, “We don’t have time for you to close up while I,” he kissed me quickly, “suit up,” he thrust harder and deeper.

“Ahh…fuck man, easy,” I hissed.

He leaned in and kissed me, “Sorry Nick, you want me to be quick right?” He was rocking his hips up into me with a slow and steady rhythm now.

The pain was subsiding as his cock swelled against my prostate, the feeling of his raw cock sliding in and out was already feeling way better than the other two times I got fucked. “Mmm, Cole,” I felt my body loosen up for him as we kissed between words, “you gotta put on the condom man.”

He thrust three more times from tip to root, “Mmm, we don’t really have time, it takes me too long to cum with a condom on,” he grunted, pushing his thick cock into me, spreading my anal walls, the thickness of his cock stretching my outer ring.

I stretched my neck, my head now stuck under the armrest on the door, but I could see my watch, I had been on break for twenty minutes already. He was really fucking me and I couldn’t argue that we had a lot of time.

He gave me a peck on the lips, “Don’t give me blue balls man,” he thrust deep, “you gotta let me cum,” he whispered between thrusts.

I didn’t want to give him blue balls, and time was ticking, “fuck, ok, just pull out to cum, ok?”

He thrust harder and faster, “Sure, whatever you want,” he closed his eyes and kissed me hard as his hips started pounding into my ass.

I could feel the Tahoe rocking from his thrusting, the entire car smelled of sex and sweat and my ass was feeling that pain and pleasure that only a hard dick thrusting inside can give you. I wrapped my arms tight around him, trying to get less of the pain and more of the pleasure by giving my ass over to him. He moaned into my mouth and then broke our kiss. His thrusting was getting shorter but faster. His thick legs dug into the seat as his legs and ass pushed him deeper with each pump. He looked right into my eyes, “I’m close,” then a few more thrusts, “Where do you want it?”

I shook my head, I didn’t really care as long as he didn’t get it on my clothes, “mmm,” I shrugged, “ahh…wherever,” and winced as I felt him push even deeper into me.

He kissed me again, fucking harder even still. Pat - pat - pat, he moaned into my mouth. Thrusting again, then broke our kiss, “Oh fuck, I’m gonna cum,” he thrust hard, pulled almost all the way out then thrust hard into me, “ahhh,” he groaned and twitched, thrusting, again he slammed his hips into me and I felt his dick swell and spewing hot and wet into my chute, “fu-uck” he stiffened and twitched, holding himself deep inside me and then relaxed onto my legs, pinning me tight. He took a deep breath, “fuck…that felt…so good,” he grinned and kissed me.

“Cole, did you fucking cum in me?” I tried to push him up with my legs but I didn’t have anything left in me after being fucked out.

“You said I could?” His tone changed and his face looked worried.

“No, no I told you you had to pull out,” I pushed him up, feeling his dick pull quickly from my hole.

He sat down on the seat, my legs going onto his lap, stretching out for the first time in what felt like forever. My dick, now soft, flopped over to the side but exposed to the air with a pool of precum at the tip and on my abs.

“I’m sorry man, I asked you where you wanted it and you said I could cum wherever I wanted,” he shrugged, using his t-shirt to wipe the rest of his cum off his dick, then tucked it back into his new underwear with a snap of the waistband. He didn’t look over at me but started quickly pulling on his pants.

I watched him dressing quickly as I slowly untangled my pants from my underwear, pulling the briefs up over my hips, I huffed, “That’s not what I meant,” I continued to struggle to get dressed, “I meant to pull out and cum wherever you wanted…on me,” I adjusted my underwear then went for the pants. “You know that’s what I meant,” I huffed again.

“Sorry Nick, but I thought you changed your mind, and you felt so good…how could I not cum in you?” He pulled a bright blue polo shirt from the way-way back of the Tahoe, pulling it over his head and I realized he was putting on a Best Buy uniform.

“Do…do I need to be worried,” I swallowed hard, not looking at him as I pulled my shirt over my head.

He chuckled, “No, of course not. Well, unless you mean about your job because you’ve definitely been gone for more than a half hour.” He grinned at me as I buttoned my pants.

“Oh shit,” I opened the door quickly, running around the front of the Tahoe and hopping back in the front seat, “drive me back over,” I almost yelled.

He not so gracefully tumbled back into the driver's seat and started the engine, putting it in gear as soon as it turned over and tore out of the parking spot. He drove way too fast through the parking lot and pulled right up to the entrance where he picked me up about twenty-five minutes and my first bareback fucking ago. I barely waited for him to come to a stop before hopping out and running inside to clock back in.

As soon as I was back on the clock I took a minute to just breathe and take it all in. I had to finish my shift covered in his sex, inside and out, clenching my ass so his cum didn’t run down my leg and leave a wet spot that would make it obvious what I did on my break. However, as I walked passed one of the full-length mirrors and saw how disheveled I looked I realized people were going to be able to guess. I tucked my shirt back in, tried to fix my hair, and went back to my section and started to fold clothes.

I hadn’t seen Cole at Best Buy before, he must be new, but I had a good feeling I would see him again.