Back to the Stuy

By Ish Grayson

Published on Dec 29, 2023

Gay

CONTENT WARNING:

This story is for adults only. You must be of legal age, in your area, in order to read this!

This story depicts adult males having sexual encounters with each other. If it is not legal for you to read this (or if you're offended by it), please close this story!

This is the first story I've submitted to Nifty. Please feel free to send me as much feedback as possible, as well as any hot lewds/nudes you think might inspire me at ishgrayson1@gmail.com

The majority of these events have happened in real life, but the names of the characters and locations have been changed. Some aspects are fictional, but not very much.

While I love having bareback sex, I also know that STDs and laws exist. Please be sure to be responsible, and caring, towards yourself and others.

Thanks Nifty for providing us all with a resource for being able to spill our nut! Please donate to Nifty if you can! They're doing this for all of us!


Back to the Stuy Ish Gray

Chapter 4:

The rest of the week was pretty decent. Monday evening Micah came over to help me finish setting up my room; and fuck me every time we took a break. Tuesday, I worked from home, went grocery shopping, then cooked for Tristan and Vlad. On Wednesday night, Vlad and I played video games while Tristan was getting plowed by one of his usuals, for hours.

On Thursday afternoon Vlad and I went shopping at an adult novelty store in the West Village. He wanted to get some things for the housewarming party, and had a discount with the manager.

"So why am I helping you shop for a party that I can't help plan?" I asked him, while holding a shopping basket. "I needed someone to help carry the bags," he responded, counting out pink straws with plastic penises on top of them. "Maybe you should get a boyfriend for this," I hinted at him. "I'm sure there are plenty of guys that would love to carry your shopping bags. Guys that aren't me!" "But you're the perfect pretend boyfriend!" He squeezed my shoulder. "No one else will do." "I hate you." "See! Perfect boyfriend!" He kept walking along the aisle.

This wasn't an underground Christopher Street sex shop where you kept your head down while buying Boy Butter and a new harness, as you're being trailed by the white store clerk who "doesn't trust" POC. Nor was it an overpriced Sixth Avenue novelty shop where the girls always giggled when the gays bought dildos. It's more of a department store vibe. No one stared at you, each fetish had its own section, and the top 40s radio station played over the PA system. I loved coming here because of how affordable the lubes and dildos were; and, because of how close it was to my favorite haunts in the Village.

After awhile Vlad got into a crazy shopping mode, and took off with the shopping basket. One second I heard him complain about the 4-pack of party harnesses (plastic harnesses that were meant to be worn only once or twice then disposed of) not being able to fit everyone coming. I made an offbeat comment about one size not truly fitting all, while scrolling through Grindr. When I looked up, he was gone.

I decided to make my way towards the dildos. I figured that since I was now living in a new place, it was a good enough excuse to gift myself with a new toy. As I walked through the first two aisles, none of them stood out to me the way that I wanted them to. There were mostly long dildos, or short ones, none of them were thick; and while I love all lengths of dicks and dildos, I was more focused on girth. I wanted a wider dildo to really stretch my hole. I always preferred a fat dick over a long one. Don't get me wrong, there's nothing like creaming as your second hole is breached by a long dick attached to a top that knows what they're doing. But getting opened, being gaped by a wide cock that'll leave you yearning due to the feeling of emptiness? That's why my dreams were made of. I wanted to find a toy that would give me that exact feeling during those nights when I would be alone in bed.

Midway down the third aisle, I saw it. It called out to me as though I were a wizard getting their first wand. When I approached the shelf, I saw the toy's name "Juan". The specifications on the plastic packaging said that it worked with both water and silicone based lube, was easy to clean, measured 6.5 inches in length and a good 5.5 inches in girth. I needed to buy it! It was the dildo of my dreams, and cost just the maximum I was willing to pay.

"That's a good choice," I heard a voice say as I grabbed the packaged toy from the shelf. "Oh word?" I turned to see a beautiful dark skinned man with locs in a ponytail, and size zero gauges in his ears. "Perfect for opening up," he stood still, while giving me a flirty smirk. "Is that from personal research, or...?" I couldn't tell if he worked at the store or not, there were no uniforms or name tags worn by employees. "Lots and lots of research," he responded. "I like a brotha with some knowledge," I flirted. "And I love helping a fellow brother learn a thing or two," he stepped closer to me. I could smell the black patchouli oil he applied earlier. "Maybe we should have a study session," I traced my finger along the length of the dildo. "Each one teach one type shit." "I mean... I've gotta get into the office anyway. Might as well use the time to help out a customer." "Oh so you work here?" "Yup, I'm the manager," he nodded. "Good to know." "Follow me, I'll show you a few things that you should learn."

Without giving me a chance to respond, he turned and walked towards the end of the aisle, I followed him. As he led me up the stairs to the second floor, I texted Vlad to let him know that I needed about thirty minutes; even without details, he knew what was up. The office was in the back of the second floor; past the lingerie and expensive leather gear. I rarely came upstairs, because I preferred buying my gear in Brooklyn from a friend who's a designer, but I made a note to see if he could create something that looked like a floral printed leather harness that I saw on a mannequin.

Once we were in the office, with the door locked, my new tutor took the toy from my hand and opened the package. I didn't say a word as he did this, I just took the opportunity to observe my surroundings. The small office was full of boxes with sex toys and apparel thrown on top of them, retail supplies and paperwork were littered across the desk below the camera monitors, there was an ergonomic chair that provided the only seating available. Yet, I couldn't figure out where he pulled the medium sized bottle of lube from, it was as if it magically appeared in his hand.

"You gonna be a good student?" He looked at me, rubbing the 6.5 by 5.5 dildo with lube. "Yes teacher," I croaked. I wasn't nervous, just anxious. "Take off your pants. Bend over the desk. And put your underwear in your mouth." He strongly instructed me, with command in his voice. "I'm going commando," I stated, sheepishly. "Ooh. A naughty boy," he winked. "He then placed the lube on the desk, and stuck the dildo onto the door; before dropping his own pants and underwear. His legs were thick and hairy, I also noticed that he had an ankh tattooed above his ankle; but his dick... His dick was BIG AF! It looked to be about 10 inches long, thicker than the dildo that I'm hoping to purchase, and was surrounded by a massive bush.

I was so hypnotized by the string of precum dripping from him, that I was slightly taken aback when I noticed that he was pushing his boxers into my gaping drooling mouth. They smelled sweaty, I could taste the salty body odor with my tongue. It made my dick rock hard, which he noticed before grabbing it with his right hand that still had a bit of lube on it. With his left hand, he pushed my back so that I was bending over the desk. My eyes were looking directly at the monitor that displayed the party section of the sales floor. I placed both hands onto the desk to balance myself as he grabbed the lube with his left hand, and squeezed some onto his right. He started milking me, slowly jacking my dick. I whimpered when he would tease my sensitive cock head with his thumb.

I heard the bottle click again - not seeing it - then felt two fingers in my hole. There was no resistance. I felt my legs tremble under me as he added force to the digital stimulation; which he abruptly stopped by pulling out of me, and off of me at the same time. When I turned my head, I saw him grabbing the dildo off of the door, then watched him pull the chair right behind me before sitting down.

"Turn around," was all that was said as he applied lube to the toy. I obeyed, then turned and watched Vlad look through different objects on the sales floor. I silently laughed knowing that the shoe has been on the other foot.

"Your cunt is beautiful," I heard before he slapped my ass. "Gonna teach you how to properly open it."

No sooner did I feel the wide head of "Juan" at my entrance. I knew my hole wasn't tight, I also knew that there was plenty of lube, but that didn't stop me from feeling a little bit of pain as it went past the first ring. I groaned into the ripe gag that was in my mouth. "Just breathe," my tutor said to me as he pushed in a bit more. The pain was noticeable, but bearable. I felt my hole being opened more than it had been in months. "I wanted this, I needed this," I thought to myself as I felt him push in more. "Almost there," he said before driving the last inch or so all the way in. I groaned loudly as I watched my best friend grab a board game from a shelf.

We both stood still for a couple of minutes. Allowing my ass to get used to the girthy invader. It felt weird, but in a good way. I always loved using toys on myself, and enjoyed using them on others; but, I'd never had one so thick inside of me. It was different than having a big dick in me; it didn't have the same effect when I tightened my hole. Every time I would squeeze myself on the toy, I didn't hear how strong my grip was; I was just practicing for the real thing.

"Feeling good?" he asked, I nodded. "Ready for some real fun?" I nodded again.

He then started to pull the toy out of me, I was afraid it'd be all the way. Just as I felt only the head of the dildo at the first ring again, he rammed it all the way back into me. This caused me to yelp a bit. This repeated this five more times, watching me writhe from his technique, before he caught a steady rhythm to fuck me. I was no longer concerned with how big it was, just only worried about my balance. Every time I thought I was good, I felt myself slip a bit. He must've noticed, because soon his left hand was in the middle of my torso, being used as support while he kept opening my hole. Every few strokes he'd make a comment about how creamy it was. "That pussy is wet as fuck!" or "Damn look at that gushy!" This only made my dick harder while it flopped under me, occasionally hitting either the desk or the back of his hand. It didn't help that I was focusing on not squirting onto the floor, as my prostate kept being touched.

I don't know how long this kept up. All I knew was that by the time he pulled the dildo out of my ass, and replaced it with his monster, I'd seen Vlad go through three different sections of the store.

I looked up at the dildo that he placed on the desk next to my right hand, as I felt him work his way into me. He was so much thicker, yet was more tender about inserting his cock than he was the silicone toy. He kept mentioning how warm and wet my cunt felt as he dug deeper. Holding my hips, winding his waist as he reached my second hole. I breathed in the ripe smell of his boxers, intoxicating myself with the stranger's natural scent, as I felt his bush on my ass cheeks.

"This pussy is perfect," he leaned over my back, whispering in my ear. "It was made for my dick."

I shouldn't have tightened my hole on him; because as soon as he moaned, he lifted off of my back and started to WRECK ME! Gripping my hips, fucking in and out of me with strength and speed, slapping both the cheeks on my ass and on my face. I simply braced myself, moaning into his boxers as he called me his "perfect bitch". I dreamed of letting this 6'2 Timb wearing man with multiple tattoos and piercings, owning me whenever he wanted. The way that his dick felt inside of my cunt told me that he would never disappoint. Even when he pulled it all the way out, then rammed it back in, making me yelp each time. I knew he would never stop making me cream.

He must've sensed that I was in need of squirting, because all he did was grab my dick with his right hand, and point it to the floor before saying "let it out" in a gruff voice. Two strokes of his dick against my prostate, and my cock fired straight onto the ground. He felt it with his hands, and on his appendage as my hole tightened. He called me "a good boy" as he continued to fuck the rest out of me. Then... He stopped.

I felt him pull out of me, then gave my ass cheeks a double tap. When I turned around, I asked if he'd nutted yet. His response was that he wanted to save it for later, but told me that I'm free to clean him off. Of course, I obliged by dropping to my knees and licking off as much cream as I could from his dick and pubes. He simply moaned in pleasure as I did so.

After we both got dressed, he put the dildo into a black canvas bag, along with an unopened bottle of lube, before telling me that they were on the house. I told him to give me his number so that we could get together for more "lessons". That's when I learned that his name was Obasi.

By the time I reached Vlad at the cash register, he'd bought at least six big bags worth of stuff. I knew better than to ask, but I was feeling nosey.

"Is all of that for the party?" I questioned as he handed me four heavy bags. "Is what you have in that bag for the party?" he walked towards the door with a knowing smirk. "Why are you like this?" I responded as I saw Obasi wink at me on my way out. "That's what you get for being nosey," he walked out after me. "How's Obasi doing these days?" "Of course you've had him already," I shook my head while laughing as he went to the end of the sidewalk to hail a cab. "How else do you think I got this discount?" he shrugged as a yellow taxi pulled up.


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Next: Chapter 5


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