Delivery Adventures

The month after I graduated college I moved out west to pursue graduate school, but wanted to take a year off in between to work and save up some money, so I jumped on as a delivery guy in the heart of downtown. Making excellent money, I also had my share of encounters with other guys, which I always found enticing -- if they were attractive. 

Being downtown, we deliver to a lot of commercial/corporate offices and some manufacturing properties on the outskirts of downtown. As I approached the address for this particular delivery, I gave the customer a call to let them know I was arriving, standard stuff. The guy sounded younger on the phone and told me to pull towards the back of the parking lot, near the semi truck trailers. As I drove further and further back I finally saw the guy and he waved. Kinda cute, I thought from afar, probably mid 20's and a little shorter than me, maybe 5'10 with dusty hair. As I pulled up next to him in the back of the lot, I noticed his car was parked between two semi truck trailers. I snagged his order and hopped out of my car and did the standard greeting and bill run down. I handed him the copy of the credit card receipt he needed to sign. "I don't have any cash on me for a tip, man, I'm really sorry. Is there anything else I can do, like?" He said, apologetically. Not thinking anything of it (and thinking of my tip) I told him he was able to leave a tip on the card receipt and it would be added to the order total. "Oh, okay, okay," he said, "but is there, like anything I could do?" his eyes hung onto mine and then traced my body. I smile, running my hand across my khaki pants, hoping my stiffening cock isn't showing. I chuckle to myself, "Ha, uhhh, I, uhh.." "Anything, at all?" he repeats. With his tongue, he pushed his cheek out to the side, then again, and again; now I knew for sure what he wanted. I smile, "maybe something," I say. "Okay," he smiles back. 

He turns from me and walks towards his car, between the tractor trailers, and I follow, figuring that's a better place than any here in broad daylight. He puts his food in his passenger seat through his downed window and turns to me. "Come," he said, taking my hand. He stands me in front of his car and begins undoing my belt. I help him pull my pants down to my ankle and he pushes me back to sit on the hood of his car. My cock was at full attention, with pre cum already on the tip. We were so exposed it felt like, for I'd never done something in a public place. He immediately just swallows my whole cock, working it with his hands and tongue. I moan and groan but before the minute is up this guy has me edging. "Ah, shit, I'm gonna-- oh, I'm -- ah, ah, I'm cumming," I moan as shoot my load into his throat. "Mmmm," he moans and he swallows my warm cum and continues to work my shaft with his hands. He takes me out of his mouth, licking his lips. "Wow, thanks," I chuckle, "that's a first." "First for what?" he asks. "Getting with a customer," I explain while pulling my pants back up and tucking in my shirt. "Really? A guy like you? I'd do it all the time if I had your job," he laughed. I thanked him for the tip and he thanked me back, and I headed back to the shop.

What he said had me thinking though if I could find more opportunities to do that, because it was so fucking hot. 

The next time was over a month later when I delivered to the university's housing apartment complex downtown. Again, as I pulled up to the address I called the customer to let them know. He asked if there was anyway I could come into the complex and up the room, and that he'd tip more. Some guys just have that voice that almost gives it away, y'know? And that was this guy. Rolling the dice on getting some action, I agree, and park. He gave me the code for the entry doors and I took the elevators to his floor before looking for room 609. I knocked and the door swiftly opened to a young latino guy about 5'7 with a small figure wearing an oversized baseball jersey that drooped to his thighs - for all I knew, he had nothing on underneath. I quickly, and probably obviously, scanned his body from his bare feet and pale brown thighs to his dark hair. Realizing that we'd been standing there and neither of us had said anything quite yet, I started. "Hi- um -- Hello," I stammered nervously, "I have your pizza." I couldn't stop thinking about what was under that jersey. If only I could lift it up, just a few inches, and see if he was wearing anything else. "Yes," he giggled to himself, smiling, "how much again?" he asked. "Uh, 18 even tonight," I say. "Okay," he smiles, "hold on," and turns away from the door. Immediately I peak to see if I can catch a glimpse from the back, but no luck, it's too long. Leaving the door open, he walks into his small apartment and towards a short table beside his bed. When he reaches for the money on the table the jersey rises just enough so that one half of one of his bare ass cheeks is exposed, but only for a second, as he rises back up and sheaths the smooth brown bubble of a butt. "Mm," I let aloud, as blood rushes to my cock. "Here's twenty five, the rest is yours," he says holding the money waist-level between us but not extending it towards me. "Thank yo-," I start, as I look down to the money and see he's sporting a boner through the baseball jersey. I nervously take the money and put it in my pocket before taking the pizza out of the delivery bag and handing it to him, without a word said. Just before we would say our thank you's and good bye's, I had to try. "I like your jersey," I said kind of quietly. He smirked. "Oh yeah?" he asked. "Yeah" I affirmed. We bother kind of stood there with a heavy silence. "You should see it off of me," he said. I chuckled to myself and cleared my throat, feeling the cock tense, "Oh yeah?" I ask. "Yeah" he affirms, and turns into his apartment. I follow and close the door behind me.

He sets the pizza on the table and gracefully walks to the bed. When he lifts his legs I get to see his ass cheeks again, so round. I pull my hat and polo shirt off as he gets on all fours on the side of his bed facing me. I pull my belt off throw my pant to my ankles, rock hard now seeing this latino twink thirst for my thick cock in this baseball jersey. He takes my cock in his mouth and works it with his hands before gagging a couple times. I pull out of his mouth and spin him around - I wanted his ass. I put him on all fours facing away from me and spread his ass checks as far as they could go before burying my face in between his warm, pale brown cheeks. He groaned and clenched the sheets as his cheeks jiggled back and forth as I dug my tongue deeper into his asshole. After he was good and wet, he begged me to fuck him. "I want you inside me," he whined almost, "please." I gave his right cheek a slap, "you want this cock?" "Mhmm," he winced. I slapped his right cheek again, harder this time. "I said you want this cock?" "Mhm, yesss pleasee, give it to me" he winced. He reached for a condom on his night stand and I dug my face back into his asshole as I suited up. Riding my tongue around his rim made his body writhe in pleasure as he moaned and clenched the sheets in his sweaty palms. "Take this cock," I said before sliding my tip in. "Ahhh!" he winced as I slowly slid inside of him, being enveloped by his warm smooth insides. "Ahhh, fuck yeah," he winced into his pillows. I thrust my cock all the way in as his body continued to writhe in pleasurable pain. Slowly I pulled out and thrust in to get his tight brown ass loosened up. "Mmm, let me ride you papi," he winced. "Yeah, ride this dick, boy" I said. A sort of dominance that I'd never had before in topping was coming out with him. It was like, because I didn't know this person at all, I could be whoever I wanted, and now, I wanted to be dominant top -- and destroy this tight ass. I laid on my back and he straddled me, sliding my cock back inside of him. We both groan as he sits deeper and deeper onto my cock. "Ayyye, yess," he moaned. He started to ride back and forth on my cock, bouncing up and down. I grasped his waist and moved them in a circular motion while I thrust deep into him. He flexed and gripped my shoulders and arms as I tore his ass in two. I leaned him up and thrust into his ass with my legs, over and over again. His bed shook, our bodies smacked - fap, fap, fap, fap, fap - so loud, so hard. I gripped his waists tighter as I got closer to cumming, his face writhing in pleasure and pain and ecstasy with his gasps and groans was enough to get me to cum in the first place. Just as I was about to moan that I was going to cum, "AH FUCK, I'm cumming!" he yells, as he sprays his cum all over my chest and stomach. This of course makes me blow, grasping his hips even tighter and thrusting even deeper inside of him. Both us moaning with each thrust "Ah! -- Ah -- Ah -- ah! -- ah". He falls forward onto my shoulder, and laughs. "What's funny?" I gasped. "That was fucking incredible," he whined and laughed to himself. Figuring I'd been there for some time, I had to get cleaned up quickly, dress and get back to the store. We exchanged numbers but I never did hear from him. 

I have a couple more to share.. and hope they'll keep coming ;)

Stay tuned!