preface to all real stories is that this is a true story. Names are changed for anonymity. All parties were of legal age and consented to the acts engaged [25 and 23]
I had just got off the phone with work, they were annoyed that I was calling out last minute and I was annoyed I was at 39 hours and they were going to try and pay me half time (salary is a bitch if you work in service industry, which most entertainers do in some capacity.) I was at least lucky that I would be blowing off some steam with the cute driver of a little beat up tan colored, bread box shaped van that slowly pulled up in front of my apartment building.
“Hey, handsome.” I said as I jumped in his van. It smelled like stale cigarettes, even though he had just smoked. All of his windows were down, letting in some of the wet spring air. I got a wife of weed as he came in close to start making out with me. His soft lips still tasted like burned paper, and I pulled him in a bit as I savored the taste of him.
As he drove off to take me to drop off a document at work, I knew I was going to have a better time with him than there. I took in the cutie with mid length, shaggy, copper red hair driving me down. I was excited to see his thin lips working hard for my built up load. Maybe I’d put it on his pretty freckled face.
I thought about this as his hazel eyes caught me checking him out. He smiled a little and turned his attention back to the road.
“You know, I could get you off before you go drop off that thing.” We has grinning ear to ear. Earlier when he texted me while on his way over, he said he was drooling and needed to suck me.
“Trust me, you’ll want me to take my time.” I said to him with a chuckle.
He was such a cutie too, I had been checking him out for well over a year. We were introduced through mutual friends when I needed a new weed dealer. Lucky for me he was such a joy to be around. The only thing is I thought he was straight this whole time.
You see, I’m oblivious sometimes when others are attracted to me. It has to be pretty obvious for me to get it, someone has to point it out, or it has to be stated explicitly by them. It really sucks for cruising and hook up situations, but I’ve learned to live with it. When I know though, then I know at least.
With him, I had hit him up the night before to ask if I could get some more green from him. I got a text back around midnight saying yeah, and I let him know I could get it before my stupid early shift that I was getting ready for, or after.
“Are you looking for company now?” He had sent. I wasn’t thinking anything of it because he was a really chill guy and fun to hang out with.
“I have work in awhile but if you wanted we could meet before hand if it’s easier for you.” I sent back as I continued getting ready and stepped into the shower. The text I received when I stepped out had me confused for a second.
“Want to do something more fun than work? 😛” It read, and I stayed looking at it for a little. Now I’d seen him with different women, and knew he just recently broke up with his girlfriend, so I wasn’t sure where he was leading with this.
“What’s that?” I asked, taking the bait and seeing where it went.
“Me 😆” he replied. That’s when I immediately called out of work.
As I hopped back into his van after dropping off the document, I was very glad he decided to send that text.
After a short while, we were at an alley of the side of my apartment where there was no traffic. He got a big grin as we slid into the back of his van. It was very early morning - with still no sun out. The rain falling on the van gave a nice ambient noise in addition to the punk rock he had on low in the background. The back of his van was stripped bare, just carpeting on the floor, and a blanket he had brought.
He gently went in for a kiss, and our lips collided for a brief moment before our tongues began to make contact. A soft bite of his lip from me before I broke away to peel off my shirt. He was already working to get my belt off before our lips made contact again. He knew exactly what he wanted.
As soon as he undid my belt, he ripped my jeans open and worked on pulling them down as fast as he could. The second my dick was free and swung out, he broke from the kiss to stare at it.
“Fuck.” He said before taking off his shirt and throwing it to the side. He went in to start sucking before I stopped him.
“Get naked.” I told him as we locked eyes. He instantly complied as he took his jeans and boxers off in one quick and smooth motion. I took in his body for a second while he took off his socks. He had bragged about him not needing to go to the gym because he got enough work out at work. He wasn’t lying, and I was appreciative of the show he was putting on. His chest hit the floor of the van as soon as he was fully naked and he opened his mouth wide for me.
I grabbed both sides of his head by his copper hair and guided him to my cock - though he didn’t need any guiding as much as I had to slow him down before my cock hit the back of his throat and bruised it. I held onto the side of his head, grabbing him by his copper hair, slowing his momentum. He smiled and laughed as his freckled face was just an inch away from my cock.
“I’m so glad I did this, bro.” He sighed as he arched his back. His hot breath made my cock jump and leave a little precum on the tip of his nose.
“Me too.” I replied as I smacked his round ass, just enough to make his lip bump into my dick. I watched as he started to lap up the bead of precum that had been left behind.
As he closed his eyes and moaned, I knew I had him where I wanted him and we were just beginning. I slapped his ass again and watched my precum smear across his face. He smiled with his closed eyes as he started trying to lick it off his face. I slowly pushed my finger into his tight ass so he couldn’t move away now that my cock was throbbing on his face. The brat in him made him wiggle his hips against me as I rubbed his dry hole. I put my hand by his face as he went in to start sucking.
“Spit.” I commanded. He just looked up at me and did as he was told, drooling into my open and waiting hand. I slapped his cheek twice, the spit trailing a little off it as I smiled at him.
He got the head in his mouth as he began to moan and work his tongue over it. Gliding past it and over it, trying to taste as much of me as he could. I let out a sigh as I started fingering him.
He was taller than me at 5’11”, but it’s one of my favorite things to top a taller guy. They usually can take more dick. This caused me to pull him closer to me so I wouldn’t interrupt his bobbing head. He moaned as I pushed him towards me.
This wasn’t his first time taking cock, or sucking one. I could tell from how expertly he slid down six inches before looking up for approval and slowly nuzzling his mouth the rest of the way to the base. Bitch was hungry, and he wanted to work for the treat.
“Biggest you’ve had?” I asked him. He shook his head, verifying that Malcolm was a little slut.
“It’s thick though.” He tried to say as I was half way in his mouth, making me throb a bit.
“What was that?” I said as I started humping his face, forcing him to change angles to take it properly again. The rest of his replies were lost in moans and gags as he got back to work on me.
As I fingered his loosening hole, I started feeling his hole tense and release as he moaned on my cock before I realized he was jerking himself off. I pulled out and humped his face a bit so he could have his spit covering him. Cock slapping a drool wet face is also so much more satisfying.
“I need it. Fuck me, dude.” He begged.
“You wanna get fucked?” I asked, making sure he wasn’t just asking to give me more head.
“I need to get fucked.” He replied as he looked up at me. I could see the desperation in his eyes as we stared at each other and he tugged on his dick while ass up in his van.
“Alright. Let’s get you fucked.” I told him as he started smiling again.
“Let me get a condom. You can make my tight ass fuckable with that cute mouth if you want.” He joked as he shifted to go get a condom from the console in between the front seats. I used that invitation as prime time to spread him and eat him out.
I grabbed either of his nicely rounded cheeks and gently started kissing his tight hole. I could feel him tense up and relax as he started to writhe a little bit from the attention being given to his pussy. It still smelled of his body wash, but driving here and him getting hot for me had made him sweat a little. I smacked his ass as I got past the slightly sweaty taste and could feel his hole giving way. Muscle releasing and opening as my tongue pushed its way into him.
Being the little whore he was, Malcolm arched his back and spread his cheeks a bit more as he collapsed over the console, moaning. I took that as my cue to slurp him up a little and see if he was ready. I spanked him, eliciting a soft moan from him before I slid a finger in. I felt him giving in to me, arching his back and pushing so I could be deeper in him. He handed me the condom as I got knuckle deep in him, making him gasp as I started to play with his prostate a little. The gentle rubs I gave him made him shudder.
I moved my hand away and watched as his hole opened up reflexively. He was ready.
I slide the condom on quickly and while he was still trying to get his hole to close I lined up my cock and began to push into him. I felt him tense up and grip the seats. I knew he didn’t have lube, and that he needed it, but as he looked back at me to say something, I just opened my mouth and said,
“You wanted this didn’t you?”
“Yes.” He managed to moan after a bit. I felt his hole loosen a little after he said it and started to push my dick deeper down his hole. It was so tight but welcoming, I couldn’t help but push balls deep into him as he writhed on the console. He didn’t complain, but winced as he got used to it in him. After two more thrusts, he started riding it himself. The whole van started to rock with how hard he started riding me. He wasn’t lying, he needed this.
I grabbed his hips and started thrusting longer strokes, getting to where the head was just in then slamming back in. I knew I wouldn’t be able to keep it up for long, but his ass felt too good not to slam fuck.
The rocking of the van intensified as his moans increased. I couldn’t hold back anymore and thrust hard, pushing him up against the console as I filled the condom. With each spurt I could fill the tip of the condom getting heavier and heavier. I slowly kept the fucking going so I could ride out my orgasm in him. As I slowly pushed against him to fill him up as much as I could, he pushed his ass back and just smiled at me.
Precum was dripping off his cock as I slowly slid out of him. I didn’t want to leave him hanging after he had put out for me. I watched him try to catch his breath as me sat down in the back. His dick wagged side to side. It was close to my size, but circumcised, wet from the precum he was oozing.
I know I give amazing head, but I rarely give it. I have to enjoy the person for me to even want to do it, and then still I rarely will suck it unless it’s a challenge. But he had been such a good guy, and I wanted to show him I was appreciative.
I leaned in to start sucking, pushing his legs open as I licked under the shaft from balls to tip, swallowing it in one fluid motion.
“Oh shit!” He moaned as he gasped and tensed up. I pulled up off his dick and was hit by a few shots of cum. I laughed after he finished hitting my face and wiped it up with his shirt.
“One and done dude.” I joked.
“That was fucking amazing.” He cracked back as he caught his breath.
We got dressed and smoked a bowl in the back of his van before he drove me back to my place.
“Let’s do this again sometime.” He whispered as he leaned in. I met him halfway and gave him a slow and deep kiss, biting his bottom lip as I pulled away and looked into his eyes.
“Before I forget,” I said as I opened door and hopped out of his van. I grabbed the cash I had set aside and put it on the passenger seat. “For the weed. The sex was obviously a tip.”
He laughed as he drove away, and I turned and smiled. I was sure glad I called out of work.
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