We got back to my place and as soon as we were in through the door, our hands and lips were all over each other again. Mentally I was now cursing his skin-tight clothes. It was impossible to get them off him while we were kissing and I didn’t want to stop kissing him. Without breaking our kiss, I carefully walked him backwards to my room before lifting him up and throwing him down on my bed as if he were a rag doll.
I crawled on top of him and my lips found his again, drawn together like magnets, teasing his lips between my teeth in between twirling our tongues around each other, not knowing where his mouth ended and mine began. Panting for air, I decided to try again at peeling his shirt off his body and with a bit of help from Olly, I finally had it up and over his head. I leaned into his neck and started sucking on the side of his smooth neck, as I had wanted to when he first exposed it back in the bar. The moans and groans coming out of this cute boy as I did so were going straight to my cock which was now fully hard and straining at my trousers.
Out of nowhere, Olly surprised me by flipping me on my back. I’m a pretty big guy and had quite a few pounds on him, so I was stunned with how effortlessly he managed to move us. He started unbuttoning my shirt as I ran my hands up and down his bare back, before moving down to cup his firm ass, squeezing his cheeks tightly. Once he had the buttons undone, I leaned up just enough for him to help me out of the shirt, our lips connecting once more. I pulled him down on top of me again, this time the bare skin of our chests finally touching each other.
But it wasn’t enough, we both needed more. I could feel his cock throbbing inside his skinny jeans as he ground his body against me, while my own wasn’t fairing much better inside my trousers. It was my turn to flip him over as I started kissing my way down his body, twisting my tongue around his nipple bars and gently pulling on them with my teeth causing Olly to growl in delight as he thrust his hips up towards me. I continued south towards the top of his jeans, peppering his body with marks to leave him with a reminder of this night for weeks to come.
Finally ready to reveal my prize, I popped the buttons of his jeans and started to pull them down. It wasn’t easy, they really were practically painted on. Perfect for attracting but not designed for easy access. As I got them down slightly it revealed Olly’s trimmed pubes, “No underwear? You naughty boy,” I teased.
“Less words, more naked,” Olly panted. I pulled tightly on his jeans, finally getting them down and off revealing his full naked body to me for the first time. Forgetting the fact that I was still in my jeans, I dived in and started teasing the tip of his cock, slowly taking more and more, not because I needed to, but because I knew it would drive him crazy. This is where I could truly shine, I was excellent at my job and my clients came back because I could make them feel good. When my nose was finally in his fine pubes, it still didn’t seem enough for Olly. His hips were thrusting up to meet my mouth, desperate to get as deep into my throat as he could.
I picked up the pace, bobbing up and down on his dick, his thrusts meeting me each time as he chased his orgasm. I felt his fingers in my hair, clinging on, trying to last as long as he could. But I knew exactly what I was doing. With a few key swipes of my tongue at the underside of his sensitive head, and a teasing finger circling the entrance of his hole, it wasn’t much longer before he was spilling his seed deep into my throat. As I felt his orgasm subside, I slowly eased off of him, feeling very satisfied with myself.
I climbed back onto the bed next to him and we lazily kissed. Time no longer seemed to have any meaning. All that mattered was Olly and me at that moment. When we came up for air, Olly was hard again. “You’re wearing too many clothes,” he teased as he slid down the bed to reach for the top of my trousers.
“Well I was a little distracted by a certain little minx,” I replied as he undid my fly and made quick work of removing my trousers.
“Briefs, David? I wasn’t expecting that,” he teased.
“Got to keep the mystery going that little bit longer.” Olly made quick work of removing them too so that I was just as naked as him. “Wow, you’re big,” Olly declared before his mouth wrapped around my cock making me moan in delight. I wasn’t expecting how good he’d be at sucking cock, using the stud in his tongue to expertly caress around the head of my cock. It was a whole new experience for me, and I thought I’d experienced most things in my work.
He didn’t seem to struggle with my larger-than-average length, which had often been a struggle for my clients, although never too much for Miles. Olly just kept going, working as much of my length as he could manage with expert skill. I was cumming down his throat in an embarrassingly quick time from how good the blowjob was, but the way he kissed me after I could tell he didn’t mind.
Feeling our naked bodies pressed tightly together as we passionately made out with one another soon had us both hardening again. “Fuck me, David,” he breathed between kisses, “need you inside me.” I groaned at how good that sounded. I flipped him over so he was face down, causing Olly to laugh in surprise. I kissed my way down his back until I reached the most gorgeous ass I’d ever seen. I spread his cheeks to reveal my goal, dipping my head between them and swiping my tongue over his entrance. I swirled my tongue around the edge before tentatively pressing it inside, once I felt him relax around my tongue, I pulled out causing him to whine at the loss.
“Don’t worry baby, I’ll be inside you very soon,” I cooed while reaching for the lube I kept in my bedside table. I made quick work of coating my fingers before pushing inside him to open him up and prepare him for me. I wanted this experience to be as memorable for him as it already was for me. After circling inside him with one, two and then three fingers, I knew he was ready for me when he started bucking up to try and pull them into him even more.
When I pulled my fingers out, his pert ass reared up some more, desperate to be filled. I reached for the drawer again, pulled out a condom and slipped it on, coating it in more lube before lining myself up with his hole. “Ready, baby?” I asked.
“Yes…need…you…fuck,” he managed between ragged breaths. Now I had his consent, I pressed forward, easing myself gently inside him. Even with all the work I’d done to prepare him, he was so tight. “More,” was all Olly cooed each time I stopped to allow him time to get used to my size. Not wanting to hurt him, I took my time, moving in just an inch at a time. Once I was all the way in, I gave him time to get used to my cock filling him up.
Feeling him relax a little I started to slowly pull out, just a bit, then pushing back in. Repeating the motion over and over, each time a little bit faster until I was truly pounding him into the bed below us, spurred on by the delicious sounds he was making. Wanting to take in everything about Olly before this beautiful night was over, without removing my cock from inside him, I flipped him over with ease so that I could look into his beautiful chocolate-coloured eyes.
While I thrust into him again and again, I was taking in every detail of him. The way his curls looked when they were all sweaty, the way his lips were already starting to look bruised from our intense kissing and the way his balls bounced each time I slammed into him. I wanted a distraction and there was no one more distracting than Olly. I bent down, bending Olly with me so that I could kiss him as I was fucking him. With this new angle, I was hitting his prostate each time, feeling him moan straight into my mouth.
With a few more thrusts hitting that spot inside him, he was cumming hands-free and painting both our bodies between us. As his release spilt out over us, I felt his ass contracting around my cock and I was done. With one last deep push, I was filling the condom with my second load of the evening before collapsing on top of Olly’s now sticky body. When I started going soft inside him, I eased myself up and carefully pulled myself and the condom out. I went to the bathroom, disposing of the condom en route and grabbed a damp flannel before returning to Olly to wipe down the mess we’d made of his body.
If he’d been a client, I’d have normally kicked him out at this point, but tonight was different. He was different. As we both lay in the bed, Olly’s body wrapped around mine, an alert sounded on my phone. I picked it up off the side table, careful not to disturb Olly as he started to drift off to sleep. It was the agency’s app, my profile had been approved and I had my first booking. I clicked to open the request, ‘Please arrive dressed as a pirate’, it said in the special requests section. That was a sharp reminder that our lives were too different for anything more to happen between me and Olly. In the morning I’d have to say goodbye, but for now, for now I could enjoy this feeling and pretend that Olly was mine.