Bright spot in a dark week...
Reporting in as requested. This was a two day affair, and I apologize for not getting the details to you sooner but free time worked against me yesterday. It was probably the best hookup I’ve ever had though so this is going to be long. Anyway, the first meeting went like this…
I had responded to a few craigslist ads when wife was away. Jase, responded Wednesday. He had just arrived at a nearby hotel after driving down from Atlanta and needed to relieve the stress and tension of the drive. I offered a rubdown and he said he was up for some mutual oral. Wife was working late with some dinner conference so I went over to meet Jason at his hotel after he sent me a couple pics…not my usual looking jock type at all..sort of hipster vibe with long hair and beard, but sounded real nice on our email chats. He’s even better looking than his pic suggested, beautiful green/blue eyes…a sexy smile, and has a lean, lightly hairy body.
We made a little small talk after he got off the phone with his sister. He was shirtless in a pair of cargo shorts when I arrived, so I was already getting turned on just watching him pace the room while talking. He apologized for having to take the call, then came right over to me when done and wrapped me up in a nice hug, leaned his forehead against mine and just sighed as I returned the hug. We started making out…slow, soft kisses while I rubbed his shoulders and back…the guy was practically melting in my arms and I sensed he really needed to feel loved for a moment, if you know what I mean. He pulls my shirt off over my head and starts rubbing my back too…felt so nice…don’t know how to explain it exactly, but we just connected…instantly…and it was very slow and sensual, the way he caressed me so slowly, kissed me so gently…and I found myself responding in kind. It was relaxing and stimulating at the same time.
I started rubbing his HARD six-inch dick thru his shorts and he returned the favor.I unbuttoned and unzipped his shorts, but rather than just take them off him, I reached in. He had showered just before I arrived and was freeballing in his shorts…still a little damp too. The touching and kissing had him rock hard (me too) and his cock curved up into the palm of my hand, already leaking precum. I just rubbed the palm of my hand under it, down to his nuts, and cradled them, softly stroking my fingers under the hairy sac to his soft moans, then wrapped my fingers around his shaft and gave him a squeeze, tugging up to the head and using the milked pre as lube to stroke him a few times before pulling my hand out and holding it to his mouth to lick. He got into that, licked it clean and kissed me, then unbuttoned my shorts and dropped to his knees as he slid them off me.
He started worshipping my big cock…not just sucking it…licking, kissing, fondling, just holding it and looking at it before sucking it slowly some more. It wasn’t like he was trying to get me off, just trying to turn me on, which he did immensely. He shucked his shorts off as he stood up and we hugged, fully naked and continued the soft kisses and caressing one another for a while like that. He moved to the bed, on his back and I climbed on top of him, laying my body on his and getting wrapped up in more aggressive, but still smoldering kisses. You know how much I love making out, coach…damn, was it smoking hot!
I ran my hand down under his nuts again, and teased his ass with my finger, then scooted down between his legs, sucked his dick slowly like he had done to me, then his nuts, then pushed his legs back and went for his pucker. He loved being rimmed, and I loved that he was freshly showered and tasty and hairy and you know how I enjoy eating ass, coach. After a few minutes he sat up and grabbed some lube off the nightstand…lubed both our cocks and stroked them together. He opened a condom, normal size so it was a tight fit on my thick cock…looked like too much sausage in too little casing, but the tightness of it made my dick feel even harder. Sure wish it could have been raw, like you and I fuck, coach…but it was still hot!
He chuckled as he rolled it down the shaft…said it was the only size he had, and stroked some more lube on it. He straddled his legs over my thighs as I knelt on the bed, and sort of guided me into him, working his ass onto my dick with relative ease, though his eyes closed and head fell back when the head popped in. I let my left leg slide off the bed so I had one foot on the floor and one kneeling on the bed…gave me great leverage…and pulled his ass onto my cock slowly. Like everything else, this was slow and gentle and felt amazing…him stroking my thighs…me gently fucking deeper until I was balls deep in him…not pulling out, just giving him little jabs of my cock while he rocked his ass on me. He had the most blissful look on his face.
I leaned forward to kiss him and my dick pressed deep…he just groaned and swallowed my tongue as I started actively fucking him now…long deep strokes that made him grunt when I bottomed out in his ass. I felt the condom break, and pulled out…the head of my cock poking through. He just grinned and and said, “fuck it” and rolled it down to the base of my cock, like a cock ring and guided me back into his ass. I almost came with that initial penetration, if felt so hot. I sat up and pistoned slowly in and out of his ass, watching my cock enter him…quite the visual, seeing my swole dick with that tight rubber cock ring penetrating his hairy ass!
He was stroking his cock now and breathing ragged as we picked up the pace and I told him I was getting close. “You want my load, bud?” I asked him. “Yessss…cum in me,” he says, and starts really writhing on my dick, grinding his ass against me and jerking his cock. I came so hard, grunting and fucking him deep…my big paws pressing his shoulders into the bed as I unloaded. Seconds later, he’s spurting cum all over us, my belly and his…gasping for air, clamping down on my dick as I continued to fuck him. I laid down on him, dick still in his ass, and we hugged for about five minutes, just enjoying the post fuck vibe.
He asked me if I wanted to shower, and I said sure…pushed myself up and let my still semihard dick slide slowly out of his ass. He reached down to stroke it, and laughed again as he peeled the “cockring” condom off me. We showered and kissed some more, but I was getting nervous about the time so was on my way shortly after. Soon after I got home, my wife texted that she was on her way, so I thanked my lucky stars that I had was able to beat her home.
I emailed Jase and we agreed to try to meet the next day, to which he replied:
Likewise. It was beautiful, sexy, and passionate. I really hope we can do it again:) have a good night, and I look forward to seeing you again soon.
It started out very similar to day one
and I had similar expectations…higher actually because I was so into him. He
was running late after being at courthouse to settle dad’s estate. Long story,
short…his alcoholic dad died broke and penniless so Jase had come down to
clean up his apartment and close the accounts he had been pouring his own money into.
Jase wasn’t sad about it, more resigned to what a fuck up his dad had been and
relieved to get done with this chore he’d come down to do.But it gave me some perspective as to why he needed to be in the strong arms of another man.
My wife had worked from home and I ran errands in the morning, but she left at noon for a local charity thing and I jumped in the shower. Jason emailed me when he got back to hotel and I bolted…cursing the heavy traffic along the way! He was on the phone again when I arrived, with his sister again, and apologized for keeping me waiting…very considerate guy.
We chatted a bit before he grasped my face in his hands and kissed me, and we were off…same as before, slow and gentle, almost romantic…undressing slowly, reaching into each other’s shorts. He had underwear on this time and was warm and a little sweaty…not freshly showered like the first time…and I loved the way he smelled…not offensive at all, just a little ripe, ya know? We were both precumming like crazy, fondling each other in our shorts til he dropped to his knees again and started worshipping my dick like before. Love the way his long hair felt in my hands…stroked his bearded cheeks while he sucked my cock, then reached down over him, rubbing his back and reaching into his shorts and into his sweaty asscrack…teased his pucker while he moaned on my dick…nice! He stood up and I dropped down, trading places so I could suck his cock for a while…tasty pre…sweet, easily suckable dick, and he enjoyed the attention…hands on my shoulders or head, caressing me while I serviced him. I choked the base of his dick with one hand and sucked a mouthful of his pre, then stood up and showed him my drooling tongue which he sucked into his mouth. Love that he enjoyed swapping precum with me…know how much you enjoy that too, coach…grin!
He sort of steered me onto the bed and sucked my cock some more, pushed my legs back a little to get at my balls and taint, and just grazed my hole. Sent fuckin shivers up my spine! I scooted back up onto the pillows and pulled him with me intending to make out some more like we had the previous day, and we did that for a while, but he stayed on top of me, and my legs just sort of instinctively went up and around him, so he was grinding his leaky cock against my pucker and it felt really good. I don’t know if this was his idea…I was still intending to roll him over on his belly and give him a great fuck, but his dick poking at my ass made me wonder if he had other plans.
Sure enough, he sits up on his knees…my thighs draped over his…and grabs the lube…slicks up both our cocks and rubs them together, then grabs a condom and rolls it down on HIS dick…smiling down at me. I’m thinking, oh shit, what have I gotten myself into. I could sort of hear you whispering in my ear, coach…that wish for me to want to get fucked, so I went with the flow and told Jase to go easy on me cuz it was sort of virgin territory. I think that excited him to no end as he rubbed some lube over and into my pucker.
“Relax” I told myself…”don’t fight it,” as he pressed his cock against me. My sphincter was clenched but it didn’t feel too bad…stung a little at first is all, but it’s a tight hole. He slid in relatively easily and I fought the tendency to resist, consciously relaxing my ass. It’s surprising how big an average size cock feels when it’s being stuffed in your ass. I don’t know how guys take my cuntbuster, let alone enjoy it! As he got a little deeper, my hole was clamping down on him, so I held his thighs to stop him, and handed him the lube to apply more. That did the trick and he slid back in easier and more comfortably for me… surprisingly comfortably to be honest. He asked me if I was ok, and I said yeah…asked him if he liked that tight ass, and he smiled and said “oh yesss!”
He fucked me slowly and it was starting to feel nice…so nice that I found myself moving my ass to get my thighs up higher on his…a better angle I guess because I could feel him hitting my p-spot. His eyes had closed for a sec as I repositioned and I knew it felt real good for him too. I pulled his head down for a kiss and we were both moaning as he gently fucked me. He sat up and just stared into my eyes…his fucking eyes are gorgeous…then smiled and looked at my belly which had a pool of precum. He bent down to lick it and kiss me again, then, still fucking me, he grabbed my cock and sucked the tip of it for some more pre and kissed me again, My cock had gone pretty limp, but fluffy and he stroked me and got me hard again…felt so good, that I started rocking my ass on his dick as he sat back on his haunches and just let me use his dick. I took over stroking my cock and told him to “fuck me!”
He was still being pretty gentle, and I was grinding more aggressively on his dick now…told him I was close and urged him to “fuck me harder” as I felt my balls churning. I think he was trying hard not to cum until I did, but he leaned over me as I shot and fucked deep as he could into me, then pulled out and leaned down to suck my cock and lap up the cum on my belly, all the while stroking his cock. A moment later, he’s blasting another big load onto my belly and chest. I scooped up some and tasted it, then fed him some of his load. He did the same to me and we licked each other’s hands before I pulled him down on top of me and we kissed and swapped cum from our tongues and lips…so fucking tasty!
We lay like that for a while, me rubbing his back. I told him I needed to shower and get going, again, not sure when my wife would be getting home. Showered alone this time and came out to find him lying on his back on the bed with his underwear on, belly still sticky with cum. I dressed while we chatted, then leaned over him on the bed to give him a kiss goodbye…told him how special that was for me and he said it was for him too. He’s driving back home today, so doubt I will ever see him again, but will have some very fond memories for sure. He’s a real gentle soul…a beautiful guy inside and out, and it was a pleasure to share of couple of special moments with him. He emailed me later:
That was so Awesome. Thank you for being a bright spot in a dark week :-)