The Gay-Cation

‘Would you mind if I take these off?’ He asked, tugging at the waistband of my shorts. ‘I’d like to see more of your ass and play with it, if that’s okay with you?’

‘I’m not sure,’ I didn’t want to regret anything that could happen.

‘We’ll take it slow, all focus on you and at any point we can stop,’ he tried to reassure me. ‘You don’t have to do anything you don’t want to.’

‘Okay,’ I told him feeling at ease and more comfortable. He hooked his fingers into the waistband of my shorts and tugged at them as they started to fall down my legs. Once they hit the floor, I stepped out of them, leaving me in just the thong with a rock-hard cock trapped inside it. I felt a little uneasy, being this vulnerable in front of another man, but the way Alvaro touched me, kept sending me to a different world of pleasure.

He squeezed my ass cheeks, ‘wow, you have such a nice ass.’ He looked over my shoulder to get a better look, ‘such a cute butt and so smooth.’ He continued to grab at my ass, spreading my cheeks and giving me a playful slap occasionally before he started kissing me on the neck which made me go weak at the knees. He physically started moving me at the same time, directing me towards the bed as I shuffled my feet backwards until I felt the bed behind me, and he pushed me onto my back before he landed on top of me. He kissed me on the lips and then started to kiss his way down my body, spending a lot of time on each nipple before kissing my torso and then his face was just inches away from my cock, my breathing started to intensify. ‘I’m not going to touch your cock yet in case it goes off a little… prematurely. But your cock looks magnificent.’ He smiled at me, ‘if you somehow cum without anyone touching it, then I’m onto a winner.’

Alvaro went beneath my cock, pushed my legs into the air and pulled the thong out of my ass. He gently started to lick my taint and I immediately let out a soft moan. That was a sign for him to continue and he went lower once more, this time spreading my cheeks slightly and lightly brushing his tongue against my asshole. ‘Oh fuck, oh fuck, oh fuck,’ I moaned as pleasure shot straight through my body and to my cock which I just wanted to grab and jerk off.

‘Is that okay?’ He asked.

‘Oh, fuck yes,’ I told him quickly. ‘Keep going.’ And that’s exactly what he did, he continued to lick my asshole and I laid there enjoying every minute of it. Moaning away quietly as he worked his magic on my body. I could feel my ass started to relax as Alvaro kept lapping away at my hole. I was staring up at the ceiling wondering how I’d got myself in this position, and mainly how I hadn’t been in this position before now. He moved his tongue in circular motions around the entrance to my ass which was hitting the right nerves and driving me wild, I wanted to grab his head and push it further into my ass.

Alvaro stopped, and I let out a small whimper in the process. ‘Stay there, he told me, and I watched him walk into the bathroom, his trunks tenting out in front of him with what looked like a big cock. He quickly returned with a few things in his hand, one of which I quickly worked out was lube. He was soon back on his knees and licking my ass again, so I was happy. When he moved back to my taint and then stopped licking, I already knew what he was going to ask next, but I didn’t stop him. ‘Can I put a finger inside you?’

‘Yes please,’ I said after pretending to think about it. I heard a bottle cap pop open, then something cold around my ass which made me jump a little. Then there was some pressure as his finger tried to force its way into my ass. And with some persistence and more lube, his finger broke through. ‘Oh, fuck yes,’ I moaned again. The finger inside me started to slide in and out of me, and when he was so far in my ass it was like he was pressing a pleasure button inside me which he quickly told me was my prostate. It was making my cock feel like it could explode at any point.

I held my legs open by grabbing them behind the knees, Alvaro slowly continued to slide his finger in and out of my ass whilst he used his free hand to massage my cock and balls through the thong. I told him to stop playing with my cock because I felt like I was close to cumming and the fact he was massaging my prostate wasn’t helping one bit. When he pulled his finger out of my ass, I was disappointed, feeling empty once more but soon there was even more pressure. I tried to get a look to see what Alvaro was doing and I could see him trying to slide more than one finger inside me, stretching my hole open. I moaned with pleasure every time he pushed his fingers deep inside me despite my cock going soft now that he wasn’t playing with it.

He fingered my ass continuously for another five or ten minutes. I just laid there enjoying every moment of it until he slowed right down, and I could see him looking at me. ‘I’m going to keep fingering you until you tell me you want it,’ he said with a smile.

‘What?’ I asked confused, or maybe it wasn’t confusion, I was just on another planet at the minute.

‘I’m not going any further until you tell me to,’ he said again. This time the message was clear.

‘Oh fuck,’ I tried to tell him what I wanted until he pushed his fingers deep inside me again. ‘Please, fuck, please will you fuck me?’

‘Are you sure?’ He checked with me.

‘I’ve never been surer of anything; I want to feel that cock inside me.’ I told him, looking directly into his eyes.

Alvaro removed his fingers from my ass and stood up, my eyes were immediately drawn to his big cock which was still trapped in his trunks. He threw a condom onto the bed from down on the floor where he’d been fingering me which was quickly followed by the lube. I couldn’t believe that his cock would soon be inside me. He gathered all the pillows from the top of his bed and told me to stand before he stacked them at the end of the bed. When he turned to face me, I kissed him this time, the first time I had initiated anything between us. I then started playing with his cock through his trunks before he pulled them down and I touched his cock for the first time. I took it into my hands and felt how big it was, bigger than mine. I was a good 6 inches when hard and Alvaro felt like he had a couple of inches on me. This all just felt so right.

‘You’re going to enjoy this,’ he told me before spinning me and pushing me back onto the bed. I shuffled myself so I was on the pillows to give him easier access and then waited. And I watched as he removed his trunks, slowly rolled a condom onto his cock, and then started applying lube, and lots of it. His cock looked so good, and my first thought was to take him into my mouth, but I knew this wasn’t the time for that. He pushed me back, so I was laid down, and I felt him applying more lube to my ass before pushing some inside me with his fingers. ‘Ready?’ He asked me.

‘Yeah,’ I gulped as he moved forward, and I felt the thick head of his cock pushed against the entrance to my asshole. My legs were spread wide, and he held me by one ankle whilst his other was in control of his cock. The pressure was enormous as he slowly pushed himself against me, I tried to relax the best I could, but it was difficult having never experienced this before. He pushed again and the head of his cock broke through my hole. I almost jumped off the bed, but gripped the bed sheets with both hands, I lifted my shoulders off the bed and watched as a man put his cock inside me. The pressure deep inside me continued as he pushed, stretching my asshole to accommodate his cock.

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