The Gay-Cation

‘I can’t take it,’ I told him, panicking that his cock was too much for me.

‘Ssshhh my handsome boy,’ the hand that was no longer on his cock was now pressed against my lips. ‘I’m all the way inside you now.’ He moved his finger across my lips, and I instinctively opened my mouth, and his finger worked its way between my lips. I treat his finger like a cock and started to suck on it as Alvaro started to rock backwards and forwards slowly, giving me time to adjust to this new feeling.

‘Your cock is so fucking big,’ I moaned at him as he continued.

‘How does it feel now?’ He asked, and I appreciated it him checking in.

‘So much better,’ I told him, and he leaned over to kiss me. ‘It feels so good.’

‘Fuck, I love breaking in a new guy,’ Alvaro said and started to move a little quicker.

Before long, Alvaro was into a proper rhythm, and I was now being properly fucked. I wasn’t even focusing on my own cock, the pleasure through my ass was more than enough. As he fucked me, my eyes kept rolling into the top of my head, I found myself staring at the ceiling, not knowing how I was now in this position. If someone had told me that this would happen on this holiday, I’d have bet my life savings that it wouldn’t. He was moving in and out of my ass effortlessly, he pushed my legs back, so they were towards my chest, and he placed his hands on my hamstrings and kept thrusting. I was making all sorts of noises, moans, and whimpers. And they were noises I’d only ever heard my ex-fiancé make. If only she could see me now.

‘This ass is so fucking tight,’ Alvaro moaned before slapping my ass. ‘Do you want to try another position?’

‘Fuck yes,’ I moaned as he drove himself deep inside me. ‘What… fuck… would you suggest?’

‘Should we try reverse cowgirl?’ He suggested quickly.

‘Oooo cowgirl,’ I laughed. ‘Let’s do it.’

Alvaro slipped his cock from my asshole and climbed onto the bed. I stood up, trying to balance myself on the mattress. Once he was ready, I turned so I was facing away from him and started to lower myself down, keeping a hold of the thong so it didn’t slip back into position. He gripped his cock and held it steady for me as I continued squatting until I felt him against my hole. Then I let him slip back inside me, and slowly started to bounce up and down. I was struggling though as I had nothing to hold onto, until Alvaro grabbed both my hands as they flailed behind me. Now that I had some balance, I started to get really into it. I caught a glimpse of myself in the reflection of the glass and that spurred me on and turned me on even more. The angle of his cock was pushing directly against my prostate, and that new feeling of pleasure was driving me insane.

‘You getting tired?’ Alvaro laughed when he noticed that I’d slowed down. ‘I thought with an ass like that, you’d be used to squats.’

‘I have a new respect for people who ride cock,’ I laughed back before coming to a complete stop.

‘Bend over on your knees and arch your back like a good little slut,’ he pushed me off his cock and I did as I was told. Getting into position as quickly as I could before Alvaro was behind me, hands on my hips and fucking me again.

‘Oh god yes, fuck me please.’ I screamed. Alvaro pushed my legs together, I assumed to make it tighter for him.

This was the best position for me so far. I felt so submissive on all fours, arms out in front of me grabbing onto the end of the bed, moaning with pleasure. I squealed with delight every time he brushed against my prostate. I turned my attention to the reflection again, and I could see most of my facial expressions as he fucked me. He grabbed me by the tops of my shoulders and pulled me upwards, I could see he was also now focused on the reflection in the glass, and he really started to pound me.

‘Damn it,’ Alvaro grunted. ‘This tight ass is going to make me cum.’

‘Oh yeah? You gonna cum for me? Do you always cum this quick?’ I teased him.

‘Fuck you,’ he laughed and then gave my ass a stinging slap. ‘Oh fuck, I’m gonna cum.’

‘Give it to me, I want to feel your load over my body.’ I told him.

He only managed to fuck me for another minute or so, before he pulled out quickly, ripped the condom off and covered me in his cum. His hot load covered some of my back and the rest was all over my ass. I hadn’t cum, but I laid there like a hot mess, panting, and needing some recovery time. It felt like I had cum, that was the feeling I had right now but more importantly there wasn’t any regret. I stayed there in that position, face buried into the bed whilst Alvaro rested his softening cock against my body. Eventually, Alvaro moved away from the bed and came back with a towel and slowly cleaned his cum off my back so I could turn over and lay down.

‘How do you feel?’ Alvaro asked me, gently placing his hand on my chest.

‘Not good,’ I watched his face drop and couldn’t do that to him. ‘I’m kidding, I feel amazing.’

‘So, no regrets?’ He asked.

‘None at all, it was so… I can’t explain it, I’m feeling so many different things, but I hope the smile on my faces tells you how I feel.’ I touched his hand that was on my chest.

‘You didn’t cum though,’ he said sliding his hand down my body before I stopped him.

‘I don’t need to,’ I reassured him. ‘I need to process this, and you obviously got me going because I don’t usually pre cum,’ I pointed him to the obvious wet spot on the front of the thong. Part of me wanted to reach for my cock, but I was more concerned about how I would feel post orgasm.

After that we both just chatted for a while until we both started to feel a bit hungry. Alvaro suggested we ordered some room service, and while we waited, I went and took a quick shower. When I got out the shower, I still had the bag of underwear and swimwear that Alvaro had given me, so I choose a pair of red tanga briefs before putting a robe on and joining Alvaro as the food arrived. While we ate, Alvaro told me all about himself, and about other holidays he regularly goes on looking for fun. After we’d finished, Alvaro disappeared to take a shower, so I stayed a little longer to relax, watching the television whilst he was gone. He seemed to be gone for a while before walking back into the room completely naked. His cock was semi hard again and was swinging away in front of him as he walked towards me.

‘You know, if you want to cum, you could try being a top as well.’ He walked round to where I was sat and sat on my lap. My cock immediately reacted and got hard. ‘I like to be fucked as well.’ He stood, offered me his hand, and helped me to my feet before guiding me back over to the bedroom where he climbed onto the bed and got on all fours. I pulled my briefs down so they were beneath my cock and balls and slowly played with my hard cock.

‘Condom?’ I said to him as he started to play with his own ass while he waited for me.

‘You don’t need to use one if you don’t want to,’ he said looking over his shoulder. ‘I’m clean, got the test results before I came here, and I don’t suppose you’ve been with many men recently?’

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