My Journal

By Michael Santos

Published on Jan 15, 2005

Gay

Thank you to all who have kept reading my journal entries!!! Greatly appreciated, though I think part two should have been in the adult/youth section. Anyways, I will keep going on with my experience in Cuba.

After Carlos dropped me off, I knew I was in trouble. I was way past curfew check in and I didn't know what to do. As I approached the building, something caught me out of the corner of my eye. I could see two shadows. From what I could tell they were embracing and kissing. I hid in a bush, hoping it wasn't one of the chaperones or guards. Eventually they would part. Once out in the light, I recognized who it was. It was one of the students, Javier and another male. I wasn't aware of Javier being gay. He was from Spain and was average looking. He had dark brown hair and brown eyes, with a healthy build. I talked to him a few times, but he was mainly a quiet guy. He was a year older than me. I decided to approach him. As his male partner left the grounds, I got out of the bushes. I startled him by surprise. We both asked what we were doing out. I told him I didn't know how to get back in. He led me to the other side of the building and to a back door. We entered through the backdoor and snuck back into the complex. Feeling dirty, I hit the showers for a late night shower. Javier joined me. Javier had a small cock on him. I guessed it could have been 5 1/2 to maybe 6" in length if it was erect. We showered and talked about our nights, chatting both in English and Spanish. Javier lied about his night, saying that he had met a female and was sharing a late night rendezvous with her. It was then that I came out and told him not to lie and not to worry. When I shared my story with Javier, he seemed relieved and opened up more. We talked about our first experiences and got to know more about each other. Javier was the first one I opened up freely to about my sexuality, that is after knowing about his. We both retired to our rooms and called it a night. I thanked Javier for sneaking me back in.

The next day arrived. My bum felt sore from the night before. Mind you I was a virgin before this and I expected it to happen. Going to the bathroom was never easier and it seemed like I had whisks of air going up my hole from it being stretched open by Carlos. I talked to Javier over breakfast. He seemed more open and relaxed now after last night. We talked about going out later in the evening. I had agreed the night before to meet up with Carlos again for a day out again with him. I introduced Carlos to Javier before I left. I told Carlos of Javier's sexuality as Javier was curious of whom I was seeing. I still remember the look Javier gave me when he saw and found out how old Carlos was. Carlos threw a joke that he should be hanging out at this student quarters more often because they seem to have the most gays here. Carlos had asked Javier and myself if we had any plans later in the evening. Since we didn't have anything solid, we agreed to going out with him to a party. Carlos even told Javier he might have a friend for him, which got a smile out of Javier.

After touring the coastline, we picked up Javier from the complex and drove to Carlos' house. A new car was parked in the driveway. My guess was correct on it being Carlos' friend. When we got into the house, it was there that we met Andrea. He was a bald headed man, that was 53 years of age. For his age, he looked good. He had a lightly tanned skin tone, brown eyes, and physically looked fit. There were a few wrinkles here and there on his face, but nothing to take away from his looks. He introduced me and Javier to him. Before Carlos whipped up some dinner for us all, myself and Javier sat with Andrea and engaged in conversation and small talk. After dinner, Carlos led us to the bedroom and asked that we get changed into the little outfits he had for us. On the bed lay two fishnet shirts. One was red and the other was black. There was also two little jock style underwear. One being red and the other black. Matching in style, I took the red shirt with the black underwear while Javier took the black shirt with the red underwear. Upon putting the underwear on, it covered my cock area, leaving my ass totally exposed. We decided to put the clothes we wore overtop of it. However when we left the room, both Carlos and Andrea insisted we take off our clothes and wear the clothes we had laid out. Carlos told me where we were going, we didn't need our clothes. He handed us robes to wear over it. We waited while Carlos and Andrea were changing into their outfits. They exited the bedroom also wearing robes. We piled into Andrea's car before heading to our destination.

Where we went was way outside of the city limits. We drove off the main road onto a dirt road that led to a clearing with many parked cars. We parked the car. At that time, the guys asked us to disrobe and we did. Both Carlos and Andrea were wearing speedo swim shorts and nothing else. Looking at Carlos in that got me going. We got out of the car and the guys began to lead us to our destination. Here I was walking around in a fishnet shirt and a jock strap underwear with my sandles. We walked past the clearing to the edge of a cliff looking over the ocean that had a set of stairs leading down. In the distance I saw torches lit and I could faintly hear the beating of music. As we got down the stairs I saw that there was a huge beach with torches lit everywhere. There were men and women. However, when I began to look around, they were all gay or lesbian. Some were half dressed or dressed in something skimpy. Some were in leather. Some were in the same outfits we had. Some were even buck naked. Not one person had normal clothes on. People were dancing. There were two little bar stands set up, with a small stage to where the DJ was spinning. Torches lit the area up. I couldn't believe they had these things in Cuba. Both Carlos and Andrea told us to have fun and that we were all single for the night and to meet up at the car when the night was done. Javier took me by the hand and led me to the pack of people who were dancing. My night began.

Myself and Javier danced for the most part. Both myself and Javier grinded against each other to beat of dance, house, and latino music. Many a times Javier got me going, as I grinded my cock against his ass. Javier as well got going when he grinded back. We hit the bar a couple of times. They didn't even ask for ID, which I found odd. It occured to me that it was an illegal party of sorts. We saw couples even getting naughty with each other. Females were touching their breasts and fingering each other. I even saw a guy sitting on a rock getting a blow job from another. People rushed into the ocean time to time for a splash. Some went in with whatever they were wearing, others buck naked. It was later as the night dragged on that we both got noticed. As we danced, I caught two guys staring at us. One was black, the other seemed like he was Hispanic looking. Both had a nice physique to them, the Hispanic more muscular. The Hispanic wore speedo swim shorts while the black guy had a loin cloth underwear, with a sheeth covering his cock area, and a sheeth covering his ass. I hinted to Javier that we were being watched. It wasn't soon before they approached from behind on the dancefloor and started to grind with us. The black took me while the Hispanic took Javier. As I grinded to the music I felt my partner's cock poking against my ass. I took my hand, reaching behind and fixing my partner's cock so that it wasn't poking me and it made much more fun to grind against. They brought us both together closely, making me and Javier's crotchs rub against each other. That got us both going as we both got erect. After a few songs, we went to the sidelines where they got us drinks and introduced themselves. They were from Colombia, making my guess right about Javier's partner. Javier's partner's name was Jose while mine was Frederico. They were both 25. Jose had brown spiky hair with brown eyes. Frederico had a shavened head with brown eyes. They were Spanish and conversed with us in Spanish. We found out they were spending their last night here before heading out on an afternoon flight. Both myself and Javier began to flirt with them. It wasn't long before they asked to go elsewhere to party. Telling Frederico that my ride was there, we couldn't leave the party. Jose began to speak to the bartender and the bartender pointed in a direction. I talked to Javier and we both assumed that they wanted to have sex or get sucked off away from the party. Both guys then led us away from the party saying that we're going to have our own little party.

The moonlight lit up the nightsky as our partners led us both hand in hand down the beach. On the way, we caught two couples in the act. One was a lesbian couple, with what I assumed was a hispanic girl getting eaten out by a butchy looking white female, who had a strap-on attached to her. Further down we caught a gay couple having anal intercourse. They were both Spanish as I heard the curse words coming out of their mouth. It didn't seem like they cared at all to whoever saw them. We got to an area of the beach that had a grassy knoll with tall grass further back, leading upwards. Jose took Javier and said that they would be back. Before they left, Javier whispered in my ear asking to wait for him and I agreed. He led him up the grassy knoll towards the long grass before disappearing out of site. I told Frederico that I liked it here and we sat down on a patch of grass. It wasn't long before we sat down that Frederico pulled me in and kissed me verociously. His tongue attacked my tongue and we made out like crazy. I went underneath his sheath and grabbed his cock. It was already hard like hell, and boy was it big. I'd say it was the same size as Carlos' but it was possible it could have been 9". I stroked him hard and it turned him on more as he pulled me in more, kissing me with intensity. I pulled away and pulled up the sheath, exposing his large erection. I went down on him, attacking his cock. His hand reached the back of my head pushing me down as far as I could onto his big black cock. I licked all over the head of his cock. He moaned in pleasure. His other hand reached for my cock and I felt my underwear being pulled aside, exposing my hard cock. He began to stroke it as I continued to suck him off. I decided to attack his balls for awhile and began to suck and lick them while stroking his cock. His moans filled that night air while I had my moans muffled from sucking his balls, before going back to his cock. He eventually would pull me away and turn me on my hands and knees. I heard him unzip the pouch that he wore and take out a condom. I turned around watching him rip it open. He sheathed his cock with condom before taking a small pack of lube out and opened it up. He smeared it all over the condom and took some and dripped it over my asshole. He rubbed it around my hole before taking his cock and penetrating my hole instantly. From the lube, his cock slid in and he grunted as it got in me. I gasped when this happened. Lube filled my ass as Frederico began to pump me. I moaned for him and he moaned back as he began to pump me with his big cock. He fucked me hard, shoving hard into me. I moaned and gasped each time he hit my spot. He moaned as well, saying to me that I was so tight. My hands dug into the grassy sand with each pump. Though he was rough, I liked it. His hand reached around and grabbed my exposed erect cock. He began to stroke it hard to the way he was pumping me. I counted each stroke and it was on the 14th stroke that I came, moaning loudly and spurting my cum onto his hand. He would put his cum covered fingers in my mouth and I would taste the saltiness of my own cum. He began to fuck me faster. Our moans became louder and Frederico's breathing became deeper and faster. I urged him on to fuck me harder and faster. He did and it didn't take long before he was about to cum. He pulled out of me and turned me around, facing his cock. I opened my mouth knowing what he wanted. Pulling off the condom, he began to jerk his cock off before an explosion of jizz blasted onto my face, around my mouth, nose, and even some got near my eye. His sticky cum slobbered down to my tongue, and I licked around my mouth tasting his sweet cum. I went to the ocean and washed off the cum. I went back to Frederico, fixing myself up appropriately, and we went to find Javier and Jose. We would find them lying down laughing. We'd leave and head back down to the party. When we left, I asked Javier if he got fucked good, and he whispered in my ear that he did and it wasn't too spectacular. Apparently Jose came quick, wasting the condom he had and he wanted to fuck him again. Javier refused and would suck him off when he got hard again. We laughed on the way back to the party, snickering at his partner's misfortune. I got hit my Javier when I told him my experience, saying that he should have got Frederico instead.

When we arrived back, the party was still hopping. We mingled through the crowd and got to the bar again. After thanking Frederico and Jose for the good time, we searched for our original dates. We would find Carlos and Andrea sitting down on a rock enjoying their drinks. They asked if we wished to leave. We decided both not yet, and we took them out onto the dancefloor. We would act like two little sluts as we began to grind up hard against our dates and against each other. Occasionally we'd be touching each other's bulges, and reaching back to play with our dates bulges that grew quite fast. It was then that Carlos said that we thought we should leave. That we did and we left the party, jumping into Andrea's car and heading out. We'd get back to his place past curfew around 1:30 in the morning. What came after was more fun that I'll share in my next entry.

Next: Chapter 4: My Cuban Experience 3


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