My birthday present from Juan

Ever since i was little i always enjoyed travelling and since i began work at the age of boy, i always had just enough money to go on 4 or 5 vacations per year. I always wanted my 18th birthday to be special, and since for Vegas you pretty much need to be 21 to do anything, I decided to plan a trip to Cancun. I was always good at finding deals on these trips, so i knew a few people would be able to go.

The first person i invited was my best friend Juan. Juan just like me was of Puerto Rican decent. He was tall, caramel colored and since he played baseball and ran track, had an amazing body. His smile always made my legs go numb and his personality was the thing i liked most about him. He was 6' 1" making him just a little taller than me. His body was always completely clean and shaved just about everything. His girlfriend Lucy (whom i met him through) was also a friend of mine, but because of her parents being so strict, she would not be able to go on the trip. All in all, seven of my friends would be coming along and it would be Juan and I sharing a room.

I knew i was gay from a young age, but i was very straight acting and all of my friends were straight, and i mostly hung out with the guys. Juan though, being my best friend, noticed that everytime we would hang out i was a bit different and never had girlfriends. Once over dinner with his parents, we were texting each other from opposite sides of the table without anyone noticing we were writing each other and he told me the things he always noticed, and if i was gay.. I was scared that he would stop being my friend but like most people these days, he said to count on him to be by my side and that we were still best friends.

So we had about a month left before we would leave to cancun and everyone was counting down the days. I would talk to Juan every night and he would tell me all the things he wanted to do out there. Juan being so sexy and gorgeous, he always had girls on the side and his plans for cancun was to have to girls in the room with him and to make personal pornos. Best thing for me was that i had just gotten myself a new video camera and he had asked me to let him borrow it. I said i would as long as i got to see the vids with him afterwards. I was always very honest with him and i had let him know many months ago that i would love to see him naked or that if i ever had the chance to have sex with him i would take it. He always laughed when i said that because he knew that he looked so damn good and i wasnt the only gay guy that ever hit on him. Also since Lucy loved to gossip, she was always bragging about how big juans dick was and how he fucked her so good, that it just made me wonder all the time. As the trip got closer, all i could keep thinking of was watching his videos and seeing his dick, and even if i could get him to do something with me.

So the day before the trip comes, and the seven of my friends coming along all stayed the night. My parents had hired a limo to pick us up and take us to the airport to make my birthday more exciting. That night Juan and I stayed talking by my pool and he mentioned how he had gotten so many condoms and lube and was ready to fuck as many chicks as he could. I jokingly (but wishing it would happen) said, make sure you save one for me. He laughed and said youre crazy. I responded by saying, hey its my 18th birthday and thats my wish. We just ended up laughing and then went to bed. The limo picked us up the next morning and we all presented our passports, checked in and walked to the gate. We boarded our plane and in an hour and a half (from Miami) we were in Cancun. We took our shuttle to the Hotel and at check in we all received our all inclusive bracelets to eat and drink as much as we wanted. We all headed down to the pool area and began to drink. We had tequila after tequila and all of us were having a good time, saying jokes, swimming, dancing till late at night.

Around 2 am we all made our way back to our rooms. Juan didnt want to sleep so we went down to Blvd Kukulcan, which is the main road in cancun, to see if he could get some chicks. We walked around til about 4 and most of the girls we saw werent up to his standards so he said to just fuck it and go back to the room. When we get back in the room, Juan says, damn!! I wanted to get laid so bad!! I trying to hold back my hornyness said, just try tomorrow. He then got the remote and asked if it was ok if he put some porn on which he had brought. I said ok and he put the DVD in. The porn started and all i could think about was seeing how big his dick really was. He had already changed into basketball shorts to sleep in and i couldnt help notice the bulge he was making. It was massive, but of course its not the same as seeing him without the shorts. About 15 minutes into the porn Juan asks me if it would be okay for him to jackoff because he was just too drunk and horny. I knew that would be my chance to see his dick and maybe get him to fuck me, so i said to go right ahead but that he knew i was gay and i was gonna like watching him do it. He said that didnt matter, he was too horny to care.

Juan removed his shorts and through the slit in his boxers i could see some of his dick and i just watched in amazement. I was like frozen in time with every inch of my body feeling like it was burning. Just as i thought we was gonna whip it out, he tells me, ummm, do you wanna help me take my boxers off. I was so glad to hear him say that and i jumped over to his bed. Then he tells me, Hey dude, you know your like my best friend right. And i said yea, why? and he said cause friends are supposed to make each other happy and specially on their birthdays, so happy birthday.. For the rest of the night and the trip im going to do whatever you ask me to, as long as you do three things for me. I was a bit nervous but i asked what those 3 things were. He replied, first dont tell anyone, second we gotta always stay friends and third... the moment you start, you gotta keep going till I cum.. I said of course to all three things and i grabbed his boxers and pulled them down. The moment i did this, I was amazed by the biggest dick i had ever seen in my entire life. It was about 10 inches long, very thick and it curved downwards, so that if it was straight, it would have been about 12 inches. I grabbed it with both hands and started moving up and down. I went on for about 2 minutes and then proceeded to put it in my mouth. There was precum on his slit and it was like the best thing i had ever tasted. His dick was so big that everytime i tried to deep throat, i only made it a little bit past halfway. I kept sucking and working his shaft with my hands as i rolled my tongue all around the head of his dick. I was in heaven and this was the best birthday i had ever had, but it was about to get even better.

About 7-8 minutes passed and with every suck of my mouth i could feel his dick getting thicker, warmer and harder to jackoff and i noticed his entire body tense up. His stomach pushed all the way in at the very same moment i felt a huge wad of cum fly to the back of my throat followed by stream after stream of his man juice. I was so happy to finally feel Juan cum in my mouth that i swallowed all of it. When i removed his dick from my throat, Juan tells me, hey i always come really quick for the first load, but my dick is still gonna be hard for another few shots, so what do you wanna do now? That just got me more horny than i already was and i said that i would love it if he fucked me. He goes into his bag and takes out a couple of magnum xls and lube and to my surprise a dildo. I laughed and asked what he was doing with a dildo if he was straight. He said, "if i try to put my dick in your ass without starting with something smaller, your ass is gonna rip" and i knew he was right.

So Juan gets the lube and puts some on his finger. He places some on my hole and inserts his finger. He starts pushing it in and out and in and out. After a few minutes he puts in 2 fingers and goes a little faster. Then he puts in three fingers and by then i was pushing my ass onto his fingers. He said that i was ready for the dildo so he lubed it up and put it against my ass. As he started pushing it in, i could feel a screaching pain throughtout my body and i told him to go slower. He did and in a few minutes he was able to get it all the way in. At that moment i knew i was in trouble because the dildo already felt huge so i told him i might not be able to take his dick in my ass. He said not to worry, that he would go slow and that it was now or never for me to have him fuck me. I of course wanted it so badly, so i took out a condom and put it on his massive cock. He took the dildo out and while my hole was still open, he dropped lube inside my ass and got his cock all lathered up. So Juan stands behind me and pushes the head of his dick onto my ass.

 As he made his way in, I screamed enough to probalby wake up everyone on our floor. He pushed my head down into a pillow and said to hold on. I grabbed on to the mattress and squeezed for dear life. Inch by inch, it got harder to take it because of his curve and it felt like it was coming out of my stomach at the same time. Juan got in to the point where the head hit the wall at the end of my ass with about 3 inches to go. He starts fucking in and out and everytime i felt an orgasm enough to make me cum without touching myself. Juan kept fucking harder and harder and soon i was able to calm down and feel all the pleasure of one of the biggest dicks ever inside of me. Pretty soon i also felt that he had stretched my insides and the back of his dick was making its way inside me and his balls were slapping against mine. I could also feel the stubs of his shaven pubes and i knew that that was it, i had all of his dick inside me.. Juan fucked me for about 40 minutes, to the point where my ass just couldnt feel anything. Juan asked me where i wanted him to cum and i said to go ahead and come in my ass. Again, i felt him get bigger and hotter and tense up until he released all of his cum while inside of me. When he finished, he took his dick out and i felt empty inside. His dick had made me hollow inside and i felt like i needed it in there but i knew i wouldnt be able to. I fell onto the bed and juan comes around and kisses me on the cheeks and says, now i gotta thank you.. No girl had ever let me fuck them in the ass, and it was amazing. For the rest of the trip we fucked every night and when we got back home, everytime he wanted ass, he knew where to go get it.. I will never forget Cancun!