Bottom Sluts San Juan Adventure! Tales of a Navy Sailor

Many years back I join the Navy. Having come from a small town in Idaho I was thinking that the only way to get away was to do something entirely different from what was expected of me. So at the young age of 18 I decided it was time to join the Navy. I was sent to Orlando, Florida for boot camp and while it wasn’t exactly what I had expected, I did enjoy my time and came out of camp trimmer and thinner than ever. I think I looked hot in my whites! After training school I was excited to find out that my first assignment was to a naval base in Puerto Rico. I of course had never been there so was really excited – new adventures were on the horizon.

While it wasn’t safe to be out in those days, there definitely was a “gay” contingency and it was pretty easy to find them, so when I arrived at my assignment within a few days I had managed to connect with a couple of buds who introduced me to their circle of gay friends. I was welcomed with open arms. It wasn’t always easy to have sex on base – one definitely could find options off base, especially if you went to San Juan. So after a few months on base my friends convinced me to take the bus into the city for the weekend and have some fun. We decided to stay the at Y since the military rate for a room was just $10 a night – a bargain – and located in between the Condado (the hotel district) and Old San Juan – it was convenient to the beaches and the gay bars in town. As you probably know I am a big bottom and love nothing more than to get fucked – one of my friends on this trip liked to regale me with the stories of all the big cocks he took when he went to town and he promised to make sure I had all the big fat cocks I wanted – he told me he had mentioned me to his friends and a number of them wanted to personally welcome me to town – boy was I about to find out what that meant.

It was a little warm and humid so before we went out for the evening I decided to do the standard Shit, Shower, and Shave just to make sure I was ready for the evening. I was in the communal bathroom (private showers) when an older man entered the room. He was naked (except for his towel) and he nodded his hello to me. Standing next to me at the sink he starting to talk – definitely not an American – he was from Berlin and visiting San Juan for a few weeks. He dropped his towel and I was staring at a big thick uncut cock – which he proceeded to stroke – letting it slowly rise to attention in front of me. He moved to the last shower stall and motioned me to come with him. Once in the stall – water running to cover any noise we made – he pushed me down onto my knees and drove his 9” uncut cock into my waiting mouth. I have always had a hard time orally but I did my very best to take as much of him as possible – letting more than 6” of his shaft rod slide down my throat. He grabbed the back of my head and pushed my mouth further down his shaft. For the next five minutes my throat was being assaulted by his leaking pulsing rod. I thought he was going to shoot a huge load but he had other plans for me. He pulled out , opened his shave kit and pulled out a tube of KY. He grabbed me, turned me around, spread my legs apart and proceeded to lube up my hole and his cock. He then bent me over and positioned his head at my rosebud. The first push of his thick nob hurt like hell, but he continued pushing his uncut slab into my ass inch by inch until he was buried 9” deep up my hole. He gave me a moment to relax and then starting pistoning his rod in and out of my ass. He wasn’t into nice and slow and while I hadn’t been fucked all that often – this German stud had me so hot that I was soon begging him to shoot his load which he seemed happy to do by pumping his huge load deep up my ass before sliding out. He had me clean off his dripping cock then we quickly cleaned up. Before I went back to my room he let me know that he would be ready and willing to fuck me as often as I wanted over the weekend – he told me to stop by his room at any hour of the day or night – if he was there he would be more than happy to spend some time plowing my tight little hole (more on that another time)

Finally, ready to go, my friends and I headed over to the Old Town to take in a couple of the gay bars in town. The first place “The Penthouse” was a dance bar and we had a blast dancing to the wild music. My friends got me shirtless and it was fun dancing with some of the hot young studs who were circling around. I can’t tell you how many times my ass got groped it seemed my ass was very popular with the guys. After a couple of hours dancing and a few drinks my friends said it was time to go “seedy”. They were taking me to a no holds bar that included live entertainment – it was a little off the beaten path but they guaranteed me I would really enjoy it. “Seedy was an understatement.” It was definitely very different from the other place. This bar was dark and dingy – there was a huge circular bar with a raised up “stage” in the center. The stage was brightly lit and contained just a mattress and not much else. The bar clientele were definitely older, which I definitely enjoyed, and my friends pointed out that the back area was pretty much a space where anything and everything happens – literally everything.

It was obvious one of my friends was extremely well known as he was instantly surrounded by a group of guys who were busy fondling every part of his body. His shirt and shorts were soon off and he was standing around in nothing but his jock and shoes. He proceeds to introduce me to his friends – letting them know I was the one he had told them about. He let me know that they were going to be treating me really good and that all I had to do was to go with the flow – that, if I did, I would definitely have a night to remember. About that time the bar went dark and the stage lights brightened. My friends group (3 of them) were headed to the bar taking my friend along with them. Soon they were on stage and my friend was on his hands and knees, ass up, with one of the guys lubing up his hole. All three guys dropped their jocks and I was looking at an amazing collection of hot uncut cock – all 10” or more. My friend took a huge hit of poppers and for the next 30 minutes had his ass filled with one monster cock after the other – the last guy slid his 12” monster all the way in and my screaming friend dropped a load all over the mattress. I was so fucking jealous.

When he came back he asked me what I thought – all I could say was how fucking hot it was and was his ass okay? He let me know this wasn’t the first time he had done it – he loved big cock – and the guys loved plowing his smooth white ass. I asked if they had dropped their load up his ass – he said no – that was going to happen the next time they got up – since that would be their last performance before closing – I should have suspected something cause all three guys were back with us and I got the sneaky suspicion that I was definitely being check out and found myself surrounded by those three hot studs – they coaxed me out of my shirt and shorts and were definitely enjoying playing with my ass. My friend stood near me and made sure that I was rubbing my hand over each of their cocks – fuck they were rock hard. I was definitely mesmerized by their huge fuck sticks. I wasn’t thinking clearly that’s for sure. My friend whispered into my ear – you’re going to be the final act of the evening – I worked it all out with them – they want time in your sweet little hole – what do you think? Before I could even respond to him I found myself being hauled over to the stage and hoisted up – my boxers stripped off and I was pushed – butt ass naked – onto the mattress. My friend shoved his bottle of poppers into my hands. I was scared shitless yet turned on as hell but being the submissive I am, I just did what I was told to do. I soon found my mouth being invaded by a smooth uncut cock while another guy stood behind me lubing up my hole with his fingers – two – three and then four fingers spreading my ass wider and wider. I was moaning all the while trying to suck down the cock pummeling my face. Fingers were pulled out and the first of my three performers pushed his cock into my man cunt – 10” of rock hard meat slid slowly in while the dirty old men around the bar applauded and threw dollar bills onto the stage. He bottomed out and slowly began plowing my hole – in and out over and over again until he began to swell up and his pounding got more and more frantic – suddenly he pulled out and I could feel the first shot of cum land on my ass cheeks and with the men screaming “plow him – cum in his hole” – he rammed his cock back into my ass and unloaded the rest of his load deep Into my pussy. No sooner had he finished and slid out than #2 took his place. He was not only a little bigger but fuck, he was thicker – his cock was huge and I could feel my ass lips pulling out every time he pulled his huge rod out – god it felt so fucking good. I could see my two friends bent over bar stools and a couple of the older patrons plow their asses – which only served to get me more turned on. Number 2 was continuing to plow my man cunt, in and out – drilling it deeper and deeper – his breathing was getting heavy and I knew the second load was going to be deposited deep into my ass – he pulled all the way out – just as he slipped in I could feel the first rope of cum shoot into my gaping hole – as he shoved and bottomed out ropes of cum where being pumped into my hole, so much cum in fact that it began dripping out my ass onto the mattress on stage. He pulled his rod out of my ass and I was turned around and my face forced down onto the mattress. I was told to lick up all the cum that had spilled out of my ass, which I proceeded to do, then I was made to clean off the drooling cock that had just dropped a load up my ass – all 11” of manhood was drilling into my mouth as I tried to open wide trying not to chock. I also knew what was coming next – as there was still a third performer ready to take ownership of my ass. I started to mentally prepare myself for that huge thick 12+ rod of steel - I was starting to tighten up in anticipation.

Suddenly I yelped as a hand slapped my ass – I gasped from the surprise and the initial pain – again a hand slapped my ass – Number 3 was standing over my ass and turning my white cheek red as he administered a sound paddling to my ass. Audience was screaming their approval and dollars continued to land on the stage. Just when I thought I couldn’t take anymore I felt the head of his monster cock push up against my gaping hole – a hole that was still dripping with cum from my two previous loads – he rested for just a second – yelled into the crowd – you want to see me take his ass? Do you want to see him take this 12” cock? Roars of approval and then he did it – 12” of man cock rammed into my ass – fuck it hurt - I wasn’t sure whether I was going to pass out from the pain – I know I screamed from shock – but he rested his rod for a few moments, just enough time to allow me to relax, and then he took me on the ride of my life. In and out his monster cock plowed my hole. He was a master of fucking – giving me no rest as he drilled my man cunt for a solid 15 minutes. In and out – opening my ass wider and wider as he shoved and pulled my ass lips further and further apart. Soon he was effortlessly gliding his glistening cock in and out of my gaping rosebud as he drilled my ass relentlessly. He yelled to the audience – you want me to fill his ass with my load? You want to see it? They yelled their approval and he pulled out –letting the audience see the first rope of cum shoot up my back and then he shoved his engorged dick all the way back in and pistoned his massive cum load into my ass. As I getting back my breath the performers raised me up and my friend positioned himself under my still gaping hole – soon his tongue was sliding up my ass and pulling the cum loads out of my dripping pussy– after dropping a tasty load of cum into my friends open mouth – he started kissing me and pushing his collection of man juice into my waiting mouth – the men loved it.

As my tired body was being helped off the stage I found myself standing in front of my German friend from the Y – it seems he had gotten there in time to watch the whole adventure and he let me know how hot it had been for him to see me taking all that cock – he grabbed my hand and let me feel his rock hard cock – whispered that the back room was calling and proceeded to pull me into that dark cave – still butt assed naked. God only knows what is going to happen back there! I can’t wait to find out.