I had just had a bit of Luck in Life, as we all do. I had won a public radio contest- with a free five day trip to San Juan, Puerto Rico.
It's a great island, everybody is poor, but they live in Paradise.
Many of the young men need money to take the girlfriend out to dinner and dancing-so outside of the local Gay bar there were many handsome young guys standing around smoking, drinking, and admiring the scenery.
It was a Saturday afternoon, I'm having a couple of drinks at the bar, and mention to Tony, a Gay retired man, now living in Puerto Rico-about the plethora of young male beauties we could see out of the window.
'About a quarter are thieves.' he said, 'But see those three in the corner? '
'That's Arturo, Bennie and Marco. They're brothers, very dependable and reliable. Arturo and Bennie are straight, just out for the money. Marco is Gay looking for some guy in The U.S. for a lover. They're U.S. citizens, don't need a passport to move to America. Someone will snap Marco up eventually-he's young, cute, honest and has good English.'
'You can go with them, and none of your belongings will be missing. And all three have large, fat cocks-I know personally', he said.
I was on my third Bacardi and Coke and thanked Tony for the tip-off, and went out to get some air, in the tropical courtyard. I took my drink and just 'accidently' stood over by the corner where Arturo , Bennie and Marco were standing.
I'm 40, slender, good looking, brown hair and eyes, from Boston, a librarian-and in tourist shorts and shirt.
I nodded hello to the three 20-ish young guys. Bennie and Arturo are muscular with hairy chests, big bulges in their long pants. Young charming Marco comes over and says-'Welcome to San Juan, you are so white and pale, you must be from New York?'
'No, Boston,' I say. 'Oh Boston! I have an aunt living there,' Marco says.
'Do you need someone to show you around?'
'I'm going back to the rooms for couple of drinks and a nap, I reply. 'I have a map of the island. You could show me what is good to see.'
'Of course', Marco says. So we finish our drinks, Marco has a couple of quiet words with his brothers, and we walk the three blocks to my older bungalow complex.
There's air conditioning is turned off, so Marco immediately takes off his shirt and I do likewise. 'I'm a poor college student,' Marco says.
'I like to help poor college students,' I say. How about $40 for helping me?'
Marco smiles and says 'sure'.
He says, 'it's hot in here,' and strips his clothes off. 'I agree,' I say and strip my clothes off. Marco's skinny with a fat 7" cut cock. I fondle his cock and balls and he fondles me-but doesn't make any move to suck me. I kneel and suck him and he get real hard right away. 'I don't suck, but get sucked or get fucked,'he says.
That's Ok, Marco, you're young and beautiful-and a very nice cock.'
Marco tells me-'I have an older uncle nearby, who sucks really good and it would only be $20. He could suck you while you suck me.' 'That sounds interesting,' I say-giving Marco the $40 for him, a $10 tip, and a $20 for his gay uncle. He makes a quick call.
I go back to sucking and deepthroating Marco's thick 7"cock-and in minutes he shoots a big load of sweet Cum. I'm licking the shaft clean, when there's a knock at the door. Marco goes to the door says something in Spanish and opens the door. It's a small, shriveled up old guy about sixty-still handsome, but no teeth, ,just showing pink gums, when he smiles.
'This is Uncle George, he's sucked me and my brothers for years-just the best!' , Marco says.
Apparently my money and the tip I gave Marco covers Round Two, as we three get on the bed nude. While I suck Marco's beautiful, rock-hard 7" cock-George(Jorge) give me one of the best slow, intense blow jobs I have ever had. He's a real artist at it.
I can't hold out and shoot a big load into George's mouth, which he promptly swallows-and a minute later Marco's cock pulses and he shoots me another big load of sweet Cum.
I lick his still-hard Cock clean and we get up and go out nude to the kitchenette, and sit around the table-and have a couple stiff Barcardi's and Cokes. After the drinks, I'm in the mood to suck more Cock. 'Would your brothers like $40?' I say.
'I'm on vacation and would like to party.'
'Sure, they always need money', Marco replied. He calls them and said, 'they're free and can be here in five minutes.
Marco and George get dressed. I give George a $10 tip also, and they leave.
Five minutes later there's a knock at the door, I'm in shorts and open the door and Bennie and Arturo come in. They look like those guys on the women's bodice-ripping fantasy Romance novels-tall, handsome, with big, hairy chests. 'I need some help in the bedroom', I say-'would $40 do?' Benny the larger one says, 'sure-sounds good.'
'You go Arturo,' he says, 'while I have another drink.'
I give them both $40 and Arturo' obediently follows me into the bedroom, drops his clothes and lays down, leg spread.
What a sight!, a hairy muscular 20-something man, and a thick, hard big-veined 8"cock, there for my pleasure.
Luckily, I have a big mouth-and dropping my shorts-I'm down sucking and deepthroating that fat, swollen piece of Meat in seconds. Arturo gets rock hard and starts fucking my mouth real deep, as I fondle his balls.
I'm in heaven, having my throat fucked by this big, throbbing piece of meat.
Half-drunk, I open my throat and he goes even deeper. After eight or ten minutes of rough, hard fucking, Arturo can't hold out, moans loudly, and shoots a huge load of Cum into my mouth and down my throat.
He gets up quickly, goes to the bathroom, wipes off his dick-and quickly puts his clothes back on. (I suspect I won't be his only customer today.)
With a brief 'Gracias' , he's out the door and out of the apartment.
I go back to the kitchenette. Bennie is sitting nude at the kitchenette table having a Bacardi and coke. He has a thick half-hard 9" cock hanging half way to the floor. His big hairy balls are covered thickly with dark hair.
I sit down and have a quick Bacardi/coke-guzzling it down. Benny opens his legs wide, and I am down in an instant, grabbing that firehose thick dick and sucking it.
I can only get my mouth a third of the way down the super-thick cock-but massaging it with both hands and sucking it, in 6-8 minutes Bennie's massive cock gives a jerk and shoots me a hug load of Cum. Benny leans back as I slowly and thoroughly suck and lick the thick shaft clean. 'Don't tell my brothers, but for another $40, I will give your ass pussy a good fucking' , Bennie says. 'Sounds good ,Bennie', I reply. I go and get $50-'Here's a $10 tip also.'
We go into the bedroom I lube up ,lay on my stomach, legs spread and I put a pillow under my stomach to get my Ass up in a good position.
A minute later, the huge cock is forcefully shoved way up my ass. (It's not a problem as many cocks have been up that ass.) But my ass hole is really stretched to the limit.
Bennie starts out gentle, but when I give a small moan of pleasure, he really starts pounding me hard and deep.
He's like a pile driver, and my ass get the roughest, deepest fuck in many months.
I start moaning, and that drives him into a frenzy and he fucks me even faster and harder. (Luckily I have big buttocks so he can't damage me.)
He can't keep that kind of fast fucking going long, and with a loud grunt does an extra deep thrust and shoots his load. Then his hairy, sweaty body collapses on top of me, (driving the big cock even deeper into me). We lay there about 10 minutes, two sweating body's breathing slowly. Then he gets up and pulls the big Dick out-and goes to the bathroom and washes his massive Cock off.
He then goes into the kitchen and is standing there nude having a Bacardi and coke.
I join him and have one also. I finish mine first, and then take the $20 bill concealed in my hand and reach over and wrap it around his still hard cock-and hold it there. He nods Yes-I give it to him, and kneel. In a very business-like way, he grabs my head and quickly fucks my mouth and throat, and in about 5 minutes he shoots me another good load of Cum.
He turns to the sink, washes his dick clean, dresses quickly, and with a brief nod, is out the door and gone.
After all of this intense sex, I'm exhausted-(and also half drunk). I collapse into bed and wake up around 9pm and go out to have dinner.
For Latinos that is the beginning of their dinner hour, but I manage to get a table for one at a small local restaurant down the street. The young waiter is attentive, and probably available, but I'm too exhausted to care.
The next day I have a date with Marco . I am paying him to drive me to the famous waterfall up in the big tropical forest.
(His brothers are part-time waiters at a local restaurant-and are usually free Sundays, so I might get see them just before leaving San Juan.)
It's Monday, I have had breakfast near by, and am on the porch of the bungalow when Marco Pulls up in his old, Battered Honda. 'My uncle George wants to go along, is that Ok?', Marco says. 'Sure', I say. ' I'll buy your guys lunch. Here's the $60 for driving me.'
I start to get in the front with Marco and he says, 'sit in back, it's more comfortable.'
We're out of town in about 5 minutes and in a rural area. Suddenly George, the gay uncle, has me unzipped, my cock out, a beach towel over his head and is slowly, expertly sucking me off. I spread my legs, lean Back and relax. There are no teeth-he's an artist at his craft, and I get a slow, intense sucking off, and shoot him a big load.
We have a quick lunch, then get to the famous waterfall, and walk up the jungle trail
. George stays in the car and has a nap. On the way back, Marco and I go down a side trail, and I get to suck his beautiful,thick 7"cock and get a nice load of sweet Cum.
He loves to be sucked and his throbbing cock is totally responsive.
I give him $40 and $20 for his uncle. (I've plenty of money and will have great memories of this vacation.)
On the way back, George wakes up, and under the beach towel, gives me another long, slow, thorough suck job. It's so good, I give him a $20 tip.
The week goes by fast. (I tell Marco to always bring his uncle for the trips.)
We go to various beautiful beaches and also to see an old sugar-cane mill. I get great suck jobs on my fat 7"cock, and Marco and I always find some place in Nature for me to suck his beautiful rock-hard cock and get his sweet, young Cum.
The next to the last day, a Sunday, I get to suck Marco's muscular brothers again.
First, it's Arturo's meaty, rigid 8"cock. He 'comes' quickly and leaves quickly.
Then after drinks, it's Bennie's huge rigid slab of meat down my throat-shooting a huge load-then the big 9" cock up my ass-and a fierce pounding Climax that leaves my ass hot and glowing. Then a second sucking of the huge piece of meat-(of which I can't get enough)-and a rough,quick mouth fuck by Bennie-a hot load of Cum-and he's out the door quickly also.
I've invited Marco and his uncle George out to dinner and we eat around 9 pm.
I'm giving Marco $100 to stay the night, and his uncle George $40 to stay with us.
After a seafood dinner, we go back to my place for drinks and end up nude-me slowly thoroughly making love to Marco's beautiful cock and balls, as uncle George gives me another of his slow, superb suckings. Marco and I 'come' about the same time, and I fall asleep on my side-Marco snuggled up to my ass, and my still hard cock deep in Uncle George's warm tooth-free mouth.
I wake up an hour later, shooting a big load of Cum into George's mouth, then fall back asleep, and early the next morning, George sucks another load of Cum out of me.
Since I'm awake, I also slowly suck a load of Cum out of Marco's hard, fat cock.
He's half asleep, as he shoots his load with a sigh of pleasure. Uncle George has been sucking me all this time and gets another small load out of me. After that, I pull my cock out and cup it in my hand and fall back to sleep.
That morning we all go and have a quick breakfast nearby, and back at the cottage have a brief hug, and Marco and George take off.
I shower and get ready to go to the airport. I see Georges dentures are in the bathroom-apparently left overnight. I hear a knock at the door and go to the door with just a towel on. It George and he points to his toothless mouth. I motion him in, drop the towel and go get the dentures. He's seated at the table and bends down and opens his mouth, waiting to see if I'm interested.
I pour us both a stiff drink, gulp mine down and, after he rapidly drinks his, shove my thick hardening 7" cock in his mouth. It's fantastic as usual. The drink has horned me up, and I roughly and deeply fuck his mouth and shoot him a load. We have another quick drink, and he bends down and opens his mouth again and waits.
I fuck his mouth longer and slower, really enjoying the warm mouth and throat- and shoot another load of Cum down his throat. To show him that that's it-I go and put underwear on, and motion him to the door. He kneels at the door, so I take the still hard cock out and let him suck it two or three minutes, and then put it back in my underwear-and usher him out the door. The guy is one of the best cocksuckers I have ever met. Two bad he doesn't live in Boston.
I make a good living but can't support Marco,(or his uncle).
Marco is a beautiful young guy and will meet some wealthy gay tourist some day, and move to the U.S. .
Anyway, totally drained of Cum, and really relaxed-I finish packing and get a taxi.
I'm going back to cold, snowy Boston-having had a great sex vacation.
