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San Juan Fling
by Anonymous Author (no address provided)

***

A Naval Officer has a fling with two sisters from New 
York on vacation, during shore leave in San Juan 
Puerto Rico. (MFF, affair)

***

Several years ago, when I was a young Naval Officer on 
my first ship, we put into port at San Juan, Puerto 
Rico, for a few days of liberty. Of course, a few of 
us went off to see the sights and eventually wound up 
at one of the casinos for the evening. 

Later in the evening, when my companions had gone off 
to do the rounds, I found myself at a table with two 
very attractive females from New York who had come for 
a short vacation. They were sisters, and this was 
their first time away from parental guidance for an 
extended vacation.

Dara was the youngest, a junior in college, and a 
pretty blonde with a small but well-proportioned 
figure. Her sister Penny was about two years older 
(about my age) and worked as a secretary for a law 
office in Manhattan. She had short brunette hair, was 
taller than Dara and had large but firm braless 
breasts (I could tell that from the frequent glances I 
made down the front of her loose and low-cut dress).

My major thought at this time was how to get Penny 
away from her sister for some more extended fun and 
games, and although we were making out all right, she 
didn't seem to want to leave her sister. I was also 
trying to figure out where to go, as the stateroom on 
my ship was out of the question (at least until I 
became more senior). 

I was sure she was willing to have some fun, as by now 
she was rubbing my leg and we had shared some deep-
probing kisses, to which Dara expressed some sense of 
jealousy. So that Dara was not left out, I turned to 
her and gave her a more-or-less friendly kiss, to 
which she wrapped her arms about my neck and sent her 
tongue snaking deep into my mouth. I was rather taken 
aback by this, when Penny whispered in my ear "Let's 
all go up to our room and continue this in more 
private surroundings". Needless to say, I was in 
agreement.

As soon as we were in the room, Dara once again threw 
her arms around me and gave me a deep, long French 
kiss. The softness of her lips, and the hardness with 
which she kissed started my own hardness within 
seconds. I slowly started my hands up along her sides 
under her blouse until they were touching her bare 
breasts. The firmness of her tits were only surpassed 
by the extreme hardness of her small nipples, and she 
moaned into my mouth and I could feel her knees go 
weak as I touched them.

Suddenly I felt hands unfastening my belt, and I 
looked down to see Penny pulling down my pants and 
shorts. She had them down to my ankles in a second, 
and she looked up at me with her eyes as my hard cock 
disappeared into the warm wetness of her mouth. Her 
mouth felt so good and so tight that I almost came 
right then, especially as she took long slow strokes 
on my cock as her tongue swirled around the head.

By this time, Dara had broken loose and was now lying 
on the bed, stark naked, with her legs spread in my 
direction and stroking her blonde pussy. As I watched 
her rub her clit, she brought one hand to her breast 
to rub her hard nipple, and with the other slowly 
inserted a finger into her cunt. Penny slowly let 
loose of my cock with a "plop", ran her tongue over my 
balls, and suggested we join her sister on the bed.

I lay down with Dara while Penny took off her dress 
and panties, and kissed first one breast and then 
another. As I sucked her hard nipples, my hand 
traveled down her stomach and through her blond pubis 
to feel the wetness of her pussy lips. As I stroked 
her clit, she started rubbing herself against my hand, 
and I slowly put first one then two fingers into one 
of the tightest pussies I've ever felt.

By now, Penny was on the other side of me, so I turned 
to kiss her and run my hands over her large breasts. 
Her nipples were large, sticking out almost three-
quarters of an inch, and I fastened on one, first 
nibbling it with my teeth, then sucking the entire 
nipple into my mouth as hard as I could. As my hand 
found its way into her pussy, I was amazed by the 
wetness and the amount of curly brown hair around it. 
I was also amazed by the size of her clit, which was 
fully as big and hard as her nipples.

At this point, as I sucked Penny's tits and stroked 
her pussy (which was looser than Dara's, but still 
pretty tight), Dara worked her way down to my crotch 
and started to play with my cock and balls. First she 
licked her way down the shaft, then licked my balls, 
finally taking one into her mouth, then the other. 
Then she swallowed my whole cock, taking it into the 
very back of her throat. She was very good at it, as I 
later found out most of the boys in her school knew!

My cock was aching and about to burst, and I thought 
about coming in Dara's mouth, knowing that she would 
swallow every drop, but really wanting to feel one of 
those pussies around it - not knowing which one to 
pick. Then Penny whispered in my ear "Fuck Dara, I 
want to watch." This was all I needed, as I pulled 
Dara up onto the bed and moved on top of her. She 
spread her legs as far as they would go as I slowly 
stuffed my cock into her tight hole, inching it in a 
bit at a time in rhythm with her moans, until our 
pubic hair was joined. 

She threw her legs around my ass, trying to draw me in 
even further. Her hard nipples poked into my chest as 
I started slowly stroking my cock in and out of her 
pussy. Soon my balls were banging against her ass as 
we really got into it, and Dara was squealing loud 
enough to bring the manager. As I glanced over at 
Penny, she was watching intently as her sister was 
getting fucked, with three fingers of one hand up her 
cunt and one finger of another in her ass. 

This was enough to send me over the brink, and I shot 
what seemed like never-ending streams of cum into 
Dara's cunt, which sent Dara into long shudders as she 
came along with me. As I lay exhausted on top of Dara, 
Penny's fingers in her pussy and ass were now a blur 
as she stroked faster and faster, finally coming in a 
series of long convulsions.

As we lay exhausted on the bed, kissing both sisters 
and softly stroking their breasts, I whispered to 
Penny that I wanted to fuck her too, but didn't have 
anything left in me at the minute. She kissed me back 
and said, "Don't worry, we have all night, and I'm 
sure Dara and I can think up something to get you hard 
again". With that, Dara laughed and suggested we all 
get into the shower together, which was a great idea, 
especially as I love letting my hands roam over soapy 
tits and asses.

After the shower, as we came back to the bed, Penny 
suggested that I sit in the chair and let her and Dara 
share the bed. In anticipation of what could happen, 
and hoping very much it would, I readily agreed. The 
two girls lay down together, and soon Penny was taking 
the lead, as she started caressing her sister, and 
soon the two girls were running their tongues in and 
out of each other's mouths, as their hands were 
feeling and squeezing each other's tits. 

Penny's mouth moved down to suck her sister's tits, 
and her hand continued down to rub Dara's tummy and 
then to stroke her pussy through her blond hair. This 
motion was soon followed by Penny's mouth, as she 
kissed her way down her Dara's body until she was 
licking the pink lips and clit of her sister. Penny's 
tongue seemed to have a will of its own, and Dara was 
more aroused than ever before (and needless to say I 
was starting to get aroused again too). 

When it seemed that Dara was going to cum before long, 
she swiveled around so that the two girls were in a 69 
position and dove for Penny's pussy. I had to move 
around the bed at that point to get a good look as 
Dara's tongue snaked into her older sister's dark 
snatch. Penny's pussy hair was matted with her juices 
and Dara's saliva, and Dara fastened her mouth on 
Penny's long clit and began to suck like crazy, 
driving Penny into a frenzy. 

By this time, I was stroking my hard cock, which was 
really throbbing and looking forward to discovering if 
Penny was as good to fuck as her sister. Penny turned 
Dara over onto her back, and moved down until she was 
kneeling on the bed, eating her sister while Dara's 
hands caressed Penny's large tits. As she got into 
position, Penny lifted her wet mouth from Dara, turned 
to me and said, "Fuck me from behind, Hard!".

I needed no urging, as I moved behind her, spread the 
cheeks of her ass, and slammed my cock into her 
sopping pussy. While not as tight as her sister, 
Penny's cunt had a good grip on my cock, which she 
tightened by moving her ass and working her cunt 
muscles. As I thrust into her hole, it felt like she 
had a hand inside her cunt which was jacking me off at 
the same time. 

The more I slammed my cock into her, the more she 
moaned into her sister's pussy, still licking and 
sucking her clit. My hands reached in front of her to 
grab and squeeze her tits, which caused her to push 
her ass farther back on my cock. 

By now I was about to cum, and I grabbed her hips to 
allow me to fully slide my cock the full length into 
her box, once again spreading her ass checks wide. Her 
asshole winked up at me, so pretty with traces of 
pubic hair following up her crack, that I wet my thumb 
in her juices and slowly inserted it into her ass, 
which really sent her into ecstasy. With both her 
holes plugged, she really went wild and started 
bucking like crazy - it was almost hard to hold on, 
except for the hardness and length of my cock which 
kept her impaled.

Dara was also getting off in a big way, and she was 
the first to reach her climax. As she came, she 
grabbed Penny's head and ground it into her pussy, 
while throwing her legs into the air and almost 
knocking her sister and me off the bed. I could feel 
Penny also starting to cum, and drove my cock as deep 
into her as I could as I let loose with streams of cum 
in her pussy.

Later, as the three of us lay exhausted on the bed, 
Dara tenderly licked my cum from her sister's pussy, 
and as we kissed I could taste my cum on both their 
tongues. While I fucked each of them again that night, 
and had the delightful experience of both of them 
sucking my cock at the same time, nothing was a wild 
as those first few hours.

In the morning as I left for the ship, Penny asked me 
to meet them again that night, and this time to bring 
a few of my friends. Also, she confided in me that she 
would like to be fucked in her ass (something I had 
never tried, but was soon to experience). In addition, 
she was curious how it would feel to be fucked by 
three guys at the same time... but the adventures of 
the next night are another story.

END

* * * * * * * * * * * * * * * * * * * * * * * * * * * *
It's okay to *READ* stories about unprotected sex with
others outside a monogamous relationship. But it isn't
okay to *HAVE* unprotected sex with people other than
a trusted partner. 4-million people around the world 
contract HIV every year. You only have one body per 
lifetime, so take good care of it!
* * * * * * * * * * * * * * * * * * * * * * * * * * * *
Kristen's collection - Directory 78