Date: Wed, 10 Mar 1999 04:05:22 EST
From: Aooe85@aol.com
Subject: My Caddy

     My name is Jamie and I live in a golfing resort in South Carolina. During
the summer I make extra money by being a caddy at the plantations golf course.
I normally have to caddy for rich old dudes. They tip OK, but I never have
much fun. Then one morning this younger guy pulls up by him self, oh I would
have guessed he was about 25 or so. Real handsome, but small for a man, about
5 ft 5 inches, and about 145. Lucky for me I was the first one there that
morning, or I would have missed out. Normally they would have made a him wait
till 3 other golfers showed up, but I over herd him tell my boss being he was
the first off he wouldn't hold anyone up. My boss yelled over to me.."Grab Mr.
Thomas's bag and take him to the first tee" I was so excited, my first time I
got to carry a bag for someone who wasn't old enough to be my dad, or grandpa!

So what's your name ..He asked
Jamie..I replied
I'm Rob Thomas, you can call me Rob...
He grabbed his driver from his bag, did some stretching exercises, I couldn't
help notice how limber he was. He bent over to put a ball on his tee, I notice
he had a great looking ass. I felt strange thinking that, but there was
something about him.  He took a couple of practice swings, and then he was
ready to hit the ball.....he took the club back and then took a big rip at it.
Man I never seen anyone hit the ball that straight, and that long WOW I
said...he looked over at me, handed me his driver and smiled.
Now That's a good drive ...he said
WOW, that was great, are you a Pro....we started walking down the fairway
toward his ball.
Well, I played for a year on the mini tour a few years back.... But I'm a
terrible putter, he said with a smile.

After completing the front 9, he shot a 2 under 34, and commented how
knowledgeable I was on the yardage...said that I was a great help to him, As
we started off the back nine, I became more relaxed, that or he made me feel
relaxed. He paid for my sodas. I was starting to get a crush on him, weird I
thought. I kept thinking if I could be anyone in the world, I wouldn't mind
being him. He was so confident, good looking, he had a great golf swing.
Between each shot he would tell me these great stories, some about his ex-
girlfriends, or about how much money he won from golf bets. He said taking
this vacation is what he needed to get back in the right frame of mind, that
and sitting around naked..He was always making me laugh, I didn't know when to
take him serious, but I think he was when he said he liked to sit around
naked. I asked him on the 18th hole if he would give me some advise? He said
sure. I asked him If you had a crush on someone, someone older..would you tell
them?  
 He replied, What kind of crush?  The holding hand kind?  The get naked and do
it all weekend kind, or just a "I want a smooch" kind?
I couldn't help but laugh again...he was making me laugh all morning long!
I replied boldly...The get naked kind!
He put his hand on my head and rubs it quickly, kinda messing up my hair...he
laughs and said...I thought so! ....Then he asked
How old are you anyway?
I told him I was 14...I mean 13 but next month I'll be 14! ...Being only 5'2
and 110 pounds I was kinda small for my age, everyone thinks I'm 11 or 12.
He replied.....so you want to know whether or not you should tell them? Hmmmm
that's a tuffy... besides that, you want to get naked with them....he
laughs...sure, go ahead, why not, what's the worst thing that could happen
......Say No! Then he sinks a 20 foot putt for a birdie, his only one on the
back for a 35. A 34 on the front, that's.... 
 Wow!.... I said, a 69!...he winks at me and said... that's my favorite #
He said that he enjoyed the round, and handed me a 20 dollar tip...and that he
hoped he would see me around. He was to be staying here on the plantaion for
the next 2 weeks. I thought to my self, I sure hoped so.

During the round we had walked past his villa, told me was staying at the
corner one facing the 12th hole. He also told me he just broke up with his
girlfriend and needed to get away for a while...so I knew he was staying
alone. I thought what would he say if I stopped over and said hello, or hung
out a while? What if I went over and he was home sitting around naked!!! I
couldn't get him off my mind. My boss said that he didn't have anymore tee
times set up for the day, but said if I wanted to hang out in case someone
showed up....I quickly said no! that I had something to do.
 
I got on my bike and road around a while. Riding by his villa ever so often.
Then I heard my name called out...Jamie!!! I turned around and it was Rob
standing on his porch wearing nothing but a house coat. He looked as if he
just got out of the shower. 
Hey how's my caddy doing! ...He asks
Fine...I said
So what are you doing around here?..he asked
Oh...just riding around.
Shouldn't you be home eating lunch, or playing with your friends.
I replied...there aren't any kids my age around anymore, I mean I had a best
friend, but he moved away to California with his parents.
He told me to come on in, and offered me a can of soda.
Wow I thought, what a nice place this was, a real big TV screen a big sofa,
big living room with a fireplace, not that you needed one, but at night it did
get kinda chilly I guess? He had a bathtub big enough for 4 people! 
Wow ......this is a nice place you have.
Yeah..he replied...its OK
So...he asked, I thought you wanted to go tell someone something about wanting
to get them naked?...he laughs as he shakes his head.
I was speechless...I didn't know what to say...I must have gone over it a
thousand times in my head how I was going to ask him, but now I was scared to
death. Afraid if I told him it was him that I had the crush on, he would think
I was weird, and throw me out!
It's OK, you can tell me..he said...so who is the lucky one?
I would tell you, but I'm afraid you would think I'm weird....
I already think you are weird...ha ha we both laughed.
If I tell you, you have to promise you wont tell anyone who it is OK!  
Tell who what?...he replied    
Tell anyone that I have a crush on you....Oh my god, it slipped out, I said to
myself. 
At first he stood there for a moment and said nothing...then he said.
Me? It was me the whole time?
I nodded ... Yes,
Wow, I'm flattered, I had no idea? 
He smiled and said...Look Your a very cute good looking kid, anyone would be
happy you have a crush on them, about getting naked, I was just kidding, were
you he asked? I shook my head...No.
I wanted to cry, a tear started to form in the corner of my eye.
He noticed I was starting to cry, and walked over to me.
Hey Jamie, don't cry...it's OK, I'm really flattered, really, it's just that I
never had anyone as cute as you before ever say that to me...I've never been
with a man, I mean when I was a kid maybe... I fooled around with some buds of
mine, but you know, I never had anyone want to get naked and....
I interrupted and said half crying, half laughing ......and do it!... he
smiled, and put his arms around me to give me a hug....
I Have....I said
Have what...he asked.
Done it!.....
Really...With who he asked.
Remember I told you about my friend? ......I was lying threw my teeth!
Oh....when you mean done it, you mean...He took his finger and put it through
a hole he had formed with is index finger, and thumb, and then into his mouth.
Yep, I replied, Now I really had done it, Here I was lying, I mean I and my
friend jacked off, and I kinda wanted to, but he wasn't that cute, so you
know...I never.
Rob was still standing there in front of me wiping the tears away, then turned
around and walked of to the fire place, reached for something on the mantel,
he Put it in his mouth and lit it...it was a joint! He reach down and untied
his robe, it fell open revealing a long, not to fat semi hard cock, I would
have to say about 6 inches...he then says.
Do you think you can handle this?
I couldn't take my eyes off of it...I then said.
Sure! 
Well, then...lets see what ya got!
He moved his shoulders around for a moment and the robe fell to the floor.
There he stood just a few feet from me completely naked. 
He sat down onto the sofa still smoking his joint....Go on, take it off, lets
see what ya got!
I moved over in front of him, I first pulled my T-shirt off, then I reached
down and untied my high tops, kicked them off, I put my thumbs inside my
shorts and pulled them down past my knees, they fell to the floor, there I
was, just my white fruit of the looms left. I had a pretty good hard on, my
dick wasn't that small for my size, fully hard it was about 5 inches, not too
much smaller than Robs, in fact, he didn't have much more hair than I, We both
had pretty smooth bodies, but he had bigger muscles of course? I putt my
thumbs inside the band, and pulled them out away to get past my hard on, and
slid them down past my knees, I then stepped out of them, and kicked them over
to the pile.
I'm impressed, he said...nice, now come over here and get down on your knees.
He pointed between his smooth hairless legs. He handed me the joint, I took a
big hit....he told me to hold it in, not to let the smoke out...I was starting
to cough ...and smoke exploded out of my nose, and mouth...cool I said, I was
buzzed...just like that, my head was so light, but it felt cool, He didn't
have to say anything, I really wanted his dick in my mouth, I leaned forward,
and started licking his boy size dick, mmmmm I thought, pre cum was dripping
from the head, it kinda tasted like mine, but it was his, and I had to take it
all in, so I pulled it toward my mouth, and in it went, I sucked him the way I
always wanted my dick sucked....lots of tongue, up and down, all around, in
and out, I could tell Rob was enjoying this, He was moaning....I looked up,
his head was rolling back, up and around, his eyes closed shut....ahhhhh,
ooooo, faster he demanded, I was really sucking him now, up and down, up and
down, all around, he put his hand down and started jacking him self off while
just the head of his dick was in my mouth, he then let go and thrust his dick
further inside my mouth....he was humping my mouth like a pussy hole, I was
loving it, he was letting out sounds of pleasure confirming that I was doing a
great job for my first time...but he didn't know this really was my first
time. Just then he yelled out, stop, stop, I'm going to cum.....I wanted to
take it all in my mouth, but he wanted to stop, so I did...He said wait a
moment, he wanted this to last. He stood up, and told me to stand beside the
sofa, He threw the cushions over the side, to my surprise it was a sofa
sleeper He pulled it out, and told me to lie on my stomach, He got behind me,
and started to lick my butt crack, This was something new to me, I never
really thought  this could feel so good, boy was I wrong, I could feel his
tongue explore my pink hole, he spread my legs further apart, I could feel the
wetness of his tongue up and down my crack....oh how great this felt, I
couldn't wait to try this on him. Before I knew it he rolled me over on to my
back, he turned around and put his knees on both side of my head. His dick,
balls and butt was now in my face, he then pulled my legs up and apart, and
dove in again licking my balls, dick and my butt. My dream come true, there
was his hairless butt, inches from my face, I stuck out my tongue, and reached
for his pink love hole. He just got out of the shower, and smelled great, I
soon found out how good he tasted to....mmmm I think I liked the taste of his
love butt more than his dick, I was really licking it up, his butt was
smothering my face, just enough space to move around to get a taste of his
balls in my mouth too, I tried to take in his dick, but it hurt my neck, so I
went back to work on his butt, Mean while my dick was sure getting a work out,
I started to feel my sacks fill up, this was really beyond what I had hoped
for....soon we were both moaning with pleasure. then it happen, I felt his
tongue invade my butt hole again, he had me pulled back so far, my chin was
resting against my chest, then I felt something I never felt, nor imagined in
my whole life of jacking off, he stuck his finger inside my butt, It slid
right in, my butt was so relaxed It didn't hurt as I thought, instead it
brought me pleasure, pleasure I now craved for. In and out, up and down, he
was moving it around in circles while driving me mad with joy ooooh Rob
please, I begged for more.....he got up and off my face, turned around, and
now positioned him self between my legs. His six inch skinny Rob rod was now
bumping around at my poop hole, he then said!
Are you sure this is what you want, I screamed out...YES!...Fuck me!...I
couldn't believe what I was saying. He wasted no time and started to push
forward, but it wasn't going in, he spread my legs further apart, but only his
head was half in...I started to feel pain, he could tell this wasn't
working...he let my legs drop on the bed and said.
Wait here a moment, I know what we need...He ran into the bathroom and back
with some hand cream. He opened the jar and rubbed some all over his dick, and
on to my butt. He pulled my legs apart again and gently rubbed cream all over
my crack. That alone was worth it, But I really wanted him to pleasure me
inside my hole I love how his finger felt, and how I craved for more...soon I
felt his finger again up inside, ahhhhh, ohhh how great a feeling that was, I
told him to do it, fuck me....He pumped a bit more up and down, all around
until my hole was ready for the real deal.....he put more cream on his cock,
he pulled my legs now over my head, he leaned forward and laid his cock on top
of my ass, I felt the tip slide half way in. He asked if it was OK, I smiled,
that's all he needed to know. His dick was now all the way in, he started
pulling in and out, I grabbed the corner or the bed and pulled the sheets off,
I was gasping for air, the pleasure was so intense, I thought I was going to
faint. The joy I was feeling I couldn't describe, He was humping me faster and
faster, the hand cream was working great. He was moaning like I was, soon I
was jacking my self off. He noticed what I was doing, he moved my hand away
and took over. There He was fucking me and jacking me off at the same
time......I was ready at any moment to shoot what I was sure to be the biggest
wad of my life. He then stopped, pulled his dick out of my love tunnel. Took
out more cream from the jar, and reached behind him and started to rub it into
his butt, then on my peepee. He started jacking me off with the hand cream.
Then he got on top of me sitting on top of my peepee. He reached below him and
grabbed my stiff dick and put it under his pink hole. He sat down on it as it
slid all the way in. My eyes almost popped out. I yelled out a scream of joy
AAAAAAAAHHHHHHH, he started riding me with my little prick sliding in and out
of his pink love hole, that was it...I couldn't hold on much longer....soon I
was spitting cum up his pink tunnel like a garden hose...he started jacking
off, while still riding my dinky, soon his cum was shooting out all over my
face. He leaned forward as my dinky fell out from his pink hole. I opened my
mouth wide as I saw his dick coming, and cumming toward me, His dick slid
inside my mouth with love juice squirting down my throat. I swallowed every
drop he had to offer....mmmmm It was soooo smooth going down my throat. It
felt like he would never stop, the more I sucked, the more I got. His dick was
now soft, but I liked how it felt, I chuckled as he was on top of me smiling.
You are something else he said...I never had sex this hot in my life he said,
he laid on top of me rolling me over, now I was on top of him, he started
kissing me, all over my face, licking the cum off my cheek.
I have a confession...I told him that I lied about having done this before.
He said you did!! He sat up and put me over his knee, and slapped my butt with
his bare hand....SMACK!!!!! OUCH I cried, He said was just fooling around, and
then took more hand cream and started rubbing it on to my hole butt, softly
around in circles, He loved my butt, I could tell. So I'm your first...Hmmm
thats cool, so were you.
 
He took me in to his swimming pool size tub, and bathed me like a little boy,
not letting me do anything. He washed my hair, behind my ears, my dinky, now
getting hard agian. My love hole. And my little bonde peach fuzz. He told me
it was mine turn to wash him, so I did as he had done to me. He reached over
for his shaving cream, I thought that was strange, cause he had a baby face,
no hair on his fase at all? He said he wanted his dick to be more like mine,
and told me to rub it all over what little hair he had there. He handed me his
razor and said to be gentle...I sure did, I was scared I might cut him, but
soon I had it all off, I splashed water onto his pubics, and it was all
gone....He looked like I did, but now I had more than he did...Opps spoke to
soon. Soon I was getting shaving cream on me, and soon it to was gone, I was
kinda sad, I had just gotten my new fuzz with in the last year, he said if I
shaved it more, it would grow back even more than before. He stood up admiring
his new bare boy dick, he turned around and leand forward toward the wall, and
told me to finish washing his back. I stood up and did so with pleasure. He
had such a great looking butt. He spread his legs so I had full view, like I
said earlyer, I was getting a stiffy. He handed me some cream rince
and said to have fun. I was so horny again, I knew just what to do. I spread
the cream over my peepee, and over his boy butt. His butt was in a perfect
position to accept my invitation. This was a cool position too. Here I was
standing behind my man lover, with his beautiful wet body before me, waiting
for me to pleasure it. I put my dink inside his crack, and in it went. I had a
better position to really do a good job on it. He was helping to by moving
back and forth, I had my hands on both his hips, drilling him as fast as I
could, I loved the feeling I was recieving from my lovers pink hole. I knew I
couldn't keep this up much longer. I had to let it flow out of me and into
him. The cum made it even more slippery. I finaly pulled out, Rob turned
around, from the look on his face he really enjoyed that. He picked me
up...man was he ever strong for his size. His dick was already slicked up. He
had me put my arms around his neck, and legs around his waist. I could feel
his boy dick poking around back there. then
it was right at the entrence of my poop hole. He pulled me down on top of it,
ahhhhh I again felt the intrusion slide up all the way in. I was leaning back
a bit to get every inch of him in deep as it could go, He was pumping me like
never before, each pump made me feel like I was his one and only love. He was
loving me 6 inches at a time, up and down. he let out a big sigh of reliese,
and I could feel hot love spill inside of me and down my leg with each hump. I
held on to him with my arms around his neck, and feet around his waist as
tight as I could till he got every bit of his climax inside my boy hole. 

I later went home that evening. I fell asleep that night feeling like I never
felt before. I for the first time in my life had someone who loved me, and
knew how to show me. My peepee, and pooper was sore for a while, but the pain
only reminded me of the joy I had recieved.
     
Well, for the next two weeks, every morning I would meet up with him at the
golf course and carry his bag, his lowest score that 2 weeks was a 66. He said
he never shot this well, not even when he broke his NCAA  school record.
Afterward I would meet up with him back at his villa sucking and fucking till
it was time to go home. One night I told my parents that I was spending the
night over at a new friends house, they never asked who, or where, just told
me to have fun...so I did!
That was the best night ever. He gave me a bath, while smoking pot, we never
wore any clothes while we together. If we weren't fucking, or sucking, he
always had me lay next to him while he ran his fingers gently over my soft
butt. 

He gave me his address and told me to look him up, and don't be surprised one
day he would hire me to caddy for him on the tour. Wow, Wouldn't that be
great!

The end