Date: Wed, 30 Jul 2008 03:17:19 +1030
From: kay tee <ktwritessmut@hotmail.com>
Subject: 'katie's business trip' - bisexual, encounters.

Don't read this if you shouldn't or it's illegal.

Questions, comments, critiques, hate mail to ktwritessmut@hotmail.com. This
is just another instalment in the continuing stories I've been writing
about my sex life so I'm just going to assume you might know some
details. If you don't email me for a link to the whole series.

Thanks.

Katie's Business Trip

Long time, no write, I know! Life has been getting in the way, as it makes
a habit of doing, or so I've been told anyway. So where the hell to start?
Well umm, I'm writing for strangers so how much do you know?
lol. Wow. Awareness of an audience all of a sudden. Look here's the brief
recap: my name's Katie, I live in Melbourne, Australia. I turn 20 in less
than a month. I have a girlfriend but we're both sexually polygamous, I'm
bisexual, I'm studying my first year of university, I'm into BDSM and rough
sex, mostly as a submissive, I've lead a pretty adventurous life, starting
probably too young, but I guess it's taught me some lessons and made me
really self confident and yeah I admit it, egotistical. I used to strip for
a living and guess I still do although these days most of my money comes
from 'escort' work.

Yeah I'm a whore. S'okay I like the word. I'm not deluding myself that I'm
totally empowered by this or whatever but just like the stripping, I like
it, I'm in control, I know what I'm doing and have older, experienced
friends who're looking out for me. And the money is fucking amazing,
enabling me to live in my own fancy place and cover my university expenses
nicely. Also, I'm very, very lucky. Somehow I've gotten involved from the
get go in working the really high class, expensive jobs. You know when some
politician gets caught with a prostitute and the newspapers gleefully
describe her as worth a certain amount an hour and the monetary figure is
astronomical and you think 'holy shit I'd fuck people for that much if I
could', yeah? I'm lucky enough to be one of those girls.

People ask if prostitutes enjoy what they're doing, like when we fuck are
we turned on and stuff. I can only speak for my experience and I guess
that's the difference between a prostitute and an 'escort' or whatever. I
get paid money to look pretty hanging off someone's arm at a party or
something all evening, then go back and spend the night banging him and/or
her or putting on a show with another girl or whatever. Sometimes I'm paid
to be there and look glamorous until only a certain group of people remain
and that's when the stripper part starts. It's a lot less easier to be
horny when you've had a few drinks and often a fun night talking to
interesting people, than some kind of assembly line approach like working
in a brothel. I can't speak for those amazing girls who do that kind of
work, all I can do is admire them from afar. But I can talk about my own
job and how I feel about it, and, well, yeah, I gotta say it's fun.

It's also provided me with a heap of things to write about and I'm finally
getting around to doing some stories again. So why not start with a
work-related one. I should mention that my job requires confidentiality so
names and maybe even places and ages have been changed. In fact this may be
complete fantasy, or the complete unadulterated truth, or a mix of the
two. It's up to you to decide.

***

One of the many many reasons I moved out of home was to make work easier. I
never assumed I was going to have to travel for my job but well I kinda
hoped. And having my own place just made it easier for my parents not to
know what was going on. I mean okay they were both used to me being in and
out a fair bit but what was I going to do in this situation? Leave a note
on the kitchen bench? "Bye mom and dad, gone to Sydney for the weekend to
have sex with people for money. Love you". Don't think so. Letting your
parents know you're going interstate for the weekend for 'a holiday, maybe
do some shopping' is easier when you're not living under the same roof, and
there's no chance of them walking in on you packing your sexy clothes and
bag full of lubes and dildos.

So when the job offer came from my boss, or my pimp as I love to call her,
of course I jumped at it. Go to Sydney, hang around rich people and watch
them be naughty, have sex with one or more of them, all expenses paid and
with a nice paycheque? Hell yeah! Not like I was going to do anything else
that weekend apart from get stoned and masturbate.

I had a month or so to prepare and the whole thing seemed interesting. Guy
turning 21, having a party on his dad's yacht - his dad's YACHT for fuck's
sake - wanted a hot escort for the party. Wants some 'special services',
money no object. Rich 21 year olds can't get babes for dates in a situation
like that? Okay so he wanted me to put out for him and a special few
guests...Rich 21 year olds can't get babes for dates who'll happily fuck a
few of his rich friends too? What is the world coming to?

It's not common, but certainly not unheard of, to exchange a few emails and
phone calls with the girl herself, in this case me, to organise what he
wants for the night. And that's what he wanted to do in this case. I have
an email and messenger account set up for this kind of thing, not to
mention a phone service, and this is the first time I personally had gotten
that request. I wasn't sure at first, like, naturally suspicious that this
guy thought he could befriend me and maybe get a mates rates discount or
something like that. But this is the shit that people I work for are
supposed to screen out so a few emails, then messenger conversation, then a
phone call or two introduced me to the Richard, the birthday boy.

And it's there where we figured out that he wanted a few extra things, and
maybe that's why he was content to pay for it. Or maybe it's because he
could. Either way he booked me for the Friday afternoon/evening and into
the next day Saturday, discussed things we'd do, or could do, what he
wanted from me, and shit like that. I actually took a liking to him pretty
quick, especially when talking on the phone. He was a shy, cute, nervous
guy. He wanted to do things, had the money to make them happen, but was
still unsure about it all. I got the feeling debauchery didn't come natural
to him from years of coke-fuelled experience at some private school and
naive romanticiser of the class struggle I am I liked that.

Well, this is boring. Fast forward. Everything was booked, fantasies and
desires discussed down to what I'd be wearing and how I'd act, and on the
appropriate Friday morning I was on a plane headed for Sydney. Partying
that night, then a planned recovery evening Saturday and Sunday morning was
saying hello to a few contacts my boss thought I should meet, then the rest
of the day and Monday were mine for shopping and doing touristy things and
hopefully at some point getting outrageously drunk.

Other girls' experiences with this kind of work I've read about often
involve a big burly guy being there ready to hurt people if things go
wrong. The people I work for don't do that. I think somewhere in the
initial booking it's implied that there are big burly people who will fuck
your shit up if you damage the merchandise so to speak. Either way I was
getting my own self-organised from the moment I stepped off the
plane. Given what I get paid I figure being expected to organise my own cab
rides and hotel bookings was a reasonable demand.

>From the airport to the hotel, a quick nap, some exercising, a light meal,
a shower, getting changed. I dressed in the manner that I think of as
demure but revealing. 40s/50s glamorous housewife dressed up stuff: a dark
blue dress, semi-backless with a halter neck, with white polka dots cut to
not so much show my body as hint at it (but with plenty of cleavage on
display still), elegant jewellery and a long string of fake pearls. A taxi
wasn't perhaps the most glamorous way to get me to the event but hey,
classier than I'm used to bag packed and I was on my way.

Richard's parents place was huge. Multi levelled, on the water, huge
swimming pool, private boathouse, much as you'd expect. He was on his own
today, mother and father out of town or some shit, I didn't really care
beyond verifying that they weren't around to walk in on anything. He let me
into a living room like something out of a tastefully boring 80s porno,
complete, over the top, tacky class. My feet sank into the carpet. Now
would've been a great moment to trip on my clumsy heels and go flying, and
considering it felt like I was walking on a sponge I was scared that might
just happen.

But if I was awkward he was twenty times worse. He asked me to sit, offered
me a drink. I said yes because I figured he needed one too. This was
starting to feel like a 70s sitcom or something. I hate this bit, this
awkward bit. I find nerves cute in a guy but still I can only sit through a
comedy of manners so long. Time to take charge. 'come sit down by me
hun'. He did. My hand went on his thigh. He stiffened up a little. What the
fuck is this, The Graduate? I'm two years younger than this guy, he's
paying me for sex, and I have to seduce him?

Well I went for it. Leaned in, grabbed his chin, and kissed him. And
again. And some more. I tasted alcohol and mints on his breath. He finally
started to loosen up and his hands found my back, then down my sides, and
quickly to my boobs. Hell he wasn't a bad kisser and knew how to feel a
girl up. One of those experienced but still shy guys.

I pushed him back against the couch and straddled him, pulling my skirt out
the way to feel his bulge rub against my panty-clad area. His face was
almost engulfed by my tits, so I guided his hands inside my dress, untying
the halter at the bass of my neck to let them out. The blissful expression
was kind of cute, and his hands gripped my nipples then he seemed frozen,
so I gently gripped him by the back of his hair and guided his mouth to the
appropriate places.

Surprisingly he didn't gnaw on them like a starving baby, but rather kissed
me softly, gently, all over. You know the question about whether or not we
enjoy it? There, having my tits licked by this cute, nervous guy, while I
rubbed myself on his somewhat substantial bulge through our clothes; yes,
yes I was enjoying myself.

He licked up my cleavage and kissed my throat, my shoulders, my chin, again
to my mouth and down again. I was getting stupidly wet. It was getting on
and while I was actually enjoying making out with a male for once I knew I
could do so much more to give him value for money.

I slipped off him, then stepped out of my heels, then my panties.  I had to
wear them for the rest of the night after all! I took Richard's hands,
pulling him to his feet. I kissed around his throat and neck, I could hear
his shuddering sighs in my ear, feel his exhaled breath stirring my hair,
as my hands worked his jeans open, and down, and into his boxers to find
his cock.

'My my, we are a grown up boy now aren't we?" I murmured, taking him with
both hands and stroking him to life. Not the biggest I've ever had but
definitely worth the effort. I gently pushed him back on to the couch. Let
him worry about a sweaty ass stain on the leather. Getting to my knees,
nudging his legs aside, I tucked my hair over my shoulder and engulfed his
whole cock to the back of my throat in one go. Richard gasped and his ass
lifted off the couch. I held his cock in my mouth like that for a second,
half expecting cum to start flowing down the back of my throat. But he held
it and I backed off. Feeling his balls with one hand, I took the string of
pearls from around my neck and, wrapping them around his shaft, proceeded
to jerk him off, squeezing and rubbing the pearls against his rod while
alternating between licking around the head and taking his balls in my
mouth.

With all of that, Richard didn't last much longer, and I could see it
coming from a mile away. His cock throbbed in my hand, his ass lifted off
the couch and a couple of strangled grunts escaped his mouth through
gritted teeth: "ah...ah...AH...', and then like that, his dick pulsed in my
hand, each pulse corresponding with a jet of cum that I aimed straight at
my tits, hoping like hell that my dress would escape unscathed.

He collapsed back onto the couch, panting. Sweat was dripping down his
forehead, plastering his curly dark brown hair to his brow.

I idly played with the thick load Richard had left all over my tits. "Well"
I said, not looking up "you better go get ready for your big night, hadn't
you?"

***

By the time he showered, and I got cleaned up while he got all dressed up,
it was almost time to go. We watched TV of all things while we waited for
his ride to appear. And I reminded him of his story, I was his cousin Katie
from Victoria, up visiting for his birthday. I could be vague around any
other details and hell half the people at the party probably would know
what was up but fuck them.

The party was, well, it was a 21st party on a yacht. What more can you say?
Well it was actually more at the club but you know how it goes. I
guess. I've never been to one myself! I gathered this was the kids only one
because there didn't seem to be any family around and - thank god - no
interminable speeches. Just the kind of elegant debauchery rich people
engage in. I don't know how many times I turned down blow or ice or pills
or whatever. On the clock, must watch alcohol intake even. And well, yeah,
that was that, a party. I talked to some people, met some interesting ones
and a hell of a lot of boring ones, lied about myself a hell of a lot,
resisted the temptation to flirt with cute girls, and so on.

You don't care about that. You care about when Richard escorted me to the
Yacht itself a half hour before the party was due to wind up and showed me
into the master bedroom, leaving me to wait, as we'd arranged, for him to
come back with a few special friends.

I took the time to get 'dressed' again. Black stripper heels with
criss-crossing straps that came all the way up to my knees, and a collar
around my neck with a lead on it. Nothing else. Ducking in to the small
ensuite bathroom ('the head', lol) I rinsed up and re-did my makeup with
much trashier, cheaper products. Looking classy is great but I think it's
sexier when I leave lipstick traces on skin and my mascara smears from the
way my eyes water when I choke on a dick.

In the main cabin I arranged a bottle of lube and a whole shitload of
condoms on a convenient shelf, then started oiling up. The massage oil was
my idea. It makes me look sexy being all shiny like that, and rubbing it
into my skin makes me horny. That and the little bit of a buzz I had going
just from the anticipation of it all had me in a great mood ready for the
boys. Lying back on a towel on the huge bed to wait for them, my hands
rubbing my tits and teasing my pussy lips, kept the fires well and truly
stoked.

Didn't have to wait that long, all things considered, before I heard
footsteps thudding on the deck above and loud male voices. The sound
followed them all the way into the cabin. I stayed in the stateroom, ready
to make my big entrance. Listening to the guys, not a huge group of them (I
had been arranged for five), talking, some sounding a little boozed, none
of them completely fucked up, thankfully. I heard more beers being opened
and smelled pot smoke as they discussed the party, talked about who was
fucking who, who was a slut, who looked great, what'd they do to her, all
that shit that I guess guys full of both intoxicants and themselves talk
about. Finally I heard one of them pipe up 'so what's this big surprise
then Rich?'.

My Cue. I went and stood by the door.

'Check this out' the birthday boy said, sounding more confident than
before, buoyed up by booze or having something to prove in front of his
mates, or both. The door opened, Richard on the other side, beaming
happily, as I stepped through into the dimly lit main cabin of Daddy's
yacht.

I'm proud to say that they were all speechless for several seconds, and
there were even some jaws in laps. Well, I had the upper hand here and
intended to maintain control tonight. I sashayed across the floor in my
heels, doing my best stripper combination of sexy walk and hair
flick. Sitting down in one guy's lap, I took the joint burning down to the
guy on my right's fingers and had a puff, saying 'well, come on...we're
here to party, right?'

My question was met with a second or so of silence, before one guy belted
out a too confident 'yeah' followed by an embarrassing lapse into
silence. The guy on my left said 'umm, can we, uh, what can we, uh,
do...?'. I leaned over, placing one palm flat against his crotch and his
hardening cock, kissed him, and said 'anything you want hun...'. With that
I stood up and put some music on, asking the boys if they wanted me to
dance for them. Richard, still grinning from ear to ear, handed out booze,
and sat back with his mates to enjoy the show.

I can't be bothered really describing my act. There wasn't much in the way
of clothing to lose after all. But the leash was fun to tease boys with,
wrapping it around their necks, or rubbing it against their dicks, and it
was even more fun to put kitchen utensils inside of me then have people
lick them clean. But this was all just to get my boys ready for action, and
when I judged they were I pulled Richard to his feet, dropped to my knees,
unbuckled his pants and started enthusiastically fellating him in front of
his friends.

I wish I could describe the boys, much less remember their names or
anything like that but honestly I didn't pay attention, and don't really
care. None of their dicks were too small, one of them was quite thick,
another was quite large. They all kind of looked the same; young guys with
expensively manicured skin and gym toned bodies. Apart from that, who gives
a shit? I took a break from devouring Richard's cock to look up at the rest
of his friends and say 'well come on! Get naked!' Then went back to
work. Soon I was surrounded by five eager, naked guys furiously
masturbating while I took turns inhaling their cocks like a starving porno
queen.

Being young I guess they weren't eager to savour it and it wasn't long
before someone was tugging at my ass, trying to pull me upright and get at
my pussy. Reluctantly pulling back off the anonymous cock I was sucking, I
stood up, broke free of the circle and sat up on the table in the middle of
the main cabin area. Reaching over and grabbing a couple of boxes of
condoms I'd stashed before, I said 'listen up...you can do anything,
ANYTHING you want to me. But if you go in here' I spread my legs and
lightly touched my pussy. Fuck, I was on fire, 'or here', lifting my ass
off the bench a little I rocked my hips forward and pulled one cheek away,
exposing my pre-lubed up asshole, '...then you need to wear one of
these'. With that I grabbed the nearest guy by his dick and pulled him
toward me, wanking him with one hand flowing over the head to the shaft
while I positioned a condom on his dick. 'If you don't, then the night's
over right away. Obey the rules and you can do ANYTHING you want' (I felt
like stressing that again). 'Oh', I added, almost as an afterthought, as I
lay back and spread my legs, guiding the guy in my hand to my steaming cunt
'and don't waste your loads in these things. Cum on my tits or face or
something'.

As I said that he entered me and it felt like heaven. I sighed, lay back,
arched my back, squeezed my tits then lay flat again as he began to thrust
away inside me. All the buildup for this, fuck it was worth it.

Before long hands were re-arranging me on the table, pulling me up,
allowing my head to drop over the edge. Another cock was being positioned
at my lips, I opened my mouth and took the whole thing in slowly. Felt like
the big guy. The boy fucking me was pumping away hard now, I thought he was
going to cum but surprisingly he kept at it for ages. I groped around
blindly, found a cock and started jerking it off.

Someone grabbed my lead and tugged on it, pulling me up and down on the
cock in my mouth. The guy fucking my pussy pulled out and groaned, and I
felt his warm cum splatter all over my stomach. Someone soon took his
place. The guy in my mouth pulled out an muttered something about 'not
cumming yet' and I opened my eyes and looked up to see another dick enter,
then obscure my cloud of view. The guy in my pussy pulled out and grabbed
my lead, yelling 'turn over, slut!' as he tugged. I let go of the cock I
was playing with an pulled off the one he was sucking and obliged, bending
over the table doggy before grabbing the nearest dick and licking the balls
as I squeezed the head as the guy from behind entered me again. I was
rubbing myself against the edge of the table now, getting pretty close to
cumming. I stuck the dick in my hand in my mouth and grabbed the guy by the
ass cheeks, pulling him in close to me as I sucked hard, working my wet
tongue all over his dick. It did the job and he pulled out, 'yelped and
shot several spurts of cum on my forehead and into my hair'. I took
advantage of the distraction and lay my head down, denying the guys any
access to my mouth, while I fucked myself back onto the guy taking me from
behind. I was really close to cumming now and he obviously picked up on my
sudden eagerness. Grabbing the lead he started slapping the chain against
my back as he plowed into me, and slapped my ass, yelling 'yeah, take it
you fucking slut! Take my dick!' Guy had obviously seen a lot of
porn. Whatever, he wasn't couth but he fucked hard and I loved it. I came,
wailing, on the end of his cock. He didn't last much longer and I felt his
warm load dripping onto my back as I lay, temporarily flustered, on the
table.

The next guy up to the plate started playing with my butt cheeks, saying 'I
want her asshole'. I reached back and spread my cheeks and said 'go for it
babe'. Shit. It was the thick guy. Oh well, he wasn't really sure what he
was doing but with a bit of help I got him in there. A few of my groans and
cries were definitely more from pain than pleasure but I found that by
moving myself back and forth on his dick I was able to set the pace of
things. Before too long I had another dick poking at my mouth.

It was here that I started to lose track of what was going on. The guy in
my ass pulled out, pulled his condom off then pulled me to my knees and
jerked off on my face. I let it run off my chin as I cupped my tits,
gasping and yelling 'yeah, give me more! MORE!'

These guys all seemed to be at that lovely age where they didn't cum inside
of five seconds but were also ready to go again pretty soon afterwards. It
was awesome. I've only been gang banged a few times and the whole thing is
just fucking overwhelming, which is why I'm hazy on details now.

I do remember at one point being on my knees on the ground, riding Richard,
while jerking other guys off with each hand. The guy with the thick cock,
who seemed to be the roughest with me, stood over me and said 'I'm gonna
teabag this bitch! Look guys! Look!' Man if I wanted to I could play havoc
with these guys need to show their dicks off to each other but I was happy
being the eager dickpig tonight. He pushed me back and moved his ass into
my face, then started smacking his balls on my chin. I responded by letting
go of the two cocks I had, spreading his cheeks and diving in to give him a
rimjob. A quick squeeze of his balls after that and he involuntarily shot
his load. Standing as it was most of it landed on birthday boy Richard's
chest! I giggled but got down there and 'licked' it all up pretty
quick. Well I rubbed my face and hair in it. Swallowing cum isn't totally
unsafe like being fucked without a condom is but I still prefer not to do
it. Besides guys get off on seeing me all covered in it.

Once I'd done that another guy wanted to sit on my face, while I was laying
back on the table getting plowed in the butt. Unfortunately his leg muscles
weren't up to squatting over me which was cool coz, he was kinda
hairy. While getting plowed like that and having my tits fondled by one
guy, while the rest stood around playing with semi-hard dicks, I managed to
have a full screaming, squirting orgasm, hitting myself in the face with my
own cum.

Later on in the night I decided to take control again, taking the two boys
that had some left in them, and sitting one down on the table, I mounted
him and sank my ass down on his dick. I spread my legs and lay back,
getting the long dicked guy into my pussy. Richard, by now pretty limp got
my mouth and his remaining two friends got my hands. One of them came while
I was jerking him off like that, his load dripping all over my fingers. I
think I finished them all off finally that way.

They were all happy to lie around naked and sweaty in the yacht's main
cabin, while I crawled around on the floor, covered in cum, licking and
playing with their cocks. But unfortunately it seemed like my boys were all
done for the night. Thick cock boy, now all sheepish again, was the first
to make a move and once he stood up and said 'I should go', all the others
seemed to notice they were naked, and in the presence of a cum covered
prostitute sitting happily on the floor idly playing with their friend's
limp dick, felt awkward and needed to go as well. I quietly made my way to
the bathroom as they all started to get dressed. The door closing behind me
blocking out their muttered comments of 'so, do we, tip her, or what...?'

I laughed to myself and headed for the shower.