Trip length:
13 minutes. Trip distance: 3.8 miles.
Fare: $11.36 Year: 2015.
Song of the
trip: “Roxanne” by The Police
It's a sleepy Friday night but a fare earlier in the night had
brought me up to Stanford University and I haven't been able to get
away from the area since. The Stanford kids are generally decent
enough riders, but sometimes things can get a little dicey.
What
I'm trying to do right now, though, is figure out what the hell is
going
on.
About an hour ago, I brought the car to a stop in front of one of
the dorms, and the phone said I was waiting for someone named Kyle.
But a Kyle was not forthcoming. Instead, a brunette girl sauntered
out, carrying a bag with her. Lovely, no denying, dressed in a rather
slinky black dress, the classic little black dress that every girl
keeps in her closet to make an impression, or so I'm told. No one's
ever used a little black dress on me before. I can't tell if that
means I'm too easy to manipulate, not worth the effort or just not
found anyone who wanted to impress me that much. Maybe a combination
of all three.
“Kyle?” I ask, when she opens the door.
“He sent a car for me,” she says. “I'm your fare.”
She had a remarkable figure, and a sense of confidence that I'm sure
any man would find attractive. And for just an instant when she gets
into the car, she turns that megawatt smile my direction, and at that
moment, I truly understand why beautiful women make men do stupid
things. Her hair was a shoulder-length bob, and her makeup was
impeccable. It was the kind of look that seemed intent on capturing
the attention of every set of eyes in the room when she entered it.
She almost looked like she was going to a formal dinner of some kind.
Gussied up like Christmas morning, and set to make a solid first
impression.
The beauty didn't want to provide her name, much less engage in
conversation, so I simply let the music fill the silence. Some people
don't like to talk, and I don't mind. To each their own mood. She
spent much of the time typing into her cellphone, messaging to one or
more people, although she would look up every so often, just to get
her bearings.
We drove about twenty minutes to the western edge of Palo Alto, to
this ritzy hotel that I felt too cheap to even be in the parking lot
of, called the Rosewood Sandhill Road. The girl starts to get out of
the car and then pauses and reaches into the little clutch she's been
keeping on top of her bag, pops it open, pulls out a five and holds
it out to me. “I know what it's like,” she says, and hits me with
that spotlight smile again. And then she's out of the car and
disappearing into the night.
Half
an hour later, I was doing the same thing again, but with a different
girl. The name on the account said George. This time it was a
redhead, who had sort of a librarian look to her, that fiery mane up
in a bun, with a pencil through it, and a dress that was retro in
ways that got my attention when she approached. It was alluring while
showing so very little, but I'll be honest, the dress had competition
for my eyes. I have a weakness for gingers, and it was clear from the
dusting of freckles on her face that the shade was probably natural.
She wore glasses, but I have to confess I wondered if they were
purely just glass lenses that she didn't need. Most college girls
these days seem to wear contacts rather than glasses. It almost felt
like an accouterment to complete the image.
The cut of the top of the dress was low, daring, but not so overt as
to command a room. And instead of only getting the smile when she
closed the door to acknowledge my presence, she was smiling the
entire time. Not the blinding show of teeth and power that the
brunette had had, but this intriguing, mysterious smile, coy and
friendly while still not giving anything away. It was impressive, and
it sort of put me at ease. I sort of wanted to put Van Halen's “Hot
For Teacher” on the stereo. Is that wrong of me?
She
had a bag with her, too, one that she asked if she could put in the
trunk. I hopped out to pop the trunk, but she smiled at me and bent
over to put the bag in herself, although she seemed to delight in
giving me an eyeful of her ass when she did. When she closed the
trunk, I realized I'd been caught staring, but she only flashed me a
saucy little wink.
This
girl was a little more chatty than the previous one, asking all about
me, where I was from, what had brought me to the Bay, how long I'd
been here, was I married, etc. It was a laser-like focus, but instead
of making me uneasy, it actually calmed me down. In fact, she was
chatty in a way unbeknownst to me before then. She was super intent
on me,
in a way I wasn't accustomed to. Most people when they get into an
Uber, either they're looking for you to tell them a story, to hear
what weird things you might have endured, to get you to tell them all
about it for their own amusement, or they're looking for an excuse to
talk about themselves, waiting for you to hit on that particular word
that will let them unload. This, this wasn't that. Wasn't either of
those. In fact, if I didn't know better, I'd almost think this girl
was hitting on me. But I do know better.
Don't I?
Still, she was asking questions, not because she was passing the
time, but because she actually seemed genuinely interested in me. She
didn't want to talk; she wanted to listen, and if I wasn't talking, I
wasn't holding up my end of the bargain. When my answer started to
peter off, she'd ask something else, no judgment, not upset that my
words had run out of steam, that I couldn't find something more to
say. Just a sign for her to find a new topic to engage me in. And it
wasn't a distraction technique, or if it was, it was a damn fine one.
I felt like she was... invested in me.
The
destination? The same
damn hotel as the previous fare. And this girl gave me a tenner when
she left. “Maybe we'll have more time together later,” she said,
before turning and heading in. And I swear to you, that smile seemed
to genuine. “It's been fun.” I have to confess, I did wait long
enough to watch her into the hotel, just so I could see that ass
sashay out of sight. Hey, at least I'm honest, right?
Which brings us to here and now. Back on Stanford campus, in front
of another dorm, waiting to pick up a Clarence. And at this point,
I'm starting to see a bit of a pattern, so I'm not expecting someone
named Clarence to walk out. I'm right, of course, but still no less
surprised at who does come to the car.
The girl who walks out this time is tall, lean and blonde. The
California special. She's got a big gym bag with her, so I have to
hop out of the car again to pop the trunk and help her load it in.
She's at least half a foot taller than I am, built like a volleyball
player. I'll bet she's flexible as hell.
It dawns on me almost immediately that she reminds me of that
stripper I was talking about way earlier. She's in a Stanford
athletic outfit, like a track warmup suit, but the front of the
jacket is unzipped down enough so that I can get a hint of that black
lacy bra that she's showing off, to my surprise. Much like the
librarian before her, she catches me sneaking a glance, and then
gives me a reassuring smile that says she's not going to kick my ass,
maybe that she even enjoys the attention. That riot of blonde curls
is done up in a sporty ponytail, and after the bag's loaded into the
trunk, she moves around the car and decides to get in the front with
me, setting her little purse on the floor of my car.
People ask sometimes if they should get in the front or the back.
Personally, I don't care all that much, but one of the suggestions I
usually make to people is that if you've got a lovely lady in your
party, sit her up front with the driver. It just makes our nights a
little easier, and if you decide to be difficult, it makes us that
less likely to spike your rating in retaliation.
If you're a drunk obnoxious dude, though, do us a favor and sit in
the back. You're paying for transportation from point A to point B.
Sometimes a driver will be fine talking with you, sometimes not. You
can ask us to turn the music off, or set it to a station you like.
You can ask us to take particular roads, or make additional stops.
You can ask us to pull over so you can puke or take a leak. But you
cannot, no matter how much you want to, you cannot make us talk to
you if we don't want to.
Most of the time, I try and be at least cordial, if not jovial. I'm
self-effacing, and always willing to point out how weird our jobs
are. If I'm in a particularly good mood, when someone asks, “How's
your night been?” I'll respond with “No nymphomaniac supermodel
with low standards yet, but the night's still young.” That usually
gets a laugh.
I'm
almost afraid she'll ask me how the night's been. I'll give that joke
as a reflex, and she might, might,
say, “Well now you have...” And then
what the fuck do I do?
Thankfully she doesn't ask how my night's been. Instead, she goes
the other way.
“Enjoying the view?” she says as she stretches out a bit, like a
cat in sunlight, a bemused smile on her lips. “If I didn't want you
to look, I wouldn't be giving you the free show. I like it when men
look at me.” She turns her head to look out the window, drawing in
a long breath before slowly pushing it between her pursed lips, as
she teases the front of that track suit open a little more. “I
could tell you my name is Celeste, but it's Jenny. That's the one
thing I don't like the most about all of this... the goddamn lies.”
I cock my head as we're starting to pull off Stanford's campus.
“Alright, I'll bite. What the hell is going on at this hotel
tonight, and why are you lying?”
Her
left hand reaches over and brushes along my forearm, her fingertips
just lazily dancing along the skin, like it was just the two of us in
bed together. “You're sweet to ask. Lots of people in town. There's
a conference nearby so a bunch of the businessmen are holed up there.
And I'm lying because nobody wants the truth. Nobody cares about
little old Jenny. They want the fantasy. They want Celeste, the
athlete, the sport fuck. Bouncy, peppy, pure Californian. It'd kill
them to know I'm from Indianapolis.”
I'm driving under the speed limit this time. She seems in no rush to
get there, and I'm enjoying both the story and the attention. “I
have a hard time imagining you with difficulty drawing men to you, no
matter what your name is or where you're from. You're like a goddamn
spotlight to moths. I imagine there's boys all across Stanford
looking at you any time you set foot in public.”
She bristles with a laugh far wiser than her years, turning her gaze
away from the window to bring those oceans of cerulean to focus on me
with a hint of mischief. “Oh, silly boy. If I wanted a Stanford
boy, I'd just go and pick a few up. No, a girl has to pay the bills
one way or another, and the attention of older men is an easy way to
draw a salary. By the look on your face and your earlier remark, I'd
say I'm not the first girl you've ferried over to this hotel
tonight?”
“You're the third in the last hour.”
“Mmm,” she says, lifting her hand from my arm. “All different
too, I'd imagine?”
“Well, the edges of the pictures were different, but the subject
was all the same.”
“Oh?”
“Astounding
beauty, but all to very different tastes. I suppose they all appeal
to me, though.” I pause for a second, and then it dawns on me.
“Wait, you're all working
girls?”
She laughs a little bit, and rests her hand on my thigh, just above
the knee. I don't tense up, but I do stiffen some, there's no hiding
that if she moves her hand much. I can't tell if I'm hoping she moves
that hand higher or lower. “We prefer to call it 'girls with
arrangements.' Stanford certainly isn't cheap, so why should I be? I
have tuition, rent, food, fashion... all of that takes a great deal
of money. So, every month, I spend a few nights here, a weekend
there, with some gentleman with too much money and not enough
company.”
“Can I ask... how is that?”
She squeezes my thigh, just enough to get a further rise out of me. “Awww.
Are you worried about me? You're adorable. I can take care of myself.
Whores are clever. And most of us have someone who's screening
clients for us, doing a lot of the work to make sure that we aren't
going to walk into a room we can't walk out of.”
“And the money's good?”
She lolled her head to one side with a sleepy smile, then back, as
if she didn't want to take her eyes off of me. “The money's fucking
phenomenal. And it's nice to put on a false face and help someone
who's lonely.”
“Are they mostly married?”
“Some of them,” she says, giving my thigh another squeeze, just
in case I'd forgotten where her hand was. As if. “Not all of them.
Some of them I don't even know. I have five regulars. Within any six
weeks or so, I've usually seen each of them at least once. Some of
them a lot more. The one I'm seeing tonight, Josh, he's an actor, so
I see him a bit more than the others.”
I arch an eyebrow a little bit. “The name on the account says
'Clarence.'”
“Oh
bless your heart,” she giggles. “Clarence is his assistant's
name, who handles all the transportation and bookings. Josh is
certainly my most inventive client.” She glances over and suddenly
that hand squeezes a bit more firmly on my thigh. “You don't mind
me talking about this, do you?”
“Not at all,” I say, although that hand is more than a little
distracting, so I'm keeping the speed well under what I normally do.
She hasn't complained yet. “What do you mean by inventive?”
She purses her lips in amusement, then pops them a little. “Well.
My agent told me before the first time with him that I should expect anything, and if there was
anything I didn't want to do, I should get that out of the way
upfront, but I said that's silly. As long as he's not out to break
me, I can handle anything he throws at me.” She pauses a second
before deciding to continue. “He fucked me in the ass within the
first ten minutes of me arriving to his hotel on the first time. Bent
over the counter in the kitchen area. My feet weren't even always on
the ground. Oh, it was so lovely.” She curled her fingertips just a
little bit on my thigh, and I had to work very hard not to let my
breath shiver. “But the next time, we had a lovely dinner and then
relaxed on a couch for almost two hours before we fucked like a
couple of teenagers in love, all romantic and sweet.” The tension
of her hand on my thigh relaxes a bit, but her thumb starts drawing
lazy circles on my flesh. “He's had me bring a partner a few times,
which is always fun, and lightens the load a little. And one time, as
a celebration for landing a big part, he actually had four of us,
which I think overwhelmed him a bit, but what guy wouldn't love three
girls blowing him while a fourth one whispers all sorts of dirty
things into his ear? Expensive night for him, but he seemed to enjoy
himself, and he said he didn't want to make a habit out of it,
because he couldn't spend as much time just talking with me. That was
sweet of him. It meant a lot to me. I like just sitting on the couch
and talking with him.”
“Do you do a lot of that? The girl before you had an uncanny way
of making me feel like she wanted to know all about me and that she
was genuinely fascinated by me. She didn't want to hear Uber stories
or know about how the night had been – she seemed delighted in
taking the opportunity to get to know me for me. I can't even remember the last time that happened.”
“Oh, that's a lot of it,” she says, and her hand lifts up from
my thigh, as she reaches to draw the zipper of the track top back up
just a little bit, but her hand returns right back to my leg after
that, graceful long fingers resting on the denim. “It's as much
about emotional connection as it is the sex. Don't get me wrong. The
sex is important, and if you can't figure out what the client likes,
they won't come back to you. But the emotional investment is just as
important, and it builds the trust you need to find out what sexual
desires they have they won't bring up at the onset. They're clients,
but they're friends, too. Partners. They call it 'the girlfriend
experience,' but it's just about having that link. They don't have to
hide who they are from us. They can cry, they can laugh, they can be
silly. They can be less aggressive, or more. They can be softer,
rougher. They can ask for specific kinks they think would frighten
someone else away, and we tell them it's okay, which I think is the
thing they want the most. To know that they won't be judged, for who
they are and what they like. When Josh told me he wanted to fuck me
looking like a sporty coed, I didn't tell him that he was twisted,
that he should be ashamed of himself. I just asked, 'which sport?'”
She laughs, her other hand toying with her ponytail a bit. “If the
idea intrigues you, I could offer you an introductory rate. No
offense, but you look like you're in such desperate need of a good
fuck that I might even throw you one for free, just to see the look
on your face when you popped.” That smile is sly, almost like the
Cheshire cat, as if she's sizing up a meal. It makes thinking a lot
more complicated. “You're not a bad looking guy, but the tension in
you is visible from orbit. How long's it been?”
“Longer than I'd like,” I admit, sighing a little bit.
“Sure,
but what's that mean?”
“Six years, give or take?”
She
giggles a bit and slides her hand a bit more up my thigh and squeezes
compassionately. “I'm sorry, I'm so sorry, I didn't mean to laugh.
That was mean of me. That just means you haven't been fucked in the
entire time I've been having
sex, and that seems criminal. How do you even stand it? If I go a
week without being properly fucked, I'm fidgety and grumpy until I
am.”
I can see the hotel just in the distance, and I'm still not sure how
that makes me feel at this point. “You get to be an accomplished
masturbator, and you try not to focus on the void at the center of
your heart too long,” I chuckle, hoping the laugh will let her know
I'm not upset. She seems exceptional at picking up subtle cues. “What
can I say? I'm picky. I don't want to have anyone in my past I
regretted fucking.”
“Mmmph,”
she mumbles, curling her fingers once more. “If it were any
other client, I'd tell you to drive over in the back side of the
parking lot and I'd blow you before I went in, but Josh likes to
kiss, and he'd notice that,” she says wistfully. As I'm turning
into the parking lot, her hand reaches up and presses against my
cock, just for a moment, but enough for her to get a feel for it, and
for me to shiver slightly, unable to contain it any more. “Not a
small weapon you're packing there, either. Thick. Impressive. I'll
bet you've stretched a few girls wide in your time. Such a shame.”
Her hand pulls away and reaches down to grab her purse, which she
pops open and takes out a card and a pen, writing on the back of it
before she hands it to me. “Here. This is my website, and it has
the contact info for my booker on it.” The front of the card is
simple, embossed with her stage name I guess you would call it,
'Celeste Williams.' On the back, she's scrawled a shortened URL. “If
you decide you're interested, I'll give you a first night, the whole
night, whatever you want, for $500. You'll have to cover the hotel
room, of course, but that's a 75% discount on my normal rate, and I
promise you, I'm so
worth it. Of course, that's a one time thing. You decide you want to
move to the regular, it's the full two grand a night.”
“I'm not sure I can afford even the one discounted night,” I
laugh, my voice a little unsteady, like a nervous teenager again,
“but I'll certainly think about it.”
She laughs again, soft, like the crackle of Midwestern thunder off
in the distance. “What's the harm in having one night of fun, hm?
To fuck a coed who will make you cum so many times, you'll be
bowlegged for days, who'll purr like a kitten and run her fingers
along your chest when you're falling asleep, and sucking your dick
when you wake up in the morning? I aim to please in ways you probably
haven't even imagined yet. I like to think of myself as the Ferrari
of escorts – sleek, fast, dangerous and oh so thrilling.”
I bring the car to a stop in front of the hotel, shifting it into
park. “I have a feeling you're addictive, too.”
“Oh
honey,” she says, leaning in to let her lips brush against my ear,
her breath warm and utterly cutting to the heart of my libido. “I
know
that I am. But better to play once than to always wonder.” She
pulls back, then kisses my cheek, and pulls away, her hand giving my
thigh one final squeeze before she gets out of the car. “Don't get
up. You can just pop the trunk and I'll handle it myself,” she
giggles. “If that persists more than four hours, email my agent,
and maybe I'll give the freebie one last consideration. I hate to
leave a sweetheart in need. Ciao!” She winks as she closes the
door, and I push the little switch down to pop the latch to my trunk
from the car.
She moves around to the back of the car and grabs that big gym bag,
then slowly brings the trunk down, not slamming it, but giving it
enough pressure that it's clearly latched. The perfect touch in all
things. Then she brings her fingers to her lips, kisses them and
blows it to me before waving as she bounds into the hotel with a
relentless energy.
I'm
not so proud that I won't admit that I went offline for fifteen
minutes so I could drive somewhere secluded and beat off before I
went back to work. There was no
way I was going to be able to focus with a hardon like that, and the
scent of her lingered in the car, that inviting rush of sandalwood
and jasmine, with just a hint of cardamon. It made it impossible to
think about anything or anyone else while I jerked off.
I made sure that card she'd given me was secured inside my car, as I
had something to think about. Might well never use it, but the offer
was certainly tempting, like the lady herself.
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