Job Benefits

downhomeguy

Literotica Guru
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Jul 8, 2007
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Working as a caddie on a high-end private golf course had it's advantages. Though unlike most caddies, we didn't work for tips. Golfers paid a tidy sum to the course, who in turn cut us a check for every round that we carried. Despite the no tipping policy, some of the nicer patrons had ways of getting around it. All of the caddies, myself included, had our regulars, and it wasn't uncommon for a $50 to be tucked inside a handshake, or gift certificates to the nicer resteraunts in town. Occasionally, the regulars would help us get out of speeding tickets and the like.

After caddying for a wedding party, we found out that the mother of the groom had taken over the secret tipping. Much to my disgust, I found a ticket good for a massage at the local spa. Just what a 20 year old needs. I didn't see any reason for me to go for a massage, I felt fine. But one morning, after doubling up and carrying two bags for 18 rounds, I decided to give it a shot. My lower back was sore, so I figured it couldn't do any harm. So I traded my collared shirt and Ping visor for a t-shirt and school hat, cranked up my truck, and waved to the security guard on duty as I pulled out of the gate in search of the spa.
 
(Need one of the masseusses.)

Glancing down to double-check the address on the certificate, I crept down the main street in town, then turned at a red light. Finding the name scrawled on a sign above a doorway, I located a parking spot half a block down and quickly pulled in. Getting out, I checked my attire in the reflection of my truck. Gray shirt, khakis and a pair of flip-flops that had replaced my golf shoes. All of this stretched over a 6'1, 150 pound frame and shaggy brown hair. Pulling my Costa Del Mar glasses down to shade my eyes from the afternoon sun, I began the slow walk towards the spa with the certificate clutched in my hand.
 
Guest list

Sierra Hughes
Masseuse
29 Years Old
Height: 5' 6"
Appearance: Black curly hair, sharp features and warm tan
Measurements: 36C - 25 - 37

I waved off my third client for the day. Admittedly, I was one of the most popular, if not the most popular girl on the circuit. And it was for a variety of reasons.

I was a properly licensed masseuse, and thanks to my voluptuous frame, my hands were alot stronger than they looked. But being a good masseuse was just a minor reason.

The second was that our saloon required us to dress up in various types of sexy costumes, and my full figure made full advantage of such a policy. It was the best explanation for why many of my regular customers were men - men who were not so much interested in getting a massage but to allow their eyes to feast on my figure. And if the price was right, I would even allow them to cop a feel.

And the last reason, of course, was that I provided extra services. This was strictly not allowed on the saloon premises, but as long as the customers were willing to pay, I would make the necessary arrangements. Plus, I've never allowed for more than a blowjob or a tit-fuck; and the men keep coming back for more of the same, hoping that one day I might let up on their lucky day.

~~~

Jennifer from the reception came to see me barely moments after I had sat back down in the office. She mentioned that a VIP on our guest list was here on a certificate - and apparently I could cash this certificate in for five times the normal rate, which would just about cover the extra services.

"Any costume in particular?" I asked, already showing my tacit agreement. Jennifer, without an answer, turns and heads back to the reception, probably to ask the gentleman if he had a preference.
 
I paced around the room with slow swinging steps, my hands stuffed deep into my pockets. I whistled to myself, some Tom Waits tune that I had gotten stuck in my head, and looked at the various pictures that were mounted on the wall. But one nagging question still hung in the back of my head, one that had formed just a second ago when I forked over my certificate.

After glancing down and checking the certificate against some hidden list, she...Jennifer, I found out her name was, simply because her name tag was perched on top of her left tit...had given me a strange smile before retreating into the back. My paranoia of being a male in a spa was that it was a laughing smile. But my other option was that the certificate held more in it's ink then I realized. Then she came back out, and asked me which costume I preferred. I raised one of my eyebrows, and just looked at her. I had assumed that all masseusses wore white pants, white shoes, white shirts, white everything. But this latest questioned intrigued me.

"Uh...what are my options?"
 
Jennifer smiled, noting that this was probably his first time here. Like many before him, it will probably not be his last.

She handed him a blank piece of writing paper she tore off a pad, and handed him a pen.

"We have pretty much everything available here, but just in case, write in three choices in order of preference and we'll see to it that you're satisfied," she flashed another winning smile.

~~~

Not long after, I watched as Jennifer returned with a slip of paper in her hand. Requests.

Holding my half-smoked cigarette between my index and middle finger, I reached out to receive the slip of paper, and took a look at it. Looking back up, Jennifer had already retreated out of the room, back to reception.

At the bottom, it said room 169, which was where I will be meeting the client in about five minutes' time. Now, the costume.
 
Continuing to watch her with a raised expression, I cautiously took the sheet of paper. Moving over to the desk, I bent over to write my choices. The problem was, I had no idea what to put. The choice would have been much more easier with some book of pictures, maybe a catalog, that I could flip through.

Not wanting it to appear as if something was wrong, I hurredly jotted down a few ideas that had been floating around in my head and handed back the paper.

Now that all of that was taken care of, I was told to change in the locker room, where I would find an assortment of robes and towels. Afterwards, I was to make myself comfortable in room 169. So padding down the hall towards the lockers, I stepped inside and found an un-claimed area. Alone in the room, I shrugged off any concern about a place to change. I just let my khakis fall off onto the floor, followed by my shirt. Finally, I tugged off my boxers and folded the entire pile into the locker, taking out a towel and wrapping it around myself. I secured it with a tuck, and turned to look at myself in the mirror.

Running my hands through my brown shaggy hair to erase where my hat had been, I was finally satisfied with my appearance. On a whim, I stepped closer to the mirror and reached out a finger. I slowly pressed the tip of my finger to the glass, and noticed that a sizeable gap showed between the tip and the reflection. See-through mirrors. With a smile, I shook my head and headed down the hall to room 169.
 
First meeting

I made a mental note of his requests, but decided to go with something else anyway. It was the first costume on the shelf, and one of the most comfortable ones to wear. Besides, I have never had any complaints with this one.

A tight button-down blue blouse and a dark navy blue mini-skirt, it was supposed to pass off as a paramedic. Not that an actual one will ever dress like that - too many people might suffer heart attacks. Underneath I had on a light blue cotton bra and a matching thong. This was the reason why I liked this costume the most. Some others required much more elaborate dressing, with stockings or even corset bras.

I walked towards room 169, along a parallel corridor to the one our patrons use. This was a security policy management had set down right from the beginning, although it has been used for other equally clandestine purposes.

I saw a solitary figure walk alongside me, and I watched him a little from the back. He was well-built, and had handsome features, at least from the side. But I knew better than to let my eyes, or my thoughts wander. He was just another client. Another of my client, at least. He entered room 169 from the other side.

And I entered from my side.
 
I found the right door, and opened it. Stepping in, I turned to shut the door behind me and noticed that my masseusse was a few steps ahead of me. I stopped and stared, obviously halted by the sight in front of me. Finally, after several seconds, my eyes wandered around the room. All preconceived ideas of what the room may look like were thrown out the window. The only idea that remaind consistant was a white-covered bed with a pillow for comfort.

Besides the bed, the room held a table with a variety of massage oils and potions. A leather couch rested against the other wall, with just enough space between it and the wall for the masseuse to stand between the two. Finally, my gaze fell back to the costumed woman before me.

"So, uh...what do you want me to do? I've never really had a formal massage before."
 
Relax

"I just need you to relax, and lie down," I said in a low voice. It tickled me a little to see that he was somewhat intimidated by the idea of getting a massage, or perhaps by me. Even if it was just a little.

I picked up the room control and turned down the lights, and turned up the soft music.

It didn't matter if he chose face up or face down though.
 
I padded across the room and climbed up onto the bed, using one hand to make sure that my towel stayed secure around my waist. I debated which way to face, but the growing erection under the towel made my decision. I tucked my face into the pillow, which was designed in a U shape so that it wouldn't smother me.

I wasn't sure what was causing the rise in the towel. It could be the costumed woman, maybe it was the variety of massage oils and the thoughts of what was to come, but one thing was for sure: I was hoping that I wouldn't have to change positions before I could calm myself down. And as if I wasn't having enough trouble already, the low music and dimmed lights only added to my dillema.
 
Massage

I began by pouring a generous dose of massage oil onto his back. I took a moment to admire the toned muscles on his back. I could also tell that he was having difficulty lying face down, as he more than once adjusted his groin position. I stifled a chuckle - there was only one way to relief a problem like that.

But my stand was always the same - these men were merely clients, and I would never offer anything that they didn't ask for. And everything came with a price.

It didn't take long to give his entire back a rub over, even after giving his shoulders extra attention. Most people had tightness in that area.

"Mister, could you turn around for me," I said.
 
I closed my eyes, and just relaxed as I felt her oily hands roaming all over my back, and lingering on my shoulders. It was obvious that he had come to the right place, she seemed to know exactly what he was doing. Carrying 1 or 2 golf bags for 54 holes every day was a real shoulder killer. For the past few weeks, my trapezoids had been tight and subject to cramps.

"Oh Christ" I whispered, hearing her request. My erection had subsided, but I knew that chances were it would arrive as soon as I turned over. Pulling my arms up and planting my hands on the side of the table, I pushed myself up and turned into a sitting position. Despite my attempt not to look at my masseuse, I found my gaze falling between her ample breasts. "Fuck it", I thought to myself. I probably wasn't coming back here again, and this woman was more than likely used to it. I fell back, my head finding the pillow again, and felt the familiar stirring beneath my towel.
 
Continuing the massage

I poured another dose of oil onto my palms, but this time much lesser than the first. It was my way of keeping myself occupied, going back to the bottle of oil as frequent as I could during the massage, and averting eye contact as much as possible.

But I did it while continuing to engage him in conversation.

"So, what do you do? You look like you're in pretty good shape," I began, as I continued to massage him. I started from his hand, then up his arm.

"Is this your first time here?" I poured another dose of oil onto my palm, before switching to the other hand, and then up his arm again.

"Have you ever had a massage before? Do you work out a lot?" I asked again, moving onto his shoulder, then slowly down to his chest, and then to his sides.
 
Now that I wasn't nervous, I had no problem talking to her. I let my eyes wander around the room, fixing on different points while I felt her hands moving all over my body. Every minute or so I would glance back to her, then look away to prevent my towel from rising up any more.

"Well I'm studying pre-law at the University, but I caddy at Oak Grove. Walking those bags around usually keeps me in pretty good shape, so I don't worry too much about working out. And this is my first massage...real one, at least. Never even knew this place was here."

Taking a deep breath, I relaxed and felt myself almost melting into the table. I realized that to get the most out of the massage, I knew that I would have to be completely at ease.
 
Surprised

"Pre-law, I didn't realise that you were that young," I smiled as I said this, wanting it more to be a compliment than a chide. Then I gathered myself again, careful not to let my guard down again. I've had bad experiences during my initial months working here, and I wasn't about to make exceptions for anyone. But I had to admit, that I almost took an instant liking to this young one; it was a refreshing change from the usual customers who were normally in their 30s or 40s.

"Well you've come to the right place then. And you're pretty lucky to have me for your first massage," that was the last thing I said before I finally finished up his upper body. Now for the lower half of his body.
 
And now the compliments had begun to fly. Granted, I had always been able to pass for a few years older than I was, and my tan from the golf course aged me a bit, but it should be obvious that I wasn't of the age to afford a massage on my own.

"Oh, really" I laughed, when she told me that I was lucky. "And why is that?"
 
You'll see...

"Well apart from being one of the most experienced masseuse around, I'm also the most popular. If you haven't already figured that out..." I paused, long enough to bring his gaze down from my face to my outfit and then back up. Then I decided to leave it at that.

"How did you get to know Mrs Evans?" I asked, deciding to change the subject.
 
Taking advantage of her downward gaze, I used the few precious seconds to soak her figure in. I knew exactly why she was the most popular. Quickly shifting my eyes off of her and she looked up, I stammered before answering her question. I could feel my towel shifting again.

"Uhhh...I caddied for her son's wedding last week down at the course. We each had to double up and carry two bags, so she decided to give us a little something extra. Why, is she well known around here or something?"
 
"I'll take it that you don't know her then," I said with a smile, before wrapping my hands around his ankle. I began to grip them tightly, and continued the massage, keeping my eyes on his ankle. Out of the corner of my eye though, I could see something that might just be a little interesting.
 
"Should I?"

I had never known that my ankles would be massaged. But then again, they were sore from walking the course so much in golf shoes. I had grown accustomed to the tense feelings in them, and never paid it any mind. I shifted my head into the pillow, where it would be more comfortable, and sighed.
 
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