Waiting Ch. 04

Sorry it has taken so long for Ch.04. When I decided that Mr. Khan would have a super yacht with a crew of a dozen and 30 to 40 guests; it became obvious that the voyage to a tax haven was going to take at least 4 days and the opportunities were too lucrative to skip. Ultimately I just split it, so that Ch.05 will be up very soon.

Now to the story...

I made arrangements with Mr. Spencer Khan to sail the Caribbean Sea. He lived, part time, in Miami, but visited the Baltimore and Washington area at least twice a year. He was a regular at The Consolary, and he had used my personal services during one of his trips. Other than that I knew that he liked variety and therefore did not have a 'regular' girl.

I explained to him that I needed to move cash to the Cayman's and he was happy to offer a free trip. Of course, nothing is really free. I fully expected to have to service him every day of the trip, but he wasn't half bad looking.

I flew into Miami International with 30k in my purse. Along with the cash, my carry-on had one bikini, two pairs of silk stockings and two garters. If he wanted to see me as a waitress in high heels, I could stand on my tiptoes. In any case, I didn't expect to do a lot of standing.

I took an Uber to the Fairfield Yacht Club, about 20 miles north of Miami. The transportation went on my Visa and I gave the guy a thirty percent tip with a five star rating, just because I was so happy to be in the sun, and enjoying some of the benefits of being well paid for a service that I am both well equipped for, and I thoroughly enjoy.

My carry-on was not much bigger than a handbag so I slung it over my shoulder and headed past the Concierge to the bar. Some of the older places require a male escort for every woman, but they had no sign, so I chose a high stool across from a smiling young bartender.

"How may I be of service, Madam."

He could have said 'Miss' but I let it go.

"Something fruity please," I ordered with a nice smile. "You can call me Miss. Miss Ginny, to be precise."

I set my plastic on the granite counter, but I expected him to just start a tab.

"I will be meeting Spencer Khan, I believe he has a boat in one of your slips."

I hoped that they would just put it on his account. Cash is so pedestrian, when you are rich.

"Mister K is at anchor presently, but I believe that his skiff is at the service dock, getting provisions for a lengthy trip." The bartender proved to be well informed and handsome.

"Would you be interested in lunch, Miss Ginny? Chief Steward makes great seafood gumbo, and the bread is made fresh every morning."

He pushed my card towards me.

"We only bill to accounts, Miss Ginny, and you are a guest."

My smile must have gotten bigger, though it was involuntary. As I grabbed my credit card our hands touched, briefly. My eyes snapped to his eyes and I saw his desire for me.

The cute barkeep finally finished making my drink and set it in front of me, adorned with a slice of orange and two cherries.

"Yellow Bird, by Ollie," He declared. "Oliver, actually".

I took a deep suck on the straw, wondering if Ollie had noticed my little tongue stud.

"Would you like to sit with the other guests?" Ollie asked me, to my surprise.

I knew that Spencer had a sailboat, but not the size. I should have asked about the size of the crew, but I hadn't thought about it, having never been on one.

Oliver carried my drink for me while I secured my bag. The one bikini I had inside, was starting to feel very minimalist. We walked over to the furthest part of the room, with all glass walls. Two tables had been pushed together even before I got there.

"The last of the entertainment arrives!" One young lady announced with her tits jumping.

Five young ladies, and I made six.

The jumping tits held out her hand.

"I'm Trixi, their stripper extraordinaire. This is Cheri, also a peeler. Kala is basically a whore, but I believe she can do something with ping pong balls too... Hey!"

Trixi was pissed off by the twerk she got on her nose.

" Yeah, I'll just introduce myself, Trixi - who is not for kids. I am Hunter, and I am a gymnast and an exotic dancer.

"That means she's good on any pole!" Trixi added.

Hunter grimaced but continued.

"This here is Deedee, and she is a Personal Trainer."

Of course Trixi had to add her bit.

"... and cock sucking enthusiast."

Obviously I was going to fit right in.

"Do any of you know how to sail a boat?" I asked. "I mean, how big is this craft?"

As if on cue, a cute young man wearing sailor's shorts and a gold brimmed hat walked over to the tables.

He removed his lid and put it under his arm, before addressing us.

"Excuse me ladies. I am Boatswain Peters. If you ladies would like to board the Floozy, this would be the best time."

We moved over to the docks and we were shown our positions on the 30 foot vessel. Every seat was full of supplies such as alcohol and spirits and boxes of cans, and coolers full of meats, dairy and eggs. The other ladies had more luggage, but it still didn't amount to much. I felt like we were just a commodity, similar to ice or eggs.

When we headed out we were warned to hold on, but we had no idea how much balance it would take to keep from falling down. At one point Peters grabbed my left tit and pinned me to a case of Johnny Walker Red. I smiled in gratitude so he gave me an extra squeeze before he let me go.

As we neared our ship I realized that it was massive. A full sized yacht of a ship. A second launch was bringing in the last of the guests, so we had to wait.

"What is your talent, Miss Ginny?" Peters asked.

I wondered if that one handful of my left tit, had shown to the sailor that I was a natural, full breasted woman, and not a fuck toy.

"I am a topless waitress in my everyday life," I confessed.

"Did you bring a uniform? I suppose you could serve the guests wearing just pantyhose or panties?" Mr. Peters pondered out loud.

My role in Mr. Khan's Caribbean cruise was starting to become clear. I would be serving Spencer and his guests, while they enjoyed the sun and fun.

"Yes, I have what I'll need." I responded while holding my handbag towards him.

We had to climb a ramp to get aboard the Floozy and each of us was directed to a uniformed crewman who was in charge of their specialty. In my case it was the Chief Steward that interviewed me.

"I need help serving breakfast but you can do that fully clothed as far as I'm concerned. You can enjoy the sun after breakfast, but I need you back, and in uniform by noon."

"Do I get a cabin?" I asked.

The Chief laughed so hard that he spewed some coffee. He used a thick handkerchief to gain control of himself.

"Your cabin will be the place you sleep, wherever that happens to be." His chuckle was not inspiring.

"Listen up, Child. You will present your lovely tits to anyone that wants a good look or a squeeze or a lick. If someone chooses you, you will do as they ask, and it won't matter where or when or with whom. You will just comply with the needs of the guest."

My vulnerability was becoming more and more obvious to me, so I decided that I would need a friend, or at least someone that would keep me aware of my duties.

"I am so sorry, Chief Steward, but I do need one thing, a pair of high heels."

He looked me up and down.

"Can you not stand on your tiptoes?" He reasoned.

I moved a little closer to the head of the kitchen staff, but I lowered my voice, making it more intimate.

"You must have a cabin, with an important job like yours. Maybe I could show you the difference that heels can make to my uniform?" I was close enough that his nostrils flared as he breathed me in.

"One of the strippers is sure to have an extra pair," I whispered.

The man was used to being in control, but his control was slipping.

I saw a little placard on the door.

"This must be your cabin, Sir. I could put on my uniform there, and then show you the difference, if you could just borrow some shoes for me?" I pleaded for his help, trying to look as innocent as I could.

"Get your uniform on, and I'll see what I can find." He replied, then turned and walked away.

The room must have had a bunk that pulled down or folded up from the work table. At this time of day it was an office, and a small one at that. I quickly peeled out of my travel slacks and flowery blouse, my black panties would have to do, even though they would become see through if they got moist, and they were sure to get moist!

I attached the red garter belt with the snap in front, then I twisted the clasp to the back. I pulled out the stockings and readied one in my hands rolling it until my fingers were at the toe, then I unrolled the stocking onto my leg, like a condom rolls onto a cock. Now I came to the old question of panties on top or under the garter snaps. The real difference was the ability to leave the stockings on while removing the panties.

I was ready by the time the Chief Steward returned to his cabin, shifting to my tiptoes as he entered the room and shut the door behind.

I suspect that he liked what he saw, even though I was not holding myself up for his viewing.

"Please have a good look, sir, so I can show you the difference that high heels make."

I spread my arms wide to present myself to him and he leaned over to have a good inspection of my pubes.

"You look good to me, Miss." He confirmed.

"It's Miss Ginny, Chief. Now let me put on the heels."

I took the shoes and I gently held his shoulder while I put on one and then the other, catching my balance immediately... like a pro.

I pushed my pelvis as far forward as I could while lifting my chest and pulling my elbows together behind my back.

"Jesus," He whispered as my nipples pushed out and filled with blood. His eyes shifted down, where my labia was pushed forward, hard. I knew that the stretched fabric meant there would be some separation visible between my labia libs. I could feel myself getting wet.

"I see the difference. He noted but he continued to look closely, while his tongue flicked out of the side.

"Report to the Bar Keeper on the Saloon Deck." My boss now insisted, so I complied.

Over the next hour I offered drinks to men in sunglasses. Some removed their glasses to have a closer look, but most just took a drink and offered nothing.

Finally, Spencer Khan arrived on the scene.

"Ah, Miss Ginny, my love. How was the flight?"

"Delightful, thank you. Are we going to be away from civilization for long, Spencer Dear? I find myself short on both outfits and shoes."

"Ah, yes, Miss Ginny. My Steward said that you had him hold onto a sum of money. You did well to confide in him. Now you will have a chance to double it before we get to Georgetown on the Grand Cayman island."

"And how am I going to make another 30 thousand dollars serving drinks on your Yacht?" I asked sarcastically.

"Well, mostly on your knees or riding a cock, but you will make a grand every time you are intimate with one of my guests and 500 for a crew member."

"What about you, Boss? May I serve you in any way?" I may have been late to jump in with that offer, but I was just realizing how big the opportunity was.

Mister Khan chuckled before responding.

"You are sweet Miss Ginny, but I have Miss Abigail Mac as a very special guest, so... I'm good."

Spencer turned away, perhaps to return to the beautiful Adult Film Star, but I needed to know more.

"How do I get paid? These men do not have thousands of dollars in their wallets."

"You simply give a handwritten list to Mr. Ardent, the Chief Steward every morning, and he keeps a ledger. When we reach the bank he will have the Purser transfer the money to the account that you will be opening."

Mr. Khan disappeared down the passageway.

I hurried back to the handsome bartender before some fat old man could grab me.

"Hey, um," this is where I realized that I didn't get his name, "Sorry, but I didn't get your name?"

"John or Johnny," he stammered.

"Yeah, um, Johnny... Did you know that Mr. Khan will pay me 500 dollars every time that I am intimate with you?

John did not respond but his mouth opened like he wanted to, but he didn't know what to say.

"So, is there somewhere we can go for an hour or two?"

"Fuck." Johnny murmured while trying to find some spit in his dry mouth. "I really wish I could Miss, but this is my post for the next 4 hours."

There were no customers at the time, so Johnny let me slip over the counter and down onto the floor next to him. Twenty seconds later I had his cock in my hands.

"You just keep working, Johnny, and I'll make sure that you don't doze off."

He had a marvelous cock. Not too thick but at least seven inches of shaft and no fat on his abdomen. I pressed my lips to the tip, then slowly spread them as he pushed all of the way in and two inches down my throat.

"Holy Fuck," Johnny cried a little too loudly.

"What was that, buddy?" A passing guest inquired.

"NNNothing sir, ssssorry sir." Johnny struggled to say as he reached his prize.

He emptied his balls, but it took him a while, like he hadn't had sex in a long while.

The passing guest stepped up to the bar and saw me doing the dirty.

"Aha!"

The guest started to laugh. "Fucken right buddy." He cheered in support.

Then he put his hand up, for a high five. It took a second but Johnny eventually tapped the raised hand.

"Miss, I could use some service in berth C when you have some time. Mr. Cloister, berth C on the forward deck."

I could not nod or answer, so I gave him a thumbs up.

Johnny came with a lot of energy and more noise than he wanted to display.

When I was finished I re-positioned his pants and stood up.

"Why don't you just let the young lady make me a drink, bartender. That way you can return the favor." The customer suggested.

Having spent many hours around a bar I could make just about anything, though I seldom got the opportunity.

"Can you make a Manhattan," the guest asked, while Johnny went down on his knees.

"Of course sir. Shaken?" I asked as I reached for the stainless steel shaker.

He nodded so I put two cubes in the device and added vodka and gin and a sprig of lime. I capped the shaker and gave it three brisk shakes, opened and poured the concoction into a frosted cocktail glass.

Johnny yanked my panties down while I spread my legs enough for him to plunge his tongue into my nest.

I reached for the olives but I popped one in my mouth before putting two in the glass.

The guest looked up and saw the olive between my lips.

"I want that one too," he claimed.

He was smiling so I wasn't sure if he was serious about stealing food from my very mouth. He leaned in to me, so I leaned too, and our mouths came together for the exchange.

His tongue darted into my mouth as I pushed the morsel past his lips.

After a few licks, my impatient friend below put three fingers into me and started to jack me, while continuing to tongue fuck me.

I came, while another guy kissed me! And he knew that I was having an orgasm!

"If you are available, young lady..."

The orgasm really hit me just then and he paused to watch me cum.

"Room 17 just off of the Dining Deck. Just knock and enter.

"I am sorry sir, but I was previously engaged by a Mr. Cloister in Berth C, and I don't know how much of my time he will need.

"Well you certainly are a busy waitress, sweet thang." He complimented me. "I'll try to wait for you, but I'm a light sleeper, so just knock and I'll leave it unlatched.

I headed for Berth C on the forward deck, Room 17 could wait.

End of Chapter 4.