38. High Class Whore - Intro
I planned to leave this highbrow marina of mega-yachts and my lovely Vista behind in the early morning. About 4 o'clock in the evening I went up to shower. The water cascading over my body was refreshing and invigorating. Feeling like a new man, I visited the office to settle my bill.
"Good evening Mr. Sailor. What may we assist you with?"
"Well, I'm leaving in the early morning at sunrise. I want to thank you for allowing me to dock here and for your outstanding hospitality. I'd like to settle my bill and turn in my keys."
"Why, of course, Mr. Sailor. Let me check your account." He tapped and fiddled on his computer. "Mr. Sailor, it appears that your account is paid in full. And you can simply deposit your keys in the lockbox outside our door in the morning. We trust that you have enjoyed your stay."
"Excuse me. You said paid in full?"
"Yes, Mr. Sailor." He tapped some more. "It appears as if your charges were transferred to the Stardust account, sir. You have a zero balance." He tapped the keyboard again. "Oh, and there's a message for you as well. I'm sorry I didn't see it earlier. Stardust has extended an invitation for you to join them this evening at 7 p.m., sir. Will there be anything else, sir?"
"No. That's all. Thank you for your hospitality."
"Good evening, Mr. Sailor. We hope you have a safe passage."
As I walked back to my meager Love Boat I mulled over this state of events. Paid my dockage? Invited me for drinks? Who was this guy? What games was he playing? I mean, an average marina filled with boats of my size charges $100 to $300 per night for dockage based on how long your boat is. A marina like this, in Miami, would be ten times that. My bill must have been in the thousands.
And what the fuck was up with an invite for cocktails? Did he just want to flaunt that he had "won" Vista in my face? Was he so depraved that he wanted to use Vista in some sordid sex game? A three-way? Let me fuck her once more while he watched? Make me watch her sucking him off? I poured 4 fingers and downed them in one gulp. I was agitated.
I continued to turn all the possibilities over in my mind as I made final preparations for leaving. About 6:30, I couldn't stand it. I had to know what I was walking into - if I even showed up. The scotch had dulled my senses and, against better judgment, I called Vista. Before she could answer I hung up.
Within moments my phone lit up. It was Vista. I let it ring a few times, took a deep breath and answered. "Vista?"
"Yes. Did you just call me? I show a missed call just now. Is everything alright?"
I was still pretty agitated. I barked at her "Vista, what the fuck is going on? I mean, pay my bill and invite me for cocktails? Who is this guy? What does he want from me? Shit, I've already given him my heart and soul. What more does he want?"
"Hold on...." There was a long pause, then "sorry, I had to move to a private place. Sailor, I don't know. I'm the one who suggested that he pay your bill. Chump change over here and, well, just a nice gesture. As for the invite ... I'm not really sure. He suggested it, saying that he wanted you to see us together, being happy and how that might ease your mind when leaving. I told him I didn't think it was a good idea. I was overruled."
"If I come, emphasis on IF, just how will this play out? I'm not sure if I can be in the same room as you with you by his side."
Through sniffles and unseen tears "I told him he was playing with fire. I pleaded with him not to invite you." Now the crying was evident. "He said it would be fine, that he'd pair you with Tanya or any of the other hot girls he keeps aboard." More crying, more sniffling. "Sailor, this is a disaster just waiting to happen."
"I see that. But, you know what, Vista. Pull yourself together and put on a brave face. Together we can play his sordid game and win! See you at seven." I didn't wait, I just hung up on her.
At the appointed hour I approached Stardust. The very hot blonde was waiting. "Good evening Mr. Sailor. Mr. Campbell and the others will be pleased you're here. I'll show you aboard."
"I remember you from my last visit. You're Sherry, right?"
"Yes, sir." She extended her hand. I took it and kissed the back of her hand.
"Pleased to meet you, Sherry. And I already have a request."
"Yes, sir. What may I do for you?"
"Sherry, I awkwardly find myself without a companion this evening. Would you be so kind as to be my escort tonight?"
Her eyebrows raised on her pretty, professionally made up face. "Well, certainly, sir. It would be my pleasure. I'll show you aboard and I'll need a moment to find my replacement."
It turns out that I was not the only guest invited. Two other couples were already in the main salon and a third was on the aft deck. Sherry took me to Tanya. "Tanya will assist you for the moment Mr. Sailor. I'll return shortly."
Tanya and I exchanged pleasantries as she made my drink. I attempted an inside joke. "Too bad the doors are still all open, huh? Wouldn't you rather be wet wondering what was going on behind them?" I unobtrusively tapped her ass cheek, giving it a little squeeze for good measure. Tanya blushed, and seductively ran her hand down my forearm as she handed me my drink. "Sherry knows how to close doors, too." She gave me a knowing look, an insiders twinkle in her eyes.
Bill and Vista had not appeared yet. In short order Sherry returned. She had changed out of her crisp but scanty work uniform and was dressed as if she was now a guest. She was mid-30s, about 5'4", long blonde parted on one side. Her button blouse was tailored, tight fitting and showing maximum cleavage between her 38 DDs. She had the bottom tied just under her rack, showing her midriff. On the bottom was a tight skirt falling to mid-thigh. Her legs were thin. Her skin tone was bronze giving her an all-over healthy, attractive glow.
Sherry stopped to pour herself a drink and made a beeline for me. She leaned up and gave me a peck on the cheek as she slid her arm through mine. "I hope this is to your liking, Mr. Sailor."
"Very nice, Sherry. Exquisite. And please drop the 'Mister' bullshit. I'm just Sailor. Doesn't fit in here, Sailor."
She chuckled. "Well, I think you fit in just fine, Sailor. Let me introduce you to some of the other guests."
She proceeded to waltz me around, introducing me to what had now grown to six couples. We were on the aft deck where a sumptuous spread was laid out when Bill and Vista entered the main salon. It was 7:45. Everyone applauded and Sherry led me back inside.
Sherry was clutching my arm and pressing her body against mine when Vista's searching eyes landed on me. Her expression went from "oh good, there he is" to "what the fuck is Sherry doing? She just lost her job" in micro-seconds.
Bill proceeded to welcome everybody. Then he introduced Vista. "And I'd like you to give a warm welcome to the newest member of our family: my fiancée Vista Marie!" The room exploded with applause and chatter. Vista blushed a bright red. Her eyes met mine, hers instantly looking down at the floor.
Everybody crowded around them, hugging, shaking hands, pats on the back. I sat with Sherry, stone faced on the couch watching as Vista did her best, smiling a tepid smile, trying to keep her composure. Then, of course, the tears started. All the women circled her, pulling tissues from God knows where. They moved her toward the front of the salon, away from everyone and got her sitting in an overstuffed chair.
The men all surrounded Bill, slapping him on the back and led him to the aft deck. Bill motioned to Tanya to bring the cigars. As they passed by me, Bill stopped. "Sailor! So glad you could join us. Come along for a celebratory cigar outside." They ambled away leaving Sherry and me to ourselves.
"Sherry, how about a little tour of this fine yacht?"
"It would be my pleasure, Sailor. Did you want to see parts that you missed when Tanya toured you?"
"I'd like to see whatever parts you want to show me."
Sherry clutched my arm and led me forward through the main salon. Vista and the mother hens were in one corner. Sherry headed towards a door right behind the gaggle of women. Vista couldn't help but notice as we passed by. I purposely avoided any eye contact with her, instead looking cozy with Sherry, joking and laughing.
Once through the door Sherry stopped and turned to me. "Did you really want a tour or ...." She gave me a sexy come hither look.
"I choose the 'or' option if you don't mind."
"Good choice."
She led me straight to the staterooms. Oddly, we entered the same room Tanya and I had used. And Sherry also locked the door. We both knew why we were there so we wasted no time.
"We're behind closed doors now, Sailor. I'd like to see if it's true. May I?"
"See if what's true? See if I'm wet? Or see if you’re wet?"
She simply undid my belt buckle letting my pants drop to the floor. My expectations of fucking this pretty, curvaceous blonde had gotten me rock hard. Her hands deftly released my throbbing cock from my boxers. Yup, there was wetness for sure.
She dropped to her knees taking the base of my dick between her fingers. Her tongue licked the precum off the head of my swollen dick, then she took the first inch or so into her mouth. Steadily, she stroked her wet lips until she had a good 5 inches in play.
With her free hand, she latched onto my scrotum, using my balls to tug him in deeper and deeper. There was some resistance at the back of her throat. He banged into it a few times before she stopped. She glanced up at me, those pretty blue eyes apologizing.
She cleared her throat, then, still holding my balls, thrust him back in her mouth. A couple of shallow strokes and then bingo! He popped down her throat as she heaved once or twice. A real trooper, she continued to throat me, using my ball sack to help maintain the momentum and the rhythm.
She stopped to catch her breath and deposit the accumulated spit and drool on my shaft. As she stroked my cock, jacking him off, she looked at me, her eyes pleading. She seemed to be saying "enough of this, I want this cock in a different hole."
Sensing her impatience, I ventured "Sherry, you give a mighty good blowjob. But I think I'd like to sample a different hole now. What's your preference?"
She stood up and began disrobing. "Sailor, my job is to satisfy you, whatever it takes. I have no preference."
Standing nude in front of me was a creature from heaven. Her 30 year old body was flawless, honey bronze skin, long blonde hair falling to one side, generous, firm boobs. Her snatch was shaved with some of her inner lips protruding. A sight for sore eyes.
She put her arms around my neck and pulled me in close, provocatively brushing her lips lightly against mine. I took the bait and kissed her, my mouth pressing against hers, our tongues searching for each other. Her tight body against mine, skin to skin, was erotic.
I guided her to the bed and she lay down on her back. When she parted her legs I saw her magnificent cunt, already damp. As an added enticement she spread her pussy lips open with her hands and gave me a beckoning look. "Come fuck me, Sailor. Fuck my cunt hard, fuck her slow. I don't care. I just want your fat dick inside of me."
But I had other ideas. I crawled on the bed with my face right in her crotch. She was still holding her lips open and I licked her vagina from bottom to top. Her taste and her smell were what I expected from a mega-yacht whore: clean, fragrant and delicious.
Once I had her slit cleaned up, I went right for her clit. My lips clamped down on it and my tongue started to work it's magic. She was moaning and her hips pulsed. "Oh, fuck yes. Tanya was right! This is very good. Eat me, Sailor, eat me!"
I did my best but, I must admit, I was mildly distracted. I wanted my cock in her cunt. Tanya told her about our tryst? Had Vista recovered enough to be doing this with Bill? I pushed all those thoughts away and concentrated on Sherry's clit. Soon the magic happened. Sherry put her hands on the back of my head, pushing and holding it against her pussy. She had a very quiet orgasm. In almost a whisper "There it is ... oh, God, yes ... there it is."
I wasted no time. With her pussy wet and sloppy, I pulled up and mounted her. There was no need for any guidance as my cock easily entered her vagina. Her hips rocked up and she grabbed my butt pulling me in hard.
I was so turned on that, sadly, I didn't last very long. My orgasm was three or four spasms delivered up her cunt as she whispered "That's it, Sailor ... cum in me ... dump your load inside ... oohhh that's nice ... I can feel you in there filling me up ... your big fat cock feels so good."
(Continued)
