A Girl, A Boy and A Boat Pt. 01

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There was one in particular, with the name Pegasus III painted on the stern, that she found really impressive.

Although there seemed to be no one around the small board on the quayside said it was a 6-berth twin engine cruiser available for fishing trips, private hire and island tours, either daily or overnight.

Sighing she stood and gazed at it for a few minutes thinking how enjoyable it must be to be out on the ocean on a boat like that. Feeling the wind in your hair and the spray on your face or just lying on the deck, sunbathing.

It was with a feeling of optimism now that things were actually starting to go her way that she eventually turned and started to walk away.

Spending the next few hours wandering the streets of the islands small capital Samantha soon found her way around. Checking out several small interesting boutiques she splashed out and purchased a few items she liked, including a new bikini and a rather revealing little black dress that caught her attention.

Lunch was taken at a small café in the town square, after which she went and sat on the beach until it was time to go back to her room and get changed for work.

Deciding to keep the denim shorts on she took a quick shower to freshen up then, putting her hair in a ponytail, she put on clean underwear and another vest top. Doing a quick touch-up job on her make-up; applying her mascara and eyeshadow a little heavier this time, she was ready to go.

Arriving back at the bar just before the appointed time she stood in the doorway and looked around. It seemed fairly quiet with just a few customers drinking; two couples who were obviously tourists and two men who she assumed to be locals.

"Hi, can I help you?" An attractive black girl with long jet-black hair asked her.

"Oh yeah.... I'm... umm... I'm supposed to be starting work here..."

"Then you must be Sam. I'm Francine. I'm the supervisor here" The other girl interrupted her with a chuckle, "I was told to expect you."

Sam smiled shyly as they shook hands but said nothing.

"So, have you waited table before?"

"Yes... when I was at uni I... I worked in a pizza restaurant... for a while."

"Good it helps that you've had some experience." The bar supervisor told her.

For the next hour Francine showed her around behind the scenes, pointing out everything she needed to know and where all the relevant items she might need were kept.

"Happy with all that?" She asked when the brief induction tour was done.

"Yeah. I think so." Sam replied nervously, "It all seems pretty straightforward."

"Great." The other girl grinned, "Don't worry about anything. Why don't you get started now, while it's quiet and if you're not sure of anything just ask."

Over the next couple of hours Sam found herself bustling around the tables taking orders and carrying back drinks to customers as the bar gradually got busier. Occasionally one of the patrons would engage her in conversation and, following the instructions she'd been given, she stopped to chat but only briefly.

"How's it going?" Francine caught up with her during a brief lull in her work part way through the evening, "Any problems?"

"Err... yeah it's ok... I think."

The black girl smiled reassuringly, "You're doing great. Don't worry just keep it up and watch out for wandering hands when it gets late."

"Really?" Sam sounded surprised.

Francine nodded, "Yeah, especially the older tourists. Once they've had one too many, they can get a bit free with their hands."

Samantha grinned back at her, "Thanks for the tip, I'll make sure to watch out for that."

By the time the bar closed at one o'clock the following morning Sam was exhausted. Apart from two short half-hour breaks she had worked solidly for the whole evening, earning 27 dollars in tips, declining 2 offers to take her out and getting her bottom groped three times.

"You coming back tomorrow?" Errol caught her as she was getting ready to go back to the hotel.

"I certainly am." She grinned, tired but satisfied she had survived her first night.

"I was speaking to Francine earlier, she said she might know of a room becoming available. If you're still interested."

"Really. That would be fantastic." Despite her tiredness Sam managed to feel excited.

"Get off to bed. She'll let you know about it tomorrow." He instructed her with a smile.

She slept even better that night. Worn out from her evening waitressing and excited by the way her first full day in Saint Martin had gone.

With a job, a temporary place to stay and the possibility of a more permanent residence Samantha felt she had done pretty well as she collapsed into bed, falling asleep in seconds.

It was well past midday and the sun was shining when Sam woke up the following day. She'd completely missed her breakfast and now felt absolutely famished.

Quickly showering she brushed out her hair, putting it into a ponytail again, before putting on her make-up; mascara on her lashes, followed by a dark eyeshadow and eyeliner. With that done she was ready for her shift at the bar.

Dressing in a warmer climate made life so much easier she decided as she slipped on her denim mini-skirt over a white thong and a lilac sleeveless top.

After eating lunch at a nearby café she found she had a few hours to kill yet again, so she took a walk through the marina, enjoying the afternoon sunshine as she strolled casually along. A little disappointed to find her favourite boat, the Pegasus III, was not there she continued on to the local boutique's before stopping off in the square for a leisurely coffee.

Then, checking her watch, she made her way in to work.

"Welcome back." Francine greeted her as soon as she walked into the virtually empty bar, "I wondered if we had worn you out last night and you wouldn't return."

"Thanks." Sam grinned at the other girl, "I actually enjoyed it even though it was hard work."

"Before you get started can I have a quick word." The bar supervisor took her arm and guided her to a quiet table,

"Is.... err... Is something wrong?" Samantha sat and asked nervously, suddenly concerned she might be about to lose her job after just one day.

Francine couldn't help but chuckle at her obvious anxiety, "Don't panic, you're fine hon. It's about a room, I understand you're looking for somewhere a little more permanent than the hotel?"

"Yeah, yeah I am. Do you know of anyone with somewhere to rent?"

"I do. It's ok and quite local but on the downside it's with me, at the house I rent." She looked at Samantha questioningly, "Can you put up with that?"

"Well yeah... I mean.... that would be fantastic. If you're sure that is."

Sam smiled back at her new found roommate.

The pair quickly finalised the details agreeing how much rent she would have to pay and settling on a moving in date for her before shaking hands to seal their agreement.

With that sorted they both went to start the evening shift at the bar.

~~~~~~~~~~~~~~~~~~~

Samantha had been on Saint Martin for just over four weeks. Her job in the bar was going well and, although it was just waitressing and she wasn't earning all that much she was enjoying it. The fact that she had also made a few new friends helped.

Francine, the girl she rented a room off and who just happened to be her supervisor at work, was the first. Then there was Claire, another British girl working at a restaurant on the harbour and Suzie a Canadian girl who had a job at the Harbourmasters bar.

Life had settled into a pleasant daily routine. The only problem she had was a lack of sex.

The simple fact was that she wasn't getting any and she had an itch that hadn't been scratched in quite a few weeks. While her fingers had kept her needs at bay for a time, they were no longer doing the job to her satisfaction.

Her frustration was making her irritable and that's how she felt when she went into work on the Saturday evening. She was dressed casually as normal, a short black skirt and a white crop top, with the word 'BOOBS 'stencilled across the front in sparkly red letters, that exposed her flat stomach. Her usual comfortable low-heeled white sandals completing her outfit.

It was just getting and she was taking an order at a table with her back to the door so she didn't notice when Valentine D'Souza strolled in, acting as if he owned the bar.

At fifty-three he was a leading criminal character on the island of Saint Martin. Only 5' 5" and a slight 140 pounds he didn't really cut an imposing physical figure but when he ambled into the bar just after eight o'clock and suggested the three men at the corner table leave, no one objected.

Sitting himself down he leant back and nonchalantly surveyed the room like a king reviewing his domain. That was when his eyes alighted on Samantha and, smiling to himself, he paused to study her with interest.

Looking up she noticed him staring at her and came across to take his order.

"Hi. What can I get you?"

"Well, well. You're new. Ain't you a sweetie." The black gangster leered at her, letting his eyes roam lasciviously up and down her body.

"Did you want a drink?" She asked again shuddering apprehensively under his salacious gaze.

"Bring me a double Jack Daniels on the rocks baby and get something for yourself while you're at it. Then we can get better acquainted."

"Thanks, but I'm working." Turning him down she went to go.

"Just tell Frankie you're sitting with me. It'll be fine." He smiled, showing a set of perfect white teeth.

As Sam went back to the bar Francine came across and pulled her to one side.

"What did Valentine want?"

"Who?"

"The guy who just came in. His name's Valentine D'Souza." Nodding across at the customer she was serving the bar supervisor informed her of his name.

"He told me to get myself a drink and go and sit with him." Briefly she explained what he had said, adding that he had told her that her boss would be ok with it.

"Yeah, it's ok hon just do it, take as long as he wants."

"But I'm working." Sam started to protest.

"Listen honey, no one argues with Valentine." Francine scowled across the bar at the gangster, "Just be careful he's bad news and remember, smile nicely."

Slightly bewildered Samantha did as she had been told, pouring the JD for the obviously important customer and a white wine for herself.

"See I told you it would be ok." He grinned as she returned to the table with the drinks and sat down next to him.

"Now, what's your name baby?"

"Samantha."

"Well Sam, I'm Valentine and it's a pleasure to meet you."

For the next half-an-hour she found herself being charmed by him as they talked and, by the time she went back to work, she had somehow agreed to have dinner with him the following evening.

"So, what did he want?" Francine whispered as she returned.

"Just to chat. Oh, and he invited me to dinner tomorrow."

"You be careful girl, that man isn't too be trusted." Was all her friend said by way of a reply.

Across the bar Valentine sat and smiled to himself, satisfied with his evening. He would cancel his regular whore and bed the attractive brunette the following night. After that he would make the decision whether to add her to his stable of working girls or not.

Continuing to work the tables Sam kept glancing back across to the older man in the corner. Even though she wasn't attracted to him she was looking forward to her date tomorrow, Valentine was certainly charming and the thought of hopefully being fucked by him and ending her drought was already making her moist between her thighs.

"I'll pick you up at 7." He wandered across and casually ran his hand lightly over her rear, reminding her of their date before he left the bar.

Samantha shivered with anticipation. She knew she didn't particularly fancy him, how could she, he was old enough to be her father. It was just the thought of having sex again and satisfying the gnawing hunger inside her that was arousing her.

~~~~~~~~~~~~~~~~~~~

Getting dressed for her dinner date Sam reflected on what Francine had told her about Valentine. If she was to be believed the man was something of a gangster running various nefarious activities on the island ranging from prostitution to protection rackets and even drug dealing.

She had taken her friends comments with a pinch of salt, certain that if he was guilty of the things she had said he was, he would have been arrested and incarcerated in prison a while ago.

Slipping on the little black dress she had recently bought she tugged on the hemline trying to pull it down so it was more than just a couple of inches below the tiny black thong she had on underneath. The top of it wasn't much better, tight around her small breasts it clearly showed her nipples through the thin material while the scoop neckline revealed a little more than just a hint of cleavage.

Her 3" black stilettos completed her outfit and she did a quick pirouette in front of the mirror, deciding that she looked ready for sex which, after all, was her only reason for going to dinner with him.

As she waited she reflected on the things her friend had told her about her date. They would be something of a concern if she thought they were true and, for a moment, she did consider not going but before she had time to change her mind a car horn sounded outside.

Valentine was early and so she put it all out of her mind and wiggled sexily out to his car.

The Ocean View restaurant that he had booked was a short drive out of town and one of the best on the island, situated up on a hillside it had superb views overlooking the bay.

Ushered through to what was clearly one of their best tables on the veranda, she couldn't help but get the feeling that Francine might have been telling the truth from the way the maître de fawned over them. However, it was too late to back out now so she settled herself down to enjoy the evening deciding to worry about Valentine D'Souza tomorrow.

Putting down her knife and fork at the end of the meal Sam could see why he had chosen that restaurant. The food had been delicious and the wine superb, even if the company had been a little less than she had hoped for.

"Shall we go back to mine?" He suggested bluntly with no preamble, his intentions for her blatantly obvious.

Part of her wanted to decline but she needed sex, so putting her concerns aside, she hesitantly agreed. It was clear to her what the older black gangster wanted and she knew without a doubt that she was prepared to give it to him.

"Sure, why not." She smiled as he offered her his hand to walk her back to the car.

Twenty minutes later, after a short drive inland, they drew up outside his home. She could immediately see that Valentine's bungalow was quite impressive. Situated in its own grounds behind iron gates it had its own pool and clearly gave any visitors the impression that he had money.

Parking the car, he escorted her inside, sliding his hand down from the small of her back to caress her bum through the material her dress as they entered. The touch made her shiver and she could feel a surge of warmth between her thighs as she anticipated what was to come.

They had only got as far as the hallway when he pulled her around and kissed her firmly, tilting his face up to hers as, with her heels on, she stood a good six inches taller.

"Ooops!"

Sam giggled and stepped away from him, kicking off her stilettos before sliding her arms about his neck to kiss him a second time.

"There that's a bit better." She said as their mouths broke apart.

Valentine however didn't seem amused.

The kiss wasn't awful, but it didn't set her pulse racing either, and if she hadn't been so horny Sam would have made an excuse and left. As it was, she didn't, and when he slid his hand up to cup her breast, teasing the nipple into a hard point, she just moaned softly into his mouth.

"Mmmmmmmmm!"

With one hand rather crudely groping her tit, he slid the other up between her legs, his dark fingers stroking along the length of her thong and pressing the material into her moist cleft. Continuing to kiss him she squirmed against him and half-closed her eyes as she tugged open the buttons on his shirt to expose his rather scrawny ebony chest.

For a couple of minutes they stood there, the sensations he was starting to arouse in her taking control of her body and leaving her panting for breath.

"Wait. Wait."

Sam pushed him away and gasped breathlessly, then stepping back she peeled her dress off, leaving herself standing there in just her black thong.

"Bedroom."

Was all Valentine said, taking her hand and virtually dragging her up the stairs after him.

In his room they kissed again as Sam pushed his shirt off his shoulders before running her hands down his thin body towards his pants. Speculating, as she unbuckled his belt, whether his slight frame would be reflected in the size of his dick.

"Get on your knees and suck it baby." He instructed tersely as her fingers traced the outline of his manhood through his trousers.

She didn't argue and dropped to the floor, unfastening the zipper and dragging his pants and silk boxer shorts down to release his tumescent prick.

"Oh!" She exclaimed as it sprung free almost hitting her in the face.

While it wasn't the biggest she had had it certainly wasn't small either; maybe five or six inches long with a circumference of around 6 centimetres.

"You like that honey?" Leering down at her he asked not really expecting an answer.

Glancing up at him she wrapped her hand around it and began to stroke her fingers up and down its length, feeling the heat from it against her soft palm.

"Shit girl, I said suck it." Valentine complained after a couple of minutes, grabbing her hair and pushing her head towards his erection.

"Gllluuurrgggggggggggggggggg."

Parting her lips, Sam did the only thing she could and took the black cock into her mouth, gagging as he forced it all the way in.

"Good girl."

Smirking down at her he wrapped his dark fingers in her hair and started to guide her movements. Satisfied with her response for the moment he tipped his head back and enjoyed the feel of her mouth sliding up and down on his rigid ebony pole.

"Gurrrrmmmmmm.... Gurrgggggggggggggg.... Urrgggggggggggggg!"

Slurping and sucking she coated his hard cock with her spit, his fingers twisted in her mane pulling her head back and forth, as she continued to take it as far down her throat as she could.

"Guuurrgggggg... Guuurrrkkkkkk..... Guuuccckkkkkkkkkk!"

Struggling to breathe she forced her jaws wider trying to accommodate him.

"Enough... enough... I need to fuck that pussy now." Finally, he yanked her away from him.

Getting to her feet she laid back on the bed, sliding her thong down her legs to expose her pink slit for the first time, as Valentine hurriedly stripped off. She was on heat and nothing short of his cock was going to satisfy her now.

Staring lustfully down at her he moved over her body, pausing as she opened her legs wide, before pressing the head of his engorged manhood into her pussy.

"Oh... fuckkkkkkkkkkk!"

Sam groaned out loud, her fingers grasping his buttocks as her body arched upwards when he entered her for the first time, driving his full length into her in one long easy stroke.

She knew she was going to cum, and cum quickly, as soon as he began to fuck her. Her hips lifting up off the bed to meet his when he began to piston his black shaft deep into her juicy quim.

Again and again, he ploughed into her squirming form, his flesh slapping against hers, and she lost track of time as he took her closer and closer to her definitive moment with every thrust.

"Ahhh fuck... yes, yes... fuck me.... just fuck meeeeeeeeee!"

Finally, her spine curved up and her legs encircled his as she felt the sensations building to an unstoppable crescendo inside her.