Son of a Sailor - Cover

Son of a Sailor

Copyright© 2023 by SmokinDriver

Chapter 3

Coming of Age Sex Story: Chapter 3 - This is a story about a young man that come from a family that made their living on the sea for generations. How does he take what he was born to do and make the most of it. Coming of age, rags to riches. 30 chapters. I hope you enjoy it.

Caution: This Coming of Age Sex Story contains strong sexual content, including Ma/Fa   mt/ft   Ma/ft   Fa/Fa   Consensual   Rags To Riches   Light Bond   Anal Sex   Masturbation   Oral Sex   Size  

I decided to stay in Fort Lauderdale through the new year. We celebrated my birthday on the 26th and of course Christmas on the 25th. Then Mom and Dad had to fly out as they were taking a big boat out for a big New Year’s party in Barcelona. Eddie asked if I wanted to go fishing with him as he took out some customers that were in town for the holidays.

It was funny that I had a check in my wallet for five million dollars and Eddie was happy to treat me like a first mate as if I was just some kid trying to make a buck. The day went well and the guys caught enough grouper to fill the ice chest and then we rigged up for sporting fish and they each caught a sailfish. I ended up cleaning all the fish and then cleaning the boat when we got back to the marina.

Eddie and I were having a beer after they had left and the work was done. He said, “What are you going to do with the sailboat? I know someone that would be interested in it.”

“I picked it up for one-twenty-five. It’s easily a quarter million dollar boat.”

“I can see if the guy wants to buy it for a quarter or I can give you $175k and deal with selling it.”

“You can have it for $175k. You always know who’s buying and who’s selling. I owe you for most of what I have anyways. I’m happy to share some of my newfound wealth.”

“I talk to a lot of people. There are a few banks in town that call me first when things come up that they have foreclosed on and want off of their books.”

“Like cars and boats? What about houses and other stuff?”

“They call me about boats only but they have everything. The last truck I got was through them. I know the people but just have to ask.”

“Well next time you talk to them, see if they have any apartment buildings that are being foreclosed on.”

“So you are moving back to Florida?”

“I don’t know. I’ve spent most of my life on a floating home away from home. I don’t really have any roots besides the marina here. There are only three small houses and I don’t want to live with Mom and Dad. I like owning things that pay me, like marinas or apartments.”

“My nephew, the slumlord. Do you want a couple fleabag motels too?”

“I’m high class and high end. My marina is going to be a yacht club, remember?” We both laughed and finished our beers.

The next day, I was cleaning up around the fuel pumps when Eddie called out to me. I walked over and he said to hop in his truck. We drove over to the beach and into the lot of an empty building. He said, “Just foreclosed on yesterday. Four stories, a hundred units and a nice pool. There’s also some land next door that goes with it. It’s probably worth four million but the guy only owed two and a half. It needs a lot of work and that is why he couldn’t rent the units well enough to make it work.”

Just then another car pulled up and I found out that he was from the bank. I was introduced to Chris White. “I call on your uncle when I have the high end boats to sell and he told me that his nephew was the land guy. You look too young to be buying properties like this but your uncle looks too young to be buying all the yachts he steals from me.”

“We both inherited well. We like for our money to work for us since we’re lazy bastards.” My uncle said.

Chris laughed and I added. “I’m not a bastard. I know who BOTH of my parents are. The rest is all true.” That got another round of laughs and we went in to look at the property. I knew that the work would cost me some more money and that the bank was out two and a half million.

When we were done with the tour I said, “The renovations aren’t going to be cheap and the pool and pool deck will need to be resurfaced. Eddie tells me there is a lot next door. What’s the size of the lot and is it included in the deal?”

“The lot’s five acres with eight hundred feet on the beach and road. It’s part of the package but if you want to split it out, we can come down on the building. Most of the work is cosmetic but there are enough electrical and plumbing issues that I’d suggest having it redone. It’ll cost a bit to do the remodel but I still think it’s a good buy.”

“Would you take two million for both the building and the lot next door? I’m just afraid of how much it will cost to do the remodel.”

“we’re having a good year and I could write off some as bad debt but would feel better meeting you in the middle at two and a quarter.” He gave me a nod and I took it that was the price he was allowed to go down to without getting the higher ups involved or splitting off the lot next door. I nodded back and stuck out my hand to indicate he had a deal. He smiled and shook my hand.

He patted Eddie on the back. “Thanks for the introduction. Now what do we have to do to get the deal closed?”

“Why don’t we go to the bank and open an account for my trust? I’ll deposit some money while you write up the deal and we can then close on the properties.”

“Do you have all the bank information to transfer funds that quickly?”

Reaching for my wallet, I said, “I have a cashier’s check made out to me that I can deposit. You can call to verify funds. I know the name of the bank manager.” I pulled out the check for five million and he smiled ear to ear.

“Eddie, you are good people. It’s always a pleasure doing business with you.”

It actually took a few days to clear up the title insurance and the survey with steel pins. While the bank was doing their part, I interviewed a couple construction companies to do the remodel on the place. They were going to rewire and plumb all the units, replace the air conditioners and redo the pool and deck. The pumps for the pool were actually pretty new. His wife was a designer and had come along with him.

She said, “You know this old building looks old. If you change the roofline and the railings, it would make this place look like new. I can get you a good deal on furniture if you want me to come in and do my thing.”

“How much would you charge?” I asked.

“You would have to pay retail for the furniture but you can price it wherever you want. As a decorator, I get a 10% fee from the furniture companies. I’ll draw up the railings and roofline for free. So when you buy all that furniture, I’ll get 10% and that is all it will cost you.”

“So I can’t talk them down ten percent,” I said with a smile. “That sounds like a fair deal.” We all shook hands. I turned to the builder, John Cathcart and said, “would it be any cheaper to get this done if I paid cash for some of it?”

He looked around like he was afraid the police were about ready to pull into the parking lot with lights and sirens. “I do have a few crews that prefer cash and they do work much cheaper. To be honest the work is probably a little better as well.”

With all the work, changes and furnishings, it was going to cost me just over a million to get the place back into shape. We closed on the property the following Monday and Wednesday there were dumpsters in the parking lot and demolition was underway. As John said, “You don’t need a permit to throw stuff away. I should have the permits in a week or two to start construction.”

After they got started and I agreed with the plans. Eddie took over watching the project and letting me know when he needed money. I flew down one weekend and gave him some cash to cover some of the crews that liked to work under the table.

Back in New York, I found that the work there was flying along with almost everything being done inside. The work went on regardless of the cold and snow. I put an ad in the paper for a manager and had a few people apply that could handle the job. One was a little better than the others and was leaving because his boss was planning to work another ten to twelve years and he didn’t want to be the number two guy for that long. The others just wanted more money or didn’t like the owners where they were.

Gary was hired and was coming from a very exclusive golf club. They were set up with an initiation fee, monthly dues, minimum monthly spends. They did weddings, parties, business meetings and other events so it should be very similar. He made a few suggestions about remodeling the meeting spaces in regards to the sound system wires and lighting.

His next order of business was to contact all of the people that kept their boats with us to tell them about the change in ownership and conversion to a yacht club. They were all welcome to continue to dock with us for the coming year but after that it would depend on the membership of the club and their needs for space. They were all invited to an open house when the club opened the following month.

Gary said that he would have membership documents drawn up. The inaugural fees would be expensive but not crazy. After that the price would go up based on the demand for membership. He thought with the location and the level of finish and the service and staff he would put together that the fees and demand would be high. He was the expert and what he said made a lot of sense to me so I let him go and he did a great job.

While I was out, Cynthia had left a few messages for me and when I got back in town, I’d left a few for her but we kept missing each other. We finally got back together over the weekend. I was now 17. We’d had a family dinner with the folks before they took off for Spain but birthdays had never been a big thing for us so it was about what I expected. As a family we were always on someone else’s schedule. That meant that birthdays, anniversaries, Valentines day, etc, were celebrated when we had time. Not necessarily the day that it actually fell on the calendar.

Cynthia or Cyndy or Sin as I usually called her wanted to take me out to celebrate my birthday. We went to Chinatown for a late dinner. We didn’t sit down until almost 9pm and had a slow leisurely meal that lasted until 10:30. As we were finishing, she said, “There are a number of clubs and places around town to party that are not well known by the public and like hotels or restaurants, there are different classes and different ways to gain access. The one I’m going to take you to tonight is a private club so you’ll be my guest.”

She watched me nod my approval and then continued. “I know the owner and they know that you’re 17. Don’t mention it to anyone else at the club because it would be looked down on by some of the members. You don’t look 17 and don’t act 17 so as long as you don’t pull out your driver’s license, we should be okay.”

“I don’t have a driver’s license. I have a passport and will get my captain’s license when I turn 18.”

“Don’t you know how to drive a car?”

“I’ve driven my uncle’s truck a few times but just around the marina. I don’t own a car.”

She looked at me like I was crazy. To be honest, I should get one because when you pull into port many times the marinas have a car to borrow or rent to run errands. I’d just never dwelled on it much. The funny part was that when we left dinner, we had to hail a cab because she didn’t own a car. She said that she rented them all the time but didn’t need one at home.

The “club” that we went to didn’t have any signage, just a green door on a brick building on a normal street. We entered the small reception area. The woman behind the counter recognized Sin and came around to give her a hug. The floors were marble and the walls were wood. The place looked like a very nice restaurant from just the reception area. I was introduced to Sherry. She and her husband owned the club. I got looked over from top to bottom by Sherry and she licked her lips and gave me a wink when she was done.

Sin signed in with her membership number not her name. I got a +1 next to her number. Past the entrance there was a stairwell that went up and continued to go down on the other side. Sin said, “Upstairs is drinking and talking fully clothed most of the time. Downstairs is where the clothes come off and other activities happen.”

She led me upstairs. As we reached the top stair, there were many heads turning to see who was the next to join the fun. Many recognized Sin and waved or smiled, almost everyone looked at me and I felt like fresh meat in a room full of wolves. We found a couch that was empty and she guided me to the couch. Before we sat, she introduced me to another couple sitting across from us; Brian and Diane. There were no last names.

Looking around the room, I was obviously the youngest but there were couples and singles in their 30’s, 40’s, 50’s and beyond. I would guess Brian was early 40’s but didn’t ask. Diane looked a few years younger than him. A waitress stopped by and Sin ordered a glass of wine and looked at me. I said, “Jack and Ginger.” The waitress smiled and turned. I later found out that due to licensing that all the alcohol was free but the monthly membership was high enough to cover the cost of the booze. In fact everything in the club was free or covered with the one fee. This meant that those that came more often got a better bargain for their fees than those that didn’t. The club was only open on Friday, Saturday and Sunday nights and for special parties that sometimes were held. Our drinks came and I took a sip of mine. Diane started asking questions about me. I tried to answer truthfully but avoided outing my age. I was new to town and was opening a yacht club on the river in a month or two. I was just renting a place near the new club. I didn’t know too many people and I met Sin at a bar near my apartment.

We all finished our drinks about the same time and Brian asked, “Do you want to go downstairs?”

I just looked at Sin. I was letting her lead the way. We walked down two flights to the first basement. I found out later that there were a total of three floors underground. When we walked out into the first basement, there was a changing room that had showers, towels, and lockers. There were private bathrooms off to the side but the showers and sinks were shared by all. There were few rules beside that you had to have permission and “No” means “No”.

Sin was talking to Brian as they walked down the stairs in front of us. When we stopped she came close to me and whispered, “Do you want to walk around and see what happens here or do you want to get undressed and jump in with both feet?”

I looked over to see a guy and a girl that had just finished putting their stuff in the locker and both had on underwear as they walked through a curtain into the club. I shrugged and said, “This is your party, I’m up for whatever you want.”

She led me to the lockers and started to undress. I was soon standing in front of my locker in just a pair of boxers. Sin had on a white thong that looked so sexy on her. Brian had on a pair of tighty whities and Diane a pair of red bikini panties. Her breasts sagged a bit but they looked nice and weren’t too big or too small. I liked the darker nipples that contrasted with her creamy white breasts.

Sin led the way in through the curtains and there were little alcoves with beds. There were people having sex one on one, two guys and a girl, two girls and a guy, two guys and two girls, there were people watching. All shapes and sizes were there, some were pretty, some not so pretty but all seemed to be having a good time.

Sin stopped, “Down stairs are some themed rooms for those that want to role play and then the third basement is set up like a dungeon for those that are into pain. How far down the rabbit hole do you want to go tonight?”

“I’m still following you but if we make it to the dungeon, I’m picking up a whip or something. I’ll be on the giving and not the receiving end of any torture.”

“I figured that. Let’s go down and find a nice room and see who’s around to play.”

As she led the way down one more flight of stairs, Brian and Diane were still with us. We came to a room with what looked like the inside of a castle with a big four post bed that looked to be the size of two king size beds. There was an older couple walking out of the room completely nude but carrying their underwear. Sin said, “Hello. Marty and Bev, this is my friend Bull. Would you like to join us?”

Before Marty could answer, Bev said, “We would love to.” She turned and hopped up on the bed. Sin was lowering her thong and Brian and Diane were stepping out of their briefs as well. I was a little slow on the protocall so it was for that reason that when I stopped to lower my boxers, five other people were watching me.

Even soft my cock hangs down what looks like half way to my knee. When I’m hard the head of my cock covers my belly button. I heard Diane suck some air into her lungs as she watched me step out of my boxers. She stepped forward and knelt in front of me and took my cock in both of her hands and gently licked the head. It was already starting to harden and soon she had two hands wrapped around the shaft with as much in her mouth as she could get in there. Her eyes were pleading but her lips were turned up at the corners to show that she wasn’t disappointed.

Diane soon had me on the bed while I laid between her legs thrusting as deep as her pussy would allow. I watched as she stretched around my thick shaft. Brian was with Bev and Marty was with Sin. I finished at the same time as Diane called out her orgasm. Bev was out from under Brian soon after and had me getting hard again while her lips and tongue cleaned me up. She was soon kneeling with her ass in my hands as I drilled her from behind and she licked Diane who was still wore out from our vigorous fuck. Brian was in her mouth and Sin was smiling at me as she cleaned up the mess on Marty’s cock.

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