Son of a Sailor - Cover

Son of a Sailor

Copyright© 2023 by SmokinDriver

Chapter 2

Coming of Age Sex Story: Chapter 2 - 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  

A trip to the Caymans was easy sailing and Ed sold the boat while we were there. We flew back to Fort Lauderdale and took a taxi to the marina. We were both ready to sleep for a few days but my parents wanted to hear about the trip. Ed was with me and I let him take the lead. He looked at Mom and Dad and said, “We had a great trip and will NEVER have to do that again. We sailed to California and then New York and then all the way to the bank. I think you need to set up a trust for Bull like Dad did for us. He isn’t old enough to own the stuff he can afford to buy.”

Dad was talking to Eddie when he asked, “How much are we talking?”

Eddie had to do the math and it came to just over fifty million spread across four different banks. He said, “Over fifty.”

My dad knew he meant fifty million but my mom thought he meant fifty thousand. She said, “He shouldn’t need a trust for that amount.”

But Dad was just nodding his head. He said, “I think you should tell us about what happened while you were away.”

They all looked at me. I glossed over much of it but told about the boat flipping and all the money inside and how I parlayed that to the shipment to California and then to New York and then another trip to New York. At the end of the story my mom figured out that we were talking millions and her mouth was hanging open like my dad. She spoke first and asked, “I hope this isn’t what you plan to do for the rest of your life, Bull?”

“Mom, I don’t ever want to do that again if I don’t have to. Eddie was taking the bigger risk. I made a big bet like putting all my money on red on a roulette table. I was either going to win big or lose it all. You can’t win that bet every time but once or twice in a row isn’t unheard of. I know that and I’m cashing out while I’m ahead.” She was nodding her head in approval but still looked worried for her baby boy.

Continuing, I said, “I think Grandpa had a good idea when he bought this marina. The land and the slips bring in a good income and keep growing in value. I found a marina in New York City that I’m interested in buying. The guy that owned it was a boat guy like Grandpa but he passed away and everything was left to his nephew on his wife’s side and he has no clue what he’s doing. He isn’t from New York and he doesn’t know a thing about boats or marinas. I don’t think he knows it but there’s almost a full block of land across the street that is part of the total deal.”

Dad asked, “How did you find out about this deal?”

Ed stepped in. “We were talking to a guy that was docked next to us and we were talking about owning a marina and he mentioned that the one we were at could use a good owner.”

“How much does he want?”

Ed said, “It isn’t on the market officially but the guy spoke to the owner and dropped the hint that if he was lucky he could get between seven-fifty and a million for the place. I think that Bull should get his trust set up and then you can fly up and talk to him.”

Dad didn’t agree but said, “It’s getting late. Let’s talk about it in the morning.” That meant he wanted to talk to Mom before he made any kind of decision.

The next morning, I was up early and had my surfboard. I walked a few blocks to the beach and was in the water when the sun came up over the horizon. The waves weren’t great but the view and the freedom was more than worth it. I surfed until about ten and as I got out of the water, I saw Sandy on the beach and she noticed me. She came up with a pout, “Where have you been? I feel like you just dumped me.”

“Sandy, I told you that I had to move some boats with my uncle and we just got back yesterday. I’ve been through the Panama Canal twice, been to New York City and been to most of the islands in the Caribbean a couple times. I was going to come looking for you today after you had a chance to wake up.”

“The timing sucks. There is only a week left before school starts. My mom’s taking a couple days off to take me shopping and to the doctor and dentist for my annual check-ups.”

That’s how I found myself in her bed most of the day and walking home tired about dinner time. Mom gave me that look when I walked in. “I came over to the beach to find you around lunch time but I didn’t see you on the beach or in the waves.”

“I was at Sandy’s house. Did you fix me lunch? I’m starving.”

“I fixed you a sandwich, but dinner’s almost ready. Your dad should be in soon. He and Eddie went to see an attorney today about setting up a trust. Your dad and I had a long talk. He likes the idea of buying something that will pay you a steady income for as long as you own it. Ed said that the marina is in a good location and the price seemed reasonable.”

“It needs some work but nothing that I haven’t done before here. We’d have to find someone to run it or we’d have to move up there.”

“That seems to be the sticking point. We already have a few big trips on the books over the winter and into spring. You’re done with school. We can either appoint a guardian like Ed or get you emancipated so that you can act on your own. We could get in trouble if you had an accident and were alone as a minor.”

This all made sense and I didn’t want to leave my parents even though that was part of the lifestyle when loved ones worked on boats. I would let them figure it out and let me know what they decided.

Ed didn’t join us for dinner but Dad knew what was going on. He said, “Bull, you’ve been gone from us for the last four months. You got along fine sailing by yourself and working with Ed. I spoke with an attorney today about setting up a trust and told him about you. We discussed the pros and cons of different options that we or you have.

“The attorney said that based on everything and our work. It would be best if you stayed with us, had a live-in guardian or petition for emancipation. That would help with the liabilities of you being taken care of. When we discussed the pros and cons. I felt like we would be holding you back by making you put your life on hold for four years just to help us move boats and the income you would receive would pale in comparison to what you could make running a marina.

“Ed said that he would move up with you for a bit but that he didn’t like snow or cold and living in New York over the winter sounded like torture. It’s also his busy time for charter fishing with all the snow-birds coming down for the winter. I don’t want you to think that we don’t want you around because we love you and would welcome your help on the boats, but emancipation seems to be the best option unless you want to tread water for four years. The decision is yours.”

This was a big step in my life but I was on a roll with big gambles and if it didn’t work out, I could always change my mind and sell the marina to someone else. The petition, court interviews for the entire family and paper work took a couple months. When the dust settled, I had a trust, I could sign for things legally and we closed on the marina just as winter was starting to set in and the boats were moving south or going to drydock somewhere else. The Hudson river can freeze in the winter and It isn’t a good place for boats.

The marina cost me just over eight hundred thousand but with the winter coming, the nephew was happy to take the money and run. I asked Mr. Del Rocco about hiring a builder to do some renovations. He looked at me as he scratched his chin. “Bull, you know some of what I do. We’ve trusted each other with our lives, our freedom and with large sums of money. I’ll help you and treat you as a friend.”

“I’m sorry I don’t speak the language Mr. Del Rocco and don’t have the experience in some areas to fully understand.”

“First of all, please call me Tony. We do business together, and you aren’t dating my daughter.”

“You have a daughter?”

“I do and you stay away from her. She’s away at school anyways. I was saying that normally I help people get things done and collect a monthly fee to help them make sure things run smoothly. It could be a restaurant or a marina. Do you understand what I’m saying?”

“I’ve heard of such things but we don’t have those problems in south Florida. I would hate any arrangement that I was paying anyone monthly. If you wanted a referral fee for helping me find and negotiate a marina, I could understand that. You saved me almost fifty percent. If you wanted to charge me or the builder for the referral that would be of value but he would have to do a great job, be fair with his prices and get the job done on time.”

He was nodding as he listened. “Kind of a pay up front instead of pay as you go. There’s a risk on both of us to come out ahead depending on the up front referral fee and how long you own the property.”

“Tony, It’s a fair deal, just like the boat and the delayed payment.”

It took a little time for him to make a decision but he finally stuck out his hand and shook on the deal. “I know a guy who’s a builder and developer. He puts his name on everything but that means he puts his reputation on everything so he does good work and finishes on time. His prices aren’t the cheapest but he lives the lifestyle and needs the funds to pay the bills.”

The next day, I was at the marina. Tony had called the builder and then had dinner with him and explained my age and that I was a good friend of his and had the resources to do what I wanted to do. I was standing with the builder. His name was Ron. I said, “Ron, I just bought this property and am looking to develop it. I have some ideas but would like to hear what your thoughts are.”

He pulled out the site plan and saw the boat slips, the marina and the land across the street. He looked up a few times and then back down at the plot to get his bearings. He finally said, “I didn’t even know this property was available or I would have put in an offer. How much did you pay for this?”

It was all public record so there was no point in not telling him. “My trust bought it for just over eight hundred thousand.”

“The marina was worth that. The lot across the street is worth every penny of that by itself. You got a great deal. If I were you, I would sell the lot across the street to me and use the money to upgrade everything and make it a yacht club and not a marina.”

It sounded like an interesting proposal. “What would you do with the lot across from my yacht club?”

“Build and sell condos. This area is run down now but It’s in the infancy of starting to turn around. It’s close enough to Wall Street, has views of the river and doesn’t have the old money like around the park.”

“Ron, why a yacht club?”

“This city has a lot of people and most live in little tiny spaces. Having a yacht club means they now have space to have a party, wedding, a private place to have a business lunch or dinner. You can charge a fee to join and a monthly fee. The slip fee would be separate and they would have a minimum spend each month at the bar or dining room. Even in the winter you’d be making money. Depending on how It’s received, the supply and demand of membership could drive the price up.”

“I like that idea. Do you have the ability to plan and do the design work or just build what I come up with?”

“We could do a design build for you. It would speed things up and save you a little money. Are you willing to sell the lot to me?”

“I don’t think so. I can just build my own condos and sell them. But you can help with the design and build if your work is good and your prices are fair.”

“I can live with fairness. If you’d said, ‘cheap,’ I would’ve walked away. Do you live far from here?”

“I just got in town and was going to live at my marina but that may have to change with all the construction about to happen.”

“I own a few buildings in town if you want to rent a place. Tony says that you have money but I don’t know how much. What kind of place are you looking for?”

“I’m just a kid. I don’t need much but since the marina is all I have, I think that something close by would be best.”

“Don’t ever say that you’re just a kid. You’re a businessman. You’ve asked good questions, listened well to the answers and made good decisions so far.”

“I have enough money to take care of what we’re talking about. I may have to move some around but a wire from offshore shouldn’t take but a day or two.”

“If you don’t already have one you should get a good accountant involved to help you do things right and keep you out of trouble.”

Over the next week, he helped me get an apartment in one of his buildings not too far away. With some referrals from Tony, I found a good accountant and opened a local bank account. I found an attorney to help out with legal documents and met with Ron and his design team to talk about both the yacht club and condos. It was a busy week but it felt like I got a lot done. The next week slowly passed as people did work but didn’t need me to do anything.

I played my guitar a lot in my apartment and explored the city. I don’t like to run but would take the subway to different parts of the city and then jog or run home. I was still doing my push-ups, sit-ups and mountain climbers but this let me get the lay of the land a little better. The apartment was small but when I looked around I found that most apartments were small and most had either a spouse or roommate in the same amount of space that I lived in by myself. I had a small kitchen in the tiny apartment but would eat out most evenings.

I was too young to drink even with the legal drinking age at 18. My emancipation didn’t change the drinking age for me, just the ability to live on my own. That didn’t mean that I didn’t go into restaurants with bars and have food and non-alcoholic drinks. I was in a bar having an early dinner. The bar was filling up with the after work crowd. The bartender’s name was Joe and we’d talked a little bit before I ordered my food. I wanted to know about the area and what the locals thought.

As I dropped my cash on the bar including a nice tip for Joe, he said, “Have a good night, Bull. We’ll see you around.”

As he called my name, I saw a woman’s head snap up and look in my direction. I looked at her eyes and she knew I had caught her looking at me. She looked away but then looked back and I was still looking at her. She walked over and said, “Hi I’m Cynthia.”

“I’m Bull. Nice to meet you, Cynthia.”

When I told her my name, she looked to my lap and saw the bulge running down the leg of my jeans. At this point in my life I was just shy of 17 years old but was six foot three inches tall, 185 pounds and had a thick nine and a half inch cock when it was hard. The thickness was more intimidating than the length or so I’d been told by Sandy. Cynthia, subconsciously licked her lips as she again saw me watching her as she blushed. I boldly asked, “Is it my name or something else about me that has you all hot and bothered?”

She blushed again and finally got up the courage to lean in and speak quietly into my ear. “The name or term, Bull can have different meanings but in some circles it means a man that services women like a bull takes care of the herd. Normally they have large cocks and use them to everyone’s benefit. To be honest most are also black but there is a demand for white bulls and many prefer white bulls. Looking at your jeans, I’m wondering about who gave you the name, how old you are and what I need to do to take you for a test drive.” She was again blushing as she moved away from my ear.

I just smiled and said, “My grandmother gave me the nickname. I’m a young man and you have to ask me nicely if you want to take it out and play with it.”

Her jaw dropped open when I said that my grandmother was the one that had given me my nickname. She didn’t close it until she gulped and asked if my roommates were home. I replied, “I don’t have any roommates so you can spend the night if you want.”

That’s how I woke up holding a naked woman in my arms. She was facing me with a smile of pure bliss on her face. She stretched and her boob came up from under the sheet. She smiled and looked at the clock at my bedside. “That was a great way to start my weekend. The nickname is very fitting.”

After the bar the day before, we got back to my apartment and she was soon on her knees tugging at my pants. I slowed her down long enough to move out of the small entryway and at least into the living room where I had a couch and chair.

I kicked off my shoes before I turned to her and let her continue her assault on my pants as she clawed her way to my cock. She held it in both hands as her mouth slipped over the head and she started to tongue the tip. I let her suck me for a while before I moved to get her naked and into the bedroom. She had much more experience but would ask me to do things and not demand things. When she did get pushy, I would back off and she’d change rolls back to being submissive.

We went round after round with us fucking and then her cleaning me and getting me hard for the next round. I’m surprised we both lasted as long as we did. As I held her in the morning she said, “I had fun last night but I’d like to talk about it if that’s alright?”

“We can talk about it. I had fun too but that was all kind of new to me.”

“I could tell but didn’t want to stop so I just tried to guide you. You have a magnificent cock and it’s the perfect size. Not too big and definitely, not too small.”

“I’m still growing. I hope you can say the same thing in a few years.”

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