Son of a Sailor - Cover

Son of a Sailor

Copyright© 2023 by SmokinDriver

Chapter 25

Coming of Age Sex Story: Chapter 25 - 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  

The next day we started our mission to see the timeshare, look for properties and get a feel for Boston. We both liked the city and enjoyed the day or days as one turned to four as we found a number of buildings priced to sell. It was also a short ride from New York by car, train or plane.

Arriving back in New York I saw the blinking light on my answering machine. We’d been gone almost a month and I cringed when I heard that I had twenty-six messages. Twenty-four belonged to Kari, Sin, Carol and Casey just wondering where I was and if I was home yet. The other two were from Amy and Heather. Both of those were just check in calls to tell me that things were going well. I called Kari and she wanted me to come to Florida to see her. Casey had the same message. Carol and Sin both just wanted some love.

It was a Friday so I took Carol and Sin to the club and we did a three-way scene with Grace standing at the door watching both us and others that wanted to watch or join. They seemed to be in a constant 69 but would make room for me to take turns in each of them. They would roll over to make access easier as they came over and over. When I looked up, there were a few people watching and more than a few were ladies. One said, “If either of you girls need a break, I’m happy to jump in and relieve you.”

A few others offered their help as well. One of the guys said, “We could start our own scene in the next room. “ Most turned him down but two knew they didn’t have a shot in with us so they took him up on his offer and headed next door.

A few other drifted off and then I heard a guy yell, “Ow, What the fuck?”

I looked up to see Grace in a stance to fight if needed. I asked, “Are you okay, little one?”

“Yeah, I just didn’t want to be fondled and he didn’t ask permission.

Sin was up off of Carol and said to the guy, “You know better and I know you’ve been talked to before about asking permission.”

I was next to her and Carol was getting up. A few of the others were upset with him as well. “Dude, I think it’s time for you to call it a night.”

“I just got here. I paid my fees.”

“You also touched my girl. Either we’re leaving or you’re leaving. If we leave then Sherry is going to hear about it and you may be out the door right behind us but it will look bad for her business. If you leave then you can just come back another night with a better attitude and follow the rules.”

He wanted to argue but it only took a few others to chime in before he knew he was outnumbered. He was man enough to apologize to Grace before he left. I took that as a good sign. Grace wanted to show off in the dungeon. She trained her body and the one thing she didn’t have was a regular sparring partner. She wanted me to tie her up and beat her. Not with a whip or riding crop but with something heavy like a flogger that hit with a thud.

She was facing me with her hands secured above her head. All she had on was her leather collar with the Chinese coin. She took a pounding on her ass, legs and stomach. She also took a few to her chest. When she could feel the lingering pain, she was smiling. I left her hands tied above her head and picked up her legs. I pulled her knees apart and wrapped them around my waist as I sunk into her pussy. Sin and Carol each put a mouth on a nipple and the three of us used her. She was fucked, sucked and spanked by bare hands all over. A couple came over and after getting permission each held a leg and pulled her onto me like a swing at a playground. She was grunting at each pull.

When the bonds were finally released, she was a happy girl hugging, kissing and thanking all involved. I didn’t say anything to Sherry on the way out but someone else must have. She commented that she would have a talk with him next time he came in and she apologized to Grace. That night she slept with me.

As much as I cared for Grace, Sin and Carol, they all had their own lives and their own beds. They understood that I cared for and loved each of them but wasn’t ready to settle down and didn’t see that happening any time soon.

We had the Rolls sent in and the pedals extended a couple inches and the seat raised a bit so that Grace was comfortable operating the car and seeing well in traffic. She became my driver and bodyguard. She would also drive to Chinatown most mornings around 5am to train with her Sensei and spar with others. It made her feel better and more prepared for whatever may come along. She was home normally by the time I rolled out of bed.

We made our first trip down to Florida together. She and Kari both wanted me to stay at Kari’s new place. I did but during the day when Kari had school at the local community college and Qi and Grace were catching up, I spent time with Casey and my goddaughter, Kat.

Kat walked to me or ran as only a toddler can when I walked in. She lifted her arms so that I would pick her up and cuddle her. If she wasn’t eating or sleeping, she loved to be held and cuddled by me. When Kat went down for her nap, Casey came out and sat on my lap. She said, “Kat isn’t that way with anyone but you. Darren is so formal and sometimes I feel like Ozzie and Harriet or June Cleaver from those TV Shows.”

“I grew up on boats and didn’t watch much TV but you are saying that he’s old fashioned.”

“Yeah, he even admits that he and I both got a little wild in college and in New York but coming to Florida and getting back into church and his reputation in business has forced him to change. He wants to look and feel the part and have our daughter brought up in a more structured environment.”

Shrugging my shoulders, I said, “For what it’s worth, you’ve both come back to your roots but in reality you were both brought up this way from what you’ve said and as soon as you had the chance to be your own person you jumped at it. I think we all want what’s best for Kat but I’m not sure she won’t be a chip off the old block?”

“I hear you and agree with you but Darren runs the house and there isn’t much I can do except for divorce and I really do love him.”

“Tell me that as you ride my cock.”

“You don’t have to be vulgar. You know you own my ass.”

Leaning forward, I kissed her and started to take her top off. She said, “Can we at least go to your bedroom?” She stood and we spent all of Kat’s nap time in sexual bliss.

Kari had a condo on South Beach and the three bedroom place had the perfect location as far as being trendy but traffic and street noise was not so fun. I enjoyed running on the beach when I forced myself to run. The scenery was amazing. The influence from around the world was making South Beach like the French Riviera. Seeing topless ladies out tanning on the beach wasn’t uncommon and the police left them alone.

Those same beauties could be seen at the restaurants and clubs. One of the things that they had started along the strip was bottle service. I didn’t really see the point but it was kind of the price you had to pay to get a good place to sit, see and be seen. Not everyone can afford to drop a hundred to a thousand dollars on a bottle of liquor, wine or Champagne. The whole point was exclusivity. The haves and the have nots. Kari thought the idea was great and since we owned a minor interest in almost all the clubs on our properties, she convinced me it was a good move too.

We were going to go out one night and Kari said, “I invited a guy, Trevor. Try not to run him off.”

“I can be nice when I want to. Tell me about him.”

“He owns a couple properties here on South Beach. He saw the same potential. He is older in his early 30s. I don’t want to hear about the age difference. I just have trouble with 18 to 25 year old guys. They live in a different world than me. Unless they’re like you.”

“If you’re happy then I’m happy. But I do have to play the protective cousin role don’t I?”

“He knows my age and is a nice guy. He’s young for the business he’s in and for what he owns but his family is in commercial real estate and he saw the value like we did. I met him when he was meeting with Eddie to discuss the neighborhood and what could be done to make things better for all of us. Eddie was heading to the keys to go diving after the meeting. We each had our own cars and when Eddie left, Trevor invited me to lunch.

“We talked about the businesses we owned and he asked how I got started so young and I just blamed it on you. When he heard you were in town, he wanted to meet you. Qi and Grace will be security for us.”

“Now you are telling me what to do? What if I wanted Grace as a date tonight?”

“Don’t be a pain in the ass. She can be what you want but Qi is my security tonight.”

“Are we staying close enough to walk or heading out and about tonight?”

“We can walk a block down to the first club. I doubt we’ll need a car even if we decide to move.”

When we left her place around 9pm after Qi fixed us all dinner. Trevor came over and seemed like a nice guy. We walked down to the first club and were shown to a VIP area. It was more spread out and we had our own couches and coffee table to ourselves. Trevor was all into real estate and started asking me a lot of questions about what I did and my strategy.

“Trevor, I don’t have a strategy for real estate that is any different than stocks or other things. Buy low and sell high. Or find something that pays a good rate of return. It seems to be working according to my CPA. What’s your strategy?”

“When you boil it down to the lowest common denominator, I guess it’s the same thing. I look for high end neighborhoods or what will soon be considered one and buy the lowest priced properties. In an area of million dollar homes, buy the one that’s on the market for $750k. I saw the properties on South Beach starting to change hands at a high percentage and thought someone was going to try to revive the area. I was right and it worked out for all of us. I just wish that I’d had more money to invest.”

“Cash is king.”

“I know that Kari is super young and you don’t look much older. Where did you get the capital to invest in all these beach properties?”

“Our ancestors were pirates and we inherited their booty. We only own twenty-five percent each but we also have things in New York and outside of the partnership.”

“Pirates, huh?”

“That’s my story and I’m sticking to it. Kari can tell you more if and when it gets to that point.”

“Are you looking for other properties?”

“Looking? No, I’ve never really gone looking. I’ve found a few and after seeing the opportunity, just bought them for the sake of making a good business deal.”

“I have a few that I’m interested in and could always use a good business partner.”

“I guess cash is king. You should talk to Kari. She knows south Florida better than me. I’m a partner here and have a few properties up in Fort Lauderdale.”

Luckily our waitress stopped by to take our order. I didn’t think there was any way I could or would want to drink an entire bottle of liquor so I offered a bottle of wine to share. Kari picked a bottle of Champagne. I shrugged and figured I would be dropping some serious cash with three people drinking and two as security.

The waitress was drop dead gorgeous, the setting was high end and the Champagne was good. At the prices they were charging it had better be. Kari got in on the conversation and I dropped out mentally to look around the room. I think our group owned 20% of the business and that meant that I owned 5%. The place was doing good business and was picking up as the night went on.

There was one guy at the entrance to the VIP that was making a fuss because all the couch areas were taken and he was offered a high top against the wall. It looked like his date wanted to crawl under a rock as he made a scene. I stood and walked over to the hostess. She looked at me and said, “Mr. Bull. What can I do for you?”

I was surprised that she knew who I was or my name. After it sank in that she’d asked me a question, I said, “It seems like you’re busy tonight. If he doesn’t mind sharing, we can give up one of our two couches and share the area.”

“That’s very kind of you, Mr. Bull.” She turned to the man making the fuss. “Would you like a couch?” She pointed to the one I had just gotten up from.

You could tell that he wanted us to give him the whole space but he looked at the pleading eyes of the girl. “That will work for tonight.”

The hostess nodded and told him to wait a minute while they cleaned up the area. She walked over with me while they moved the bottles and glasses on the table as well as laid out the menus for the new couple that would be joining us. Kari and Trevor scooted a little closer and I slid in next to Kari as the other couple was led over and sat on the couch facing us.

As they walked up, I stood and said, “Hello, I’m Bull and this is Kari and Trevor.”

“I’m Dave and this is Susan, my date.”

Susan was tall with blonde hair, blue eyes and could be a model if I had to guess. She said, “Thanks for rescuing us. The hostess didn’t have room for us.”

“The early bird gets the table but we can share.”

Dave said, “I had to wait five minutes for the valet to park my Lamorgini then had to wait at the door then the VIP was full for the most part. South Beach is just getting too busy.”

“There is only so much room on the beach. I like the art-deco architecture. It would be a shame to tear down the old buildings just to make more parking and space for more tables in a bar.”

“You’re right but still. I wish that there was a better way.”

The waitress came up and he ordered a bottle of Johnny Walker Blue. She turned to me and I nodded at our bottle for another. When she walked away he asked, “What are you drinking?”

“Just taking it easy tonight and drinking some champagne. She picked it out,” tilting my head towards Kari.

“Be careful. The stuff I ordered is expensive. A few bottles of what you are drinking could run up quite a bar tab.”

“I’m just along to have fun and pay for the drinks. What business are you in driving a Lambo?”

“I own a business that sells lasers. From the government down to the mom and pops. What about you?”

“I buy and sell things. Mostly real estate these days.”

“Commercial or residential?”

“Commercial, here, New York and a few other places around the country.”

He was going to respond when there was another commotion at the door. He was looking right at me but when Dave turned around his face turned white. Susan said, “Oh, shit, that’s my ex-boyfriend.”

Grace stepped forward and put her hands on my and Kari’s shoulders to let us know that she was there. Qi stepped up too. There should be bouncers stepping in to take care of the situation but none showed up. He yelled, “Susan you cunt. What are you doing with him? I thought we were going to try to work things out.” He looked mad and was picking up speed as he came towards where we were sitting.

I felt some pressure on my shoulder as Grace pushed herself past me, took two steps on the coffee table and then vaulted over the other couch and struck the man as she came down from above him as she flew through the air. I saw a knife in his hand as he went up to block her and Qi was soon right beside her with his arm behind his back while Grace had him in a choke hold. He was almost passed out on the ground with the knife on the ground beside him but out of reach when the bouncers finally showed up. The man was taken outside and the cops were called. Grace had to step outside and give her statement. Qi had to give her statement as well. All three of our companions were a little freaked out by the whole thing and I was upset that Grace went after the guy with the knife.

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