Son of a Sailor - Cover

Son of a Sailor

Copyright© 2023 by SmokinDriver

Chapter 21

Coming of Age Sex Story: Chapter 21 - 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  

For the next few weeks, I made plans for Kari and her friends that were coming up to march or dance in the parade. I mentioned it to Cathy and she was set to pick them up for Black Friday. I didn’t mention the private bar or spa to the hundred plus band members from the high school but did mention it to a couple parents that wanted a break. I told Qi that she was my driver and Grace that she was my assistant if anyone asked but they would be with the girls and keeping them safe like a secret service agent would the president.

We watched the girls along the parade route. Kari had twenty-four girls and family members that she invited to dinner. She said that she was sorry but couldn’t talk any more out of coming. I said, “I make more in an hour than the dinner will cost. Don’t let the amount bother you.”

You could see the weight lifted from her shoulders as she understood what I was saying. As the girls filed in, they weren’t old enough to drink and were already told that I was paying for their food. It was a pre-fixe menu so it was all the same cost. They ordered what they wanted for each course. The parents were a little different. I have a theory that I put into effect when I plan to pay for dinner. I don’t say anything.

My theory is that if they normally spend a hundred dollars for a bottle of wine. They’ll spend a hundred for the wine. If they knew the bill was coming to me they might feel bad and get something cheaper that they may not enjoy as much. If they’re the type that never has even thought of spending a hundred dollars on a bottle of wine but know someone else is paying. They may buy it just to say they’ve had it but wouldn’t appreciate it. So I don’t say anything, and in the end, they buy what they would normally buy. Sometimes I’ll buy things and share them with the table but that’s my choice.

Everyone was dressed nicely and they all knew that I was paying for the food. Most of the people were younger and not old enough to order cocktails or wine. A few parents were in attendance. Everyone looked at the menu and when they saw the price, they looked at Kari who said that her cousin was taking them all out to dinner. I was talking to the coach of the dance team and she was saying that it was nice to have Kari on the team since she knew people at the hotel. I was the last to order drinks.

Armondo was the wine steward for the table and I asked quietly, “What has the table ordered so far?”

“Most are having soft drinks but the man with the glasses ordered a bottle of wine and asked for a separate check. He also said to put your drinks on that check.”

“What’s he having?”

“He ordered a nice Bordeaux.”

“Take it to the next level and bring enough for any adults wanting to drink. Let him taste and approve the wine and let him know that the dinner has already been paid for including drinks and tip. I would hate for him to be nervous all dinner about the cost.”

“Yes, sir.’

Armondo showed the bottle to the man and was talking to him. He uncorked it and poured it for the man to taste. He smiled and nodded his approval. Armondo went around and offered the ladies and then the men a glass of wine, serving me last. I swirled it, smelled it and tasted it. It was a heavenly 1982 Bordeaux. I nodded my approval to Armondo then raised my glass to the man down the table. He nodded and smiled back at me.

It was so fun to watch the kids eat things that they had no idea what it was. Most loved the taste and were so excited for the next course. With a table of twenty-seven including Qi, Grace and me, it took fourteen servers to deliver each course. It was like a train of servers walking through the dining room. It only took four bottles of wine for everyone that was drinking so it wasn’t a big deal. The check was delivered to me. I just signed it and set it down. I didn’t even look at the bill. Of course, Phillip and Jay stopped by and Jay got a round of applause for the food. They congratulated the dancers on being in the parade and thanked them for sharing their vacation with them.

The man came over and introduced himself after dinner. “Thank you for the fantastic food and the amazing wine. When my daughter Lindsey told me that she’d made plans for Thanksgiving, I wasn’t looking forward to it but whenever I would try to change her mind and offer someplace nice she would say that she’d made plans and to trust her. At least when she said that I had to wear a jacket I had some hope the food would be good. I know this must have set you back some. Could I at least chip in some?”

“Thank you for the offer. You got to pay for flights and hotels. Kari is my favorite cousin and I’m happy to do this for her and her friends. I’m a small partner in the restaurant. Tell your friends to stop in when they come to New York.”

“I certainly will and I’m sure I’ll be back as well.”

It had been a long day getting up early for the parade. We went back to the building and they were all asleep early. Cathy was meeting them in the morning and they were going to hit the sales. I slept in but Grace and Qi were in the mix as they were going along as just a couple more girls but they were my eyes and ears for keeping them safe.

It was after 2:00 when they made it back and most of the band and dance team were flying out around 6pm. That meant shower, pack and head to the airport. When you have a group that size, you always want to give yourself way too much time. Some families were staying but the six girls had checked out of the hotel and into one of the timeshare suites. They had a three bedroom unit and they were two to a room. They were all excited and were soon knocking on my door.

My place made their condo look tiny but they oohed and ahhed as they looked down on the city. They made their way to the family room and sat on different couches and chairs. Kari came over to me and told me that she loved my new place. Then turned to her friends. “Ladies, welcome to New York, the city that never sleeps. We don’t have parents here, we’re all legal adults.” The girls clapped and whooped it up.

Kari said, “Many of you wanted to see the side of New York not in the tourist guides. I asked Bull to set us up. What happens here will stay within this group. I’m not worried about my parents but many others would hate for theirs to find out their little baby got a little wild. Future husbands and such don’t ever need to find out. Bull, can you tell us about the rest of the weekend?”

“It’s never too late to back out or change your mind. Most of you know Qi and Grace. They both work for me and know New York better than I do. If they or I tell you something, do it and don’t argue. We can argue later after we’re out of danger. Kari also mentioned that some or all of you may want to go to a sex club. Can you raise your hand if you just want to watch?”

One girl slowly raised her hand. Qi nodded at me. “That doesn’t mean the rest of you have to do anything but we’ll keep an eye out for.” I looked at her.

She said, “Courtney.”

“We’ll keep an eye out for Courtney. We were going to start in the spa. Is there anyone that doesn’t want to get naked and rubbed on? it’s a special oriental massage and most people enjoy it.” Grace was nodding at my words and even Courtney said she was in.

“There is a club that has cards and craps. You will each get chips and when you’re out, you’re out unless you brought your own money. There’s a lounge to relax and talk if you get tired of playing or lose all your chips. After that We’ll go watch some fights. There will be betting and a lot of rough people. You will need to pay attention to those around you and listen to the girls and me. After that, We’ll head over to the sex club for some late night fun.”

Kari asked, “Any questions?”

It looked like they all had questions but all were too afraid to ask. We all went down to the spa and the six girls were led off for nuru massages. Qi, Grace and I all had regular massages. They each lasted an hour and afterwards we walked into the large sauna. There sat six girls with towels around them. Most were totally covered except Kari and two others that had them around their waist or just under their butt. They all blushed as we walked in. Qi, Grace and I put our towels down and sat down on top of them.

I was used to being checked out and just sat down like normal. Some of the girls adjusted their towels to be more adventurous. Grace said, “I love the nuru massages. I always get the happy ending and it makes my day feel wonderful.”

All the girls blushed and Courtney said, “At first I felt weird because it was a girl but then I felt safe and just enjoyed it. I had a happy ending and it was the most amazing massage I’ve ever had.”

Kari said, “Me too. We had to start the adventure off right.”

After a good sweat, a shower and a change into some clothes, we walked over to the private bar for some food. We played pool and darts. After dinner we went up so the girls could change and get ready to go out. Carol had loaned us Thomas for the night and she wanted to come along. She had more room in her Rolls so they had six and we had five in our car. The eleven included the six girls from the dance team, Qi, Grace, Carol, Thomas and me. We drove over to the building and went down to the tables. Each girl was given $50k in chips. They probably didn’t realize it was actually worth that amount. A couple wanted to try craps and Thomas tried to guide them and Carol with the help of the pit boss.

The rest of the girls and I sat down to play cards. Qi and Grace just watched. They sat off to the side and watched the room. I did okay. Some girls lost quickly and a couple were good or lucky. One was a dark haired girl named Karen. She was aggressive and went all in and made two guys fold. She flipped her cards over to show she had nothing. Later she would do the same thing when she had good cards and they guys would call her and lose. She was up a hundred grand when it was time for the fights to start.

There were TVs and betting in the poker room but we and some of the others went down to watch them live. It was a rowdy bunch and both Wang and Tony knew that I was bringing some girls and they were to be protected. Tony had a daughter a few years older so I knew he would send an extra guy or two.

The girls weren’t ready for the metal detectors and pat downs to get in. They saw two guys turn over pistols and one a knife before it was their time to go in. Once inside, I showed them the next two guys that were going to fight and who to give their bets to. Wang’s guy knew that the girl’s bets were covered by me and we’d settle up at the end of the night. I think he was assigned just to the eleven of us. Carol stood close to Thomas and the girls were surrounded by Qi, Grace and me.

The first round was two big guys. It was bare knuckles fist fighting. It was a long and gruesome fight with both guys bleeding before one went down and couldn’t get up. A few of the girls were not enjoying it and a few were yelling and screaming for blood. Carol wasn’t having too much fun. I suggested that Thomas take the ones not enjoying it either up stairs or to Sherry’s club. Soon six of them were walking out and Kari and Karen were the only ones left of the high schoolers.

There were a couple martial arts fights with more kicking. Then there was a girls fight and after the one girl won easily, she ran around the ring with her hands up. As she ran by she punched Grace who was watching out for Kari and Karen. She turned to see a girl that was in her old gang. One of Wang’s guys saw it and said it loud enough for all to hear. It looks like we have a challenge.

Grace looked at me. I said, “Do what you have to do. If you don’t want to then we can leave. If you want to go then go.”

She nodded and took off her sweater, leaving her in a t-shirt. She had on oriental pants that were easy to move in and then kicked off her shoes. Kari and Karen both looked confused. The Chinese started to bet like crazy and almost all wanted the girl who had just fought. I asked our guy, “What are the odds on Meixiu?”

He walked off and came back. “Four to one.”

“I have a hundred grand.”

Kari said, “A hundred for me.”

Karen said, “I have a hundred.”

I said just loud enough for our agent to hear, “Make it a half a million if you have enough to cover if not then whatever we can get those odds on.”

He walked over and talked to the guy in charge and he said something in Chinese. More money came out and bet on the other girl. Grace was over in her spot ready to fight. When they were called to the circle. I could see that Qi was nervous, Kari and Karen were scared and I was watching Grace. She was calm. She was at peace.

The command to start sounded and they circled each other but not long before the other girl went to kick Grace. Grace grabbed her ankle and brought her elbow down on her leg hard. The girl went down and rolled away getting up with a pronounced limp. She circled again and Grace kicked her other leg on the side of the knee and soon the other girl was having trouble standing and walking. She tried to lunge at Grace and take her down to the ground but Grace saw what she was doing and side stepped her she punched her in the side of the head as she went past and she was down. Grace was on her and punching her in the kidneys and side of the face until the ref pulled her off and raised her hands in victory. The girl was out cold as Grace came over. I took her in a hug and held her as most were turning their attention to the next fight and their next bet.

We decided to leave and our agent walked us out. The girls went with Qi to the car while I was given a bag with two million and change along with the tickets marked paid. Some were wins and losses from the first few fights but most were from the last fight.

When we got in the car and were driving away, it was like a sense of relief. Karen and Kari were so excited. I put the bag in the trunk as we went into the sex club. Qi stayed on the street and parked behind Thomas and walked over to talk to him. When we walked in Sherry said, “Look who finally showed up. They all said they were on your tab and were your guests.”

“Okay with me. Are they having fun?”

“Just follow the trail of drool. There are a few guys following them and looking for a piece.”

Kari was naked before I had my shoes untied and I left on my boxers. Grace surprised me by getting nude as well while Karen left on her panties. We started down and didn’t see them on the next level. We found them down one more level as most were standing and watching as Carol took two guys at once and one of Kari’s friends was getting it doggie style as she watched Carol take two for the team. The others were being voyeurs which is common for most first timers regardless of age.

They all had on panties and they all had bodies of 18 year olds. There were a few more people around than normal. Both guys and ladies. One recognized me and asked, “Are you going down to use some ropes later?”

A few of those with me looked at me with raised eyebrows. I shrugged. Soon Carol and Kari’s friend were both done and the high school girl was encouraging her friends to try it out. Like she’d just got off the roller coaster and wanted her friends to try. Courtney asked, “What’s the rope thing Bull?”

“I can show you but you have to trust me.”

“I trust you.”

We went down to the dungeon and there were a few people down there with paddles and a flogger. I got a rope out and tossed it to Kari. Then I grabbed one myself and walked over to Courtney. I stood behind her and looked at Kari. Kari stood behind Karen. I said, “climbing waist and chest harness.”

Kari had been on boats her whole life and knew ropes and knots. We soon had both of our partners bound. Her chest harness was more intricate and had some twist designs framing her tits. I took a smaller piece of rope and tied her hands behind her back. I walked over and grabbed one of the hooks and a blindfold. I put the blindfold on Courtney and then put the hook through the harness loop. She was soon up in the air. I tied her off and let her hang.

I walked over to Karen while Kari went to get the hook and a blindfold for her. I whispered, “Do you want me to fuck you in front of all these people?”

“Yes and if I scream for you to stop, you’d better not stop. This is a fantasy of mine.”

Karen was soon hanging as well. I walked over to Courtney and brushed her nipple. “She looks like Peter Pan.”

A few of her friends stepped up and pushed her and touched her.

I walked over to Karen and said, “She looks like Tinkerbell and I’ve always had a crush on Tinkerbell.” My hand was soon in the crotch of her panties pushing them aside and fingering her pussy. She was wet and I soon dropped my boxers.

The girl that got fucked upstairs said, “Oh My God.”

The source of this story is Storiesonline

To read the complete story you need to be logged in:
Log In or
Register for a Free account (Why register?)

Get No-Registration Temporary Access*

* Allows you 3 stories to read in 24 hours.

 

WARNING! ADULT CONTENT...

Storiesonline is for adult entertainment only. By accessing this site you declare that you are of legal age and that you agree with our Terms of Service and Privacy Policy.


Log In