Son of a Sailor
Copyright© 2023 by SmokinDriver
Chapter 27
Coming of Age Sex Story: Chapter 27 - 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
Grace and I tried to not get into a routine. I tried to get out and see concerts, sporting events, play cards, go sailing and visit all the different restaurants that we owned. Carol spent the night a couple nights a week and seemed happy with the properties she owned and felt like she wasn’t just a bum living off of her inheritance.
It was a Monday around 1pm when Grace walked into the living room where I was reading. “Bull, you got an invitation to a party. This Friday night. I think it’s for some of the people living in the building. Libby and Kevin next door are having the party.”
“I can stop by, do you want to come with me?”
“I wasn’t invited. I know you would take me as your plus one but I don’t need to go. Maybe I’ll take the night off since you won’t be leaving the building.”
“That’s fine. Enjoy your night off.”
Carol also had something planned and Sin was out on the west coast working with some of her sales team. I ended up going all by myself and enjoyed talking to most of the people that lived on our floor. I had met them when they bought the units but didn’t interact with most after they moved in. There were different stories going around about the young guy that lived down at the end of the hall. Some of the questions were interesting. I answered in a vague way to not confirm or deny most of them.
I met a few younger women that were closer to my age. One was Libby’s daughter in law. Her son Brady had finished at Yale and his MBA from Wharton and had moved with his new bride to New York to work with his father in the IT consulting business. Penelope his wife was quite a looker but was a little stuck up in my opinion. One other girl was Renee. Her parent’s lived on the floor. There were also two high school girls that giggled a little too much but had fun. They went to a private school in the city. One lived on the floor and the other was her friend. I never figured out which was which.
The party was winding down and I was about to head out when Libby asked me to stay around for a few minutes. Fifteen minutes later, I was the only non-family left. Libby asked me to join her in the den. I walked in and she followed me in with Penelope. She said, “I dismissed the boys. I wanted Penny to know that if she ever needed to step out and get some satisfaction that she should be knocking on your door and not messing around with the hired help, tennis or yoga instructors. We have a family reputation to uphold.”
Penny looked shocked at her mother in law’s words. She then looked at me. “So you are some kind of Gigolo?”
“No, I’m what many call a bull.”
“What does that mean?”
Libby said, “A bull is a guy that takes care of women that are in relationships that may get along well financially, or relationally but are lacking in the bedroom. Kevin is well aware of his strengths and weaknesses. He has one shortcoming that he is well aware of. Unless Brady had a big growth spurt in the last few years, I don’t think he is too different from his father and knows that sometimes a woman needs more than he can provide.”
“Your husband knows that you cheat on him?”
“If he knows about it, it isn’t cheating. He knows that I’m here for him for any and everything he needs that I can provide. If he needs a birthday cake, that is a skill I don’t have so he goes to someone that can bake and decorate a cake. I need a big cock to have the best orgasms that I can. He can’t provide that so I tell him that I’m going to go somewhere else to satisfy that need. He’s accepted that and when he’s on the road he tells me about the women he picks up at bars or hires to have sex. His assistant used to take care of him until she got married and wanted to stop.”
“And you think that I should throw away what we have for a fling and a big cock?”
“You don’t have too. I was just trying to make the introduction. If I find out that you are slumming it, I know that we’ll cut you off and Brady will be very upset. Just like if I found out my husband was picking up a girl on the street corner and not a high end escort to take care of his needs.”
She turned to me, “How much do you charge? How much is the high end guy?”
“I really don’t like to be talked about while I’m here. I don’t charge anything. I only request that you call me sir and don’t talk back when I tell you what to do.”
“Are you serious? I wasn’t ready for this discussion.”
“Penny, talk to Brady. He’s seen his father and I have a long and happy relationship. Ask him that if you ever wanted more in bed what you should do. If he doesn’t tell you to find a bull to make you happy, tell him that he needs to talk to his mom.”
It was one of the most bizarre conversations I’d ever heard but I had heard that women talk about that kind of stuff way more than men do. Always planning or scheming to get something they want. I heard from Casey that she and a friend both wanted some kind of something for their kitchens but knew their husbands would be upset with the splurge so they each bought one and gave it to the other so if the husband asked, she could honestly say it was a gift from a friend.
I went home and wasn’t with Penny or anyone else that night. I did get more hellos and people willing to talk as we saw each other in the hall or around the building. One of the high school girls knocked on the door one day. She was selling something to raise money for school. Grace answered the door and let her in. She wandered to the window like most people and took a look down.
She finally came over to where I was sitting and sat down. “Hi Bull. We’re trying to raise some money for a school trip.”
“I’m sorry I forgot your name from the other night. What club is it and where are you going?”
“I’m Megan and I’m on the school volleyball team. We play indoors but there is also a sport that is beach volleyball and our school has four teams of two. There’s a big tournament down in Miami in a couple months.”
“Are you selling something or just looking for some work?”
“My parents want me to pay for half of the trip by doing chores and such. Do you have any chores that need to be done?”
“How much is the trip and do you have it booked yet? Do you know which beach?”
“South Beach but I think we were going to stay across the river on the mainland to save money. I know we haven’t booked anything. We have until the end of the month to commit and pay our fees. That’s why I’m out looking for work.”
“How many people are coming from your school?”
“Eight girls and two coaches. Maybe a couple parents.”
“When is the tournament?”
“May 15 and 16th.”
“I can probably get you a place to stay for free or a deep discount. Let me make a call.”
“Someone said that you knew people.”
I called down to talk to Eddie and gave him the dates knowing that they would come in the night before. He called down to the hotels and called me back. “It must be a big tournament but I have ten rooms reserved.”
“Put it on my tab.”
“Your money’s no good with us. It’s a gift from the partnership. We tell each other all the time how much you’ve improved our positions in life.”
“You started it all but I’m not going to fight you over a few rooms for a few days. Thanks. Put them all in my name and send me the locations and confirmation numbers.”
“I’ll send it all over to Grace.”
“Thanks.” I hung up.
Megan said, “Did you just book rooms for all of us? Thank you so much.”
“I booked some rooms on South Beach.”
“On South Beach? Wow, I thought they were all sold out or super expensive.”
“It pays to know people. Now what are you going to do to earn your rooms?”
“I would offer to clean but the place looks clean. What would you like?”
“Can you or any of your other teammates cook? I was thinking of a home cooked meal.”
“Can we use your kitchen or do you want us to cook it and bring it down?”
“You can cook here and use anything in the pantry but you should see what I have and don’t have just in case.”
“I’ve taken home economics and like to cook. I’ll have all the girls put together a menu and we can come over and cook and serve.”
“Grace, do you have something that you want them to cook for us?”
“No Sir. I would say whatever they cook the best.”
“Is this Friday okay? We get out of school at three and can come over to start cooking. We’ll take care of everything.”
Friday afternoon, eight girls were let into my home. They had some boxes of things and a cooler. I was on the phone with Heather talking about the week of investments. All the girls had on their volleyball uniforms. The uniforms were tight shorts and tight tank tops. They were all tall and athletic. I walked out wearing just a pair of jeans and was turning to my room to get a shirt. I heard one of the girls say, “He is hot. You weren’t lying.”
Megan introduced all the girls and I forgot most of their names before she got to the end of the introductions. “Bull, we’re going to make lobster and scallops in a white wine sauce with potatoes and a carrot souffle. There will be a salad with homemade dressing and a chocolate torte for dessert. How does that sound?”
“It sounds delicious. Are you all here to cook?”
“We’re going to cook and serve dinner and clean up when we’re done. Then everyone is spending the night.”
“You’re spending the night here?”
“No, at Megan’s but if you are opening your bed there may be a few of us that will stay.”
One of the girls asked, “Bull, did you really get us all hotel rooms on South Beach?”
“I was hoping you would share but I did reserve some.”
“We’re normally four to a room so we’re used to it. We just need two for the team and the two coaches normally share three rooms total.”
“I figured two to a room and the coaches will have their own so that’s six. If any parents were going then I would let them use some. I may come down to watch.
“You would fly to Miami to watch us play?”
“Dressed like that, I may fly to Australia. I have some businesses in South Florida so I get down there fairly often.”
Megan said, “I was hoping you’d like the uniforms. Go sit down and We’ll take care of everything.”
One of the girls came in with a drink for me. It was what I normally drank when I had something at the house so Grace must be helping them out in the kitchen. The girl dropping off the drink was very young looking. I asked, “What grade are you in?”
“I’m just a sophomore. I’m the youngest on the traveling team and the sand or beach volleyball team. Thank you for helping us out. The three nights of hotel rooms were going to be our biggest expense. Then Megan told us that you took care of them and it made it all easier. Our parents can all afford it but they don’t really see the value in traveling so far for a couple games but when you are competing against the best in the country, you can see how good you really are and others can see your skills and potential for college.”
“I hope you all do well. I haven’t known Megan very long but am happy to help.”
“She said that she met you at a party and then when she stopped by to see about raising some money. She said that you may be a model or something. No one in the building knows what you do.”
“I own things. Like hotels in South Beach. Like restaurants and office buildings in New York. I own a spa. We should go down and get a massage while the others are cooking.”
“I’d like that. Do you think they’d be upset?”
“You can ask. Megan has access to the spa. I’ve never seen her down there.”
She ran off and I could hear the volume rise in the kitchen. She came back with three others. She said, They all wanted to come but they have to fix dinner so we’re going now and the others may come later. I called down to book the massages. When we were walking to the elevator the sophomore, Jill said, “I asked Megan if she’d been to the spa and she said that she had once. She said there was another one that had co-ed saunas that her mom wouldn’t let her go to.”
“Well, I guess that it’s good that she stayed to cook then because that is the one we’re going to. After the massage, you can shower and use the sauna. There is a women’s side, a men’s side and a co-ed sauna. You can go wherever you are most comfortable. Many in the co-ed sauna are nude. There is a co-ed shower area as well.”
There were some giggles as we got on the elevator down to the spa. The girls all looked at the different types of massages. When I mentioned the nuru, they all looked at that. I told the hostess that they were all on my account, before I disappeared for my massage. It was relaxing as always. I was in the sauna afterwards when the door opened and a head popped in. It was one of the other girls. She had a towel around her body but when she saw me sitting on top of my towel, she folded hers and did the same.
“Did you enjoy your massage?”
“I did, I didn’t know that there was even a massage like that. It was so sensual. I think a couple girls went to the girls side but I wanted to come in and thank you for all you’ve done for us. Most of us are seniors and will be graduating in a few months. Then we’ll be off to college. This is like a going away party for the seniors.”
I looked up at her and she was staring at my cock so I looked at her perky body with the skin so pure. “You’re brave to come into this sauna. I’m happy you did.”
“I’m 18 now and will be going away soon. My mom tells me that I’ll be making more and more of my own choices. She tells me to make good choices but also tells me that when I look back at my life, it shouldn’t be full of what ifs. I should make choices that will give me the opportunity to look back and smile at the adventures I’ve had.”
“I agree with your mom. You need to weigh the risk and reward in most things but the risk brings excitement. I’ve lived a very exciting life so far.”
“The rumor is that you are with the mob or something. Is that true?”
“It isn’t but if it was, I’m not sure what I would say or not. I do know some people that could lean that way but I don’t work for them and they don’t work for me so I’m not sure how that all works. I’ve broken a few laws but I don’t do that very often anymore.”
“Is that where you got your money to buy buildings? My dad’s a banker and when I told him where I was going tonight, he said he’d sold you some buildings in the past.”
“I’ve made money doing a lot of different things.”
Just then all three of the other girls came in with towels around their bodies. Their heads were on swivels looking between their teammate and me. They all dropped their towels and then folded them and sat down. All of their bodies were fine and made me think very bad thoughts about them. I knew that at least one of them was eighteen. The others, I wasn’t so sure. “I know Jill is a sophomore and Erica is a senior, what about you other two?”
Erica said, “We’re all three seniors and all 18 and legal except Jill and another girl upstairs that’s a junior.” As she said that she lifted her foot and placed it by her ass, giving me a clear view up between her legs. Her smile got brighter as I smiled at her.” It was time to get out, at least for me to cool off. Erica got out with me and we went to the plunge pool before going to the shower. She seemed comfortable being nude with me. As we were in the shower she stood next to me and asked, “I love your body. Would you ever consider getting together to have sex?”
“If you win your match in Florida, we can celebrate.”
“I’ve been with a couple boys but they’re just boys compared to you.”
“I’m not 18 anymore.”
“You don’t look too old for me. Do you want me to wash your back?”
“I think if we start down that path, the dinner will be very over cooked before we come up for air and stop long enough to eat something besides each other.”
She blushed at that but nodded at the truth. We both got dressed and went back to the condo. Grace was getting a kick out of the girls and they way they talked. The girls in the kitchen all had glasses of wine and others would get a glass as they came back from the spa.
At this point of my life in 1991, I was 25 years old. There was a seven year age difference between my age and the 18 year olds littering my apartment. I knew the law and didn’t want to play with Jill the sixteen year old but most of the girls were 18 and legal adults. I knew from just a few years earlier when I was 18, that girls were just as horny as guys. I was determined not to make the first move but if they came on to me, I wasn’t sure how hard I would fight it.
When dinner was ready, Grace and I invited all of the girls to join us but they had only brought enough for the two of us. I went into my room and called down to talk to Mi Ping and asked her to send up food for eight high school girls. Ping laughed when I said that and said, “Bull, you always have a bunch of girls with you. I’ll be up soon to see the latest group.”
My dining room had a table for 12 and Grace and I were at one end as the lobster and scallops were served. The food was good. Ping showed up a little later with a cart. She put 8 more place settings on the table and tasted a couple things from Grace’s plate and they chatted in Chinese about the food. The girls all joined us at the table under protest but each sat down with their glass of wine in front of them.
Ping said, “You ladies fixed a lovely meal and the ver blanc sauce was done very well. I hope everyone enjoys their dinner.” With that she was heading for the door.
We talked about food and volleyball mostly over dinner and the girls would get up to take plates to the kitchen, get dessert ready and fix me some coffee. After dinner Grace and I went to the family room to give them room to clean up. Each of the girls came in and gave me and Grace a hug as we thanked them for dinner and they thanked us for the hotel rooms. Erica gave me a kiss along with the hug and Megan being last followed suit. As she pulled away she said, “Thank you Bull. I hope you come down to watch the matches.”
“I have the dates. If I can make it work with my calendar, I’ll be down.”
That was all for the night, but weeks later I took one of the rooms I’d reserved. I picked up my goddaughter for the day and took her to the beach. She didn’t seem that interested in volleyball until she was introduced to the girls that had cooked for me. They made her a team member for the day and Kat fell in love with the attention and her new friends. We watched most of the games and some were good and some not so much. Erica and Megan were the best of the four teams and the one with Jill the sophomore was the second best. The other two didn’t win a match but did win a game or two.
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