Son of a Sailor
Copyright© 2023 by SmokinDriver
Chapter 28
Coming of Age Sex Story: Chapter 28 - 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 was in the kitchen fixing a cup of tea when I walked in. She asked about how the event went. “Grace, you did a great job. Judy wants to show her appreciation and will be up soon. I’m kind of in a mood tonight so I want your opinion.” I went on to explain everything that happened.
Grace gave me a look and said, “Do you trust me?”
“Yes.”
“Will you forgive me if everything falls apart and goes to hell?”
“Yes.”
“Go to your room and I’ll bring her in when she gets here.”
There was no doubt that Grace had something planned. I wasn’t sure what it was but I didn’t need Judy for my business and didn’t need another to share my bed so I really didn’t have a lot to lose. I hung up my suit and stripped down to my boxers. I brushed my teeth and did a few stretches after a long day. I heard a knock at the door and sat down in one of the Eames chairs I had in the sitting area.
Out in the foyer, Grace was letting Judy in. When she wanted to go into her persona, she sometimes lost her skills in the English language and came off as someone that struggled to understand. The door to the bedroom suite was open but I couldn’t see them. I could hear what they were saying. Grace said, “Master, say you come up. He want you to get naked.” Then the stand off started. Judy was expecting to get laid and finish off her high society evening with a romp.
“Where’s Bull?”
“Master say you get naked. I take you to him.”
“Master huh? Can you go get him?”
“You get naked or you leave. Master not wait for you to waste his time.”
Judy knew that I’d done a lot to help her career and business in one dinner. Those contacts could just as easily disappear. She also knew there were probably others that I could introduce her to. She had to make up her mind on what she was willing to do for that opportunity. She started to undress right there in the foyer. As she took off a piece of clothing, Grace would take it, fold it and stack it on the bench in the entryway. When she was completely naked, Grace said, “You wait one minute.” She took the stack of clothes to her room and came back with a leather collar. “You put this on and I will take you to Master.”
Judy took the collar in her hand and looked at it. She held it away from her body as if it was a snake and would bite her. “What the fuck is this? I’m not a dog.”
Of course, Grace was wearing a choker or collar at the time. “I no dog either but I’m his bitch. I’m his fuck toy. I belong to, Master. You be his bitch while you here tonight.”
“Fuck that!” she said as she started towards my bedroom to give me a piece of her mind. As she burst through the door she said, “Bull, you mother fucker. Who do you think you are?”
Her naked body looked good as she stormed in. I think that she even forgot she was without clothes. Her voice made me look up to the collar in her hand. Grace was trying to take her down a few pegs because she knew that if Judy did take a step back that she would soon fade away. I was thinking about what to do while she continued toward me and got in my face.
As she encroached on my space, I snapped and grabbed her by the cunt and lifted her off her feet. Grace was in the doorway but didn’t follow her in. She was making sure I was safe but wanted me to handle the woman. I think she felt a little pain from the whine coming from her mouth.
“Who are you yelling at, Bitch? I think you were told to put that on. Not to come in and yell at me about your status. Put it on or get the fuck out.”
I put her down and as her feet hit the floor she took a swing at me. I leaned back to miss her punch but as her momentum had her twisting, I pushed her shoulder so she was facing away from me and then pushed her so she was leaning over the back of the couch. Grace was smiling at me with a twinkle in her eye. I pushed down between her shoulder blades and stepped up behind her with my cock against her ass. “You came up here to get fucked so I think you should spread your legs and beg like a good girl.”
“Fuck you,” came from her mouth as she struggled to stand or kick me.
I was wondering what to do next when I felt the wetness from her pussy starting to soak a spot on my boxers. I held her down with my left hand and my right hand went to her pussy. She was wet. I started to rub her up and down. “Your words say no but your body says yes. Your mind tells you that you are a strong and powerful woman but your body tells you that you’re a slut and need my big hard cock to tame that cunt of yours.”
“Stop. Stop. I don’t want you to fuck me.”
“Then why are you leaking pussy juice down your leg like a little slut?” I fished my cock through the hole in my boxers and ran the head up and down her slit. I didn’t put it in her. “I bet you want to feel this spread your lips and fill you. I bet your slutty body is more powerful than your morally superior mind. Go ahead, give in to your true self. Give into that desire to not be in charge and be used like the fuck toy that you are.”
“No, no. oh, god.” She was leaking and the head of my cock was covered with her fluid. She was pounding her fists into the couch but her feet had spread to give me better access and she was no longer trying to kick me.
“You want this. You need this cock. Don’t you, Little One?” And then I felt it. I felt her push back as my cock head passed her opening. I stopped moving it up and down and set the head at her entrance. I held still. She wanted me to take her and force it home but I didn’t. I waited.
She started to cry as she pushed back onto my cock. The head stretched her and she was tight. I still didn’t move as she started to move her body back and forth to ride my cock. It took a little while but soon she was to the point where the head of my cock touched her cervix. She let out a sexy moan of pleasure. She started to fuck me but I pressed down on her shoulders to stop her. “I think Grace told you to put on the collar if you wanted to be my bitch. From the feel of your tight little pussy, I think your body wants my cock. Put on the collar or go home.”
Her back heaved some as she sobbed herself into submission and strapped the collar around her neck. When she was done, she turned her palms up as if to surrender. Her elbows were on the couch and her face was down. She again tried to move her hips.
I moved my hand from her back and grabbed both hips as I truly fucked her hard and fast. She was fun to watch as her breathing changed. As she came and begged me to stop until she would beg to keep going harder and faster. She had a short fuse and came five or six times while I pounded into her body. I finally drove into her hard and felt the couch slide some as I let loose with my orgasm, filling her pussy with my seed.
Judy was breathing hard as she orgasmed again. She didn’t get up or even try to move as she caught her breath. She was draped over the back of the couch. Her body glistened with the sweat from the workout she’d just been through. I walked around the couch and took a fist full of her long dark hair. I lifted her face and her eyes looked up at me. I moved a couple inches closer as my cock touched her lips. “Clean me up, Little One.”
“Bull, I don’t want to.”
“When you have on that collar, I’m Master or Sir. You put on the collar. Now do as you are told.”
She lowered her eyes and opened her mouth. She didn’t do a very good job but I wasn’t looking for a release. I ended up holding her by her hair and fucking her mouth. Tears ran down her face as she choked and lost her breath a few times. When I finally pulled out of her mouth, she gulped in large breaths trying to replace her lack of oxygen. When I released her she used her hands and arms to push herself up and stood with her hands still on the couch. “I don’t know what just happened.”
“You got fucked like a little slut.”
“Bull, I mean, Sir. If you would have told me this was going to happen when I came up here, I would have never come up here. I’m not a virgin but have been called an ice princess all through high school and college. My grades and parent’s approval was always the most important thing. Then my grandfather passed and I took my inheritance and started my business. I’ve worked my ass off to grow it and have become one of the most successful people and definitely the most successful woman in the IT community. I never had time for men but would sometimes use one to scratch an itch.”
“Did I scratch your itch?”
“You’ve created one that I don’t think anyone but you could ever scratch again. As you fucked my face, I thought that I never gave blowjobs to guys and only cared about me in the bedroom. I would make them eat me to get me close then fuck me as I rubbed my own clit. Once I got off, I was ready for them to finish so they could leave and I could get back to my own life. I never dreamed that what you did would excite me or make me come so hard and so often that even my mind couldn’t stop my body from wanting and craving more. I always thought of myself with a low sexual desire but it feels like you let the tiger out of the cage.”
“What do you want now, Little One?”
“I want to thank you. I’ve never felt so good or whole in my life. I don’t want to throw away my business so now I’m scared about what you will make me do to have that again and again.”
“I don’t force anyone to do anything they don’t want to or are willing to do.”
“Bull, Sir. I’m from San Francisco. I know what people are willing to do and give up to feed their addiction. I’ve seen successful people throw away families and careers for a white powder or black tar. The high I just had was right up there if not surpassing either of those.”
“So you want to be my slut but are afraid of how low you may go to be that person and get that high?”
“Yes, Sir.”
Grace was still standing in the doorway. I looked at her and she looked scared of what I might do. I said, “Judy. Grace lives the life 24/7. She brought you into this. She saw the need in your soul, because she had that same need. I want you to go with her. I want you to let her clean you up. She will lick my spend out of your body and you will let her because that is what I want. Then you will lick her to orgasm as a thank you for her caring and understanding of your needs. Then you will both shower and then talk. When you ‘ve talked to her and have all your questions answered, You’ll come to me with your thoughts and ideas about what’s next.”
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