Chapter three The evening after I assure Zoey that fucking the family was good for…
SILKY, J AND ME
A gal by the name of Silky had emailed me for a year. Since I had the free membership, I could not email her back. Then, one day I took the paid membership. We finally emailed each other and set up a date at an nice hotel. She emailed me her room number
On the day we were to meet, I brought her a red rose and a bottle of wine. I knocked on the door and Silky opened the door. She was beautiful and cute just like her photo on the site. She looked stunning her outfit and high heels. I told her so. I entered the room and we kissed. I was surprised, but she said that she emailed me for a year and I did not reply to her emails until now. I apologized and explained my free membership, but she said that she needs to make it right. She told me that she felt depressed and rejected over this. Again, I apologized, but she said that this situation must be made right. She asked me if I agreed. I said yes. If you do what I ask of you, then you can have my body. She asked if I would do something for her until it is made right. She also said that I must be submissive and humble, and I would have to make it right with her first and honor whatever request that she wants. I agreed to honor her request.
She made a quick phone call and a knock at the door. Three young studs came into the room. They came over to us and said hi. His name was J and he was the leader of the group. He told me to just relax and lie on the bed. The guys took off my shoes. Next, the socks came off and they massaged my feet. It felt good. The shirt was unbuttoned and gently they took it off. Then, J said that the pants must come off. J moved the zipper down to my crotch area. He lowered the pants down my legs and off. Silky removed my watch and jewelry and next to my clothes. My briefs were the last thing on my body. J looked at me and said that you know what has to come off now. I said yes and told J that he must do what he must do. I must make it right with Silky I told him. J said that I have a good attitude and will be rewarded. Silky gave me a kiss and said that I must do what J wants me to do, so I can get into her pants. I said okay. He said to me that you must never disappoint or make Silky unhappy again. I told him that I understand and it would not happen again. He put his hands on my hips and gently lowered my underwear slowly down my legs and off. He said that I was well endowed. He put his left hand on my penis and balls, gently massaged them, and kissed me. I kissed him back.
J told me to stand up and he walked me over to the tall bedpost. The guys put handcuffs on my wrists and ankles and attached me to the bedpost. Silky got a big paddle and told me that I will be spanked until my ass is red. She asked if I had a problem with this. I said no. She started to hit my ass hard with the paddle and it hurt. She must have did it fifty times. I knew I was in pain. Then, she got a chair and sat behind me, while I was still cuffed to the bedpost. She took her right foot and jammed her high heels into my asshole. Her foot moved the heel of the shoe inside my ass. It really hurt. She then put her left heel into the same hole pushing and moving both heels into my ass. Finally, she removed her high heels from my asshole. The guys uncuffed me and told me to knell in front of Silky. J held her foot and removed her right high heel. He held her foot and told me to kiss the top and bottom of each of her toe. Then, he removed the left heel, and I kissed her toes. I did as J said. He put her heels back on her feet.
Next, they took me into the bathroom. They put shaving cream on my body and started shaving off the hair on my chest, arms, and legs. Silky took her razor and shave around my penis and my balls, so that they were smooth as a baby’s behind. I look at privates and saw how soft they were.
Now, my skin was freshly shaven and smooth. As we walked back to the bed, J told me to stop. He got a part of 5-inch high heels. He told me to sit on the couch. He put his left hand behind my left ankle and slipped my foot into the high heel. Next, he took the other foot and inserted into the shoe. He asked me if I would walk around the room. I did as he requested. He sat on the couch and motioned me to sit on his lap. As I sat with J, I noticed that the other two guys sat next to feet and ass. I was still the only person in the room that was naked, while everyone still had their clothes on. J asked me if I had a fetish about wearing high heels and women’s clothes when I was younger. I said that I did and still do. Silky came over and took a picture of me in J’s arms. J said that to me I am a pervert, but it is fine with him. He told me to kiss him, while the guys play with rest of my private parts and feet. One guy took off a high heel and kissed and massaged my foot and lower leg. The other touched my inner thighs and privates. J kissed me soft and hard, while touching my privates with his other hand. My other heel was removed and that was kissed and massaged. Not only was I hard, but I knew cum was ready to flow. J told the second guy to suck and take in my cum. As his mouth was only my penis, J told me to relax and go with the flow. My arms were around his shoulders and my penis started cumming in the guy’s mouth. I was totally being exploited for not calling Silky for that year. I guess I did really deserve this treatment. I was just taking it like a man or their bitch. When done, my high heels were back on my feet. All of us went over to the bed. J told me to face the bed and spread my legs. I did as he requested. I heard their zippers pulled down and I knew that I was to be fucked by all three of them. J was the first and he inserted his dick into my asshole. It hurt going in, but once in, I enjoyed his pumping action. The other two followed and loaded me with their cum. When this was done, I kissed each guy. I went to the bathroom and quickly returned. J told me to kneel in front of each guy and make them ejaculate into my mouth. J mentioned that I must swallow it all down. J unloaded first and a took it all into my mouth. I did the same with the other two guys. At this point, I thought that I was done. The two guys left, but J said to me that he wants more of me to fuck. I told J that I am here for you. He told me to turn around on the bed, bend over slightly, and spread my legs. He inserted his penis again into my asshole, inching upward into my rear hole. Once, it was in firmly inside, J’s cum flowed inside me. He just kept pumping and rocking me more and more. The more he fucks my ass, the more that I wanted him to do it to me. When done, he pulled out his stick and told me to take the condom off his penis. I did this and threw it away. J told me to knell down in front of him. As I positioned myself in front of him, he asked me if I knew what I must do next. I told him that I do. I kissed his balls several times. Then, I began again sucking on his dick. Silky reminded me that J must have an ejaculation or suffered a penalty. Shortly, his dick secreted some nice cum into my mouth. I liked it.
He told me to get back in the middle of the bed. I told him that if he takes off the handcuffs that I will do and put out whatever he wants me to do. I will be totally submissive to his needs. He looked at Silky and she said okay. The handcuffs came off and I told J that all I want to do is please him and then do the same to Silky. He smiled and said to me that it is time to have sex. I lay on my back; J took off his clothes and followed me to the middle of the bed. He got between my legs and spread them wide. He told me to relax and let it happen. His left hand held my penis and his right hand brought his penis together touching both of them at its head. He swirled his penis gentle around mine with the tips of each touching making us start having the tingling feeling. The holes on our penises were touching, and I could see that a little semen was drooling down each of our heads. J told me to just relax. I told him that I will and just do me. The intense feeling between our heads of our penises together began to intensify. Finally, I told J that I could not hold much it longer. He said to me that I should stay very relaxed and not hold back but let my juices flow naturally. He held my balls and penis firmly together with his left hand. We both started to cum at the same time. He held my penis very tight and securely down in direct line with my balls, and his cum covered my balls in heavy white sauce. His penis did the same and more of it as it coated my balls with even more white cum. The feeling and action of two penises felt great. This lasted for a while. During this explosion of white cum over us, the intense action made my legs quiver and my high heels fell off my feet. When it stopped, I asked him to lie on top of me. He very gently was on top on me and we kissed each other with passionate and wet lips. I told J that I enjoyed it very much and want to be his slave. I want to be a submissive guy to him and Silky. I told them that I never felt this way before. Now, I just want to satisfy their needs and they can do whatever they want to me. I told them that I want to give myself totally to them. After our brief interaction, J started kissing me harder on the lips. He stopped and said that he wants me. I smiled and told him to ejaculate on me and spray that cum on my privates. He then began to release his juices on my penis and balls as we kissed. When done, he said that he has another surprise for me and a nice bath. I said that it sound great.
The three of us went into the bathroom. Silky asked me if I am truly submissive to them. I said yes. She was about to handcuff me to the bar above the bathtub. I said to her that it is not necessary and I am your slave in sex and more. She threw the handcuffs on the floor and told me that we are going to shave any remaining hair from your body. I told Silky that I want her to shave all my private parts and legs. She smiled. J told me to kneel in front of him and suck on his dick to make him hard to spray cum on my face. When hard, J cummed my face and walked behind and sprayed more white sauce on my feet. When done, I got up full of cum. I do not think that I have ever known anyone that could cum and fuck for such a long time. Both of them lathered me up and started shaving me clean. I really enjoyed the feeling and wanted more. When done, both of them kissed me and I went to take a bath with J as Silky watched. As J and I lay in the bathtub, J looked at me. I put both of my arms around J’s neck. I told him that I like it when he massages my privates. I took his hand and placed it on my penis and balls. The massaging action on my private parts motivated me to kiss him passionately. Our lips were lost in one great kiss. I told J that I had never been with a man before, but I am enjoying this. He said that is good and will surely get my dick into Silky’s panties. Silky just smiled and said to me that later my penis would be in her pussy hole for as long as I want. She also said that I was doing great with J. I told J that I want to have sex with him now. I asked his permission to stroke his penis. He said yes, but he wanted me to keep kissing him even during the actual ejaculation. I looked at him and said that I will kiss him whenever he wants me. We then entered into a very deep kiss. At the same time, our penises were being massaged very gently by each other. My hands were around his neck, our lips were in deep bliss, our toes were touching, and our penises were touching and ejaculating our semen against each other. When done, Silky said that I did a good job. They both dried me off.
As the three of us walked back into the bedroom, Silky asked me if I knew why my body hair was shaved completely off. I told her that she wants me to get in touch with my feminine side. She said to me that was a good answer, but she said that she wants me to wear woman’s nylons and heels, and later woman’s clothes when we meet and go out. She asked me if I had a problem with this. I said no. As we got to the bed, she told me to sit down and I did. Silky got purple nylons out of her case and a pair of purple flats and 5-inch purple high heels. She told me that I am going to wear these today and J will fuck me again. Silky put the nylons on my toes and pulled them up my legs to my thighs. When she got to my thighs, she stopped and kissed my inner thighs. I told her that it felt good. She then put the purple flats on both of my feet. She told me to stand up and walk around the room in my flats. J said that I looked good in flats. Silky said for me to sit down on the bed. As I sat there, silky took off the flats and put on 5-inch purple velour high heels on my feet. I got up and walked around the room. I could see that J was hardening up and silky was smiling. J motioned me over to him. I slowly came to him and asked him if he likes me in heels. He smiled and said that you know I do. He was sitting on the edge of the bed and pulled me into his lap. His lips caressed my lips. His kiss was hard and good. His hands were touching my thigh and massaging my private parts. We were in synch with the kissing, holding, touching, and now the fucking was only minutes away. He reached toward my ankles. His touch made me quiver like jello. His hand moved from my thighs to my feet. He slowly removed one high heel and then the other. He told Silky to get the last pair of high heels. It was a 6-inch high heel and its color was a velour mauve color. J slowly slipped on my feet with my toes going first. He slides the heel of my foot in next. As I sat in his lap, J bent over to buckle the top strap. I asked him why do you want to buckle the top strap when you know that your penis will be so active and knock my heels off any way. He put the other heel on my feet. He told me to walk around the room with the unbuckled high heels twice. Then, he said that I should come back to him for a spanking. I got up and walked around the room and came back to J. I told him that I would enjoy a spanking from him. I leaned over his lap on the bed. My penis was touching his. I told him that I am ready. He began spanking me gently and then it was harder until he must have spanked me 50 times or more. He told me to go to the middle of the bed for a fucking. Silky asked Jay what pair of heels or flats that he wants to fuck me. Jay said that he will fuck me in all three pairs. Silky smiled and asked me if I had a problem with three more fuckings. I told her that I am willing and waiting for Jay to do me and also for more to come with Silky. They both smiled.
J put me on top of him and started fucking me. I put my hands around his neck and continued to kiss him. His intense action of his penis made my body shake; so much so that both of my heels fell off my feet. Even after the heels were off my feet and I was wearing only nylons, J demanded that I continue to kiss him during sex. I told him that I would always do that. J told Silky to get the flats and place them on my feet. She did this. J told me to walk around the room again, so he can look at my ass again. I did this for him. When I got back to the bed, he told me to lie on top of him. I assume the position. He put his left leg between my legs. With his knee in my privates, He gently massaged my balls and penis. I continued to kiss his lips and nipples. His feet were touching my purple flats. As his body began to rock my body, his left foot slowly took off the left flat and it dangled on my foot. With his intense action, that shoe fell off my foot. He continued to be busy and partially loosed the other flat shoe off my foot. As he began to secrete his bodily fluids over my privates, the other foot fell off my foot. We kissed and fucked a little longer. When done, we rested for a couple minutes and then he told Silky that he wants me to wear the pair of the 5-inch high heels. I moved to the edge of the bed. Silky slipped on the pair of heels on to my feet. I knew the drill, got up and walked around the room. It must have been five times around the room. J told me that I have a nice ass, great legs, and look great in high heels. I went back to the bed, and got on top of J. He smiled and pulled me tight to his body. J said that he wants to rock my world over and over again. I told J that he does rock my world and I want to rock Silky’s world. J told me that I should just keep putting out. I asked J if he ever wished that I had a pussy hole, so he could drill me over and over again. J told me that he will fuck me either way—with a pussy hole or without. He then drilled me again with the intense sex that made my high heels fall off my feet. After my final sex with J, he told me that I was very good in bed. He also said that I look good in high heels and that wearing a small size of shoe like most women makes me very attractive to him and other guys. I told him that I have small feet and that I like to wear girls’ high heels and shoes. J told me that I must be totally submissive to him and do whatever he says. I said that I would. He told me that I have more thing to do. He put the 6-inch heel on my feet. We went to the bathroom. He said that I must masturbate. I said ok. I stood in front of J and Silky. J put a small bar stick in penis and moved it all the way up my penis until I could not see. He told me to play with myself until I cum. My hand worked on my penis up and down for a short while until my stick ejaculated on the floor. J looked at me and said that you can do anything you want with that Wang. He took the bar swirl stick out of my penis.
He kissed me, told me to freshen up, put my dress and women’s panties, nylons, and heels on. He told me to leave my original clothes here. He told me to return tomorrow for another assignment. If I pass, then I will be closer to having sex with Silky. J gave me my woman’s outfit, nylons, and heels. He told me to wear only this tomorrow and not to bring any of my clothes. He also told me that I will wear only women’s clothes only for all future visits. J told me that I must be totally submissive to him and I nodded. I told him that I will be a slave to him and return tomorrow for my assignments. I left.
END OF PART i