The story follows Pleasuring Virginia Part 8.
Ruth looked me in the eyes with a combination of anger and excitement as she stroked the cock attached to her strap-on. My wife said she has been looking forward to this moment since she first heard of my desire to be with other woman. I noticed that she grabbed some lubricant and applied it to her cock and my still tight asshole. Alice had fucked me with a strap-on which was about the same size, but that was a while ago. Kitty looked excited and Sir told me that this is what his faggot boy deserves.
Ruth positioned me on my back with a pillow under my ass. She said she wanted to look me in the eyes while she fucked my ass. I understood. I deserved it. Ruth placed the cock at my asshole and slowly but completely filled my ass. Our eyes met, and she saw my discomfort and acceptance. She had a look of conquest when she fully entered me and heard me groan with a mixture of pain and acceptance. I heard Sir and Kitty each tell her to fuck the shit out of me. She did just that! I let go, and the cock did not feel awful when she fucked me harder and harder. Her eyes lit up with excitement when they locked with mine. I heard her say that she should fuck me like this every single day to put me in my proper place.
When she thought I had gotten the message, she paused with her cock buried in my ass as far as it could go. She grabbed the side of my face and kissed me tenderly and told me that I was doing well. Her praise meant a lot to me in a dark moment. She pulled out and removed her strap-on. Kitty suggested that she and Ruth clean up before the party began. Party! This might not work out too well for me.
Ruth and Kitty left the room hugging each other. Sir grabbed me with his massive arms and forced me against the bedroom wall. He told me that I was the faggot boy party favor. His friends were coming over tonight and if I let him down then I would get a severe beating. He told me my role was to kneel in the corner and suck whatever cock wanted to be sucked and eat whatever pussy wanted to be eaten. His words, bad breath and body odor made me cringe. He told me that I was not to cum. He also told me that he gave his friend Lester the honor of first fucking my faggot ass tonight. I did not know how to react. I was defeated and felt I deserved all the pain and humiliation for being so fucking stupid. I just followed him meekly into the living and knelt in the corner. Sir positioned me with my ass resting on my feet and my legs spread wide. He took some of Kitty's red lipstick and wrote the word FAG across my chest.
I waited in a fog. I heard a knock on the door and Sir let in a middle-aged couple. The man was thick and bald and had a booming voice. The lady was petite with short blond hair which was cut in a stylish way. Sir pointed over at me kneeling in the corner and told them I was always available for their oral pleasure. The man said Hell Yeah and strode right over. He unzipped his fly and pointed his short, fat cock at my face. He told me to open wide and proceeded to face fuck me while holding the back of my head. His cock filled my mouth and I just took it. After a while, I heard the woman say that it was her turn. He pulled out, and I crawled over to the sofa where her naked open pussy was hanging over the edge. I pleasured her as I had been trained by Virginia. I licked her pussy hard and deep from bottom to top, When she was ready, I licked her clit with my tongue and then sucked her clit until she had a wonderful orgasm. She thanked me for my excellent work and told me to stand by for more action later.
A few minutes later, an older couple came into my sight. He was tall and lean, with white hair and sparkling blue eyes. He had been watching and asked me to follow him and his wife into a bedroom. I did what I was asked to do. He pulled back the bed covers and they both got naked. She stood while he laid on his back with pillows behind his head. He told me he was watching and that cocksucking need not always be rough, but could also be very pleasant. He asked me to lay next to him. He stroked my cock and he leaned me over for a long french kiss. I went with it and it was not unpleasant. He asked me to grab his cock and I felt it harden. He gently guided my head to his erect cock. I opened my mouth and his clean shaved cock smelled and tasted good. He told me how he wanted to be pleasured, and I did it exactly that way. I used my tongue to swirl around the tip of his cock head. I used my hand to stroke his cock as I moved my mouth up and down his thick cock. I thought that maybe I have become bi. I swallowed all his cum when he shot his load into my mouth. His cum tasted salty and fresh. He caressed my head and told me that I did an excellent job.
He moved over to the far side of the bed as his wife climbed up. He positioned me on my back with my head in the center of the bed and my legs hanging off the end. She climbed over me and placed her pussy over my mouth. I could see then kissing when I began to eat her pussy. I placed my tongue deep into her pussy and used it to massage her wet pussy. I eventually found her clit and began sucking gently and then harder when I heard her moans. She came with a big flood. I struggled to swallow everything, but still her juices covered my face and wet the bed. She eventually rose and three of us laid together resting. He told me he wanted to suck my cock, but he had to respect the wishes of the host. He gave me his phone number to get together again at a later date.