Chapter 11 - my double life as an attorney and a sex worker
So I went to work on Monday and started to settle into the strangest of routines over the next few weeks. I would come over to my Master's office at lunchtime on Tuesdays and Thursdays and He would either fill my ass or my mouth with His cum while He insulted me about my little cock, my whiteness, my intellectual inferiority and a plethora of other insults. Although I would never admit it, I started to enjoy the feeling of His beautiful cock in my ass and the feeling of His cum shooting inside me.
The receptionist whose name was Patricia always greeted me with a smile and was very pleasant to me. Part of her felt sorry for me, I could see pity in her eyes but also playful amusement.
After one of the first lunch sessions, my Master said that Patricia was going to take me on an errand. We left the office in a cab and it took us to a lower end lingiere shop called Lover's Lane.
Patricia and I walked in and she went right up to two sales clerks; a chubby black woman and a thin tattooed white girl with a nose ring and said pointing to me "he needs some slutty lingiere that fits him with easy access to his asshole." The two sales clerks jaws kind of dropped and I turned beat red. A cute Hispanic woman overheard and said "disgusting" and walked out of the store.
So the two clerks and Patricia went around and found the sluttiest lacy bras, panties, stockings, teddies, and bustiers. They agreed that black, pink and red were the best colors for me. I followed them around as they discussed what size and how I would need padded bras. As they shopped a white couple my age entered the store. I wanted to bury my head in the sand but they kept talking about it. The sales clerks were having a ball.
After they had several outfits in hand, Patrice said "cumslut, time to put on a fashion show for us and try these outfits on. Your Master wants you to have 3 different options to offer your clients that like white sissies"
I blushed as she said this so loud the couple heard and I could tell they were intrigued and that they wanted to see this out.
The clerks then led me to a changing room and I put on one of the black patent leather outfits that was very revealing and I said it fit from the booth. Patrice said "don't be ridiculous cumslut, come out and model it for us." Patrice, the two store clerks and the couple all oohed and aahed sarcastically as I modeled it. They had me walk a fake runway and turn around. One clerk even said "damn he looks sexy and look his little cock is locked up in chastity. We sell them here but I never have seen it in person, nice."
I tried on about 10 outfits and then had to pay for 3 of them - two red and one black. She took pictures of me in them and sent them to Master and He approved. Patrice and I jumped in a cab back to our respective offices and she took the bag and said she would make sure they got into the proper hands. Before Patrice got out of the cab she stated "I am so excited I cannot wait to see you in action this weekend cumslut." I was not sure exactly what she meant by that.
I also made myself available to Jamal about two times a week for a few hours to be whored out. He found some places closer to my office or my condo that had seedy hotels or dark bars. I would go into a bathroom stall and either get fucked and suck. Some of these bathrooms were disgusting and I would line the floor with toilet paper so I didn't get too much piss on my hands and knees. Thankfully, Jamal had anyone who fucked me use a condom.
Sometimes I would have to go to these places alone and I dressed very casual because in most instances I was the only white guy in there. A few times I even was able to get an additional customer or two. I did get punched once by one bar customer when I asked if he wanted a blow job and he hit me in the eye and called me a "faggot bitch" and told me to leave him alone. Everyone seemed to know why I was there and looked at me with contempt especially the women. I would feel pretty low and humiliated after leaving a seedy bar smelling like piss and cum and realized I had to do this for the next year or two.
I was a respected attorney reduced to kneeling in piss in bathroom stalls trying to suck as many cocks as possible in one evening. My Master has created the perfect incentive structure - it encouraged me to take on more men quickly in order to earn my freedom back. I hated it and Him for it but in acknowledged its perfection to turning me into a cock craving whore.
Sometimes Jamal would rent a seedy by the hour hotel room and I would be told what to wear or do. These guys almost always wanted to fuck me in those rooms and about half the time I had to put on the lingiere and a wig and lipstick that Jamal would provide for me in the room. Many of these guys were hardened criminal types or what I would call thugs. They were rough and like to hurt me by slapping my ass hard and fucking me as hard as they could. They wore condoms at least but I felt that was more to protect Master from catching something than it was me. No matter the reason I was thankful for that.
The days when I didn't have cock I found myself looking at every black guy thinking what his cock would taste like or feel like in my ass. I even sometimes fantasized about black cock fucking my wife and me while I was eating her pussy with the big black dildo. We also purchased a strap-on dildo and I would fuck her with it imagining it was a real black cock. I never vocalized these desires with her. She did like me calling her Mistress and putting in a butt plug we bought in my ass when we played. She told me more than once that she was having the most enjoyable sex of her life.
I got used to wearing the cage. Having to pee sitting down was frustrating and being woken up in discomfort in the middle of the night because my cock was trying to get hard in its cage. My Master had added 10 more days to my cage sentence and after a month without cumming I was incredibly horny. It made me want any type of sex - oral on men or women or even gay sex in my ass. Wow I was really becoming a cumslut.
My Master told me that after a month of service, He was having one of His house parties and that I would be part of the entertainment and so I should be clean shaven everywhere but my head and to do an enema beforehand. It was to be on Saturday night from 10 pm until the last guests left in the morning. He said be prepared to be used intensely and you may not be able to do much the next day.