Gambling debt 2

After my wife arrived my friends then left our house. My wife Melanie then told Shawn that she did not think it was right for her to have to pleasure him because I fucked up. Shawn then told her that she was right.

Shawn then looked at me and told me that the conditions would change for future months. Shawn told me that he knew I had just been allowed to work from my home. Shawn told me that during the months that I could not pay the debt I would have to dress as a woman and service him. Shawn told me that I had to be dressed as a woman at all times in case he showed up.

Shawn then told me that he would have some special clothing left at a store for me for a the next month if I could not pay. Shawn told me that when dressed as a woman I had to have some breast forms with adhesive on so I would be more like a woman. Shawn told us he would have the breast forms at the store with the special clothing. Shawn then left our place and Melanie went to bed without talking to me. Shawn said that the clothing would have to be sexy.

The rest of the month went by without Shawn showing up. When we got to the last day of the month we knew we could not pay the $1000 because we would only have $800. My wife then told me that we had better go get some clothing for me to wear that month. Melanie helped me get clothes because I did not know what sizes. We got me some panties which were easy to get because my cock is only 1 ½ inch long when hard so it fit into panties well. We then got me some dresses and stockings. We could not get the bras because we did not know how big the breast forms were. We did not have to get a wig because my hair is shoulder length.

We had to hurry up because Melanie had to go to work. We went back home so she could go to work. I then realized that we did not go to get the items from the store he told me to go to. I called Melanie to see if she would get the stuff but she said no that I was the one that fucked up so I had to get it. I then went to the store.

When I got to the store I went to the clerk who was a very hot looking 18 year old woman. I told her what my name was and that someone had left a package for me. So she went and got the package and handed me a envelope and told me that she was to relay a message for me to open the letter when I got home and not to look in the package. So I then had to ask her about the breast forms and she told me what size they were so I could be some bras. I was so embarrassed because I had never even thought about wearing women’s clothe and here I am shopping for them. I paid for my bras and went to leave when she told me I would look good in the clothes that were in the package.

I got home and opened the envelope. The envelope said that I had to be at Shawn’s place at 6:00 PM or he would be at mine at 7 to collect the money. It went on to say that I had to be wearing the clothes in the package and have my nails and make-up done. The note also said that I had to get rid of all of my hair except what was on my head.

I then opened the package and found a the breast forms, black French maids uniform, black bra, black heels, a nametag with the name Stacy on it, black stockings, black garter belt, and black panties. The panties had SHAWN’S bitch, DECEMBER 08 wrote on the back in white. At that point a feeling of dread came over me.

Melanie came home and I told her what I had to do the next day. I had to ask her to do my nails, make-up, and hair for the day. Melanie agreed to help me.

The next day we woke up and I took and shower. I used Melanie’s hair remover all over my body. Melanie then started to do my hair make-up and nails. Melanie then left the room because she did not want to watch me get dressed. I was happy because I knew she would see what I was wearing but I did not want her to see the panties.

When I started to get dressed I noticed a letter inside the box with the clothes. It said that I had to wear the panties on top of the garter and stockings. I got dressed and put on the nametag. I started to leave and Melanie saw me leave and said that maybe he’ll only make you clean with a smirk on her face.

I got in my car and went to Shawn’s house. I arrived at 6:10 PM and knocked on the door. Shawn answered and said I was beginning to think that you were going to have my money this month. Shawn then said that I was late and would be punished. He told me to stand in the middle of the living room.

Shawn then listed some rules

You will refer to me as sir or master.
You will do what is ordered without question.
You will answer to Stacy only.

Shawn then asked if I understood the rules and I replied yes.

Shawn then told me to come to him and take off his belt. Shawn told me to go bend over the coffee table and put my hands on the table. Shawn told me that I would receive punishment and asked me if I knew why. I told him because I was late. Shawn told me that I would also receive punishment because I did not say sir or master.

Shawn then got up and gave me the hardest spanking I have ever had. Shawn then told me that I had to count the spankings out loud to him. He told me that I would receive 10 for not saying sir and 1 for every minute I was late. SMACK! 1 sir. SMACK! 2 sir and he kept going until he got to 20. I started to tear up because it hurt so bad.

Shawn then asked me if I was going to disobey anymore and I said no. Shawn told me to go get him a beer from the refrigerator while he sat and watched the game. When I brought him his beer he told me that I should make it up to him for disobeying while he was looking towards his cock. I then sank to my knees and unzipped his pants. I could not believe that I was about to suck his cock again but this time dressed as a maid. I did feel relief because it would get it out of the way and I would be able to go home.

I lowered my head and took his massive cock into my mouth and started to bob up and down on it. Shawn told me that he was going to like having me as his bitch for the month. He told me that he liked having bitches suck his big black cock. He asked me if I liked sucking his cock and I told him no sir. He told me that it didn’t matter because I still had to so I lowered my mouth back to his cock. I felt him put his hand on the back of my head. I had to suck his cock for a while because it the game went to halftime while I was sucking. I then felt him start to tense up and grasp my hair. I sped up my motion so he would hurry up and cum. He then pulled my head back and gave me a facial. He told me to put his cock back up. He then told me to get him another beer and get him a snack.

When I brought him his stuff he told me to start doing his laundry and wash the dishes. I started to feel relaxed because he already came and he just wanted me to clean up for him. As I was cleaning up the living room I felt him fondle my butt so I knew I was going to have to give him another blowjob.

He got up and told me to follow him. When we got to his bedroom he took off his clothes sat down on his bed and told me to get to work. I then went back to my knees and started sucking again. After I sucked for awhile he pulled me up and told me to lay on the bed face down. I really started worrying then because I knew where this was going and I have never had anything enter me before. While lying on the bed he positioned himself by my head and had me suck him some more. He told me that he was about to really make me his bitch. He told me that he was about to take his black cock and make my white ass his.

He then pulled my panties down and laid on top of me. He placed his cock in my ass crack and asked me if I was ready. I then said Please sir don’t please just let me suck your cock. He told me that he knew I liked sucking his cock but that it was time for me to become his. He told me to spread my cheeks which I did because I knew what would happen if I backed out of the deal. He then started to put pressure on me with his cock.

I felt it start to slid in my ass and it was hurting really bad so I started to moan. He told me he knew I would enjoy getting my manhood taken by him. He then told me to ask for him what I wanted. I then said what he wanted to hear “Please take my manhood and make me your bitch.”

He then really started to go at it and was hurting me. He pulled my up into the doggy style position and started to go hard and slow. When he did that it started to feel good and I noticed that my cock was getting hard. When I noticed I was hard I got sick at the thought of having him fuck me in the ass.

He then asked who’s bitch are you “Yours Sir” What do you want “I want you to cum” which I did because I just wanted it to be over. “Are you ready for my cum in your ass ““Yes sir.” At that point I just started to talk dirty to try and get him off quicker. “Please sir fuck me with that big black cock I need it now.” He started to pound my ass real hard and fast.

I felt him tense up and start to empty his warm cum into my ass. H e shot at least 8 strong shots off cum up my ass and I could feel it seeping out of my ass and down my crack to my balls. Shawn then pulled out of my ass and wiped his cock on my ass cheeks. He then told me to put my panties back on and meet him in the living room. When I got to the living room he told me to get into position for some spankings. He told me that I was to receive spankings before I left every time I came over. While I was bent over I could feel his cum leaking from my ass and into my panties. He told me that I was not to take the uniform off when I went home and I had to let his cum soak into my panties. He told me that I could not take the panties off for anything not even to use the restroom. He told me that I would have to hold it all night. He also told me that I could not clean off my face. He told me that I had better not cum into my panties. He told me that I could not have sex with my wife either.

Shawn told me that when I got home I had to get on webcam so he could see that I was following directions. He told me that while on webcam I would have to show Melanie the back of my panties. He told me that on the next day I could take a shower at noon. He told me that I could not wash the panties.

Shawn then told me that for the entire month I Had to leave the panties on display on my dresser with the back facing up. He told me that I would have to have them on display for any month I was in his service.

I then went back home it was about midnight. Melanie was asleep so I turned on the computer and woke her up and told her I had to show her something. Melanie then made the comment “I see he made you clean him up and you got all messy.” When Shawn got on webcam I turned around bent over and raised my skirt so she could see. Melanie then burst into laughter and told me that really was his bitch.

When Shawn got off of webcam we got into bed. Melanie then placed her hand on my cock and started to stroke it. It felt so good because she did not touch me anymore but I had to stop her because I did not want to get punished. “You really are his bitch aren’t you” she said and rolled over. "I bet you liked having his cock in your mouth and ass you fucking cocksucker" she said