Greg's Girl

Greg was a friend of my boss who had discovered I loved to dress in lingerie on a recent work trip. Greg would frequently invite me to his place for some fun and I would happily go. On one occasion though, I was unable to fly down to see him, and, he did not take it well. The following day, my boss called me into the office and informed me that the company was facing hard times and that he would have to terminate my contract.

Walking out of the office, I started receiving messages from Greg. He already knew that I had lost my job and told me to pack my stuff and fly to his place as he had work for me. If I wasn't on the next flight then the video he had sent my boss would also be sent to all my family. Left with no job and no other choice I booked the next available flight.

Arriving at gregs, i was curious as to what kind of work he had lined up for me. I didn't have to wait long to find out. As soon as I walked into his house, he took my bags and told me that I would not need them anymore as i was to be his girl. From now on, my only job was to serve him. Inside my room he had left a note with instructions on what he expected from me. Any refusal or deviation from the rules would result in my family receiving pictures of me.

The rules were simple, i was now going to live my life as a girl. Greg was never to see me without lingerie and makeup. My wardrobe was full of lingerie that i was required to wear at all times. He gave me the rest of the day to familiarise myself to his routine and expected me to be ready by the following morning.

Greg was to wake up at 6am, so I woke up an hour earlier to ready myself. After a quick shower, I applied my makeup and styled my hair, which was already long. Black lace corset with garters, sheer black thigh high stockings, tiny little g string and a pair of 6" heels. I was ready.

At 6am, I entered gregs room, slowly removed the doona, laid down between his legs and began to wake him by giving him a blow job. Taking his cock in my mouth, I worked my lips up and down till his cock was fully awake.

Greg then shot his load into my mouth making sure that not even one drop was wasted.

As he showered, I was to get his breakfast ready for him so as soon as he finished in the shower he could sit down to eat. While he ate, i was on my knees under the table massaging his cock and balls until he had finished eating. After clearing the table, Greg bent me over the table, and using only a bit of spit as lube, rammed his now hard cock into my bum and began pumping my hole as hard and fast as he could. Wrapping his hands around my kneck, he squeezed tight and filled my ass with his seed. Pulling his cock out, he told me not to move, left and came back with a plug that he inserted into my cum filled hole. The plug was to stay in till he came back from work. With that he left for work and i was alone.

The house was to remain clean at all times so i got busy cleaning while contemplating how my life had turned out. I could feel his cum slowly trickling out of my hole, so removed the plug to clean myself before re inserting it.

When Greg came home, the first thing he did was bend me over the couch and remove my plug. Seeing none of his cum inside me he demanded to know what I had done. I explained that I only removed it for a minute to clean myself but this was not acceptable to him. I had disobeyed him and i was to be punished.

Dragging me towards the bathroom he repeatedly told me how he didn't want to do this but that I needed to be taught to obey his every word. Wrapping my arms around the toilet bowl he cuffed me, unzipped his pants, and began to piss all over my face. Trying to avoid it, I turned my face, but Greg was having none of that. Stopping mid stream, he yelled at me to turn around and open my mouth and not move. If I moved again the punishment would be much more severe.

Cuffed to the toilet, I turned around, opened my mouth and let him piss all over my face and mouth. He must not have gone to the toilet all day because it seemed like he would never stop. When he finally finished he put his smelly cock in my mouth so I could clean him up and then released me and told me to go clean myself up and come back to feed him his dinner. I swore to myself that I would never let that happen to me again, so after cleaning up, I looked in the closet and found a mini dress that had Daddy's sissy on the front. I paired that with a pair of white stockings, silk panties and a pair of black heels.

Greg was in the shower so I asked him if I could help him in anyway. As he walked out of the shower I started to dry his body for him while apologising for disobeying him, and promising to always do as he asked. Pulling me in close, he started kissing me and telling me that he didn't want to do that to me but had no choice. He got on all fours on the bed and told me to lick his ass for him, which I obediently did. My tongue was buried in his ass while my hand stroked his cock, making him hard. He lay down as I climbed on top and began to ride him. Grinding my butt against his stomach it didn't take long before he threw me off him and unloaded into my open mouth. After swallowing the lot, I thanked him and went to prepare his dinner. Before he went to bed, I had to help him unload his balls one more time.

This was my everyday routine. Greg had to cum at least three times every day or he wasn't happy. He would buy me new lingerie every so often, which kept me happy. We lived like this for nearly a month and I must admit I was really enjoying it.

Greg came home from work one day and as I went to suck his cock, he pushed me away angrily. He was in a bad mood and apparently it was all my fault. According to him, my days of living off him were over and I now had to contribute to the home. He spent the next hour taking photos of me in different outfits and explained that he was putting them on a website that advertised for escorts.

After uploading my ad, he returned to normal and before long, I had his cock in my mouth once again. Later that night, Gregs phone rang and I was off to meet my first client. Greg drove me to a hotel, and after making contact with the client, led me to the front door where we were met by an Indian man. Greg accompanied me to his room, where I had to remove my jacket so he could check me out, before handing Greg some money and showing him out. Before Greg left, he told me he would pick me up in the morning and that i was to do anything i was asked.

I spent the night being fucked over and over. He had taken a viagra and was not about to waste a minute. Im not sure how much he paid but he definitely got value for money. He had blown that many times that he now had nothing left to blow, so, basically, he fucked my ass until he was exhausted, had a small break before continuing again.

At one stage he made me walk up and down the corridor as he stood in the doorway wanking himself. Eventually he couldn't fuck anymore, but seeing as his cock was still hard, I had to keep sucking him as he lay on the bed watching TV. I sucked on that cock for so long that my jaw was locking up on me. if I tried to lift my head up he pushed me back down.

His cock was as hard as it had ever been all night, and I was now struggling to take it all.

Holding my head down, I was gagging and slobbering all over him. My own cock was now also hard and ready to explode. Greg had not allowed me to cum at all, but on seeing my hard cock twitching every time I gagged, my Indian man told me to move myself above him. With my cock now above his face, he used my precum to lube my hole and inserted two fingers in my ass. Fingering my ass, he was also squeezing my balls as hard as he could. Grabbing my ball, he twisted them around and began to tug on them. My balls began to tighten and as he stuck another two fingers in my hole, my cock began spurting stream after stream of cum all over his chest and stomach.

I had never cum that much before and my cock was still twitching when he pulled his fingers out of my bum, and while still twisting my balls, he started to slap my cock.

My cock had not been touched in over a month and was now super sensitive. Every slap sent shockwaves through my body. He eventually stopped slapping my cock and told me to turn around and face him. Laying between his legs, looking up at him, he held my head down and started fucking my throat. With tears flowing down my cheeks and saliva covering his balls, he thrust one more time, and with a deep growl, he finally erupted into my throat.

His body was covered in my cum, saliva and also his cum, which i was told to lick up before i was allowed to finally relax.

Back home, I still had to satisfy Greg, who seemed very pleased with himself and the money I had made for him. As I passionately sucked on his hard cock, trying my best to please him, he was on his phone organising my next assignment. Seems I was quite popular and Greg was very happy with the money he was about to make. After feeding me his cum, he told me to get some rest as he had a big week planned for me, starting tonight.