Maid To Serve My Wifes Friend 02

The following is a fictional story. It is part two of a multipart transformation that could happen. It is not meant to encourage or solicit services. It's just a fantasy that could become reality.

My heart was racing after Cathy left. Was this really happening? I showered and shaved. I got out my enema bag and filled it with warm water. As I pushed the nozzle up un me I imagined what it would feel like to have a real man push past my sphincter. I was straining against my small chastity cage thinking about it. Soon I was full and kept it in for as long as I could. I raced to the toilet and let it all out. I got dressed in my pink nighty, pink panties, pink garters and stockings, and my pattern leather pumps. I put on some makeup Cathy had left after our photo shoot. I looked in the mirror as I pouted my lips and put on lipstick. I fixed my hair with a brush. I looked so feminine in the mirror. With my new stud earrings and makeup face.

I decided to see what Cathy had posted on Seattle Eros. There I was with several photos of me with different outfits. Gender Transsexual, Age 28, Eyes brown, Hair brown, 135lbs, 5Ft 6Inch, Independent, Available to men couples, in call/outcall, a phone number (Probably Cathy's}, Email and a Twitter link. I clicked on that link, and it brought up the same photos as erose but also two of the ones Cathy had taken when they caught me. One showed me with a dildoe deep in my mouth with me sucking hard. The other with my ass being stretched by my butt plug. There were several posts saying how much I like horny men and am up for anything.

Services include massage, GFE, oral, and anal. Likes include bondage, spankings, and group. Also available for sissy maid service. Discrete tested men only. Please provide proof of recent AIDS and STD tests. Price $500 PER HOUR $1500 Over Night.

It was close to 8 when I heard a car in the alley and then a knock on the door. I opened and a businessman was standing there in a suit. I invited him in.

He was about 6 foot tall with sandy hair and blue eyes. The look on his face was all business.

"Look at you, you are a sissy, aren't you? My name is Steve. I'm going to have fun with you."

He walked over to the door to the upstairs and pulled out a wad of money. He counted off 500.

"500 for anything I want. Just like we agreed to right.""

"Yes"

"Say it 500 for anything I want."

"500 for anything you want."

" And for that I can fuck you hard and you will do as I say."

"Yes, 500 includes everything."

He shoved the money in the slot and ordered me on my knees.

"Take it out and suck it."

I unzipped his slacks and reached inside and pulled him out. He was semi erect. The smell was intoxicating. The tip was glistening, and his balls were dangling freely.

"I have been thinking about this all afternoon while I was in business meetings. I have been dripping precum thinking about fucking your sissy ass. I came across your eros post. I got hard looking at your pictures thinking about paying you to be my cum slut."

I put just the head in my mouth and gently sucked it. He was moist and salty on the tip. I had never given a blowjob before except a dildoe. I felt myself trying to get hard in my cage. I was becoming aroused by sucking a cock. Here I was on my knees dressed as a woman sucking cock and I was getting excited even panting. I put the whole semisoft member in my mouth and felt it grow to stiffness. I would guess he was around 7 inches. He sat on my bed.

"Take my shoes socks and pants off sissy."

I slid his loafers off and then his socks. Then with his slacks he took his dress shirt and t-shirts off revealing a hairy chest and flat stomach.

"Take my underwear off slut."

He moved to the edge of the bed and put his feet on the ground.

"Lick my balls!"

I placed my nose close to his balls they smelled so fucking hot dangling in their sack. I could feel myself getting wet. Dripping precum out of my chastity cage getting my pink panties wet. Just like a woman whose pussy gets soaked when she is around a cock that is hard. Knowing she is going to get fucked. I could feel my precum dripping out and down my encased small testicles to my ass hole. I gently sucked one hairy ball and then the other. He was in total control and it excited me. Knowing he had just paid to do whatever he pleased.

"I've been in a hot room all day working up a good ball sweat knowing I was going to have you clean it off."

I took each ball in my mouth and gave it a thorough cleaning. When he was satisfied. He laid back on the bed and raised his knees.

"Clean below my balls and my ass hole now bitch"

I hesitated.

"Remember you said anything."

I trailed my tongue down below his balls to the sensitive area below them and cleaned well. I then gently licked his ass hole. He moaned. It tasted a bit sweet yet salty. He moaned.

"Fuck it with your tongue."

He grabbed my head and pushed me hard against him.

"Fuck ya. That feels so good eat my ass."

He began massaging his cock at the base while I was eating his hole.

"Stick your tongue inside me."

I fucked him with my tongue as far up as I could.

He was rock hard, and his head was soaked with precum. He grabbed me by my wig pulled my tongue off his ass and shoved his wet cock in my mouth all the way to the back of my throat. I gagged on it.

"Oh yes I like the sound of you gagging."

He grabbed my hair and pulled hard as he shoved his cock in and out of my mouth.

He must not have cum for a while because all the sudden his cock tensed up and he shot a huge load in my mouth.

"Don't swallow slut swirl it around. Open wide and let me see it. Savor the taste sissy. I plan on dumping many loads in your mouth. Close your mouth but don't swallow. Breath through your nose. Now swallow."

It went down my throat and left a slime on my tongue.

"I'm going outside for a smoke be on all 4s on your bed when I return. I'm going to fuck you hard, and you better be a great fuck. Ill expect you to do most of the work wiggling your ass into me. Practice while I am gone."

He stepped out and I took the chance to fix my lipstick and then got on the bed and practiced wiggling my ass side to side and thrusting backward.

He barged back in.

"Just like that slut move it while I get hard. Tell me what you want."

"I want you to fuck me in my pussy ass."

"How bad?"

"Please sir fuck me I need it so bad up my pussy ass make me cum. Give it to me hard."

He placed his dick at the entrance to my hole and rubbed it around.

"Beg me"

"Please I need to be fucked so bad. Make me yours. Ram it in with no mercy. I like it hard."

He entered me with one push all the way as I screamed in pain. He didn't care. He pulled it out and shoved it in again. This time it hurt a little less, but he was deep.

"Fuck me with your ass."

I began to move away from him and then towards him back and forth as he stood still. I began to get into it and found an angle where he was hitting my prostate.

"Moan for me Paula"

"Oh yes give it to me ummm ummm your cock feels so good. Mmm I'm going to cum if you keep fucking me. I want your cock fuck me fuck me."

I felt a feeling like I needed to pee and then I began an orgasm. It was the most intense orgasm of my life, and I wasn't even hard. I shot my load down my balls, over his cock. It soaked his cock and my ass hole as well as the sheets He slapped my ass as he began ramming into me. I felt him stiffen and then shoot in my ass. He pulled out.

"Turn around and clean me off with your mouth. I can't go home to my wife like this."

I sucked his cock clean of his cum and my ass juice. It was a little dirty, but I had to.

"I will set up another appointment soon. You were great."

He left and soon after I got a text from Cathy.

Did you like sucking Jim's cock slut?

Yes Mistress

I'll be by in a minute.

About 20 minutes later I heard a car in the alley.

Cathy barged in.

"Give me your cell phone." She demanded and then went outside. About an hour later she came back in.

"It's done your surely my bitch now."

"What do you mean mistress?"

"I mean that unless you want to spend 10 years in prison for blackmail there is no backing out."

"Look up in the air duct and at that light over there. They both have cameras. They were set up when the door was put in yesterday. First, I have you accepting money for sex on camera with a man. If I sent that to your wife her DA friend could put you away for a small amount of time. But what's better is I just used your cell to send a copy of the video to Jim demanding 20k or you will send it to his wife. He just deposited it in your account."

"Jim and I go way back. I always knew he was bisexual. That's blackmail and you could spend 10 years behind bars. In exchange for his 20k he will be coming over once a week and doing whatever he wants. Your cell was on your wifi so everything can be traced back to you."

God, she had me and I wanted to be hers.

"So, you are mine bitch say it."

"I'm yours bitch mistress."

"Correct and that cock cage is never coming off."

"Your only sexual satisfaction will come from something rubbing hard against your prostate. it's called a P gasm. Jim told me you had one when he was fucking you."

"Don't worry I plan on getting that ass pussy of yours lots of action. Your eros add already has lots of requests. Some are very kinky, and I couldn't turn down any of them."

"Get used to being on the bottom. Your going to be such a dick whore."

"We will transform you into a total woman."

"But that's what you were dreaming about when we caught you dressed up sucking a dildoe with one up your ass isn't it, Paula?"

"Yes mistress."

"Tell me exactly what you were dreaming about when we caught you and don't lie or I will mark you hard on your ass?"

"I was imagining two hard guys taking me while I was dressed up."

"Great because you will be living full time as a woman. We will get you tits when you have earned enough."

"Also, I sent an email to your boss saying you are quitting."

"You are going to work for me."

"That mail slot will be teaming with money."

"Tomorrow I will send an uber over to pick you up at 10am. Be wearing your maids' clothes. I have a second job for you, one that will help. Also, Cristel was sent her 10k from your hard work. It's rent for living in her house. I'm keeping 5k. Your salon trip cost a grand. Your clothes cost 500. "

"My husband is a gender surgeon; He has agreed to start working on your top. Soon you will have tits. There are many other things we can do to transform you, but they all cost. You had better refine your skills. Watch as much gay porn as you can. Read woman's magazines about how to please a man. Subscribe to playgirl. Watch RuePauls drag race."

She left Laughing. "See ya tomorrow sissy. The women can't wait."