For The Money Ch. 02

It had been a few weeks since the modeling job and I spent most of my time laying around in my bra and underwear watching tv. I ran into a bit of trouble when I was doing laundry and ruined all of my male briefs. I was thankful in some strange way to have been given the all the panties a couple weeks prior. I wasn't in any rush to buy more briefs because I actually found the panties to be quite comfortable. All the prosthetics were still holding strong and I got pretty used to wearing them. The perm was still holding strong as well. I did find myself having to sit down to pee, which got pretty annoying.

It was around the end of the third week of wearing the prosthetics when I was lying on my couch in my lace bra and black thong and a commercial came on for a women's clothing store. It was very sexual and there were a lot of beautiful women. As I watched the commercial I started getting aroused. I hadn't been able to cum since getting the prosthetic vagina put on because I didn't know how I would do it. At this point though I was beyond horny.

I shoved three fingers into my pussy and started to rub my penis. It started to swell and I quickly realized the swelling was causing the prosthetic to tear at my skin. I tried to hurry up because the pain was becoming significant. I picked up the pace and started pumping my fingers in and out of my pussy as fast as I could. I was so close but just need that extra little bit to get me over the edge. I quickly shoved all four fingers into my pussy and vigorously pumped my fingers in and out. Eventually I came and it was the best orgasm I had ever experienced. Cum flew out of my pussy and all over my couch. Eventually my body stopped shaking and I laid there exhausted.

I thought that must have been quite a site. If anyone were watching it would have looked like I just fucked myself to climax. I couldn't wait to get the prosthetics off and go back to my normal life.

During the few weeks I spent laying around I had not been able to look for any jobs looking the way I was and it was nearing the end of the month when my next rent payment would be due. I wasn't sure what I was going to do but I knew I had to do it fast. I sat around for a while thinking of what to do when I heard my phone ring.

"Hello?"

"Hey, Penelope. It's Jordyn."

"Hey, Jordyn. It's been a while."

"Yeah, it sure has. Anyway, I was calling to see if you could meet me for lunch. I might have a job for you."

I couldn't believe my luck.

"Yes of course. Tell me where and I'll be there as soon as possible."

She told me to meet her at the local coffee shop and also said, "And make sure you look presentable. I'm bringing someone with that you need to impress."

I thought I knew what she meant but I wasn't sure so I asked anyway.

"Presentable?"

"Yeah. Shave your body and wear something nice. You know what, just wear the outfit I bought you and you'll be fine."

"Okay, be there soon." I said as I hung up the phone.

"Great." I said to myself sarcastically. Who knew what kind of job she had to offer me. I desperately needed the money though so I hopped into bath and shaved my body. Once I was shaven I even took some time to reshape my eyebrows. It only took a couple of minutes since they hadn't grown in much. I made sure my hair was nice and headed for my bedroom.

I went into my drawers and pulled out a pair of lace panties and a matching bra. It appeared that all the bras I owned were push up bras because they all gave me a very deep cleavage. I then went and put on the skirt, blouse, and heels and headed for the door. On my way out I found the sunglasses Jordyn had let me borrow and put those on.

As I made my way down the street I felt oddly feminine with the way my hips swayed as I walked and how my breasts naturally bounced with each step I took. It was somewhat mesmerizing but eventually I snapped out of it and reminded myself that the prosthetics should be off soon and I would be able to go back to a normal life.

When I got to the coffee shop I saw Jordyn and she came over and gave me a big hug.

"It's so good to see you again, Penelope. You look fantastic."

"It's good to see you too."

"Follow me to our table." She said as she led me to our table.

We sat down and I said, "I thought you said there would be someone else here?"

"I did. She'll be here soon."

As we waited for her friend she told me about the job opportunity.

"I'm sure you're curious about what the job is?"

"Yes, very." I said with intrigue.

"Well, I must ask you first. Have you ever done any acting?"

"Yes. I was in a few school plays. Nothing major."

"That's perfectly fine. I'm so glad to hear it because my friend might have a pretty well paying gig for you."

I was pretty excited as we waited for her friend. Eventually a very beautiful woman in her mid 30's walked in wearing an expensive looking cream dress and purple high heels. Her hair was immaculately styled with not one hair out of place. She walked over to our table and Jordyn and I stood up. Jordyn reached out her hand and said, "It's so lovely to see you again."

They kissed on both cheeks and then Jordyn turned gestured toward me and said, "This is Penelope."

I reached out my hand and we engaged in the same cheek kissing as her and Jordyn had done. I got a little aroused by being so close to such a beautiful women. Then she said, "My name is Kate and I'd like to talk to you about an opportunity."

We sat down and I was all ears.

"I have a play that will be running for a few months at the local theatre. We need someone to play the young transsexual lover and Jordyn here says you would be the perfect fit."

I was really disappointed when I heard she wanted me to play a transsexual. I was about to refuse because I just couldn't see myself dressing as a women for three months even if it were just a few nights a week.

Before I could say anything Kate said, "Before you decide let me write down how much you'll be making. I know this is a big commitment and I want you to be properly rewarded."

She wrote a number down on a piece of paper and slid it to me. I picked it up and was in shock at the number. It was more than enough to pay for my rent for the year. I looked at Jordyn with a shocked look on my face.

"You'd be so perfect for the role." she said smiling at me.

"I'll do it." I said almost immediately.

"Wonderful. Here is your contract. Make sure to read it over."

She handed me a contract and I just skimmed through it and signed it. I handed it back to her and she said, "Perfect. I'll see you on Sunday."

At that she got up and left. I looked at Jordyn and she said, "I knew you would be excited. And don't worry, I'm helping with the play so I'll be there all the time."

"Thank you so much."

I gave Jordyn a hug and then went home.

I couldn't believe my luck. I was getting paid a ton of money and all I had to do was wear a dress a few nights a week. I had a hard time thinking of any negatives as I went home, stripped down into my bra and panties, and watched tv for the rest of the night.

When Sunday finally rolled around I got up bright and early, shaved my body, threw on a matching bra and panty set, found some jeans and a t-shirt, and headed for the theatre. When I got there I saw Jordyn standing with Kate and some of the cast.

"There she is." Jordyn said as she ran over to give me a hug.

"Everyone, this is Penelope."

I just waved and assumed that Jordyn had told them I was a transsexual. I didn't want to risk my job so I just let them believe what they wanted. Jordyn introduced me to the cast one by one and eventually we got to a tall, handsome, strong looking man who looked like a movie star.

"This is Mark. He is going to be playing your love interest."

I nearly forgot that she said I had a love interest. I wasn't sure how I felt about that but I wasn't too worried. I shook his hand and as I did so he brought my hand to his lips and kissed it. I didn't know what to say so I just said, "Nice to meet you."

He smiled and we moved on. Kate then came by and said, "We need you to meet you stylist for the duration of the play. Come with me."

I followed her backstage and walked in to see a young, short, blonde woman with long wavy blonde hair and a cheerleader's body. She was very peppy and very delighted to see me.

"I want to see what she will look like in her stage makeup. So get to it." Kate said as she left.

The stylist introduced herself as Megan and began applying my makeup. She would explain what she was doing as she went along, which I thought was odd because why would I ever need to know how to apply my own makeup. I let her continue though and when she was done I looked like a prom queen. The makeup was flawless and I couldn't believe how well she did.

She then told me to strip naked. I was thrown back a bit and she gave me a look that said, "Let's go. We don't have all day.

I stripped naked and she started inspecting my prosthetics. I could here her saying, "Good, good."

I spoke up and said, "Their due to come off any day now."

While I was saying that she went and grabbed some weird goop. She started pulling lightly on my right breast and eventually it came off.

"Wow. What a relief." I said happily.

Before I could even react though Megan had covered the breast with glue and slapped it back on my right nipple.

"That should hold for 3 or 4 months."

"What the hell? What are you doing?" I said startled.

She looked up and said, "Kate told me it was part of the contract."

I looked at her confused and said, "What? What do you mean?"

Megan called for Kate who came walking in and said, "What is it, dear."

I looked at Kate and said, "Do I have to wear these prosthetics for the next 3 months?"

Without batting an eye she said, "Yes, that was part of the agreement. Your to live as your character 24/7 until the play is finished. I named your character Penelope so it would be easier for you too."

I looked at her shocked. I now knew that the job was to good to be true. I just accepted my fate and let Megan continue reapplying the prosthetics. When she was done she got me dressed in what looked like a pink strapless prom dress and told me to go see Kate.

As I walked out I found Kate and she turned to me and said, "Oh my god! You look absolutely perfect!"

I just stood there not saying a word. I couldn't comprehend spending the next three months as a woman. The rest of the day was a blur. We didn't rehearse much. We just read the first bit of the play. It was some story about teenage lovers. I was obviously one of the lovers.

The whole time I couldn't help but think of the mess I was in. Every time I got down though I would just think of the money. Eventually the day came to an end. I went to get changed back into my clothes but couldn't find them anywhere.

I found Megan and asked where my clothing was. She said, "Right this way."

I followed her back into the wardrobe room and she pointed a bunch of suitcases full of clothing. I went over and only saw skirts, blouses, dresses, and other girly things. I turned to Megan and said, "I don't see the clothes that I wore this morning."

"Oh we threw those out. We'll be by your apartment later to get the rest of your clothing."

Again I was shocked.

"You can grab those suitcases and take them with you. All that clothing is yours for the next 3 months."

I couldn't believe it. I should have read the contract more carefully. I didn't know what to say so I just got changed into a ruffled skirt, loose blouse, and high heels and started taking all the suitcases out to my car. I could hardly fit everything in there but eventually I was able to squeeze everything in. I went home and unloaded all the clothing from my car. As I finished a truck pulled up in front of my building. A man got out and said, "You Penelope?"

I looked at him and said, "Yes."

"I'm here to get your clothes."

I just let him in and pointed him to my bedroom. He removed all my clothing and left. So there I was with an entirely new wardrobe and I was legally obligated to wear all of it. I stripped down into my bra and panties and just laid on my bed.

The next day I had to be at the theatre in the afternoon so I planned on sleeping in. Instead I was awoken by a knock at my door. I opened it and saw Megan standing there.

"Morning, Penelope." she said with excitement.

"What are you doing here?"

"I brought you all your cosmetics that you'll be needing. You are legally obligated to wear makeup and do you hair everyday so I thought I'd come by and help you out."

"Oh god." I said quietly to myself.

She took several trips to her car and in the end I now had a huge variety of makeup and styling tools. I couldn't believe I had agreed to this. I figured it was only three months though so I could make it through if I just did what was asked of me.

She spent the next few hours teaching me how to do my makeup, hair, and nails. I was pretty awful at first but she was determined to teach me until I figured everything out. I was exhausted by the end but I finally got good enough to do my own hair and makeup. She then said we had to get going but before we left she helped me pick out an outfit for the day.

I ended up being dressed in a white and pink sundress that matched my pink lips. She gave me a few accessories including bracelets and a gold necklace. She told me I would need to get my ears pierced as soon as possible as well.

I threw on some wedges and we took off for the theatre. Once we arrived the entire cast was there, including Jordyn. She ran over to me giving me a hug and saying, "Girl, you look fabulous."

I just said, "Thanks."

We started reading through the rest of the play and I realized that I had gotten myself into an even stickier situation than I thought. It turns out Mark and I played forbidden lovers and in many scenes we would need to get very close with each other. There were quite a few romantic moments that would lead up to a passionate love scene. As we read through the love scene I got very uncomfortable. When it was finished I looked over at Mark and he gave me an admiring stare. I quickly turned away and felt sick.

"I think you're going to do great Penelope." Jordyn said as everyone started heading home for the day.

"Thanks Jordyn."

"I think you and Mark are going to make a very sweet couple."

I didn't say anything after that and just gathered my things and started heading for my car. On my way to the car Megan ran over to me and handed me some women's magazines and said, "You're going to need to catch up on the latest styles and trends so I got you these."

I just thanked here and started getting in my car. As I was pulling out of the parking lot Kate saw me and yelled, "I hope you like your new place Penelope. My workers have been hard at work all day."

I had no idea what she meant and just gave her a smile and a wave. I headed home and when I pulled into the driveway I noticed a man that I had never seen before leaving my building. I thought nothing of it and when I walked past him he said, "Enjoy." As he continued off.

Confused I entered the building and headed toward my apartment. When I opened the door I was in for a major shock. Kate must have had people come in and completely redo my apartment. None of my old stuff was there and it was completely feminine looking. I rushed to my room and realized nearly everything was pink and covered in lace. My whole apartment looked similar and the whole thing made me light headed like I was about to faint. I just laid on my bed for a while until I could gather myself. I realized I had really committed to the play in more ways than I thought. There was nothing I could do so I just accepted my fate of having to live as a woman for the next 3 months.

I tried to relax that night but they had taken away my tv and computer so I didn't have my usual entertainment. Those were replaced with an outstanding amount of women's magazines. I decided there was nothing better to do and grabbed a magazine and sat down on the floral print couch to read. I read all about the latest fashion and celebrity gossip and eventually found an article called "50 ways to please your man". I just put the magazine down without reading it and went on to the next one.

As I went to grab for the next magazine on the coffee table I noticed one of its drawers were slightly open. I went to close if fully and heard something role inside of it. I opened the drawer up, curious as to what was inside and when I saw what it was I let out a loud, "Jesus Christ!"

It was a large dildo around 8 inches long and very thick. I picked it up and felt how realistic it was. After a few short moments I put it on the table and went back to the magazines. As I was reading I couldn't help but get aroused by all of the women in the magazines. My cock began to stiffen within my vagina and I started to feel the pain of it tearing at my skin. I knew my only hope at relief was to masturbate to completion. I shoved my fingers in my pussy and started to fuck myself. I tried as hard as I could but for some reason I couldn't get off. Megan must have glued it a bit different on me than last time. The pain really started to kick in and I was getting desperate. I then looked over at the dildo on the coffee table and thought I just had to use it. There was no other way, and besides, no one would find out.

I grabbed the dildo and quickly shoved it in my pussy. It was very dry so I took it out and spit on it and shoved it back in. I started thrusting it into my pussy as far as it would go. I rode the dildo as hard as I could until the pain finally subsided and cum squirted all over myself. Just as I was climaxing I heard a knock on the door. I heard a voice say, "Hello?"

Just then as I was cumming in walked Jordyn and Ryan who saw me in my bra and panties fucking myself with the 8-inch dildo.

"Oh my gosh! I'm so sorry!" Jordyn said as her and Ryan diverted their eyes.

"We'll give you a moment."

They then left the apartment and shut the door. I just sat there coming down from my high and a huge wave of regret washed over me. I was extremely embarrassed as I slid the dildo out of my pussy and put it back in the drawer. I pulled up my panties and wiped the cum off my legs. Then I went to my room and threw on a sundress and washed my hands clean of my cum.

As I went stood at my door I gave myself a once over making sure I looked somewhat presentable. I opened the door and saw the two of them standing there.

"I'm so sorry you had to see that. I'm so embarrassed." I said still flooded with embarrassment.

"Don't worry, girl. I completely understand." She said with a wink.

"We're sorry to barge in on you like that." Said Ryan.

I just gave them an embarrassed smile while I diverted my eyes.

"Anyway, we came to see how you like your new apartment." Jordyn said as she walked in admiring the place.

They came in and took a seat and I offered them some coffee. We took a seat in the living room and Jordyn went on and on about how much she loved everything about my place. She wouldn't stop telling me how jealous she was and I just nodded along smiling. I was sure there was no way in hell I would get lucky with her ever after what she just witnessed. Eventually they headed out and as I shut the door behind them I let out a huge sigh.

I started feeling frustrated as I pulled off my dress and took of my bra and panties until I was completely naked. I tried my hardest to pull the prosthetics off but that only ended in pain and me lying on the couch exhausted. Then I felt incredibly overwhelmed and started to cry. It must have been a mixture of embarrassment and frustration as I spent the next few minutes crying.

All I could think about was not wanting to be a woman for the next 3 months but eventually I remembered the money and stopped crying. I got dressed again and thought I may as well make the best of it as I sat down, crossed my legs, and finished reading through the women's magazines. On the brightside I didn't have to worry about money for the next year and I had some of the most beautiful women around me all the time.