Part 6 A Penny in the Slot

After finishing our filming on Thursday, I was walking out of the place in my black outfit, fully made up with red nails and great hair.

Paula laughed.

“Hey, we all look fabulous. Why don’t we all get ahead of tomorrow nights’ filming by going out on the town? I know a little dance club where we can relax.”

So, we were all driven into town and dropped off outside a restaurant, the drivers saying they would pick us up on Saturday evening for the club scene.

It turned out that the restaurant owner was a friend of Paulas’, and we were given a table big enough for the seven of us. This was a whole new experience for me, being out with a bunch of girls and being one of them.

It was a good meal with a little wine, and we split the bill when we left. Paula led us a couple of blocks to the dance club. It was called ‘Slots’ and was a lesbian hang-out which allowed other members of the LGBTQ crowd in as well.

A little more drink and we were all dancing among ourselves when other clubbers joined in, and we broke into couples. I found myself dancing opposite a stunning blonde girl who taught me the steps as we went along.

By the time we had been there an hour we all had regular partners, and I was getting on famously with Odette, my blonde friend. Later on, Tanya took me aside and told me she was going off with her new friend and for me to be careful and make sure I had my bag with me so I could go home later. She said that she would be at my place around nine so we could prepare for the club night.

The DJ started playing slow songs and I was now dancing with Odette, cheek to cheek. She whispered in my ear.

“Penny, I know you are a bloke, how about you take me home and show me what you’ve got hidden away?”

I kissed her and it was my first kiss with both of us wearing lipstick. It felt strange but exciting. We collected our bags and went outside to hail a taxi to go to my place. She was a very fit girl and when we were naked with my dick now free, she proceeded to play me like a fiddle.

It was the first time I had been with someone who was not a cast member for three and a half months and she was the aggressor, another new experience. That night it was me who was being made love to and was sorry to see her get dressed again in the early hours to go home.

She wrote her phone number on a memo page before she left.

“See you again, lover, maybe next week at the same place.”

Friday morning Tanya breezed into my bedroom, took one look around and laughed. She crowed.

“Who was a naughty girl last night?”

She helped me finally clean my face off, get showered and put the lipstick-stained pillow in the wash. We ate breakfast with me in a dressing gown.

“Today, you need to become the feminine version of Penny and get used to some new habits that will allow you to fit in. Before now you have been a good-looking tomboy but today you need to spend all day with a skirt so that it becomes second nature. It would not do tomorrow night at the club for you to flash your panties accidentally.”

I sat there, unable to argue any longer.

“The other thing we must get past is the breast factor. Today I will attach your falsies which you will have on all weekend, so you get used to the new weight on your chest as well as putting you into a gaff to keep your little plaything well and truly hidden. Tomorrow you will be Penny from head to pretty toes.”

After we had tidied away, she got the bags she had brought with her, and we went into my bedroom. I was firstly introduced to my gaff, and it was a real struggle to put my dick back so that it would not show. There was a pocket which took the end of my dick and a tube that allowed me to pee.

When I had walked about and bent over a couple of times without having bits of me pulled, I tried the peeing position and then we moved on to the breasts. I was on my back on my bed as she wiped my chest and placed the two forms on me, making a couple of lipstick spots to show where they should end up.

She smeared some gunk on my own breast area and put the two forms where she had decided they should be and told me to hold them while the glue dried. It was very odd to be on my back on my bed, holding on to a pair of tits that were not somebody else’s.

I was unsteady when I first stood up, so Tanya got me to walk around a bit, sit and stand until I was used to the extra weight on my chest. I then had to put on my first bra, having taken many off in my time I was aware of how they worked but it took an effort for me to get my hands behind my back to attach the hooks.

She adjusted the straps, so it felt good and then I pulled up a matching pair of panties. In the underwear I was sat at the kitchen table while Tanya reworked my make-up and brushed my hair into a fetching style.

“Today, young Penny, we are going to buy you your first party dress, so you will need to act like the woman you are becoming. I have a pair of three-inch heels in your size, and you should be able to walk as if you have worn them your whole life before we go to the club. The other thing you will learn is that when you try on dresses you have a net that you drape over your head so that you don’t get your make-up smeared on the fabric.”

I was next shown how to pull up stockings without catching them. Lucky I only had the nails coloured, no extensions on them. She gave me a garter belt and showed me how to thread the straps though my panties and attach the stocking tops and then I was ready for my first skirt.

It was knee length and tight so that I could only take short steps, something she said was perfect for my new shoes which I put on next, having a bit of a walk around the place to get used to them. Finally, I had to put on a silky blouse without the dreaded smear and it took three attempts before she was happy with my technique.

My man-bag was emptied into a proper shoulder bag, and she sprayed me with a little perfume and declared that I was ‘ready to shop’.

On the way out of the building we passed a couple of guys who smiled.

“Good morning, ladies”

Having been getting around in two-inch heels, the three inch was not a great bother but the skirt was when we arrived at the porch steps. I had to be very careful, and Tanya advised me to take hold of my skirt and pull it up a bit to give me more movement. It helped and I added that to my storehouse of tricks.

The next trick to put into the vault was after she had hailed a cab, showing me how to get into a car the proper way. On the way into the town centre, she told me that getting out was just the reverse but took a bit more attention to make sure my skirt didn’t ride up. There were so many things that were being added to my knowledge that natural girls just learned as toddlers.

In the city centre we got out of the cab, and she told me that she had a company credit card, and that Andrew wanted me to dress as Penny full time from now on and he would fund me my initial shop-up but expected me to buy my own after that.

We started with an underwear shop where I loaded up with bras and panties, Camis, slips and nighties to last a week. Next was a shoe shop for some everyday shoes and a pair of boots for the coming winter.

There was a bank of luggage lockers by the station, so we paid for one and put the bags in to pick up later, then went and had lunch. All the time I was moving easier, now getting used to not bumping my new breasts into doorways and was now negotiating steps with ease. Tanya told me that I was doing very well.

In the afternoon we hit the dress shops with me ending up with three skirts, six tops and two pairs of jeans of my own. After a detour to the luggage locker to add the extra bags, it was back to the dress shops but this time it was for a party dress for the club tonight.

I wanted neck to ankle, but Tanya knew better, and I ended up with a cobalt blue number which showed my cleavage and would show my pants if I wasn’t careful.

With that in a bag we went to a make-up counter of one of the big stores where the attendant was shown the dress and told to make me up for a Saturday evening out clubbing. This was done in full view of all the passing public, and I felt totally exposed to the world.

When she had finished, I looked in the mirror and there was no trace of Julian that looked back at me. I looked stunning, just the sort of girl I would have tried to pick up in my glory days.

We bought all the products she had used and then went to the hosiery department where we left with a bag of stockings and tights. Our final stops were at an ear-piercing shop where I left with permanent holes fitted with a couple of studs and then it was on to a cheaper jewellery store where I was fitted out with a few rings, some earrings, bracelets and a couple of necklaces.

Tanya said that I would have to wait for men to buy me proper jewels in the future and I laughed until I realised just how true that may be. Finally, it was back to the shoe store to get heels to match the dress.

We went back to the station, and she hailed a cab while I opened the left luggage locker and retrieved the rest of our shopping. Back at my place the driver helped us take the bags up and we gave him a good tip and a kiss on each cheek. Naughty boy patted my arse before he left, smiling.

In my bedroom we had a big clear-out of my old stuff and put it in bags for disposal. My new purchases were added to my wardrobe after snipping all the tags and the other things went into various drawers. The cosmetics were in a nice carrycase, supplied free because we had spent so much, and this went on my sideboard.

She stayed the night and then Saturday morning I was fully dressed in a new skirt and top with my own heels on. We spent the day back in the city, just window shopping and trying things on.

I was amazed at the willingness of the shops to just allow customers to try and discard. Tanya explained that if you don’t smear or tear the items it’s standard as the things that do get bought give a good margin and the sample clothes got sold in the sales.

I got some more things before we went home. There Tanya redid my face using a picture she had taken on her phone yesterday. I looked at myself and thought she had done a pretty good job.

We were having a cup of tea when there was a knock on the door. When I opened it there stood a lady from the studio make-up department who was to help me become ‘Party Penny’ tonight.

She took a good look at me.

“Well, I see that you really don’t need me to transform you, Penny. You look amazing and I’m sure you are going to have to beat the guys off with a stick tonight, and not the one you keep in your pants.”

Marianne Gregory ©2026