Penny From Heaven. Part 5 of 20

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Part 5 My Tuppence Worth

I sat back and thought about that.

“If I am to be a she-male, I expect that you will want me to go with men in future episodes?”

He nodded, so I went on.

“I will need more money if I’m going to do that. I’m not gay and what you are asking is a long way from the original concept that you put to me.”

“Look. If you make this show work and if we get a big subscriber base then the world is yours. I already have my writers looking at story lines for a very well-hung she-male with the attributes that you possess. Future projects would have you with a new stage name and I suggest that Penny would be the best. One of my writers has spoken to me about a story which he has called ‘Penny Dreadful’ which will cast you as a private detective and another has an idea of you as an entrant in an old-style bicycle race which he has dubbed ‘Penny Farthing’.”

Both seemed so unreal I nearly laughed and then realised that my whole year was currently based on someone mishearing a name. When the others came in, we had the general chat about how things were looking up, along with the teaser of public appearances and the news that everyone would be given cards to hand out to prospective subscribers.

Then we started getting ready to film Week 2 of the show. I was back into make-up where my nails were repolished in the original red colour, and I was given a five-o-clock shadow again. When I questioned that I was told that when it was no longer needed it would be a much bigger difference.

Work Week 2 had a new dynamic. I was now accepted in the office; I had made love to most of the staff, and we had filmed our first group sex scene. Andrew said that there would not be a salon session in this week but to expect one in Week 3.

So, week 6 of filming had me with a much easier run at the girls; a lot of time taken up with the correct positioning and lighting to give a sharper focus to what we were presenting. The girl chosen for this week 6 of filming was Tanya again but this time the story was that she needed to take me to meet a salon owner but ended up in her bed instead.

The other girls had three days off while the two of us filmed a very long and convoluted sex scene which we both fully enjoyed and made the crew applaud when I finally came.

Week 7 was similar but the story this time was that I was needed to go with Annabelle and Susan to see another salon owner, but we ended up in Susans’ bed instead.

If the previous week was enough to make the crew applaud this was enough to give everyone hard-ons and we were all sweating by the time we finished. These two girls, with their ebony skin and lithe bodies were enough to wear me out.

Week 8 was another Wednesday at the office where I was in the storeroom with Elizabeth and then we had the evening scene with me meeting Steve and Tony in the pub set where we were joined by Paula, Tanya, and Sheila.

This time it was very busy on the bed with the six of us and that scene alone took two whole days to film. Every boy made out with every girl, and I must say that Steve and Tony were true professionals.

There was one small point where I brought my head up from a crotch to see a rampant dick in front of my nose with the camera looking directly at me as I took it all in (figuratively, of course). I could see where this was all going, and I expect that Penny will be in for a bit of cock-sucking before we finish the season.

Weeks 9 and 10 were more of the same except for the final scene of week 10. As it was to be the Friday night, we were all going out to a dance club, so we had a big set that looked like a typical dive, and we had a big crowd of extras.

I had to dance with every one of the girls and ended up dancing with Tony. With my hair now growing longer and my regular red nails it did look convincing. By this time the costuming girls had me lose the suit and I was now filming in a pair of womens’ slacks and softer shirt. They also had me carrying a man-bag. It was very much like the first time I wore Tanyas’ clothes and it all felt good. It was close to what I now wore off-set.

The dance scene was not the final one of that show. That had been filmed the day before in a small bedroom set and the scene had me and Tony kissing passionately and then falling into his bed to end up in a sixty-niner sucking each other off.

When we had done it, we only had the camera-man present and Tony was very helpful, assuring me that it was purely for the story and also to get more punters on board.

My problem was that I was so living the Penny dream that I enjoyed the difficulty of the acting and then was surprised at not being totally put off when he came into my mouth.

That completed the second week of ‘work’. The third week took a different slant because you can only film one guy with six girls in a single setting a finite number of ways before it gets boring.

For the first three days of this week, we were supposed to be spending time in a new spa. Monday morning of week 11 of filming was a short scene where Tanya addressed us all, telling us that the big boss wanted us to test a new spa in the week before it opened.

We would be staying at an actual new spa that was happy to put its name up for the publicity. So, for the rest of that day and the following three weeks we stayed in the spa and filmed in different parts of the complex.

I ended up having sex with two of the girls in a sauna where we were so sweaty it became almost impossible, so we played it for laughs.

Another day we introduced lesbian sex scenes between Elizabeth and Tanya with Elizabeth playing a pretend attendant putting hot rocks on Tanya and then getting interested in her pussy. Actually, she put hot rocks somewhere dark and moist, and Tanya had to jump up and down on the spot after filming to remove them.

In week 12 there we took all four days filming the activity of all seven of us in a hot tub. We had to take breaks to allow our wrinkled skin to normalise but, by the end of that week we gave a new meaning to the term ‘good clean sex’.

I know that my skin had never felt softer or smoother. In week 13 there I was on my own with the actual attendants who gave me a full make-over.

The first scene had me being woken by an attendant and her having a ‘liquid breakfast’. She told me after that she was an aspiring actress and had been given a cash bonus to do the scene but, if I wanted, she would repeat it for free.

We then moved to a waxing bed where I was given a full, and I really mean full, body waxing that made the earlier one painless. Maybe it was because my skin was much more sensitive.

Maybe they were using products that were stronger than the ones used in normal salons. What I do know is that I was smooth and sleek everywhere other than my hair and eyebrows.

These were the subject of the next two days of that week. I spent some hours in a chair while my face was further worked on with a mask, and then oils.

More time passed while my eyebrows were shaped. The last day of the week had me getting a new hairdo and my nails reworked. Of course, not having had a haircut in nearly three months it had grown well but it was not growing as fast as it would if I had been female with all the right hormones.

By the end of that week, I felt more like Penny than ever before, and we were still over a month away from Yolande joining the cast. I wondered about the sense of this last couple of weeks filming; I mean to say, who in their right mind would watch an hour show of a guy getting a spa treatment.

I was proved to be a pessimist on the following Monday when Andrew told us that the Saturday show was a hit and that we had a significant increase in subscribers.

Week 14 of filming was the Thursday where we were to have our salon treatment. We did a longish scene in the office where the girls all complimented me on my new looks. I was now dressed in a black satin blouse and leather jeans with two-inch heeled boots and, with my new and improved hair and complexion I felt more Penny than Carlo.

The rest of the week of filming had us going into the salon down the stairs so we ended up in the salon set with the real salon workers. When it came to my turn the girls said that it was about time, I was shown the joys of make-up so a whole day of filming had me getting a new look while everything that was done to me was explained.

This would mean that the whole hour of the Saturday night show would not have a single sex scene in it and would be the acid test to see if the subscribers were just there for the sex or if they were becoming interested in the development of Penny. It would be a big pointer towards my own future in the industry.

When the filming was wound up, I looked in the mirror and all I saw was a girl called Penny. Andrew called a meeting and I sat there with the girls.

He said that I had moved along the path set down a lot quicker than expected and that he thought that it was time that Yolande was brought into the story, a workweek earlier than planned. This meant that we needed to have a scene where we get the news she is coming back. This would be the opening scene for the Monday of our week 15 of filming.

The last three weeks had taken me away from the five-o-clock shadow and male-like looks and well on my way to being Penny. From here on I needed to be on the set earlier than the others just to be recreated to match the previous day of filming.

The story for the next week was for us to make sure our work was up to date so that the boss would not be unhappy when she got back and then to take an early day to go out clubbing.

Andrew told us that the clubbing scene would be shot on Saturday evening at an actual club, using small hand-held cameras to get that ‘I was there’ feel. The sound guys would have multi-track recording of small mics we each had and that it was a totally unplanned scene where the public may well move the plot into places that had not been planned.

I was to do the scene in a dress and Tanya was given the responsibility to get me ready. Scenes would be shot during week 15 that would show the purchase of the dress and the trials of getting me to wear it.

So, Saturday night I was going clubbing with six beautiful girls and the whole evening would be filmed among normal people. What on earth could go wrong!

Marianne Gregory (C) 2026



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