My alarm woke me at 5:00 and I prepared to go jogging. I wore a jogging bra with non-attachable breast forms that felt comfortable while I jogged. I then covered that with an aqua tank top. As an under foundation, I wore my vagina padded panty with only Nike women’s running spandex shorts. I then slid on my slightly undersized pair of Nike aura / mint women’s jogging shoes.

Prior to applying my make up I again used my IPL which had through the months of use dramatically reduced my shadow. Using it I only had to lightly shave prior to starting my makeup routine. For this morning I went for a light look for my makeup.

Having done my IPL treatment, and lightly scraped my face, I put on my outfit prior doing my makeup. My makeup started with a light foundation and I did a bit of contouring and highlighting, touched up my eye brows and then went with a light lipstick. Having finished my makeup, I pinned my shoulder length wig into place with plenty of bobby pins.

Grabbing my fanny pack for my keys and phone and placing my sun glasses on, I headed out the door. I had jogged the area on prior visits so I knew the way and most of the streets were deserted.

Keeping a slow pace to ensure feminine movement of hips and little movement of the shoulders (letting my arms swing loosely at my sides seemed more feminine) I was still back at the house still early enough to have time for a shower. Once in the shower I checked out my face and lightly shaved again. I then reattached my prosthetics, vagina gaff and attached my hip pads. Since I was going to go shopping and looking at dresses I decided to go with a pocketed bra with prosthetic inserts and to tape my breast for cleavage.

For today I decided to go casual and wear slacks, pumps, and silk blouse with a nice plunging neckline. It took me a bit longer than anticipated to get ready since that choice of particular blouse required a bit of extra effort that required me to use an adhesive bra on my actual breasts to bring the tissue together and adding makeup to make the cleavage look more intense.

Satisfied with the look of my cleavage, I slipped my breasts prosthetics into my bra and slipped it on. To keep the figure I wanted, I slipped into my waist cincher which slimmed down my waist. I then applied a fragrant feminine deodorant to my under arms after which I slipped on my panties and sat down to apply my makeup.

Before starting I removed my ear studs so they wouldn’t get too messy from the makeup. Grabbing my wig cap I secured that with pins and then arched my eyebrows using a thin strip of 3M Transpore surgical tape applied to just above the natural arch and then taped to the cap to secure it. The tape really disappears after I have applied my foundation and lifts the brow into a very feminine look.

With that done I applied a light coat of color corrector followed by my concealer and foundation combination. I noted to myself that I was getting low on the foundation and would need to make a stop at the cosmetic counter to pick some up. From there I contoured and highlighted my face to bring out my feminine features. I then followed up with my eyes lining them and using a light amount of eye shadow.

From there I applied my powder and set it with an alcohol spray. For me it I have found that easier for me to powder first then apply any blush and to line my lips and apply lipstick. With my feminine face complete I fixed my wig with multiple bobby pins. I gave it a bit of a tug to make sure that it was in place. Usually when I brush it out on my head I feel a reasonable tug enough to confirm to me that it is in place.

I changed my plans slightly in that I grabbed a pair of panty hose to put on to judge the look of stockinged legs with a dress. I kept my panties on as I rolled up each leg of the stocking up my leg since the panty would held absorb any sweat that I might have from the prosthetic. Once in place and smoothed out I slid on my slacks and put on my blouse. To keep from having a run in my hose I then put on my mid heel pumps.

Now that I finished the preliminaries I put on my watch, bracelets, and a silver chain necklace. It took me a moment of going through my jewelry to pick out a pair of silver angel earrings. After brushing out my wig hair a couple of times and spritzing with a bit of perfume I was ready to face the day.

Once out at the kitchen I started fixing breakfast. Sam came in and I asked him what he wanted for breakfast. He said that I was the guest and that he should be fixing me something. I told him as the lady of the house I should be getting this done He agreed and watched me prepare breakfast.

He commented that it was nice to have a woman around the house again. I asked him to bring in the paper and he went out to get it. I had his breakfast ready when he got back. We sat down and had breakfast and coffee.

I suggested that we first go shopping some needed items for the pantry. Now I have been out to the grocery store while dressed and have been comfortable doing it, though it has taken time and there have been some stressful moments when I was newly out wondering if I had been read.

Going shopping with Sam was easier than I ever thought. Not only did I have someone with me for support, but he was a reaffirmation of my femininity while being out. He would refer to me as Barb which sounded wonderful. I even teased him by going down the feminine hygiene aisle and asking him to look for some thin sanitary pads for me. There was some hesitation but he did pick them up for me. Of course, he then asked me if I needed any tampons and I replied no that I used a menstrual cup which got me a curious look. I told him to look it up on the internet.

After grocery shopping, we were off to do some window shopping at the mall to get an idea for a dress for me to wear to the wedding. At the mall I was again uncertain and apprehensive as I got out of car as usual. With Sam being there it again helped my confidence and allowed me to continue on with less stress.

After walking through the mall for a bit with Sam, my confidence level grew and allowed me to follow my feminine self into a few stores. After visiting a few stores and just looking at some dresses, I finally felt relaxed enough to try on a few and then to explore some makeup aisles.

Trying on the dresses in the store was a real thrill. Just being able to pick out different styles of dresses and then to put them on and look at myself in the dressing room mirror was a big ego booster. Even though Sam said that he was interested in watching me I could see that he was not as excited about this as I was. So, after about 20 minutes of trying on dresses I moved on to the makeup up aisles.

Since I needed to pick up some Clinique items (foundation and concealer) we headed over to that aisle. Again, I was a little apprehensive of walking up to the counter since the salesperson would be focusing on my face. The sales lady was a bit younger than me but not by much. She gave me an inquisitive look as I approached but when she heard my voice tell Sam to come back in about 10 minutes, she mentally acknowledged me as another woman, smiled and asked with what could she help me with.

I asked her for the foundation and she said she had it in stock and quickly found it. She then suggested a blush which I could try on there. Thinking that she would just hand me a sample to try I accepted the offer and told her that I would love to try a sample. To my surprise she pointed over to the chair next to the counter and informed me to take a seat. Being caught off guard I just took the seat without thinking.

Now I always wanted to do this but had been reluctant due to being read. This time it seemed that I was already taken for another female customer with a bit more makeup than usual, and since I had already seated myself, it would be odd for me to chicken out now. I was a bit tense at first but the lady just went about her business and lightly dusted both my cheeks and I began to relax.

She then pulled around a mirror for me to look at myself and I was definitely impressed with her selection and application to my cheeks. Having seen the positive reaction on my face she then suggested a rosewater pop plush lip gloss to go with it. Stepping back around the counter she procured the item and deftly applied it to my lips. Seeing that she had a sale she asked if I would like to include the blush and lip gloss in my purchase.

I was sold by her just asking me to sit in the chair and without a thought I quickly said yes to the additional purchases. The bill was a bit pricey but at least I got an additional sample bag of moisturizers, lip sticks, and other items. By the time I had finished paying Sam had returned and did take in my small makeup adjustment. Sam was pleasantly surprised with my bit of makeup saying that it made me look more radiant.

Sam had told me prior to us going out shopping that he had a luncheon date with three other friends so I adjusted my shopping so that we left the mall in plenty of time for him to make his luncheon date. As we made our way out of the mall, I notice a bargain store and decided to quickly go in to pick up a cheap Yoga mat. This would allow me to do my post jogging stretching outside. As we were walking back to the car Sam got a call from his daughter.

While he was conversing with her over the phone, Sam suggested to me that he would like to visit his daughter on the way back. Finishing the call Sam told her that I would be coming with him. My anxiety shot up thinking about going out there and this showed through to Sam. He told me to relax since he would just step inside for a moment or two and I wouldn’t need to come in.

I had met Sam’s daughter Pamela a few years prior but only briefly. She was nice but seemed a bit protective of her father. Having gotten to the car and since I had completed my initial shopping at the mall (during which I did find one or two possible dresses to select from later) we headed out for Sam’s daughter’s.

Once there Sam just told me to stay in the car and he would be right back. Well, he was only gone for about five minutes but his daughter followed him out of the house to the car. At the car Sam introduced me and I definitely got a cold feeling from her.

There was some casual conversation and Sam got back in the car and the daughter definitely gave me a look that expressed concern. While driving back I told Sam about the daughter’s negative vibes but he was unconcerned.

With it now being almost noon, Sam asked if I would like to join him for his luncheon appointment and meet some of his Veteran friends. Feeling a bit more relaxed again I said yes. So instead of heading back home we headed directly to the diner where we met them. There were three of them all about Sam’s age or older. They were very cordial and treated me as any lady having lunch with the group.

As we conversed one Sam’s friends told me he has a business with his son in the plumbing supply and their accountant on maternity leave, and the girl that was the temporary replacement was floundering. As we talked, he said that he really needed someone to help the new girl understand the software system.

I was so engrossed in the conversation that I suggested without thinking about it, too volunteer to help him for a morning. I told him that what the replacement needs, was only some guidance and since I had a background in that work, it should be fairly easy for me to assist. He readily accepted.

I told him I would be more than glad to drop by tomorrow if that would be okay. He said that would be good since the corporate payroll needed to be started prior to the end of the week so everyone would get paid. I replied that it would not be a problem.

It was then that I got a smirking smile from Sam and I realized what I did. Barbara was now committed to go to another office alone and be the woman assisting another in close company. It was good thing that lunch was over or I might have just fallen off my chair on the realization of it all.

Once back at the car Sam surmised that I might have gotten over my head and offered to relay my apologies. I thought for a moment and told him a woman just has to do what a woman has to do. He laughed at that, as we got back in the car.

Sam then asked if I wanted to accompany him on an appointment with the Optometrist later that afternoon. I said fine no problem as that would give me a moment to think about tomorrow. Since the appointment was around 3 PM that afternoon, I was able to get home and redo my face prior to going out again.

We arrived a little early at the optometrist so I looked at some feminine glasses. The receptionist asked if I needed any help. I informed her I wear contacts and needed a pair of glasses for backup when I did not want to wear them.

She asked if I had a current prescription and I said sorry no. She then offered that the optometrist would give me a checkup and write a prescription. I said I was just visiting and probably wouldn’t be around for an appointment. She then said she might be able to squeeze me in right after Sam.

I pondered on this for a moment but I did want to get a pair of glasses that would frame my face and this might be the only time I could, so I said I would take it. Beside I did renew my facial makeup and it should be good for close scrutiny. The receptionist then asked me if I had insurance and I said that I did, but I don’t have the card but I would just put it on my credit card and file it later.

She then handed me some forms to fill out. This was definitely a first for me filling out papers under my female persona. I took my time writing my name down with my best feminine script. What I can only describe as a feeling of full femineity came over me as I checked the female gender box.

I was definitely feeling my feminine self as I sauntered back to the counter and handed the receptionist my paper work. I then let myself relax and rambled through my phone while waiting for my turn. When Sam was finished, I told him that I was going to get an examination also. Sam good naturally said fine and it would be worth the wait.

The receptionist led me to the examination room and I took a seat in the chair. The optometrist was a middle-aged guy, a bit lean but he had a beautiful smile. He asked me to take out my contacts and handed me a case and solution. Once removed he placed the eye exam device in place and we started. The whole thing took only a few minutes. I did notice as he came close to me that his eyes would drop for a few moments to examine my bosom.

Feeling a bit frisky I decided to tease him a bit and as he sat across from me telling me about my prescription, I slowly took in a deep breath that stretched my blouse and bra enough to let the nipples on my breast show through. I watched his eyes as they moved from mine to my breasts and linger there for a moment as he talked.

I smiled and winked at him as our eyes met again and he began to stumble in what he was saying and turned slightly red. He then tried to continue with the results but got a bit tongue tied. I decided to release him by giving him a big smile and saying thanks for the examination. I think that he caught the double meaning and gave me a big smile in return.

I returned to the receptionist and we went about selecting a pair of glasses for me. It was good that I had decided to go with the exam since the advice from another woman on what framed my face the best in glasses was invaluable. I actually ended up with a second pair.

After the optometrist we went back to Sam’s and he insisted on making dinner. I said that would be fine since now I had to lay out my clothes for tomorrow’s adventure. Sam told me it would be about two hours before dinner so I had time to prepare and then relax.

It took me a bit to select what to wear but I decided that a business look would be best and that it would give more feeling of being in control. After selecting and ironing my wardrobe I laid out my accessory’s jewelry, glasses, earrings and watch. I went as far as to select the color scheme for my makeup so as not to worry about it at the last minute.

Feeling a bit apprehensive about tomorrow I took a moment to reflect on it and decided that I should have a backup plan on how to pull out if needed. I thought about this while I showered and changed my prosthetics. The solution came to me while I did my shave and makeup to have Sam call me on my phone saying that there was something that he needed.

I decided to discuss this while having dinner with Sam. Having made myself presentable again I slipped on a casual shift dress and my sling back sandal thongs and then added a couple of pieces of jewelry. During dinner Sam assured me that I would be nothing more than amazing tomorrow, with my skills in accounting and my looks I would be a hit.

A hit is what I was worried about as I finished up the dishes for Sam as he cooked. Afterwards we both sat and watched a movie during which Sam fell asleep. Seeing that he was asleep, I made my night preparations while he snoozed in the chair. After completing my nightly ablations and getting into my nighty and robe. I woke Sam and directed him to his bedroom. I was worried about tomorrow but the days exertions allowed me to at least fall asleep.