We had a lovely dinner of salads (watching our girlish figures!

The week of the event was a lot of work, but I did have a good time. Getting to go out dressed was wonderful too, I’ve missed that feeling of happiness over the past year. I can only hope that it won’t be another year before I get a chance again!

– I finally had a weekend where I was volunteering at an event and would be staying in a local hotel several towns to my south in Massachusetts. I hadn’t been out dressed since for many reasons, including the current pandemic. I wanted to get together with my friend Samm, as well as shop at Ulta for some new makeup items. I had a slight delay in getting ready, as after I had showered and shaved, the event needed me to come back for 30 minutes to deal with a couple of questions. I put my male shirt and pants back on over my female unmentionables and drove back to the facility.

Once that was settled, I went back to the hotel and put on a light blue cold shoulder top and a denim skirt with black heeled booties (and no hose as it was warm) to remain casual. I used my new eyeshadow palette to try and highlight my eyes, as I wasn’t going to put false eyelashes on.

I shopped at Ulta, asked for assistance from an SA, and came out with a new lipstick, primer, and brow pencil. We did have to wait for about 15 minutes outside the local restaurant we chose before our table was ready. Wearing masks makes a big difference in how we were perceived! ) and I treated her for holding a package for me since February. She took a picture of me and emailed it to me.

I took some more photos in my casual outfit before changing into the red dress and new snake print heels

We went to her vehicle and retrieved my package, talking some more before saying goodbye with another hug. I promised to send her pictures of the new items, plus ones of the additional outfits I had brought with me. I drove back to the hotel, walking through the lobby to the elevator and greeting the desk attendant as I went by. After I got up to my room, I opened the box and spread out the purchases. They all looked great and I couldn’t wait to try them on.

I first figured out how to set up my phone to take better pictures with the lighting in the room. The heels were quite stiff and tight, and the 4.5? stiletto squished my toes painfully forward. I could barely walk, and standing was a challenge as well, even after putting on hose to help my feet MILFTastic profiles fit. So I switched to my standard black 4? heels for the rest of the night’s pictures.

I met Samm along the plaza with a quick hug (we both were masked) and we chatted for several minutes before deciding on where we would go for dinner

I realized afterwards that the red dress’ sweetheart neckline needs some more defined cleavage. I’ve been looking at possible ways to do that using the little movable flesh I have on my chest. Experimenting with that will have to wait for another day.

I had one more night where I could get dressed, but I decided to stay in the room as I was working the night shift at the event and didn’t get back to the hotel until after 9:00. More about that night and plenty of pictures in my next post!