Now I have been frequenter of the site sissyschool.com and I have fun phone times with my favorite Mistress Melanie. But when you go to the site there are sample blog posts from other Mistresses and one caught my eye, it was entitled Sissy Halloween Assignment from Ms. Constance Basically, it challenges you to go have a professional makeup session at an Ulta salon or Mac store for your "Halloween Party" makeup. You can go dressed in costume or not.
About this same time I signed up for the local 5K called the Monster Dash where they encourage costumes. I thought this would be a good kill two birds with one stone opportunity. I could do the Sissy challenge and then run the race in costume. Sadly, the run begins at 10am and the MAC stores and salons don't open until 10am so that didn't work out.
But as I thought about the assignment it seems to me the point is to go outside of your comfort zone. It's not about doing your makeup, its being seen getting your makeup done. Including the general public in your sissy lifestyle. And I thought to myself, rather than being seen in the salon, so long as I am seen I would be at least following the intent if not the actual defined assignment.
So I decided to run the 5k, in a sissy costume and full makeup.
Of course I wanted to share this with Miss Melanie and also Ms. Constance so I decided to have a session with Miss Melanie and post this blog to share with Ms Constance. But before I could do those things I needed to work some things out. Like a costume.
I didn't have to look to far and found an old costume I bought about 4 years ago. Its a sexy German Beer Girl costume, because its difficult to find an adult female costume that doesn't incorporate sexy into the title. It's basically a Drindl dress with off the shoulder sleeves and an apron sewn on. Here is a picture.
At one point I had the beer glass purse too, but its pretty cheesy. So I went a different route. The costume did not come with a petticoat, but luckily sissies love petticoats and I just happened to have one that would work perfectly. I had stay up stocking of my own too, but I decided to see if I could find something a little thicker and more opaque. The run was going to be about 50 degrees and that costume doesn't cover up much. I was looking for ways to keep my body temperature up. So I did end up buying some cotton over the knee sox.
For shoes I decided against sexy and I planned to go with plain running shoes.That really only left one thing, my hair. I'm not blonde, but I do have fairly long hair. I also didn't want to get up at 6am to do my hair only to run a 5k and get all sweaty. Again I wanted to keep warm so I found the wig I wore with this costume. It's blonde and has braids down the sides. It's also big and warm so it acted pretty much act like a winter hat.
Back to the beer. I found a set of 4 plastic dimpled beer mugs on Amazon. When they arrived I knew they would be perfect. They are super light and if I dropped them they wouldn't shatter. I went into crafting mode and painted the inside of the mugs with orange/yellow paint and made some head on the beer by gluing together cotton balls. Once I had the beer mugs done, my costume was ready to go. Or so I thought.
Now getting back to Miss Melanie, I planned to call her from the 5k so she could see the costume and all the people around me watching me walk around dressed as a Sexy German Beer Girl. Miss Melanie and I recently had a different public outing where we were able to test my Lovense Hush toy. It can be managed over the Internet and Bluetooth. It's super fun. I was wearing it under my skirt and went out for lunch. The restaurant had public Wifi and she was able to login to the app and control the toy as I was sitting in the restaurant. It was awesome and she was having a fun time too, she kept bursting into laughter as she turned the toy up and down and sent me various patterns to play. The one down side was I couldn't get it to work just walking down the street. No Wifi and it didn't seem to work using LTE.
I had considered trying to figure out some sort of hot spot scenario and we could play with it while I was running the 5k but I decided to do a test run first. While I was able to run, I didn't think I could do it comfortably for 3 miles plus the time to walk around before and after the run. So I decided to wear my Aneros instead. If you are not familiar an Aneros is an awesome prostate massager. So as I waited around for the race, and running the race and going back to my car after the race, it would be like somebody had a finger up my butt playing with my prostate.
Lastly, I had to figure out my boob situation. I tried a few different options. First I tried an overbust corset, just a cheapy I could sweat in and some weighted breast forms. I really liked the way they bounced but because the costume was off the shoulder, I couldn't use lingerie with shoulder straps. Even just running around in my apartment I knew the forms would eventually pop out the top of the corset. I tried them with a strapless bra too but that wanted to slip down my torso as I ran with weight in the cups. So I switched to foam inserts and while they felt easier to run in the strapless bra still kept sliding down. In the end I went with foam inserts and the cheapie corset.
Finally on the morning of the race I woke up an hour early so I could put on some makeup and get dressed for the race. I gave myself a close shave, moisturized and put on a layer of pan stick that I use for a base. I followed that with a darker cream for contouring and a lighter cream for highlighting. I basically follow the drag queen method but I just don't do it as dramatically. I followed that with a translucent setting powder. After that baked in, I used a pink powder blush on my cheekbones. I used a lip liner to outline my lips and a mauve colored lipstick.
Then I started on my eyes, I used a dark brown to fill in my eyebrows. The I used a black powder as eyeliner, about halfway across the upper and lower lash line and then build out a little cat eye on the outside corner and back into the upper eyeliner. I used a light pink powder on my eyelids to just above the crease and a touch just below the outside arch of my eyebrow. Then I put a small circle of electric pink on my brow bone outside corner and blend that in on the outside corner and then back over the crease. I usually finish it up with false eyelashes but I didn't want to run in them so I used black mascara on both my upper and lower lashes.
I pinned up my hair and put on a wig cap so my brown hair wouldn't spill out from under the blonde wig. I took a picture but it turned out pretty blurry, sorry about that. Then it was time to get dressed.
I wanted my panties to match my outfit and of course I have a pair of white ruffle panties, so they went on first. The day before as I was testing things, I decided to pin the petticoat to the corset so the petticoat wouldn't slip down as I ran. This made getting into the corset and petticoat a little bit of a challenge but I got through it. I put in the foam falsies and tightened the laces of the corset. Not too tight on top to flatten the falsies but nice and tight across the waist so it wouldn't slip down as I ran. The put the dress on over my head, since the petticoat was already on and slipped the arms down over my shoulders and fluffed out the skirt over the petticoat before zipping it up.
There were to attached white apron strings I could tie behind my back. The apron was attached to the costume but the aprons strings allowed me to tighten the dress a little around my waist. The was also a pair of brown straps that went around my neck halter style which helped to keep the dress up and not slip down. I had pinned the race number to my apron and I made sure to pin it though the green skirt so it didn't fly up if there was wind. After that I slipped on my cotton over the knee sox and running shoes.
I put together a bag: wallet, keys, phone, headphones, beer mugs, makeup wipes, Aneros, lube and a change of clothes just in case. My timing was pretty good, because I was ready to go about ten minutes before I had planned. Oh well, just more time to stand around in front of everyone. And I wanted to make sure I found parking too. Here is a picture before I left the house.
Walking down the hallway to my car in my apartment building is always fun, but I rarely encounter anyone along the way and it happened again. Not a sole to be seen, that would change once I got to the race though. It was about a 20 minute drive and I found a parking lot about three blocks away from the race start. Other people did too because there was a line at the pay meter. I dug out a credit card, my Aneros and some lube. A little crafty handiwork and I managed to lube up the Aneros, slip it in and I was off to my first encounter with the public.
At first they kind of ignored me but as we were all waiting in line they asked me how I was doing, and I said it was a little chillier than I had hoped. They thought that was funny and we all chatted a bit. One of the women said it was awesome that I was solo at that point and asked if my friends were down at the start. I said I'm sure they're around here somewhere. After I paid I went back to my car to get my beer mugs and anything else I would need for the race. Before I left the parking lot I called Miss Melanie.
I had only hinted at what I was doing for Halloween and I explained the whole thing to her as I was walking to the race. As I walked up to the end of the first block people were converging from two other directions and we had to wait for the crosswalk. So with about 50 people around I'm chatting away with Miss Melanie about how I'm dressed up like a sexy german beer maid and she is laughing and excited about calling her to let her know what I am doing.
We talked for about ten minutes and I tried to Skype with her but I have Verizon and can't do multiple things on my phone at the same time. I accidentally hung up on her but we texted a few times in Skype and she did accept the Skype video session so she could see my outfit and all the people around. I made sure to call her back after the race because she is amazing and we had some fun time together through sissyschool.com.
I had quite a few people want to have their picture taken with me and I was happy to oblige. There can never be too many picture of you dressed as a sissy out in the real world. Even one of the event organizers took my picture to enter me in the costume contest. They said they had all my info from the race sign up based on my running number. I had to wait about 30 minutes before the race and I walked around and a few people chatted with me or complimented me.
The race was on a path up and down the river, 1.5 miles out and 1.5 miles back. Before my race there was a 10k race that had left out on the course about 45 minutes before I ran. Since the start and the finish were at the same location, everyone running the 10 k got to see me as they finished. Then a 10a the timed runners for the 5k started, so I saw them at the start line. I was in the untimed 5k and that started at 10:15a. As we were running towards the halfway mark, the timed runners were running on the same path towards the finish. So all in all I must have encountered about 1500 people while I was dressed in my cute little german beer maid costume.
At the end of the race I was sweaty and I didn't have a towel with me to wipe my brow. Well the sweat and makeup ran into my eyes and made me blink and I tried to be careful and wipe some sweat away but that just spread mascara around my eyes, so I didn't stay too long after the race. By the time I made it back to my car I had big racoon eyes from smeared mascara. Oh well, the best laid plans.
I took off my makeup in the car, thats why I packed makeup wipes. Since I was parked outside I couldn't really change so I drove home wearing my outfit. I had also carefully removed the Aneros before I sat down in the car. All in all I had worn it for maybe 90 minutes and had run 3 miles and quite a bit of walking and standing while wearing it.
When I made it home I did see one of my neighbors I didn't recognize and I was still in costume. They just said hi and went upstairs as I went downstairs. I took off my sweaty costume, took a show and called Miss Melanie to recap my day and finished off with a mind blowing orgasm with Miss Melanie.
Here are a few pictures of race day.