Halloween Excursion while Crossdressed

Halloween 2014

Halloween is a fun holiday for me as a cross-dresser.  It is the one day I get a free pass to dress up and wear the clothes I fantasize about wearing everyday.  This year I decided to push my limits and go out for a day dressed as April.

I wore a red bust-hugging ribbed knit sweater, a black leather mini skirt, tan pantyhose and 5 inch black open-toe heels.  I wore a long wavy blond wig and French manicured press-on nails.  My gold costume jewelry included big hoop earrings, a long necklace and a ring.  I did my makeup which is something I have gotten better at over the years.  

April's selfie in the car.

I did do a little planning for this adventure as I dropped off a cute little "school girl" skirt at the dry cleaners earlier in the week.  It is a pleated mini with grey red and white plaid pattern and it is now time to pick it up!

The owner barely recognized me despite my being a regular customer.  She was so complimentary about my appearance.  I held up the schoolgirl skirt over my leather mini that I was wearing.  Is that your skirt she inquired? Yes it is!  You have the figure for it she said!  What a confidence booster at my first stop.

Picking up my pleated mini school girl skirt at the dry cleaners.

I intentionally did not get gas earlier in the week so I would be forced to stop and fill up.  I left the dry cleaners and thought I might run out of gas as the needle was below the "E" and the low fuel light was on.

I started to imagine what I would do if I ran out of gas.  Hitchhike?  Call for help?  Walk to a gas station?  The situations I get myself into!  Luckily I made it.

The attendant was in awe!  He asked if I was going to a party and said I would definitely win.  Wow - another confidence booster!  That was enough for me to ask him to take a pic.

I should have grabbed the squeegee, leaned over the hood and cleaned my windshield - giving the cars driving by something to look at.  Next time!

I needed those two quick confidence boosters for the next stop on my list.  I parked up front in the Kmart parking lot, grabbed my purse and made my way to the door.  I grabbed a cart and walked inside.  Once in the woman's clothing department I picked out a cute little lace mini skirt.  Then off to the lingerie department.

I looked for an open bust thong body slimmer  but I couldn't find one, so I asked the sales lady.  She wasn't sure and in turn had to ask another sales lady.  She spoke in Spanish and I am not sure if she asked about the body slimmer or called them all over to check me out because suddenly there were three salesladies.  They  were extremely complimentary on my outfit.  I asked them to take a picture or two which they were more than happy to do.

I love it when the person taking the pictures checks each photo after taking the picture, moves you to a better spot with different lighting or background, and keeps taking pictures until they are satisfied.  Delicious!  No thong body briefer though - the search continues. 

April taking advantage of the Semi Annual Intimate Apparel event at Kmart.

Lingerie shopping.  I love that black lace body slimmer in front of me.  I may just go back and pick one up.

  

 

The next thing I know one of the sales ladies wants a picture with me.  Of course!  Being tall and adding 5 inch heels made me look like a giant next to her.

 After walking through the store I headed toward the checkout.  The cashier rang up my skirt, tights and sweater.  I used a $5.00 coupon which required a managers override.  So there I waited with the cashier and the line of people behind me for 3 or 4 minutes.  I think the cashier felt badly for me as she apologized several times and smiled.  She knew that I wanted to get out of there, but I was stuck waiting for the manager.

Next I drove to the mall.  It took me a few minutes to drive through the parking garage and find a spot near an elevator that was not too crowded.  However, that plan didn't exactly work out as once I parked and walked to the mall entrance the door was locked!  No wonder there was nobody there.  I needed to take the elevator down one level. 

The elevator brought me to the Sears hardware and home appliance entrance.  I walked in, teetered is more like it,  and past the sales team, which was waiting eagerly for their next commission.  I continued, to the clicking of my 5 inch heels, into the mall until I found Victoria Secret.

The sales lady at Victoria Secret was extremely helpful and complimentary, as were the young men that worked there.  She helped me pick out a pair of panties, and she took some pictures too - of course.

April in Victoria secret holding her new thong panties.

The young man suggested we take the picture next to the model.

She took my jacket so she could see what was under that coat.  That was the last time I wore the jacket.  I no longer needed to hide in it.

I took some time to peruse through the store enjoying every moment.  I finally made my way to the checkout counter and the young man checked me out.

Once I paid I asked if I could put them on and he lead the way to the changing room.  He put me in SEXY, which was the name of the over-sized fitting room with a huge mirror and couch.

April in Sexy - the changing room in Victoria Secrets getting ready to put her new thong panties on.

Finally time to leave VS and head back into the mall.  I teetered over to Payless to try on a pair of boots that I found online.  They didn't fit right so I tried on a few pairs of heels.  There was nothing that I really wanted so I left with no pictures and no purchases.

I headed back to Sears and up the escalator hoping to find the woman's department.  Once there I enjoyed an empty woman's intimates department.  A nice sales woman helped me search for a thong body briefer, however we found none.  She did compliment me on my looks, and she said I smell nice too. Must have been the hairspray I reapplied in the car.  

April shopping in the Sears intimates department.

I left Sears and took the elevator back to the level I was parked on.  I then drove to another department store that caters to the younger crowd with shorter hemlines and tighter sexier fitting outfits.  I was shopping for something new, that perfect addition to my wardrobe.

After browsing for a while one of the sales ladies asked if she could help and I told her what I was looking for.  She started pulling dresses off racks asking what I liked.  We finally came up with two options; a black ribbed sweater dress and a gold mini sweater dress.

April shopping at the woman's department store.

I have a lot of clothes that are black as that seems to be my default go-to color.  This time I wanted something different; something with a pattern or different color.

We discussed the dresses and fit was the main concern as the gold dress was s-h-o-r-t.  She asked why don't I try it on.  Why not I thought!  So I followed her through the store.

While walking one woman gave me a big smile and said I looked great!  Another group of ladies were very encouraging smiling and checking me out and telling me they loved the outfit.  Major confidence boosts!

Once at the employees locker room the saleslady said she would wait at the door.  I undressed and put on the gold sweater dress.  I loved the gold color, but it needed an accent belt.  I modeled for her as she took pictures, but they don't do it justice.  Must be the florescent lighting.

April modeling the gold sweater dress.  I love the fit!

I have a wide black leather belt which would work great with this dress.

I asked the sales lady if she had the body slimmer and she left to check.  She went back into the store and returned a few minutes later with a thong open bust briefer and she passed it over the stall and told me to try it on.  I wiggled it over my layers of pantyhose and panties.  I loved the extremely snug fit and feel.  Sold!

I was off to the register to pay.  There were a number of people in front of me.  I noticed two ladies paying looking in my direction and talking.  As they walked past me on their way out one lady told me that I looked terrific!  I received more smiles and compliments from others passing by while waiting on line to pay.  What a dream today has been.

On my way out I thanked the sales lady again.  She told me to come with her and lead me to an access door to the narrow display area that lined the front of the store.  She told me to give her my camera and get inside.

She went outside the store and took some pictures from the parking lot.  It was fun being in there on display for those walking down the sidewalk.  While posing as a display model the ladies I ran into earlier in the store were walking to their car and saw me.  One of them gave me a big smile and 2 thumbs up.  She seemed to enjoy what she was seeing as was I.

April the human mannequin in the display window.

I left on cloud 9 and it was finally time to return home.  What an amazing adventure I had today.  Once back home I tried on the gold sweater dress with the black belt and 6 inch platform stiletto heels.  I love the look! 

A Happy Halloween it was!