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Halloween 2024 at Work! Part 2!!

12 Posts
7 Users
32 Reactions
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Posts: 29
Lady
Topic starter
(@bobbiann929)
Trusted Member     Ontario, Canada
Joined: 1 year ago

I only had a short distance to drive to work, which was a good thing when wearing three-inch wedge heels.  There was nobody in sight in the parking lot, but I still exited the car by pivoting with legs together, pulling at the bottom of my dress.

It was an unseasonably mild afternoon, so my bare legs were not cold.  It was quite windy though, so after entering the residence through the staff door, I went straight to the washroom to make sure my wig looked good.

Satisfied, I made my way through the building to the lobby, enjoying the sound of my heels clip-clopping across the floor.  My front desk colleague heard me coming, and nonchalantly said, "I was wondering when you would get here."  She was probably playing it cool to compensate for her extreme reaction last year when I had walked in the front door.  I left my bag behind the counter, and clutching my little black purse I walked towards the party room.  I strode with confidence, back straight and chest out.  I had to be confident, as my bright pink, slim knit turtleneck dress just screamed, "Look at me!!!"  I did have a slight apprehension, as my bestie coworker-in-the-know had commented on how short the dress was when I had sent her a selfie from rehearsal day.

The party was in full swing as I entered the room.  The manager saw me and let out a cheer.  Taking me by the hand, she led me to the centre of the room and shouted, "Do you know who this is?  It's [Guy]!"

The crowd of residents and staff were abuzz with shocked reactions.  Even those who remembered last year were surprised at how much further I was pushing the envelope.

One lady (who had insightfully asked me on Halloween last year, "How long have you been dressing up as a man?") stood in front of me and looked up into my face for a good five seconds, then gave me a big hug, to a chorus of "Awwww!"s.  Thinking about that moment now brings a tear of joy to my eye, but at the time I was taken by surprise.  This was the first time I had ever hugged a resident, as I am not a very tactile person in guy mode.

Many other people came up to me to get a good look.  All were complimentary, telling me I looked great, praising my dress, saying they thought I was a woman when I walked into the room.  A male co-worker said people were commenting about my boobs!  I won the staff costume contest for the second consecutive year.  It would be enough to give a girl a big head, but I had been out in public en femme earlier in the year looking horrible.  I was just glad I managed to look passable with my makeup.

After the party, I started working my shift at the front desk.  A few visitors, after finally recognizing me, told me they had wondered who the new girl was.

At dinner time, I went into the dining room to take attendance.  Many of the residents had not been at the party, so were seeing me for the first time.  I walked up and down the aisles greeting everyone.  More compliments came, including a few saying what great legs I have.  One lady made me spin around in front of her, and said what a nice curvy bum I had.  Another resident said if she knew I was going to be dressed like that, she would have worn her leather pants.  She asked me who helped me get ready.  Last year, I told people it was my wife.  Now I said I did it all myself.  Then she asked me what my female name was, and I told her.

After dinner ended, one resident sitting in the lobby said a lot of women would kill for a body like mine.  Another lady came to the lobby in her robe, as her son was bringing her grandchildren trick or treating.  She persuaded her son to come to the front desk where I was seated.  He said to her, "Yes, mom, [Guy] looks great."  She said, "Look at his legs!" to which he replied, "That would be inappropriate to look at [Guy]'s legs."

As I was getting ready to leave the desk at the end of my shift, one of the waitresses cleaning up the dining room asked me who did my makeup.  I said I did it.  She asked how I knew what to do.  "Research," I replied.  Then she asked me to wait a few minutes as her mother would be arriving to start her overnight cleaning shift and she wanted her to see me.  Of course I waited; I didn't want the night to end!  Her mother said she wouldn't have recognized me had she not known.

As I passed the dining room, another waitress joked I should have an escort to my car for safety.  I managed to cross the parking lot unmolested.  I was on cloud nine as I drove home.  That was the best work experience ever!

My wife asked me how it went.  "Great!" I said.  I so wanted to go into detail with her and tell her everything I'm telling you girls, but I didn't want my enthusiasm to scare her into thinking I'd be venturing into Caitlyn Jenner territory, a fear she had expressed before.

I quietly got undressed and took off my makeup, then ate dinner.  I checked my messages; my bestie had sent a nessage saying she thought I looked beautiful, and she too asked me what my female name was.

I felt so overwhelmingly great as I watched TV silently sitting next to my wife.  I have no idea what I watched, as my brain was replaying over and over the events of the day.  Near the end of the night, I went into the washroom.  There was enough light from the living room so I didn't turn the light on.  As I looked in the mirror in the near-darkness, I saw my female face reflected back at me.

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11 Replies
5 Replies
Lady
(@jwhite)
Joined: 11 months ago

Reputable Member     Fort Collins, Colorado, United States of America
Posts: 154

@bobbiann929 Bobbi, great story! It’s great that all are accepting.

Reply
Lady
(@bobbiann929)
Joined: 1 year ago

Trusted Member     Ontario, Canada
Posts: 29

@jwhite Thank you, Jamie.  Yes, the positive reactions were wonderful!

Reply
Ambassador
(@alexina)
Joined: 10 months ago

Famed Member     Fife, United Kingdom
Posts: 1742

@bobbiann929 

Thanks for sharing this, Bobbi, I read it with my morning cup of tea and what a great way to start my day!

I've no doubt that your account will elicit vicarious enjoyment and envy in equal measure, it certainly has with me 😂.

Allie x

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Lady
(@bobbiann929)
Joined: 1 year ago

Trusted Member     Ontario, Canada
Posts: 29

@alexina Thank you, Allie!  I felt fantastic the whole time!

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Lady
(@bobbiann929)
Joined: 1 year ago

Trusted Member     Ontario, Canada
Posts: 29

P.S.  In the days following Halloween, I've had many more comments from residents, visiting relatives, coworkers; it's almost like I'm still wearing the dress!  Tonight, my wife finally commented, saying she thought I looked like a hooker, specifically Julia Roberts in Pretty Woman!  Not a real hooker then; a movie hooker.  

I didn't take a selfie on the day, and I certainly wasn't going to ask my wife to take a picture when I got home.  But hopefully you'll be able to see a photo from rehearsal day when I was trying on a few things to decide what I was going to wear.

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Posts: 3348
Lady
(@harriette)
Illustrious Member     Toronto, Ontario, Canada
Joined: 2 years ago

Wow, what a wonderful Halloween!

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1 Reply
Lady
(@bobbiann929)
Joined: 1 year ago

Trusted Member     Ontario, Canada
Posts: 29

@harriette Thank you, Harriette!  It really was great!

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Posts: 7536
(@aliceunderwire)
Illustrious Member     Near Burlington, Vermont, United States of America
Joined: 5 years ago

Hey Bobbi,

Thanks for sharing your story.  You made many quite happy.

Alice

Reply
Posts: 29
Lady
Topic starter
(@bobbiann929)
Trusted Member     Ontario, Canada
Joined: 1 year ago

Thank you, Alice!  I felt such happiness that day.  I'm glad to share it.

Reply
Posts: 554
Duchess
(@jennconn)
Noble Member     Florida, United States of America
Joined: 2 years ago

Bobbi, thank you so much for posting your story from this wonderful day.  I think I’ve dreamed of doing something like this all my life.  I always wondered what kinds of comments I would get, because, as you know as crossdressers, we’re not going to try to do a bad job.  But it does sound like you had a fantastic time.  I have found that each time I’ve been out that I am amazed at the accepting comments we get, especially from women.  Those that don’t accept us don’t seem to comment, but just walk on by.  I’m so glad you had such a wonderful time.

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Posts: 1809
Hostess
(@cdsue)
Famed Member     Delaware, United States of America
Joined: 5 years ago

Bobbi -

Thank you for sharing your wonderful day with us. It is so heart warming to hear such a positive story. 

XOXO
Suzanne

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