First things first. I am in my fifties and dressing for nearly as long.
A woman at MAC describes me as JackieO, classy and sexy. I have only been going out in public a few years; I am me, but I try not to make people uncomfortable. No one I know at work or family know of my private time.
Recently, I went for my annual checkup with an MD I had never met. I had been to the office before and asked the previous provider if my dressing would be a problem and was told no.
Picture this, six foot, 200 lbs., long brown curly wig, black long sleeve body suit, pale pink power skirt from BCBG and black wedges. With my black and gold purse from Guess and big round shades I am feeling good. Was in the waiting room about an hour, but was basically ignored by the other patients.
Escorted to a room by a young girl in her twenties, some history and vital signs are taken. All is good. I ask if I was her first CD; she said yes, but no problem. I make a point of asking if people are OK, as I would rather leave than make things worse. She stats that she needs to do an EKG and I will need to remove my top. She offers a paper gown; I refuse thinking a bare male chest is no big deal. Then the fun starts. I have to lift my skirt to unsnap the body suit showing my bright pink panties. Next I undo my matching bra and lay it on table. I try to talk to the poor girl to ease her tension. There are 10 wires attached to my body and one goes to each foot. Now I have to get up off the table, lift my skirt even higher and pull down my pantyhose. It happened quickly, but this young girl is getting the experience of her life.
Hear a knock on the door and the MD walks in. Now the three of us are standing there with me putting on my bra with my skirt hiked up, pulling up my hose, snapping my top and rearranging things. I make some comment telling her, yes a female MD, I am sure I am the talk of the office.
The doctor asks if she should step out and I figure as she has seen it all, it is no big deal. I make a few jokes, the exam proceeds and every now and then she asks about my dressing.
Towards the end we discuss a final evaluation, yes, every man’s fear. Again up comes the skirt, unsnapped, and this time, the nylons and the panties come down. I’m unable to see the look on this woman’s face but I can only imagine what is going through the doctor’s mind.
Then I get dressed again while she watches me and we talk.
My visit finished with me wiggling my hips around the office, giving blood and paying my bill.
Leaving the doctors office I didn’t want the make up to go to waste, so I go to an outlet mall. Something I have learned is that most people that shop at outlets are not from the area, and yes, CD do visit from other countries to cross dress while shopping.
Personally, I go shopping in Drab first and return in Drag if I want to buy something. I have been sold too many things on sale with out trying them on that recon and return is mandatory.
Arriving at the mall I walk into the closest store to get to the inside corridors intentionally, ignored as usual. Recently a white dress had caught my eye so the hunt is on. The sales girl is fantastic; while I try on the dress, she returns with a black jump suit. Stepping into the jumpsuit it just felt right. She says she actually likes the jump suit better and talks me into wearing it out of the store. Walking up to the counter a sales man compliments my look. While paying for the outfit a different sales person comes up stating that after seeing me in the outfit someone else bought one too. Quite the ego boost!
Now I originally came to the mall for something else, but hey – rock on. Acting as humble as possible, and showing extra respect, I now have a few sales girls that recognize me and are honest with what looks good and when to wear an outfit. I arrive at Dress Barn and my sales girl is there and is just thrilled at my jump suit.
This was perhaps my best day ever while crossdressing. I put in a lot of effort trying not to give CD a bad name. This was a big point in my life; I am hoping to give courage to some, offer encouragement to others and demonstrate that if you show extra respect your experiences too can grow.
Enjoyed reading your article. Thank you,
Jamie,
Thanks for sharing. It was both entertaining and inspirational for others that are tempted to step out. You certainly have the self confidence and a great attitude towards being yourself!
I really enjoyed reading your article. I can only dream of doing what you did.
I have always shopped for women’s clothes while crossdressed and found that if you are a pleasant respectful customer the sales girls are very happy to help you.I think they enjoy the experience of working with a crossdresser and in the end,a sale is a sale for them! Shopping for women’s clothes while crossdressed is nothing to be afraid of!
I agree too I have so much fun shopping at Macy’s for bras & panties & they have been very good to me I make sure to be very careful not offend anybody
I crossdress and of wear panties 24/7. Several years ago I began wearing panties to doctor appointments. A little awkward the first few times but he seemed to be fine with it. I don’t wear pink panties. I typically wear a basic white, sometime black and once a blue pair. My derm doctor is female and always has her assistant come in with her. This actually was more awkward for men than the male doctor. They always offer a paper shield to cover my mid section but by the time the exam is over I might as well as have… Read more »
Great story thank you for sharing. I haven’t gone out in public as of yet. The closest I’ve been is going for a ride at night in my car that has black window’s. I know that really doesn’t count. Baby steps. I brought in the new year dressed up for the first time even being alone as I was. I made a promise to myself that next new years I would find a place to go and bring in the new year dressed up and in public. I’m tired of being alone.
Great! We can all use more positive experiences like yours. Thank you.
Thanks for sharing. I’ve just begun to wear my pantyhose and heels in the house when alone. I want so much to go out dressed, but at present time haven’t. I for the first time wore an outfit in front of my wife. She wasn’t appalled, but can’t say she really liked it either . We have since talked more openly about my desires. Hopefully, one day, I will have that opportunity to go out dressed. I am just now really opening up about CD that I have held on for so many years. Again, thanks,for sharing your story, it… Read more »
Thank you for sharing your experience, it is so encouraging to hear good experiences from others. Best of luck in your future outings.
Nice story I liked it, I’m somewhat new to this but have gone out in public once and will be doing it more in the future, love the stories