More From North of The Border

By Jocelyn Johnson

It was February 2020 just before COVID changed everything. I was driving to Florida for two weeks to go golfing with relatives and then with friends. I initially believed all thoughts of being feminine would have to be abandoned for that time period. None of them know me as Jocelyn.

But then I realized I would have two days driving down and two days driving back when I could be en femme. With all the details of what 48 continuous hours would entail, I was both excited and scared. I finally decided to do it. Videos and blogs of crossdressers show confident women out and about, so I thought I could too.

I would go casual, with my leggings and a sweater or t-shirt, and minimal makeup. Before I left I purchased a pair of red US Keds ladies running shoes.

Unfortunately, going down I did not put on my wig. Leggings (shown in a previous post), a matching burgundy sweater, taupe pantyhose, the running shoes and panties and bralette. I used the family washrooms at the highway rest stops. I’m not sure how people “took me” at restaurants, gas stations and motels.

But, two weeks later on my trip back to Ontario, I put on makeup, wig, teal coloured t-shirt, leggings, running shoes, panties and bralette. It was obvious I was looking womanly. I used the women’s washroom at the highway rest stops. I was a little nervous the first time, and the other women didn’t notice, or look, or say anything. I felt wonderful just being one of the gals in the ladies washroom. At the fast food restaurants I was called ma’am, and at the gas stations the attendants seemed more friendly towards me. There were no issues checking into motels. I was just considered another person. The whole trip back I was just viewed as another “senior” woman

Crossing the border coming home, I did take my wig off.

Of course I don’t know what some people thought, if anything, but no one made comments to my face or behind my back. I was Jocelyn, and made to feel feminine. What a marvelous time. I’m glad I did it. I think my casual attire made me look like a regular tourist. 

Thanks for sharing, Jocelyn!!

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