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Today I was sitting in my bedroom because I got done with my homework early. Wanted to cross dress but also wanted to go hiking. Decided to do both. This meant that for the very 1st time I would be outside while cross dressing.
When I was a teenager I was in my sisters' rooms, the hallway or the bathroom while cross dressing. When I started cross dressing in college, I never left my bedroom. If my parents come home while I'm cross dressing I'll hear them pulling up into the driveway. In my apartment they'll just enter the front door without warning. My parents house puts more distance between my parents and I than an apartment does between my roommates and I.
This would be my very 1st time out and about while cross dressing but not quite in public. After all, I never said I would be hiking on a trail. I rode my bike to a dirt road, road it to it's southern end, locked my bike to a tree, hiked along a short somewhat man-made trail that isn't marked but has a couple fire pits except no one was using them, and hiked along a river bed.
Even though there are 100s of humans who use the dirt road, and 10s who use that fire pit I passed, when I was hiking in the riverbed there was only 1 set of human footprints in the snow that weren't mine, and they looked like they had been there for at least a couple weeks. There are only people who go that far back that I know of: myself, my friend Trevor, and some random man in his 60s I met the 1st time hiking there although there might be several others who go there to. Bottom line, it's isolated from other humans.
I hike along it some more, and saw where the other human had turned around. I know my friend Trevor has gone farther than that. Either way, I knew I was the only human out there but still wanted to get deeper into it before getting dressed. I climbed up a ridge, and atop a cliff side giving me a nice scenic view of the area I just came from, the area to the east, and to the north (I came from the west). It was a good view.
Hiked down ridge leading the cliff by several yards, and got dressed behind some bushes. Even though nobody was there for over a mile the area has tons of lookout places all over the place off in the distance where someone would be able to see me getting changed if they where there. That's what the bushes were for. It took a little while to do it because I was standing on a 45 degree slope. It was also hard on my feet when I took my shoes off because the ground was hard. They don't call it the Rocky Mountains for nothing.
I put on what become my very 1st outfit while being out and about. A 38F cup bra, a pair of hipster panties along with more to stuff the bra, a purple fit and flare dress from Target, and a trailer park trophy wife wig. The only thing I was missing where shoes. In the past I've almost always worn bare feet while cross dressing because I was inside but there were a couple times as a teenager where I wore my little sister's church shoes. Still didn't have any women's shoes of my own so I just worn the steel-toe hiking shoes that I wore while I was traveling there in male mode.
Walked up to the clifftop again, and looked around at the scenery. I was out in the open were if a person were to be off in the distance at just about any point they would be able to see me. Since I'm tall, have some facial hair that's really hard to shave off completely, and have hairy arms and hairy legs anybody who gets close enough will know that I'm really a guy but since anybody who could possibly come would only see me way off in the distance, they'll think I really am a woman.
To be fair nobody ever came which is exactly what I was expecting. After all I was deep in the wilderness but it still felt awesome to be out and about in such an open area dressed as a woman without the fear of ridicule. Someone on this website once put in their story about their 1st time out as a woman that they felt like they were being released from prison. When I stood upon that clifftop, and stretched my arms out I agreed with them whole heartedly. Stood up there for about 15 minutes.
It was starting to get dark during most of that so as upset as I was about it I got dressed back into male mode, and hiked down the ridge. By the time I made it to the bottom it was already astronomical twilight (the last 1/3rd of sunset). Hiked back along the river bed in the dark with about 96% of my light source being my bike light.
Rode my bike home. I realize that taking about 1 hour and 30 minutes to get to that clifftop, and about an hour to get back sounds like a lot of work just for 15 minutes of cross dressing but that depends on the situation. If my only purpose for going there were to cross dress, then yah that would've been a huge waste of time and energy but I was there for more than just that. Hiking is 1 of my favorite hobbies so I was also there to have fun hiking in the wilderness but I got to have my very 1st experience with cross dressing in public too.
I enjoyed your story, Patsy. Thanks for sharing it.
thank you for sharing your story. I enjoyed reading it. Be that woman anywhere , any place . Being who you are is important and dressing for one's self helps with this. Be comfortable in yourself and in time venturing out becomes clear and a new way in life becomes possible . 🌹
If you look like you belong, nobody will notice. Dress conservatively to fit the activity and you should fit right in.
Patsy; Congrats on your first crossdressed hike. You've posted about your love for the wilderness before and that's great. We all have our own comfort environments. Also, if anyone else was out there, they would need binoculars to see you from their distance. Continue to enjoy the outdoors.