RainbowDash
11-02-2021, 02:12 PM
1 guy dressed in hot pink pants, black top, red haired wig. The other guy, a fellow delivery driver, dressed up as a fictional anime character. When I saw him in his car about to go on a delivery, I commended him on dressing up as a girl, and then revealed to him that I was a crossdresser, but didn't have the courage to dress like this in public, even if it was Halloween.
It made me feel like I should've tried it to, but I just didn't know others were going to do it too, otherwise maybe. Plus I do not really have any Halloween outfits, just regular women's clothes. I do have my Fair Maiden outfit, but that takes quite a bit of effort to put on, and I'd need help with the bodice, otherwise it would not look right. I did have a couple of fancy gowns, the kind a girl would wear to her senior prom. But I was not at a party, I was working and everyone was getting in each other's way. The skirt would have gotten messed up, splattered with food, and I wouldn't have done it much good trying to climb into my vehicle and then sit down to drive, not knowing if that big skirt would get in the way of my feet near the brake and gas pedals.
After the night was over I thought about this little fact.... Men dress up in women's costumes on Halloween night, but they are not crossdressers. They have fun with it obviously, but we get to do it 365 days a year. Another thing I thought of was.... how many of these guys dressing up in women's costumes have a strong enough feminine side to just roll with it like we do? Could they be future crossdressers? Or is it just 1 night for them at that's it? Either way, it makes me appreciate being a crossdresser that much more, and all I wanted to do was have the night be over so I could go home and dress up. Of course, I was the closing driver so I got home late and went to bed, having to wait til the next day.
It made me feel like I should've tried it to, but I just didn't know others were going to do it too, otherwise maybe. Plus I do not really have any Halloween outfits, just regular women's clothes. I do have my Fair Maiden outfit, but that takes quite a bit of effort to put on, and I'd need help with the bodice, otherwise it would not look right. I did have a couple of fancy gowns, the kind a girl would wear to her senior prom. But I was not at a party, I was working and everyone was getting in each other's way. The skirt would have gotten messed up, splattered with food, and I wouldn't have done it much good trying to climb into my vehicle and then sit down to drive, not knowing if that big skirt would get in the way of my feet near the brake and gas pedals.
After the night was over I thought about this little fact.... Men dress up in women's costumes on Halloween night, but they are not crossdressers. They have fun with it obviously, but we get to do it 365 days a year. Another thing I thought of was.... how many of these guys dressing up in women's costumes have a strong enough feminine side to just roll with it like we do? Could they be future crossdressers? Or is it just 1 night for them at that's it? Either way, it makes me appreciate being a crossdresser that much more, and all I wanted to do was have the night be over so I could go home and dress up. Of course, I was the closing driver so I got home late and went to bed, having to wait til the next day.