I am myself a crossdresser, lucky to have an encouraging girlfriend, but I’m still on the closet. My outings are as a male wearing girls clothes, jeans or blouses. I have to say here that I don’t live in such a forward-thinking society, thus, the fear of rejection is greater in comparison to probably where you live. To the point: when I decide to dress-up I always think of the people I’ll meet – my coworkers, or more terribly, family. I think of everyone but myself. If I think I won’t be seeing them that particular day, I go for […]

Ask a Crossdresser: Other People

 in Ask a Crossdresser  tagged crossdresser / out and about / question by
19
As I sometimes do, I dress up to work. It’s not a big deal. This day didn’t start off any different than most others. I set my alarm half an hour earlier than usual to make sure I had enough time to get ready. The night before I’d pre-trimmed body hair down so that shaving in the morning would be quicker. I was opting for a jeans + tunic look, and was going to experiment with a lighter make-up look (and let me tell you, those few minutes saved by not having to shave my legs or do my eye-liner VERY […]

A harassment story.

 in Being Out  tagged chaser / crossdresser / harassment / makeup / out and about / public by
Which way do you dress most of the time? What percentages if you had to estimate? I would say 90% of the time, I’m dressed as a male. Frequency varies a lot. Maybe I’ll go a month without thinking about it or dressing, I’ll get a (horribly itchy) beard going. And then maybe the next month I’ll dress up at work maybe once or twice a week. There’s no real pattern – it’s really just whenever mood and opportunity strike! (I mention opportunity, because some days at work I end up having to interview people, and regardless of mood, I […]

Ask a Crossdresser: How often?

 in Ask a Crossdresser  tagged crossdresser / question / work by
1
When you’re dressed differently, do you alter your voice? Nope! I very briefly (in terms of minutes, lol) experimented with the idea, but A: I don’t think I could pull it off, and more importantly, B: It’s just not me. I kind of think of the whole crossdressing thing as just a different version of me, but one that’s still authentically me (if that makes any sense) – I don’t have a different personality or voice – it’s not a character or persona, it’s just a different expression of the same thing. Maybe that doesn’t make sense… lol For more […]

Ask a Crossdresser: Voice

 in Ask a Crossdresser  tagged crossdresser / question / voice by
3
It’s odd. The last time I dressed was about two months ago. After that, I just… didn’t. It was weird. I always thought that if the need/desire to dress ever disappeared, it would be great! In reality though, it was much more “Huh. That’s weird. I wonder when it’s going to come back.” What was more peculiar though was the fact that while it was gone, I was kind of worried about it. I don’t really know how to explain it. Anyway. I’M BACK! I could feel the need for it building up over the last week, and today I […]

Happy Easter or whatever!

 in Crossdresser Pics  tagged anthropologie / crossdresser / crossdresser pics / crossdresser pictures / dsw / goodpics / heels / legs / makeup / nail polish / Pics / sandals / transvestite / wigs by
So when you’re dressed as a man I assume you prefer to be called be the male pronoun of “he” and as a woman you’d prefer “she”? That was something my friend and I weren’t totally sure about at a drag show but I figured that if they were currently dressed as a woman they wanted to be called a “she”. Yeah, when I’m dressed up as a woman, it seems only right to be referred to as she. Being called “he” when I’m dressed up generally means that either I don’t look good, or the possible that the other […]

Ask a Crossdresser: Pronouns

 in Ask a Crossdresser  tagged crossdresser / pronouns / question by
1
Probably the biggest fear I have as I get older is that at some point I’ll come to a place where I feel like I just won’t look good anymore when I dress up. I’m 30 now, and every so often, when I look back at pictures from ten years ago, I can see how my face has changed. How it’s aged slightly. Where the lines will probably come in, or have started coming in just a bit. It’s not terrible so far (+1 for moisturiser!), but they are there – and in all likelihood, it’ll just get worse. Frickin’ […]

A note on self-acceptance: The sooner, the better

 in Miscellaneous  tagged crossdresser / thoughts by