crossdresser

1
Well, it’s been a busy year I guess! in 2012, I basically came out to everyone as a crossdresser. That was a pretty big milestone for last year. This year – 2013 – I started going to work while dressed. Being able to dress more definitely gave me a lot more time to figure out my style a bit more, going from this to this I think it’s fair to say I’ve become a bit more comfortable in terms of not only style, but also just being able to be comfortable in my own skin while dressed.

Goodbye 2013, you’ve been somewhat spectacular!

 tagged crossdresser / dechunkening / New year / normal / out and about / public / shopping / transvestite
18
Maybe if you’ve been paying attention you’ve noticed that I’m out to everyone publicly, and have been dressed to work events on a few separate occasions. What might not be abundantly clear, mostly because I haven’t really spoken about it a great deal, is that I’ve actually been going in to work dressed fairly regularly for the better part of a year now. I’ll let that sink in a bit. I have been dressing up… at work… fairly regularly.

Being out, and dressing, at work.

 tagged crossdresser / crossdresser pics / crossdresser pictures / gender / going out / goodpics / makeup / normal / Pics / transvestite / work
2
Do you ever want to go all the way through with getting implants? What about the surgery of getting your penis removed and them making you have a vagina instead (again, sorry I don’t know the correct terms!!)? Implants and operations? nope. nope nope nope nope. hahaha – apart from the fact that I’m perfectly happy in my current body, and that I do consider myself male (maybe 20% female, lol), I honestly don’t think I’d be able to cope – it’s just far too much work to stay looking good. Getting ready in the mornings on the days that […]

Ask a Crossdresser: Surgery

 tagged crossdresser / question
Do you have children? If no, or intend to? Nope, no children yet – but hopefully soon :D We’re planning on having them in the near future – as for how we deal with things then, I’m uncertain about. Ideally I’d like to be 100% honest and myself around them – “sometimes daddy wears different clothes, and that’s ok” – but I do have that fear that when they go to school they’ll be the kid with the weirdo parents, and I’d hate for them to resent me for it. I actually had a friend at school whose dad was […]

Ask a Crossdresser: Children

 tagged crossdresser / family / question
5
Last time (my god, that was a long time ago) I talked a bit about how to crossdress sneakily… This time… maybe it’s worth talking about how to actually do it, or at least, how to avoid the mistakes I made, and those that I see others make as well. See this guy? The one on the left? That’s me. Clearly I had no idea what I was doing back then. Fetish boots? Crazy hair? Apparently I didn’t shave, terrible makeup. That’s probably the only pic I have of me even approaching dressed up. I don’t really know why I […]

How to Crossdress… For real, this time!

 tagged clothes / crossdresser / earrings / howto / makeup / transvestite
1
Does you extended family know? (Parents, siblings, aunts, uncles, cousins, etc) What was their reaction? So I’m actually 100% open about it now – My facebook profile picture alternates between me dressed as regular me, and me in a wig and makeup and looking spectacular, lol – Everyone knows, and for the most part either don’t care, or at the very least, don’t give me grief about it. My mum I think is having the hardest time dealing with it, but then I also think she’s having a hard time dealing with the fact I’m not a twelve year old […]

Ask a Crossdresser: Who knows?

 tagged crossdresser / family / questions
Why do you actually feel the need/want to cross dress? When did it start? Why do I feel the need to do it? Honestly, I have no idea, and sometimes I wish I could just store it away somewhere and never have to deal with it again, because apart from the last year or so, it’s been a burden – something I’ve had to deal with as a problem, instead of some inherent part of who I am, like a leg or an arm. Believe me, I wish I had a better answer for you!! As for when it started, […]

Ask a Crossdresser: Why?

 tagged crossdresser / question / why
Liz, I stumbled upon your blog and the ask page. I am a mostly straight man attracted to M2F girls, and I have a first date with a crossdresser tonight. I was looking around online for dating tips, do’s and don’ts, but couldn’t find much. She seems rather eager for sex, which is fine. I will proceed with caution, but I’m wondering if I should show up with flowers and wine just as I might on a date with a GG. My instinct says yes be the same gentleman I am usually, but I was just looking for confirmation. Definitely, […]

Ask a Crossdresser: Dating a crossdresser

 tagged crossdresser / dating / questions / relationships
You said you were married. How did you bring it up with your wife? What was her reaction? Was it before/after you started dating/married? So my wife and I were friends online for a looooong time before we were ever romantically linked, and yeah, she knew at least 3 or 4 years beforehand. I guess a lot of things were made easier by the fact that she knew – I suppose she knew what she was getting into, lol – but I was definitely worried about it for a bit, and yeah, even now every so often I get worried […]

Ask a Crossdresser: Your wife

 tagged crossdresser / family / marriage / question
6
It’s been a WHILE since I posted, well… anything. Sorry about that. But anyway, here’s some pics I took this weekend :) If there’s anything I’ve learned from this photoshoot, it’s… Photoshoots are hard I need MUCH better lighting solutions, because lamps with foil attached don’t really do it Posing is tougher than it looks I could REALLY do with a nikon prime lens with a wider angle than 35mm Anyway…

An actually-decent Photoshoot

 tagged clothes / crossdresser / crossdresser pics / crossdresser pictures / eyebrows / eyes / goodpics / lips / lipstick / makeup / nail polish / shoes / transvestite / wigs