crossdresser

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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.

 in Being Out / Crossdresser Pics  tagged crossdresser / crossdresser pics / crossdresser pictures / gender / going out / goodpics / makeup / normal / Pics / transvestite / work by
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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

 in Ask a Crossdresser  tagged crossdresser / question by
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

 in Ask a Crossdresser  tagged crossdresser / family / question by
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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!

 in Clothes / How-To  tagged clothes / crossdresser / earrings / howto / makeup / transvestite by
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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?

 in Ask a Crossdresser  tagged crossdresser / family / questions by
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?

 in Ask a Crossdresser  tagged crossdresser / question / why by
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

 in Ask a Crossdresser  tagged crossdresser / dating / questions / relationships by