Another article I posted on crossdresserheaven.com...
As a guy, I'm lucky to have one of those jobs where I don't have to
wear a uniform. We have a loose dress code,which means casual clothes
are fine most of the time.
Yet, each workday, I get up, walk into
my closet, and stare at lots of guy clothes that I just dread wearing to
work most days. Instead, my mind wanders over to my collection of
dresses, feminine jeans, cute tops, and the neatly stacked boxes of
heels, flats, wedges, and a small collection of purses.
I
reluctantly get dressed for work, only to find myself always carrying an
extra pair of shoes, often flats, complimenting the rest of my guy
outfit, for some unexpected chance to wear them. Often, this pair of
shoes is the excuse I need to stop my car, swap out my guys shoes for
them, and wander around shopping for an hour or two in some store or
another. A quick stop at one store results in stops at several stores.
Eventually, I get to work and walk sadly into my office wearing my guy
shoes, wishing I could have just kept my feminine shoes on for the rest
of the day.
For months, this daily ritual was the same. My mind would begin to tire at the confusion and battle of wills.
Then
one day, a realization. My work does have a uniform in that men are
expected to dress a specific, professional way. This has brought some
comfort and finally resolved the daily mind battle.
My female
coworkers have no idea how much I admire their cute blouses and
coordinated skirts, skinny jeans paired with conforming heels, colorful
tops matched to flats, and fashionable purses accenting jewelry. They
might complain about how hard it is to get ready for work each day, but
they at least have so many exciting choices of what to wear without
needing to calculate the risk the way I do. They do have other
challenges at work with equality that I'm so glad I don't have to deal
with.
To fit in, to keep the stress a little lower, to fund my CD
wardrobe, I wear the uniform while fantasizing that I'm wearing
something more feminine. For some unknown reason, maybe a future hope,
my thrift shopping usually focuses on putting together outfits that
define the real me. Even if I could or had the confidence to dress
feminine every day, I think I would end up facing new closet challenges.
(1)
Finding enough decent fitting styles that are also appropriate for work
would take some time. I've realized that longer tops look better on my
body shape. Revealing tops with low cut fronts or no sleeves probably
need a sweater or scarf over to fit in with other women at work, who
always seem to wear layers at the office. Jeans and pants are safe,
skirt and dress hemlines need some extra thought.
(2) Shoes.
Stilettos are attractive, fun, sexy, and all the wonderful adjectives.
They're okay for a day or two in the office, but definitely not
practical. Flats are extremely practical, can be cheap, and come in
countless shades and cuts, making them versatile for many outfits from
pants to skirts to dresses, and even shorts. Wedges are a nice balance
between the beauty of stilletos, and the comfort and stability of
flats. A pair of sneakers with pink or purple hightlighting would be
good for luchtime walks, or just to give those calves and feet a break.
(3)
Winter wear. I recently bought my first women's jacket after realizing
one cold winter day that I needed one. Hoodies are great for that
really casual, or didn't spend any time getting ready look. I would
prefer cute sweaters, lace or crochet, thinner ones that could be
layered with tank tops under and jackets on top.
(4) Purses. I
love the look and feel of purses, from hand bags to crossbody purses.
The only issue, I really don't like leaving my wallet, keys, and phone
just sitting at my desk - maybe that's because I'm used to carrying
everything I need in my pants pockets. I noticed one days that many of
the ladies at work carry a purse, a lunch bag, a briefcase, and some
carry a gym bag. Four bags, I'm guessing 40 lbs in all, slung over both
arms. I have seen some really nice totes and large purses that can be
both a purse and carry most briefcase items. The other challenge with
purses is being able to easily switch between them - that's where
investing in a nice wallet is worth the convenience.
(5)
Accessories. Yes, finding jewelry from necklaces and bracelets to go
with all those outfits for work. Fashionable women at work seem to
never wear the same accessories more than a few times a year. I don't
know how they keep track of all that jewelry, I have a hard time keeping
a few bracelets and chains organized. I'm not much into Fitbit, so I
tend to wear a watch, which I realized lately that I needed a nice
feminine one.
Ideally, I just want some social flexibility to
pamper myself in women's outfits some days and blend feminine looks into
my guys outfits most days. It would be so mentally productive to get
rid of this distracted feeling of wanting to wear what I feel like isn't
welcomed in the workplace. In the meantime, I "dress" outside of work
and wear the "uniform" to work.
Thursday, June 2, 2016
Wednesday, June 1, 2016
Just a guy wearing women’s fashions
An article I had posted on crossdresserheaven.com
"Why do women get all the fun fashions and what’s wrong if a guy like me wears them”, I often wonder.
Searching the internet, I’ve found lots of websites targeted towards CD or TS individuals. There seem to be only a few references to guys, like me, who simply like wearing women’s fashions, but have no desire to pass as a woman. This feeling has no explanation, no matter how much I think about it or try to research it.
Simply, I love the way women’s fashions look, and I have this deep, inherent desire to wear those fashions, from heels and flats, to mesh tops and lace tops, to cute party dresses and formal dresses, to exquisite lingerie. I have no interest in makeup or wigs, I really like my guy face and how it challenges people’s thoughts when they see me dressed up in women’s clothing.
It took me a long time to admit that I was actually a crossdresser. I often thought of myself as just a guy who likes to “try on women’s clothes”. At first, the term crossdresser seemed to me as reserved for someone who really wanted to look like a woman.
With no interest in transitioning, my daily struggle is how to be true to myself while trying to make sure most of my world doesn’t know that I’m a crossdresser.
Advice, comments, questions, email are all welcome. I’m just hoping to hear if any of have had similar experiences and struggles, or know someone like me, “Just a guy wearing women’s fashions.”
"Why do women get all the fun fashions and what’s wrong if a guy like me wears them”, I often wonder.
Searching the internet, I’ve found lots of websites targeted towards CD or TS individuals. There seem to be only a few references to guys, like me, who simply like wearing women’s fashions, but have no desire to pass as a woman. This feeling has no explanation, no matter how much I think about it or try to research it.
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Photo credit: eileen_cd via Foter.com / CC BY-NC-SA |
It took me a long time to admit that I was actually a crossdresser. I often thought of myself as just a guy who likes to “try on women’s clothes”. At first, the term crossdresser seemed to me as reserved for someone who really wanted to look like a woman.
With no interest in transitioning, my daily struggle is how to be true to myself while trying to make sure most of my world doesn’t know that I’m a crossdresser.
Advice, comments, questions, email are all welcome. I’m just hoping to hear if any of have had similar experiences and struggles, or know someone like me, “Just a guy wearing women’s fashions.”
Saturday, May 14, 2016
I'm in Crossdresser Heaven

Where's Lea? No posts for several weeks.
Nothing to worry, I recently admitted that I need a support group and joined Crossdresser Heaven. My first article on there has led to many wonderful discussions and insight in this journey. I'll continue to post on here, just been busy reading and replying to articles.
Sunday, May 1, 2016
Uncomfortable layers
Layers are a great for adding color variety, changing shape, improving bust and cleavage outlines. As the weather warms up, one additional layer can make it feel uncomfortable warm.
In Spring, for my guy wardrobe, I switch from wearing undershirts to just wearing t-shirts and polos. Underdressing today with a bra under a t-shirt, it definitely felt much warmer than just wearing a t-shirt. A thin cami can have the same uncomfortable effect. This might explain why the majority of women I know seem to run "hot" compared to me, they have to wear at least 1 more layer (a bra) or 2 more layers (a bra + a cami) than what I wear in guy mode.
A solution, wear thin tops (definitely not guy t-shirts), sheer tops, or lace tops when wearing a bra or cami. Seems like reverse logic - women choose to wear a bra or cami under a thin top, while us crossdresses look for a top to go over a bra or cami.

A solution, wear thin tops (definitely not guy t-shirts), sheer tops, or lace tops when wearing a bra or cami. Seems like reverse logic - women choose to wear a bra or cami under a thin top, while us crossdresses look for a top to go over a bra or cami.
Tuesday, April 26, 2016
Random fashion tips
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Photo credit: TGlamorpuss Photo via Foter.com / CC BY-ND |
Bra band size, cup size, and fit
(enhance some, avoid too busty)
Hi-cut briefs better than thongs
(keeps the jewels in place)
(keeps the jewels in place)
Dark tights
(smoothens legs, hides hair)
(smoothens legs, hides hair)
Camis
(easy shapewear, hides chubby areas, hides cleavage)
(easy shapewear, hides chubby areas, hides cleavage)
Sleeves or thick straps
(high neck line, hides chest hair)
(high neck line, hides chest hair)
Left shoe is always tighter
(not tried on as much by customers)
(not tried on as much by customers)
Regular jeans length is good for flats
(or Long jeans for heels and boots)
(or Long jeans for heels and boots)
Guy skinny jeans are more practical than purses
(where did I leave my purse)
(where did I leave my purse)
Makeup
(takes a long time to put on, and a long time to take off)
(takes a long time to put on, and a long time to take off)
Womens dept
(Juniors clothes are cute, but way to tight in various areas)
(Juniors clothes are cute, but way to tight in various areas)
Sizes
(try them all, no two sizes are ever the same)
Layers
(even in summer, use to fix shape issues or to fix low-cut tops)
Long sleeves
(for casual, cover up with sweaters, thin tops)
Necklaces
(great for making tops less revealing)
(try them all, no two sizes are ever the same)
Layers
(even in summer, use to fix shape issues or to fix low-cut tops)
Long sleeves
(for casual, cover up with sweaters, thin tops)
Necklaces
(great for making tops less revealing)
Monday, April 25, 2016
You Go Cait!
Finally watched About Bruce, the two episodes on Keeping Up with the Kardashians about how the family deals with Bruce Jenner's coming out and transition plans. The show could be a great conversation starter with loved ones about a very difficult topic. It was enlightening to have an insight into how a man like Bruce Jenner, Olympic athlete, sports hero, struggled with being transgender, how his kids struggled with a hidden side of their dad, and how his ex-wife still loved him even though they split up.
There were a lot of themes that I was fascinated with how well they portrayed them:
There were a lot of themes that I was fascinated with how well they portrayed them:
- Sneaking around at 4 AM in women's clothes
- Thinking no one knows, when some know and just don't mention it
- Family feeling hurt by lying to before, during, and after coming out
- Needing to lie about how far and how much more
- Wife feeling like she doesn't know her husband
- Wife feeling like now she has to grow old alone
- Kim's (daughter) fashion advice for Bruce
- Chloe (daughter) was upset with the lying
- Stealing wive's clothes and the need to give back (buy your own)
- Stealing wive's makeup
- Stealing daugther's (awkward)
- Messy feminine side of the closet
- Found out by kids, never talked about
- Meeting "her", two lives
Saturday, April 2, 2016
Hint hint
Every month, I have a cycle....no, not that ultra feminine one of discomfort. Most weeks, I crossdress several times a week, sometimes just at home, sometimes out running errands. One week each month, I have this intense, unexplainable desire to show that "once again, our favorite crossdress ventures out into the world". This desire to make sure the world knows my secret, or at least a few people whom I don't really know, but I'm sure recognize me from shopping in their stores.
Every month, during that same week, I mentally try to reason that there is nothing "wrong" with what I do, I want to be accepted, I deserve to be accepted, I want my spouse to know more about my dressing, I want my friends and family to know the real me. At home, I drop hints, leaving a pair of flats out in a noticeable place, delicates hanging to dry, a special drawer left open, jewelry sitting on the dresser. If anyone at home sees these hints, nobody says anything.
Every month, I find that week a test of restraint. I can confidently crossdress and go out when I'm on my own, avoiding places where I might run into friends or family. With family and friends, I wish I could talk to them about the real me to avoid them feeling like my crossdressing is being forced onto them. Then that week ends, and I'm back to enjoying the status quo of being a closeted crossdresser.
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photo credit: Arinka, summer mood via photopin(license) |
Every month, I find that week a test of restraint. I can confidently crossdress and go out when I'm on my own, avoiding places where I might run into friends or family. With family and friends, I wish I could talk to them about the real me to avoid them feeling like my crossdressing is being forced onto them. Then that week ends, and I'm back to enjoying the status quo of being a closeted crossdresser.
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