Crossdresser Heaven

Fashion, makeup and body movement tips for crossdressers who want to look and feel more feminine

Archives: October 2009

A Last Chance Halloween Costume

Categories: Crossdressed Outfit of the Week

Tags: crossdress as a frumpy housewife, crossdressing biker babe, transvestite

Published on: October 28, 2009

So you’ve ignored all the signs of impending Halloweeness. You decided not to plan your crossdressing Halloween costume, or to prepare yourself to crossdress as a sexy nurse. You’ve all but given up hope this year. After all, it’s too much work, the costumes are too expensive, and someone may figure out what you’re really up to.

Don’t give up just because the 31st is almost upon you! Here’s three costume ideas that make use of your natural manliness and allow you to crossdress at the same time!

The frumpy housewife

Crossdress as a frumpy housewife

Don’t feel like shaving? Starting to grow a beer belly? No problem, your physique is perfect for our first costume idea – The frumpy housewife. Throw on an old gown and some slippers, and let your five 0’ clock shadow complete your look. If you have long hair you can crank your costume up to the next level with some large rollers, and don’t forget a dab of poorly applied makeup. Noone will ever suggest that you’re trying to achieve feminine perfection, and you’ll save hours on hair and makeup!

The biker Babe (Almost)

Not every biker babe is blessed with a curvaceous body. There are some that ripple muscle or attempt to ripple with too much body cushion. You can use this to your advantage! Just throw on your knee high boots, a pair of jeans and a tight t-shirt. A wind-ruffled wig is all you need to finish off your outfit. You’ll give folks a good laugh, and don’t even need to remove your body hair to do it.

The Transvestite

Last but not least you could choose to go as a slightly sexed up version of you. Your tightest mini-skirt, some deep red lipstick and a sultry strut. If you’ve been crossdressing for a while your wardrobe will probably contain all the necessary items. But watch out! You’ll definitely get questions, and you might even find some people circling dangerously close to your secret.

Even if you don’t decide to crossdress, the most important thing is to go out and have some fun this Halloween! Scare yourself sexy…

Coming Out

by Vanessa Law

Categories: Crossdressing Success Stories

Tags: coming out as a crossdresser, Older Crossdressers

Comments: 1 Comment

Published on: October 23, 2009

It’s right up there next to accepting yourself and passing as a woman. It’s difficult, emotionally draining and overall quite scary indeed. This week’s crossdressing success story is about coming out. It’s a reminder of how good it feels to come out, and how it’s never to late!

If you’d like to share your own real life coming out story, please take a moment to share your story and give other’s the courage to express their femininity to the world!

Coming Out – Sandy’s Crossdressing Success Story

Dear Vanessa and Sisters, My name is Sandy and I started dressing when I was 12 years old. One night I was baby sitting my younger brother and after he went to bed, for some reason I became interested in seeing what was in my mother’s dresser drawers. First thing I found were her soft panties. I took off my pajamas and put them on. Every few weeks I added something up to the silk stockings. Within a few months I had all her clothes on, her lipstick on (a bright red color), saw myself in the mirror all I could think about was how great it felt.

Over the next 35 years this experience was stuck in the back of my mind. I did enjoy reading about it when ever I could find something. Sometime around the age of 47, the feelings started taking root again, and over the next 10 years I started dressing in my home bedroom. Soon I started dressing and going out to the nail salon & spa’s and enjoyed the good times being pampered as well as looking forward to spending time making new friends each week. Sometimes I even went out to dinner and spent the night in a hotel.

I know I didn’t completely pass but it made me feel good anyway. The only thing my family knew is that my toes were always painted and in fact they still are. At 57 years old I retired & moved south. After spending 1 ½ years getting healthy after a near death car crash. I have now started buying new fem cloths and makeup.

I spend most of my time in something E Fem or dressed completely Fem. A few weeks ago during a trip up north to see family, I found a new web site called FemmeFever. The owner Karen, a real sweet lady, showed me how to do my makeup. We spent all day putting different looks on and took plenty of pictures. The experience has helped me be more relaxed and confident about my fem side. That evening Karen and a group of sisters from the area gave me a coming out party in a local restaurant. I had the greatest fem day ever and it felt so good that I will soon be going to Las Vegas for a fem Halloween party next month. Maybe my experience can help someone else overcome their fears. With love, Sandy

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If you want to look your feminine best you have to read this Crossdressing Guide. It’s chock full of excellent tips on how to look and act more feminine.

It’s Halloween – Do you Know How To Crossdress?

by Vanessa Law

Categories: Crossdressed Outfit of the Week

Tags: Crossdressers at Halloween

Comments: 8 Comments

Published on: October 21, 2009

So I’ll admit it – I go a bit crazy around Halloween. I just can’t help getting excited by the thought that so many crossdressers will be out expressing their true selves in public! It’s almost a crime that so many of us only get to do this once a year, but boy when that times comes around – watch out!

Wear a sexy nurse outfit this Halloween

As I was writing this post my beautiful wife popped her head in to see what I was doing. She thought it was strange that I would ask you – do you know how to crossdress? Since, most of the readers of Crossdresser Heaven are crossdressers, presumably you would have some idea how to crossdress Questioning your ability to dress en femme was not my intention. Rather I wanted to ask – Do you know how to crossdress at Halloween? In some sense it’s easier to crossdress at this time of year, but you can’t rely on everything falling into place at the last minute. A successful Halloween crossdressing adventure requires at least a little bit of planning.

Have you planned your crossdressing escapade?

Do you have your outfit all planned out? Have you coordinated your makeup with your outfit, and checked to make sure you’ve got the perfect earrings to go with it? You can’t just wear any old jewelry with a sexy nurse outfit. Some outfits demand a certain kind of shoe. Whether it’s a spiked stiletto boot or sexy white pump you’ve got to be prepared.

A Halloween Princess

I’ve always wanted to dress up as a princess for Halloween. A princess like in the Disney movies in a flowing ball gown. To dream, if just for one night, that I was a

Crossdress as a princess this year

beautiful damsel living in a tower. With each day filled with sunshine, signing birds and elaborate outfits. If you’re planning to go as a princess, well – that would require a bit of planning. Your jewelry will need to look as expensive as your outfit. This is also the perfect time to try a new updo – it looks extremely sexy when you’re in a formal dress.

So, who are you going to be this year?

A Journey of Discovery…

by Vanessa Law

Categories: Crossdressing Success Stories

Tags: cross dress when young, Crossdressing Success Stories

Comments: 4 Comments

Published on: October 15, 2009

Today’s crossdressing success story gives you a glimpse into one cross dresser’s life over the span of many decades. Hannah shares the long, sometimes treacherous and sometimes thrilling journey that many crossdressers embark on. If you’d like to share your crossdressing success story please take a moment to submit your story.

Meet Hannah

I’m writing my real life story to share with anyone and everyone who has had any personal experience with crossdressing as a crossdresser, a family member of a crossdresser, a significant other such as a girlfriend or wife, a friend of a crossdresser or transgendered person in the hopes that my story will touch someone in a positive light and make someone feel as if they are not alone and that there is a true blessing in cross dressing

Hannah’s Crossdressing Success Story – A Journey of Discovery…

Hannah's Crossdressing Journey of Discovery

It seems that of the billion or so crossdressers in the world today and throughout ancient history and “herstory”, that there are such a wide array or reasons why we crossdress. I will try my best to keep my story as short and concise and to the point as I can although I could write about this topic forever and a day. I’m from a family of 7 children and I was born as the 5th child and I have 2 brothers and 4 sisters. Both of my brothers are older than me and I have 2 older sisters and 2 younger sisters which resulted in lots of girls clothing and feminine attire in my home although I limited myself to how often I would wear their clothes because I wanted my own wardrobe eventually.

My earliest recollection of an act of crossdressing was to try on girls underwear from our laundry room which elicited a sensational feeling of comfort and non sexual arousal at the age of about 5 years young. I also remember my dear mother making me wear a panty-like garment over my cloth diapers to prevent my bed from getting wet when I slept through the night as a baby. I can remember how those panty-like garments felt with the elastic leg bands around my legs and the different colors they were such as green, yellow, purple, etc.. From that point on, I had an appeal to wearing panties and how they felt so different and how they were much more fun to wear than boring boys underwear.

I was so young at that time and didn’t have a job or any income so I would indulge in my 4 sisters endless supply of panties. I enjoyed my older sisters panties more so because they were wearing the more silky and sexy styles than my younger sisters who were still so you and wearing cotton ones. My personal preference is silk, nylon, rayon, or lace materials instead of cotton. As time went on and I was becoming more and more appealed to and fascinated about femininity, girls, and girls clothes.

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Halloween Is the Crossdressers Time!

by Vanessa Law

Categories: Crossdressed Outfit of the Week

Tags: crossdress as a school girl, crossdress as Marilyn Monroe, crossdress at halloween

Comments: 4 Comments

Published on: October 13, 2009

You can almost feel the anticipation. It comes but once a year. It’s the time when crossdressers can express their true selves without fear of ridicule. So it’s time to glam up!

Last year at Halloween time I wrote a post describing some of the many crossdresser halloween costumes that men can choose from during this season. I thought this year I’d share some more of my favorite costumes and inspire you to take a bold step out crossdressed this year!

Crossdress as Marilyn Monroe this Halloween

Who doesn’t want to look as glamorous as Marilyn Monroe in her heyday? When you crossdress as Marilyn you’ll get to dress to the nines and show off your flirty side. As an added bonus, you can coordinate this costume with your loved one, who has the choice of many public figures who had steamy relationships with Marilyn.

Cross dress as a naughty school girl this Halloween!

After years of trying to convince my wife to go as a sexy school girl, I figure that perhaps she wants me to lead by example If you decide to crossdress as a schoolgirl this Halloween, be warned. This costume will require a feminine physique to pull off well. If you’re looking for a school girl costume a bit more forgiving of the male figure, try this still sexy yet less revealing schoolgirl costume.

Halloween Crossdressing Advice

A few things to keep in mind when you’re out crossdressed this Halloween. The most important thing is to have fun! Don’t worry what people will think, everyone is dressed up. Don’t worry about being too feminine – you can just say you’re getting into character. If you’ve nervous of revealing your secret, don’t dress in everyday woman’s clothes! The more backstory you can provide about your costume, the safer you’ll be. Having to explain why you just happen to have the perfect matching blouse and skirt could be…interesting.

Trick or treat!

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