Crossdresser Heaven

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

Tags: crossdressing success story

Liberty's Crossdresser Success Story – It Started With A Dare…

Categories: Crossdressing Success Stories

Published on: February 6, 2009

Crossdresser Success Stories are stories from real crossdressers who have succeeded in accommodating their inner woman. Some successes are spectacular, others are more modest – all are important breakthroughs for the wonderful ladies who experience them.

Share Your Crossdressing Success Story

If you would like to share your crossdressing success story, please email me at vanessalaw@crossdresserheaven.com and let me know you’d like me to share with others. Please include:

Your femme name
A brief introduction (1-2 sentences about where you live, how old you are and such)
Your story (if you go over 700 words I’m going to edit you down )
Optional – A photo of you (no nudity please)

I’ll post your story on Crossdresser Heaven within a few weeks. You’ll be famous ( ) , and you’ll be doing a good thing for everyone in the crossdressing community.

Meet Liberty

I am 53 years old and experimented with cross dressing for over 20 years.

Liberty’s Crossdresser Success Story

At first it was just a dare for a fancy dress party where men dressed as women, women dressed as men. So my ex wife did the business on me and we even borrowed a wig….and she made me into a tarty type women. At the time I thought wow I actually like this, putting on a suspender belt and stockings and a bra stuffed out with tissues to give me shape , I just felt good, and the swish of a skirt around my legs was so nice. I secretly love the way I looked and the shape I had.

After that I experimented in private alone and it started to dawn on me I was a transvestite, it was more than just cross dressing a bit…I wanted to feel and look like a proper woman, and felt so happy and comfortable when I was fully dressed. I would spend whole afternoons by myself dressed to the max .

I got divorced (nothing to do with that) and started to buy the most pretty things I could, from every day clothes to silk night wear, one shop assistant in an exclusive lingerie shop guessed what I was doing and asked me if they items were for me…so I just said yes…no problem she said…we get this a lot….and she started to advise me on what looked right and what did not……all my underwear was the best quality. Dont buy cheap it is false economy.

Then I met another lovely lady, (at a heavy rock concert) and we went steady and talked about so much and fell in love. Eventually the natural thing happen and we wanted to marry, but I decided I’d had enough of my secret side, so I told her, she never batted an eyelid, and just said that’s fine by me, she’d had another male friend exactly the same and it never bothered her…….she said, why should ONLY women know the feel of silks and nice clothes and if more men tried it they may find it a calming influence, and real chill out, especially after a serious hard and stressful day at work…….and she encouraged me then and there to cross dress anytime I felt the urge. She has taught me how to put to put make up on tastefully and the right sort of clothes so I look right……for a present she even secretly bought me a long natural hair wig. And she helped me choose a pair of proper synthetic boobs. So now when I am dressed up I do look the part with a beautiful DD curve up top, they were very expensive, made to measure and even skin toned to me and even give me a cleavage…..but you get what you pay for. And I can wear them all day without aggravation etc

So now my lovely wife and I spend what we call girly nights together, and when I transform I am known as Liberty…..I come home from work, and most evenings totally transform myself in a woman, I am still as heterosexual as the next man……and have NO gay or Bi-sexual desires…..I just love to dress and act as a lady. So what would you call me???

My Next step is to go out dressed like this…..but I have not plucked up the courage to go public….maybe one day. My wife tells me I am as natural looking as you could get and not many would notice I was a man especially when she applies make up on me, she really is an expert at hiding all my male facial lines.

I am one lucky guy to have such an understanding wife, but coming clean before we married was the key, so all you secret cross dressing men out there, tell your partners, you may well be surprised at their reaction……my wife feels she has a loving macho man husband and also the best girl friend she could ever want all rolled into one.

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If you’re struggling to find the word’s to say when you tell your partner I highly recommend you read My Husband Betty and I Married A Crossdresser. You owe it to yourself and your wife to be prepared before you tell her.

Good luck!

Linda's Crossdressing Success Story – From Hell to Heaven

by Vanessa Law

Categories: Crossdressing Success Stories

Tags: crossdresser success stories, crossdressing success story, transgender story

Comments: 5 Comments

Published on: January 30, 2009

Crossdressing Success Stories are real stories from crossdressers who have succeeded in an aspect of femininity. Their success may be personal or public, but the lifelong impact is unquestionable. Each step on the way to success builds confidence until finally we can comfortably live as who we are.

Share Your Crossdressing Success Story

If you would like to share your crossdressing success story, please email me at vanessalaw@crossdresserheaven.com and let me know you’d like me to share with others. Please include:

Your femme name
A brief introduction (1-2 sentences about where you live, how old you are and such)
Your story (if you go over 700 words I’m going to edit you down )
Optional – A photo of you (no nudity please)

I’ll post your story on Crossdresser Heaven within a few weeks.

Even though your success might seem small to you, I promise you that it will encourage and uplift a sister who has yet to achieve such success.

Meet Linda

My femme name is Linda. I am 60 years old and started crossdressing about 10 years ago.

Linda’s Crossdressing Success Story

Linda shares her crossdressing success with us

Before then, I had never been motivated to do such a thing being too busy earning an income and bringing up a family. Looking back, I do love women and in general preferred their company to men. When my wife was shopping for new clothes, I always went with her encouraging her and criticising when needed. In my lunch hour, I often bought clothes for her and was never interested in buying men’s clothes for myself; in fact, the only time I bought my own clothes was when something needed replacing. I loved my wife to wear miniskirts and high heels, which she didn’t like much at all. It was only later in life that I realised that I was the one who should be wearing them.

About ten years ago, I started experimenting in secret. In three years, I had accumulated a small wardrobe of miniskirts and tops and some badly fitting high heels shoes. It had to be small as I had to keep it hidden in a locked brief case in my study. I wanted to go further but the secrecy prevented me. I realised that I must tell my wife and come out of the closet as it were. I really did not know what to expect, but one morning when we were lying in bed having just woken up, I confessed. Naturally, my wife was shocked and her initial reaction was that I could continue to do it in private but she did not want to be present at the time. I asked her if I could email her some photos so that she could see what I looked like. I guess she must have been curious as she said yes. We kept talking about it and eventually she consented to see me dressed. When she saw me, she said I looked OK, although she was a bit jealous of my legs and figure. Shortly after she told me that she would accept my crossdressing because in her words: “Once I saw that it was still my M________ under the clothes, I realised I had nothing to worry about.”

linda-crossdresser-success-story-shopping

Linda confidently goes out in public

From then on things just got better and better. Not only did my wife accept my crossdressing, she became an active participant and supporter. She helps me buy clothes, jewelry, make-up, shoes, hose, wigs and in fact anything I need to be a girl. My life went from hell to heaven in no time at all. Christmas and birthdays took on a new meaning with a whole new range of gifts that could be bought. We have such fun together; crossdressing has added a whole new dimension to both our lives. Shopping together is always fun as we are always on the lookout for new “frocks”. We both know that crossdressing is fun, creative, sexy and harms no one. And we love it.

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The emphasis on the last sentence was mine, just so you don’t miss what a positive experience crossdressing is for Linda and her wife! Read a few more crossdressing success stories, or decide to take the next step towards your crossdressing success. Read a crossdressing book, share a resource on crossdressing with your wife or transform your feminine appearance.

Teresa's Crossdressing Success Story – The First Pass

by Vanessa Law

Categories: Crossdressing Success Stories

Tags: crossdresser success story, crossdressing success story, transgender success story

Comments: 4 Comments

Published on: December 19, 2008

Crossdressing Success Stories are real stories from real crossdressers who have overcome some obstacle in life to achieve their own measure of transgender success. Whether it’s sharing your secret with a friend, wearing your first pair of pantyhose, or reaching out for help on the Internet. The crossdressing journey has many joys and these stories are shared to provide hope, encouragement and upliftment to all in the transgender community. If you would like to provide strength to a sister, please go here to share your own crossdressing success story, and I’ll post your story on Crossdresser Heaven within a few weeks.

This story comes from central Alabama. Thanks Teresa for sharing your story with us.

Meet Teresa

I’m middle-aged single white male, heterosexual and live in central Alabama. I have always had the compulsion to cross-dress since I was about 14 ( I just wish I knew where it came from).

Teresa’s Crossdressing Success Story

I dabbled with crossdressing during a 13 year marriage and it was a factor in my divorce 10 years ago. I still
struggle with being a Christian and the compulsion to dress up. About 3 years ago I started dressing again after about 10 years of being “dry”. I did the purge thing a few times but finally decided I’d live out the desire in hope that one day I can be over it.

Anyway, so the last year I have been working hard with clothes and make-up to look “real”. Recently I ended a several year relationship with my girl-friend, so I was no longer having to hide that part of my personality. Last night I got all fixed up and went to the local beauty supply store to see if I “passed” to the girl that was helping me with wigs, makeup, etc. It felt so good to hear her say, “you look great, you look passable for a woman, I thought that was a woman coming in”. Her co-worker gave the same agreement.

I went to Wal-Mart, Office Depot, Ross and got coffee just to walk around. A few men commented on my looks. It felt “unreal” to finally pass as a woman. What a strange and wonderful feeling. I still can’t believe it has finally happened after 36 years. It will be fun to go out more, just hope to find a support group not too far from here to go out with. My daughter accepts me so I will do some thing with her & friends in femme.

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Read more crossdresser success stories, or decide to take the next step and learn how to pass as a woman.

Lynn's Crossdressing Success Story – Courage and Communication

by Vanessa Law

Categories: Crossdressing Success Stories

Tags: crossdresser success stories, crossdressing success story, transgender success story

Comments: 3 Comments

Published on: December 12, 2008

Crossdressing Success Stories are real stories from real crossdressers who have overcome some obstacle in life to achieve their own measure of transgender success. Whether it’s the first time going out dressed, a major life realization or the first purchase of a feminine delight. The crossdressing journey has many joys and these stories are shared to provide hope, encouragement and upliftment to all in the transgender community. If you would like to provide strength to a sister, please go here to share your own crossdressing success story, and I’ll post your story on Crossdresser Heaven within a few weeks.

Our first story comes all the way from the UK, from a friend I met over the Internet through her thought provoking transgender website – Yet Another T-Girl Blog. Thanks Lynn for being the first to share your story – which I’ve titled ‘Courage and Communication’.

Meet Lynn Jones

My name – or at least my TG name – is Lynn Jones. I live in the UK, the midlands to be precise, and I’m in my mid 30s. I’m married to a lovely woman and we’ve two young kids. I’m out to my wife but I keep this side of my life away from the children. I feel no shame in what I do, I just don’t think they need to know. But that’s a story for another day.

Lynn’s Crossdressing Success Story

Like a lot of TG people I dreamed of going out. Making yourself all pretty at home is one thing, but it can get tired after a while. I wanted to meet other people like me and, if I’m honest, to feel included. Email and blogs are one thing, but I don’t think they’re a good substitute for a trip out.

After a few weeks of mental hand-ringing, I asked my wife if it would be okay. While I was already ‘out’ to my dear wife, she (understandably) had some concerns: Would I be safe? How would I get there? What’ll happen? Where would I get changed? We talked about all of these questions and more. I think that talking is the key. It isn’t easy, us blokes, well, we’re not exactly the most communative gender are we. Still, I tried hard and it was worthwhile for two reasons: Mrs Jones’ peace of mind and also to question why I wanted to do it. Other than the rush of going out, because we can feel that, would meeting up with other transgender people help me? I hoped that it would.

A week or so later I packed a bag and set off for the venue. I’d agreed to meet up with a friend I’d met on the Internet (hi Maddie!) at the venue. The place was a quiet out of the way community hall somewhere in Nottingham. We were met by a friendly (genetic) lady who helped run the group and shown where I could get changed.

After some time I was ready. All my male clothes were packed away in my bag and I took one last look in the mirror. My lipstick was okay and at least my hair (wig) was on straight. Was I too smartly dressed? I had no idea what to expect! I clearly remember my hand resting on the door handle for a few seconds. I took a deep breath and opened the door. I shouldn’t have worried, but you can’t help it can you? What if people laugh? What if I look a mess or if I met someone I knew?

None of these bad things happened. Instead, I was made to feel very welcome and I had a great evening talking to some very nice likeminded people. Most people were trannys, but there were one or two wives present too. It certainly didn’t feel like some kinky joint, more like a parent’s social evening! My nerves made me babble a bit, but no one minded.

If I’m honest it helped me feel that it’s okay to be a tranny. Sure, what we do is unusual, but there’s a big difference between “unusual” and “abnormal”. That first visit was many months ago, years in fact, and I’ve made some good friends. The fact that I can go and see the group means I no longer ‘panic dress’: rushing to the cupboard when I’ve got a day off and the house to myself. Indeed, I don’t dress at home much and there have been times when I’ve been happy to go along simply for the good company rather than for the chance to get all dressed up.

Well, unless there’s a party on. You can’t ignore the chance to wear your party dress can you?

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