Hi Girls! It’s Scarlett again and I’ll be writing this from the perspective of a situation that many crossdressers more than likely have in common.
Now Girls, you may already know I spent years and years deep in the closet with my crossdressing. It wasn’t until a year and half ago, right before we moved into our new home with lots of storage space, I was finally able to talk my sexy redhead into having “The Talk” with me. I’ll later write an article on how to bring up “The Talk” and what to say to bring about a modicum of acceptance of your crossdressing from your wife or SO.
Now to the specifics of the article. Most of us have only released our thrill of cross dressing to our wives or significant others. We have no plans of ever sharing this little secret to anyone else on our side of our family, on our wife’s side, or SO’s side of the family. We’ve known them for years, and they have known us for years, and it’s the last thing other family members would guess about us; that fact that we all love to dress up in pretty clothes and become pretty girls. Let’s face it, if we dared to offer up that bit of information to those folks, the next time a family reunion was in order, we might not get invited. At the very least, it would be an extremely awkward get-together compared to others in previous years!
So, Girls, I’m recommending not to share our thrill with other family members as a result of the above notes. Besides, when you release your little secret to one family member, the next thing ya know, everyone on both sides of your family might think you’re some sort of freak or weirdo!
Now if you’ve already released your little secret to some family members and they are accepting and considerate towards your crossdressing – lucky you! You’re in a distinct minority of crossdressers. There are still many of you out there who are still deep in the closet and not even your spouse or significant others know about your thrill of wearing pretty femme clothing. Been there and done that as noted above, and I wouldn’t want to go through that phase ever again!
Here’s what I did to share my CDing with others, and I recommend you all might want to give it a whirl as well!
My first sharing of my CD secret came with the customer service ladies at JC Penny’s in Pensacola where I used to have all my heels, boots, and booties shipped in order to keep things out of the sight of my sexy redhead prior to her acceptance of my crossdressing. So, my first public sharing of my thrill outside of our home and outside of an online CD site was when I took my crossdressing secret to those girls at the Penney’s customer service department.
I had about 50 of my best pictures of Scarlett loaded on my IPad and took the IPad to the customer service girls, asking them if they wanted to see photos of Scarlett. They couldn’t wait to see them! I opened the IPad to three women in that department ranging in ages from about 25 to 65 and showed them 30 of my top photos. My God, the reaction was off the chain incredible! Next thing ya know, they had passed the word on to some other employees in departments on the second floor and in less than ten minutes, I had a crowd of at least 10 ladies absolutely loving every photo of Scarlett and wanted me to stop in with more every time I came to the store – which I continue to do to this day!
Here are the next places I went over the next two weeks with my IPad, and later with color 8×10 photos in a folder and got the same exact reaction with each set of girls clamoring for more as I left each place!
1 1) Sports Clips where I have my hair cut. The manager and all the hair stylists have seen loads of Scarlett photos, and they won’t even let me get my hair cut now unless I bring some Scarlett show and tell pictures!
2 2) Sephora where I buy some of my foundation liquid and powder. The girls who work at these places are on the liberal side, open minded, and quite accepting of the LGTBQ folks, and now you can add CD to that list of letters as well!
3 3) Ulta – See Sephora notes above. And I should have added kind, considerate, caring, inquisitive, and full of answers to a wide variety of makeup questions you may have!
4 4) Plato’s Closet which is our largest consignment shop in Pensacola. With such a huge selection of girl’s clothing, footwear, and jewelry available at next to nothing prices. You would assume they would have admitted crossdressers in there all the time, but the first time I told them I was a cross dresser the girls were in shock until I busted loose with a pile of Scarlett photos. Then every girl in the place wanted to see my pictures. Some of them didn’t believe it was me, so I had to point out a small brown dark birth mark in the middle of my right shin. Then they were all believers that those photos were of me as a girl named Scarlett! Now those girls won’t let me shop unless I bring some Scarlett show and tell photos!
Other places to share your thrill of crossdressing with other employees are as follows: Stores in a mall or not in a mall you regularly frequent, thrift stores where you may shop on a regular basis, brick and mortar stores where you may buy lady’s shoes, wigs, purses, clothing, and other accessories.
And of course, the #1 place to share your thrill of crossdressing is right here with the wonderful girls in the greatest crossdressing site in the world – our very own Crossdresser Heaven – which is our way to get ourselves out of the closet or house on a regular basis and share our thrill of crossdressing with all of the CDH girls who share the very same thrill of wearing cute, pretty, sexy, and classy lady’s clothing! I get excited as soon as I put on a pair of heels! I just love being a girl as most of you know!
Girls, thanks for taking the time for reading another one of my informative articles. If you have other places you love to share your thrill of crossdressing, please send them in your responses to this article so that all of our readers of this article will have an exhaustive and complete list on how and where to share their own thrill of crossdressing with as many other accepting folks out there as possible!
Sincerely, Scarlett
More Articles by Scarlett398
- Scarlett Looking Back At Her Very First Cross Dressing Experience!
- Scarlett’s Purpose at Crossdresser Heaven!
- A Few Of Scarlett’s Hot Tips On Fashion And Beauty!
- “Scarlett’s Hot Tips On Photo Shoots!”
- Scarlett On Having “The Talk” With Your Wife Or SO

Scarlett398

Latest posts by Scarlett398 (see all)
- Scarlett Looking Back At Her Very First Cross Dressing Experience! - March 26, 2021
- Scarlett’s Purpose at Crossdresser Heaven! - September 4, 2020
- A Few Of Scarlett’s Hot Tips On Fashion And Beauty! - April 30, 2020
- “Scarlett’s Hot Tips On Photo Shoots!” - March 23, 2020
- Scarlett On Having “The Talk” With Your Wife Or SO - August 29, 2019
I have made the decision to slowly come out to people as I determine their “okayness” level. The first people I had to share with were my wife and sons. My wife, as I have shared in other places on this site, wasn’t accepting. My sons really were non-emotional about it. My youngest has declared he is bisexual and I’m okay with that. He is also a theater diva. His favorite role so far was the crossdressing Wolf in Shrek the Musical. The next group I shared with was my “Council”. These are 7 people who are influential in my… Read more »
Wow Mysti, that was a host of relatives who are the riskiest ones to admit your cross dressing to. That’s why I advised girls here to stay away from letting folks on either side of your family about your cross dressing unless it’s just your wife or SO and you are feeling good about that’s as far as it will go as far as to other family members. News like this flies through families like a California wildfire accompanied by 75 mile an hour winds! This is why I recommend sharing your secret or photos with someone who’s not connected… Read more »
Scarlett, I appreciate the distinction between your article and my response. I guess I was trying to say that I chose people based on my level of trust in them not sharing the revelation. I also did not include the time frame over how long I revealed this. There were months between the groups I told. And to be fair, I revealed my dressing before I joined CDH and didn’t have the benefit of your advice. Lastly, I kinda overshare. It’s my personality type. But your advice is much more appropriate for those who need to go slow and find… Read more »
Well said and I completely agree with you, Mysti. Some folks have family members they have become very close to and have a high level of trust with. Those family members are few and far between with today’s families. Today’s families seem to be not so close and a bit more distant that those families of the past. Today’s technology and the breakup of the family unit are two main reasons why families aren’t as close as they used to be. Thanks for your response Mysti and I like you are in the overshare category of people. My entire life… Read more »
You are my inspiration Scarlett : )
Thank you so very much Chrissy! Gosh, can you believe the 66 “Likes” and the five pages of responses I received on this article! It’s amazing! Thank you and everyone of you girls for such and overwhelming response to this article. I just wrote another one that got posted last week on Photo Shoot Tips! I think that one is possible winner too! We’ll see!
Thanks for letting me know I serve as an inspiration to you!
Have a super rest of the weekend girl friend! XOXOXO Scarlett
Thats a wonderful experience for you dear Scarlett. I have never tried such a thing, So i cant comment on that. But I really relished the idea of so many woman gathering around you and praising you for your beautiful pics. That must have felt so nice 🙂 .
It really did Kaylani. Some of these gals are really disappointed now when I don’t show up with my latest batch of 8×10 prints and I usually bring in between 30 to 40 pictures each time I show up to a particular shop. I’ll make my usual round to Sephora at JC Penney’s in Pensacola and up to custmer service on the second floor! In the same parking lot is Plato’s Closet. Then it’s on to DSW shoes and next up is Dillards where the lady who used to manage our Dress Barn store before they closed down is always… Read more »
IMO, this is a fascinating discussion on many levels. And terribly well expressed by Scarlett. But, why are we so conflicted? On the one hand, I (and most of us, I think) love the validation that comes with “passing.” In those days when I was able, I best loved just “being” a woman in the world. On the other hand, those few times when I “outed” myself to someone and that someone (a bartender, a sales clerk, whomever) expressed surprise and admiration for my successful presentation, those times I found especially sweet. The one time that I outed myself to… Read more »
Thanks so very much for sharing your reply with us, Cassie! I love the way you express yourself with words. You always paint a clear and easy to understand message! You also have an astute command of the English language which I highly respect being a former English/Grammar teacher for a couple of years after retiring from my long term profession! I taught English/Grammar in an all girl’s prison to girls ranging in ages from about 14 to 18 who had some serious arrest records behind them. What I enjoyed the most about teaching in a prison was the fact… Read more »
That’s quite the article, Scarlett! This can be a sensitive subject, but it’s very important to discuss. Not to argue, but based upon my experience, it depends upon whether or not you are close to your family members and can trust them, and most importantly, if they have acceptance in their heart. This is the key to make it work smoothly! My Daddy does and I was very fortunate. If they do, sharing with your loved ones that you’re a CD can bring you closer together. I realize that it can be “dicey” or “risky” but again, it all depends upon their acceptance. So it’s a good… Read more »
Very well put Revel and that’s an excellent idea on how to approach your immediate family members with a question about how they feel about the cross dressing and trans gender society before you drop your thrill of cross dressing secret on them!
I love it and think that’s a great idea!
Thank you. I’m glad that you love my idea, and I hope that my advice helps our sisters. It really helped me, and when I finally revealed Revel, it was a REVELATION for my family members! They absolutely love her. ❤
This article was posted a couple years ago, but I’m just getting around to reading articles and posts…consider it catching up! Indeed, my very first attempts to come out, beyond the limited cross dressing I did with my (former) wife, was to SAs at my favorite stores. First it was buying stockings and lingerie while in male mode. Then, I finally summoned the courage to step out the door and go to the mall in girl mode. What a blast it was to spend time getting make over’s and even getting measured for a bra! It wasn’t long before I… Read more »
That was the same type of experience with the sales associates I came in contact with while in Scarlett mode!
Great, inspiring article! Thanks!
You’re more than welcome Michelle! Thanks for taking the time to read my article!
Hello Scarlett, Jane from Hobart Tasmania. I was just sharing one of your many Posts on dressing enfemme, and how you came out to the girls at JC Penny in Pensacola. To me your fashion sense is magic, and in my small way, I did reveal myself to my beautiful wife, and accidentally my family. They live on mainland Australia, Tasmania is an Island state below Victoria. My wife and I have days out together, and everything is better. Courage is needed, and yes we do not need to tell one and all. Thankyou very much. I enjoy reading your… Read more »
Thanks for such a sweet note Jane! Looks like I have gal pals all over the world!
XOXOXO Scarlett