Community Conversation => Crossdresser talk => Topic started by: PhilippaRees on March 24, 2026, 06:11:42 AM Return to Full Version

Title: Shopping for Your First Clothes
Post by: PhilippaRees on March 24, 2026, 06:11:42 AM
I was just sitting here with my thoughts about how I bought my first clothes and decided I ought to share them in case they are helpful.
As reported elsewhere it appears that I rather ran at this at full speed but it was a bit more subtle than that.
When I suddenly got the urge to buy a dress I found myself at Walmart within 24 hours. I went later in the evening so it would be as quiet as it could be. I my head I wanted as few people about to clock me looking as possible rather than try and hide in a crowd. I also knew I was definitely going to use the changing rooms and I didn't want to be caught in a line.
I wandered round the department about 10 times trying to get a feel for what was where, American shops really are chaotic, as I still didn't want to be seen browsing even though no one else was there.
Eventually my eye caught a couple of plus size dresses that I liked the look of and some leggings. So I guessed the size I needed grabbed the 2 dresses and some leggings and headed for the changing room. As it happened the leggings were perfect but the dresses were one size to small. So I swapped for the larger size and tried again.
The dress I thought I liked didn't really look right but the other one felt really comfortable on so that was the one I went with.
So with a pair of leggings and a dress I paid at the self service and that was it I had my first female clothes.
I wore both out over then next 2 days and then started doubting myself about whether they suited me or not.
A day day later of found myself in Lane Bryant here is where the psychology kicks in a bit. I was very concerned that I might be seen as a threat to the regular customers so again I went when it was quite. When the assistant
said hello I didn't hesitate I said "I am looking for a dress and need advice, its for me".
She didn't miss a beat and asked "whats the occasion?" I replied "Its for everyday wear".
From that moment on it was a complete blur. She wrote my name on a card and reserved a fitting room. Then we went round the store discussing options and with an armful of dresses I went to the fitting room.
I was happy to walk out to the big mirror and get her advice on every one. We discussed fit, and whether I was comfortable with the look, And all the things I wasn't sure of because I'm not used to them. In particular the low neck line was very scary. She fixed this by finding a cami with lace trim, not that I knew it was called that. It filled the gap just a tiny bit and to my amazement I loved the look.
My next worry was getting cold when I'm out, so we discussed cardigans. The ones on the rail were a bit too plain she said and disappeared out back. She came back with a black one with no buttons and very long at the front. I wasn't entirely convinced but it has become one of my favorite things so she really does have a good eye.
I was there for over 2 hours and I left with a dress, a cami and a cardigan. It was the most amazing experience I've ever had. The ladies in that shop were just wonderful, I never felt more respected or valued in my entire life than I did that day.
And back to the psychology, other customers came and went but I didn't even notice them because I had the protection of the ladies in the shop.
There is more to this story but that is probably enough for now.
Title: Re: Shopping for Your First Clothes
Post by: ChrissyRyan on March 24, 2026, 07:38:01 AM
It sounds as if your ladies clothing store experience was a very good one.  Perhaps you will be returning to the same store and the same salespeople to have another good experience. 

For a while you may be in an accumulation mode, meaning you will be spending more than typical in that time period because you will be establishing your base wardrobe.  After that, you get what catches your eye, new things to replace the old, and maybe somethings you have seen in a magazine or what others wear.  Size changes impact your purchases too, as does the changing seasons and needs for special events and such.

Undergarments, gowns, robes, jackets, shoes, shorts, jeans, hats, purses, the list goes on.  Enjoy your new clothes!


Chrissy


Title: Re: Shopping for Your First Clothes
Post by: PhilippaRees on March 24, 2026, 07:44:43 AM
Hats, I hadn't even thought of that.
Title: Re: Shopping for Your First Clothes
Post by: ChrissyRyan on March 24, 2026, 08:16:27 AM
I do enjoy wearing these clothes I should have been able to just have on everyday of my life. It is a part of each day now going forward and I am happy to do so.  My clothes are much prettier now.  There is so much variety available. 

If you ever shop where you do not have as helpful sales staff, try to shop with one or two women.  They can be a big help to you.  What you think looks good they may advise you to consider something better!  Ask them to be open and honest as can be with their comments.  A local transgender group may have volunteeers willing to shop with you. 


Chrissy
Title: Re: Shopping for Your First Clothes
Post by: Lori Dee on March 24, 2026, 10:01:18 AM
Thanks for sharing, Philippa.

Your experience shows what many members have learned: that our fears are greater than reality. Most people shop in their own bubble and do not pay attention to other shoppers. As an example, think about the last time you went grocery shopping. Can you remember one other shopper there? Usually not because we were in our own bubble too.

Hopefully, your experience will help others who are thinking about going shopping for their first clothes.
Title: Re: Shopping for Your First Clothes
Post by: Dawn Kellie on March 24, 2026, 11:19:10 AM
It should always be this easy.just remember you're the customer.  If they are anything but nice take your money elsewhere.
Title: Re: Shopping for Your First Clothes
Post by: ChrissyRyan on March 24, 2026, 11:21:29 AM
Quote from: Dawn Kellie on Yesterday at 11:19:10 AMIt should always be this easy.just remember you're the customer.  If they are anything but nice take your money elsewhere.


That is what I would do also.
Title: Re: Shopping for Your First Clothes
Post by: ChrissyRyan on March 24, 2026, 11:23:46 AM
Shopping online is another way to go but you are likely to have to returns clothes.

Sizing is all over the map.  Material may turn out to be too thin, short or cap sleeves may have too big arm holes, the cut is not comfortable, etc.

Have fun shopping!
Title: Re: Shopping for Your First Clothes
Post by: Dawn Kellie on March 24, 2026, 11:42:09 AM
I've been shoes shopping on line.
Title: Re: Shopping for Your First Clothes
Post by: Charlotte Kitty on March 24, 2026, 11:43:24 AM
I shop 90% online as don't feel too comfortable going into stores particularly if they are busy. Get occasional things if I see them but don't have too many issues with size. Most stuff size 16 uk fits me fine.

Charlotte 😻