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Finding the right dress is hard for my first time

Started by Samantha80, December 20, 2025, 05:42:47 AM

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Samantha80

I'm having trouble trying to find the right dress for a first buy. I want it to be feminine but not overly sexual, with a nice waist line that I could wear a waist clincher underneath and to have a bit of flair off the hips to give me a nice feminine shape. There is just so much out there I feel overwhelmed and would appreciate any help or advice. Lots of love Samantha x
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Jillian-TG

Don't overthink it and remember if you buy the "wrong" one then it's not the end of the world. You learn from it which will make your next purchase decision more informed.

It will take time to figure out what works for you.

Lori Dee

What I do for almost all clothing.

Use a cloth tape measure and record your measurements. Then go online and look for styles that match what you have in mind. When you find something, check the size. You can buy it online, or note the description of what that style is called. That helps with searching for something similar. Many clothing and department stores have a webpage for shopping. Look to see if they have it. Check the prices. Sometimes it is cheaper to buy online, and you can still pick it up at the store and try it on.
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ChrissyRyan

I suggest going shopping with a woman and have her give you advice and comment of what clothing looks good on YOU.  Make sure she knows that you want her to be quite blunt with you and tell you, no, that one is NOT for you! 

Knowing your measurements is good.  I suggest measuring yourself.  That will help some but gee women's clothing sizes yield different measurements for the same size.  Very weird I know, but true.

Chrissy
Always stay cheerful, be polite, kind, and understanding. Accepting yourself as the woman you are is very liberating.  Never underestimate the appreciation and respect of authenticity.  Help connect a person to someone that may be able to help that person.  Be brave, be strong.  A TRUE friend is a treasure.  Relationships are very important, people are important, and the sooner we all realize that the better off the world will be.  Try a little kindness.  Be generous with your time, energy, wisdom, and resources.   Inconvenience yourself to help someone.   I am a brown eyed, brown haired woman. 
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ChrissyRyan

#4
Insofar as MY first dress, I went to a thrift store and picked out a few that I thought were pretty but not super feminine, tried them all on, and bought the one I thought I looked the best in.  Then I wore it around campus later one day that week. I got a nice long walk in, but I did avoid crowds I must admit. 

It was a bit scary but so satisfying too.  That applies to both the purchase and the walk!

This was during my crossdressing years, before I knew I was MTF.


Chrissy
Always stay cheerful, be polite, kind, and understanding. Accepting yourself as the woman you are is very liberating.  Never underestimate the appreciation and respect of authenticity.  Help connect a person to someone that may be able to help that person.  Be brave, be strong.  A TRUE friend is a treasure.  Relationships are very important, people are important, and the sooner we all realize that the better off the world will be.  Try a little kindness.  Be generous with your time, energy, wisdom, and resources.   Inconvenience yourself to help someone.   I am a brown eyed, brown haired woman. 
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    The following users thanked this post: Lori Dee