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I have answered this question before and I may provide links to these answers for further reading. There are huge differences between these two. The difference is that one transgender is a sexual orientation and by that I mean you realize you are in the wrong body, you wake up every day and you as a woman are frustrated to see breast protruding from your chest, very feminine features. Or wake up as a man and see a flat chest, men clothing is not as appealing, nothing is interesting. A cross-dresser what I am is someone who is in touch with either masculinity or femininity without feeling like changing anything on their body. Sure some cross-dressers go to the extremes of making minor changes to have a gender neutral face, or keep a rigid diet to have a gender neutral body.
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What is the difference between crossdressing and being transgender? - Quora

Cross-dressing is the act of wearing items of clothing and other accoutrements commonly associated with the opposite sex within a particular society. Almost every human society throughout history has had expected norms for each gender relating to style, color, or type of clothing they are expected to wear, and likewise most societies have had a set of guidelines, views or even laws defining what type of clothing is appropriate for each gender. The term cross-dressing refers to an action or a behavior, without attributing or implying any specific causes or motives for that behavior. Cross-dressing is not synonymous with being transgender. The phenomenon of cross-dressing is not new: it was referred to in the Hebrew Bible. The Anglo-Saxon "cross-dresser" has largely superseded the Latinate " transvestite ", which has come to be seen as outdated and derogatory.
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Beginner Crossdressing Tips on How to Dress

First time I got caught was by my mom. I was afraid she would tell my dad, that never happened. Mom bought me a complete feminine wardrobe similar to what I had borrowed. Second time was my first GF.
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For those starting out on this journey of discovery and delight, we have some basic tips that any beginner should know. So, to ensure you have a pleasurable experience, start with buying the basics first. Most male body types require some help from shaping garments to emulate a female shape. For example, boobs and wider hips are essential for pulling off a passable lady. Breast Forms : Breast forms do 3 things for the male shape: first of all, they make ladies clothing fit and look much more attractive.
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