A Guide To Crossdressing

Man crossdressing

Cross-dressing is both easy and complex at the same time. You can go as minimal or as intense as you want – it all depends on what makes you feel good and comfortable. Cross-dressing can be as simple as slipping on a pair of silky underwear. On the other hand, you can go all out and shave your body, get your makeup done, and hit the town. There really is no right or wrong.

Cross-dressing takes time, practice, mistakes and money. Nobody gets it spot on the first time around (or maybe even the 20th time), so be easy on yourself and remember it’s all about discovering what you like, what you’re comfortable wearing, and uncovering that part of you that might not get out much.

What’s the Attraction?

Gender is not as black and white as we think, it is a broad spectrum that is as unique to an individual as a fingerprint. An individual might cross-dress because they don’t feel their gender identity matches the gender they were assigned at birth. In other cases, the individual may just enjoy the fashion and find the clothes more comfortable, regardless of the typical gender associations of the items.

As with many fetishes, there are many myths and misconceptions about cross-dressing. The following are some of the most common misconceptions:

Cross-dressers are gay

This is probably the most common misconception of them all. In fact, most cross-dressers are heterosexual and have no interest in having sex with other people of the same sex. Although no definitive research has been done to survey the entire cross-dressing population, current thinking holds that the number of gay cross-dressers is roughly the same as in the general population; approximately 10%. One of the most difficult areas for cross-dressers is how to meet and deal with other heterosexuals, while embracing their desire to wear the clothes, accessories, and make-up they want.

Cross-dressers take sexual pleasure in their fetish

For most cross-dressers, there is no sexual pleasure in dressing up or putting make up on. Most cross-dressers reveal that relieving stress and relaxation are the feelings they most associated with their cross-dressing.

Cross-dressers always wear women’s clothes, make-up, and accessories

There are two misconceptions here – the first is that an individual must ‘dress up’ at all times to qualify as a cross-dresser. This is simply not true, and most may only dress once a month or once every couple of months.
The second misconception is that cross-dressers need to ‘dress up’ completely i.e. wear a full face of makeup, wig, dress, and heels. There are many who don’t feel the need to dress from head to toe in clothing of the ‘opposite sex’, and simply enjoy wearing women’s underwear or stockings under their suits.

Cross-dressers have strange sexual habits and fetishes

No more than the rest of us! Most people want to know that they fall within the sexually ‘normal’ spectrum. In all honesty, there really is no normal when it comes to sex; we are all different in our sexual desires and kinks!

Taking the First Step

Clothes are one of the easiest ways to experiment with cross-dressing. Many begin with lingerie, especially stockings, garters, and thongs, which can be worn discreetly. Stockings (£7.99, kinky.co.uk) generally come in one size, which will fit most people. They’re available in a variety of colours, textures, and materials. If you want something a little racier, Fishnet Tights (£7.99, kinky.co.uk) are sexy yet comfortable.

If you’re a fan of PVC and latex, Sharon Sloane’s Latex Stockings (£28.99, kinky.co.uk) might be what you’re looking for. These are available in three sizes, so be sure to check the size guide before purchasing.

Bras are tougher to buy, and most won’t fit larger men. This can be fixed with an extender for the back, which is designed to lengthen the bra strap. Alternatively, try chemises and lace cami tops. These are usually made from a stretchy material and are come in a one size fits most. If you have broad shoulders and are worried about the straps opt for a halter neck like the Halter Lace Rose Dress (£39.99, kinky.co.uk) or something strapless like this Kitten Dress (£29.99, kinky.co.uk).

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