How to Dress Well when You’re Overweight (MTF Transgender / Crossdressing Tips)


Make sure you are honestly aware of your body type. Overweight transgender women tend to fall into two broad categories:

  • Pears: A neat waist and good bust with heavy hips and legs.
  • Apples: A heavier stomach and upper body, with slender leg.

Do not settle for less than fashionable clothes.

Yes, it is harder to dress in the latest styles when designers base their designs around scrawny models. However, many designers are now taking plus-sized transgender women into account.


Find well-fitting underwear.

It is almost impossible – whatever your size – to look good with unsupportive and flimsy underwear. It is imperative to wear low-legged high-waisted knickers in a firm supportive cotton. This can reduce your bulk by a good two to three inches, and make sure that no unsightly wobbling can be seen underneath your clothes.

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Combining luxurious yarns and satin accents, you can shine on in this style, perfect for starlets on the red carpet and real women alike!

Wear a bra that will hoist the bust up far enough to leave a long midriff – often a bad bra allows the bust to ‘seep’ into the stomach, making it look as if you’re one shapeless lump.


Get several pairs of opaque tights.

They smooth out the line from the waist to the knee, and ensure there’s no chafing if you’re rushing around in the warm.


Choose your bottom half.


  • Pears should avoid trousers unless they are doing the gardening, and favour calf-length skirts, either sissy A-line or gathered to a dropped waistband. Pears should avoid full-length skirts, which carry the broadness of the hips right down to the floor, and give the impression of a walking door.
  • Apples should wear a nicely-tailored pair of trousers (without pleats at the waistband, which add bulk to the stomach), well-fitting jeans, or pencil skirts that fall to just below the knee.

Choose your top half.


  • Pears should wear a top that reaches far enough down the body not to ride up when the arms are raised, and that fit well to display a small waist. A cardigan with one or two buttons done up over a pretty vest, a fitted shirt, or a snug jersey top with a deep V neck all look fabulous with a calf-length skirt.
  • Apples should wear some of the beautiful smocks and tunics that are in fashion at the moment. The gorgeous crossdressing  colours and swathes of fabric do a marvellous job of covering up any rolls or bulk around the stomach area, and leave slender legs looking even better in snug jeans, trousers, or sturdy leggings.

Add accessories and shoes.


There is no excuse for an overweight woman not to have a wardrobe full of the most beautiful and unusual accessories around. Very slim women are often swamped by some of the most extravagant jewelry that look wonderful on bigger transgender women. The fashion for large chunky beads is useful – you should avoid delicate diamond jewellery. Not only is it naff, it will be entirely lost on you. A big bag can make you look smaller, simply by not appearing tiny next to your bottom. 2 or 3 chunky bangles will make a plump wrist appear slender. Wearing long dangly earrings will elongate the neck.

  • Pears should have a supply of boots – Evans is the best shop for wide-fitting calves. A good pair of boots makes wearing a skirts a positive joy.
  • Apples can wear kitten heels or stilettos. Pears, with their heavy legs and ankles, should avoid at all costs: it merely looks as if you are about to fall over, or sink into the floor. A wedge heel, on the other hand, looks marvellous, however stout your legs are.

Sit down in front of the mirror.


Many overweight crossdresser  women simply do not realise that what looks good standing up is disastrous sitting down. Does your skirt ride up and show a lumpy thigh? Can you wave to a friend across the room without straining at your sleeve? If there is the least chance that you will feel uncomfortable, find an alternative: there’s nothing worse than the suspicion that any sudden movements will split your seams.