I’m a kind-of-chonky masculine boy, so I never thought I’d look good in any femme clothes. Then today happened.

I hear ya - I am around 6' 4" with heels. I held on to three pair of heels from a previous purge. Pleaser has a few pairs in 14W that are HOT. I love the patent black four inch platform stilettos.

I have thin legs - not quite bird legs, but not what is known as "THICC" thighs, either. I did well for myself until 35, which is where I began to put on weight. I wasn't as active from 35 on.

I can make 250 work well - very curvy with the right foundation lingerie. I also kept a pair of 44DD silicone breast forms from a purge, so that also helps with curvy hips - gives a non-cartoonish hourglass figure. Ideally, I'd like to be around 44-38-46/48. I will never see 180lbs. and a 34 inch waist ever again, and I am OK with that.

Bustiers and corsets are awesome for bigger gals like us. Problem is - regardless of being able to look in my late 20's/early 30's when en femme, no one wants "real" gurls any longer. If you are not in your 20's, waif thin and completely androgynous, no one wants a thing to do with you. There will always be a nerdy, shy guy in his early 20's that can pull off GiGi Haddid - with 10 more waiting in the wings. Social media, instant gratification and PornHub also blurs the lines of reality.

As for motivation, meh. Hard to say. Too many factors for me now.

If I hit 250 again, I'd have to have a peek at myself in something sexy to honestly answer. I tried lining up weekly workout routines with another plus-sized sissy/CD, but she ended up being a complete flake. We had plans to fool around together and possibly share a man as a reward for toning up and getting sexy.

Too many disappointments took the fun and adventure out of it.

/r/sissyology Thread Parent