I am a petite pear 5'1" and carry my weight on my hips. I love the new hl, haven't had the chance to try the vintage lang...mostly because i haven't look hard enough.
I have several pieces, a grey leather jacket, a stretchy print dress, a black jacket and an open weave knit. The print dress was one of my best buys in 2012 and just brought it out this year.
I think lang tts but slightly larger than theory. I wear a 4 in theory jackets and a 2in hl.
If you like theory jackets, you might try lang. Jackets are where i see lang really easy to integrate into your work looks. You could look at the dusty sapphire draped wool dress as well. An easy move into lang, but try a size up as well....here i wear a medium, but a size two in dresses with numerical sizes.
I think you can grow to the lang aesthetic but it may take a few steps.
There is a helmut sale 25% off for friends and family if you are interested in the code.