Renttherunway.com - Netflix for dresses
nytimes.com
nytimes.com
Whenever I've been dragged dress shopping, I've never seen a girl try less than a dozen dresses before finding one that she thinks accentuates the right things, hangs right, etc.
I would never rent a suit online - I'd rather get a bad suit that was tailored/fit well than the best suit with a poor fit.
If you are going to agonize over what dress you are going to wear to a special event, under $50 is too little for the whole "experience".
Their average rental period is ~4 days for approximately 10% of retail price, and they send 2 sizes to you (which somewhat resolves the fit issue).
Small technical gripe: The images on their website are ~300kb and take way too long to load. They don't seem to have a technical person on the founding team, but I'm sure they will work such issues out as they get more popular.
Once you own a pair of jeans, a black T shirt and either Tevas or hiking boots (depending on which coast) you are pretty much set.
/tangent
/programmer in Boston
While it's a cool concept, I can't see it being more than a novelty long-term. Dresses like that aren't worn every day.
apologies if this isn't the place for job postings.