Music lovers (your fans) don't want to hear how you are a 'struggling/starving musician.' It's not romantic. The "starving artist" thing is romantic to reflect back on (once you're successful) and you can talk all about it in interviews with Rolling Stone in 5 years. But don't talk about it now.
There is a difference between talking about how broke you are and being humble and (for the most part) transparent. I see bands post all the time on Twitter and Facebook about how broke they are and can't afford to eat so "buy my music." Big no no. Guilting them into buying your music never works. You'll be sure to get an "unfollow" rather than a sale. +It Doesn't Take a Web Genius
You can however post about how you're looking for a crashing pad. Just because you need a place to stay doesn't mean you're broke. It could mean that you'd rather spend that $100 on gas, inventory, blow, whatever. Or that you just want the comfort of a friend/fan's hospitality. Amanda Palmer STILL crashes with fans all over the world and she raised over a million bucks on Kickstarter! +Booking Your Own Tour: A How To Guide
Your fans are living vicariously through you. All of your successes are their successes. Concurrently, if you keep talking about all your failures, they're not going to be so excited to be your fans as they already have enough failures going on in their own lives to deal with and don't need any of yours.
Also, I made the mistake when I first moved to LA by telling everyone I met how tough it was to make ends meat in LA (versus Minneapolis). I thought people would empathize and we would share in our 'collective misery.' The thing I soon realized was that most people thrive on positivity and enthusiasm out here (not misery - go figure). I lost a few early connections because I revealed too much struggle and not enough inspiring drive.
Sure, misery loves company. But you know what also loves company? Awesome. Be awesome and you'll attract awesome people.
STAY POSITIVE and keep the uplifting, exciting success stories (as seemingly small as they are to you) coming. That keeps people inspired. Talking about how you lost a gig, can't pay for gas or food and are thinking of quitting music because it's 'too expensive' is just a bummer. Don't bum people out with your negative tweets, posts or in person conversations. Leave that for your music.