Biking Help? Difficulty riding.?

So... Not too long ago, I bought a Huffy cruiser. Usually, before I even managed to make two blocks, I'd find my knees buckling, my calves shaky, and me gasping for breath. Because of it, I stopped riding, thinking I just couldn't do it with my weight (Height: 5'7/ Weight: Between 280-300.lbs).

Now, with new inspiration to ride, I'm starting up again. But now, I find myself facing the previously mentioned symptoms in just half of one block. I've known others larger than me to ride bikes with what seemed like success, so my weight aside, there shouldn't be much an issue. Other than, maybe, potentially the following: my form when riding; my breathing; bike itself; terrain (many slopes and rocky/gravelly/beaten down roads where I live); distance from pedal to my base.
 
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