If you want to start biking in heels, start with a wedge. They are exceptionally easy to wear, and are pedal-friendly. For spring and summer, I especially like a nude shoe. They go with everything.
I actually had a great pair of nude stilettos last year, but they were stolen from my workplace. Lousy, I know. Lucky for me I was reimbursed for 'em and came across these at Payless last weekend for only $20! They are also available online.
If you're not into nude shoes they also come in black and leopard. They are comfortable shoes to begin with, but they're highly practical for cycling, too. I'll be wearing these a lot, and I might pick them up in leopard the next time I'm at the mall.
Those shoes are adorable.
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