I wasn't sure how it was going to be when I started, but it's been just over 6 months since I switched to using FreedomPop's free plan to provide my cellular service. It definitely won't be for everyone, but it's been working for me so far.
In total I had to spend $31.20(20 was to port my number to google voice to allow me to use it for voicemail) in the beginning for the SIM and getting the plan configured correctly so I wouldn't be charged further. I hope the free plan will continue for a while, but that isn't a guarantee as they recently ended their free plan for European customers so there's no telling how long the US version might last. I have my phone number routed though
As for the service if you can limit most of your data use and calling to WiFi and only use the cellular in a pinch it's very possible to stay under the data/minute limits of the free plan. The only thing I really use the cellular data for is sending text messages using google hangouts/whatsapp. This usually means I use less than 100 MB of the 250 MB I can use monthly for free so there is definitely room to use it some more. Most other things I just wait for until I'm on WiFi, which since I'm connected to it both at home and at work is most of the time.