Headspace is a classic Samadhi+Vipassana meditation wrapped into casual language. I used it a bit for a couple of years and it's a great intro into the practice before going guideless.

I also highly recommend "Mindfulness in plain English"[0], I wish I found it sooner.

[0]: https://www.amazon.com/Mindfulness-English-Bhante-Henepola-G...

Mindfulness in Plain English by Bhante Gunaratana has been a good start for me. It explains meditation, different flavors of mindfulness, as well as techniques and what to expect when you first start. I highly recommend it. http://www.amazon.com/Mindfulness-English-Bhante-Henepola-Gu...

There's a great book called Mindfulness in Plain English, which I've been recommending for some time. It's direct, to the point, and addresses many topics such as distractions, pain during practice, exactly how to prepare, and of course what to do with your mind.

I think this is complete: http://www.urbandharma.org/udharma4/mpe.html

But it's always nice to have something in paperback or Kindle: http://www.amazon.co.uk/Mindfulness-Plain-English-Anniversar...

The printed edition also has a nice afterword.

Either join a course or pick up a good book. I found this book immensely useful and simple to follow: "Mindfulness in Plain English" [1]

[1] http://www.amazon.com/Mindfulness-Plain-English-Anniversary-...

If you're reading books like that, might I also suggest Mindfulness in Plain English: http://www.amazon.com/Mindfulness-Plain-English-Anniversary-...

I found it incredibly useful.