MacBook Pro (Retina, 13-inch, Early 2015)
When Apple announced their 2017 MacBook Pros with Touch Bar I was not ready to give up all my ports. While others were in Apple Stores and online buying the new model, I immediately bought a maxed out rMBP 13-inch with 2.9 GHz Intel Core i5, 16GB DDR3, Intel Iris Graphics 6100 and a 1 TB SSD for fear that these MBPs would be discontinued. I use my machine for giving presentations, podcasting and editing photos/video, all things that rely on my ability to plugs things into my laptop. Rather than carrying around a bag of dongles, I invested in a MBP that would carry me into the next chapter of connectivity.
iPhone 6s (Space Grey, 126 GB)
I haven't bought into the Post-Computer Era of tablets, app ecosystems and mobile browsers. Which means I still prefer sitting in front of a computer with a full OS. But since I like to travel and work on my own schedule, mobility and flexibility is a priority. I've engineered my personal and professional life to where I can do 80-90% of what I need to do with my just my phone.
Why iOS and not Android? I think Android does somethings demonstrably better than iOS, but I like the seamless integration of iOS with Mac OS, so I put up with Siri's shortcomings.
In regards to the iPhone 7, there just wasn't a compelling argument to upgrade from my currrent phone. Hopefully the iPhone 8 will be a different case.
iPhone 6s Plus (Space Grey, 126 GB)
I don't travel as much any more, but when I do, I like to have a backup phone that is almost an identical image of my main phone. I bought this one used on Craigslist and it stays charged and stowed away for a rainy day.