I once took my girl friend on a weekend camping trip to the mountains.... she said she thought we were staying in a hotel......that didnt work
Her idea of a "good pack" was a suitcase. I just love shopping for a trip when you arrive, having to repack everything before hitting the trail.
There's an example of something that doesn't work - not communicating with your companions about a trip outdoors beforehand. I'm trying to fathom what sort of breakdown of communication it would take to get someone to think they were staying in a hotel when you were planning on sleeping outdoors.
Seriously. If I invite someone on a backpacking trip and I don't know what their experience level is, first thing I'm going to ask them is, 'do you own a frame pack?' And if they say 'no', second thing is, 'do you know how to find one that fits you and test it out in the store?' Not, 'well, you need a good pack,' and then never say anything about it again.
If we take people with less experience than us into the outdoors, it makes sense to make sure those people are prepared - with both gear and knowledge - before the trip ever starts. In the event of an accident, your life may depend on your companion's knowledge of first aid, navigation, etc etc. It's also an opportunity to teach, an opportunity to open someone's eyes to the wonder of the wild. Why waste it?
Back in college, I went on a 3-week (car) camping trip in May that was a course in Native civilizations of the American southwest. The prof leading the trip was kind enough to provide a basic gear list, but the list was missing a few items and he completely neglected to tell us we'd be sleeping in the mountains on several occasions.
I didn't take a sleeping pad (inexperience coupled with being told to pack light since we were cramming eleven people into a large van), and niether did several others. Most of us had one lightweight jacket and a pair of jeans as the extent of warm clothing, because the prof hadn't bothered to tell us that it gets cold in deserts at night, especially when it isn't high summer and you're at high elevations!
After about 4 days of people freezing at night, we all requested a wally world run. Many of us bought heavy jackets, sleeping pads, and blankets. When we asked the prof why he didn't warn us, he said it was because he didn't want us to take up too much space with a bunch of cold-weather clothing and gear.
All that extra stuff we bought at wally world still fit in the van.