I applaud your attitude and desire to share backpacking with Bryce. But I think it's a bad idea - a view based on intimate personal experience.
I was in the same fortunate situation many years ago with a woman who wanted to go backpacking with me, for the same reasons. Not only a good sport, she's an athletic woman who doesn't need a hair dryer every day. I liked camping and she thought she'd like it because I did. We planned the trip together so that it wouldn't be too tough, and we'd have great scenery and good weather. After a lovely hike in we set up camp and it started raining, rain that continued until about 3 am, when it turned to now (in August in Colorado). After two wet and miserable evenings we bailed, to a bed and breakfast with clean sheets and a hot shower. That was the end of her very brief backpacking career.
I really think this is genetic - some wonderful people just aren't meant for backpacking. If you insist on going, start out with some long day hikes, from a rustic cabin or B & B. Pack a real picnic lunch, or dinner if you're somewhere it stays light until 10 pm. Try camping under the stars in your back yard. Whatever you do, do NOT try anything radical until you've car camped or backyard camped and survived.
Bryce, I'd avise the biggest tent you can find - don't even think about UL. Same with food and other amenities. Some things are worth more than winning the latest weight contest.