TL:DR
I really need some advice from the community. I’m preparing to take my girlfriend on her first backpacking trip. It will be 3 days/2 nights in the Catskills of NY in temp ranges between 45-70 F. She already has acquired comfortable and fairly lightweight gear so that’s not an issue. However she is truly a city girl who has centered her life around comfort/convenience/fashion, suffers from anxiety and over planning, and has IBS. I’ve been an outdoor instructor for most of my life, LNT instructor, guide, professional facilitator…and never dealt with anything this complicated. I want to support her and ease her fears and help her have a good time, but my patience is stretched thin. She is scared of not liking it and disappointing me and I’m scared she will hate it and I’ll be with a partner I can’t share this very important aspect of my life with. So high pressure on both sides. On the upside she does enjoy car camping.
I’m really trying to be compassionate and supportive but I’m getting near the end of my chain. If I recommend decent clothing I’m met with “That’s ugly, I don’t want to look like a goober.” Tucking pants into socks and shirt into pants in tick country? Same thing. Recommend wearing hiking pants until we are in camp and done with camp setup then switch to comfy sleeping clothes to hang out? She doesn’t want to get into her sleeping bag with clothes that have touched the outside or smell like campfire (if we have one). Merino wool boy shorts are itchy, synthetic will smell, airing clothing out on the back of the pack is disgusting, a pee rag is beyond comprehension. What if I’m too cold? What if I’m too hot? The black Tenacious Tape doesn’t quite match the black nylon of my jacket…and let’s not even get started on catholes. You get the point. I do have lots of TP and wet wipes.
I really want to be supportive and at this point I need advice from all of you. If you have introduced city people into backpacking, if you or your partner has anxiety and can recommend anything that helps, if you or someone you know has IBS, if you have any words of advice. Please, I’m all ears and just want to help her have a good time. Thank you all!

