Hi, Steffie -
I am glad to hear that you are feeling better after your surgery!
Gosh, Steffie, it's been so long since I've worn boots, let me think! <she says, scratching the top of her head> Well, even in winter I rarely wore boots with my jeans (except Western boots!), but I would presume most GG's stop wearing boots when spring arrives.
Personally, I would wear the sneakers with the jeans and top - that is always in style and I guarantee that you would not 'stick out' in that outfit. The boots, however, are iffy, and I would only consider wearing them if the weather suddenly changed back to 'winter'.
- SL