First of all, welcome. The more the merrrier. OK, the thing that sticks out in these posts is that everyone is talking about getting inexpensive synthetic clothes. TRY TRY TRY to find inexpensive merino wool clothes if you can. I feel they will keep you as warm, have a greater range of comfort, and have less "stank-factor" than synthetics.
Also, I think you are taking WAY too many clothes on your trips. For a 3 to 5 day trip, you mentioned taking 3 to 4 pairs of socks, 3 to 4 shirts, pants, etc. For versitility (sp?) I will take only two pairs of zip-off pants (wear one and carry one) on a seven day trip for a three season trip. Only two pairs of merino wool socks to hike in plus a special dedicated pair to sleep in that I can use as a back-up pair if needed. Two underwears max. If the weather is warm (and I will have sweated thru everything), I'll change clothes after I set up camp and cleaned up. Then I'll rinse out that day's clothes and hang them out to dry for the next day.