Just getting back to this. Thank you all for your thoughts. These will all be dressy affairs so I was hoping to wear a dress/dresses.
Liz....I would love for you to wave a magic wand and impart self-confidence in repeat outfits I thought I had it all together, but gosh that FB and those darn pictures that last forever...I am probably overthinking this, I know.
Liz A....That's what I am trying to avoid, if only because I have so few occasions to dress up. I don't want to have 5 unworn summer dresses in my closet. This is not my dominant season, as Angie would say. It's cold now and it will be cold again in another 5 months.
Golden,Terry, and Marmee..Of course I am overthinking this...first-world problems, you know? Honestly, I would definitely remember a stand-out dress/outfit. I am a very visual person and never forget anything. Just ask my husband
Angie...I can do dressy separates in pants, but have a heck of time with skirts. I have two skirts in my closet, and they are orphans. They do not really suit my life and I dislike how much work it is to style them. I am intrigued by the two-piece dresses you have talked about, but I have not seen many in the stores around here yet.
Beth Ann...That's a great solution too, and I already have two solid colored sheaths. If I added a memorable print dress, I could make it more versatile with a topper that could be used with the other two dresses. Need to ponder this.
Suz...I would definitely want more than one dress for the upcoming occasions. I would stop at 2 prints if I could figure out toppers that would work with my two sheaths, also.
NDMom...Yes, SAHMs need to have versatile mix-and-match combinations, or an unlimited income. Men have it so easy, don't you think? A couple of suits and boom they're done.
Aziraphale...Some of these occasions are weddings/showers. I'm feeling my summer separates are not that nice for these events. I can do myriad winter events much more easily.
doubleh...I remember those wedding daze in my 20s! It seemed like there was a wedding every month. I had a black print dress with a peplum that I loved so much....it was in so many photos And now the peplum is back, but I can't go there again.
Diana...I have the exact same problem with shoes, and am avoiding that piece of this issue for now. I have one pair of comfortable nude heels that should match most everything. I don't think I can drum up the energy to find different shoes. I dislike buying summer footwear since my feet are so cranky.