While I'd been off this type of layering for a while now, Angie's recent post on layering shirts under knitwear made me realize that for some reason it never occurred to me to try this with both pieces as fluid or oversized. Crazy but true. Now this layering feels so much more appealing! After seeing the post, I had all kinds of ideas floating around in my head. So I just decided to make a week of it. Feel free to skip ahead to the photos

#1 - Fluid BF shirt + oversized sweater. A more boyish variation with subtle print mix (windowpane pants, kitty print shirt). Appeals to my desire to pair pastels with black, have at least a little white/light in each outfit, and of course my love of light footwear. Bright orange lipstick for a little shock of color, and hair down to combat the more masculine vibe.
Newer: pants, boots, coat
Older: sweater, shirt, earrings, watch, clutch

#2 - VERY oversized shirt + cropped boxy sweater. It was pouring cats and dogs this day, so I pulled out my sparkly jelly Chelsea boots (yup!) and layered up. I had actually thought of wearing a variation of this for SSIF but shelved the idea due to not having a white tunic shirt but then remembered that I had this, one of hubby's that was too big even for him. I plan to wear it as a Fashionably And Hectically Large tunic this season ^^ Soft pink lipstick, and knit hat for brief outdoor periods. Had to take indoor photos because of the rain, so I lightened one of them to show the tuxedo stripe detail on the ponte pants. Ultimately I liked the outfit but not the look; I'd have been immensely happier if I'd put my hair up to make it less top heavy. Next time!
Newer: sweater, pants, boots, earrings, hat
Older: shirt, watch, clutch

#3 - Fluid-bordering-oversized shirt + loose semi-boxy sweater. I wanted to try at least one with a non-welted sweater, but my options there are limited. Enter this mint sweater, which usually gets worn in spring/summer, paired with denim and black to bring it more into fall. Debut of new booties from NAS, which uhhhh are my first pair of black booties (yeah...). They felt heavy, which I'm assuming is a mix of the chunkier heel and the fact that I just don't wear dark footwear much any more. I'm sure my eye will adjust, I do love the boots! Plum gloss for extra autumn and speaking of extra, extra crazy hair this day for some reason.
Newer: boots
Older: sweater, shirt, jeans, earrings, watch, clutch

#4/5 - Oversized shirt + fluid sweater. I loved all the white-on-white layering examples in the post, and while that's more up my alley, today I thought it'd be fun to do a navy-on-navy version. It's been dry in my neck of the woods for two days (!!) so of course I just had to pull out my flares! Hair up to minimize the darkness, and accessorized with glam elements (giant crystal earrings, leo pony clutch, and a pile of dainty rings). Plum gloss to add an extra grounding darker element. And by total coincidence, accidental outfit twin with Una
Newer: sweater, jeans, earrings, clutch, some rings
Older: shirt, watch, pumps, some rings

#6 - Put all the earring detail photos together so they'd take less room.

I found that I much preferred this type of layering with the two softer shirts in #3/4, and am very happy with how not-so-preppy these turned out.

And to my surprise, I still have many more ideas to try! I'd been thinking that I didn't have enough fluid/oversized pieces to use, as I've been on a slow mission to upgrade my sweaters and button-up shirts and didn't feel like I'd gotten very far with it. But these were all fully closet shopped, and, really, I don't need to have a dozen in each style or anything; there are plenty more combinations, fab ones at that, which I could put together with what I have. Should be fun to continue experimenting with this throughout the season.

Comments, critiques, thoughts and questions welcome!