I think this looks great, but my first thought was maybe you’re feeling the colors are too dark for this time of year and that’s where your dissatisfaction is coming from. I know it’s still deep winter for a lot of us despite what the calendar says, but this time of year I start to get mighty tired of blacks and other dark colors, even though they make up a majority of my wardrobe. Introducing some lightness somewhere seems to help a bit.

This looks great! Lisa, you have been glowing lately. You seem to have found the sweet spot fashion wise! Looking fab!!

I agree with Suz. It is a signature. I don’t like to repeat much and hardly ever wear exactly the same outfit although some were bought to be worn a certain way. Living in a 4 season climate forces regular changes. I am about to move into “cold spring” which for me means wearing lighter and brighter colors and florals in warm fabrics through April ( our snowiest month) over the last few years I have deliberately sought out a pink wool coat, white puffer and light neutral booties and a couple of pale sweater dresses that can work for Easter. It keeps me happy until true spring arrives.

lyn - I have lots of scarves, because I'm a sucker for textiles and pattern, but I actually don't wear a scarf at all most of the time. Weird, I know, especially with 6 months of winter to deal with every year . I can pull out the McQueen scarf and throw it on without worrying about wrinkles and it just is so perfect with most of my wardrobe, you know? But it needs a rest every once in awhile, and I think now is the time

Jenn - I had a bit of an "aha" moment when I read your comment. If my easy formula feels tired and maybe not true to me now , was it ever? My entire way of dressing was built around my hair. I'm serious. Having very short hair for most of my adult life meant trying to create a look that supported that hair style rather than fought against it or looked too plain and "butch". And yes, I imagine that word to be problematic, but I'm at a loss for a better one. Maybe I've aged out of the zippers/chains/safety pin earrings/skulls/leather look and just realized it? Ha!

Thank you to all for commenting here. As you know , if I go back a page to make sure I mention all of the thoughtful comments and ideas, I'll lose what I've written thus far. I bet you're right re: overall fatigue with black and dark clothing, with winter in general. Feeling so much prettier in lighter, softer colours lately has opened my eyes.

gryffin - as my personal style maven and dissector (?) of all that is true fashion .....thank you for your thoughts. Wearing the skirted legging more formally with a blazer is an idea I might try at work. Also - you keep reminding me about the value of a long pendant......something else to try. I honestly never wear long pendant-style necklaces - my work and casual environments don't really support them. But - I believe in what you tell me , so .....

I always think you look fabulous. I don't see this as a tired look, but it is more about how you feel in an outfit. The feedback from others is interesting and so helpful.

This looks great LisaP, and if it's easy - there is still room for it in your style. Like a FFBO, maybe? (Fast Fall Back Outfit).

I've noticed that you have a fiery relationship with solid black! You can absolutely love it....and get very sick of it. Especially when you have to wear it as part of a work uniform, and you're in the depths of a Canadian Winter when you wear a lot of black anyway.

Sounds like you need a change, so it's time to evolve your style a little! Not as much rocker tough edge. I sound like a broken record, but WEAR MORE EARTH TONES! Whenever you wear those, I do a happy dance! Especially when you mix it with light blue and lighter neutrals. It's a prettier and softer vibe - like your newer blue skull scarf. And maybe, just maybe, that's what's the doctor ordered on this leg of your style journey.

As someone who also thinks of her very short hair and eyewear and the most important part of her look - I get the bit about dressing around your hair. Personally, I think of my own hair and specs "as my edge". For example, the combo effectively tempers and adds a sharpness to the classics, brights, pastels, and super pretty and romantic items I like to wear. It's my way of doing "tough" but not hard edge.

Try the skirted leggings with a soft pullover, lots of chunky jewellery and metallic sneakers. Pic for inspiration:

It’s the winter that doesn’t seem to be ending, on top of a pandemic that’s never ending...nothing i wear feels fresh or “right”, everything feels like a repeat, so i feel what you are saying. I’m trying to make small tweaks, but at the same time wondering why I’m bothering.
sorry don’t mean to get this off in another direction...
i like this, but i do think it would look fab with sneakers, so I’m looking forward to seeing it restyled in the spring

I love the outfit and it does not look tired at all. If if feels off, or tired to you, then start by trying a different scarf. You mentioned that you have several to choose from. I think it is the time of year and the length of the pandemic that have many of us ready for a little something different.

Can I say, Lisa, that I think rocker looks good on you because it has a (not-precious) glam aspect? I feel I can’t wear a moto to save my life because there is no glamour in me at all...

Angie - haha , I’m listening and I hear you with regards to wearing more earth tones . 1 : I don’t have a ton of pieces in those colours and am missing those essentials to pull some statement looks together ( namely footwear and outerwear in earth tones ) and 2 : those colours are more evident at retail in fall , for obvious reasons . Not always a lot around to choose from . My closet is a sea of black- literally - and it will take years to correct that imbalance .
My work is now cut out for me !

I was thinking about the hair as well - namely your new highlights. The lightness of those may call to slightly softer combinations in outfit.
When my hair were colored blue I felt like wearing sharper combinations in the outfits. Now with fresh haircut and with most of the blue color gone I feel more into softer, lighter colors ( still wearing a lot of black anyway but with more silver, pearls, turquoise... ).