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Leggings. Oh my gosh I love them so much. With a sweater and boots or with a dress and boots. So I guess my answer really is leggings AND boots :)
I also love my lululemon yoga pants. I could totally live in those too!
Tank tops. It kills me that they're not appropriate for my workplace because I overheat like crazy in the office. I wear nice-looking short-sleeved shirts instead, but even having my shoulders covered makes me too warm sometimes.
I love jeggings and flat boots and drapey crop sweaters with a tank underneath.
@Running Elley: I also love my Lulu crops!! I sleep in them, they feel so good!
Shoes. Definitely shoes. Oh, and scarves. I have an entire BIN full of them in the closet!
This is going to sound terrible... but i LOVE sweatpants! I have an entire drawer full of them. I never wear them out or anything but as soon as I get home, the work clothes come off and the sweatpants go on! They are just so comfy.
Oh and jeans. I think I have close to 20 pairs :/ I so wish I could wear them to work!
I own over a 100 pairs of shoes 
and probably 50 dresses. I'm ashamed to admit it lol
Jeans, T-shirts (or tanks), hoodies, sneakers. I live in that combo.
Blazers/jackets. *sigh* with long sleeves, or 3/4 sleeve, tweed, leather, velvet, in slimming black or for a pop of color. I just love them.
Skinny jeans, TOMs, cardigans, and leggings! I don't really ever wear leggings out...they are really more of a lounge outfit for me!
Blazers! I have almost 30 in a rainbow of colors. They make putting an outfit together easy.
Jeans, tennies, and work shirt...
...
...
Oh wait, you're talking outside of work? umm...is there such a time? LOL. above but skip the work shirt, insert hoodie or t-shirt.
@Running Elley: Me too! totally leggings!
Cardigans are another one. I have so many.
I love bras!!!! And jeans if I could wear just both everyday I would. I love bras bc they put my girls on display.
Definitely hoodies!! I'd wear one all the time if I could get away with it...it is always drizzling in Seattle, and it is so much easier than carrying an umbrella!!! :)
Northface!!! I own 2. Wish I had more, just too much $$...
and jeans. :)
Crocs. Not the original style, the cute new variety of flats. I own 5 pairs, and have to stop looking at their website so I don't find another style I fall in love with. Never thought I'd be a shoe girl.
Leggings, thin hoodies, and ballet flats all which I own tons of. Thank goodness my my office is very casual. I get to wear a version of this outfit almost every day. =)
Jackets and blazers for sure. I think I own 6 peacoats, 3 ski jackets, 2 rain coats and 5 light jackets, and blazers in every neutral shade/pattern.
I am absolutely addicted to dresses and cardigans! If I could wear something every day, it would be dresses and cardigans. Recently I've gotten into tights too. I live in LA so most days dresses are appropriate for weather, I just put tights on underneath when it's "cold" outside.
3/4 length cardigans!
I don't like long sleeves, I've always got them pushed up to my elbows, so the the current 3/4 trend has done me well.
Also, forever21 jeans. They're seriously the most comfortable jeans I've ever worn and they lok great.
A sweatshirt!!! I bought one like over 15 years ago and its my most comfortable piece of clothing !!!! Unfortunately its getting to the point where its starting to get ratty, so it will eventually be a home only choice, but I still love it!!! Oh and the not tight jeans!
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Just for fun, what clothing items are you addicted to? What items would you live every single day of your life in if you could?
For me, it is jeans and cardigans. I LOVE flowy loose cardigans and I will wear my jeans over any pair of pajama bottoms any day!