Back in high school, I thought that I had to pay a ton for denim ($100+) in order to get anything that fit and flattered my small frame. Of course I still had to tailor the jeans, adding on some extra cost. As such, I have a few pairs of Sevens and a pair of Paige jeans in my closet, that luckily have held up for about 6+ years and are still going strong! So, maybe I got my money's worth in the long run, but a few years ago I discovered
Gap 1969 jeans and I don't think I'll be going back.
Top: from a local boutique sz m / Jeans: Gap 1969 jeans, size 24/00 "Always Skinny" (buy here) / Heels: Target Pearce Pumps / Necklace: Macy's, borrowed from mi madre
Gap 1969 jeans are relatively cheap (anything from $34.99 on an average sale, though sometimes cheaper if you hunt for 'em, to about $70), and fit and flatter SO WELL. I don't even need to tailor them if I can find them in the petite length, another great cost-saver.
I have three pairs of Gap 1969 jeans: two skinnies that I've had for a few years (and have hardly worn anything else since I got them) and a pair of bootcuts I just bought when I re-realized that there was more to life than skinny jeans, found on sale for $34.99. It should be said that the Boyfriend just got a pair of Gap jeans for $9.00, so I definitely cannot claim the sale-shopping crown in this case.
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Here are the firt pair of 1969 skinnies, size 24/00 "Always Skinny:"
Gap 1969 jeans, size 24/00, "Always Skinny," saturated dark wash (buy here)
They are suuuppper tight when I put them on straight out of the wash, and maintain their shape (though not their organ-constricting-ness, thank goodness) for many wears. The fit is great all around, and the dark wash makes me feel like I can dress them up a bit.
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Here are my other 1969 skinnies, sz 0R "Straight Leg Stretch:"
Gap 1969 skinny jeans, sz 0R straight leg stretch, medium wash (old)
I'm not even going to pretend I ever wear these with heels. These are my uber-casual jeans, good for a pair of sandals and a t-shirt. They have a medium wash and slightly slouchier fit (0 instead of 00), which makes them feel overall more relaxed. They're also "regular" length and I haven't bothered to hem them, so they're a tad bit long.
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And here are my new 1969 bootcut jeans size 24/00, "Sexy Boot:"
Gap 1969 bootcut jeans size 24/00, "Sexy Boot," saturated dark wash (bought on sale for $34.99, buy here)
I could only find these in the "regular" length on sale, so I did get them hemmed. I asked my tailor to re-attach the original hem so it looks like nothing was changed.

The fit on these, as on the 1969 "always skinny" jeans, is great and snug. They hug through the hips and tush, are fitted through the leg, and flare out ever-so-slightly at the bottom. These are definitely my new favorite "going out" jeans!
Anyone else have some cheap but awesome denim they love?