Have you ever gone shopping and tried something on just for the hell of it? That was the case with these Old Navy boyfriend jeans. They were only $11 at the time so I figured, what the heck? I had never even given this style of jeans a chance before since I was convinced that they would not fit well on my petite self (based solely from seeing them on taller bloggers across the internet). When I tried them on, I was like, "wait... these actually don't look so bad." And they are so comfortable! Granted, they do your butt no favors since they're so loose, but I'm willing to forgive that for jeans that make me feel like I'm wearing pajama pants in public. It's all about compromise, y'all.
Old Navy tank top (similar)
Old Navy boyfriend jeans (or similar)
Nordstrom reversible tote