Looking for suggestions on a pair of go-to shorts for spring and summer. A few parameters: slim fit, inconspicuous color, inseam between seven and nine inches. Not willing to spend more than $100.
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Cut offs: Take a pair of denims and cut the legs to this measurement, hem or not at your choice. Fit the bill admirably, quite cheap and certainly inconspicuous colour. Not every-one's ideal but comfortable and practical.
This might end up in a nice fitting pair of shorts, but they would be denim shorts. I'm not sure what everyone else thinks of them, but I can't bring myself to wear denim shorts. Do this with a nice-fitting pair of khakis though, and you might be on to something (provded they get hemmed).
Shoot, I just realized that the OP described the shorts I lived in for much of high school to a tee...
Get a pair of navy blue sweatpants at Walmart. Cut them off to desired length. Wear... They're super comfortable, and inconspicuous. Of course, I never dated any girls in high school. I'm not sure if there's a connection...