Norah Vincent, a lesbian, dressed and lived as a man for 18 months. The resulting book—both insightful and sympathetic—is really a treasure. The chapter on relationships was particularly great reading, and will be much appreciated by manosphere readers:
Dating women as a man was a lesson in female power, and it made me, of all things, into a momentary misogynist, which, I suppose, was the best indicator that my experiment had worked. I saw my own sex from the other side, and I disliked women irrationally for a while because of it. I disliked their superiority, their accusatory smiles, their entitlement to chose or dash me with a finger-tip, an execution so lazy, so effortless, it made the defeats and even the successes unbearably humiliating. Typical male power feels by comparison like a blunt instrument, its salvos and field strategies laughably remedial next to the damage a woman can do with a single cutting word: no.