Some more vintage bondage from the old black-and-white magazines. Roped up for anal sex, gagged, and looking as if the lube is insufficient:

According to Forced Woman by way of Bondage Blog, this scene of a well-dressed woman tied in the woods for sex by a scruffy man with a sword is a nineteenth century shunga (Japanese woodblock print) by famous artist Kunisada, from his series: shunka shuto shiki no nagame (Spring, Summer, Autumn and Winter: Prospects for the Four Seasons):