This is not older than the rest, but old enough I believe: In 1775 Fagnano constructed periodic orbits for acutangular triangular billiards. The question about the existence of periodic oribitsorbits in general triangular (or poligonalpolygonal) billiards (in the case of irrational angles) remains open. (
Troubetzkoy, Serge, http://iml.univ-mrs.fr/editions/preprint2007/files/troubetzkoy_fagnano.pdfDual billiards, Fagnano orbits, and regular polygons, Am. Math. Mon. 116, No. 3, 251-260 (2009). arXiv:0704.0390, jstor. ZBL1229.37033, MR2491981. ).