I tried to research the socks and could not find anything concrete on when they might have been produced. One thing I did note was the uniqueness of the Flag Logo. Other vintage items of Ralph Lauren clothing (i.e. T-Shirts mostly) that have an American Flag Logo where the stars are replaced by an RL are labeled online as being produced in the 1990's or pre-2000. The RL Flag socks for sale in stores today have an American flag with stars and RL is written under the flag instead. These legs could be from someone missing in the 1990's or early 2000's. Or they could belong to someone who bought their socks second hand or held onto their socks for nearly 2 decades. MOO.