The Japanese emoticon, (^_^), was published by Yasushi Wakabayashi in June 1986 on ASCIInet. The user binbou was using the (‾_‾) emoticon around the same time. Japanese emoticons are also called kaomoji. More info here and here.

:-) and :-( were first made on a computer by Scott E. Fahlman in 1982. Some say they date back as long as 1862 or 1648. Also see the PLATO emoticons/emojis from the 1970s, and the Polish vertical emoticons from 1881.

More emoticon-posts here.

Update, June 2024: There is a text credited to Takeshi Kitano, 1970, that includes emoticons, but it was apparently a joke from 2009.

Amiga ASCII by Dino, while he was in the infamous Skywalkers graffiti crew. From various collies 2000-2002.

A thread called Signpost Gentleman, that ends with Signpost Girls who have a lot less clothes.. ¯\_(ツ)_/¯

From Kiiritti Pätsi, an MZ-700 demo by Up Rough and Flush, 2017.

Kråkan (1946) and Tobias (1953) by Ann-Mari Forsberg.

More posts.

ASCII-works by b’ger (Joris Bellenger), 1997.

More b’ger

Works by kurogao, 2024.

By Severija Inčirauskaitė, 2017-2019. More of her work here.