Actually, the first written example is in Shakespeare's 1st folio - https://shkspr.mobi/blog/2013/02/shakespeare-and-emoticons/ https://shkspr.mobi/blog/2013/02

Actually, the first written example is in Shakespeare's 1st folio - https://shkspr.mobi/blog/2013/02/shakespeare-and-emoticons/ https://shkspr.mobi/blog/2013/02/shakespeare-and-emoticons/