Sharp 1987 https://patents.google.com/patent/USD305540S/en [ATTACH]
Toshiba 1988 https://patents.google.com/patent/USD310077S/en [ATTACH]
Sony 1992 https://patents.google.com/patent/USD309454S/en [ATTACH]
Sharp 1990 https://patents.google.com/patent/USD309454S/en [ATTACH]
Sharp TWIN CAM! from 1988 https://patents.google.com/patent/USD309454S/en [ATTACH]
Sharp 1987 https://patents.google.com/patent/USD306297S/en [ATTACH]
Samsung 1991 https://patents.google.com/patent/USD333136S/en [ATTACH]
Samsung 1990 https://patents.google.com/patent/USD329850S/en [ATTACH]
Philips 1989 https://patents.google.com/patent/USD317915S/en [ATTACH]
Here's a neat one from 1981, while similar to the Walkman II this has a built in radio. https://patents.google.com/patent/USD275391S/en [ATTACH]
Sharp Art Deco Boombox from 1986 https://patents.google.com/patent/USD297831S/en [ATTACH]
Saple International, Radio and Cassette Player 1991 https://patents.google.com/patent/USD320016S/en [ATTACH]
Sanyo Tape Player 1989 https://patents.google.com/patent/USD321687S/en [ATTACH]
From 1991, these Sony reference the ad which is odd since the ad is several years before the patent....
Some cool Sony Headphones from 1987 https://patents.google.com/patent/US4668842A/en [ATTACH]
Sony 1997 https://patents.google.com/patent/USD421753S/en [ATTACH]
Lenoxx from 1995 https://patents.google.com/patent/USD378370S/en [ATTACH]
Lenoxx from 1998 https://patents.google.com/patent/USD381982S/en [ATTACH]
Sony Walkman from 1998 https://patents.google.com/patent/USD435533S/en [ATTACH]
Separate names with a comma.