Abandonware DOS title

Underdog games: underrated worth playing sorted by release date

In order to be an underdog, a game has to be "not well known" to the public (not now, nor at the time of its release) or underrated, but worth mentioning and playing for some reason. There are plenty of games that won the love of gamers against all odds; some of them even had a cult following. By the way, this keyword pays tribute to Sarinee Achavanuntakul, the owner of the first version of Home of the Underdogs, the site that started and popularized the abandonware concept.
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Blood

DOS1997protected4.2/5 Monolith Productions
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Redneck Rampage

DOS1997protected4/5 Xatrix Entertainment
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Dink Smallwood

Windows XP/98/951998freeware4/5 Robinson Technologies
Dink Smallwood is an action role-playing video game developed by Robinson Technologies. It was first released in 1997 for Windows and later became freeware. The game was created by Seth Robinson, and it gained a cult following for its humor.The game's plot revolves around the titular character, Dink Smallwood, a pig farmer who embarks on an epic ad...
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Dope Wars

Windows XP/98/9519984.2/5 Beermat Software
Dope Wars is a text-based simulation game that originated as a DOS program in the early 1980s, but gained popularity in its Windows version released in 1998. The game puts players in the role of a drug dealer navigating the underground economy of buying, selling, and transporting various illegal substances.In the Windows version of the game, player...
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Wizard of Wor 98

DOS1998remake3.8/5
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Star Trek: Birth of the Federation

Windows XP/98/9519994/5 MicroProse Software
Star Trek: Birth of the Federation is a turn-based strategy video game set in the Star Trek universe. The game was developed by MicroProse Software and published by Infogrames for Windows in 1999. Players take on the role of one of five major Star Trek races: the United Federation of Planets, the Klingon Empire, the Romulan Star Empire, the Ca...
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The Typing of the Dead

Windows XP/98/9519993.5/5 Smilebit
The Typing of the Dead is a distinctive video game, essentially a typing adaptation of the classic rail shooter arcade game, The House of the Dead. Initially debuting in 1999 as an arcade machine, it later became available on other platforms as well.In The Typing of the Dead, players wield a keyboard to dispatch approaching hordes of zombies and ot...
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Aquanox

Windows XP/98/952001protected3.1/5 Massive Development
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Auf Wiedersehen Monty

Windows XP/98/952001remake4/5
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Ultra Mortal Kombat Vendetta

Windows XP/98/952001freeware3.9/5
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Decker

Windows2002freeware3.5/5
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Taipan for Windows

Windows XP/98/952002freeware3.5/5
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1893: A World's Fair Mystery

Windows XP/98/95Mac OS20033.6/5
1893: A World's Fair Mystery is an interactive fiction game developed by the American studio Illuminated Lantern and released in 2002. Set during the Chicago World's Columbian Exposition of 1893, the game combines historical fiction with mystery-solving gameplay.In 1893: A World's Fair Mystery, players take on the role of a detective investigating ...