I've not really played any real losers, but have had a number of deliberately disadvantaged characters including:
Laughing Weasel - 3e Sorcerer / Barbarian. Only buff spells and no armor. Actually a fairly decent first line fighter if he got his buffs up. Finally bought it in a TPK.
Silver Scales - Shadowrun troll shaman with cyberware. Possibly the worst combination of 3rd edition SR options. Cyberware and magic really don't go well together.
Laughing Weasel - 3e Sorcerer / Barbarian. Only buff spells and no armor. Actually a fairly decent first line fighter if he got his buffs up. Finally bought it in a TPK.
Silver Scales - Shadowrun troll shaman with cyberware. Possibly the worst combination of 3rd edition SR options. Cyberware and magic really don't go well together.