Deadpool #31 2014

Deadpool #31 (2017) is a pivotal Secret Empire tie-in, depicting Deadpool's deep-seated idolization of Captain America. Tasked by Cap to locate Phil Coulson, Deadpool finds himself caught between his hero and Coulson's desperate attempts to expose Captain America's Hydra allegiance. The issue culminates in a tragic confrontation where Deadpool, following orders, seemingly eliminates Coulson. This comic is notable for its profound character exploration of Wade Wilson's loyalty and the devastating impact of Steve Rogers' betrayal on those who admired him.