MATTHEW 27:44—Did both robbers revile Christ, or did only one do this?
PROBLEM: Matthew says here, “even the robbers who were crucified with Him reviled Him.” However, according to Luke, only one reviled Him (Luke 23:39) while the other one believed in Him, asking, “Lord, remember me when You come into Your kingdom” (Luke 23:42).
SOLUTION: This difficulty is easily resolved on the supposition that at first both reviled the Lord, but that later one repented. Perhaps, he was so impressed hearing Jesus forgive those who crucified Him (Luke 23:34) that he was convinced that Jesus was the Savior and asked to be part of His coming kingdom (v. 42).
Geisler, N. L., & Howe, T. A. (1992). When critics ask : A popular handbook on Bible difficulties (362). Wheaton, Ill.: Victor Books.