Albert Barnes Commentary Matthew 27:44

"And the robbers also that were crucified with him cast upon him the same reproach." — Matthew 27:44 (ASV)

The thieves also. The robbers, or highwaymen. Luke says in Luke 23:39 that one of them said it, and that the other reproved him and was penitent. The account in Luke may, however, easily be reconciled with that in Matthew, by supposing that, at first, both of them reviled the Saviour, and that it is of this fact that Matthew speaks. Afterwards, one of them relented and became penitent—perhaps from witnessing the patient sufferings of Christ. It is of this particularly that Luke speaks.

Or it may be that what is true of one of the malefactors is by Matthew attributed to both. The evangelists, when for the sake of brevity they avoid particularizing, often attribute to many what is said or done by single persons, meaning no more than that it was done by some one or more of them, without specifying the one. Compare Mark 7:17 with Matthew 15:15; Mark 5:31 with Luke 8:45; Luke 9:13 with John 6:8-9.

Cast the same in his teeth. This is a most unfortunate translation. It means in the original, simply, they upbraided him or reproached him in the same manner.