James Bond, “Yes. Considerably. TB Yoma 87

The plot of the movie Casino Royale starring Daniel Craig as James Bond illustrates a keen insight about sinning and the ability to do repentance found on today's daf TB Yoma 87 

"Dryden was a former section chief of MI6's station in Prague. He quickly came to the attention of M for selling official secrets to an unknown source. Consequently, M sends James Bond - a candidate for 00 status - to investigate Dryden and his contact. Bond tracks Dryden's contact Fisher to a cricket match in Lahore, Pakistan. After attempting to flee, Fisher is cornered by Bond in a restroom and following a violent scuffle is shot dead; marking Bond's first official kill....

“He trains the pistol on Bond and pulls the trigger. But to no avail, since Bond had removed the magazine beforehand. Realizing that he is about to become the spy's second kill, he inquires into how his contact died. Bond replies "not well." Sympathizing with Bond, perhaps in a desperate attempt to persuade him out of pulling the trigger, Dryden remarks that even though the first kill was uncomfortable, the second would be considerably easier. Before he finishes the sentence, Bond coldly shoots him dead. As the man falls backwards from his chair a family photo-frame briefly comes into sight, showing that Dryden had been married with a young daughter. As Bond puts away his gun and leaves, he answers Dryden's remark with "Yes. Considerably". (https://jamesbond.fandom.com/wiki/Dryden)

The Gemara teachers that the more the person transgresses a particular sin, he views it as a permissible act and the harder it becomes to do repentance. “The Gemara returns to interpreting the mishna. It states there that one who says: I will sin and I will repent, I will sin and I will repent, is not given the opportunity to repent. The Gemara asks: Why do I need the mishna to say twice: I will sin and I will repent, I will sin and repent? The Gemara explains that this is in accordance with that which Rav Huna said that Rav said, as Rav Huna said that Rav said: Once a person commits a transgression and repeats it, it becomes permitted to him. The Gemara is surprised at this: Can it enter your mind that it becomes permitted to him? Rather, say that it becomes to him as though it were permitted. Consequently, the sinner who repeats his sin has difficulty abandoning his sin, and the repetition of his sin is reflected in the repetition of the phrase.” (Sefaria.org translation)

None of us are stone cold killers like James Bond, but we can identify with the process of permitting to do what is wrong. For example, the first time we lie about our age to get a discount or lie to our spouse/partner or not declare something on our taxes may arouse guilt feelings. These guilt feelings dissipate every time we repeat the lie. In the end we rationalize what we are doing is not really wrong at all. Best not we start down that path at all.