It is hinted that Gene’s involvement in BDSM may be through Lady Jane, the domme that he seems to be friends with. He frequents her dungeon regularly which might explain why Sadie, the maid knew at first sight. His job is simply a hitman. He’s not a hard hearted man. In fact, he’s the kind of guy that you might like to have as a friend. His claim that he and Elaine are friends isn’t some glib euphemism, they actually are friends. Outside of work, he’s a perfectly normal guy. He has hobbies which include old cars and being dominated by Lady Jane. The BDSM session with Michelle is outside of his work. It’s a personal rather than a business issue. With Lady Jane, he is usually the sub. In order to use his “best powers of persuasion”, he must be the dom in this session with Michelle.
I hope this clears up a few issues and I hope to elaborate on a few of these points in my second draft.