Yeah, it's possible. Or perhaps more correct is to say the BBB does not have leadership feat....but otherwise technically your serpent woman is his lover/cohort.<br/><br/>I have idea that the top of the pyramid is formed by seven cardinal sins; Lust, Gluttony, Greed, Laziness, Wrath, Envy and Pride.<br/><br/>Based on these definitions; http://www.allaboutgod.com/what-are-the-seven-deadly-sins-faq.htm<br/><br/>So BBB presents Pride, as it was his pride for his cabal that drove him to seek vengeance than sense of justice or righteousness. Also he has made pact with Asmodeus so naturally he presents that. Also pride is strongest sin as it's most insidious; as that even LG paladin feels 'pride' in doing good works and thus can corrupt paladin.<br/><br/>Note that even if BBB is serving Asmodeus he accepts any allies of any alignment. The overall pyramid goes;<br/><br/>CR 15 (BBB)<br/>CR 13 (the other six 'sins')<br/>CR 11 (sins cohorts)<br/>=Inner circle border=<br/>CR 9 (a agent recruited by cohort, not gained via leadership and thus not absolute loyal)<br/>CR 7 (cohort of the agent)<br/>CR 5 (apprentice of the agent's cohort)<br/>CR 4 and below; generic low ranked thugs, hirelings, recruits<br/><br/>So you got your own serpent woman as main interest char to interact with my guy :). But you need pick 3 sins which you prefer work with (add one sin to your serpent woman and two other sins where you generate a NPC as you like).<br/><br/>Once you have done your choices I pick the left overs. Then we work way down the pyramid to form distinct 'branches' so to speak. As each sin has a cohort and each of their cohorts has a agent which main goal is to achieve sin's goals (the cohorts act as 'middle men' between sin and cohort's agent).<br/><br/>When thinking sins, think what global goals they would seek which emulate the sin aspect you had chosen; example lazy sin could seek to create a decadent utopia where no one needs to work nor labor and everything happens for lazy person's amusement (than others).<br/><br/>Also choose direction; north, east, west, south, center and underdark for your chosen sin NPC's. 'heaven' belongs to Pride (basically world domination as high kind of heaven where as other sins are his subordinates).<br/><br/>Anyways with serpent woman think a background story why she end up to be my BBB's ally and a lover, why she would be most hard core loyalist in his organization? Why she would follow him to hell itself (literally considering his pact).