Black: Queen d5>d6

Charles finished inside Caitlyn and let his accomplices in her capture take their turns with her. He refers to this officially as “breaking in” the ****, getting her accustomed to the sexual duties she’ll have going forward, but in reality, it’s a reward for those whose critical assistance made it possible to have her in the first place. She was, as he expected, a very enjoyable fuck. Part of him regretted letting other men have a go at her, but this business demands cool-headed decision-making. If he let his feelings get to him, he’d be the one in chains.

Charles looked at the names on the list, and thought long and hard about who should be taken next. Details were sparse about them and he had his tech geek trying to put together dossiers on the main targets assembled from private messages sent to Caitlyn as well as their social media posts, but for now he had to read into the way Caitlyn provided the names.

The slaves’ psychological effect on each other was a vital consideration. Caitlyn clearly had the strongest adoration and protectiveness for Emma. Normally, that would mean that Emma would be good leverage to get compliance, but as of yet, there hasn’t been a sign of any issue getting that without making or acting on threats. While Emma presented a tempting target, going after her would be premature. At this point it’s better to have Caitlyn scared that Emma could fall into Charles’ hands than to have her know that she is. If Charles takes Emma, that information should be concealed from Caitlyn until Emma accepts her place, at the very least.

In the short term, Ingrid seemed a better target. Caitlyn had some degree of trepidation in giving up easily discoverable information on the bubbly, blonde Swede but she was far more willing to divulge information than she would’ve been with Emma. Going after someone who Caitlyn cares about, but not to the same extent, would help show that Charles’ capture of her wasn’t just a fluke – that these are bad and capable guys and that it would be in her best interest to not fuck around. Caitlyn being scared may help impress Ingrid with fear as well, which could ease her compliance. It also helps that Ingrid is the only name on the list who Charles has had a personal encounter with, so he has a way into capture her and no shortage of desire to do so.

As Charles was weighing his options his phone vibrated with a message from the bouncer at the Twisted Zebra confirming Ingrid’s presence there and the bouncer’s intention to fuck her if he can. Charles let off something halfway between a sigh and a groan. He put his hands at the sides of his head, leaned back, and uttered to himself, “these fuckin’ shitheads I work with…”

He wasn’t so much upset at the fact that the bouncer wanted to fuck Ingrid, but at the prospect of how that would make it tremendously more difficult to take her into slavery. He can act now and hope that he beats the bouncer there, or he could cut bait on Ingrid and let that play out how it will. Charles hurriedly considered his alternatives. He’d need more information on the other girls, but he figured that the raven-haired American would mount the fiercest resistance, which can be fun in its own way. There wasn’t any clear indicator that Caitlyn thought of any of the girls as being potential rivals, but if he could find one that fit the bill, Caitlyn and her could powerfully motivate each other. Perhaps Caitlyn’s cheer team contained such a girl, but he definitely couldn’t tell just by reading her name on a piece of paper.

Charles had to make a decision and he had to make it fast.

(Link to board: https://lichess.org/editor/rnb1kbnr/pp1p2pp/2pq4/P3pp2/3P1B2/2N1PN2/1P3PPP/R2QKB1R_wKQkq-_0_1?color=white))