Fics like The Fortunate Circumstances of Ugly Bastards

Fan sequel to the ‘Tohsaka-ke no Kakei Jijou’ (Unfortunate Circumstances of the Tohsaka Household) doujin series, written to be enjoyed without prior context. Saber finds herself in over her head when the Old Bastard controlling her and Rin’s fates decides it is high time for her to enjoy other men’s cocks, and for him to recoup some of the money he’s poured into their debt. Before he can send her off to her first gangbang as an escort, however, he needs to make sure she's properly prepared for how they will use her.

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