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| Episode | Episode Name | Air Date | | 1 | Sterling and Karrueche Tran VII | Wed May 17, 2023 | | 2 | Sterling and Karrueche Tran V | Wed May 17, 2023 | | 3 | Sterling and Nina Agdal IV | Mon May 22, 2023 | | 4 | Sterling and Nina Agdal III | Mon May 22, 2023 | | 5 | Sterling and Nina Agdal V | Mon May 22, 2023 | | 6 | Sterling and Nina Agdal IX | Mon May 22, 2023 | | 7 | Sterling and Lolo Wood III | Wed May 24, 2023 | | 8 | Sterling and Lolo Wood | Wed May 24, 2023 | | 9 | Sterling and Lolo Wood VI | Wed May 24, 2023 | | 10 | Sterling and Lolo Wood IX | Wed May 24, 2023 | | 11 | Sterling and Carly Aquilino III | Mon May 29, 2023 | | 12 | Sterling and Carly Aquilino VI | Mon May 29, 2023 | | 13 | Sterling and Carly Aquilino IX | Mon May 29, 2023 | | 14 | Sterling and Carly Aquilino V | Mon May 29, 2023 | | 15 | Sterling and Madison Beer II | Wed May 31, 2023 | | 16 | Sterling and Madison Beer V | Wed May 31, 2023 | | 17 | Sterling and Madison Beer VI | Wed May 31, 2023 | | 18 | Sterling and Madison Beer VIII | Wed May 31, 2023 | | 19 | Sterling and Draya Michele | Mon Jun 05, 2023 | | 20 | Sterling and Draya Michele II | Mon Jun 05, 2023 | | 21 | Sterling and Draya Michele III | Mon Jun 05, 2023 | | 22 | Sterling and Draya Michele IV | Mon Jun 05, 2023 | | 23 | Sterling and Karrueche Tran IX | Wed Jun 07, 2023 | | 24 | Sterling and Karrueche Tran X | Wed Jun 07, 2023 | | 25 | Sterling and Karrueche Tran XI | Fri Jun 09, 2023 | | 26 | Sterling and Karrueche Tran XII | Fri Jun 09, 2023 | | 27 | Sterling and Nina Agdal VI | Mon Jun 12, 2023 | | 28 | Sterling and Nina Agdal VII | Mon Jun 12, 2023 | | 29 | Sterling and Nina Agdal X | Mon Jun 12, 2023 | | 30 | Sterling and Nina Agdal XI | Mon Jun 12, 2023 | | 31 | Sterling and Lolo Wood IV | Wed Jun 14, 2023 | | 32 | Sterling and Lolo Wood XII | Wed Jun 14, 2023 | | 33 | Sterling and Lolo Wood VII | Wed Jun 14, 2023 | | 34 | Sterling and Lolo Wood XVI | Wed Jun 14, 2023 | | 35 | Sterling and Carly Aquilino IV | Fri Jun 16, 2023 | | 36 | Sterling and Carly Aquilino XIII | Fri Jun 16, 2023 | | 37 | Sterling and Carly Aquilino VII | Fri Jun 16, 2023 | | 38 | Sterling and Carly Aquilino XI | Fri Jun 16, 2023 | | 39 | Sterling and Camille Kostek V | Mon Jun 19, 2023 | | 40 | Sterling and Camille Kostek VI | Mon Jun 19, 2023 | | 41 | Sterling and Camille Kostek VII | Mon Jun 19, 2023 | | 42 | Sterling and Camille Kostek VIII | Mon Jun 19, 2023 |
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