Objective This study aimed to investigate the effect of relining prefabricated fiber-reinforced composite (FRC) posts using bulk-fill, flowable, discontinuous short fiber-reinforced composite (SFRC) on intracanal adaptation in weakened endodontically-treated premolar teeth. Materials and Methods Forty extracted human premolar teeth were selected and randomly allocated to five groups (n = 8) according to the canal preparation method and restorative technique after endodontic treatment: Group 1 (control): nonflared, closed apex root canals; group 2, 4: flared, open-apex root canals; group 3, 5: flared, closed apex root canals. Groups 1 to 3 were restored with standard RelyX fiber post size #1, while groups 4 and 5 were restored with customized RelyX fiber post size #1 and relined with bulk-fill flowable SFRC (everX Flow, GC, Tokyo, Japan). To evaluate intracanal adaptation, the empty root of each sample with the corresponding fiber post (standard or customized) inserted was measured twice using a micro-digital scale and the average value was calculated. The post was then removed, followed by the insertion of a light body polyvinyl siloxane (PVS) impression material into the canal, followed by reinsertion of the post and removal of excess material once the PVS was set. Finally, the sample weight was recorded, and the data were analyzed using one-way analysis of variance and the Bonferroni post hoc test (p-value = 0.05). Results A statistically significant difference (p < 0.05) in PVS material weight was identified between the groups. Group 1 (control) had the lightest weight of PVS material, followed by groups restored with customized fiber posts (groups 4 and 5) and standard fiber posts (groups 2 and 3). Conclusion Anatomically-customized fiber posts with bulk-fill flowable SFRC provided better intracanal adaptation compared with standard fiber posts in teeth with compromised root canals.