Silver diamine fluoride/potassium iodide (SDF/KI) Riva Star (SDI) is a tooth desensitizing and anti-caries agent that may be indicated for arresting caries before restoring the tooth in selective caries approach. The aim was to determine the effect of SDF/KI pretreatment on the bonding of SDR Plus Bulk-Fill Flowable (Dentsply) with Clearfil SE Bond 2 (Kuraray) and G-Premio Bond (GC) in self-etch mode on sound dentin. A total of 240 dentin samples were prepared and assigned to 12 groups based on SDF/KI pretreatment (with or without), adhesive type, and testing time (1, 3, and 6 months). The shear bond strength (SBS) was measured using an UltraTester. SBS data were analyzed using three-way factorial model (Adhesive × Pretreatment × Time) and Wald (F) tests, with α = 0.05. Fracture modes were analyzed using χ² and Fisher’s exact test, with α = 0.05. Clearfil performed significantly better than G-Premio at all time points (p < 0.001). Riva Star pretreatment significantly reduced SBS for both adhesives at all time points (p < 0.001). SBS reduction was significantly higher for Clearfil (p < 0.001). The effect of storage was not significant (p = 0.388). Fracture mode distribution differed significantly between adhesives (p < 0.001). Pretreatment × fracture interaction was significant for Clearfil (p = 0.0052). Mixed fractures in G-premio were rare.