Purpose: To investigate the effect of polymerization stress and insertion technique on dentin micropermeability of composites placed under pulpal pressure. Materials and Methods: One high-viscosity conventional (HC; Filtek Supreme Ultra; 3M Oral), one low-viscosity conventional (LC; Filtek Supreme Ultra Flowable; 3M Oral), one high-viscosity bulk fill (HBF; Filtek Bulk Fill Restorative; 3M Oral), and one low-viscosity bulk fill (LBF; Filtek Bulk Fill Flowable; 3M Oral) composite were evaluated. Polymerization stress was measured with materials bonded to acrylic rods in a universal testing machine (n = 5). Class I preparations were made in extracted molars, in which tooth roots were removed and the pulpal chambers cleaned. Preparations were coupled to a hydraulic device to simulate pulpal pressure during composite placement (n = 5). Conventional composites were placed in two horizontal increments, while bulk fill materials were placed in one, single increment. Fluid flow rate (µl/min) and dentin micropermeability (%) were monitored. The restoration interface was observed under confocal laser scanning microscopy. Results: LC and LBF presented statistically significant higher polymerization stress than HC and HBF. Fluid flow rate and dentin micropermeability did not differ among the groups. However, different patterns of fluid infiltration and interface integrity were observed. HC and HBF presented well-sealed surrounding margins with small gaps along the pulpal wall, while HBF demonstrated more cracks in the adhesive layer. LC and LBF restorations had larger gaps along all bonded interfaces. Conclusion: No difference in polymerization stress was found when conventional and bulk fill composites with similar viscosities were compared. Neither polymerization stress or placement technique demonstrated a significant effect on dentin micropermeability. The incremental placement technique using a conventional, high-viscosity composite exhibited qualitatively better marginal integrity. Keywords: composite, bulk-fill composites, incremental layering technique, shrinkage stress, dentin permeability, hybrid layer, adhesive