Glued Laminated Timber technology allows the construction of wooden structural components bonded with adhesive. This technology enables the creation of large-scale structures, with technological control over the material, and in a competitive industrial system. Focusing on the structural application of wood, the present study assessed the strength of bonded joints with different angles between the fibers of Pinus sp. wood, joined with a two-component polyurethane adhesive based on vegetable oils. The bonded joints were fabricated with angles of 0°, 10°, 20°, 30°, 45°, 60°, 70°, 80°, and 90°, and were evaluated for shear strength under compression and torsion. When regression analysis was performed, shear compression values showed compliance with Hankinson’s equation, with an R2 value close to 0.76. However, shear torsion results yielded R2 values near 0.17. Thus, Hankinson’s equation was unsuitable as an estimator for torsional shear strength values. The specimens showed a different mechanical response to shear when tested in compression compared to those tested in torsion.