During tribometer experiments, the condition of the applied lubricants plays a crucial role in determining friction and wear properties. Oil degradation can significantly influence measurement outcomes, making it essential to understand the chemical changes that may occur during tribometric experiments. The objective of this study is to systematically investigate the source of silicone contamination and its temperature dependence. Tribometer experiments were conducted at 40, 60, 80, 100, and 120 °C, followed by FT-IR spectroscopy to analyze the lubricant after each measurement. Additionally, wear scars were examined using X-ray photoelectron spectroscopy to determine the presence of silicone within the surface layers. To assess potential alternative contamination sources, a single-drop system was employed, which excludes tubing, thereby providing a controlled environment to verify the origin of the silicone peaks. The results of this study are expected to enhance the reliability of tribometer measurements by identifying contamination sources and optimizing the experimental setup.