Near-dry machining attracts increasing attentions for environmental and economical benefits. However, it has not been fully utilized in industry because of its premature stage of development and this situation has largely resulted from the lack of fundamental understanding of the tribological action regarding its lubrication media. In order to take a full advantage of near-dry machining, therefore, this study investigated basically the lubrication mechanism using orthogonal cutting in controlled atmospheres and carried out practical drilling with MQL system which is the most representative and successful near-dry operation. As a result, it was found that oxygen and ester adsorbed onto the nascent clean surface created by cutting, and the ester presented a high lubrication effect. Although adsorption of oxygen provided a preferable influence on cutting steel, it caused low performance when cutting aluminum alloy. In practical drilling, further, oxygen demonstrated a favorable influence on cutting steel and the presence of oxygen failed in drilling aluminum alloy.