Reflecting positive moments in daily life enhances emotions and improves happiness. This paper proposes a lifelogging platform called “Tippy,” which supports users in collecting and reflecting positive memories. The platform provides two presentation styles: “TippyMirror,” which utilizes a mirror metaphor, and “TippyVR,” which employs virtual reality (VR). These presentation styles explore the reality–virtuality continuum. The objective of this study is to gather insights into the differences between these two presentation methods based on this continuum. Experimental results indicate that users tend to choose different systems depending on the number of users and time constraints. Furthermore, the findings provide important insights for future research on the reality–virtuality continuum.