The purpose of this study is to serve as a reference for creative fashion design by analyzing the types and aesthetic characteristics of trompe l’oeil in contemporary men’s fashion. This research is an empirical study that utilizes both qualitative and quantitative methods to analyze fashion design cases and research articles such as academic papers and professional books. The study covers four major men’s collections: Paris, Milan, New York, and London. The period being analyzed is from 2005 Spring/Summer, which is widely regarded as a turning point at which men’s collections began rapidly, to 2019 Spring/Summer. The study analyzes 471 photos from domestic and international websites, with the following results. Types of trompe l’oeil in contemporary male fashion are classified into four types: (1) the deconstruction of clothing forms or creation methods, (2) optical illusions that create the effect of multiple layers of clothing on a single article of clothing and the reproduction of apparel details and clothing using 2D printing or embroideries, (3) realistic patterns on garments to create a camouflage effect, and (4) articles of clothing containing body images such as the chest, trunk, or internal human anatomy. These aesthetic characteristics in men’s fashion design using types of trompe l’oeil are playful, deconstructive, and decorative features based on hyper-reality. This study aims to acknowledge trompe l’oeil as being widely used in contemporary men’s fashion as a type of formative art, playing a crucial role in creative fashion design.