The 'Pretty Boy Swag' meme is rooted in the 2010 hit single by American rapper Soulja Boy. Known for its repetitive, catchy hook and confident delivery, the song became a viral sensation that eventually morphed into a versatile meme format. Online creators use the template to ironically or sincerely showcase characters, animals, or objects that exude a high level of 'swag.' The meme often features heavy use of early 2010s aesthetics and serves as a nostalgic callback to the era of ringtone rap and the rise of digital viral culture. Today, it remains a popular choice for ironic shitposting and celebrating ridiculous levels of confidence.