Taking place in various cities across the United States, Cupid’s Undie Run is a uniquely entertaining and philanthropic event that is undeniably worth participating in. This annual charity run challenges participants to strip down to their underwear and dash through the streets in the middle of winter, all in the name of raising funds for the Children’s Tumor Foundation. Cities like Washington, D.C., Chicago, and Los Angeles host this unconventional and lighthearted run, making it a memorable and festive experience. The combination of supporting a charitable cause, embracing a fun and carefree atmosphere, and running through iconic city streets during the winter months adds a unique and exhilarating element to Cupid’s Undie Run, making it a must-do event for those seeking a blend of charity, adventure, and a touch of cheeky fun.