I hardly ever wear makeup besides lipgloss now that I'm retired (usually only for a special dinner out or party), but when I was working and I worked out at lunchtime or after work, I did work out or ride in makeup, and it was never a problem. If I was going out for a morning ride on the weekends, though, I would not apply any makeup, just sunscreen and lip balm.
Emily
2011 Jamis Dakar XC "Toto" - Selle Italia Ldy Gel Flow
2007 Trek Pilot 5.0 WSD "Gloria" - Selle Italia Diva Gel Flow
2004 Bike Friday Petite Pocket Crusoe - Selle Italia Diva Gel Flow