There are serious risks to having anal or vaginal sex without a condom-STIs being the main one. (More recently, the term has been co-opted by some straight folks to describe unprotected vaginal penetration, too.)
When you're riding a man-or a man is riding you-without a condom, well, that’s bareback sex. The phrase stems from equestrianism: You're said to be riding “bareback” when you're riding a horse without a saddle.
'Bareback sex' is a common term in the gay male community that originated in the mid-'90s it means having anal sex without a condom.