To dream of horseback riding represents your drive to achieve. Noticing yourself having a lot of stamina or staying power in waking life.
To dream of horseback riding with full protective gear may represent a sophisticated mindset about achieving goals quickly. A highly organized and ambitious plan.
To dream of bareback riding may reflect a higher than normal amount of risk-taking as you push hard to achieve your goals. Daring, rough, untamed, or very physical approach to goals you are driven to achieve. Doing things the hard way.
Negatively, riding bareback on a horse may reflect a dangerous, risky, or unsophisticated attitude about goals you are highly driven to achieve. No concern for the future as you ambitious try to achieve a goal. Desperation to get a job or date. Being in a mental loop with your search for success and not accepting opportunities that may get you out of the loop.
Alternatively, bareback riding may reflect dangerous sexual activity or unprotected sex.
Example: A woman dreamed of riding a horse bareback. In waking life she was very frustrated and eager to get a job as she tried applying for every job opening she could.