You can still dress up as a cowboy for Halloween.
My thoughts on tattoos is to keep them on the smaller side and in discret/well shown places (under or over the bottom bikini for example). The tattoo should be well thought out and designed. For most people it should have some type of meaning (but thats another topic). Most people who regret their tattoo, regret them after a long time, especially if it isn't good art/taste.
Massive coverage of tattoo on the skin/body to me doesn't look good. Especially if it devolves into a mass of black lines.
Fade to black....