I'm a tattoo artist who underwent a standard apprenticeship under a certified tattoo artist. I am an artist first, tattooer second, which means I put creativity and art into my tattoos, not just the 'you pick it, we stick it' type of tattooer. Apprenticeships for tattooing vary by state, according to the laws. I'm also a trained body piercer, as well. Any questions about the job or apprenticing, I'd be happy to help!
PLEASE NOTE: I will NOT price tattoos. Seek a shop for that.
I don't think it's advisable to tattoo over any skin abnormalities- liver spots, scratches, bruises, even moles.
Darkers skin doesn't show colors the way light skin does. Greens, blues and reds are about the only colors that really show up in dark skin, and even then the colors aren't as vibrant as with lighter skin pigments. The choice is ultimately up to you, but darker skin tones show black tattoos and black and grey tattoos better than color tattoos, generally speaking.
Either will work. If I were you, I'd give a completed drawing to your friend, shading and all, so they have the full reference to take to a tattoo artist. Just keep in mind, though, that the artist will more than likely change some things, to make it more tattooable or to add their own flair to it.
                             Natalie, sweetheart, I answered your question above. Just scroll up. =)
If you are concerned with the pain of a tattoo, and many people are, then you have to ask yourself if you really want a tattoo. Tattoos are experiences from start to finish, not just a work of art on your body. I hate being tattooed, but I would never use a numbing cream because that takes away from the *experience* of being tattooed.  
                          
Ice Sculptor
What was the raciest sculpture you ever made? 
                                        
                                        
                                             Bar Mitzvah DJ
Why are DJ's so unwilling to accommodate song requests? 
                                        
                                        
                                             Radio program/music director
Do radio stations have to pay royalties to artists to play their songs? 
                                        
                              Without seeing a picture, it's hard to say. Sometimes white pimpley bumps can be irritation from having been shaved or the oitment a tattoo artist uses while they tattoo. Sometimes, bumps can be a sign of an allergic reaction to a pigment (usually happens with red ink). Sometimes, white pimpley bumps can be a sign of MRSA, which is an advanced staph infection. MRSA bumps usually happen during the healing process, though, and are big.
I'm not sure about a 'lighter' shade of your skin, but black and gray tattoos are done with different shades of gray ink and no color.
About as long as it takes for the tattoo artist to ink it. White tattoos are a fad, and once the redness from the skin goes away from the tattooing process, you'll immediately find that you wasted your money on a white tattoo. Tattoos on the inside of the finger, on average, last 6 months to a year. When you combine a white tattoo on the inside of a finger, you are basically handing a tattoo artist money to cause you pain for no reason whatsoever.
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