In theory if you are going to be inserting anything anally it should be protected, with a condom if it is a penis or something similar if it is not a penis, in order to prevent infection from occurring. If you are going to be using a cover for the finger or toy then it is best to use a water based lube since water based lubes will not normally break down plastics, latex, and other similar materials. However if you are going bareback, so to speak, then oil, silicon, or water based lubricants will work. The one thing you will have to be careful about is how long the lubrication will last. How long lubrication will last is quite important due to the fact if lubrication is not adequate it will make insertion difficult and painful for the person. Massage oil, cooking oil, and products not specifically formulated to be a lubricant do not provide adequate lubrication for anal play. From experience water based like KY-Jelly or Equate works well. Silicone lubricants such as Astroglide works well too. Though there are two minor drawbacks to silicone. One is that it leaves a greasy feeling afterwards and I found silicone lubricants create a different sensation for pleasure versus water based lubricants. Oil / petroleum based lubricants like Vaseline can work but they do need to be reapplied on a regular basis.
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