When you smell tobacco odor on clothing (or anything else), what you are actually smelling is the tar. And cigarette tar is, in many ways, not too dissimilar to the tar used to pave roads. As such, it is a rather sticky, gooey subtance that is insoluble in water and which does not wash off too easily (think of getting tar all over your hands, and trying to wash it off). Even though the tar particles that get on clothing from smoking are MUCH smaller than a glob of road tar, they are just as hard to wash away, For this reason, an article of clothing may have to be washed a few times before the tobacco odor disappears entirely.
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