As odd as it is for a strawberry to be attached to a tomato, I understand that it is filled with emory so that a person can sharpen his pins. Strange visual, but highly practical. As for why a tomato, I found a somewhat suitable answer.
During the 15th century, metal pins were very expensive, and thus were usually stored in fine cases. During the Tudor Era, however, it became a common practice to use fancy cushions. Later, during the Victorian Era, parlor rooms were all the rage, and the goal of the typical housewife was to stuff it full of opulent clutter. Pincushions began to come in fancy shapes, such as fans, dolls, shoes, fruits, and vegetables. These cushions were displayed on tables and hung from walls. In the 1800's they began to be mass-produced, and the tomato proved to be the easiest to assemble because of its simple design. Apart from that, the different segments proved useful in separating and sorting pins of different lengths and thicknesses. Now the tomato is still in use because it has become iconic of the entire sewing community (and yes, there IS a sewing community).
The strawberry tassel, believe it or not, is actually filled with emory (fine grain sand) and serves as a needle/pin sharpener. Even most seamstresses seem to be unaware of that.
Retrieved from AnswerWiki.
I wish I could have found a more reliable source but for tedious downtime research, this serves my purposes. It also makes me want to bring back either the fancy pincushions of the Tudor era or the whimsically shaped ones of the Victorian era. I do wonder, though, how informed the Victorians were of Voodooism when they decided that doll-shaped pincushions were a brilliant idea.