Tomatoes do need some assistance in pollination. Many poeple are fooled into thinking that the pollen is on the outside of the central cone in the tomato flower--not so--it is on the inside of that cone and must be shaken or vibrated to make it fall toward the tip to reach the female receptacle. Some sort of vibration is usually required--sonication by bees, or vigerous shaking will both work--wind is not generally enough. In addition, humidity make the pollen sticky, so, if doing it by hand, the best time of day for tomato pollination is the middle of the day. Greenhouse tomato growers use a vibrating wand.