Here are some fruity headgears I made recently. I first painted the fruits on felt with acrylic paint and water color, then I glue them onto a cardboard base.
This is the first one I made, I painted the smaller kiwi first to see how well acrylic and water color work on felt. I found that the best way to paint felt is paint the fuzzy general color part first using water color on wet or damp felt, then paint the hard-edged details using a small pointed brush with acrylic paint. I made the larger kiwi into a kiwi cocktail hat.
...while the smaller kiwi was made into a strawberry kiwi headband. I painted the strawberries directly on red felt.
Finally, a granny smith apple cocktail hat. The base is a little hard to make.