Last year I made a monogram pumpkin and it was so easy and cute that I decided to do it again this year. This project takes about 15 minutes and only costs a few dollars. You'll need a large pumpkin, initial stencil, pen, black crafting paint, and a small paint brush. I had all of these items on hand so my cost was zero!
First up, make your stencil. I just printed an "R" on my computer in grey scale. I used Times New Roman size 700. Unless you are an excellent painter try to pick a font that doesn't have really small curves or swirls on it....it's way to hard to transfer it on to your pumpkin and still make it look good.
Cut out your letter and tape it to the pumpkin. Then trace it and using your small brush start to paint it. It's easiest to paint the outline first and then fill in as you go. Be careful not to get paint all over the side of your hand....not that I'm speaking from experience or anything. ahem.
Here's my pumpkin on our porch. My mom picked us up all of these pumpkins from an Amish farm. I'm on the hunt for a big white pumpkin to add to this collection...but they seem to be hard to find!