Katy here from Shopify. I hope all is great with you!
Thanks so much for providing a screenshot example here, this is very helpful. In this case, we do have some apps which can help!
Each comes with a free trial period for you to test things out on your own store. I do think that out of these options, Product Perosonalizer best suits your description. Feel free to check out their example store here.
I hope this helps, do feel free to let me know.