Hello,
I can get this functionality implemented on you Joomla 3 Website. Where user will be allowed to add the images to the virtuemart cart and an email will be sent to the users.
Speaking on my experience in Joomla and other extension we need to work for this work, I have 7+ years of expertise in Joomla Development and Designing, where I have worked on similar extensions for my clients.
I would request you to come over to chat so we can look into details and answers your queries.
I'll be looking forward to hear back from you.
Thank You