There are photos of him with her before they were married. Plenty of them. None of her pregnant that I know of but that would be easy to search for. Just use her name and the year she would have been pregnant and see what come up. She may not have allowed pics when she was pregnant. Some women don’t and if there are any, she might not have released them.
There is one photo of MO when she was pregnant with their younger daughter and IIRC it was when they were spending a Christmas in HI. Fred do you remember the picture when just the older Obama daughter is shown(being held by Maya Soetoro Ng) and MO is wearing a loose fitting dress, I believe the photo appeared in one of the two Hawaiian newspapers and I pointed it out to you when it appeared knowing that you were saving Jr’s pictures? She was wearing a beige loose fitting dress and from the age of the older daughter I would say she was pregnant with the younger daughter at the time.