Which coupé of the 80s/90s? – Purchase advice / Expert opinions

Hi, so far I have been a silent reader, but now I have decided to buy (first) a MB old/youngtimer and hope for your advice. I have hardly had any screwdriver experience, but I am enthusiastic about the old coupés and would like to buy it as a weekend/holiday vehicle. Briefly to my situation: And these would be: Based on this, I have limited my choice to the following series. But I can’t get any further now. I can’t even answer the question if Old/youngtimer. I haven’t driven any of these vehicles so far and would be very pleased to get them. I studied the relevant websites, read here in the forum and bought a few magazines. But personal experiences with the models or your concrete opinions on my case would be very cool! Thank you!