Sure, I could see the author making this happen. Now imagine a gender-swapped version of this ship, aka a middle-aged overweight salary woman and a roughly college-aged attractive man. Now that I would be impressed to see in any manga.
@Greyvenn well if you're looking for romance about middle aged women, Josei is you genre
and about the situation you said Nigeru wa Haji da ga Yaku ni Tatsu kinda fits the bill though the woman it's not overweight and they're not the main characters , great manga though the main couple is also pretty good