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Considering this months poll theme, I suddenly remembered that I had this one saved up that goes right along with fun bikinis and TG themes. 

A young man is reluctantly dragged to the beach by his mother for some mom-son bonding, with their summer fun not going to plan as his curvaceous (but self-conscious) mother seems to get all the attention. Suddenly, the pair inexplicably swap bodies, leaving the older woman excited to experience being a fit, active young man, and her son now trapped in her buxom, jiggly MILF body.

I've been experimenting with different anime MILF styles and inspired by art I've seen, hope to flesh this out someday.

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