A common prostate massage turned out to be milking and it is

Milking up Widowmaker (fjaye)

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Milking Transformed Futanari

Lexi Belle milking a cock

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Milking it 🍆💦

Futa Lady Dimitrescu (ItaLessio) [Resident Evil]

Mercy is getting edged in a milking facility. [MaximusJandari]