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Pegging - for those of you not in the know - is the act of your significant other donning a strap on dildo and anally fucking their partner with it. More information on this can be found here on Wikipedia. A Wife Led Life: Pegging Please note: You are currently browsing img pervy ponderings photos tumview that is 500x680px in size. This image is listed in cuckold pegging tumblr category. A Wife Led Life Pegging, 500x680 in 47.97 KB.