Hustler magazine didn't really start to show penetrative sex until late 1998 into 1999, and for fans of backdoor butt banging anal action, the first penis to visibly enter an asshole didn't appear until 2001. Of course, by that time Hustler had its XXX magazine series, which began in 1999, and Barely Legal XXX soon followed in 2000, and in those days one could find plenty of all-holes fucking in the earlier issues of both of those hardcore publications, but I'm talking about regular old Hustler magazine here, ya know, the classic since 1974 monthly mag, the original.
The following is a chronological visual exposé depicting the evolutionary development of anal sex images appearing in Hustler magazine from 2001 to 2018:
Hustler May 2001, Diamond, Judy & Tom, "The Gargling Gourmets", features the first good quality anal sex threesome the magazine depicted (even though the anal penetration is still a bit obscured by the late Judy Star's butt cheeks):
The first really clear anal sex (penis visibly entering asshole) images to appear in Hustler magazine were released the following month, in the June 2001 issue (Mirage & Erik, "Third-Eye Blonde"):
Finally, Hustler magazine broke through the bunghole barrier!
Once the butt fuck border had been crossed, a steady stream of anal sex images gradually oozed out of the pages of Hustler magazine over the next 17 years (up to the present). Through all the years and all the rears, I think the following are among the best images of butt sex that Hustler magazine has offered the eyes of the horny masses craving such well-fucked asses:
If Hustler magazine ever brings back the classic "Scratch 'N' Sniff" feature, perhaps some anal sex scented farts in the wind will be whiffed by some kinky horndogs. For, as long as(s) people will be around sucking and fucking, there's sure to be some buttholes getting fucked somewhere!
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