Barely Legal Butt Sex History of Hustler Magazine

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.  Well, I plan to make another post on this blog entitled "Anal Sex History of Hustler Magazine" soon, but(t) first I would like to highlight the horny history of the best "barely legal" styled butt sex images that have appeared in Hustler magazine over the years.  Through all the years and all the rears, I think these are among the best of this type.

Hustler May 2001, Diamond, Judy & Tom, "The Gargling Gourmets", features the first good quality "barely legal" styled 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) image to appear in Hustler magazine was released the following month, in the June 2001 issue (Mirage & Erik, "Third-Eye Blonde"):

Finally, Hustler magazine broke through the bunghole barrier!

Next, Gauge does what she usually did best; take it up her hot, little ass in Hustler November 2001 (Gauge & Lee, "Quim Before The Storm"):

From one of my favorite issues of Hustler magazine, here's Nadia & Pier, "The Gauntlet", February 2002:

When barely legal Sasha Grey came onto the porn scene, she quickly made a name for herself by doing the raunchiest things she could do, and it definitely helped that she took it in all her holes!  Here she is getting double penetrated in "Jail Babe" from Hustler January 2007:

Too bad they didn't show any gaping buttholes or an "ass to other girl's mouth" (ATOGM) in "A Gentleman's Dilemma", Mina, Alysa & Toni Ribas, Hustler June 2011:

Katie Summers gets her butthole drilled as if they were mining for dark, sludgy oil in "Going For Gold", Hustler December 2013:

In the 40th Anniversary Issue of Hustler magazine from 2014, they featured an image of the late Anastasia Blue taking it up the ass in the section entitled, "XXXtreme Satisfaction: 15 Years of Hustler Hardcore".  The image appears to be from Hustler Video's Barely Legal #1 (2000):

'Scuse her while she gets butt fucked by this guy; "The Jenny Hendrix Experience", Hustler March 2015:

Trinity St. Clair takes it up her spicy Mediterranean rectum for "True Love", Hustler January 2016:

More like "anal babe";  Gabriella Paltrova, "BJ Babe", Hustler September 2016:

Alyssa Cole takes it up her stink hole in "Bad Teens Get Punished", Hustler July 2017:

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 barely legal buttholes getting fucked somewhere!