A Beginner’s Guide to Buying a Strap-On

As Ilana Glazer from Broad City aptly noted a few years ago, “It’s 2015—pegging is definitely on the menu.” Four years later, the same still rings true. While pegging isn’t yet a staple in our collective sexual repertoire, it’s absolutely an option—and an undeniably intriguing one, at that. The shifting landscape has left many of us contemplating our first-ever strap-on dildo purchase (and realizing how complex the world of strap-on shopping can be).

It goes without saying that strap-on dildos didn’t get their start on Broad City. (Or in that 2013 episode of Keeping Up with the Kardashians where Kourtney offers to peg Scott Disick after he asks her to have anal sex.) The queer community has been having strap-on sex for about as long as...

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