Playboy Pleasure Tail Trainer Anal Training Kit ($52)
Sexologist Marla Renee Stewart recommends this set as a fantastic place to start if you're curious about anal play. "These trainers are great because they are flexible and easy to insert, and the grooves along the shaft add an extra element of pleasure as you twist and guide it in," Stewart says.
— Additional reporting by Sara Youngblood Gregory
Angela Elias is a contributing editor for PS Commerce. In her former roles at PS, she led the relaunch of its Latine identity and family-focused verticals, directed its Home vertical, and hosted shopping segments. She has nearly 15 years of experience working in the lifestyle space as a writer, editor, content strategist, director, on-camera talent, and publicist.
Sara Youngblood Gregory was a contributing staff writer for PS Wellness. She covers sex, kink, disability, pleasure, and wellness. Their work has been featured in Vice, HuffPost, Bustle, DAME, The Rumpus, Jezebel, and many others.
