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Prostate Pleasure

Learn about the benefits of using stainless steel sex toys for anal
What’s body-safe, lasts a lifetime, and can be completely sterilized? You guessed it, stainless steel sex toys! Bobby Box trains us on these amazing, shiny sphincter stretchers in this edition of the Queeries.
Prostate Activation, Health, and Pleasure for Trans Women Post-Op
Pleasure for Trans Women can be a difficult topic to find information on. And the importance of knowing how to navigate pleasure can mean avoiding health issues. Dr. Brenda Rodriquez Alegre, a Psychologist, Gender Studies Lecturer, and Trans Woman, discusses anatomy and why it is important to activate your prostate …
A complete 101 guide on pegging and how to get started
What is pegging? What does it feel like? How do I get started? Sex educator Gigi Engle reveals the best pegging positions for first-timers and answers everything there is to know about using a strap-on for anal penetration.
I love putting things up my butt. Penises, dildos, prostate massagers, anal beads, butt plugs—you name it—I love it. But I know I’m special. I’m not like other guys out there. (Well, I should clarify, I’m not like many other straight men out there. Gay/bi/queer bottoms definitely love things in their behind!) Still, I …
Prostate Stimulation Stories
Wait up! We’ve just released the ultimate guide to prostate play and you HAVE to go read that article instead. What are you waiting for?
External Prostate Massage
If you’re curious about how to stimulate the prostate without penetration, carry on reading this guide on how to give an external prostate massage.
Learn how to have multiple prostate and penis orgasms
2025 is almost upon us and men having one-and-done orgasms is oh so 2024. Multiple orgasms are an achievable reality despite what you’ve heard.
GIFs on how to give a prostate massage
One of the best ways to make anal play exciting is by giving a prostate massage.
Prostate play 101: A beginners guide to prostate pleasure
Hold up! It looks like you’ve come across our first-ever article on P-spot stimulation. It’s been almost a decade since we first launched and we’ve just created the best possible guide on prostate play — click on the link or head over to our Anal Play Advice to check it …

A Beginner’s Guide to Anal Sex

Looking to spice up your anal sex positions, or perhaps you’re curious to find out the best position for first time anal? We’ve got your back! Here’s our most updated guide on the best anal sex positions.
The ultimate guide to anal sex for women
Social norms and expectations are a constant subject of change and evolution. Sexual stigma and what we find to be an acceptable and healthy part of our “intimate diet” are things that, luckily, get re-written. This brings us to anal play for women and the notion that enjoying it makes …
How to Properly Prep for Anal
Anal hygiene is one of the most common concerns that people have about anal play. Fortunately, it isn’t difficult to manage. In fact, these 5 simple steps are all you need to know on how to prep for anal.
Prostate play 101: A beginners guide to prostate pleasure
Hold up! It looks like you’ve come across our first-ever article on P-spot stimulation. It’s been almost a decade since we first launched and we’ve just created the best possible guide on prostate play — click on the link or head over to our Anal Play Advice to check it …
Anal pleasure for straight men
One of the great things about anal play is that folks of any gender and orientation can enjoy it, not just gay men. The techniques are the same, but a lot of guys express fear about receiving anal pleasure. That’s unfortunate because it means that they’re missing out on some …
Anal sex should never hurt, providing that you follow these simple tips on pleasurable anal play.
Why does anal sex hurt? Can I use a numbing cream during anal play? We asked certified sex educators to answer all your questions on how to make anal sex less painful. While anal play can be a lot of fun, it’s not always comfortable. Unfortunately, there’s an urban legend …
Learn how to talk to your partner or wife about having anal sex
Once you’ve decided that you want to try anal play, you need to figure out how to tell your wife, husband, or partner. If they’ve already said that they’re into it, that conversation will probably be pretty easy. But sometimes, having the anal talk can work better with a little …
How to choose the best lube for anal play
The right anal lube can make booty play feel amazing. But with so many lubes to choose from, it can be a bit overwhelming. Here’s our complete guide on how to choose the best lube for anal play.
Learn how to properly use a butt plug for the first time
A butt plug (also known as an anal plug) is a great way to add some backdoor pleasure to your bedroom fun. Learn why this anal play product is becoming everyone’s favorite sex toy. What is a butt plug? Unlike dildos, which are designed to slide in and out, butt …
Master 8 anal foreplay techniques on how to give an anal massge
Anal massage – an essential form of anal foreplay – can be a great way to arouse your partner and get them in the mood for anal intercourse. Follow our soft-core illustrations and treat your partner with these 8 sensual anal massaging techniques.