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Anal Play Advice

Follow sex educator Dirty Lola on a journey of everything you need to know bout massaging the booty hole!
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.
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.
Sex educator Zachary Zane explains how to use a butt plug and cock ring combo toy
In my humble opinion, cock rings are one of the most underutilized sex toys for penis owners, which is ridiculous, given how simple they are to use. You just slide one over the base of your penis (and, depending on the ring, around your testicles too). That’s it—you’re in business!  …
You may be wondering, can a butt plug really be a couple’s toy and the answer is YES! Besides being a great way to experiment with double penetration during penetrative sex, butt plugs can be utilized in all kinds of play scenarios. They’re great for first time anal masturbation, but …
Sex educator Zachary Zane shares his best anal tips for experienced bottoms
There are a growing number of articles out there for folks new to anal play. These pieces provide necessary introductory information like communicating with your partner, don’t clench, and stop if anything feels painful.
3 Porn stars share their best tips on getting fisted
I have never been fisted. Have I fisted other men’s anuses? Oh, absolutely. The first time I did It, I was shocked by two things. First, where the heck did my arm just go? I was perplexed by the human anatomy. Second, I was surprised by just how much pleasure …
Sex educator Dirty Lola shares a 101 guide on how to use rimming plugs
Rimming, also known as analingus, tossing salad, and eating groceries, is the act of orally pleasuring the anus by licking, sucking, kissing, etcetera. Basically, any pleasurable act that involves anal to oral contact.
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 …
Sex educator Zachary Zane and Dr. Evan Goldstein share their top tips on how to prevent anal fissures
What causes anal fissures, and how can they be prevented? How long should you wait before engaging in anal sex after experiencing a fissure? We asked Dr. Evan Goldstein, the most renowned anal surgeon, to answer your frequently asked questions!
Cannabis expert Ashely Manta reveals everything about using cannabis during anal play
Happy 4/20 and welcome to the glorious world of cannabis-assisted anal exploration. We’re glad you’re here. Whether you’re brand new or a seasoned traveler, this post is for you!
Sex expert Zachary Zane shares 6 lesson on how bottoming made him a better top
I used to be a bisexual man who exclusively topped. If anyone got near my butthole with either their hands, fingers, or a dildo, I’d shoot them a death glare and say, “Don’t you dare.” Today, I am still very much bisexual, but now I love to both top and …

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.