Your Guide to Planning for Anal Sex

You’ve set the date. The kids will be at granny’s house, and if you don’t have kids, the dog or any other potential disruption will be safely confined for the evening. Planning for anal sex wasn’t something our parents likely engaged in. It either “slipped in” and just happened, or wasn’t spoke of for fear of social banishment. 

Yet, it’s 2020, and while setting a date for anal sex (especially if it’s accidentally mixed into your work calendar) might sound odd, if it’s your first time, we recommend you put some thought into this. Sticking something up your ass willy-nilly, or jamming something into someone else’s shouldn’t be taken lightly.

There are a host of misconceptions surrounding anal sex. But the bottom line is if engaged in correctly, and with the right set of complementary tools, it can be a very pleasurable experience for both parties. The clitoris is like a wishbone and runs concurrently along the vaginal lips. It reaches the perineum, adjacent to the anus, so when the sphincter expands (via anal sex) the tips of the clitoris are stimulated. The first time will not be your best time. Like traditional sex, the first time either resulted in some awkward finishes or delayed starts. But once you paved a course, the following sessions will result in fireworks.         

 
 

Prep Work 

Jumping into anal sex doesn’t require an elaborate spreadsheet, but it does require some initial prep work. First up is lubrication. Vaginal tissue is thicker and self-lubricating, while anal tissue is considerably thinner and cannot self-lubricate. As such, having lube on hand is imperative. If you’re into personal lubricants that are 100% vegan, PETA certified, and cruelty-free, Wicked Jelle is an excellent choice. Another winner is JO Anal H20, which comes in extra thick viscosity. Turns out thick viscosity is good for your car and assholes, who knew? 

Second, make sure you lay a towel down on your bed or wherever you choose to engage in this act. Accidents can happen, so going to the bathroom beforehand is highly recommended. You can also engage in an anal douche or an enema if need be. Anything to clean out the bowels is a good idea. With that said, if both parties are accepting that this is not a risk-free affair, the relationship should survive. 

 
 

Pre-Penetration

Prior to penetrating on the first go-around, get the party started with some butt play. Butt plugs like the Bling Red Heart Shaped Training Kit or the Gems Black Silicone Anal Plug Kit will loosen things up. If you’re so inclined (or your partner if this is your butt we’re referring to), some tonguing around is always welcome, and even a finger to prep the canal. Take care to go slow, and even mutual masturbation at this point is on the table. 

Anal sex does not need to some taboo subject. The Greeks and Romans likely engaged, so if it was good enough for those folks, you and are your partner are in decent company. Have fun, avoid any overly strenuous or painful situations, and you’re off to the anal races.      

 
Derrick Parsons
Derrick is a sexual wellness blogger who doesn't always take his own advice. But he's great at giving sound tips and tricks to others and is looking at 2021 to finally integrate some of these into his own sex life. Only time will tell!
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