Sex With Dr. Jess

Anal Play: Positions, Prep & Pleasure!


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TL;DR: Why Anal Play Deserves More Attention
Anal sex isn’t about “taking it like a champ”, it’s about care, communication, and understanding your (very sophisticated) butt anatomy.
Proper prep = more pleasure. Think hydration, fibre, relaxation, and microbiome-safe products like Future Method.
Use motion (not just insertion) and try a gentle toy like the We-Vibe Ditto to help train your internal sphincter muscles.
Position matters. Start with the receiver on top for more control, communication, and connection.
Toys like the We-Vibe Vector target the prostate for pleasure and health — ejaculation reduces inflammation and stagnant fluid.
Want more? Explore these hands-on guides next:
9 Anal Pleasure Techniques for Your Fingers, Tongue & Toys
All About Anal: Tips & Tools for Better Backdoor Play
Why Anal Play Deserves More Attention
Anal sex isn’t just about taking it like a champ or dishing it out like a porn star. As Dr. Goldstein reminds us, it’s about care, curiosity and communication. Your anus is not just a portal to pleasure — it’s a muscular, complex structure that deserves respect. And yes, that means prepping for it with the same care you give to your glutes on leg day.
Prep Is Pleasure: Before You Play
Preparation isn’t about shame or sanitization. It’s about understanding your body. Dr. Goldstein reminds us that over-douching or using harsh enemas can damage your internal lining. His Future Method line is formulated to be pH-balanced and microbiome-safe.
If you’re prepping for anal sex, think beyond the act itself: fibre intake, hydration, and relaxation techniques matter. Not everyone needs to douche. And if you’re unsure, try solo play in the shower to see how clean you really are.
To get started, consider using an anal training kit, working slowly over six weeks, a few times a week. This is about progressive training — like weightlifting, but with lube and a more intimate reward.
Know Your Butt: The 3 Sphincters & Anal Anatomy
You’ve got three major muscle groups around the anus. Two are voluntary (you can clench those on demand), but the third — the internal sphincter — takes time and training to relax. That’s why some toys and techniques might not feel right at first.
Dr. Goldstein suggests using motion, not just insertion. Don’t leave toys in place passively. Instead, use a gentle in-and-out motion to mimic the activity and help the muscles adapt.
To help get to know these muscles, try a beginner-friendly toy like the We-Vibe Ditto - a smooth, small plug with vibration that encourages relaxation. 
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We-Vibe Ditto
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Beginner-Friendly: Slim, soft and easy to insert with 10 vibration modes.
Remote + App Control: Great for partner or solo play.
Dr. Jess says: A comfy, confidence-boosting intro to anal pleasure.
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Positions: Control, Communication & Pleasure
Especially for first-timers, being in control helps. Dr.
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Sex With Dr. JessBy Dr. Jess O'Reilly

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