
Table of Contents
Reading time: 3 minutes | Last Updated: June 10, 2025
Quick Facts
- What It Is: Advanced 69 position performed vertically with one partner inverted
- Also Known As: Vertical 69, upright 69, inverted oral position, standing oral sex, acrobatic 69, athletic oral position
- Difficulty: Advanced (requires serious strength, balance, and trust between partners)
- Best For: Couples seeking an athletic challenge that delivers unique sensations and serious bragging rights
- Why It’s Amazing: Gravity adds intensity while nailing something this challenging feels pretty damn satisfying
- Common Challenge: Maintaining balance and safety while keeping your mouth focused on pleasure instead of survival
- Perfect Pairing: Sex swing for supported practice, silicone-based lube for extended sessions, exercise mats for grip
Coming Soon: Your Complete Standing 69 Survival Guide
Look, we’re not gonna sugarcoat this one. The Standing 69 is basically the Everest of oral sex positions – thrilling, challenging, and absolutely not for the faint of heart. While our standing positions collection covers various vertical adventures, this particular challenge bridges the gap between our oral and standing positions categories perfectly.
We’re currently crafting the ultimate tutorial that’ll take you from “holy shit, is that even possible?” to “damn, we actually pulled that off.” This isn’t your typical quick tutorial; we’re talking comprehensive coverage that includes everything from building the ridiculous strength you’ll need to gracefully dismounting without anyone ending up in the emergency room.
What This Complete Guide Will Cover:
Before You Even Think About It: Essential Prerequisites
- Physical fitness benchmarks that matter (not just “be strong”)
- Health conditions that make this a hard no (pregnancy, back issues, neck problems)
- Prerequisite positions you need to nail first (spoiler: it’s more than just regular 69)
Your 4-Week Training Timeline: From Zero to Vertical Hero
- Week-by-week muscle building that targets what you need
- Position progression ladder starting with wall-supported practice
- Self-assessment checkpoints to know when you’re ready
Communication That Keeps You Safe (And Alive)
- Pre-session planning conversations that prevent disasters
- Non-verbal signals that work when your mouth is busy elsewhere
- Emergency stop protocols and graceful exit strategies
Equipment and Setup: Your Safety Net
- Specific gear recommendations beyond “throw down a mat”
- Room setup and space requirements (you need more than you think)
- Safety equipment that could save your relationship (and your back)
The Art of Defying Gravity Without Defying Common Sense
- Multiple entry methods for different body types and experience levels
- Step-by-step positioning with safety checkpoints at each stage
- How to practice without going full vertical yet
When Bodies Don’t Cooperate: Real Solutions
- Height difference hacks that work in practice
- Weight distribution strategies for mismatched partners
- Flexibility limitations and creative workarounds
Mastering the Upside-Down Oral Game
- Techniques that work when gravity’s working against you
- Breathing and stamina management for extended sessions
- The mental game of staying focused on pleasure instead of survival
Realistic Expectations: What Success Looks Like
- How long typical sessions last (hint: shorter than you think)
- Common first-attempt experiences and why that’s normal
- When to call it a win and when to keep practicing
Your Most Asked Questions About This Vertical Challenge
Is this position safe, or are we just asking for trouble? With proper prep and communication, absolutely doable – though “safe” is relative when you’re literally hanging upside down getting head.
How strong do you really need to be for this? Think “can deadlift your partner without breaking a sweat” strong. If you struggle opening pickle jars, maybe start with some fitness work first.
What if there’s a major height difference between us? Height gaps just mean getting creative with positioning and possibly investing in some strategic furniture – we’ve got workarounds that don’t require platform shoes.
Does this feel better than regular 69, or is it just showing off? When executed properly, the blood rush combined with the physical challenge creates sensations that horizontal versions simply can’t match.
Should beginners attempt this as their first oral position? Hell no. Perfect your classic 69 position first – master the art of simultaneous pleasure when gravity’s working with you, not against you. Once you’ve got that down to a science, then maybe consider whether you’re both secretly part mountain goat.
Your Complete Guide is Dropping Soon
We’re putting the final touches on a guide that balances real safety with real pleasure – because the best adventures happen when you’re prepared for them.