How to Size Up from a Small to a Medium Fantasy Dildo: A Safe Progression Guide
By Lair of Lust Custom Fantasy Adult Toys – Lair Of Lust | Published: 2026-09-07
Category: How-to Guides
Learn how to safely move from a small to a medium fantasy dildo with practical steps, firmness tips, and toy recommendations to make the transition comfortable and fun.
Quick Answer
To size up from a small to a medium fantasy dildo safely, measure your current toy's circumference and choose a new one that's about 1 to 1.5 inches larger. Use plenty of lubricant, warm up with smaller toys or fingers, and pick a softer firmness like 00-30 to ease the transition.
Moving from a small to a medium fantasy dildo is an exciting step, but it's easy to get it wrong by skipping the prep. Whether you're drawn to knots, tentacles, or textured shafts, the key is to respect your body's pace and choose a toy that challenges you without overwhelming you.
This guide walks you through how to measure, what to look for in a new toy, and how to practice safely. You'll also discover a couple of Lair of Lust's medium-friendly options that can help you progress with confidence.
Measure Your Current Toy and Know Your Limits
Before you buy anything, measure the circumference of your current small toy at its widest point. This is the number you'll compare against potential new toys. Many fantasy dildo listings list diameter or circumference, so have a flexible tape measure handy to check your existing toy's girth.
Your target is roughly 1 to 1.5 inches more in circumference than what you're used to. Jumping more than that increases the risk of discomfort or injury. Also, pay attention to the shape: a knot or a bulbous head might feel larger than the shaft, so factor that into your choice.
Checkpoint: If you can't insert your current toy comfortably after a warm-up, you're not ready to size up. Wait until your body accepts it easily with minimal resistance.
- Use a soft measuring tape to get the circumference at the widest point of your current toy.
- Compare that number with the new toy's specs; avoid exceeding a 1.5-inch circumference increase.
Choose the Right Size and Shape for Your Goal
When picking a medium fantasy dildo, think about what feature you want to explore next. If you're curious about knots, a toy like the Dggo - Knot Dildo - Small Size offers a slim shaft with a knot that adds a manageable stretch. For those who prefer a more gradual girth, the Beginner Sized Orc - Skin Tone and Pink Head - OO-30 Firmness has a tapered head that helps you ease in.

But remember: the size label 'small' or 'medium' varies by brand. Always check the actual dimensions rather than relying on the name. Some 'small' toys can be larger than another brand's 'medium'.
Tradeoff: A toy with a prominent knot may be too intense for some people, even if the shaft is slim. If you're unsure, choose a toy with a more uniform girth first and save the knot for later.
- If you want to practice for a knot, pick a toy with a slim shaft and a moderate knot, like the Dggo.
- If you prefer a gentler stretch, go for a tapered toy like the Beginner Sized Orc.
Mind the Firmness: Softer Is Usually Safer for Sizing Up
Firmness affects how a toy feels during use, especially when you're sizing up. Softer silicone compresses more, which can make a larger toy feel more forgiving. Lair of Lust offers 00-30 and 00-50 firmness options; 00-30 is softer and more flexible, while 00-50 is denser and less squishy.
For your first medium toy, a softer firmness can make the size increase less intimidating. The Beginner Sized Orc - Skin Tone and Pink Head - OO-30 Frirmness is a good example: the 00-30 silicone lets the toy bend slightly, reducing pressure on the entrance.
Checkpoint: If you choose a firmer toy, plan to spend extra time on warm-up and use more lubricant. Firmer materials transmit texture more intensely, which can be a pleasant surprise or a shock, depending on your preference.
- Opt for 00-30 firmness when trying a larger size for the first time.
- Test a firmer 00-50 toy only after you've comfortably handled a softer medium.
Warm Up Thoroughly Before Insertion
Warming up is non-negotiable. Start with your current small toy or your fingers, and gradually add one or two fingers if you can. Spend at least 10–15 minutes on foreplay and stretching before you even pick up the new medium toy.
Use a generous amount of water-based lubricant on both the toy and your body. Reapply as needed—there's no such thing as too much lube when you're sizing up.
Once you're relaxed, insert the new toy slowly, letting it rest for a moment at the entrance. Breathe deeply and don't force it. If you feel sharp pain or burning, stop and back off.
- Use a lube with a consistency you like; thicker lubes often last longer.
- Try different positions—some angles make insertion easier and more comfortable.
Listen to Your Body and Progress at Your Own Pace
There's no timeline for sizing up. Some people take weeks or months to feel comfortable with a medium toy. That's normal. Short, frequent sessions are better than long, forced ones.
A good rule is: if you need to 'power through' the discomfort, you're moving too fast. The goal is to enjoy the new sensation, not endure it.
Remember that progress isn't linear. You might have days when the medium toy feels impossible—that's okay. Go back to your small toy and try again another day.
Checkpoint: If you consistently struggle after several attempts, reassess whether the toy's size, shape, or firmness is right for you. Maybe a different medium toy with a smoother profile would suit you better.
- Keep a journal of your sessions to notice patterns and progress.
- Celebrate small milestones, like inserting the toy halfway without discomfort.
5-Step Safe Progression Checklist
- Measure your current toy's max girth: Use a flexible tape measure around the widest part of your small toy. Record the number in either inches or centimeters. This becomes your baseline reference for choosing the next size.
- Pick a new toy with 1–1.5 inches more circumference: Check the product dimensions and compare them to your baseline. Avoid toys with much larger knots or heads than the shaft. Staying within this range reduces injury risk.
- Choose a softer firmness (00-30 if possible): A softer toy compresses more and feels less intense, easing the transition. Consider toys like the Beginner Sized Orc in 00-30. Softer isn't 'lesser'—it's strategic for stretching.
- Warm up and use plenty of lube: Spend 10–15 minutes warming up with a smaller toy or fingers. Apply water-based lube generously, both on the toy and yourself. Lubrication and warm-up are just as important as the toy itself.
- Take it slow and stop if it hurts: Insert gently, breathe, and let your muscles adjust. If you feel sharp pain, remove the toy and try again another day. There's no pressure—listen to your body's signals.
Toys That Can Help with Sizing Up
- Dggo - Knot Dildo - Small Size: The slim profile of this fantasy dildo is a great contrast to the girth of the knot. The Dggo lets you work on taking a knot without dealing with a thick shaft, making it a smart stepping stone between small and medium toys.
- Beginner Sized Orc - Skin Tone and Pink Head - OO-30 Frirmness: With his larger girth and the tapered head, he is sure to batter down your castle walls. All of our toys are made from 100% Platinum Silicone. The tapered head eases insertion, and the 00-30 firmness provides a softer feel, making this medium-oriented toy a comfortable choice for your first size-up step.
Sizing up from a small to a medium fantasy dildo is a rewarding journey when you plan it well. Measure accurately, choose a toy with a modest increase in girth, prefer softer firmness, and always prioritize warm-up and lubrication. With patience and the right toy from Lair of Lust, you'll soon enjoy the fuller feel of a medium toy—at your own pace.



