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Bettys Toy Box is a women-owned, family run sex-positive boutique where pleasure meets confidence, offering body-safe toys, real advice, and a playful space to explore what feels good.

Beginner Anal Toys & Training Kits

New to anal play? You’re in the right place. Our Beginner Anal Toys & Training Kits collection is thoughtfully curated to help you explore comfortably, confidently, and at your own pace. Whether you’re looking for small, tapered butt plugs, gradual anal training sets, or complete starter kits with essentials included, you’ll find body-safe options designed with safety and pleasure in mind. Anal exploration should feel empowering, not intimidating, and with the right size, material, and plenty of lubricant, your first experience can be smooth, satisfying, and completely judgment-free. Betty also recommends you check out How to Use a Butt Plug 

Don't forget to pick up some specific Anal Lubricant - CLICK HERE

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  • Bougie Vibrating Aluminum Anal Beads

    Original price $149.00 - Original price $149.00
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    Bring a little luxury to your backdoor play with Bougie Beads, a sleek, vibrating bead set designed for a slow build and a seriously satisf...

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    Original price $149.00 - Original price $149.00
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  • Lovense Bluetooth App Controlled Vibrating Anal Plug

    Original price $153.00 - Original price $153.00
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    Meet Lush Anal, a sleek, wearable favorite designed for comfortable exploration and interactive play. Compact yet powerful, it delivers deep, custo...

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    Original price $153.00 - Original price $153.00
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  • Bang! Silicone Vibrating Anal Beads with Digital Display - Black

    Original price $69.00 - Original price $69.00
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    These fun graduated anal beads are fantastic for booty beginners and experts alike! Graduated in size with a slim tip, they're easy to insert and t...

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    Original price $69.00 - Original price $69.00
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  • Ass-Sation Silicone Anal Wand Training Kit

    Original price $50.00 - Original price $50.00
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    Curious about penetration but want to take things slow and comfortable? The Ass-Sation Anal Wand Training Kit is designed to help you explore at yo...

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    Original price $50.00 - Original price $50.00
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  • Romp Luster Set of 3 Graduated Butt Plugs

    Original price $44.99 - Original price $44.99
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    The Romp Luster butt plug set lets you start out small and work your way up - a perfect introductory set for anybody beginning their anal explorati...

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    Original price $44.99 - Original price $44.99
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  • b-Vibe Silicone Anal Training Dilator Set

    Original price $59.99 - Original price $59.99
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    The b-Vibe Silicone Anal Training Dilator Set is designed for beginners and intermediate users who want to explore anal play gradually and confiden...

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    Original price $59.99 - Original price $59.99
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  • Je Joue Vesta Petite Powerful Remote Control Vibrating Butt Plug

    Original price $109.00 - Original price $109.00
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    Meet Vesta, the silky-smooth vibrating butt plug designed for effortless pleasure and pure, indulgent sensation. Petite, elegant, and surprisingly ...

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    Original price $109.00 - Original price $109.00
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  • Bumpy 3-Piece Beaded Anal Plug Set with Vibrating Bullet

    Original price $49.00 - Original price $49.00
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    Whether you’re just getting curious about backdoor play or already know what you love, this versatile beaded plug set lets you explore at your own ...

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    Original price $49.00 - Original price $49.00
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  • Softies Squishy Beginner Butt Plug

    Original price $18.00 - Original price $18.00
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    Discover comfortable anal play with the Softies 4-Inch Silicone Anal Plug. Its tapered tip and silky-soft, dual-layer silicone make insertion feel ...

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    Original price $18.00 - Original price $18.00
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  • b-Vibe Beaded Butties 3 Piece Anal Plug Set

    Original price $49.99 - Original price $49.99
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    The b-Vibe Beaded Butties Silicone Anal Training Plug Set is designed for beginners and intermediate users who want to explore anal play with a lit...

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    Original price $49.99 - Original price $49.99
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  • b-Vibe Strap-It-On Anal Training Kit with Harness & Silicone Dildos

    Original price $129.99 - Original price $129.99
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    The b-Vibe Strap-It-On Anal Training Kit is a complete introduction to pegging for beginners and couples ready to explore new forms of intimacy tog...

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    Original price $129.99 - Original price $129.99
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  • b-Vibe Butties Anal Training Bundle Remote Control Silicone Plug Set

    Original price $69.99 - Original price $69.99
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    The b-Vibe Butties Anal Training Bundle is designed for beginners and intermediate users who want to explore anal play comfortably and confidently....

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    Original price $69.99 - Original price $69.99
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    Current price $69.99
  • b-Vibe Butties b-Mine Heart Base Silicone Butt Plug

    Original price $24.99 - Original price $24.99
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    Current price $24.99
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    The b-Vibe Butties b-Mine Heart Base Silicone Butt Plug is a welcoming introduction to anal play for beginners and anyone who prefers a smaller plu...

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    Original price $24.99 - Original price $24.99
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    Current price $24.99
  • Hole Punch Vibrating 3 Piece Anal Training Set

    Original price $69.00 - Original price $69.00
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    Want to explore bigger and better anal sensations? Hole Punch features three top-quality silicone plugs with a unique hollow design that transmits ...

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    Original price $69.00 - Original price $69.00
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    Current price $69.00

Frequently Asked Questions About Beginner Anal Toys

I’m nervous about trying anal play. Is that normal?

Completely normal. Trying something new can feel exciting and a little intimidating at the same time. The key is starting small, going slow, and choosing toys specifically designed for beginners. With the right size, plenty of lubricant, and a relaxed approach, your first experience can feel empowering and pleasurable, not overwhelming.

What’s the safest anal toy for a first timer?

Look for a small, tapered butt plug made from body-safe silicone with a flared base. Tapered shapes allow gradual insertion, and a flared base keeps play secure. Beginner-friendly toys are designed to feel smooth, gentle, and easy to control.

Will it hurt the first time?

Anal play should never be painful. Mild pressure is normal, but sharp discomfort means it’s time to pause, add more lubricant, or choose a smaller size. Relaxation, breathing, and patience make a big difference. When done correctly, anal stimulation can feel surprisingly pleasurable.

Should I choose a single beginner plug or a training kit?

If you’re simply curious, a single small plug is a great place to start. If you’d like to build confidence and gradually increase size over time, an anal training kit offers step-by-step progression. Both are beginner-friendly. It just depends on your comfort level and goals.

What lubricant should I use?

Lubricant isn’t optional. It’s essential. Because the body doesn’t self-lubricate anally, a thick, long-lasting water-based lubricant is ideal for beginners. Using more than you think you need makes everything smoother and more comfortable.

For more guidance, read our Complete Beginner’s Guide to Anal Play.

How do I relax enough to enjoy it?

Start with external stimulation, take slow breaths, and never rush. Many people find that warming up gradually and focusing on arousal helps the body relax naturally. Comfort and trust, with yourself or your partner, are just as important as the toy you choose.

Can beginners explore prostate stimulation?

Yes. Many beginners enjoy starting with a small prostate massager designed for comfort and targeted stimulation. These toys are shaped to gently reach the prostate without feeling intimidating.

Learn more in our Definitive Guide to Prostate Play.

How do I clean beginner anal toys?

Wash with warm water and mild soap or a toy cleaner before and after use. Let them dry completely before storing. Body-safe silicone toys are non-porous and easy to keep hygienic.