Playboy Pleasure Tail Trainer Butt Plug Set by Evolved

$109.99
$109.99

Three-piece anal training set with progressive silicone plugs. Tapered tips and flared bases for safe advancement from 3.2" to 3.92" length.

Key Features:

Three progressive sizes enable comfortable anal training advancement

Body-safe silicone construction warms naturally to body temperature

Tapered tips and bulbs create perfect stretching sensations

Extra-wide bases prevent travel during extended wear sessions

Complete system eliminates guesswork in size progression training

SKU: ANL-1517-NOATTRIBUTES-SHOP-NONE-68891
Availability: In stock
Product type: Butt Plugs
Please hurry! Only 6 left in stock

The Playboy Pleasure Tail Trainer Butt Plug Set from Evolved is a three-piece anal training system featuring progressively sized silicone plugs. Each plug ranges from 3.2 to 3.92 inches in length with tapered tips and flared bases for safe, comfortable exploration. The set delivers gradual progression from gentle introduction to more substantial fullness.

Playboy Pleasure Tail Trainer Butt Plug Set Specifications

  • Brand: Evolved
  • Material: Premium body-safe silicone
  • Size: Three plugs - 3.2", 3.5", and 3.92" lengths
  • Key Feature: Progressive training system with gradual size increases
  • Ideal For: Anal training and size progression

Why Choose the Playboy Pleasure Tail Trainer Butt Plug Set

  1. Perfect Progression: Three sizes let you advance comfortably at your own pace without intimidating jumps
  2. Premium Comfort: Silky silicone warms to body temperature and flexes with your natural contours
  3. Complete Safety: Extra-wide bases prevent any unwanted travel during even the most intense sessions

How the Playboy Pleasure Tail Trainer Butt Plug Set Works

Start with the 3.2-inch plug for gentle introduction, then progress to the 3.5-inch medium as your body adapts. The final 3.92-inch plug delivers substantial fullness for those ready for intense sensations. Each tapered tip slides in smoothly before the bulb creates that satisfying stretch and fullness. For those interested in other intimate accessories, our silicone penis plugs offer different types of progressive training experiences.

Unlike single plugs that might feel too small or overwhelming, this system matches exactly where you are in your journey. The consistent design means techniques you learn with one size transfer perfectly to the next.

Playboy Pleasure Tail Trainer Butt Plug Set Features

  • Three Progressive Sizes: Gradual width increases from 1.32" to 1.5" maximum for natural advancement
  • Anatomical Design: Tapered tips and satisfying bulbs shaped for your body's natural response
  • Body-Safe Silicone: Phthalate-free material that's soft yet firm enough to maintain perfect shape
  • Fully Waterproof: Enables adventurous shower or bath play while simplifying cleanup

Anal Training Options Comparison

Style/Type Best For What Makes It Different
Progressive Set First-timers and advancing guys Three sizes eliminate guesswork and build confidence
Single Large Plug Experienced men wanting fullness Immediate intense sensation without buildup
Vibrating Plug Sensation seekers Adds pulsing stimulation to the stretching feeling

Who the Playboy Pleasure Tail Trainer Butt Plug Set Is For

First-time explorers: Guys curious about anal play who want to start safely without overwhelming sensations. The small plug introduces new feelings gently while building confidence. If you're exploring different types of training, check out our complete butt plugs collection for more options.

Advancing practitioners: Men who've tried basic plugs but want systematic progression to larger sizes without guessing what comes next.

Why the Playboy Pleasure Tail Trainer Butt Plug Set Delivers

This isn't just three random plugs thrown together. The sizing progression is scientifically calculated to respect how your body adapts. You'll feel the difference that proper engineering makes - each step up feels like a natural milestone rather than a scary leap. The silicone quality alone puts cheap alternatives to shame, and the 5-year warranty proves Evolved stands behind their craftsmanship. For serious training enthusiasts, our tapered penis plugs complement anal training perfectly.

From the Community

Real experience:

I started with the smallest plug and was amazed how comfortable it felt within minutes. The tapered tip made insertion effortless, and the bulb created exactly the right amount of fullness without any discomfort. After a week, progressing to the medium size felt natural and exciting rather than intimidating.

The psychological boost of advancing through the sizes built incredible confidence in my body's capabilities. Each progression felt like unlocking a new level of sensation - the largest plug delivers an intensity that's incredibly satisfying once you're ready for it. The warmth and flexibility of the silicone makes extended wear genuinely comfortable.

Explore More

The Playboy Pleasure Tail Trainer Butt Plug Set is part of our wider range of anal training products. Discover more options in the beaded cock plugs to find exactly what you are looking for.

Get the Playboy Pleasure Tail Trainer Butt Plug Set

Start your progressive training journey today with this premium three-piece system. Available now at MaleChastity.com.au with discrete shipping Australia-wide. Your body deserves quality engineering and thoughtful progression.

Malechastity.com.au ships with Australia Post. We ship from Sydney.

All in-stock orders placed before 12pm AEST (Sydney Time) on business days are generally processed on the same day. Packages are usually received 1-6 business days after shipping, but may subject to any postage carrier related delays beyond our control.

Free standard shipping on orders shipped within Australia above $200. For orders below $200 standard shipping within Australia is $12.95 and will be added at checkout.

Orders addressed to P.O box, G.P.O box or Parcel Collect will be handled by Australia Post. Extra time should be allocated for these orders.

Shipping Transit Times (Including Free Shipping)

Shipping time refers to the estimated time that it will take to deliver your order after it’s ready to ship (Please note this does not include time to process your order). Shipping time does not commence after your order is put through but begins the moment your order has been processed and is ready to dispatch via the our freight carrier..

1. Major City & Metro Areas (within Australia)

All in stock orders are generally processed on the same day the order was placed on business days for orders received before 12pm. Generally, orders are processed and shipped the same day or next business day.

Orders are typically received 1-6 business days after shipping. For larger packages please allow an extra 1-2 business days for delivery.

If no one is available at your delivery address to accept your order a second delivery may be scheduled or you will be notified that your order can be collected from the nearest depot location.

2. Rural Areas (within Australia)

All orders are generally processed on the same day the order was placed on business days before 12pm.

Generally, orders are processed and shipped the same day or next Business day.

Packages below 2kg are usually received 3-6 business days after shipping. For larger packages please allow an extra 1-2 business days for delivery.

If no one is available at your delivery address to accept your order a second delivery may be scheduled or you will be notified that your order can be collected from the local Australia Post depot.

International Shipping

The price for international shipping is AU$12.95 for orders equal to or below 0.399kg (399grams), and AU$22.95 for orders with a total weight equal to or above 0.4kg (400 grams).

All in-stock orders placed before 12pm AEST (Sydney Time) on business days are generally processed on the same day. Packages are usually received 6-30 business days after shipping. 

If no one is available at your delivery address to accept your order a second delivery may be scheduled or you will be notified that your order can be collected from your nearest delivery depot.

Please note in regards to all orders

– These expected delivery dates/times are based on carrier shipping practices, your destination, and the items in your order.
– Expected delivery dates are estimates. Orders can be delayed due to fraud verification or the time of the order being placed. Items that are not regularly stocked cannot be held to the expected delivery dates.
– Orders may be delivered in separate shipments.
– The order cut off times are based on normal Business Hours and exclude weekends and Holidays: Monday – Friday 12 pm
– When your order ships you will receive an email from us with a link to track your order.  If you receive your tracking number before 6 pm (AEST) it may not be updated on the Carrier’s website until that evening.

Due to large amounts of online credit card fraud, all orders are subject to approval by our payment verification department. We will notify you by phone or email should your order be delayed.

We have a 14 day return policy, which means you have 14 days after receiving your item to request a refund for any defective products.

Returns and exchanges are only available for faulty items, goods not as described, or in some instances, for incorrect sizing.

Due to health and safety regulations, Maleshastity.com.au cannot resell any returned or exchanged products.

This policy is in place to prioritise your well-being and ensure that you receive the highest standard of hygiene and quality in all products.

To be eligible for a refund, your item must be in the same condition that you received it, unworn or unused, with tags, and in its original packaging.

You’ll also need the receipt or proof of purchase. We do not issue refunds for change of mind or incorrect choice.

Under Australian Consumer Law, we are not obliged to accept returns for “incorrect choice” or “change of mind” so please choose your products carefully. 

Any freight and insurance costs to return the item to us are at your expense. This includes the liability for any lost freight – send via registered post.
If your return request is accepted, we will provide you with all instructions on how and where to send your package. Items sent back to us without first requesting a return will not be accepted.

Damages and issues

Please inspect your order upon reception and contact us immediately if the item is defective, damaged or if you receive the wrong item, so that we can evaluate the issue and make it right.

Exceptions / non-returnable items

We do not accept returns for any products that have change of mind, damaged products, or for products that have been used or do not have their original packaging.

Please get in touch if you have questions or concerns about your specific item.

Unfortunately, we cannot accept returns on sale items or gift cards.

Refunds

We will notify you once we’ve received and inspected your return, and let you know if the refund was approved or not. If approved, you’ll be automatically refunded on your original payment method within 7 business days.

Please remember it can take some time for your bank or credit card company to process and post the refund too.

Frequently Asked Questions

What is the Playboy Pleasure Tail Trainer Butt Plug Set and what type of anal training system is it?
A three-piece progressive anal training system, the Playboy Pleasure Tail Trainer Butt Plug Set features silicone plugs ranging from 3.2 to 3.92 inches. Each plug includes tapered tips and flared bases for comfortable, gradual size advancement during exploration sessions.
Which sensations does the Playboy Pleasure Tail Trainer Butt Plug Set deliver during progressive training?
Gradual stretching and satisfying fullness develop as you advance through each size. The Playboy Pleasure Tail Trainer Butt Plug Set warms to body temperature while tapered tips create smooth entry before bulbs deliver that perfect stretch sensation.
Are the flared bases on the Playboy Pleasure Tail Trainer Butt Plug Set designed for extended safe wear?
Extra-wide bases prevent unwanted travel during even intense sessions, making the Playboy Pleasure Tail Trainer Butt Plug Set completely safe for extended wear. The anatomical design ensures each plug stays securely positioned while you explore comfortably.
Should couples exploring power exchange consider the Playboy Pleasure Tail Trainer Butt Plug Set for anal training adventures?
Guys curious about anal sensations, men wanting systematic size progression, couples introducing backdoor play, and anyone seeking confidence-building training will benefit from the Playboy Pleasure Tail Trainer Butt Plug Set's thoughtful three-size system.
Which Australian store stocks the Playboy Pleasure Tail Trainer Butt Plug Set with discrete nationwide delivery?
MaleChastity.com.au carries the Playboy Pleasure Tail Trainer Butt Plug Set with discrete shipping across Australia. Orders arrive in plain packaging, ensuring complete privacy while you receive this premium three-piece progressive training system.

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