Playboy Pleasure Tail Trainer Butt Plug Set by Evolved

$109.99
$109.99

Playboy Pleasure Tail Trainer Butt Plug Set provides a progressive three-size silicone collection that accommodates beginners through advanced users, with each tapered plug building confidence and comfort for anal exploration adventures with increasing sensations and secure flared bases throughout your training journey.

Key Features:

Three graduated butt plugs in small medium and large sizes provide progressive anal training for beginners through experienced users seeking comfortable expansion and skill development.

Body safe silicone construction ensures safe anal penetration with smooth tapered design for comfortable insertion during solo masturbation or partnered anal play sessions.

Waterproof design allows submersible use in bath or shower while facilitating easy cleaning after anal stimulation and penetration activities with any partner.

Flared bases prevent unsafe insertion while phthalate free materials ensure body safety during extended anal training sessions and repeated penetration for pleasure exploration.

Progressive sizing from 8.1cm to 10cm enables gradual anus stretching and preparation for larger penetration while building confidence in anal stimulation and orgasmic potential.

SKU: ANL-1517-NOATTRIBUTES-SHOP-NONE-68891
Availability: In stock
Product type: Butt Plugs
Please hurry! Only 2 left in stock

A three-piece butt plug set that guides you through anal training with graduated sizes, from gentle introduction to deeper exploration. Ideal for nervous beginners and couples wanting to build confidence and capacity at your own pace.

Why choose the Playboy Pleasure Tail Trainer Butt Plug Set
  • Graduated sizing: Small, medium, and large plugs for progressive training
  • Tapered design: Eases insertion and reduces anxiety with each use
  • Flared bases: Secure anchor points prevent slipping during wear
  • Smooth silicone: Flexible, comfortable, and body-safe material
  • Waterproof construction: Safe for shower and bath exploration
  • Phthalate and latex-free: No harmful chemicals in contact with your body
  • Confidence building: Structured pathway suits both beginners and experienced users
📦 Discreet plain-wrapped delivery  •  💳 Private billing  •  ↩️ Easy size-swap returns

What it does

Each plug in this set features a sleek tapered design that makes insertion straightforward while the widening shaft delivers graduated stretching sensations. Start with the smallest plug for gentle pressure that awakens nerve pathways, then progress to the medium size for fuller stretching. When you're ready, the large plug creates intense awareness of every muscle contraction and release as your body adapts to deeper filling.

Smooth silicone glides effortlessly with Anal Lubricant, creating seamless transitions between sessions. Flared bases anchor each plug securely so you can move freely without worry. if you're training for bigger sex toys or simply enjoying the sensation of anal fullness, this set lets you progress at your own speed.

Specifications

  • Small plug length: 8.1 cm
  • Medium plug length: 8.9 cm
  • Large plug length: 10 cm
  • Material: Flexible silicone with smooth finish
  • Base design: Flared for secure positioning
  • Waterproof: Safe for shower and bath use
  • Body-safe: Phthalate and latex-free

Size and first use

Start with the smallest plug, which measures 8.1 cm and delivers gentle introduction to anal play. Cockringshop specialise in products for men and couples, and we recommend taking your time with each size before progressing. Apply quality water-based lubricant generously to the tapered tip and your external area, then allow your muscles to relax and accept the plug slowly. Spend multiple sessions with one size until you're comfortable, rather than rushing to the next. Patience and consistent practice let your body adapt naturally to each new dimension while building genuine confidence for future anal adventures.

How to use it

Begin with thorough external massage using water-based lubricant before attempting insertion. Press the tapered tip gently against your opening and let your muscles relax into the sensation. Once the widest part slides past your sphincter, the flared base sits securely and prevents unwanted movement. Take breaks between sessions to prevent fatigue and maintain comfort throughout your training progression.

Wear the plug for as long as feels good, whether during solo play or partnered activity. When you're finished, remove it slowly and rinse thoroughly with warm water and a mild cleanser. Store in a cool, dry place until your next session. Consistent practice over multiple sessions is the key to building capacity and confidence.

Feature breakdown

Feature Specification Benefit Experience
Tapered Design Gradual width increase Easier insertion Reduced anxiety and natural relaxation
Three Sizes 8.1–10 cm progression Skill development Confidence building at your own pace
Silicone Material Flexible construction Comfortable wear Safe, body-friendly exploration
Flared Base Wide anchor point Secure positioning Worry-free movement and wear

Who it suits

Nervous beginners who want structured guidance will appreciate the graduated sizing progression and the confidence-building approach. Couples exploring anal play together can work through the sizes at a shared pace, discovering comfort and capacity side by side. Anyone who's struggled with single-size plugs that proved either too small or too large will benefit from having three options tailored to different stages of training.

Skip this set if you're after immediate intense sensations or already comfortable with large plugs. Avoid it if you prefer instant gratification over methodical skill building. Experienced users seeking advanced capacity might find the largest size insufficient for their needs. This is a training system, not a one-size-fits-all solution.

Tested and quality-checked

Every new line we stock is inspected by hand before it goes live — we check the build, the finish, and the materials, and we confirm it is safe and fit for how it will be used. Nothing is used for its intended purpose; it is examined, checked, and re-boxed. What that means for you is simple: you receive a piece we have already vetted, not a guess off a supplier's pallet. See how we test every product →

How it compares

Training sets like this one use graduated sizing to build capacity and confidence over time. Slide Easy Prostate Plugs focus on direct prostate stimulation with a single, often larger size designed for targeted pleasure rather than progressive training. Choose a training set if you're new to anal play or want to work through sizes methodically. Pick a prostate plug if you already have experience and want direct internal stimulation from the start.

Please read — safety first. Put the ring on before you are fully erect and use plenty of water-based lubricant so it slides on without pinching. Keep wear time short — no more than 20 minutes while you are getting used to it, and never fall asleep wearing one. Take it off straight away if you feel numbness, coldness, a change in colour, or any pain, as these mean blood flow has been cut off too far. Never share between partners without cleaning the item first or using a fresh condom. This information is general in nature only and is not medical or professional advice, and does not take your personal circumstances into account. Stop use and speak with a qualified medical professional if you have a relevant health condition, take medication for erectile function or blood pressure, or notice pain, numbness, or discolouration that does not settle.

What you can use it with

Pair this training set with Cock Ring Sets to enhance pleasure during anal play. A cock ring maintains erection and intensifies sensation while you wear a plug, adding depth to partnered or solo sessions. The combination lets you focus on anal sensations while the ring amplifies overall arousal and control.

More from Evolved

Evolved designs progressive training systems and adult toys that prioritise comfort, confidence, and body-safe materials. Browse the full range to find other graduated sets, single plugs, and sex toys that complement your anal training journey.

Read more before you buy

How To Choose A Butt Plug offers practical guidance on sizing, materials, and getting started safely. Spend a few minutes reading before you order to make sure you pick the right fit for your body and goals.

Why buy the Playboy Pleasure Tail Trainer Butt Plug Set by Evolved

Looking for the right fit and the right material? Order the Playboy Pleasure Tail Trainer Butt Plug Set by Evolved from The Cock Ring Store. This is a genuine product, function-tested and quality-checked before dispatch. We ship discreetly and securely to anywhere in Australia, and Cockringshop handles every order with care. Australia's cock ring specialists, helping you buy with confidence. The Cock Ring Store ships discreetly Australia-wide.

Shipping Information & Policy


Cockringshop.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.

Returns Policy


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, cockringshop.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

Frequently Asked Questions

How does the Playboy Pleasure Tail Trainer Butt Plug Set help with progressive anal training?
Three graduated sizes from 8.1cm to 10cm allow users to slowly stretch the anus and build comfort with anal penetration over time.
What makes the Playboy Pleasure Tail Trainer Butt Plug Set safe for anal penetration?
Body safe silicone construction with flared bases prevents unsafe insertion while phthalate free materials ensure complete safety during extended anal stimulation sessions.
Why is the Playboy Pleasure Tail Trainer Butt Plug Set effective for both solo and partnered use?
Multiple sizes accommodate different experience levels while the smooth tapered design facilitates comfortable insertion during masturbation or foreplay with partners seeking anal exploration.
When should the Playboy Pleasure Tail Trainer Butt Plug Set be used during sexual activities?
Users can incorporate these during foreplay preparation for anal sex or wear them during vaginal penetration to enhance fullness and stimulation intensity.
Does the Playboy Pleasure Tail Trainer Butt Plug Set work effectively for anal orgasm stimulation?
Graduated sizing and smooth silicone provide targeted pressure against anal nerve endings and prostate stimulation that can contribute to intense orgasmic experiences.

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