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
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.
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.
| 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 |
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.
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.
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.
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.
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..
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.
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.
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.