7 Softest All Day Butt Plugs for Comfortable Wear (Fall 2022)

The Honey Playbox Simon butt plugs are our Editor’s Choice and you’ll quickly see why. Instead of just one butt plug, you actually get three, all of different sizes. This is a great set if you are looking to train yourself.

With three length measurements, including 3 inches, 3.5 inches, and 4.5 inches, this Honey Playbox Simon set is a great introduction to the world of butt plugs. You can comfortably insert any of the sizes with ease. There is a nice base at the end of all three which will hold the plug firmly in place. Finally, each plug has a beaded feel to it for maximum pleasure. You can start with the smallest size and slowly work your way up to the largest one, all at your own pace.

What makes it stand out?

• We really liked that you get three sizes in one set. This allows you to slowly train yourself while also being able to stay in your comfort zone for as long as you need. The beading design is another major highlight. You’ll be able to feel the plugs as you move about your day thanks to their shape, which will tease you to no end.

Which disadvantages must you keep in mind?

• Some might find the beading design a bit distracting, especially for a 24/7 butt plug. It’s a great design and you will get a lot of agonizing pleasure out of it, but if you’re not used to the sensation, it can take a lot to get used to it.

Everyone deserves to experience the pleasure of anal play, even if you are completely new to it. The Fun Factory Bootie Plug is meant for beginners and its design is an easy way to introduce yourself to the sensation. You won’t be intimidated when you purchase this toy.

The Fun Factory Bootie Plug measures 2.5 inches, which is not too long. It also has a width of just 1.6 inches, so it won’t stretch you out too far. The tip is curved slightly which not only allows for easy insertion but also helps to stimulate your prostate gland. Finally, the base is nice and wide and there is absolutely no need to worry about it moving around.

What do we love it for?

• We liked the fact that the Fun Factory Bootie Plug is not too overwhelming. Even when holding it in your hand you will note how soft the velvet texture is. And while the silicone is a bit firm, this will help with insertion and you will quickly become used to the feeling. The color is also nice and whimsical, and less foreboding then the classic black.

What were we disappointed with?

• Unfortunately, the Fun Factory Bootie Plug seems a bit pricey for what it is. While it won’t break the bank, for such a simple toy, it is on the higher end of the price spectrum. Beginners may want to choose a set of butt plugs as this will be cheaper in the long run if you want to try other, larger sizes.

It’s always nice when butt plugs have extra features and this is true of the b-Vibe Novice Butt Plug. In addition to being a well-designed plug, it is also able to vibrate. You can have the full sensation of wearing a butt plug all day long and have the agonizing experience that vibrations bring to it.

The b-Vibe Novice Butt Plug is fairly long as it measures 3.35 inches. It has a tapered head and a slightly larger body to it. As for the vibration levels, there are six of them, so you can decide how intense it will fee. There is also a remote control included, that can work with the butt plug as long as it is within 30 feet.

Why is it special?

• The bright fuchsia color of the b-Vibe Novice Butt Plug makes it really stand out. You can use it on its own but we loved that there is an option for vibrating pleasure. The longer insertable length means you will feel the vibrations deep inside of you. Furthermore, the fact that it comes with a remote control adds to the versatility. You can set the intensity level yourself, or give over control and let your partner be in charge.

What are the flaws?

• Thanks to Wi-Fi technology, many vibrators can now be controlled via a smartphone. While the b-Vibe Novice Butt Plug has a remote control, it is only operatable up to 30 feet. With smartphone controls, you would be able to tease your partner at work all day long.

Looking for a simple, budget-friendly butt plug that you can wear all day long? The XR Brands Squeeze is exactly what you’re looking for. It is a plain black plug made from silicone that has a 4-inch insertable length and a 2.5-inch width. The tapered design means you can easily insert it and the full body will make it quite noticeably once it is inside of you.

The XR Brands Squeeze is our budget pick as it comes in at a price just under $30. This is a great deal and is perfect if you want to get into the world of butt plugs but aren’t sure how they will feel. Another interesting feature is that it is squeezable. The texture means the plug will mold to your body, allowing you to walk and move all day without any pain.

What stands out?

• Yet another great feature of the XR Brands Squeeze is that it has a suction cup base. Not many butt plugs offer this capability, so it is nice to see it when it happens. You can enjoy some solo play as you get used to the feel of your butt plug, which really enhances the experience.

What cons did we manage to find?

• We wish the base of the XR Brands Squeeze was a bit larger. While it suctions just fine, a larger base would give the user better peace of mind that it won’t move around. There haven’t been any issues, but it is a design element that could be improved.

Butt plugs can be a bit boring, and we understand why. It’s not like you’re going to really see them, after all. However, if you want a touch of pizazz with your next toy, you should check out the Oxballs Ergo Buttplug X Small. It has a marbled black and silver design that is both fun and sophisticated.

The Oxballs Ergo Buttplug X Small is, as its name suggests, on the small size. It only has an insertable length of 2.75 inches although the circumference is pretty standard at 4 inches. This is a petite plug that should leave you feeling satisfied. It has a slightly tapered top followed by a more rounded design. Then, the base flares out so that it will stay exactly where you want it to be.

What are its best features?

• We loved the metallic design of the Oxballs Ergo Buttplug X Small. It is a refreshing change from the standard black coloring that most butt plugs seem to go for. The slight rounded part is meant to hit your prostrate so you can twist it around a bit to get that stimulation. Finally, because it is smaller, it is absolutely perfect for all-day wear. While you won’t be able to forget that it is inside of you, you will be able to go about your daily activities.

What could be improved?

• While you can purchase different sizes of this model, they get expensive very quickly. The Extra Large design is actually triple the cost, which doesn’t make much sense.

While both men and women could wear the Wave Plug, its curved design is definitely meant for men and their prostate gland. With a rounded tip to the plug, it is crafted to stimulate your prostate gland, which makes wearing it all day long all the more pleasurable and tormenting.

The Wave Plug has a rather long insertable length of 4.35 inches although its width is only 1.5 inches, so it is not exactly massive. The tip is easy to insert and then curves slightly, followed by a larger bump in the middle for an enhanced experience. Men who want to torment themselves for the entire day may be begging for mercy at the end.

What do we love it for?

• The curved design of the Wave Plug is quite innovative. It allows for a comfortable feel that presses exactly where you want it to be. The base is wide enough so that once you have the plug inside of you, it will stay firmly in place. We also liked that there are two color choices. You can pick black or blood red and having the option is always a nice way to personalize your toy. Finally, the fact that while it is long but not overly thick means you can definitely wear it all-day long.

What were we disappointed with?

• We mentioned earlier that women could wear this butt plug but we don’t think it would be a good fit for all-day use. There are plenty other butt plugs that are uni-sex that will be far more comfortable.

The Mood Naughty butt plug is a great beginner toy and is suitable for all-day use. You can easily insert it, thanks to the tapered design. Furthermore, the base is nice and wide so your plug won’t get lost as you move around during the day.

Those just starting out with butt plugs will enjoy the sensation the Mood Naughty provides. It has an insertable length of 3 inches and while it is narrower at the tip, the bottom has a nice, 3-inch circumference. The surface of the Mood Naughty butt plug has a soft, velvet feel to it which will allow you to have some comfort, even if you wear it all day long.

What do we love it for?

• We liked that this is a nice entry point to the world of butt plugs. It is unassuming and not at all scary to look at, which is the case with more experienced sex toys. Furthermore, all of its elements really cater to the beginner. From the easy insertion design to the soft feel of the silicone, you will feel as comfortable as possible. The flared base is especially comforting for beginners as it is a nice reminder that nothing will get lost while you move around.

What were we disappointed with?

• The Mood Naughty is built for beginners, so advanced users should probably look elsewhere. While it does have an affordable price, there are not a lot of enhancements and if you want to further your exploration into anal play, you will quickly need to upgrade.