Sex Toys 20% Off Holiday Coupon Banner - Jack and Jill Adult
Jack and Jill Adult » Anal Toys

Anal Toys

It makes you nervous. You’re not sure if you should try it. What if it hurts? That’s right, you’ve got anal on your mind. But where to start? At Jack and Jill, we believe that anal toys can be some of the best and most exciting ways to try anal play for the first time. And if you’re looking for more than anal, check out our online shop for a full line of adult products.

All Anal Toys

Showing 1–30 of 935 results


Back that ass up and find your new favorite anal toys

Anal toys run the gamut from small butt plugs to big thick prostate massagers. No matter what level of anal play you’re at from butt virgin to experienced anal fister, there’s still a new toy to try. When you’re new to anal, it’s important to start small. Try a short, thin butt plug first. If you’re really into the idea of anal, get an anal plug training kit. These kits offer multiple sizes so as your body adjusts, you can move up to the next size. By the time you’re at the largest size, you’ll be ready to look for more anal toys to try.

Once your butt is trained and ready to take something with a bit of girth, it’s time to decide what kind of anal toys you might want to try. Do you just want some old fashioned anal sex? A strap-on dildo or a suction cup dildo can take care of that particular craving. Are you the type who loves vibrations? Vibrating butt plugs feel good without being too big. For the guys out there, discover the wonderful world of prostate massages. You can use your finger if you like or take it to a new level and get a prostate massager. Some are thick and others are thin. What you choose will depend on the type of stimulation you prefer or how new you are to tapping your p-spot. No matter what kind of anal play you love, there are a ton of adult toys to try to make it even better and more exciting.

FAQs About Anal Toys

I’m afraid of trying anal toys because I’ve heard they’re painful. Is it true? How do I keep it from hurting?

Your anus does not produce any natural lubrication like the vagina and penis do. It’s also a tight muscle designed to keep things in, until something needs to be let out. Pushing anything into your butt without preparation will definitely hurt. But it doesn’t have to. You need a few things: lots of lubricant, patience, and the ability to relax. With those three things, anal shouldn’t hurt whether you use anal toys or anything else.

I’m interested in butt plugs. How do I know I’ve picked the right one?

All anal toys should have one or two things in common, especially when you’re new: a narrow tip to make penetration easier and a wide grip base that can’t get pulled into your rectum. After that, most things are about personal preference. Look for those two things in a butt plug. Choose a body safe material like silicone or TPR/TPE, and a smaller size, and you should be fine.

Is it true prostate massagers can cause multiple orgasms in men?

Of all the anal toys out there, prostate massagers are some of the most popular among men. Why? Because stimulating your prostate (or p-spot) can and does cause multiple orgasms. It’s unlikely that you’ll ejaculate more than once because the body does need a refractory period. But the pleasure and muscle spasms and clenches of an orgasm can and do happen.

How do I prepare for anal play?

Before you insert one of your anal toys, it’s a good idea to clean the area. Make sure you’ve gone to the bathroom recently. No one wants any surprises back there. Now clean your butt – a shower and special attention to your butt is often all you need. Listen to your body. If you’re really worried or you’re going big with your anal play, you can always use enemas to clean out your system completely.

Feel free to browse through our help section at the top, if you have more questions about anal toys.

Anal Sex Tips From Our Blog

What to Expect After You Buy Your First Sex Toy

Buying your first sex toy can be a momentous occasion, especially if you’ve been wanting it for a long time and holding off on exploring your sexual desires until you got it. Now that you’ve ordered it — or bought it at a store and have brought it home — what happens next? The short […]

What are the Best Sex Toys for Men?

Any sex toy that feels good against or in your body is a great sex toy for men. But if you’re looking for something more specific, you’ve got more options than you realize. Check out some of the best sex toys for men and the top-rated sex toy in each category that our customers love […]

How Sex Toys Can Help Erectile Dysfunction

Millions of men in the U.S. experience erectile dysfunction (ED) on some level, and not all of them are over 75. Some people with ED can reduce their symptoms and some people cannot. Regardless of where you fall on the spectrum of erectile dysfunction, sex toys can provide temporary relief and help you have a […]

What is Rimming?

Even if you’re not familiar with rimming as a sexual activity, you’ve probably heard of it by another name — tossed salad, eating ass, anilingus. It goes by so many names, but basically, rimming is oral sex for the booty. You can do it with or without anal sex toys — ultimately, all you need […]