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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

  • Corked 2 Silicone Waterproof Vibrating Small Butt Plug - Blue

    Corked 2 Silicone Waterproof Vibrating Small Butt Plug – Blue

    Rated 5.00 out of 5
    $20.43
  • Gossip Rump Rockers 3pc Anal Plug Training Set Silicone - Pink

    Gossip Rump Rockers 3pc Anal Plug Training Set Silicone – Pink

    $15.20
  • Vibrating Waterproof Anal Probe Silver

    Vibrating Waterproof Anal Probe Silver

    Rated 4.33 out of 5
    $14.25
  • Moist Water Based Anal Lube 4 Ounce Pump

    Moist Water Based Anal Lube 4 Ounce Pump

    Rated 4.73 out of 5
    $9.50
  • Basix Rubber Beginners Butt Plug Purple

    Basix Rubber Beginners Butt Plug Purple

    Rated 4.25 out of 5
    $7.60
  • Ass-Gasm Silicone Cockring Plug Black

    Ass-Gasm Silicone Cockring Plug Black

    Rated 5.00 out of 5
    $20.90
  • Clean Stream Relax Desensitizing Anal Lube 4 oz

    Clean Stream Relax Desensitizing Anal Lube 4 oz

    $13.72
  • X 10 Beads Graduated Anal Beads 11 Inch - Black

    X 10 Beads Graduated Anal Beads 11 Inch – Black

    Rated 4.08 out of 5
    $7.98
  • Booty Bling Small Black Plug Pink Stone

    Booty Bling Small Black Plug Pink Stone

    $20.27
  • Booty Rocket 10 Functions Silicone Waterproof Probe - Black

    Booty Rocket 10 Functions Silicone Waterproof Probe – Black

    Rated 5.00 out of 5
    $27.87
  • Comfortably Numb Anal Desensitizing Cream Cinnamon 1.5oz

    Comfortably Numb Anal Desensitizing Cream Cinnamon 1.5oz

    $8.55
  • 5 Function Prostate Stimulator Black

    5 Function Prostate Stimulator Black

    Rated 3.75 out of 5
    $30.12
  • Wendy Williams Anal Trainer Kit - Black

    Wendy Williams Anal Trainer Kit – Black

    Rated 4.83 out of 5
    $22.99
  • Corked 2 Waterproof Vibrating Small Butt Plug - Black

    Corked 2 Waterproof Vibrating Small Butt Plug – Black

    Rated 5.00 out of 5
    $20.43
  • Colt Anal Douche

    Colt Anal Douche

    Rated 4.91 out of 5
    $23.28
  • Beginners Butt Plug Limited Edition - Black

    Beginners Butt Plug Limited Edition – Black

    $7.60
  • Diogol Anni Round Silver T1 Butt Plug Fushia Pink

    Diogol Anni Round Silver T1 Butt Plug Fushia Pink

    $28.60
  • Basic Anal Beads - Pink

    Basic Anal Beads – Pink

    Rated 4.00 out of 5
    $5.89
  • Premium Prostate Massager - Black

    Premium Prostate Massager – Black

    $25.37
  • Anal Douche

    Anal Douche

    Rated 4.43 out of 5
    $12.35
  • Icicles No 44 Glass Anal Plug 2.5 Inch - Clear

    Icicles No 44 Glass Anal Plug 2.5 Inch – Clear

    $22.80
  • Juli Ashton Anal Beginner Kit Pink

    Juli Ashton Anal Beginner Kit Pink

    Rated 4.44 out of 5
    $42.85
  • Coco Licious Silicone Booty Beads Black 4.5 Inch

    Coco Licious Silicone Booty Beads Black 4.5 Inch

    $10.83
  • Mini Moist Anal 1.25 oz

    Mini Moist Anal 1.25 oz

    Rated 4.73 out of 5
    $3.80
  • Pretty Love Vibrating Penis Shaped Butt Plug Black

    Pretty Love Vibrating Penis Shaped Butt Plug Black

    $13.30
  • Glass Triple Play Beaded Butt Plug Clear

    Glass Triple Play Beaded Butt Plug Clear

    $16.63
  • Spectragel Anal Stuffer

    Spectragel Anal Stuffer

    Rated 4.67 out of 5
    $12.73
  • Vibrating Anal T 3.25 inches Pink

    Vibrating Anal T 3.25 inches Pink

    Rated 3.79 out of 5
    $9.98
  • Classic Butt Plug Smooth Medium Beige

    Classic Butt Plug Smooth Medium Beige

    Rated 4.11 out of 5
    $11.88
  • Booty Bling Small Black Plug Purple Stone

    Booty Bling Small Black Plug Purple Stone

    $20.27

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.

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