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While Rover entertaining himself by chasing and biting his tail may appear endearing, in some dogs this amusing act can become an obsessive behavior.
If your dog has never taken a particular interest in his tail and now he is suddenly spinning in perfect circles for the purpose of biting it, first rule out medical problems: Seek your veterinarian's help to have your pampered pooch checked out for skin allergies or other skin-related problems. You may have never been aware of the fact dogs have anal glands until you caught of whiff of a foul smell or your dog started scooting on the carpet. We could keep going around in circles all day, but here are 7 good reasons your dog may be chasing his tail -- and how you can stop it.
High cholesterol, which as suggested by veterinarian Marty Becker, could mean that the dog’s cholesterol levels have blocked the flow of brain hormones, which control mood and behavior. While most tail chasing stops as a puppy gets older, many adult dogs continue this practice, sometimes just to get attention.
According to the book Why Dogs Do That: A Collection of Curious Canine Behaviors, in some cases a visit to your veterinarian may be necessary.
If you can't make head or tail of your dog's nose-to-tail behavior, understanding possible causes may be helpful. Some dogs suffering from hip pain or some other skeletal or spinal abnormality may manifest their pain through repeated tail-biting.

If your dog is generally drawn by attention, he may appreciate any type of attention either negative or positive. She specializes in canine topics, previously working for the American Animal Hospital Association and receiving certification from the Certification Council for Professional Dog Trainers. Even though tail chasing can be entertaining at times, you might want to distract this behavior by offering your pet a ball or Frisbee to chase every so often. If you notice Fido gnawing and scratching at his hindquarters, he could have a skin ailment or a wound prompting him to go after his tail. If your dog exhibits any seizure-type problems, seek your veterinarian’s help immediately.
If your dog is biting the base of his tail and the nearby area, anal glands may be the root of the problem.
As much as this sounds like a riddle, the chances of these critters feasting on your dog are high. At times, remaining fibrous tissues after a tail-docking procedure may lead to nerve pain and inflammation. Laughing, making eye contact or scolding your dog when he engages in the biting-tail behavior may fuel the behavior, causing it to increase in frequency.

Although Bunker (the pit bull) is much larger than Angel (the chihuahua), when they are in play motion, size does not matter. This is another good reason why a vet visit is important when you notice tail-biting behaviors in dogs.
Frustration, boredom, stress and anxiety are other emotions that may lead to tail-biting and possibly even flourish into an obsessive disorder.
Bunker, who has only a remnant of a tail (since his was docked when he was young), will eventually join in the chase. Usually, puppies will outgrow this behavior as they learn more about their tails and move on to more intriguing games. Other clues can help people understand whether a dog's tail wagging is a gesture of welcoming or warning.

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