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I have to get more question but I don't understand what's the great answer.
Answer First: It's not possible to enjoy pain, nor you can teach yourself that. It's totally opposite to the very nature of an organism. We are made to flee pain or just tolerate it, but no to enjoy it.
Even if you are subjected to pain a hundred times, you would try to avoid the next one, the more you suffer from pain, the more you hate it. Say you are different and started to enjoy pain, you will soon get addicted to it like a drug addict increases his dosage every time he takes it, you too will increase the dosage of the pain you take yourself to enjoy the pleasure of the ultimate pain DEATH.
Pain is best given to suffer and avoid it the next time. Be it so.
second Answer: Absolutely. Attitude is the biggest obstacle. You have to have a positive attitude to enjoy pain to develop a tolerance to pain. Why would you subject yourself to enjoy pain?
Have you heard of S&M, bondage, BDSM, master/slave (dom/submissive)? This is a lifestyle some folks frown upon yet others look forward to engaging in, either as master or slave, Dom or Submissive. Submissives enjoy pain and over time develop the higher level of pain tolerances. This pain adds to higher, more intense levels of the organism.
As an example, nipple clamps. Simple clothespins applied to nipples produce a very intense level of pain. If someone has never had clothespins applied to their nipples they may only tolerate the clothespins for a very short amount of time, usually seconds. Try it, you’ll see. Over time, however, the level of pain tolerances increases. The reason for applying clothespins to nipples is to increase the level and intensity of the orgasm. Try stimulating the clitoris or penis with nipple clamps or clothespins applied and see if your or your partner’s pleasure is intensified.
If you are with a partner, the key to developing pain tolerances is to have an open and frank discussion about this practice (BDSM) with your partner. Talk about safe words, words when uttered stop the activity (sex torture in other words). The last thing anyone needs is to have a bad sex/bondage experience resulting in you or your partner losing all interest in this sex activity.
Pain can be enjoyable under the right circumstances and be developing higher tolerance can intensify certain activities. Attitude is the key.
Third answer: e don't really have to teach ourselves that. We do it quite naturally. Most of the time.
At least, that's what the Buddha meant when he spoke about the nature of suffering in our life.
He says that suffering isn't just something "out there" that happens to us. We will choose to stress and suffering, expecting from life what it can't give us. This irrational behaviour doesn't make sense, but the majority of us are sleepwalking through life, convinced that the world is conspiring against us and causing us pain, physical as well as emotional. We often describe ourselves in terms of our suffering (e.g. I am someone who's been let down by my parents/partner/children/job/health/life). We are scared of giving up nurturing that pain inside because we are afraid of losing our identity which, in essence, is rooted in our victimhood.
We are conditioned to identify with our problems because we believe our thoughts to be real and important. We listen to our thoughts allowing the monkey-mind to torture us with fear, doubts and regret. And because of that, we are "in pain" pretty much all of the time. We can always find something else to worry about.
Meditation allows us to notice the tiny little gaps between our thoughts. This introduces a major change in our perception of the world. We suddenly realise that there is something beyond the constant stream of thoughts. For a split of a second, our obsession with what's wrong in our life just isn't there. There's just stillness in your head and spaciousness in your heart. Nothing else.
Through rigorous spiritual training and disciple, it's possible to re-train your mind to "enjoy pain" in a healthy way. This is when we learn to see uncertainty and unpredictability as a natural part of life. We try to look at difficulties as opportunities for growth and change. We try to stop ourselves from responding to life's events with resistance, hatred or despair. We know that doing that will just generate more suffering for us. We work on non-attachment to disappointment, desire and aversion. This is the only way out of being addicted to pain. This is the beginning of the end of our love-and-hate relationship with pain.
Fourth answer: Yes this is very possible. Many people have. Many people who self-harm have found enjoyment in pain. But that is a different situation. They suffer from so much mental and emotional pain physical pain is their only escape. It's a distraction that is numbing. At first, it hurts just a little an then the effects come into play and it feels like a drug. It's the bliss of not feeling anything that causes people to hurt themselves. They don't feel the emotional pain afterwards. Granted this is an awful habit I'm just explaining one possible reason for how people enjoy or maybe a better term would be reinvited pain to themselves. I in no way suggest anyone ever try this as it is horribly addictive and very dangerous.
Last Five answer: You can teach yourself to tolerate pain of certain types. I'm sure you can listen to/read/watch media containing ways to do this more effectively. I think I have a naturally high pain threshold. I don't feel physical pain that much and i'm also a bit emotionally lacking in empathy. I get tattoos to help me relax, I've fallen asleep once or twice during a session.
How? hmmm... well i think i started off quite young. This is not self harming to the extent of blood, and if anyone is reading with self harming issues then the next part might be a trigger so please take care if you do decide to read on.
I took a sewing needle and slowly inserted it into my arm. I got used to doing this, so I took it a step further and pushed it all the way through the skin and back out again, like you would with stitches. I even used a thread now and then. To me the pain didnt even register, which i found curious, and somewhat meditative.