One idea is to repeatedly expose yourself to rejection and turn it into a game, to the point where you become desensitized to it: https://www.npr.org/sections/h

One idea is to repeatedly expose yourself to rejection and turn it into a game, to the point where you become desensitized to it: https://www.npr.org/sections/health-shots/2015/01/16/377239011/by-making-a-game-out-of-rejection-a-man-conquers-fear https://www.npr.org/sections/health-shots/2015/01/16/3772390... Assuming that you live in a Western society, people who tend to ask for things (even at the risk of getting rejected) tend to do better in life. Not only that, but repeatedly engaging in social interactions will boost your self-confidence which is super attractive to women (the other controllable facet being working out). Also, watch this motivational talk: John Acuff: The Surprising Solution to Overthinking (~1 hour video) https://mastersofcreativity.stanford.edu/archive/jon-acuff https://mastersofcreativity.stanford.edu/archive/jon-acuff The main point of it is creating more productive soundtracks (repetitive thoughts or habits) for your life: 1. Retire broken soundtracks 2. Replace them with new soundtracks 3. Repeat new ones until they become automatic Criteria for determining which soundtracks are worth keeping: 1. Is it true? 2. Is it helpful? 3. Is it kind? Good luck!