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May 16, 2025 71 mins

Are you concerned about your lack of experience, whether that's sexually, in a dating context, or time in long-term relationships? Maybe you feel behind in some way, and hesitant or fearful about telling a woman about your level of experience.

As Jason says, "For men in particular, it means something about you if you haven’t had sex."

If it took you a while to start dating, have sex, or get into a relationship (or if, perhaps, you're not there yet as of today), you're not alone!

Here we talk through Jason's experience around pursuing ("The hope was a girl would tell me they liked me, and THEN I would feel comfortable to make the move."); dating without a lot of sexual experience (“I was terrified of what a partner would think.”); and journey around overcoming these patterns ("When you have the right system, growth can happen pretty fast!”)

Listen on to feel more relaxed and empowered about your dating and relationship experience -- wherever you're starting from.

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Memorable quotes from this episode:

  • "All my somatic, unprocessed wounding would come forward."
  • "There’s this deep sense of being behind."
  • "If you don’t like me, I get hooked on you in a sense."
  • "In my family, we were robots in the same house."
  • "He had people on his team to cross this divide."
  • "I kinda ended up with a partner that I don’t really like."
  • "Every man carries a few arrows in his heart."
  • "Who even wants me? What is my value to society?"
  • "It was hard to throw myself into a career when I didn’t know myself."
  • "Opportunity comes from connection."

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