How To Date Girls 10+ Years Your Junior (Special Guest: @TheLAPlayboy)

Troublesome Radio Episode 013

How To Date Girls Your Junior (10+ Years)

Special Guest: @TheLAPlayboy

You can also listen on iTunes.

Today I welcome the one and only LA Playboy, a fellow Los Angelo and whom I’ve had the pleasure of causing trouble with several times.

In today’s episode:

  • How to handle dating girls 10+ younger than you.
  • We answer a lot of questions about sex. A lot.
  • Everything you could possibly want to know about Los Angeles.
  • Date strategies, from logistics to sealing the deal.
  • How to handle girls – do you make them cum every time, or give them an experience?


  • […] How To Date Girls 10+ Years Your Junior […]

  • wizardprang says:

    1:15: I bet her feet didn’t hurt after walking around the mall for three hours..!

  • Brianmark says:

    I like your blog. I do think this podcast and the one with the other Kyle who quit his job are too long. I thought I was going to learn something about dating younger girls, but it was almost an hour in. I’d stick with 10 questions a blow through them. You could also break these podcasts up into multiple parts if you want to keep them long. This is the same reason they don’t run talk TV shows forever and have a set of questions. Your shorter podcasts are better.

    • It’s inevitable that they are longer when there are guests on, though I did think about splitting this up.

      Otherwise it’s not fair to ask them to carve out a block of time if they don’t get out everything they want to talk about.

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