Mistress Courtney: Tell me a bit about yourself. Whatever you would care to share. Basic information and background stuff…Your age, general location, marital status, whatever you wish to share…
Simon: Live in London, single
Mistress Courtney: So, when did you first discover that you could pleasure yourself sexually?
Simon: I was 13
Mistress Courtney: Do you recall any particular details from that first time?
Simon: I just got this feeling and had to start wanking it
Mistress Courtney: What did you know about masturbation from your family, religious teachings, sexual education classes, or other kids?
Simon: My mates talking that’s about it
Mistress Courtney: So, once you discovered how good it felt to masturbate, how often did you find yourself doing it back then?
Simon: Very often
Mistress Courtney: And now?
Simon: The same
Mistress Courtney: So, have you ever been caught masturbating?
Simon: Once by my flatmate, but I caught him so we’re even
Mistress Courtney: Hehe
Mistress Courtney: Has anyone ever watched you play with yourself before? (intentionally)
Simon: Some girlfriends have
Mistress Courtney: Very cool
Mistress Courtney: Have you ever used any unique techniques for pleasuring yourself? (Any special gadgets or homemade inventions?)
Simon: A butt plug is always nice
Mistress Courtney: So true
Mistress Courtney: Have you ever used anything out of the ordinary for lubricant?
Simon: Baby oil
Mistress Courtney: Do you have any funny, embarrassing, exciting or notable masturbation stories? (That you haven’t already shared?)
Simon: I like to jack off into my face
Mistress Courtney: Oh my
Mistress Courtney: Do you have anything else that you would like to add about your masturbation experiences before we close?
Simon: I love a good wank
Mistress Courtney: Thank you so much, Simon!
Simon: My pleasure, Mistress.
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