Who is a person you have masturbated to, but you "shouldn't"

I feel like masturbation is the one time when no one should be a "no-no". As a matter of fact, I reserve masturbation almost purely for those I want to but shouldn't fuck. It's a release for me. My mind gets to explore my most sordid thoughts, resolve it's most deviant desires and be fully satiiated. No one other than me is the wiser and I have no guilty concious or warrant.:sneaky:🤭
That’s the beauty of masturbation!
 
My wife’s best friend. I actually dated her before my wife. She was very religious, and made it clear that she was going to stay a virgin until she was married.

After some hot but ultimately frustrating makeout and groping sessions, I broke it off. About a year later, I started dating her roommate.

Now, more than 25 years later, the religious 19-year-old is a super-fit MILF who wears short skirts and heels. She married a religious guy, but she isn’t as dogmatic as she used to be. We hang out all the time, and I often masturbate thinking about her. I have even imagined her while I am fucking my wife.
 
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