The MILF of your Dreams

The mid-30s next door neighbor lady when I was 16. I always swear she knew my carnal lust when she would invite me over for fresh baked cookies.
 
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My calculus teacher my senior year... She had to see the bulge in my pants on those days she had me in detention. I shoulda tried to fuck her!
 
Does the older ho two blocks down count? This is when I was younger of course and would go down the store to buy beer for me and cigarettes for my mom
 
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