What is Gertrude Lollipop?
1.
When seducing an older woman, particularly with dentures, have her take out the false teeth before giving you a blowjob, creating an enjoyable slip-n-slide experience for your cock.
Dude Elinore Rosenstein gives the best Gertrude lollipops and she pays me for it too!
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A non-black woman who consorts with or dates African-Americans. The term does not apply to African-American women since they are forced ..
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A name you give to an older or younger sibling who gets everything he/she wants, no matter what it is. Often used when angry at said sib..