1 definition by JackSpade

Gadsden Purchase
A deviant sexual act, in the tradition of the donkey punch and the Cleveland steamer, named after the purchase of a portion of what is now Arizona from Mexico in 1853.
The sexual act proceeds thusly:
1. Go to Tijuana, or some such lawless Mexican border town with plenty of brothels and prostitution.
2. Find a Mexican prostitute, and promise her lots of money for standard doggy-style sex.
3. Just as you 'finish,' roll up the money you owe her and stick it in her cornhole.
4. Congratulate yourself on symbolically continuing the American tradition of unabashedly fucking over the rest of the world.
- I was bored one night, so I drove across the border to El Paso and gave a hooker named Rosalita the old "Gadsden Purchase."

- I stuck the money in her butt, but she's Brazilian, so it's not a genuine "Gadsden Purchase."
by JackSpade November 29, 2005
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