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I introduced chastity to her and she enjoys locking me up for extended periods of time but I could tell having me in chastity wasn't as exciting to her as it is to me. I tried to play it up as being more horrible than it actually was. One summer evening we were invited to a pool party given by a good friend of ours. This couple doesn't swing or do anything outside of their marriage so Andrea thought it would be cute to have me wear my smallest chastity cage. When I wear it there is almost nothing manly sticking out front. While Andrea was showering I put the cage on and waited for her to come inspect it. Her inspection consist of making sure the bar lock is in place then withdrawing the key. She walked in wearing her short bathrobe , it hung open allowing me to see her smoothly shaved pussy and firm thirty four B cups. This never fails to cause me to become erect. As she checked the locking bar she noticed how the cage was being forced away from my body. She jerked the key out and. It was relief like you can not imagine. I could feel my heart beat between my legs and the pain was startling. I heard him walk out of the room. I heard mumbled voices.--The fucking bitch didn’t understand her place so I had to teach her a lesson, but I’m sure she doesn’t understand fully. Why don’t you continue the lesson.—I heard the other man walk into the room.--No I’m going to be nice and use lube. This is how nice we can be if you act the way you should.—There was a pause, and then I understood. His hand grabbed my ass and I felt his thumb press against my asshole. Then he squirted something cold on my ass hole, and without pause, I felt the head of his dick against my ass. I screamed no, but there was no way it could have an affect. He pressed into me almost in one motion and the pain shot through my body. I screamed again, but no words came out. I felt myself ripping. His dick felt like a baseball bat being shoved into my ass. The pain was something that I cannot describe. I.
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