Her anus stretched a bit more. I removed my tongue and grabbed the bottle of lube. I put some of it one her ass and led it run inside of her."Uh that'... cold."I put some on my middle finger and fingered her ass to fill it with the lube. Once her ass was lubed up enough i took the butt plug and inserted it slowly in her ass."AH! That hurts.", she said with a painful expression on her face. I lied down on the bed and put her on me. We were pleasuring each other in 69-position her pussy was. Pulling out she uttered her last sound of the night, a sigh, letting me know that she had passed out. In itself that was a good thing because when I headed to the bathroom I discovered she was not nearly as ready as she claimed to be earlier as there was deep red smeared blood on my dick. Inspecting her once I cleaned up I discovered the extent of the damage I had done and although she would recover, some of the tears were bad. I did feel sorry for her, so before I went to bed I put everything. More

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