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Aww.. I remember the sharp stinging pinch of trying to insert and penetrate myself with a medium sized butt plug. I was naked and was lowering myself on top the buttplug while I had it set on a chair with arm rests.. I couldn't get my tight anus to slide over the wide base because it hurt. I was finally horny enough in I kept pushing and lowering my ass down, and I was whimpering and squealing. I remember gasping and I yelled out in pain and surprise when my sphincter finally opened wide enough and the pain was sharp and it pinched to hell! haha! It was a sharp soreness and I was walking slightly bent over struggling to get used to it being inside my tight ass.. I finally got used to it,, and I am finally getting pegged and fucked comfortably now.. 
Ouch... the sharp pinch though!
Ouch... the sharp pinch though!
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