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The first time I cried from a spanking it was a punishment one. Granted I had received other punishments before hand but they were never really punishments for me. It was little things and I realize now that I felt no real connection to the spanker, although we were good friends.
Last semester I got a punishment spanking from someone and I felt awful. I felt genuinely bad. I knew I deserved it so I didn't fight it at first. The tears started when he first bent me over his bed and gave me maybe half a dozen hand spanks. They were the hardest I'd ever felt in my life. I said "oooww!!" and he said "Did that hurt?" and I nodded and said "Yeah.." and he said "Well I wasn't even going to give you a warm up so you should be happy."
This guy is a hard spanker. I'd rank him in the top 3 with Dallas being 1 (although I've never been spanked by Dallas...I'm pretty sure he's the hardest spanker ever....).
When I found out those 6 swats were my warm up and he meant business. I started crying and I didn't stop until he dropped me back off at my dorm. He was very gentle and caring throughout the whole thing which lasted a total of about 30-45 minutes. He was firm and strict and lectured a bit, but he was patient and I didn't get extra when I would jump up. I know I took the spanking well - he used several different implements, including several paddles and a belt and leather strap.
The tears felt amazing and they were fueled by the pain. Started by emotion, fueled by pain. When the spanking stopped the emotion kept the tears going for a while. His hugs and holding me helped the tears to begin to subside.
The second time I ever cried was over my spring break when I went to Disney with my friend, Mr.Fox.
He isn't into marks or extremely hard spankings or anything - mostly fun - which is fine by me, we had an absolute blast. One day though I was cranky and a total brat. Not even on purpose bratting to get a spanking. I was really upset with myself and the way I acted. Everytime I was cranky he would add a number. Started with one and made it to 8 at which point he said "These are minutes and the implement is the belt" and that about worked.
He gave me 5 minutes with the belt - thats when I started to cry a bit as the belt is pure punishment for me - and he stopped for a minute then gave me 10 final VERY hard ones. He held me a lot after, and gave me lotion. It was nice.
I will only cry with someone whom I feel intimately (not necessarily sexually) connected with.
Often times I can't cry from a spanking, I try and it doesn't happen - so I leave it to happen on it's own.
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