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He bent me over the pool table and grabbed my ass. He spread my checks taking some of the cum still running out of my pussy he lubed up my ass with it. We have never done anal sex before and what was he doing. “Bill what are you doing.”"Did you think I was going to use one of those used up holes on my Birthday. I thought to myself this is a night for all of first's.”And with that I could feel his cock pressing against my ass hole. As his cock penetrated my ass and Bill said "and if you can get them off three times you can get me off the same.”What a night, I had managed fifteen loads of cum. Yes Bill only managed to pump my tight little ass full twice before collapsing from exhaust. The next morning I woke up late about ten I think. Bill was still out on the floor in the pool room lying next to the lounge chair cushion. The cushion was destroyed and covered in what seemed like gallons of cum. I will have to throw that out I thought or maybe I can turn it over. The place was a mess I. “So I am suppose to spank you, and then drive you to her company event. Either that or you don’t see Jill anymore. I need to warn you, since you were so late and disappointed Jill so much, this will be a more severe spanking.” “I am truly sorry,” I said. “Can’t you just take me there and let Jill spank me later?” “If you want to keep dating Jill, you will need to take this severe spanking from me right now. Otherwise, you can walk out the door right now and never come back.” “I have never been severely spanked before. What will it include?” I asked. “I don’t want to explain to you how you will be spanked, but when I was in college, during my last year at the sorority, Jill and I were in charge of discipline. The girls we punished could take a severe spanking, so I know you can too. Also, you won’t forget this spanking for a long while. So shall we start?” “I guess so. I really want to keep dating Jill, because I feel we have a lot in common. So what is next?” “I will give you one.
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