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He’d chosen some sheer black stockings and a fairly short skirt to go with the boots and as he is very slim and feminine looking and has his hair quite long, he looked really good even without a wig. We had some more wine and I had lots of fun getting his face made up properly. He was really thrilled with himself and I had to get my camera and take some photos of him in various poses before he was happy. He didn’t want to go out dressed in town so we debated for a while and then decided to get a taxi to the city and go to a club there. We were both wrapped in long coats and the taxi driver didn’t notice a thing. Paul didn’t actually say much – I did most of the talking. I did notice that he flashed some leg at the taxi driver when we were leaving which seemed to cheer the taxi driver up a lot. Paul was really brilliant for his first time out and I could see a lot of guys (and girls) taking a closer look. We were pretty restrained in the club, danced together a few times and drank. Where do bad little sluts get fucked?’ I know the answer to that question. ‘Bad sluts get fucked in the ass, Master.’ ‘That’s right, Penny. Now take a deep breath.’ I shut my eyes, bite my lip, and inhale deeply. I feel Master pressing his hard cock against my tight muscle, forcing his way through. I gasp from the pain and the excitement. Master begins pushing deeper and deeper until he is all the way in. He stops and waits for my muscles to relax around him. And then his hard thrusting begins. ‘It hurts! Master, please go slower.’ ‘Shut up, Penny. This isn’t for your enjoyment. You already had your fun. Remember? Or do I need to remind you again? Not another peep from you.’ Master starts pounding my ass harder than before, his strong hands grabbing onto the red punished skin of my cheeks. I want to scream out, but I’m not allowed. I feel Master growing a bit stiffer inside me, and finally, his hot cum is squirting deep into my belly. Master pulls out slowly and I could feel his.
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