I knew an older woman with many tricks, who started making friends with my mother to get to me. Each time we were alone, she would try to seduce me. I was acting crazy like someone who didn't get it, but I started fantasizing about her and eventually we started a casual relationship. We usually met in secret and I started to see that this woman was super sensual and had a wild side. She always wanted to dominate me and PS I enjoyed the game. She would rub my vagina like she had a penis, at first it seemed weird but I didn't give it much importance. She started playing with my mind, telling me she'd like to see me dressed as a woman in lingerie, and the idea started circling my head. We talked more about it until one day we decided to switch roles for a Halloween party. She shaved my whole body with cream and gave me a thong to wear that night. We went to a nightclub, I was dressed as a woman and she was dressed as a man. I was very excited all night and also because of the drinks, I felt like I was going to explode. That woman was crazy in a nightclub, noticing my erection every time we could take advantage of it, she would suck me off. I had that thong all wet by then. We ended up at her apartment and she grabbed me like I was her slut. She put me on all fours and started giving me a delicious black kiss that no one had given me until that day. I was moaning like a woman in love with the game, telling her to put more tongue in it, please. And she'd say 'that's what I want to hear, you dirty slut.' She filled a dildo with cream and started rubbing it on me. I was excited but also scared because I had never had anal sex before and I worried about the pain. But then I started finding pleasure in it, it hurt at first but it was tasty. The same time, she was fascinated to feel like I was being dominated by her, until I finally had the biggest orgasm I'd ever had in my life, lasting several days with a sore ass, saying never again, but it's like a drug, you always want more.
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