This isn’t a real story, but a fantasy which i am going to share with you,though the characters are real. I am a boy(21)(crossdresser) doing my engineering in Bangalore in a reputed college. I stay at one of my fathers friends house, his name is Rajesh. His first wife died due to cancer so he married again. His new wifes name is Rajni. Rajni, in her 30s, is a damn hot woman with a plus size figure. Now lets move on to story…Initially i use to wear my sisters dresses or my mothers bra,panties,saree,blouse,petticoat and see myself in a mirror and admire myself. Though i wasnt so good at makeup, i used to apply lipstick and put some jewellery items. It couldnt make me look like a girl but the feel of women’s clothes turned me on. And then i used to masturbate after my every crossdressing session, thinking about being fucked by a guy. But then as i grew up chances of being alone became less and i had to kill my desire of dressing as a woman.I got enrolled in college, moved into Rajeshs. I pushed forward, begging for more. “Oh I am going to cum,” I cried out, grabbing onto her head and holding her as close to me as I could. I could not hold back anymore. “Oh baby.” She latched on tighter, not letting me go, not letting me pull away from her as I came hard against her face. My orgasm lasted for what felt like ever and I did not want it to stop but I wanted her to cum for me. I needed her to cum hard for me. “Get on the bed.” I ordered, pushing her slightly away from me. She whimpered slightly but did as she was told and climbed up onto the bed. “Get onto your hands and knees, head against the pillow.” I instructed, and she did as she was told. Reaching over to some of the things that I had purchased and pulled a set of beads up into the air, looking them over. I then reached over for some lub and spread it against my fingers. Running my lubbed fingers against her ass she moaned loudly and I could feel her body tense up. We had never done any sort of anal play, so I.
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