1. Strap-on Sex


    Date: 1/9/2017, Categories: Anal Fetish, Taboo Author: Thaumaturge, Source: xHamster

    ... started "dating" and soon she was staying part-time at my place and the other times with her daughter that lived 40 miles away. Jenny had 4 k**s ranging in age from 26 to 9. She was 42 and I was 35. Over the next few months Jenny learned of my likes, dislikes and fetishes. She was fascinated with my love of watching women piss and shit (especially outside and in risky locations), giving and receiving enemas, toys, being bi and my love of cross-dressing. She said her ex-husband had her piss on him a couple times but she didn't care for it and didn't think she could ever shit on anyone. I explained that I didn't want it on me....I just loved watching it happen. She said she would have to think about the enemas. She also loved toys and brought her's with her. She had a "standard" 7" cock-shaped vibrator and silver egg. She admitted that she always wanted to see a man dressed as a woman, so I gave her the opportunity. Now I wasn't then and definitely not now passable but the last time I dressed for someone else he told me that from the neck down I looked sexy (I had and still have a moustache). I had Jenny sit in the living room and I went to the bedroom to change. I had her close her eyes and I sat down across from her. When I had her open her eyes she just sat there for a full minute.....eyes wide and mouth open. When I say the look on her face, my first thought was "Oh well.....she's fixing to leave"......well I was wrong. She was only wearing a gown and panties.....and as ...
    ... she sat there staring at me, one hand went to her tits and the other went to her pussy. "Stand up and let me see what you look like", she told me. So I stood up and did a slow turn for her. I was wearing a white see-through blouse, black bra, navy blue mini skirt, black lace panties and black stockings (I HATE pantyhose and thongs!!!) and I didn't have a wig or make-up at that time. She sat there pinching her nipples through her gown and rubbing her pussy, she now had her hand inside her panties. She took the hand that was on her tit and started caressing my ass under my skirt but through my panties. Then she started rubbing my cock through my panties and I heard her breathing get a little faster and deeper. I felt her shiver and then she stood up, took my hand and led me to the bedroom. She had me get on the bed on my hands and knees. I felt her lift my skirt and start kissing my ass cheeks through my panties. She then slid my panties off my ass and I then I felt her kisses on my bare skin. She then did something I have done but it was the first time I had it done to me.....she tongued my asshole. I nearly shot my cum on the sheets when I felt her tongue push into me. She had me on the edge for several minutes.....her tongue going deep into me, then she stopped, told me to stay just like I was and felt her get off the bed. She was gone for only a minute, enough for the load of cum that was building to back off a bit when I felt her spread my ass cheeks and I felt the head of ...
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