1. Mother and Crossdressing Son Fantasy


    Date: 6/15/2016, Categories: Fetish, Mature Taboo Author: smallfurrycreature, Source: xHamster

    Mother and Crossdressing Son Fantasy The story is about how my passion for wearing women's lingerie helped me to establish a more intimate relationship with my mother. I'm a 42-year-old man and I still live at home with my mother. My Father passed away 20 years ago. We live in a suburban bungalow and I have a nice little apartment in the basement. It's not as private as I would like. That's important because four years ago after discovering a number of chat sites where men present themselves in women's underwear, I began to become interested myself. Now, once a month, I dress in very fine sheer black stay up stockings, lace panties and a bustier with cups small enough to fit me. I had thought of getting high heels but it was almost impossible to fit my size 13 feet. My mother is 62 years old and still quite attractive for that or any age. She's slender and her breasts are nicely large but not ridiculously so. apart from the fact that she drops into my little apartment regularly and without warning, our relationship in the tiny house is very good. One night recently, that changed dramatically and I would say, for the better. Mom was going Out of town for three days to see a friend providing me with a good opportunity to go a little crazy, dress up, drink some fine wine and maybe toke a bit. An hour or so after she left the house I started my ritual, bringing out my underwear and choosing the set I wanted to put on. I had chilled some wine and found my stash. I would then go ...
    ... to one of the camrooms where men would masturbate together and some of those men would be in women's underwear. I started broadcasting sure that I would get compliments for my underwear but also for my hardening cock that would eventually burst from the tiny panties. My real goal though was to be asked to Skype with someone who was also online and on cam so that I could check out his goods. Most often, he would cum and I would go back to the chat rooms to show myself off again. I’d do this about two or three times and then I finally ( I hoped) find somebody I would cum with. I had done my first show and skyped with a large man in little girl underwear with a thick uncut cock who came beautifully. Then I returned to the camroom. The sound was on so I didn't hear the door open behind me. What I soon noticed was the reflection of my mother standing inn the doorway a look of shock on her face. I covered myself and spun around to face her. "Mom, I am so sorry. You shouldn't be seeing this. It won't happen again". I was so terrified that I could hardly get the words out. My mother's expression of shock slowly changed to one of wonder. "This is a total surprise. Actually I shouldn't be surprised. You're old enough and I saw a pair of panties in your dresser drawer. Now it's all clear. Please don't worry. I suppose what you do is like a hobby, with benefits. " "I can explain anything mom, and I'll stop right away. This is just fun and I'm sorry that you had to see it." I said all this ...
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