Caught in Mommy's Panties!: A Taboo Tale of Family Feminisation

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Judith was pushed over the arm of the settee and her dress was flipped up. I was in the same position but over Mrs Smyth’s knee. Looking right at my sister’s panty-covered bum, she got hers while I got mine! I soaked my panties – Mrs Smyth didn’t say anything but she noticed! How I found out she noticed is another story. Then, I got the pantyhose. I had never worn them before but always wanted to wear one. This was my best chance. So, slowly I put them on. I struggled to get it on because the alignment always got wrong. With quite a bit of effort, I finally got the pantyhose on. It was an intense feeling that I had never experienced before. I completely fell in love with how it felt on my legs. Lastly, I put on my mom’s heels and my feet could fit in them. It felt amazing. I started crossdressing at a young age. A movie I saw once about a boy who was dressed as a girl by his mother got me very curious about dressing up. One time, I secretly got dressed in one of my mother’s dress when I was 12 years old. I simply loved the sensation and my desire to feel & look feminine grew with time. Mum and Mrs Smyth talked for a while in low tones so we couldn’t hear. Mum then told us to both come over, which we did and she asked us what was going on! She appeared entirely too calm. We both started to speak at once, saying we weren’t doing anything dirty, and tried to explain about the promise I had made – knowing we were making things worse but not knowing how to fix it!

At that, Mrs Smyth piped up: “How do you explain the fact that you were all excited, then?”“Shut up, you old biddy,” I thought but didn’t say. “Yes, how do you explain that, little girl?” my mum asked. I was brought up in a village in Hertfordshire in the 1950s and 60s. I lived with my mother and sister, my dad having taken off to find some excitement when I was quite small. My sister Sally was about a year older than me. Sally tended to look down on me, both because of her age and the fact that I was a mere male! Mum, while she was very kind, was very Victorian in her outlook. She tended to regard any discussing of sexual matters, almost anything below the belt, as rather dirty, and never tried to give me even the slightest hint about puberty or the ‘Facts of Life’! I still loving dressing up. No, my sister never got a chance to spank me again. Yes, I got caught again – but not by mum. But I still love giving and receiving spanks. My lovely bride of 35 years is also into ‘love spanking’ and we sometimes play out mum and child, with both of us taking different roles at different times – but I’m always the female!The dress that my mom wore the night before was lying on the bed. It immediately caught my eyes. It was a burgundy bodycon dress with a cut on the front side. I also found her bra, pantyhose and heels lying in one corner of the room. It was already making me tingle with excitement just thinking about putting them on .

When I was just a sprout of about eight, I really started noticing my sister’s underwear was different than my own. This was in the 50s, when girls of about 12 or so started wearing ‘big girl’ underwear. Stop that!” Mrs Smyth yelled. Sis, who until then hadn’t noticed her, jumped about a foot in the air and spun around at the same time, giving me a lovely view of her panties. However, I was in no shape to enjoy it at the time. I think she was intent on literally seeing if nylon would melt if enough friction was applied to it! I jumped up also and both of us said ‘Mrs Smyth!’ at the same time, as if this were a very astute observation!I returned the clothes to my mom and she said if I wanted to talk about it. I said I was sorry and just wanted to know how it felt to wear a dress. She agreed to not tell dad and after that moment I made sure to never get caught like that. My mom didn’t asked me about it again and I think I feel more comfortable like that. Well, about an hour later, mum came home and of course the first thing she saw was a grim-faced Mrs Smyth, and her daughter and son (in drag) standing in the corner. She practically melted the material of those panties with that strap, with me screaming and carrying on. “I only have one girl in this house!” Mom was yelling. Meanwhile, I had gotten to the point where the spanking no longer hurt and weirdly started to feel good. I was getting quite excited by all this and it was probably on that day that I became a devout ‘spankophile’. My good fortune ran out that day – mum had forgotten her purse and just as I got to the bottom of the landing, the front door opened and in she walked with my sister. It’s hard to say which of us was the more surprised!