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

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I used to use my friends mothers and sisters panties and leotards the same way. They were both instructors for jazzercise. Fet so good at 13 &14. 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! 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. One Friday afternoon, when I got home, I discovered I was alone. There was a note from mom saying she would be ‘quite late’ and so would Judith. my sister. I decided to go to the shed and play. I dressed and proceeded to do the things I would do, and was really lost in my own world when I heard a noise behind me – it was Judith.

Sally and I lived in a sort of truce most of the time, with a battle likely to break out at any minute, while our mum tried to keep the peace. However, Sally was a clever girl and eventually went to college to get a degree. She also had inherited Mum’s fastidious attitude to hygiene, washed her hands frequently, and she bathed far more frequently than was necessary in my view! She also changed her clothes frequently, especially her underwear. This was to my advantage as she put her discarded underclothing in the laundry basket in the bathroom. I said I was really sorry and I didn’t know why I wanted to but I just felt like trying. I wasn’t a kid anymore and that made me feel more embarrassed. My mom then asked me how long I have been dressing up in her clothes and I lied saying it was my first time. The good thing was she wasn’t very angry and tried to be understanding. As soon as the zipper was down, I rushed to my room to take of the dress and pantyhose. For one thing, hers had no flap in the front and felt like silk, althought they were really probably nylon or acetate. I was also fascinated with her petticoats, which were very full, very frilly and very ‘girlish’. I admired myself in the mirror for a while and then fell on the bed, giggling to myself. I started bouncing up and down while laying face down! After a while, I got a real good feeling ‘down there’ – I believe I actually had an orgasm although of course there was no ejaculation, just a great feeling). In my childish mind, I attributed this feeling to the panties. 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.

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I am going to have to tell your mum about this!” she yelled. “Now, both of you go stand in different corners.” She would brook no arguments, and the strap was clearly visible there on the floor! My sister made good her promise to totally ignore me in the future, while my mother reminded me of my sins on a daily basis for many months. In the end, completely fed up with the nagging and bad atmosphere, I went into an Army recruiting office and signed on with the Boys’ Service. My mother readily signed the approval forms, saying that it would make a man out of me!

Wow! A real girl’s bum in panties right in front of me! OK, it was my sister, but it was a real bum in real panties! It was almost more than I could stand! Anyway my sister got real mad at me because she got a spanking and to make matters worse, she said she was going to tell all my mates at school that I was dressed up as a little girl, and wearing panties. I begged her not to and we made a deal – she wouldn’t tell but would get to spank me some time in the future! 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’. Mom, I thought, had quite forgotten the whole cross-dressing incident after I apologised and told her I just wanted to see what it felt like to wear all those frilly clothes! I guess she just wanted to believe me. Now, do any of you know how embarrassing it is to explain to three females – one a neighbour, one your sister and the other your mum – that you get excited wearing girls clothes? I didn’t mention that getting spanked by a pretty young female while wearing those clothes was absolute heaven – especially since the female in question was a very close relative. 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!

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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! I told him to stay there and finish whatever he wanted just to clean up after himself, to place the pads in the can, and then to put the panties in the hamper. Then I left. 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. Thank God, there were few neighbours on our street and I didn’t know any of them, as they had no children! My sister, meanwhile, was giggling and started to laugh at me. Mom was so mad that she didn’t stop to think and had me stand by the wall while she proceed to flip up my sister’s skirts and show her panties (flowered ones) and started to spank her too, saying: “You think this is funny? I’ll show you its not funny!” 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.So I proceeded, for the next few years, to purloin my sister’s panties and those of my friends’ sisters whenever I could. I also progressed from wearing just the panties to ‘dressing up’ whenever I had the chance. I got rather bold, since I appeared to be getting away with it! I th-thought you w-were gonna be l-late,”, I stammered! “Practice was called off,” she said with a smirk, “and now it’s time for you to honour your part of the deal. I’m going to spank you, just like momma.”“Please, no!” I begged. “I’ll do anything else you want but please don’t spank me!” I was trying my best to shrink into the carpet, wishing my clothing was a bit more masculine in appearance, and trying to pull up my very non-masculine panties at the same time! One day, when my sister wasn’t home, I snitched a pair of her panties. They were pink, with lace across the bum – they later called them rhumba panties. I felt them for a while and decided to feel what they felt like on, so stripping off my trousers and underpants, I put them on. They were too big, but not awfully so. 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.