Vicki65
10-08-2008, 06:05 PM
...or my early years as a crossdresser.
Just been reminiscing in the bath. As I said in my first ever post, my first memory of crossdressing was wandering round the living room in my mums suede hippy boots when I was about 4 or 5 years old and not really knowing why it felt 'funny'. I got to thinking about just when and how I dressed through the years. Some of the times I can remember...
One that really sticks out. When I was in my early teens, our neighbours had a rather gorgeous redheaded daughter a couple of years older than me - which would make her around 18 at the time. She used to wear tight jeans and some very fetching beige stiletto cowgirl style boots. I used to lust after her and her boots all of the time, and used to dream about pulling them on. One day, her mother called round with a key to their house. They were going away for the weekend, and wondered if I'd walk and feed their dog. Would I?!?! :) Anyhow, kind of knowing it was wrong, on my first visit, I sneaked into her bedroom, found her tight jeans and her boots. Her jeans fitted tightly as she was quite slim and the jeans were stretchy, but the boots were a real struggle. However, excxitement and adrenalin took over and I got them on. I can still remember nearly being overwhelmed when I stood and saw myself in the mirror... I stopped myself doing it again for the rest of the weekend though, as it didn't really sit right with me, but god, how exciting it was!
Another time, also in my teens, a friend of mine had a sister who was a tiny bit younger, but for some reason used to dress really ****ty. Tight skirts, boots etc. One night, everyone was out and me and my mate were in their house listening to records. He went to the shops for some drinks (must have been late teens!) which was 15 minutes walk away, and I could see his sister had left a pair of burgundy stiletto boots and her leather coat at the end of the couch. What could I do but try them on? :) Her feet were bigger than my neighbours, and mine hadn't reached their final size, so they fitted rather well! Her leather coat was a little tight across the shoulders, but I put it on, buttoned it up and strutted around the room feeling as horny as hell! I took off the boots and put them back, and as I was unbuttoning the coat, heard a key in the door! You know what its like getting out of a coat thats too tight across the shoulders! I had seconds to spare, and must have looked quite flustered when my friend came in! A close call!
When I was 17, I was with a girlfriend I'd been with for a year. We were rock fans, and she (with my encouragement) dressed the proper rock-chick. We bought her some white sexy cowgirl boots in a sale. She got some wear out of them! She was given some leather thigh boots by her pretty unconventional mum for christmas one year, and I took every opportunity to squeeze myself into them - without her knowledge. One time, we were in her bedroom listening to music, and she went to the shops for our usual dose of chocolate, and I put her cowboys boots on - otherwise naked. I didn't hear her come in, and she caught me red handed - or white booted as it were. I made some kind of lame excuse about buying some cowboy boots myself and wanted to know how they felt. She wasn't fazed at all, but made me take them off because she didn't want me ruining them by stretching them. Wish I'd gone further now! Doh.
I'm sure many of us wore our mothers clothes, being that is the only source of clothes available to us at a young age. My mum had some round toed, high heeled stretch boots which I used to avail myself of along with her long leather coat. One time, I'd been wearing her boots in my bedroom, and had taken them off to put back when she came in. My mum was stood in my doorway asking something inane, probably about what I wanted to eat or suchlike, and her boots were thankfully behind the door, not a couple of feet away. I was terrified and must have looked it because she asked me what was wrong. I'm still sure as she turned to go out she saw her boots, but she never said anything. I found it difficult to look her in the eye for a while after that.
I've worn lots of girlfriends clothes. It was somehow exciting, that feelong of doing something taboo. I wore 'Louise's' (all names changed) suede flat boots, thick tights and denim mini. A look that I love to this day. There was 'Sara's' grey leather stiletto boots and black pencil skirt - and have since managed to buy an identical well worn pair of boots from eBay. Heaven!
There was a house I shared when I first started work. Shared with 3 girls! How lucky was that?! Three hot young ladies and me! :D I remember 'Linda' throwing out (yes, honestly!) a leather miniskirt and some chunky black leather knee boots! I waited until no-one was in, then found them in the bin outside. Thankfully, nothing had yet gone in on top of them. I was thrilled! I wouldn't have to put these back! They lived under my bed until I left that house, throwing them out again as it was to risky to transport them to my next place. I also wore 'Megan's' red and black corset while I was there. That was a totally new, and very arousing sensation! She had some cream ankle boots too, though they didn't appeal to me so much...
When I left the area for a new job I was about 20, I met a girl in my new place of work who shared a similar taste in music and humour to me. We got on fantastically and became close friends. I used to stay at her house (she lived with her parents) frequently, she'd let me use her bedroom and she'd sleep in her sister's room. Heaven again! She had sort of gothic taste in clothes, and I remember some very wonderful nights wearing a long black floaty skirt, lace up stiletto boots or severe stiletto pointy court shoes. Funnily enough, I think she was my first unrequited love. I fell for her in a big way, but she couldn't see anything further than our friendship. She eventually broke my heart and we said things to each other that one can never fix. This goes out to you, wherever you are now.
Were there others? Yes, a few. However, when I'd been living alone for a while, I used to order boots and skirts from mail order catalogues, wear them indoors, feel dirty and disgusted with myself, and return them. Shortly after, when the drive to dress returned, I'd repeat the pattern.
Phew. Sorry to go on! I'm sure you've all got better things to do, but I had a bit of an attack of 'typing diorrhea' and had to share it :D
Just been reminiscing in the bath. As I said in my first ever post, my first memory of crossdressing was wandering round the living room in my mums suede hippy boots when I was about 4 or 5 years old and not really knowing why it felt 'funny'. I got to thinking about just when and how I dressed through the years. Some of the times I can remember...
One that really sticks out. When I was in my early teens, our neighbours had a rather gorgeous redheaded daughter a couple of years older than me - which would make her around 18 at the time. She used to wear tight jeans and some very fetching beige stiletto cowgirl style boots. I used to lust after her and her boots all of the time, and used to dream about pulling them on. One day, her mother called round with a key to their house. They were going away for the weekend, and wondered if I'd walk and feed their dog. Would I?!?! :) Anyhow, kind of knowing it was wrong, on my first visit, I sneaked into her bedroom, found her tight jeans and her boots. Her jeans fitted tightly as she was quite slim and the jeans were stretchy, but the boots were a real struggle. However, excxitement and adrenalin took over and I got them on. I can still remember nearly being overwhelmed when I stood and saw myself in the mirror... I stopped myself doing it again for the rest of the weekend though, as it didn't really sit right with me, but god, how exciting it was!
Another time, also in my teens, a friend of mine had a sister who was a tiny bit younger, but for some reason used to dress really ****ty. Tight skirts, boots etc. One night, everyone was out and me and my mate were in their house listening to records. He went to the shops for some drinks (must have been late teens!) which was 15 minutes walk away, and I could see his sister had left a pair of burgundy stiletto boots and her leather coat at the end of the couch. What could I do but try them on? :) Her feet were bigger than my neighbours, and mine hadn't reached their final size, so they fitted rather well! Her leather coat was a little tight across the shoulders, but I put it on, buttoned it up and strutted around the room feeling as horny as hell! I took off the boots and put them back, and as I was unbuttoning the coat, heard a key in the door! You know what its like getting out of a coat thats too tight across the shoulders! I had seconds to spare, and must have looked quite flustered when my friend came in! A close call!
When I was 17, I was with a girlfriend I'd been with for a year. We were rock fans, and she (with my encouragement) dressed the proper rock-chick. We bought her some white sexy cowgirl boots in a sale. She got some wear out of them! She was given some leather thigh boots by her pretty unconventional mum for christmas one year, and I took every opportunity to squeeze myself into them - without her knowledge. One time, we were in her bedroom listening to music, and she went to the shops for our usual dose of chocolate, and I put her cowboys boots on - otherwise naked. I didn't hear her come in, and she caught me red handed - or white booted as it were. I made some kind of lame excuse about buying some cowboy boots myself and wanted to know how they felt. She wasn't fazed at all, but made me take them off because she didn't want me ruining them by stretching them. Wish I'd gone further now! Doh.
I'm sure many of us wore our mothers clothes, being that is the only source of clothes available to us at a young age. My mum had some round toed, high heeled stretch boots which I used to avail myself of along with her long leather coat. One time, I'd been wearing her boots in my bedroom, and had taken them off to put back when she came in. My mum was stood in my doorway asking something inane, probably about what I wanted to eat or suchlike, and her boots were thankfully behind the door, not a couple of feet away. I was terrified and must have looked it because she asked me what was wrong. I'm still sure as she turned to go out she saw her boots, but she never said anything. I found it difficult to look her in the eye for a while after that.
I've worn lots of girlfriends clothes. It was somehow exciting, that feelong of doing something taboo. I wore 'Louise's' (all names changed) suede flat boots, thick tights and denim mini. A look that I love to this day. There was 'Sara's' grey leather stiletto boots and black pencil skirt - and have since managed to buy an identical well worn pair of boots from eBay. Heaven!
There was a house I shared when I first started work. Shared with 3 girls! How lucky was that?! Three hot young ladies and me! :D I remember 'Linda' throwing out (yes, honestly!) a leather miniskirt and some chunky black leather knee boots! I waited until no-one was in, then found them in the bin outside. Thankfully, nothing had yet gone in on top of them. I was thrilled! I wouldn't have to put these back! They lived under my bed until I left that house, throwing them out again as it was to risky to transport them to my next place. I also wore 'Megan's' red and black corset while I was there. That was a totally new, and very arousing sensation! She had some cream ankle boots too, though they didn't appeal to me so much...
When I left the area for a new job I was about 20, I met a girl in my new place of work who shared a similar taste in music and humour to me. We got on fantastically and became close friends. I used to stay at her house (she lived with her parents) frequently, she'd let me use her bedroom and she'd sleep in her sister's room. Heaven again! She had sort of gothic taste in clothes, and I remember some very wonderful nights wearing a long black floaty skirt, lace up stiletto boots or severe stiletto pointy court shoes. Funnily enough, I think she was my first unrequited love. I fell for her in a big way, but she couldn't see anything further than our friendship. She eventually broke my heart and we said things to each other that one can never fix. This goes out to you, wherever you are now.
Were there others? Yes, a few. However, when I'd been living alone for a while, I used to order boots and skirts from mail order catalogues, wear them indoors, feel dirty and disgusted with myself, and return them. Shortly after, when the drive to dress returned, I'd repeat the pattern.
Phew. Sorry to go on! I'm sure you've all got better things to do, but I had a bit of an attack of 'typing diorrhea' and had to share it :D