My first Forced Femme Crossdressing experience wit
- 4 years ago
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How My Crossdressing Began free porn video
Let me find where to start. That may sound like a simple parameter but for a few reasons, it's less clear. I recall as a c***d being magnetized to the colour sales junk mail delivered to the house weekly. Pictures of women in underwear fascinated me and I even collected a few of my favorite cut outs. I even recall making a paper bra to try on. That didn't go too well I don't think. My next step was peeking at my mums underwear drawers for things that looked like the ones in the pamphlets. Again, this didn't go so well. She was so much larger than I was at that age (7 or 8) and all her bras and panties were very plain, laceless nylon. Full briefs and wireless bras. I simply disappeared in them but remember the feeling being amazing. Those feelings subsided for a few years and off I went doing boy stuff. I completely lost interest in girls and womens underwear.
So I'm older now and Mum was houseminding for a neighbor. A family of Mr and step Mrs and two boys around my age. I don't remember much about her except she was blonde and as the story unfolds, reasonably petite. The k**s were only there every second week and they didn't really hang out with my group but anyway, while Mum was watering the plants and feeding the cats I found myself opening the master bedroom drawers. I recall my heart jumping as I saw what was inside; the most beautiful silky looking lace trimmed items staring back at me. I reached in and touched the silky nylon and lifted up a pair of the most stunning panties I'd ever seen. They were pink, the softest material my hand had ever slid across, with black lace around the top and sides. Black lace covered the front panel. They were even better than the ones in the pictures. I had to have them. I quickly stuffed them into my underpants which gave me a whole new feeling and my heart was pounding as I shut the drawer and got back to Mum before she noticed I was missing. The instant we got home I shot into the bathroom to pee and grabbed out this wonderful object to inspect it further. I was so excited with this find that I can't put it into words but I did know from then on that this wouldn't be the last! I don't even remember the motivation but in an instant I had my shorts and undies off and slipped these cute pink panties over my ankles, savoring every movement up my legs until they were wrapped around my butt and making a little bulge in the front. I'd had erections before but this was new. accompanied by knowledge of why it was happening. Up to then, they were random. The fit was a little loose but they didn't fall off as soon as I let them go like my mums did. They were a fit for better or worse. I wore them all evening and under my PJs at bedtime, I ended up sleeping in them and kicking them off in the morning, leaving them in my bed for the next night. I went with Mum to their place a couple more times but didn't get the chance to do any more snooping until one day the family went out somewhere and left me at home. I was to go hang out with my friends when I was organised. I spied the key to the neighbors house sitting on the kitchen shelf and took it and went over to their place. Nicely secluded in trees, I let myself in. Well, I went to town there that day. I had her bras and panties out on the bed, sorting them into sets, then ones I liked, then ones I'd steal and arrived at two I think matching bra and panty sets. One black and one white from memory. A new item I hadn't seen anywhere before with a strip of material between the legs and not much else (it was a thong, but I didn't know that) which at the start I didn't even know how to wear. There were other things like stockings and I'm sure some corsetry but as I'd seen my grandma in a corset, I wasn't interested at the time. I went through the bedside drawers and found condoms, I didn't know what they were either but after reading the box I guessed they were something sexy. Her tampons in the bathroom were much smaller then my mums, too. I took one of them. I put everything else back as I'd found it as best as possible and slipped out the door. I now had a collection that I couldn't keep in my bed so found the best hiding spot i could under a chest of drawers that you had to take the bottom drawer out to get and there they lived for a while, weeks, months, who knows. I'd sneak them on in bed and sleep in a bra and panties till morning. I had a few close calls when I didn't wake up first and Mum came in to get me up but everything went well up until, like I say a few weeks or months later, I was caught.
I was at a friends place when his mum received a phone call from my mum saying I was wanted home straight away. When I got there I could tell from my mums face it wasn't good. She sat me down and produced my collection while telling me the story about how she came to find them; moving furniture to vacuum. I remember it pretty good. She asked me where they were from and I said they were from next door. I got them off the washing line and I saw them and was just interested in a closer look. I meant to take them back but didn't know how. She asked me if I wore them and I said I didn't but She must have known I was lying as they were clearly not freshly washed. She said she was most upset about the stealing and if I wanted some little panties She's buy them for me. I declined that offer, I don't know why. That put an end to my adventures once again, for a while.
A year or two later a new family moved in to another house. A single mum, her elderly Father, A teenage girl and a younger boy. Wow, I thought. A girl living next door is gonna be great. I was just starting to take an interest in girls again when this happened and my hormones were in overdrive. I was chatting with one of my best friends about things and we got on the subject of girls and then on the subject of my neighbor. A year older than us, quite pretty but not a stunner, a rower so well built. I wasn't that impressed by her but I still thought about having sex with her. We wondered how big her boobs were like a number meant anything to us until I finally blurted out why don't we sneak into her house and find her bras and find out? He agreed so we hatched a plan. The laundry was at the back of the house, against a hill bank, like an enclosed back porch. For a few days we noted arrival and departure times until we reckoned we had the perfect opportunity. We shot round the back and checked the back door - it was unlocked! We snuck in and checked the dryer, the washer and the hamper. We'd accumulated 3 or 4 bras, bypassing any panties that were there and huddled together to check the labels. i still remember the sizes; 32 B and 36 D. We guessed the smaller ones were what we were after so armed with knowledge, we put everything back and left.
Back at my place we talked excitedly about the mission and what we learned until he piped up that we should have taken one. That spark came back at that moment and I agreed as long as we grabbed some of her panties, too. We shot back and during take two we agreed on one set from the mum and one set from the daughter. I ran my hands through her school uniform thinking that's as close as I've ever got to one of those uniforms and I'd like to try it on. I resisted and we shot back home to check our booty. I had a matching coloured skin tone bra and bikini panty from the daughter. I presume it's school wear for under a white blouse. He had the mums black lace front bikini panties and the bra I just can't remember.
"Dare you to put it on." He said.
"Sure, I will if you will." I replied.
"Okay. Not now though. Come and sleep over, we can grab some of my sisters things, too."
"Holy shit!" I thought to myself. "Okay I'll go tell my mum."
That evening we did all the usual things we did at his place like lego and slotcars until it was bedtime when we went down stairs to his room and waited from the house to go quiet.
"That's Emily's door." He'd say then "That's Kate going to the bathroom, she'll be off to bed."
Kate was the oldest, about 17 I think. Emily was 15. Neither were that attractive to me, either. Kate had big thick glasses and buck teeth. She wasn't as bad as the image you are forming from that description but still not my thing. Emily was a bit prettier.
I thought he'd forgotten about what he said that day about his sisters and the reason we were here until he said "That's Mum going to her room. It'll be safe soon." Safe for what?
He got up out of his bed a few minutes later and said he'd be right back. A few minutes went by and I heard the toilet flush and shortly after that he was back with both fists clutching something. He spread them out on the bed and there were two pairs of white lace front panties and two bras. Both white from memory. What a stash we had. He pulled down his pajama pants and there he was with his cock out right in front of me. He slipped on the skin tone panties from my neighbor and stood there for a few seconds before doing a few twirls. I giggled and he said it was my turn. I slid off my pjs in bed and grabbed a pair of his sisters panties.
"Who's are these? And where from?"
"Emily's. Put them on. From the airing cupboard."
I slid them up my legs and over my hips and slowly pulled down the blanket to show him.
"Nice." He said. "We should put on bras too."
"Okay. Give me Emily's bra and I'll be her." He passed it over and I fumbled away and finally got it on. I had a full erection by now which I was covering with the blanket.
He took the neighbors mums bra and wrapped it around his chest. It was way too big. He took the girls bra and slipped that on instead.
"It's a bit big. I usually wear Kates'.
"You've done this before?" I gasped.
"Sure. Heaps. I didn't think anyone else would be into it. And keep quiet. You'll wake someone."
"I'm into it!" I whispered.
"great. This is so cool! Show me in your panties again."
I looked at him, sitting on his bed facing me. His dick pushing hard on the panties making them tent. I pulled down the blanket again to show him and my dick was doing the same as his. I went a bit red but he took the mums panties and started rubbing them over his bulge, moaning and saying it felt so good. He stopped and asked me if I'd jizzed yet. I said I didn't know. he said I'll know when I do and watch this. He slipped his dick out of the side of the panties and began to masturbate in front of me. I hadn't really done alot of masturbating to that point and had never climaxed. Just had good feelings. He took those panties in his hand and started pumping his cock with them, looking at me until he went all tense and finally started spasming. I though he was joking for a second. Then I thought he was having a seizure. Then I saw several spurts of white fluid shoot out of his dick and mostly over the panties and his hand. Watching his sperm flowing out into the crotch of this mystical and heavenly garment that was such the object of my desires was obviously what I needed to clear the pipes. I started feeling those waves of pleasure shooting from near my anus all the way through my body to the tip of my swollen cock and then it was over. No spurting semen, just a little dribble of wetness. I felt dirty now. Sorry for stealing and disgusted for jerking off in girls underwear. What did that make me? I had no idea. I tucked my shrinking dick back into the panties and began to remove the bra. As I removed it from my shoulders I looked down to see a large wet patch on the front of the panties. I pulled them open and stared down to see a large mess of mostly clear fluid having leaked from my dick into the panties.
"Oh shit" he said. "They were from the airing cupboard. They're supposed to be clean and you've messed them up."
"Oh. Oops. But look, I jizzed, kinda."
"Yeah, nice. What are we going to do about those panties?"
"I dunno. Just put them back, I guess. Maybe she won't notice?"
"I dunno. Okay give them here."
I slid them off and handed them to him sheepishly as he collected all his sisters items and went upstairs to return them.
While he was gone, I picked up the rest of our loot for a closer look. Now, I hadn't noticed where we finally grabbed these items from; washer, dryer or basket but, while holding Kristin's (the daughter) cute little skin tone panties I noticed an aroma. Like air freshener. No, deodorant or fragrance, it was. She's worn these and they haven't been washed! I brought them up to my face and although my friends cock had been right there and his arse, too, I brought them up to my face and sniffed deeply into the crotch. I'd never smelled anything as weird, almost gross but I couldn't help enjoying it. I lay back down in bed and held them over my face, licking and biting at the gusset until He arrived back and saw me. I told him of my find and chucked them over to him. We shared sniffing those panties for the next half hour or so until I drifted off to sleep only to wake up in the morning to be reminded of what happened last night by the small pile of bras and panties in my bed. I gathered them up and woke my friend. We found a temporary hiding spot and went off for the day like two lads on their bikes. Nothing was said until later that afternoon when we were on our way back home. I'd thought about what happened all day and wondered of it was too awkward to say anything.
"You know, we should get some more things and do it again." he suggested...
So I'm older now and Mum was houseminding for a neighbor. A family of Mr and step Mrs and two boys around my age. I don't remember much about her except she was blonde and as the story unfolds, reasonably petite. The k**s were only there every second week and they didn't really hang out with my group but anyway, while Mum was watering the plants and feeding the cats I found myself opening the master bedroom drawers. I recall my heart jumping as I saw what was inside; the most beautiful silky looking lace trimmed items staring back at me. I reached in and touched the silky nylon and lifted up a pair of the most stunning panties I'd ever seen. They were pink, the softest material my hand had ever slid across, with black lace around the top and sides. Black lace covered the front panel. They were even better than the ones in the pictures. I had to have them. I quickly stuffed them into my underpants which gave me a whole new feeling and my heart was pounding as I shut the drawer and got back to Mum before she noticed I was missing. The instant we got home I shot into the bathroom to pee and grabbed out this wonderful object to inspect it further. I was so excited with this find that I can't put it into words but I did know from then on that this wouldn't be the last! I don't even remember the motivation but in an instant I had my shorts and undies off and slipped these cute pink panties over my ankles, savoring every movement up my legs until they were wrapped around my butt and making a little bulge in the front. I'd had erections before but this was new. accompanied by knowledge of why it was happening. Up to then, they were random. The fit was a little loose but they didn't fall off as soon as I let them go like my mums did. They were a fit for better or worse. I wore them all evening and under my PJs at bedtime, I ended up sleeping in them and kicking them off in the morning, leaving them in my bed for the next night. I went with Mum to their place a couple more times but didn't get the chance to do any more snooping until one day the family went out somewhere and left me at home. I was to go hang out with my friends when I was organised. I spied the key to the neighbors house sitting on the kitchen shelf and took it and went over to their place. Nicely secluded in trees, I let myself in. Well, I went to town there that day. I had her bras and panties out on the bed, sorting them into sets, then ones I liked, then ones I'd steal and arrived at two I think matching bra and panty sets. One black and one white from memory. A new item I hadn't seen anywhere before with a strip of material between the legs and not much else (it was a thong, but I didn't know that) which at the start I didn't even know how to wear. There were other things like stockings and I'm sure some corsetry but as I'd seen my grandma in a corset, I wasn't interested at the time. I went through the bedside drawers and found condoms, I didn't know what they were either but after reading the box I guessed they were something sexy. Her tampons in the bathroom were much smaller then my mums, too. I took one of them. I put everything else back as I'd found it as best as possible and slipped out the door. I now had a collection that I couldn't keep in my bed so found the best hiding spot i could under a chest of drawers that you had to take the bottom drawer out to get and there they lived for a while, weeks, months, who knows. I'd sneak them on in bed and sleep in a bra and panties till morning. I had a few close calls when I didn't wake up first and Mum came in to get me up but everything went well up until, like I say a few weeks or months later, I was caught.
I was at a friends place when his mum received a phone call from my mum saying I was wanted home straight away. When I got there I could tell from my mums face it wasn't good. She sat me down and produced my collection while telling me the story about how she came to find them; moving furniture to vacuum. I remember it pretty good. She asked me where they were from and I said they were from next door. I got them off the washing line and I saw them and was just interested in a closer look. I meant to take them back but didn't know how. She asked me if I wore them and I said I didn't but She must have known I was lying as they were clearly not freshly washed. She said she was most upset about the stealing and if I wanted some little panties She's buy them for me. I declined that offer, I don't know why. That put an end to my adventures once again, for a while.
A year or two later a new family moved in to another house. A single mum, her elderly Father, A teenage girl and a younger boy. Wow, I thought. A girl living next door is gonna be great. I was just starting to take an interest in girls again when this happened and my hormones were in overdrive. I was chatting with one of my best friends about things and we got on the subject of girls and then on the subject of my neighbor. A year older than us, quite pretty but not a stunner, a rower so well built. I wasn't that impressed by her but I still thought about having sex with her. We wondered how big her boobs were like a number meant anything to us until I finally blurted out why don't we sneak into her house and find her bras and find out? He agreed so we hatched a plan. The laundry was at the back of the house, against a hill bank, like an enclosed back porch. For a few days we noted arrival and departure times until we reckoned we had the perfect opportunity. We shot round the back and checked the back door - it was unlocked! We snuck in and checked the dryer, the washer and the hamper. We'd accumulated 3 or 4 bras, bypassing any panties that were there and huddled together to check the labels. i still remember the sizes; 32 B and 36 D. We guessed the smaller ones were what we were after so armed with knowledge, we put everything back and left.
Back at my place we talked excitedly about the mission and what we learned until he piped up that we should have taken one. That spark came back at that moment and I agreed as long as we grabbed some of her panties, too. We shot back and during take two we agreed on one set from the mum and one set from the daughter. I ran my hands through her school uniform thinking that's as close as I've ever got to one of those uniforms and I'd like to try it on. I resisted and we shot back home to check our booty. I had a matching coloured skin tone bra and bikini panty from the daughter. I presume it's school wear for under a white blouse. He had the mums black lace front bikini panties and the bra I just can't remember.
"Dare you to put it on." He said.
"Sure, I will if you will." I replied.
"Okay. Not now though. Come and sleep over, we can grab some of my sisters things, too."
"Holy shit!" I thought to myself. "Okay I'll go tell my mum."
That evening we did all the usual things we did at his place like lego and slotcars until it was bedtime when we went down stairs to his room and waited from the house to go quiet.
"That's Emily's door." He'd say then "That's Kate going to the bathroom, she'll be off to bed."
Kate was the oldest, about 17 I think. Emily was 15. Neither were that attractive to me, either. Kate had big thick glasses and buck teeth. She wasn't as bad as the image you are forming from that description but still not my thing. Emily was a bit prettier.
I thought he'd forgotten about what he said that day about his sisters and the reason we were here until he said "That's Mum going to her room. It'll be safe soon." Safe for what?
He got up out of his bed a few minutes later and said he'd be right back. A few minutes went by and I heard the toilet flush and shortly after that he was back with both fists clutching something. He spread them out on the bed and there were two pairs of white lace front panties and two bras. Both white from memory. What a stash we had. He pulled down his pajama pants and there he was with his cock out right in front of me. He slipped on the skin tone panties from my neighbor and stood there for a few seconds before doing a few twirls. I giggled and he said it was my turn. I slid off my pjs in bed and grabbed a pair of his sisters panties.
"Who's are these? And where from?"
"Emily's. Put them on. From the airing cupboard."
I slid them up my legs and over my hips and slowly pulled down the blanket to show him.
"Nice." He said. "We should put on bras too."
"Okay. Give me Emily's bra and I'll be her." He passed it over and I fumbled away and finally got it on. I had a full erection by now which I was covering with the blanket.
He took the neighbors mums bra and wrapped it around his chest. It was way too big. He took the girls bra and slipped that on instead.
"It's a bit big. I usually wear Kates'.
"You've done this before?" I gasped.
"Sure. Heaps. I didn't think anyone else would be into it. And keep quiet. You'll wake someone."
"I'm into it!" I whispered.
"great. This is so cool! Show me in your panties again."
I looked at him, sitting on his bed facing me. His dick pushing hard on the panties making them tent. I pulled down the blanket again to show him and my dick was doing the same as his. I went a bit red but he took the mums panties and started rubbing them over his bulge, moaning and saying it felt so good. He stopped and asked me if I'd jizzed yet. I said I didn't know. he said I'll know when I do and watch this. He slipped his dick out of the side of the panties and began to masturbate in front of me. I hadn't really done alot of masturbating to that point and had never climaxed. Just had good feelings. He took those panties in his hand and started pumping his cock with them, looking at me until he went all tense and finally started spasming. I though he was joking for a second. Then I thought he was having a seizure. Then I saw several spurts of white fluid shoot out of his dick and mostly over the panties and his hand. Watching his sperm flowing out into the crotch of this mystical and heavenly garment that was such the object of my desires was obviously what I needed to clear the pipes. I started feeling those waves of pleasure shooting from near my anus all the way through my body to the tip of my swollen cock and then it was over. No spurting semen, just a little dribble of wetness. I felt dirty now. Sorry for stealing and disgusted for jerking off in girls underwear. What did that make me? I had no idea. I tucked my shrinking dick back into the panties and began to remove the bra. As I removed it from my shoulders I looked down to see a large wet patch on the front of the panties. I pulled them open and stared down to see a large mess of mostly clear fluid having leaked from my dick into the panties.
"Oh shit" he said. "They were from the airing cupboard. They're supposed to be clean and you've messed them up."
"Oh. Oops. But look, I jizzed, kinda."
"Yeah, nice. What are we going to do about those panties?"
"I dunno. Just put them back, I guess. Maybe she won't notice?"
"I dunno. Okay give them here."
I slid them off and handed them to him sheepishly as he collected all his sisters items and went upstairs to return them.
While he was gone, I picked up the rest of our loot for a closer look. Now, I hadn't noticed where we finally grabbed these items from; washer, dryer or basket but, while holding Kristin's (the daughter) cute little skin tone panties I noticed an aroma. Like air freshener. No, deodorant or fragrance, it was. She's worn these and they haven't been washed! I brought them up to my face and although my friends cock had been right there and his arse, too, I brought them up to my face and sniffed deeply into the crotch. I'd never smelled anything as weird, almost gross but I couldn't help enjoying it. I lay back down in bed and held them over my face, licking and biting at the gusset until He arrived back and saw me. I told him of my find and chucked them over to him. We shared sniffing those panties for the next half hour or so until I drifted off to sleep only to wake up in the morning to be reminded of what happened last night by the small pile of bras and panties in my bed. I gathered them up and woke my friend. We found a temporary hiding spot and went off for the day like two lads on their bikes. Nothing was said until later that afternoon when we were on our way back home. I'd thought about what happened all day and wondered of it was too awkward to say anything.
"You know, we should get some more things and do it again." he suggested...
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