Family Transformed: While Mom and Dad Are Away...

by DadInDrag

        

Hi!

I guess I'm the one who should start this story off, or this part of my family's story, since in a way, it was my doing that it all started. Not, mind you, that I had the slightest idea of where my initial silly idea would lead, or how far it would take my whole family with it!

When this stared I was 18 years old, just barely, my birthday had been only about a month before, and I was officially a legal adult. Not that I necessarily felt any different than I had before, I was still living at home as I attended the local university, and my monetary resources were limited enough to make my adulthood something of a theoretical benefit. Still, my first semester of college was going well, and my grades were decent, and since I was studying pre-law, I had some hope that eventually my money situation would improve!

I'm was a pretty average looking guy, I guess, about 5'11", with my mother's blonde hair and my Dad's skinny body frame, but the girls didn't seem to mind. I was seeing two girls in fact in a casual way, they knew about each other and I wasn't serious enough with either for it to be a problem.

Now, I have two siblings, my younger brother Ryan, who was 16 at the time of this event, and my sister Lori, who had just turned 14. The three of us were in the process of coping on our own, since our parents were out of town on a business trip, in fact they were overseas, Dad is a sales manager for a large Fortune 500 company, and sometimes they needed him to go overseas to Europe for weeks at a time. It was part of the job. When we were younger Mom would stay home while he went, but now we were old enough my parents felt we could be on our own for a while. They had in fact gone away on trips leaving me in charge of Ryan and Lori a couple of times before, though only for a week each time. This time, they were going to be gone for over a month!

Naturally, we were looking forward to having the house to ourselves for all that time. Mom and Dad were not sure about being gone so long, but since Lori, Ryan, and myself were all in school, it seemed like a good idea not to disrupt our classes, and they'd left us alone for shorter periods and it had worked out OK, so they decided to risk it. They did impress on us, especially me, the importance of responsibility, they made it clear they didn't want wild parties as soon as they were out the door, and that they were showing a lot of trust in us by taking this chance.

Was their trust justified? Considering how it all turned out, I guess that depends on your point of view!

For about week things went normally enough, but we did have some arguments about whose turn it was to do what chores, that sort of thing. I was nominally in charge, but my parents had impressed on all of us that they expected us to share the chores and the rest, I knew my supposed authority wouldn't stretch too far with Ryan and Lori, and for that matter that by simply teaming up to tell our parents some juicy fibs about my actions when Mom and Dad returned, they could probably mess me up pretty good. So I didn't dare risk trying to push my supposed power far.

Well, that was the predicate for what happened the first Friday night after Mom and Dad left for France. It was a rainy, cold, nasty night, and so none of the three of us were going out. Ryan suggested a game of cards, and soon the three of us were gathered at the kitchen table, playing poker with chips and pretended money, since none of us had a whole lot of cash. Mom and Dad had left some money for running the household, but we knew we couldn't do much with that if we wanted to continue such luxuries as eating while they were gone!

Well, I'm a fair to decent poker player, and I was ahead by a bit, and as the evening went on we were having quite a bit of fun and joking around a lot, and Ryan happened to suggest we do something we used to do when we were little kids: a 'slave bet'. The loser had to do whatever the winner said, for the whole weekend!

Well, like I said, I was pretty confident I was going to win the game, and it suddenly hit me that here was a way to gain some control over my younger siblings that I could count on, since the three of us have had a policy of 'our word is our bond' on bets since we were in grade school. I knew that if I could win a slave bet with Ryan and Lori, they'd keep their end, and that would give me a chance to offload some of my chores onto them and maybe have a little fun with them.

So I suggested that since we had the house to ourselves, we up the ante a bit: instead of the loser being the slave of the winners, I suggested that the winner be in charge of both losers, for the entire length of time Mom and Dad were gone!

Well, that floored Ryan and Lori, I could tell they were kind of nervous at the prospect, and I couldn't really blame them, so I started to offer a lesser stake, figuring if I could just win for a week it would be worthwhile. But I didn't figure on Lori's wild streak, just as I was about to offer a lesser stake she said she was game if Ryan was!

Well, Ryan wasn't about to back out on a bet his little sister was game for! It was just too much for his teenage-boy pride, I guess, even if he was nervous about the outcome. I think he was pretty sure I would win, I was pretty sure too, I'd been winning consistently all evening. But we shook on the bet, and decided to keep playing until one of us had all the chips, that person would be the winner, and the other two would be the winner's slaves for the next five weeks.

At first I did poorly, I was actually starting to worry as Ryan accumulated chips, he wasn't playing all that well but he had a couple of lucky hands, including a straight flush. But then I regained the upper hand with a bluff that enabled my handful of trash to beat his two pair. He was furious when he saw I'd bluffed him, but that regained me my lost chips and then some!

I guess I got a little full of myself, because I actually teased Ryan and Lori about how hard things were going to be after they lost. They put on a brave face, but I'm pretty sure they thought they were screwed, too. At one point I had reduced Lori to 2 chips and Ryan to 1! But then Ryan got another fantastic hand, drawing in a bunch of my stash, and the next hand up Lori did well, she had four queens and all of a sudden it was anyone's game again!

Well, to make a long story (and a long game, we played until 1 am) short, when the smoke cleared and the trash talk was said and done, Lori won! On our 19^th round, Lori cleaned Ryan and me out, which meant that she'd won our bet, and with it her older brothers as her slaves! I have to admit, as I staggered to my bed that night, that I was more than a little nervous!

That first week wasn't so bad, really. I'd lost slave bets with both Ryan and Lori before, though usually for only a day or two, and always with Mom and Dad around to make sure things stayed pretty tame. Also, of course, that had been years before, the last time we made a slave bet I had been 13, younger than Lori was now, and the last time I'd lost one had been when I was 11!

But a bet is a bet, and over the course of the following week Ryan and I discovered the joys of extra chores, the joys of having your sister tell you what do to, what you can watch on TV, pretty much anything that struck her whim, she was loving ever second of it, and she didn't mind inviting over some of her friends her age to let them enjoy watching her boss us around, too.

But things took a scarier, and also more interesting turn, the following weekend. I knew Lori was up to something, she was giggling and teasing Ryan and me constantly about it, but we didn't find out what our wicked little sister was planning for us until Friday night. She'd told us both to make no plans for the weekend, I had to cancel a movie date with one of my semi-significant others, but a bet was a bet and Lori had spoken. Instead, she told me to come directly home from class on Friday night, and to plan to spend the whole weekend at home.

Well, I was pretty nervous that night as I pulled my car up to the house and went inside, but I couldn't help but be kind of curious, too! Just what did my little sister have in mind that had her so amused?!

When I came into the house through the back door, Lori was waiting for me at the kitchen table, dressed in blue jeans, a T-shirt, and bare feet. She jumped to her feet, and said, "About time you got here, Todd! I've been waiting forever!"

I glanced at the clock, I was home about when I would be expected to be given my last class, so I knew she was just exaggerating.

"Anyway," Lori said, tossing her blonde hair with a giggle, "let's get you ready! Go ahead and take off your clothes, Todd!"

"What?!" I gasped dumbly. Surely she wasn't serious!

"You heard me, Big Brother," Lori giggled. "I said take off your clothes, right here, right now!"

"But I-"

"A bet is a bet, Todd!"

I sighed. She had me there, I just couldn't go back on my promise, it just wasn't something I could do, once I'd given it. Vowing eventual revenge, I bent over, unlaced my sneakers, and kicked them off, and then peeled off my pullover shirt. Feeling kind of weird about stripping down right there in the kitchen, I slipped my jeans down to my ankles and stepped out of them, and clad only in my white cotton briefs, I looked expectantly at Lori.

"OK, Sis, now what?"

Lori got up off the chair and padded over to me, grinning wickedly. Looking up at me (she stood only 5;4" at the time), she said, "Didn't you hear me, Todd? I said to take off your clothes!"

"But I did-NO!" I exclaimed, realizing what she meant.

"Oh, yes!" she giggled. "You have to take off ALL your clothes, Big Brother, just because I said you have to! A bet is a bet!"

"Please, Lori, this is silly, don't make me-"

"Todd," Lori said to me softly, staring me in the eye, her blue eyes dancing, "I said take it off! Now."

Blushing to beat the band, I sighed and slid my briefs down, and kicked them away, leaving myself standing stark naked in the kitchen, on display for my sister in my birthday suit! I couldn't remember feeling more totally embarrassed, but she was clearly loving every second. Remembering that she's said to plan on staying at home all weekend, I had a sudden horrible thought.

"Lori," I said, "you're not planning to keep me naked all weekend, are you?!"

"Of course not," Lori assured me, then added evilly, "not this weekend, anyway! No, don't worry, Todd, you'll have plenty of clothes to wear!"

I had no idea what she meant, or why it made me so nervous, but she made me follow her upstairs, still naked as a jaybird, and she led me to the big upstairs bathroom. There I saw that she had cans of shaving cream and a couple of disposable razors waiting on a tray, and she ordered me into the shower right then and there! She made me turn up the water real hot, and to my embarrassment she sat there in the bathroom as I showered, seeing me naked behind the transparent door and making small talk as if this were perfectly normal!

When I got out, she ordered me to sit on the side of the tub, and then she took one of the cans of shaving cream, sprayed some into her hand, and began to slather it onto my legs! I protested, only to be shushed and reminded yet again that a bet was a bet! I tried to keep still as my little sister covered my legs with shaving cream, it was the damndest feeling, and to my horror my cock was stirring! It wasn't so much that I had some sick desire for my sister, it was just the sensation of a female hand rubbing all over my body, I couldn't help it!

What made it worse was that she immediately noticed, and giggled, and that made the humiliation factor worse!

When she finished applying the shaving cream, she picked up a razor, and said, "Watch closely, Todd, I'm showing you how to do this today so you can do it for yourself in the future!"

Lori then proceeded to shave my legs! In spite of my protests, she insisted on shaving both legs until there wasn't a hair present, and she managed to do it while only giving me one or two nicks!

"Not bad," she said, half to herself and half to me, "when Mom showed me how to shave my legs I had all kinds of nicks and cuts, so you're in luck, Todd! But we're not finished, so let's get this done!"

Not finished?! I remember thinking in horror, how much worse could this get?!!

I found out. First Lori lathered and shaved my chest and stomach, then my back, then my frickin' arms!

When I asked her how much hair she was taking, she laughed and said not to worry, my head was going to be fine, which didn't exactly reassure me!

Last of all, she lathered up my balls, and while I closed my eyes, gritted my teeth in a combination of fear and unwilling excitement, and tried to keep my mind on something else, anything else, my little sister shaved my balls bare!

I hated myself for getting hard again, but I just couldn't help it! My sister's warm hand on my dick and balls was torture, my mind knew this was Lori, my body only knew a female was touching my most private, sensitive parts and it was reacting accordingly! Even my embarrassment only made my heart rate go up and that made things worse!

I squeezed my eyes tight shut, trying to block out both the mortifying knowledge that my sister was shaving my nuts and the potential for bloodshed a razor down there involved, I switched my brain to my math class, trying to focus on calc 101 and integration by substitution. That helped a little, and thinking about Professor Matthingly, my calc teacher, helped even more. But every time I started to relax a little, Lori would grab my dick again and move it one way or the other to get access to shave me, and I was right back where I started from!

Finally, just when I was beginning to be terrified that I would lose it, I heard her sigh and say, "I guess that'll do, Todd."

I felt her step away, the warmth of her body and her hand vanishing, and I opened my eyes and looked down at my now-hairless body. Lori had shaved me completely bare from the neck down, and now she made shave my evening stubble too, so that all the hair on my body was on my head. She'd even taken the hair from my underarms and my pubic hair!

She was grinning, clearly enjoying the sight of me, and I vowed (again) eventual revenge, revenge she'd remember for a long time, but for now I was at her mercy. Unfortunately, my sister seemed to have forgotten what that word meant!

"OK, Todd," she said, "let's go get you dressed. Follow me!"

Well, I didn't see what choice I had! I padded after her, acutely aware of the cool air on my bare hairless skin, and she let me to my room, where I saw, lying on my bed, the outfit she had in mind for me!

"No way!" I protested! "You can't be serious! This isn't funny, Lori!"

"Oh, but I think it is, Todd! A bet is a bet, and you shook on it, remember?!"

I sighed. "Yeah, but I sure never imagined anything like this!"

"Oh give me a break," Lori said, rolling her blue eyes in a 14 year old way. "If I'd lost the bet your or Ryan would have run me crazy and you know it, so stop whining and let's get you dressed!"

The outfit in question was a maid uniform! Not a normal, real-world kind of maid uniform, though, but a French-maid costume, I couldn't even imagine where Lori had gotten it, and she refused to tell me. To my amazement, it actually fit me, which only made the question of where she got it more puzzling!

I had thought I couldn't blush any redder when she made me strip naked down in the kitchen, but the experience of being shaved by Lori had proven me wrong. I had then thought I had maxed out in the shaving, but now I discovered my face could get hotter as I pulled the black lace frickin' panties up my shaved legs, I couldn't believe I was actually putting on panties!

As I slid them up over my butt, I felt the elastic against my asscheeks, and I turned to look over my shoulder at myself in my dresser mirror. I saw a bare-shaved 18 year old guy wearing black lace panties that covered about half my ass, I turned around and saw that my 'package' was clearly visible from the front. To my dismay, I felt a stirring again down there, and I looked away from the mirror, surely this was some nightmare and I would wake up soon!

After the panties came the garters and stockings, which Lori showed me how to get on properly, they were silky and sheer, and semi-transparent but left my legs looking brown. I hated to admit it, but the silky feeling was kind of interesting, at least they weren't itchy or the like. When I had the stocking secured, Lori gave me a bra, and helped me get it on, and stuffed with kleenex. I teased her that this must be something she had some experience at, and she glared at me, before giggling.

"Maybe once or twice," she admitted.

Lori made me put on the uniform itself, which consisted of a black top and a short, short black skirt with white ruffles that came down to my thighs. The top clung, but the costume was made in such a way as to hide the fact that I had no feminine waist, and the padded bra made me look as if I actually had tits! I thought the humiliation was almost over, but no, Lori was going whole-hog!

She led me to her room, my footsteps now silent in my stockinged feet, and sat me down at her dressed where she proceeded to apply makeup! I didn't know what half the stuff she was putting on me was, but I tried to protest the lipstick to no avail. When she finished, I looked in the mirror and gasped, I saw a girl looking back!

"Not bad," Lori said critically, "you'll do for now! Let's get you finished!"

I was just about protested out, I knew whatever my sister had in mind was going to happen, so I didn't put up too much of an argument as she finished off my outfit with white socks over my stockinged feet, and black mary-jane flats! A white apron went around my waist, covering the skirt-front, and a white head-piece and a wig completed the illusion, I'd been maid in a maid! I stared into the mirror for a while, I couldn't believe how completely I looked like a real female!

"OK, Todd," she ordered me, "go down to the living room with Ryan and wait for me!"

I went downstairs, grateful at least that I had not been made to wear high heels, and when I saw Ryan my jaw dropped!

He was dressed more-or-less like me, except that his outfit had a longer skirt, and his was pink where mine was black! Other than that, my younger brother was now my younger sister to all appearances!

He looked at me and gasped too, I guess I was as big a shock to Ryan as he was to me!

       

TO BE CONTINUED…

  

  

  

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