Aunt reads nephew's diary detailing how he like to look like her. So she transforms him into a girl.

The Diary
By: Darlene LeQueene
May 5th, 2006

You know, I could think of a thousand little things that I should remember about that
fateful day. However the one thing that keeps coming back into my head is how such a
small insignificant decision can change the course of you life entirely. I’m not talking major
decisions like should I buy a house or should I trade in my car. I’m a talking tiny, miniscule
decision, like should I have a snack. Because that’s surely that started the chain of events.

My name is Donald or at least it used to be. I had just graduated high school and I was 17
years old. In the fall I was on my way to college. I’d already been accepted because my
grades were pretty good. Hell good grades were easy, I had very few friends and the girls
pretty much ignored me and the feeling was mutual. I was just a skinny boy that mostly
people ignored. This allowed me to concentrate on my schoolwork without all the other
distractions other boys go through. So as a result I did pretty good. I was looking forward to
a quiet and relaxing summer with no work, perhaps a little swimming or tennis.

My Mother was at work and I was left to my own devices. She owned a couple of beauty
salons. Originally I think she owned about five of them. I never got the full details but
apparently by father had run off to Mexico with all her money, raiding all the bank
accounts and draining them and everything never to be heard of again. My Mother
struggled for a while but eventually she got back to being financially sound. At least it
seemed we did pretty well and we lived in a good neighborhood. But like I said I never got
all the details and it was obviously a sore subject with Mom.

But the point of my story is my snack. Yes, that fateful snack I felt I needed. I had been up
in my room the house was empty and Mom wasn’t due home for many hours yet. I was
working on my ‘Dairy’. No wasn’t like a girl’s diary or anything it was just a big spiral
bound notebook that I’d written ‘Diary’ on and keep locked away. Since Mom was gone I
was writing in the diary when I felt the urge for a midday snack, perhaps a soda and some
chips or something. Rather than mess up my room I decided to continue work downstairs
in the kitchen and snack while I thought about my next diary entry.

The diary was actually all about my Aunt, my Mother’s sister. The sexiest woman on the
planet as far as I was concerned. In it I described her outfits, makeup, hairdos and my
private inner thoughts about having sex with her and other things. Like I said the girls at
school weren’t interested in me and to tell the truth I wasn’t really interested in them all
that much either. After seeing my aunt you’d understand. She had large breasts, she
dressed extremely sexy, was always all made up and looking fabulous. Her hairdos were
always different but very feminine. She was so totally hot in my eyes, just thinking of her
gave me a hard-on. Sure she was a lot older than me, actually even 2 years old then my
Mom but what a knockout babe she was. A good analogy was compare girls to ice cream.
The girls are school were like a scoop of vanilla ice cream. Certainly tasty and nice, but
nothing to get really excited over. While my Aunt Dolores was like a super sized supreme
hot fudge Sunday. Now you tell the truth if you had a choice between the scoop of Vanilla
ice cream and the Hot Fudge Sunday which would you choice.

Anyway back to my fateful snack. I got some Lay’s potato chips out and a coke and
prepared to sit down at the kitchen table when I realized I’d left all my pens upsides and I’d
only taken the diary downstairs. I trudged back upstairs and gathered up my pens and
stuff and stopped to look at the TV Guide just in case there was something good on. There
wasn’t so I started back downstairs. When I got there that’s when the wheels of fate had
turned. I stood there stunned. There was my Aunt sitting at the kitchen table reading my
diary. I was frozen in position unable to move. She must have let herself in the back
kitchen door, apparently she had a key, I never even knew that. I started to stammer, “Aunt
Dolores, I…” She looked up from her reading.

“Well to say this is quite interesting reading is an understatement wouldn’t you say
Donald?” “Aunt Claudia, I can explain, I…” I moved forward and reached for the book but
she snatched it away. “Oh no you don’t”, she said. “Please”, I said. “No sit down, I’m finding
this very interesting, a real page turner.” I was so scared, I thought I was going to piss my
pants. All the things I’d said in the diary were never meant to be read except by me.
Inwardly I was cursing myself for leaving the book on the table unattended for even a
moment. But Jesus I was home alone how the hell did I know she show up like this.

“Oh I like this one, you describe my makeup as ‘Slutty’ almost like a whore” “That’s not a
very nice thing to say sweetie.” “I think you’ll have to be punished later for that one.”
“Please Aunt Dolores, I didn’t really mean that, please just give it back.” “Not a chance in
hell Donald, I’m having too much fun reading about myself.” I think I physically groaned, or
maybe it was just in my mind. I started to get up from the chair, “Sit Down”, she forcefully
commanded. I sank back into my seat.

“Oh this is a nice entry”, she said, “The most beautiful, complex feminine hairdos I’ve ever
seen, I wonder how many hours she spends to get her hair that way.” “Well at least you
appreciate all my efforts dear.” She continued reading. Oh my look at this entry, you
describe my long red feminine nails in great detail.” “Oh and listen to this.” “I wish I could
feel those long red nails as they slowly wrapped around my cock.” “Why you little pervert,
you are very naughty.” “Really Auntie I can explain I just was reading some stuff I know I
got carried away, I don’t really mean any of that stuff.”

“Darling, you’re not a very convincing liar.” “I think you really do mean all that stuff.” She
flipped through several pages, “Ah ha, descriptions of all my dresses and even my jewelry.”
“Oh and this one is cute, describing my breasts as the largest tits you’ve even seen and how
you’d like to be sucking on those monstrous boobs as you describe them.” I had to stop
her, I had to! If she kept turning pages it was going to get worse, MUCH WORSE! “Please
Auntie, please let me have it back.” “I swear, I’ll never write another thing, I’ll burn the
book.” “Dream on pervert, there’s no way your getting this back.”

Then it happened she turned a couple of pages and then the look of shock spread all over
her face just like the shocked look I'd had a little while ago. But she quickly recovered. She
looked up at me a smile on her face. “Oh this one I’ve got to read out loud”, she said. “I
wonder what it’s like to be all made up like that, what would I look like, would I look silly or
would I look like a sexy little slut just like her.” “Well, well this book has taken an
interesting turn dear.” “I didn’t mean that really, I was just joking, I was making stuff up.”
“Oh I sincerely doubt that Donald.” “This is what you wrote isn’t it?” “This is your
handwriting isn’t it?” “Yes, but..” “Then apparently you’d like to be all made up like a lady.”

“Make me some coffee dear, I think I’m going to be reading for a while.” I just sat there too
humiliated and shamed to move. “Well get up stupid and make Auntie some coffee.” I got
up and started getting out the coffee supplies and such while she continued reading.
Sometimes she gasped a little, or times she laughed, but mostly she intently kept on
reading. I poured her coffee and fixed it for her and sat back down. “She was deep into my
innermost thought now. I cursed myself again for ever writing this shit down, it was stupid.

“Oh this is the one all right, you describe the perfect day in your life.” “It’s one where I am
all dressed up to the max and all made up nice and sexy and I insist you must join me if
you want sex with me.” “I dress you all up and make you all up just like me.” “I do your
nails just like mine and add all the feminine accessories and then I give you a very hot
blowjob.” “My, my you are dreaming aren’t you.” “Oh your Mother is really going to get a
kick out of this” Now I really went ballistic, “No you can’t, please you can’t show her that
diary.” “Can’t”, she said. “I can damn well do anything I please.” “I’m sure your Mother
would be quite interested in the fact that you want to be dressed like a woman and then
fuck your sister.” “No please, please I swear I’ll do anything you want, please don’t show
that to her.”

“Anything Donald?” “Yes, anything you like Aunt Dolores, please, it would upset her so
much.” “Oh don’t be so melodramatic darling.” “Your Mother owns a beauty salon, do you
think she’s never heard of a transvestite or a drag queen before.” “Shit, half the men in her
graduating class from beauty school were drag queens if I remember correctly.” “Of course
she will be a little shocked to find out her son is one of them”, she laughed. “No please, I’ll
do anything, just keep it to yourself.” “All right, for the time being I’ll keep it to myself”, she
said. “Your off from school for the next two months so report to my house 9:00am tomorrow
morning, and don’t be late, we’ve lots of work to do.” “If you’re one minute late the book
goes to your Mother.”

“Thank you Auntie, I swear I’ll be there on time, can I have the book back now?” “Yea right,
do I look that stupid.” “You’re not getting this back for a long time. “This project is going to
take a lot of work and I intend to work you to death.” She finished her coffee, got up and
left. I must have sat there for an hour crying and imagining what might happen if my
Mother found out. Obviously Aunt Dolores was going to take her revenge by using me like a
slave all summer. She spoke of lots of work, and a big project. She’d probably have me
cleaning her home, painting, doing her lawn, cleaning her pool and anything else she could
think of. My entire summer was now shot, gone! Well if it got me out of this mess I should
consider myself lucky. Of course I was completely mistaken. The work and the project she
had in mine wasn’t physical labor, it was me.

I told my Mother I was going to hang out at the lake with some friends and might not be
home till later in the evening and I took off for my Aunt’s house. I ran her bell at exactly
9:00am. “Well right on time I see.” “I did manage to read through the entire diary on more
time last night”, she said. “I have a few questions.” “Do you know how old I am?” I thought
she was about 42, but I thought it safe to stay a little on the low side. “39?” I said. “How
cute darling, no 43, your Mother is 41.” “My question is, if you know how old I am, why
would you even be interested in sex with me, never mind my clothes and makeup?” “Don’t
you like young girls?” I thought about lying and decided what the hell it couldn’t get any
worse, she’d already read everything, in fact twice by her accounts.

“No, I really don’t care for the young girls at school I think they are so plain Jane compared
to you Auntie.” “I didn’t mean all those bad things I said in the diary, I think you’re
beautiful, the most beautiful I’ve ever seen.” “I didn’t mean to call you a whore or a slut.”
“That’s all right darling, I just needed to confirm my suspicions about why you wanted me
instead of the young girls and I’m pretty sure now I know.” “Well let’s get started on our
project shall we, upstairs you go.”

She lead me to her big upstairs bathroom. “Take off all your clothes” “What?” “You heard
me take off all your clothes.” “Then get in the shower and use this razor to shave off
everything except your head. Shave your legs, your arms, your chest, underarms,
everything.” “But I…” “Well this is what you wanted dear, to see what it’s like to be like me
and you’re so lucky darling, we’re going to give it to you.” “And the first thing that means is
smooth skin and a hairless body.” Now it dawned me what she meant by a big project. “But
Aunt Dolores…” “But nothing, get in the shower and use the razor I haven’t got all day to
waste. I wanted to protest, really I did, but words just didn’t seem to come to my mouth.
Probably because she was right because this is what I’d fantasized about for months and
months. Only thing is the reality of the situation was MUCH different. Before it was only an
idol daydream, now if I understood her correctly she was proposing to actually turn me into
a woman like her.

I should have said something, but I didn’t, I just started undressing. I tried to cover up
after taking my underwear off but she slapped my hands away. “No use being shy at this
point darling.” I climbed in the large shower that even had a seat and she handed me the
razor and shaving cream. I thought she was going to leave, but she didn’t. She sat down at
a vanity in the bathroom and just watched me. “Well get to work stupid, quit wasting time.”
So I did as ordered, I shaved my arms and underarms and chest then sat down on the seat
and shaved my legs. She watched me the entire time. “Crotch too darling, I don’t want any
pubic hair either shave it all.” It felt so weird shaving off all my pubic hair, but there was
nothing else to do.

She inspected me thoroughly when I came out. “You missed a spot darling.” I didn’t think
I’d missed anything. She put shaving cream on my eyebrows and with a couple of swaps of
the razor they too were gone. “Well now I think we have something to work.” “A good
starting point.” “Come along to the bedroom dear.” I went to pick up my clothes and she
scowled at me, “Just leave those there, you won’t be needing them anymore for a while.” I
followed her into a large stately feminine bedroom. I think I’d only seen it once before.
Normally even when we visited she never went to the bedroom.

“You are quite skinny for a boy, so pulling in your waist a little shouldn’t be that hard.” “It’s
the breasts that we’re going to have to enhance quite a bit.” She pulled out a very exotic
looking black and red satin corset and placed it around my waist. She smiled at me as she
started to lace it up. “Oh my God, I thought I was being crushed by that thing. “What’s the
matter dear, finding it a little hard to be a woman like me already?” “We’ve only just
begun.” “No, I’m find Auntie, it’s just very tight.” “Well it’s supposed to be darling, this is
what women wear to give them that seductive tiny waist.” Breast forms were placed in the
top of the corset creating even bigger looking breasts. They seemed quite large. Aren’t these
too big Auntie?” “Nonsense dear, these only DD cups, good for getting you started.” Started
hell, they looked monstrous to me. She said that was only because I wasn’t used to having
breasts.

Next she put nylons on me pulling them up and attaching the sheer black nylons to the
garters on the corset. She added black nylon panties, but these were special obviously
because there was a ruffled nylon opening in the front for my cock to stick through. Which
by now was very hard. My Aunt smiled at the hard-on, “Nice, very nice darling, I see your
enjoying yourself.” “OK, stand up and go over to the makeup bench. I went to glance at
myself in the mirror, but she pushed me away. “No, no darling, no fair peeking.” “I don’t
want you to see anything until we’re all done.”

I carefully seated myself on the padded makeup bench by the vanity. She made sure I was
facing away from the mirror. “You’re going to love this darling, let’s hope it’s everything you
dreamed of in your diary.” She tilted my head back and started to apply liquid foundation
all over my face and neck. When it dried she applied a second covering. This was followed
by lady’s powder. Do you like dear?” “Go ahead smell it, isn’t it so intoxicating.” I breathed
in a little powder from the soft brush. She was right it smelled lovely. Next she painted on
my new lady’s styled eyebrows. She said, “The beauty of this darling, is that without any
real eyebrows anymore we can now draw on whatever feminine style eyebrows we’d like.”
“Sissy high thin rounded one, Arched and tapered drag queen style, even something
suitable for an older wicked woman if we choose.”

She work silently for a while after that. I could tell from where she was drawing them on
that they were indeed going to be higher and severely arched but I could see them, I could
only go by the feeling. She started applying eyeshadow. First it looked like a deep, deep
gray, almost black, that was followed by some kind of violet, and finally a shimmering white
shadow under my newly formed brows. She smiled as she took out several tiny cases
containing lady’s false eyelashes. She selected one and applied glue to it. I was ordered to
close my eyes and keep them closed until she told me to open them. She pasted the false
eyelashes to my lids. When I finally did open my eyes. They felt so heavy. The lashes were
so long and thick. Well at least it felt that way to me. God, I loved it the weight on my
eyelids was a constant reminder that I was wearing makeup like a woman now. I was like
my Aunt ‘Made Up’.

Black eyeliner followed this as my Aunt took time drawing her feminine artwork very
carefully. Then it was blusher on my cheeks and finally she outlined my lips and then filled
them in with red lipstick. God what a sensation that was. The smell and taste of lipstick
was so exciting I thought I’d pass out. My dick was sporting a raging hard-on, which was
not lost on my Aunt as she glanced down at it. I don’t know what was stranger the fact that
I was now all made up like a lady or that my Aunt was staring at my exposed cock and
smiling at my obvious enjoyment of being made up. “Well apparently that cute little sissy
cock of yours enjoyed the process of being made up”, she said. I turned red in humiliation
not that you could tell under all my layers of makeup.

She opened a drawer and pulled out the biggest pair of earrings I’ve ever seen. Big dangling
chandelier rhinestone earrings. Apparently they screwed on not clipped on. As she
tightened them down I winced. “Ah, what’s a matter poor baby, do they hurt?” “Yes Auntie,
they hurt a little.” “Well get used to it sweetie, because beauty knows no pain.” “You’ll just
have to learn to suffer like the rest of us glamorous ladies who like to dress up.” She
studied me from several angles. “Oh darling, you look so divinely trashy and homosexual all
made up like this with those big earrings.” “I’m almost tempted to leave you like that for a
while to humiliate you some more.” I tried to look again, not she catch it and turned me
away again. “No, no, not yet baby you just leave the looking to Auntie right now.” She
studied me for what seemed like a long time a huge smile on her face. She was obviously
enjoying her handy work. Or maybe it was like she said the bizarre image of a man all made
up with earrings.

“Well as much as I’d like to leave you like this to make sure you understand what a little
sissy faggot you are now I’m afraid for your first time I’m going to have to use a wig.” “Later
on we can go back to this faggot type look.” “Please Auntie, I’m not a faggot or fairy.” She
laughed, “Your joking right?” “Your sitting here dressed in a woman’s satin corset and
bulging bra, black nylons your face all made up and your trying to tell me your not a little
sissy faggot.” I hated to admit it to myself, but I guess she was right, if I was gonna be
dressed like this I guess I was a sissy or a homosexual faggot. This started to bother me a
little, but apparently my dick didn’t seemed to mine. In fact it seemed the more she
humiliated me by calling me names like that the more excited I became.

She went to her closet and returned with a huge flame red wig, that was just like her hair
color. While she was gone I cheated and looked at myself in the vanity mirror. Oh my God,
never would have I expected what I saw. Those huge earrings swaying back and forth. My
made up face looked so bizarre without a wig almost hideous. But as I stared at myself in
the mirror the look began to grow on me. Yes it was bizarre and very homosexual looking
and perhaps even hideous looking without a wig and all the makeup, but still it looked so
sexy to me. I thought I was coming to come right on the spot. I had to look away for fear of
having a orgasm right then and there. As bizarre as it looked there was something so sexy
about it. I did look like a complete faggot though.

She returned with the wig and placed it on my head and adjusted it. She smiled that big
smile again, “Simply lovely darling what a fabulous little drag queen slut your going to
make.” “Can I look now Auntie?” “Almost darling, but not yet, just a few accessories.” She
added a couple of woman’s necklaces and bracelets to my wrists and then she started
gluing on long fake woman’s fingernails to my own. Finally she painted them with lady’s red
nail polish. God they felt so strange, even stranger than all the other stuff. My hands looked
so long and feminine now. She added lady’s cocktail rings to my fingers and held my hands
out for inspection. “Simply divine my darling, you turned out even better than I imagined
you would.” “Now you may look at yourself.”

I turned and looked at myself in the mirror. She was right the wig had softened that bizarre
image I’d seen in the mirror minutes before. The jewelry added a glimmering feminine touch
and those long red nails, looked positively wicked. But she had actually done it, I looked
just like her. Well almost like her, The makeup was even heavier than hers, but maybe
that’s because I was a boy not a real woman. I was mesmerized by my image. I looked
stunning. A first class duplicate of the woman I worshipped, my Aunt. “Do you like
darling?” “Oh yes, Aunt Dolores, it’s beautiful… I’m beautiful.” “Yes I think so darling, I
think you turned out very well.” “But now it’s time for the real fun and games darling and
your punishment.” “Punishment?” “Yes dear, I told you I’d punish you later for calling me a
slut and a whore in your diary.” “But Auntie, I said I was sorry, I didn’t mean it.” “Oh yes
you did and now your going to pay for your crimes.”

“This is something I call the ‘Spank and Wank’.” “Especially designed for naughty little
sissy faggots like you and I’m guessing that since this is your first time in spite of the
spanking part it will probably be over in seconds so we may have to repeat it several times.”
She went back to her closet and returned with a pair of lady’s spike high-heels. “These are
only 5” inches darling, I’d like to make you wear 6” inch ones, but I’m afraid being your first
time you’ll have to learn to work your way up to those.” She placed the high-heels on my
feet. “OK, stand up slut and walk over to the big wall mirror.” I wobbled over to the wall
mirror struggling to not twist my ankle or fall. God walking in those shoes was a lot harder
then I’d ever imagined. It was downright difficult and she’d said these were only beginning
high-heels.

I stood in front on the mirror admiring myself. God I looked gorgeous, except for my raging
hard-on sticking through those flimsy black panties. When she returned she was holding a
long thin black riding crop. “This is going to hurt a bit I’m afraid, but the time has come for
you to pay for your sins.” She smacked each ass cheek twice real hard. It stung like hell
and I jumped. “Put your hands on your hips and leave them there, don’t you dare move
them.” “Display your long red nails for me slut.” She smacked my ass again and it stung
once more. “So who’s the whore now you little faggot, me or you?” “Look at yourself in the
mirror and tell me.” Smack, smack. “Are you a little whore?” “Yes Auntie.” “Yes Auntie
what?” “Say it.” “Yes Auntie, I’m a little whore now.” Smack, smack. Say it again louder, I
can’t hear you.” Smack, smack. She had turned complete vicious now. Gone was the sweet
loving, caring Aunt who was making me up for fun. Now it was the dominant wicked, evil
Aunt Dolores.

“Still think I’m a whore darling.” A couple of more sharp stings from her crop. “No Auntie,
your not a whore.” “Liar”, smack, smack. “The truth, say it, I want to hear you say it. “Yes,
Auntie I think you’re a slut and a whore.” “Yes your right, I am and now your just like me,
that’s what you wanted isn’t it, to be a slutty little whore like me?” Smack, smack. “Yes
Auntie, yes I want to be a whore like you.” That was it for me, I came with an intensity that
I never knew was possible. My cum spurting out across the room onto the mirror as I
whimpered in sexual submission. “Yes just as I suspected, took you less than a minute for
you to cum in spite of the spanking. Clean yourself up and the mirror too slut while I get us
a refreshments. I took some tissues from the vanity and cleaned myself up and then the
mirror. When she returned she had a cocktail for herself and a diet coke for me with a
straw. She would even let me hold the soda, she held it and told me take a sip from the
straw.

“OK, break is over cunt, back to posing and modeling, walk around the room in your high-
heels for me slut.” I wobbled around the room in the spike high-heels for her. “Well you
wrote a lot about me and you obviously paid a lot of attention to my clothes and makeup
but you obviously didn’t pay attention much to the way I walk.” “Put one hand on your hip
and hold the other hand out with a nice limp wrist displaying your nails sissy.” I tried to
comply as best as I could. All this talk of being a sissy and a homosexual was getting me
excited all over again. I never knew I craved the humiliation and control from her, but
obviously I did because the more she verbally abused me and humiliated me the more
excited I became again. “Well I think your ready for another session in front of the mirror
now”, she said.

“Pose properly sissy faggot, one hand on your hip and the other held out displaying your
nails.” Once I was posed to her satisfaction again she smacked my ass a couple of stinging
times. “Look at yourself, you fucking slut, like what you see, hea?” “Here put some lipstick
one girlie”, she handed the tube of red lipstick. I felt so girlie but faggoty putting on lipstick
in the mirror. God this was so intense and humiliating, but I loved it. “You like it darling,
you still want to be like Auntie darling?” “Yes Auntie, I love it and I do still want to be like
you.” She stung my ass with the crop several more times. The blows weren’t that hard just
a fast sting designed to make me jump or flinch. “Go ahead play with your new tits girl,
show me how much you like having boob like a girl now.” I played with my tits while she
verbally abused me some more and smacked me several more times.

“Well let’s she how long you can hold out this time.” She stroked my cock for a minute or so
with her own long red nails telling me, “Look at yourself fairy, you want to be lady don’t
you?” “Yes Auntie, I do.” “Yes, I think you like playing dress up with Aunt Dolores a whole
lot.” “We’ll have to try a whole bunch of different things.” “I have many wigs and tons of
clothes and we’ll have to try them all out on you.” “Does wearing Auntie’s clothes, makeup
and wigs excite you fairy.” “Yes Auntie, I’m very excited and happy to be wearing your
clothes." “Good darling, because your going to be wearing them a lot from now on.” “Your
hair should be long enough to set in curlers, perhaps we can see you like that sometime.”
“Of course roller sets and perms and things like that are more in your Mother’s line of
work.” “Please Auntie, you promised you wouldn’t say anything to her.” “No darling, I
promised, not yet.” “Besides you don’t have any choice in the matter I decide that’s going to
happen.”

She went back to stroking my cock. “This is called milking a sissy, darling.” “Do you like it
Sissy.” “Oh God yes, Auntie.” “Well then look at yourself in the mirror sweetie and say, my
name is Donna now and I adore being a homosexual sissy for Auntie.” “Go on say it.” “My
name is Donna now and I enjoy being a homosexual sissy for Auntie.” “Very nice, sissy.”
“Later on we’ll teach you to talk like a sissy faggot too.” “You wanted to be a made up little
slut like me and now you are darling.” As she stroked my cock I came again for the second
time. “How sweet the little sissy, is just full of sissy cream to spurt.” “But let’s get you
cleaned up and it’s time to move along in your slut training.”

After I was cleaned up for the second time. She made me redo my lipstick again. “Well it’s
time to move along to dresses darling, but first something else to make you feel just like
me.” She produced a pink bulbous rubber type of thing, I didn’t know what it was but I was
about to find out. “Bend over darling.” She lubricated the toy with some kind of glue and
proceed to insert it into my bottom. “Aunt no, please”, I screamed out. “Yes you need this
butt plug to start your slut training.” “You have to learn to start taking a butt plug so you
can fucked like a girl.” I whimpered and moaned and she stroked until the little sex toy
popped into my ass. “Stop your whining sissy, it’s only a small butt plug.” “Now you’re a girl
dearie.” She picked out a beautiful cocktail dress and for the rest of the day I modeled
around her house, posing, primping and preening just like a girl wearing that butt plug in
my ass. She was always there offering suggestions on how to improve my image. Correcting
me when I didn’t act or move in a feminine manner. And I was milked once more with my
dress up and the butt plug still in my ass.

At night I was cleaned up and redressed in my male clothes and sent home and every
morning I reported back a 9:00am for more feminine training. My Mother never even
noticed anything. Although I avoided close contact with her wherever possible. Of course
the only thing she could notice that was a visible change was my missing eyebrows. The
rest of the changes were either not visible with my clothes on, or they were more mental
changes rather than physical ones. One morning though she did notice my missing
eyebrows, there was no hiding that. “What happened to your eyebrows”, she said. “I… I
shaved them off.” “What ever on earth for?” “I don’t know, I was just experimenting.” “Are
you crazy, you look stupid.” “Well it will grow back I was just fooling around.” “Well at least
you didn’t get a nose ring or something pierced”, she said. And we left it at that, thank God.

The weeks went by, one after another. Every day being dressed up in my Aunt’s gorgeous
clothes and being all made up. She was slowly showed me how to do the makeup myself
and all the other things. But she still picked out everything. She decided what clothes, what
makeup what hairdo, etc. She tried she single feminine image on me. French Maid, Drag
Queen, Business woman, even sissy housewife in pink curlers and kerchief. Every day I
was milked of my naughty sissy cream several times and my butt plug training continued
too. By the end of 5 weeks I was quite good at doing my own makeup and I was totally
addicted to all the sessions of verbal abuse, spanking and milking, I adore it. I loved my
Aunt teasing me, even spanking me and milking me. But today she said I was ready for the
final training.

Usually when I arrived my Aunt was already dressed up and made up. Today however is
seemed rather plain, especially since she said this was a special day. I had expected
something totally outrageous from her. Today she dressed me up and she did my makeup,
which was not all that heavy compared to most of our usual makeup jobs. Again surprising
I kept expecting something more. The dressed me up as a frilly little prissy sissy today. Not
my favorite role but still all the petticoats and girlie things and curls excited me. After I was
completely decked out in pink as a little 10 year sissy. She told me to stand in front of the
mirror and examine my outfit in every detail until she returned, that she’d be a while.

I started at the bottom. I was wearing pink leather Mary Jane type shoes, no heel, so it was
extremely easy to stand in them after all the 6” and 7” spikes I was usually required to
wear. I had on sheer pink nylons with big pink bows above my knees. The dress itself was a
real prissy sissy creation. Tons of lace and satin all in white & pink, big puffy sleeves and of
course lots of white petticoats underneath. Again some minimal jewelry, pink plastic
bracelets, and a pink gumball necklace and pink plastic hoop earrings. Those were pretty
big, but not as big as some of the stuff I’d worn. I makeup wasn’t that heavy, blue eye
shadow, but no eyeliner. I did have on pretty big thick false eyelashes. My hair was all in
curls. As I looked at myself in the mirror I thought I looked like an overdone Shirley
Temple.

When my Aunt returned that’s when I got my shock. She was dressed head to toe in black
leather. 6” black spike high heels, black leather dress, black nylons, black leather corset,
etc. Her makeup was extremely severe, in fact downright evil looking. She looked like a
German dominant from one of those Nazi movies or something. She positively reeked of
Dominant wicked woman from every pore. But the real shocker was the penis, oh yes I said
penis. A long white realistic looking cock protruded from the slit in the front of her leather
dress. I didn’t even know it then but the dildo extended not only out but in too. Another 6
inches of it was buried in her pussy, a fact I didn’t find out till later. “Well sissy Donna,
today your Mistress is going to teach about really being a girl.” “Today Mistress is going to
fuck you just like a girl.”

She walked over to me in those gorgeous spikes a stern expression on her face. “Kneel little
sissy Donna and kiss Mistresses cock.” I knelt in front of this vision of dominance and
control and kissed her cock. “Say Mistress, sissy Donna needs your cock and kiss it again.”
“Mistress sissy Donna needs your cock”, I kissed it tenderly. “Say please Mistress fuck
Donna like the naughty little sissy girl she is.” “Yes Mistress, please fuck Donna like the
naughty sissy girl she is”, I kissed her cock again. She swung me around and bend me over
the vanity makeup seat. She raised all my petticoats and stood behind me. “Now Donna
really becomes a girl.” The cock was inserted into my ass slowly, inch by inch it went in. I
was whimpering and begging her to stop, but she slapped my ass several times and told me
to be quiet. When it was in all the way she started fucking me.

I don’t know how long it went on, it seemed like forever, but in reality it probably wasn’t
that long maybe 10 minutes. I thought I would die of shame. I cried and cried begging her
to stop, while she fucked me harder and harder and verbally abused me. “That’s right cry
little sissy faggot, take that cock like a girl.” “Feel like a girl now darling, with a big cock in
your pussy.” “Tell Mistress how much you like getting fucked like a girl now.” All I could do
was kneel there submissively and take it, now I truly was a submissive girl. My big pink
plastic earrings bounced around in a little dance as she fucked me. My blonde curls
bounced back and forth as she made me take the cock like a girl. All I could do was cry and
beg her to stop in between sobs. When it was finally over she withdrew and I was told I
could lay on the bed and rest, while she got into something more comfortable.

When she returned I was put in a pink babydoll nightie after my dress and petticoats were
removed. She laid next to me stroking me. “I know that was hard Donna, but I had to show
you that you are a total sissy faggot now and little girls like you get fucked from time to
time.” “Are you feeling better darling?” “Yes Auntie.” “Did it hurt darling?” “Yes, it did a lot.”
“Did you enjoy getting fucked though?” “No, not really it hurt really bad.” “Were you excited
though?” she started stroking my cock. “Yes, I guess so, a little.” “Did you like the way
Auntie was dressed darling.” “Yes that I did like.” “Well in time you’ll get used to being
fucked like a girl. “I know the first time was harsh, but you needed to understand that you
can no longer be a boy, you’re a submissive girl now.” “I think it’s time we tell your Mother
what a little fairy you really are.” I started crying again even while she stroked my cock. It
dick was hard, but I was still crying as she continued to talk.

“She’s going to hate me if you tell her.” “No, no she won’t darling you leave everything to
me.” “I’ll take care of everything, besides is she doesn’t like you as a girl, which I doubt, you
can always stay with me permanently.” “I could?” “Yes darling, you can stay with me, but
trust me you Mother is a lot more knowledgeable about these things then you know.” “You
just leave everything to me and do as you’re told and you’ll see it will work out.” Then to my
utter surprise she bend and slid my cock into her mouth and started sucking me off. My
diary had finally come to reality. I had dreamed of my Aunt dressing me like a girl and then
sucking my cock. Now reality finally mirrored the book. It took only a minute or so before I
came in her gorgeous lipsticked mouth. I was totally spend and exhausted. “Yes lay back
now sissy girl and sleep, tomorrow we shall tell your Mother of all your adventures into
sissyland.” That’s the last thing I remember her saying as I drifted off to sleep. I slept for
hours.

Well for better or worse the stage was set, but I was so nervous I thought I might pee my
panties. My instructions were quite clear. Wait upstairs in her bedroom until I was called,
just wait fully dressed like a woman until I was called. Gone were the sissy outfit, today I
was again back to looking exactly like my Aunt. Beautifully made up wearing a gorgeous
dress, a big bouffant hairdo and long red nails. I was so nervous I was practically twitching.
Dolores had invited her sister over for cocktails and I knew soon, she’d be downstairs
talking with her sister about the diary. I just waited wringing my hands nervously.

“Well I’m afraid I have some rather shocking news sis.” “This belongs to your son”, she
handed my Mother the diary. My Mother started reading the entries and was some
engrossed in turning pages and reading more. “My God Dolores, I can believe he actually
referred to you as a whore and a slut.” “And this entry about sucking on your big tits.” “I
can’t believe Donald would say these things about you.” “But he obviously did, I recognize
his handwriting.” “However did you come into possession of this?” “Well that’s a long story
sis, but let’s just say I stumbled across it, and leave it at that.” “Go ahead read on it gets a
lot better.” My Mother continued reading, eventually just like my Aunt she got to the entries
that detailed how I’d like to look like my Aunt and then have sex with her.

“My God, he’s a transvestite too?” She looked at her sister. “Yes he is.” “Oh Jesus, he
wishes you would dress him up and then suck his cock, My Lord Dolores I had no idea this
is what he was thinking.” “I’m so ashamed at his behavior.” “Are you going to turn him over
to the police or something.” “Police, don’t be silly sis, your over reacting calm down have a
drink and relax.” My aunt poured her a fresh drink. “Well I must say your taking this quite
well, I myself would have been outraged and thinking about how I was going to extract
revenge for the bad things he’s said in there.” “Oh, I’ve had my revenge already darling
sister.” “You have?” “What did you do?” “Well I think it’s best to show you, rather than tell
you.”

My Aunt walked to the bottom of the staircase and call loudly up to me, “You can come
down now.” She reseated herself next to my Mother and poured each of them another
drink. As I entered the room my Mother said, “Dolores I didn’t know someone else was here,
how could you involve someone else while we’re discussing this?” “I think you’d better take
a closer look dear.” Now my Mother examined me in greater detail, and suddenly the light
bulb came on. “My God, Donald, is that you?” “Yes mother, it’s me except I’m called Donna
now.” My Mother stared at me for a long time taking in all the details. I don’t know if she
was shocked or just taking her time thinking before a reply, her expression was blank.

She looked at her sister, “Did you do this to him?” “Yes, yes I did”, Auntie replied. She
looked back at me and laughed a little, “Well he certainly looks pretty good anyway.” Thank
God, laughter was a lot better than screaming and crying, a lot better. “I think I need
another drink”, she said. “Well sit down Donald, arh, Donna you’re making me nervous just
hovering there.” I sat in a chair across from them. My Aunt poured them another drink.
“Well to say this is a shock is putting it mildly.” She examined me again. “Stand up and
walk across the room Donna then sit down again.” I did as directed. “Oh he’s way to good
for you to have just done this tonight Dolores, how long has this been going on?” “I found
the diary 6 weeks ago, and I’ve been dressing him ever since.” “It was right after school
ended.” “I came over one day and found it sitting on the kitchen table.” “I see”, my Mother
said. She examined she again, “Well I guess you got what you asked for dear because you
certainly look like a replica of Dolores.” “Well everything except the sex.” There was a
silence in the room as no one replied. “Oh my God you had sex with him to dressed like
this?” “Just like in the diary?”

“Well no not just like in the diary.” “I just masturbated him a lot while dressed.” “Well to be
honest, I did fuck him with a strap-on like a girl last night.” “You actually fucked him?” My
Mother seemed to be going back into the stunned mode again. “Yes, I did.” She looked at
me, “Is that what you wanted Donald, arh, Donna?” “Yes Mother, I did want it.” She looked
back at Dolores again, “Well you have been busy haven’t you.” “Was he a good fuck”,
Mother asked? “Yes he was darling, the best.” “I had him dressed in a little girl’s pink party
frock with petticoats and Shirley Temple curls and pink Mary Janes.” “And he liked it?” “Oh
yes, well there was a lot of crying and sobbing, it being his first time, but you know how
little sissies love that part of it too.” My Mother looked at me again, “So Donna is that true,
did you enjoy dressing up and getting fucked?” “Yes Mother, I did.” “Well I guess there’s
nothing else to say, it’s obvious if you’ve reached this point, your not going back to your
normal boy existence.” “Do you expect to keep on dressing as a woman?” “Yes, I want to
keep on dressing as a woman Mother.”

She looked at her sister again, “Well you’ve taken it this far hopefully you have a plan for
completing what you started.” “Yes, I think I do, but I think it’s best if we discuss it without
Donna for the time being.” “Donna give your Mother a goodnight kiss and then go back to
my bedroom you can get undress, I’ll be up much later.” I kissed my Mother goodnight and
she smiled at me and I left. Well the hardest part was out of the way, but it still remained to
be seen whether Mother bought into the rest of Auntie plan.

“So what is it you have in mind Dolores?” “Well he’s obviously a confirmed submissive
transvestite, I say let’s use him, the way he really wanted to be used, we could share him.”
“Listen he may not know the full story with your husband but I do”, Dolores said. “I know
he was a bi-sexual crossdresser, I know you played dress up games with him and even
some dominance.” “And I know how the demented little fucker took you for a ride and then
stole everything and left with his boyfriend and your money.” “I know it’s taken you a while
to get back on top of things, but don’t you see this is perfect divine retribution.” “Ok,
Dolores it true, I got screwed and yes, I did play dressed up games and sex and yea, even
dominance with Henry, but he was my husband, this is my son.” “Yea, I know that makes it
even sexier sis.” “It’s perfect you put him to work in the salon and we keep the little sissy
feminized 24 hours a day, you and the salon and me here.” “Of course we can always
switch off later on if you like.”

“Did you really already have sex with him?” “Sure what sissies call sex, I’ve wanked him off
about 50 times already, actually it’s getting boring we need another sissy to do that for
him.” And yes I fucked him last night, oh yea I did give him a very short blowjob after the
fucking last night just to show him there are rewards to being obedient.” “Com on sis, join
us have some fun, I know you used to enjoy feminizing and dominating Henry.” “So all this
shit in the diary is true, he wanted to look just like you?” “Yea, but it’s not just me, he only
fixated on me because he didn’t know any other super glam women or transvestites.” “Like
all the crossdressers it’s the heavy makeup, bouffant hairdos, excessive jewelry and all that
shit he loves.” “You could just as easily get him to make it with one of those drag queens
that come into your salon.”

“Well since we’re being so honest tonight, I can tell you my special thing is curlers and
stuff.” “I have a little sissy that comes in to the salon every Wednesday at closing and the
way I dominate him is through curlers and extremely tight curler sets and spanking and
kerchief and yes like you wanking him off while he’s in his curlers and sissy attire.” “He’s
been paying me well for just a few hours work every week.” “I think he would be the one to
pair up with Donna.” “So is it a deal then?” “You control him during the day make him
work at the salon doing anything as long as he’s feminized.” “Get to play with curler guy or
whomever you want and at night I play with him in whatever games turn me on.” “God this
is so bad, I can’t believe I’m agreeing to this, my own son.” “Come on sis you’ve seen him, if
you and I don’t do it to him, he’s just going to be miserable until he finds somebody else to
do it to him.” “He’s never going to change back anymore, you know how these things work,
it is isn’t us it’s going to be somebody else.” “Why not keep it in the family and control
everything right here?” “OK, it’s a deal, I do what I want at the salon, at night I send him
home to you and you do whatever pleases you.” “On weekends, we share, your house or
mine or whatever.” “Yes deal”, Dolores said. “Ok, send him to the salon tomorrow and I’ll
start training him my way.” “OK”

In the morning my Aunt awoke me and said, “Well it’s all set, you report to your Mother at
the Salon at 9:00am today and every day from now on, Monday through Friday.” “At night
you come home and play with me dear.” “Your going to be the luckiest sissy faggot alive
baby because we’re going to give you every feminine role you could possibly imagine.”
“That’s what you want isn’t it?” “Well I guess so.” “Darling don’t guess, you have to be sure,
because your going to leave your old life behind and be totally submersed into a world or
girlie feminine delights.” I thought about my former life without dressing up, it wasn’t much
and I wasn’t really all that happy in it. I thought about all the games I’d played with my
Aunt, could I really give them up, no never. So I guess she was right, I was pretty lucky.
“Aunt Dolores, what’s my Mother going to do to me, do you know?”

“Well I think her thing is curlers, perms, kerchiefs that kind of thing and of course working
in the salon and always being femmed up.” “I believe she’s going to have you do things with
some of her homosexual customers or staff too.” “No that sounds OK, I just don’t like being
hurt.” “No, no darling she’s not going to hurt you, just force you into the lifestyle you
always dreamed of.” “And as for me, well you already know what my thing is.” “I’m going to
dress you in dozens of extremely feminine outfits and watch you struggle in your
womanhood.” “Of course I’m going to fuck you too, but I promise I won’t be that rough
anymore, you’ll learn to like it, believe me.” “I think we’ll get a sissy maid too, for you to
play with whenever I feel like forcing you two together.” Now get showered, dressed and
made up because your due at the salon, quickly darling.” “Are you going to take me there.”
“No darling, I have my own life to get on with, you can take my BMW until we get you your
own car, some nice basic simple transportation.” “Don’t forget to take a purse sweetie,
you’ll need your wallet and things.”

An hour later I entered my Mother’s salon, for the first time dressed as a girl. Oh nothing
extravagant today. Just normal women’s clothes a skirt and blouse, minor makeup, etc. I
felt very self-conscience being out dressed as a woman. Being at my Aunt’s house was one
thing, but being out in public was a whole different ballgame. Fortunately I was reasonably
short for a boy and I was skinny enough to pass as a woman’s body as long as nobody
examined me too closely. With 3 inch heels I was almost 6 foot tall, but I didn’t stand out
too bad as long as I didn’t talk or get to close to somebody. As I walked in the salon, I
started feeling very self-conscience again, but nobody paid the least attention to me. I was
just another girl in a salon. Mother said, “Good morning Donna, please wait in the back I’ll
be with you in a moment.” So I waited in the back room of the salon. When she entered
Mother said, “Well dressed rather plainly this morning aren’t we.” “Yes Mother, I thought it
best to keep a very low profile.” “Well we’ll soon get you over that”, she said.

My hair was washed and set in pink curlers and a black hairnet placed over them. She had
another lady pierce my ears and a pair of thick gold hoop earrings were placed in them.
Another woman can in and did my nails, now the long fake nails were back almost 2” long
and they were painted bright red. “For right now darling, just get things for the girls if they
ask you to retrieve something and make yourself useful, follow orders as best you can and
eventually you’ll fall into a routine.” “We’ll get to the other stuff later.” So that’s what I did I
made myself useful it was “Donna get me this or Donna get me that.” I took money from
customers, retrieved things, stocked a delivery that came in on the shelf in the back room.
Just general everyday salon stuff I guess. No one said a thing about be being a boy, I think
Mother had prepped them all in the salon before I got there, I think they all knew they just
didn’t say anything. As for the customers, no one said a word, I presumed they all thought I
was a girl. Only one woman looked at me hard and smiled at me when she left, but she
never said anything. So if she knew apparently she didn’t care.

Nobody asked or ordered me to do anything kinky or sexual, least of all my Mother. I was
just a girl working in a Beauty Salon that it. Oh there was one humiliating thing, at
lunchtime the girls all ordered sandwiches from some deli around the corner and in my
typical gopher role Mother told me to go pickup the order that we had account there just
tell them I was from the Perfect Tease Salon. I looked at my Mother in panic. Driving to
work safe inside my car, and obeying all the traffic rules I doubted anyone would spot me,
especially dressed so nondescript. But walking down the block with my hair set in pink
curlers and 2” long red nails was another matter entirely. My Mother just said, “Well what
are you waiting for Donna go get our order the girls are getting hungry.” She leaned in close
to me and whispered in my ear, “Don’t forget your purse sissy girl.”

So out the door I went hair set in pink curlers with a black hairnet over them. Carrying a
purse over my wrist and 2” long red nails, wearing makeup and lipstick. Now I really felt
like a humiliated sissy faggot. I was sure anyone looking at me would immediately she I
was a boy in curlers and makeup carrying a purse. That trip around the corner felt like
eternity to me, I felt everyone was looking at me and laughing. The Deli itself was even
worse, it was crowded at lunchtime and several guys copped a feel of my ass while I was
waiting for the order, and practically ran back to the salon in fear. I handed out the
sandwiches and retired to the back room again literally shaking. The strange thing was I
had a hard-on too and my skirt was bulging out in the front. A fact that didn’t escape my
Mother’s attention when she came in. “Well I see my little sissy son Donna enjoy his little
walk of shame.” “Have a good time at the Deli did you darling?”

I got home, which was now my Aunt’s house about 5:00pm and my hair was set in those
curlers. It was beginning to hurt like hell. Driving with the 2” inch long red nails too
provided a new experience. I handed her a note from my Mother. She read it and laughed.
“Well darling let’s get your hair out of those curlers and let’s get you into something nice. I
was really tired it had been a long day and thankfully my Aunt was kind and kept her
activities to a minimum and I was in bed by 10:00pm. It was a hell of a Monday. Sinking in
the sheets to reviewed the day’s activities. Was I really enjoying myself? The answer was
yes. I’d gone from a male’s life to a female’s life in just 6 or 7 short weeks, but it was the
female’s life I liked a lot more. I loved all the makeup and clothes and even some of the less
pleasant things. Wearing the curlers all day today had been a little uncomfortable but still I
liked even that and I couldn’t believe I had a hard-on coming back from the Deli.

I was beginning to realize I was indeed a full blown sissy and I loved being feminized by the
women in my life. In fact I loved the fact that I never knew what was coming in the way of
feminine roles or clothes. I was just like a little dress up doll forced to play a variety of
female roles. Of course in my case being a boy it was more like homosexual dress up roles.
The next morning my Aunt had laid out and outfit she said my Mother requested. A pink
ruffled nylon blouse with a black bra, and skin-tight pink capri pants that looked like they
were spray painted on. I was given a pink purse to carry also and a pair of 4” inch spike
high-heels in pink. The hard part was that I was wearing pink crotchless nylon panties and
the bulge in the front of my capri’s was immediately visible even when I wasn’t hard, which
wasn’t very often.

Reporting back to the salon this morning Mother had one of the women set my hair in
brush rollers and a lacy hair curler bonnet over them. Walking around the salon all day in
the spike high-heels was tiring and I got only little rests here and there. Also the other
women in the salon were now becoming bolder with me. They patted my ass constantly and
some even caressed the bulge in my capri’s. They teased me constantly making me pose or
pat my curlers into place like a woman. But it was again the trip to the deli that was the
most humiliating. Walking down the street in pink Capri’s and curlers and pink spike high-
heels was very humiliating. I had a raging hard-on that was easily visible so there was no
doubt in anyone’s mind anymore that I was a crossdressed sissy faggot.

After a brief lunch in the back room with my Mother, she finally let the other shoe drop.
“Well Donna enjoying the girlie life?” “Yes Mother.” “Well then it’s time to show Mommy how
much you appreciate all the things we’ve done for you.” “Get on your knees and lick
Mommy’s pussy curler girl.” I couldn’t believe it but here it was I was on my knees in front
of my Mother dressed like a little fairy and licking her pussy for all I was worth. “Oh yes,
that’s it Donna eat Mommy out good.” When she orgasmed she held my curlered head into
place tightly crushing the rollers into my scalp as I whimpered, “I love you Mommy.” “Oh
darling that was very good, I enjoyed that thoroughly.” “Mommy is very pleased with sissy
Donna today.”

Back at my Aunt’s that night, my Aunt made me dress up like Donna the hooker. I had to
wear a gold lame mini-skirt, 12” gold glitter platform high-heels and a gold nylon blouse. I
had on a white rabbit fur jacket and tons of clinging and clanking jewelry, bracelets,
necklaces, etc. I had a big teased up bouffant hairdo in platinum blonde and big rhinestone
earrings. My aunt fucked me as Donna the hooker, but true to her word she was much
more gentle this time.

“That’s it Whore bend over and take my cock.” My mini-skirt was raised and her strap-on
lubricated and poor little Donna was once again getting fucked. “You like that cock you like
cunt?” “Yes Auntie, I love you cock.” “That’s my little slut take that cock and show me how
a hooker performs.” My reward for a good ass fucking was to be stood in front of the mirror
and milked by Auntie’s talented hand. When I came in her hand she made me lick it all up
telling her how much I loved the taste of cum.

Back at the salon on Wednesday it was a relatively quiet day and I just went about my
chores. The day was almost over the other girls had gone home and only My Mother and I
were left when a man with long hair came in. Apparently he had an appointment. Mother
closed and locked the salon and then started to set the man’s hair in curlers. His clothes
were changed for more feminine clothes and then Mother started on his makeup. I had
been ordered to stand there and watch as she transformed another man into a little curler
dolly just like me. As she was finishing his makeup she said, “Donna it’s time for you learn
how to properly play with another sissy darling.” “This is sissy Francine and your going to
become lovely sissy girlfriends.” In the back salon room with the door locked. Sissy
Francine and I were stood facing me other.

“Well my little curler dollies, don’t you like cute, very feminine indeed.” “Donna put your
arms around sissy Francine and kiss her.” God this was really humiliating, I knew it was
another guy, I’d just watched him being transformed into a girl. But this was the life I’d
wished for so I put my arms around him and lightly kissed his now lipsticked lips. It wasn’t
was bad as I thought it would be, his lipsticked tasted good and his lips were soft and
creamy. “Isn’t that adorable”, Mother said. “Again girls, let’s see my two little curler dollies
making out. We kisses several more times. “Francine do you like Donna?” “Do you find her
exciting.” “Yes Mistress she’s very pretty and very exciting.” “What about you Donna, does
Francine turn you on?” “Yes Mother.” “How excited are you darling.” “Very excited Mother.”
“Francine why don’t you reach down there and check on how excited Donna really is.”
Mother took my skirt off and then Francine’s too. Both our cocks were now sticking straight
out. Francine reached down and closed her hand around my cock. “She’s very excited
Mistress.” “You too Donna, hold Francine’s cock and tell me how excited she is.” My long
red slut nails closed around Francine’s cock, “Very excited Mother.” Well that’s good since
you two little sissies enjoy each other so much you can milk each other.” “Francine didn’t
need a second invitation. She kissed me again and slowly started stroking my sissy cock.
So now I did the same. “Oh wonderful girls, you look so cute together.” That’s it girls, milk
each other like good little sissies should.” Soon I was cumming in Francine’s hand and she
in mine. “Oh girls that was so nice what adorable little curler dollies you make for me.”

“Donna you may get cleaned up and go home.” “I will take care of the rest, but Saturday
night both you are Francine will be at my house.” “Sunday you can spend with Auntie
Dolores.” I left for home, it isn’t until about 6 months later I learn that Frank (“Francine”)
had paid my Mother $500 dollars for the feminization and set and then the sissy
lovemaking. I also found out he had paid a $1,000 dollars to the session on Saturday.

When I got home I found a new surprise. My new car had arrived and Auntie said I could
take it for a drive. Mind you it was nothing special, just a Toyota Camry, but it was brand
new and it had every conceivable option. Power seats, power windows, mondo stereo,
remote keyless entry, all in all a pretty nice car and whisper quiet too. I know it wasn’t
much, but it was brand new and it’s more than I could afford.

My instructions for Saturday were to arrive with my hair already set in pink plastic curlers
and picks and to be all made up already. My Aunt had helped set my hair and I did my
makeup according to her instructions. It was more makeup than I normally wore when I
was in curlers. I even had on big thick false eyelashes. When I arrived I found Francine was
already there and in curlers too and she also was already made up and dressed. We were
both put into 7” spike high-heels and forced to model for Mother. “Well girls don’t quite
wiggle and mince enough to please me.” “I think I know what’s needed.” She produced two
remote control vibrating butt plugs. “Francine lube this up and the put in sissy Donna cute
little cunt.” Francine did as instructed and I was now dildoed like a girl. “Your turn Donna
put this one in Francine’s cute little sissy cunt.” I followed instructions and Francine was
now a little fuck toy too. “Very nice girls, now you look hot, but today I have a special treat
for you.” “Go seat in the two chairs my little curler dollies.”

“I had these especially custom designed for me my little sissies.” “They’re designed to fit
over your curlers.” She started on Francine first lacing this pink leather discipline helmet
up over the top of her curlers. The hood that large eye openings and a large opening for the
mouth so you could still see all the eye makeup, false eyelashes and lipstick. Francine
started to whimper a little a my Mother tighten the pink helmet down, tighter and tighter
until she finally tied the laces off in the back. “Your turn sissy Donna”, she said. The
helmet was put over my curlers and the lacing begin. God it crushed the curlers down
tightly into your scalp and it was very uncomfortable to wear. I could see my big false
eyelashes sticking out and my made up eyes but everything else was pink leather. I felt
imprisoned in the helmet, trapped.

“Well don’t my little sissy faggots look cute now in their discipline helmet, so pink and
girlie.” “OK, girls lets see if you modeling has improved with these new additions.” We were
made to model around following her instructions. “Well my two high-heeled little sluts
enjoying that cock in your ass.” “Yes Mother, Yes Mistress”, came our reply. “You’re such
naughty little fairies, I think it’s punishment time.” “Stand in front of the mirror and hold
hands girls.” We stood in front of the mirror staring at our pink discipline helmets and our
sissy cocks sticking straight out. Mother brought out a pink rubber paddle and proceeded
to spank my dildoed ass. “Tell Mother what a curler sissy you are Donna.” “Yes Mommy I’m
a little curler sissy.” “Do you like that nice big cock in your sissy cunt darling.” “Yes
mother.” Next she did the same thing to Francine. “Look at yourself Francine.” “Are you a
little sissy faggot?” “Yes Mistress, I’m a little sissy faggot.” “Good girl.” This went on for a
while, first she’d paddle me and make me say outrageous homosexual things. Then she’d
do the same to Francine. When it finally ended my little dildoed ass was sore as hell and
I’m sure Francine’s was too and we were still holding hands. “Now who’s going to be first to
show me what sissy cocksuckers you are hea, you Donna or Francine?”

Neither of us moved we just stood there holding hands. “Well I guess I’m going to have to
decide for you.” “Donna, sweetie would you like to show Mommy how you suck cock like a
girl?” “Yes Mother.” “Well get down on your knees and suck sissy Francine’s cock, I think
she’s really horny and needs a good sissy blowjob.” I dropped to my knees and slide
Francine’s cock into my lipsticked mouth. “Yes that’s it darling suck that cock just like a
girl, what a good little curler dolly you are for Mommy.” It took only a couple of minutes and
Francine was pumping a load of hot cum into my mouth. Mother held my head in position.
“That’s it baby swallow it all, my little sissy cocksucker.” “You’re turning Francine, suck off
sissy Donna.” Francine attacked her job with great relish and soon I too was pumping a
load of hot sissy cream into her mouth. God it felt tremendous, even the curlers and the
discipline helmet, I felt so divinely feminine and used like a submissive slut and I adored it.

“Very nice job girls, you made a fine pair of sissy cocksuckers.” “Donna you may go home
now and rest.” “I think my sister has a big day planned for you tomorrow.” “Francine I’ll
help you out of the helmet and then you may go get undressed.” “Oh and Donna drive
home in the curlers and leave the dildo in place, you little sissy faggot.”

Sunday at home was a walk in the park compared to Saturday. My Aunt had a craving for
glitter and glitz so we were both made up very heavily with huge bouffant hairdos, teased
and lacquered into place. Touching it was my hand it was so stiff sprayed with so much
hairspray. It should have felt terrible teased and stiff like that but it didn’t it felt divine like
that. Aunt Dolores made me touch it over and over running my long red nails over it and
she actually did the same thing. I think she was getting off on it too. She touched my
hairdo gently running her long red nails over the lacquered hairdo and she kissed me. Then
I did the same thing to her. I can’t be sure but she trembled and sighed about the third
time I did it, I think she may have actually orgasmed just from me kissing her and touching
her hairdo.

But apparently that wasn’t enough. She brought out her favorite electric vibrator and laid
back of the couch smoking from a long jeweled cigarette holder while I knelt between her
legs and used the vibrator on her. This time I was sure she had several more orgasms as
she squealed in feminine delight, “Oh darling, you adorable little sissy girl, that so nice.” “I
think on Monday Auntie is going to dress up like a wicked little rubber nurse and give you
an enema and fuck her little rubberized big titties sissy.” “I have a nice black rubber suit
with 60MM cup tits and big breast inserts and a pair of 14” platform boots for you to wear
darling.” “You can strut around like a naughty little rubber doll after your enema showing
Auntie how a rubber whore models in those 14” inch platform boots.” “Then I think
naughty latex nurse Dolores is gonna have to fuck her naughty little rubber doll girlfriend
into submission.” “Oh yes, Auntie, I love it.”

Monday was going to be another busy day filled with sexual submission and girlish
delights, but what’s a girl to do? I’ll bet you wish it was you!

The End.