Aunties New Panties
By Gingerfred Man
NOTE: "Auntie's Panties," a classic of our genre, was the only posted
story from Rebecca Goldstein. I've always wanted to contact Miss G to
thank her for a rousing tale, but since she seems to have slipped out the
backdoor, the best tribute I could imagine was to write a new version of
the classic in my own style.
Except for the basic plot, some character names and a few purloined
paragraphs to describe the clothes, this is an original work. The biggest
differences from the original are that everyone is 18 or older and there
is no incest.
Chapter One - Good Scents
A Swiffer is a branded cleaning product.
A snifter is one of those big goblets you drink brandy from.
I was a sniffer. Also known as Jeremy.
Recently promoted to senior at West City High School and headed rapidly
for nowhere. No college plans. No ambition. No prospects.
I didn't seem to be aiming very high in life. And that was obvious to
everyone around me. Especially my parents. And my sisters.
They knew I was sort of a shiftless slacker. What they didn't know that
the only thing I really enjoyed in life was sniffing panties. And rubbing
my cock with panties. And cumming into panties. And even [gasp] wearing
panties.
I had been fascinated by girls' panties since I was in grade school,
watching my female classmates jump rope, exposing little wisps of their
cotton panties. When I got into high school, I started "borrowing"
panties from my sisters and even [blush] my mother.
I was always so jealous of my sisters! They got such pretty, pink ruffled
undies to wear while I was stuck with boring white jockeys. It was so
unfair, I thought!
Each of my three older sisters had different personalities, and it showed
in their lovely undies. Lisa, my oldest sister, was a senior in college.
She wore sexy string bikinis. Jennifer, a college junior, wore big silky
briefs with lots of lace in the front. Doreen, a college sophomore,
preferred hi-cut nylon hipsters. My Mom wore simple, silky bikinis, in a
variety of delicious colors.
I couldn't help myself, you know. I loved the smell of their panties,
freshly liberated from the laundry basket. That womanly musk. The women's
sweet perfume.
And I adored the feel of panties on my thick, hard cock.
Mom and Dad should have suspected when I volunteered to do the laundry
each day. I wasn't exactly a go-getter. But I heard Mom tell Dad that she
was pleased that I was taking responsibility at last.
My responsibility was to my cock. Each morning when I collected the
laundry I would take the soiled panties of whoever had been home that
morning into the bathroom with me. I would smell the crotch of each
thoroughly, putting my poor cock into mortal distress. I was soon able to
tell whose was whose by the individual smells of their pussies.
Unable to contain myself for very long, I would drape one of the soiled
panties over my head, then masturbate frantically with a second soiled
pair. After a mere ten or so strokes, I would spasm and shoot my
desperate load into the delicious dainties. Unsatisfied, I would repeat
the process at least twice more, rotating each pair of panties onto my
face, sniffing and stroking. Degrading myself as I helplessly pumped my
miserable seed into my trusting relatives' intimate things.
Panicked about discovery, I would then clean up and thoroughly launder
the cum-drenched lingerie.
But that was only the morning.
After school, I was the only one home. So I would spend at least an hour
each day wearing my sisters' panties, sometimes even wearing their high
heels. I would sissy back and forth in front of a full length mirror,
arousing myself until I couldn't endure it. Then I would spunk four or
five times in succession, drag myself together, clean up the mess and
make dinner.
Pretty depraved, huh?
You haven't heard anything yet.
It wasn't my fault, of course. It was an addiction. So I wasn't
responsible for any of my actions.
My cock was always red and achy when I was wearing panties. Or smelling
panties. Or even thinking about panties.
It wasn't easy for me to wear panties, since nature had played a trick on
me. Though I was an obsessive pantyist, I had quite a substantial
Johnson. With big, hairy heavy balls.
Each evening when I was supposed to be doing my homework, I would rub my
pecker with silky panties as I dreamed about what it would be like to
make love to a girl. Sticking my big cock into her wet pussy. Listening
to her squeal in orgasmic delight as I skewered her.
But in the dreams, I was always dressed a lot femmier than the girl was!
I envisioned myself in stockings and big, sexy heels. I ached to wear
pretty nighties and lingerie. Even dresses, walking around in public.
Meeting girls, taking them home, then fucking them.
Yeah, right.
Where would I meet a girl who wanted cock from someone who was girlier
than she was?
Instead, I had my fantasy life. And my stolen panties. Doreen, my
youngest sister, was going to a local college, so she lived at home.
With her daily discards (and [blush] Mom's) I had plenty of sniffies.
When Lisa and Jennifer were home on school vacations, I had four nicely
soiled panties each day to adore.
But what kind of story would this be if I had been content with things as
they were?
I began to steal panties from people outside the house. Beginning with
our 21-year-old neighbor Katy. And her mother. Right off their
clothesline. I was clearly playing with hot flames. Risking discovery and
utter humiliation at every term.
The prospect of ruination was far too feeble to deter me.
So I pantied on.
Until my first report card of my senior year.
Funny how, if you do no schoolwork, and omit studying from your agenda,
your teachers find it difficult to reward you with good grades.
I got four F's and a charity D.
And Mom and Dad hit the roof.
I was grounded until the 22nd Century. Which didn't bother me in the
least since my entire social life was in my room, sniffing and wanking.
But Mom and Dad took an additional step that changed my life forever.
They found me a tutor - Mom's ex-sister-in-law, Aunt Carmen.
Chapter Two - Auntie
Aunt Carmen was married to Mom's brother until he ran away with the
pizza-delivery girl five years earlier. Most of my life, I had ignored
her. In recent years, I was in awe of her.
Growing up, I remembered her as a dumpy, childless, frump who never
seemed to get along with my Uncle Matt, a real jerk if there ever was
one.
When Matt left her, it seemed to signal the true beginning of her life.
Within a year, she had lost 30 pounds, metamorphed her wardrobe into a
collection of feminine delights, and become the prettiest, sexiest, 40-
year-old man-magnet in a 100-mile radius.
Counter-intuitively, instead of Mom rejecting Aunt Carmen after she and
Uncle Matt divorced, they became best friends. Mom never really liked her
brother. Neither did I. But I sure liked Aunt Carmen.
She was pure, raw sex.
She ALWAYS dressed as an actual woman - big, stiletto heels - stockings,
usually seamed, with reinforced heels and toes - tight, short skirts -
blouses that showed off her huge breasts - perfect, slutty make-up that
highlighted her gorgeous face.
And she had volunteered to be my tutor.
Alone with her in her house. Every Monday, Wednesday and Friday
afternoon. Her soiled panties in the laundry hamper (but not for long, if
I could help it).
After school that first Monday of November, I walked directly to her
house. In my fantasy, she would be detained, but would leave me a note
telling me to go inside and wait for her. I would find her laundry hamper
and locate her panties. Soiled by her perspiration, feminine juices and
[blush] perhaps even a small "brown" or "yellow spot." I would place them
over my head, free my prick and stroke it manically until I sprayed cum
all over her bathroom.
It amazes me now that that was as big as I could dream.
Unfortunately, I thought at the time, Aunt Carmen was home.
She greeted me warmly. "Hello, Jeremy. Right on time. That's a good
start. Let's go right to my dining room table and get started. I have
milk and cookies for you."
She was being nice, I know. But what I really wanted from her was
unrelated to cookies. And only distantly related to milk.
"Let's see your assignments, Jeremy," she said. And she sat next to me at
the table.
Close enough to smell her dazzling perfume. And the sweet odor of her
long, straight thick hair.
My cock was hard. Which cut off all the other receptors in my brain. So
it's not surprising that I received my first speech from Aunt Carmen.
"JEREMY! This is serious, mister. Your mother is my best friend and I am
not going to fail and neither are you. The free ride is over. I don't
care if you're 18 and one big, throbbing hormone. You're going to pay
attention and your grades are going up. If you fail me, you will SEVERELY
regret it!"
Wow!
I looked into Aunt Carmen's steel-blue eyes. She was serious. I was
afraid of her. And I wanted to fuck her until my cock got blisters.
With great effort, I set myself to the task of succeeding in school.
And so did Aunt Carmen. She was a remarkably good tutor. Smart and
organized. Obviously well-educated. Which made me wonder about her. She
didn't have a job, as far as Mom or I knew. And she lived well. How did
she support herself?
After two pretty intense academic hours, Aunt Carmen made her second
speech. "Well, Jeremy. It's clear to me that you are far more intelligent
than your grades indicate. That tells me that you've been slacking badly.
That's over. I want you to do all your homework and all your studying. I
will supervise everything, including all your test and quiz results. I've
spoken to your principal and he's promised to be completely cooperative
in sharing complete information with me about you."
The principal was going to be Aunt Carmen's spy? That's illegal, isn't
it? How did she get him to agree to that?
Oh.
I see.
Which meant, my life was an open book to someone who had sworn to
"improve" me.
Great. I was determined to keep my other activities in the "closed book,"
to Aunt Carmen and everyone else. Still, it was nice of her to try and
"help" me.
Seized by impulses relatively unknown to teens - courtesy and some
gratitude - I said, "Thank you, Aunt Carmen for helping me."
It was exactly the right thing to say. Aunt Carmen smiled widely leaned
over and gave me a soft, slow kiss on the forehead. Giving me a
spectacular view of her deep cleavage.
Oh. My wank session was going to be a doozy that night!
When the kiss ended, she said, "You're a good boy, Jeremy. And you're
going to get better. Please call me 'Auntie.' It's fewer syllables and
it's cuter. Here's a key to the house. You can use it if you arrive
before I do one of these days. I have an active social life and I don't
want you standing in the cold if I'm late. Now what are you going to do
tonight, Jeremy?"
Wank until I faint, I thought. But I said, "Chapter 8 and the exercises
in my trigonometry book.... [and so on]."
Auntie smiled. Boldly, I asked her, "What are you doing tonight, Auntie?"
She batted her eyes. Was that a flirt? "A friend is joining me for
dinner, Jeremy. Now run along. I'll see you same time on Wednesday." And
she kissed my forehead again.
A friend. Joining her for dinner. I'll bet. Some man was going to empty
his balls in that pussy all night. Maybe my principal. The lucky duck.
[Sigh].
I actually did study some that night. After I draped Doreen's Sunday
panties over my head, as I wore Mom's Saturday panties and wanked my
willie with the neighbor lady's pink pretties.
Thoughts of Auntie made me cum so much that my balls were sore and achy.
The rest of the week, I did pay attention in class and even passed a
trigonometry quiz, which startled my teacher. And me.
Auntie was sweet but professional at the Wednesday and Friday tutoring
sessions. And I was awake and aware. Of Auntie. And my schoolwork.
Friday was not all routine, however. As Auntie foreshadowed, I did arrive
at her house before she did. Which delighted me! I had time - only
moments, perhaps - but time - to search the house for Auntie's panties.
It was a lot easier than I thought.
I dashed to her bedroom. Feminine to the max. Huge bed. Lots of pink.
Tons of cosmetics on a vanity table. On to her bathroom. A clothes hamper
right there. I opened it and almost fainted with joy! Auntie must do
laundry infrequently - or change her panties frequently. There were at
least ten pairs of delicious, soiled panties for my perverted attention.
I held three of them to my nose and breathed deeply. Happy, happy, joy,
joy!
What to do? I NEEDED those panties! She would never miss one pair. Or
two. Three maybe. I stuffed three random pairs in my backpack. Did I have
time for an urgently-needed wank? No. Had to get back to the dining room
and set up for my tutoring. But I paused at her dresser drawers. Opened
the lower, middle drawer and saw Paradise, Part Two. Maybe 50 absolutely
heavenly pairs of Aunties panties! I was trembling with lust and fear as
I examined a few of the top pairs. Was that the garage door opening? It
was! Auntie!
Not thinking, I grabbed two clean pairs of Aunties panties and stuffed
them in with their three soiled companions.
What a night I was planning!
But I had to cover my tracks. I tore downstairs and into the dining room.
Got my books out, pushing the panties further out of sight. Sat. Greeted
Auntie. Who suspected nothing. Right?
That night I almost debilitated myself from excessive masturbation.
Auntie was the sexiest woman on earth and I was in possession of her most
intimate intimacies. I didn't sleep until, exhausted and dehydrated, I
passed out at about 2 a.m. On Saturday morning, I claimed my right as a
teenager to sleep until noon. Mom, Dad and Doreen were out in the world
when I awoke, so I made myself a bowl of cereal and returned to my room
for an afternoon that would resume the previous evening's activities.
I slipped on a fresh pair of Auntie's pink French-cut panties, then
draped a pair of Auntie's soiled black, silk bikini panties across my
face. Oh, it was going to be a wonderful afternoon. I teased my cock
slowly by rubbing a pretty lavender pair of Auntie's panties across my
enflamed cockhead. Oh, Auntie, I thought, you want me to fuck you, don't
you, my proud beauty? With each stroke, the pink pretties I was wearing
tormented my balls. Soon I was gasping, panting and spurting ten hours
worth of teenage sperm all over my flat tummy. Ten minutes later, a
second creamy load joined the first.
I was well on my way to my third orgasm when I heard someone moving
around downstairs. I could have stopped, but I had reached that point,
you know, when you wouldn't stop if your grandmother and her bridge club
were coming in the door. Plus, no one in my family ever entered a
teenager's room without permission. What you might see could scald your
corneas. So I was gasping and cumming thick ropes when my bedroom door
was flung open and I was faced with...Auntie!
A very angry Auntie!
Who looked truly disgusted at what she saw.
Three pairs of her panties being used as masturbatory aids by a young man
she trusted.
I guess I should have screamed. Or run. Or felt guilty. But I was in the
middle of an orgasm. A great orgasm. First things first. Plus, none of
that was my fault, remember?
When Auntie screamed, that sort of alerted me that things were not good
for me. Then when she slapped me across the face and said, "How dare you,
you disgusting little wanker?" I was pretty sure that I was in big
trouble.
"I did laundry this morning and realized immediately what had happened.
None of my gentlemen friends would 'violate' me like that, so I knew it
was you. But I didn't know that you were a disgusting little panty-
wearing faggot too."
I was all that. Except for the faggot part. I liked girls.
OK, I was feeling shame. Maybe a part of it was my fault.
"Auntie, I.." was all I could say before she slapped my face again. Ouch!
"Quiet!" she screamed. "I have to sort out my feelings on this. I'm not
telling your mother that she raised a panty-wearing, thieving, wanker-
faggot. She's my best friend. You're going to change, Buster. And you're
going to clean and return my ironed, sanitized panties on Monday.
And...wait!"
She stomped over to my closet, flung it open, and in moments, had found
my whole stash of panties!
"Disgusting - these are your sisters'! And your mother's!!!! And someone
else's. You're despicable. Clean, press and return ALL of these by
Monday. Do you understand me?"
"Yes, Auntie," I said meekly. I didn't want any more slaps.
Then she stormed out. Leaving me to my shame and guilt.
Which wasn't really a strong emotion with me at age 18.
I felt something, but I wasn't sure what.
There were some positives about what had just happened to me. First, that
day's orgasm number three had been a gusher! And it was the first time I
had ever shot my goo with someone in the same room. So it was almost like
having sex with Auntie, wasn't it? Second, I had never shown a woman my
bare cock before. As I mentioned, it's a big one. With a thick, round,
pink head. And a large, fat bag of testicles that produced small rivers
of hot, thick cum. I thought Auntie had noticed my "package." Or maybe I
was a lunatic.
The thought of showing Auntie my cock in a friendlier situation had me
hard again. And drippy. And practically speaking, since the cat was out
of the bag and I was going to have to give all the panties back on
Monday, I decided that I may as well "finish the job" on Saturday
afternoon and Sunday, tidying and returning panties on Sunday night. I
knew by experience that I had about three more nice cums left in me
before dinner time. And another ten or so over Saturday night and Sunday.
So I unashamedly experienced them.
Chapter Three - Reckoning
As Monday afternoon drew near, I became quite concerned about what would
happen with Auntie. I didn't want any more slapping or yelling, so of
course I complied with all her demands. Which made me pantiless for the
first time in years.
I have to admit that the yelling and the domination from Auntie excited
me a little too. Though I didn't want her wrath again. Just her
"guidance," maybe. And a penile visit to her sweet pussy.
So it was with mixed feelings that I knocked on her door and entered at
her bidding. She was all business with our tutoring, helping me with my
studies in a reasonable, if not friendly manner. All during the session,
though, Auntie seemed a little "squirmy." As if she were considering
something.
One hour before I had to be home for dinner, Auntie asked if I had
"followed her instructions."
I blushed. "Yes, Auntie," I said, then drew all the panties I had
borrowed from her from my bag. They were all clean, pressed and stain-
free.
She accepted them, then asked, "Did you return the other women's
underthings as well, in similar condition?"
"Yes, ma'am. Anonymously, but they have them back."
Auntie smiled. She liked being obeyed. "That's good," she said. "And I
hope this will end your shameful behavior. Will it?"
I squirmed in my chair. I didn't want to lie. And I couldn't promise her
that I would never steal panties again. Or smell them. Or wear them. Or
masturbate into them. What to do?
Auntie saw my discomfort. "All right, Jeremy. I see you're conflicted.
But it's good that you've chosen not to lie to me. Perhaps there's
another solution. Stand up, Jeremy. Follow me."
Oh no! Was there going to be more slapping? I didn't want that.
Auntie drew the curtains in the dining room. Then she stood in an open
space and said, "Get on your knees, Jeremy. Right there where I'm
pointing."
That couldn't be good, could it? I hesitated. But then I complied. I
could always just leave if things got really bad. Go back to stealing and
sniffing panties. Deny it all when she rats me out to Mom.
I was on my knees, trembling slightly, in anticipation of what came next.
It was a doozie.
Auntie lifted her skirts to expose her panties (white and lacy), her
garter straps (black and ruffled), her stocking tops (black and thick)
and her bare thighs (creamy and delicious).
Huh?
My cock, which had wilted in fear, was standing proud yet again. I had
never seen that much of a woman's intimate regions.
Even better, Auntie's panties were nearly transparent. I could almost
count her black pubic hairs. And her panty crotch was quite moist. Had I
done that to her?
Little old me?
What was going on?
Auntie stepped toward me so that her sopping panties were six inches from
my face. Then she said, "Here you are, Jeremy. It's time you experienced
a real woman so you don't do those childish, fetishistic, sick things any
more. I won't remove my panties, but you can smell, kiss and lick
anywhere you want. No hands above my knees. If you give me an orgasm,
I'll return the favor."
Life had just taken a big turn for the better.
Just to be sure we understand each other, I imagine some of you were
expecting that Auntie had something other than a wet pussy between her
beautiful legs. Why would you think that? My Auntie is all woman. And I
was as heterosexual as any normal, healthy, horny teenage boy. Maybe even
heteroer.
I looked into my benefactress' eyes. A tear of gratitude welled up in
each of my eyes. But no time for sentiment. I had a task.
A very pleasant task.
For the first time in my life, I was smelling a real vagina - not the
secondhand smell from the panties.
It was scrumptious!
It was sniffer's paradise!
But there was more than sniffing to be done. I kissed Auntie's damp
crotch, inhaling her feminine aromas. She sighed softly. Was I the object
of HER desire too? Carefully, gently, lovingly, I began to lick
vertically from the base of her mons veneris all the way up to her belly
button. And again. And again.
Auntie liked that. I thought I was exciting her and I was right.
Auntie liked it so much that she abandoned Plan A. "Wait, Jeremy," she
said. I stopped and at her request, rose to my feet. She led me into her
living room, then, to my astounded delight, removed her panties, one sexy
leg at a time. She flung the drenched confections over her shoulder
against a wall - where they stuck most lewdly! Then she sat in an easy
chair, spread her legs wantonly and said, "On your knees, boy and give
your Auntie what she needs."
Wow!
Full access to the most beautiful pussy on earth. Plump and hairy. With
big, full lips and drooling juices. Yum!!!
I sank to my knees and dug into my task. I buried my tongue in her moist
snatch and licked. Not very artfully, but with the kind of enthusiasm
that ladies like. And ladies love to be eaten out.
Auntie actually squealed when I did that, which was a huge boost to my
ego. It may have been my first time, but I had imagined what I would do
in that situation many times before.
I excavated and licked for quite a while until a breathless Auntie made a
very good suggestion. "That's very nice, Jeremy. But by now, my little
nubbin should be making an appearance. It's right above where you're
licking. Covered by skin, but it should be visible now. Do you see it?"
Reluctantly, I drew back. What a sight I must have been - my face covered
with Auntie's womanly juices and some of her loose public hairs. But she
was right about her clitoris. It was present for duty. A good inch-and-a-
half of it. Stiff, pink and swollen. Without awaiting instructions, I
attacked it. First with a gentle lick. Which made Auntie gasp. Then with
a slow, harder tonguing, which made Auntie moan.
Then I took Auntie's clitoris between my lips and began to suck and lick
it in full earnest. Which made Auntie scream, spasm and orgasm about four
times in a row. I was merciless - licking and sucking her "pretty button"
through her cums until she finally begged me to stop, warning that her
life was in danger if I didn't.
I took pity on her. Then sat back on my haunches to watch her shallow,
post-orgasmic breathing. I was pretty darned proud of myself.
And well I should be. "No one has ever eaten my pussy that well, Jeremy,"
she said. "I was in heaven. I can see that we're going to be very good at
'licking my clam.' Did you enjoy that?"
I beamed at the praise. "Oh, yes Auntie! Your pussy is heaven on earth.
And completely delicious. May I lick it some more?"
She giggled. "Goodness no, you randy little scamp. You would kill me.
Which would greatly disappoint my tonight's date, Randy Youngman. And a
few of my other studly friends. But as the athletes say, you've got game
too, Sweetie. I think I'd like to learn more about you, but it will be
under my rules and my conditions. The biggest one is that you MUST start
succeeding in school. And you MUST find your true identity, with my help
and supervision. Agreed?"
I eagerly agreed. No man ever disagreed with any statement that would
result in more pussy. Though I had no idea what that "true identity"
stuff meant.
Auntie was pleased. "Good. A promise is a promise. I said I would give
you an orgasm - though you gave me several. So off with your trousers and
underwear and come sit on my lap."
As the man, perhaps I should have had her on my lap. But Auntie was
actually more substantial than I. I had a big cock in the middle of a
somewhat scrawny body. Which made my cock look even bigger.
A fact that Auntie noted when she saw me naked from the waist down for
the second time in three days.
"You have a very nice penis, Jeremy," she said as I sat on her stockinged
lap. "It's big and hard. Very hard. And the head is pink and pretty. My
goodness, look at all the ooze from your peelips when I rub it just so."
I was in sensory Disneyland! The sexiest woman I had ever met was rubbing
my cock. The backs of my thighs and my pink bottom were on her thighs and
stocking tops.
"I want to kiss you, Jeremy," my tormentress said, but you have all those
pussy juices all over your face. Oh, the heck with it. Kiss me!"
I did.
Joy.
A soulful, open-mouth kiss. Tongue.
Oh.
Auntie held me in her left arm as we kissed. And stroked me with the
skillful fingers of her right hand.
I felt the "pretty pain" in my stomach. I was going to explode, but I
didn't want it to end. I was going to ask Auntie to stop a moment so I
could catch my breath, but she was kissing me and all I could do was
squeal softly as I experienced the first non-self-inflicted orgasm of my
life. Big spurts of thick cream leaped from my peehole as my Auntie slid
my foreskin up and down the head. I surrendered to Auntie completely at
that moment. Whatever she had planned for me, I was in.
I thought I would be cleaning up and going home after drenching Auntie's
hand and my shirt. But Auntie kept pumping. And kissing.
Her lipstick tasted fantastic. And her perfume was intoxicating.
Best of all, she seemed intent on giving me a second draining of my
wrinkled sack.
"You gave me more than one, Jeremy. It's only fair," she mumbled through
a kiss.
Auntie was a keeper. No wonder she had so many "friends."
That time I wasn't as conflicted. I would cum when I was ready. No
holding back.
Just to make sure I got home in time for supper, however, Auntie opened
her blouse and gave me a good look at her bra-enclosed titties - the 8th
and 9th wonders of the world. I couldn't see the nipples, but there has
to be some mystery in a relationship, right?
I began to imagine burying my face between those mounds. As Auntie eased
the skin up and down over my restiffening rammer. I stopped kissing
Auntie's mouth and began to kiss her milky neck. She moaned. That did it.
Ten minutes and 43 seconds after my previous orgasm, I launched five more
jets of jism. Auntie seemed delighted.
Not half as delighted as I was.
So the ice was broken with Auntie. Would she let me fuck her next?
Not yet.
Auntie became all business. "That was lovely, Jeremy. But you have some
cleaning up to do. And you must get home. You have family dinner and
studying. Lots of studying. I'll see you in two days and we'll begin some
new instruction. Run along now. I must get ready for my date."
A flash of murderous jealousy seized me. Who would be fucking my woman
that night? I would lie in wait and shoot him! Of course that meant that
eventually I would have to shoot a good portion of the young male
population in our town.
Maybe not.
Oh well. I would have to wait for Wednesday to find out what was next.
Chapter Four - Jeanette
That night I was so happy about things that at dinner I actually
acknowledged my parents' existence. They were baffled. But it reinforced
their belief that Aunt Carmen was "improving" me.
When I got to my room to study...and I really did study...I discovered a bag
that Auntie had slipped into my backpack. The accompanying note said,
"Here are three pairs of my frilliest panties. Wear one pair to bed
tonight and the other two to school tomorrow and Wednesday. Study hard,
but when you get hard the other 'item' may help you 'survive' until
Wednesday."
The other item was the sopping panties Auntie had stuck to her wall right
before I dove into her bare muffie.
Wow!
Surprisingly, I didn't really feel much like wanking that Monday night.
Now that I was getting the real thing, pretending had lost some of its
attraction.
That changed, of course the next day. After six torturous hours of
walking around school wearing pink, ruffled panties under my khakis.
Were boys looking at me? And male teachers? And even the girls?
I imagined they were. And I wondered how they would react if they knew
that I was a "pantyboy." What would they want to do if they found out? I
knew there were men who were attracted to boys in panties. But I wasn't
attracted to those men. They were sick.
Still, it was awfully exciting to think that I could be exposed and
humiliated. And I must say that I adored the feeling of the panties. Not
only the silky caress against my "pink parts." I loved the feminine
feelings the panties gave me. I dreamed of being in bed with Auntie. Both
of us wearing black bras, garters, stockings and heels. Both of us in
full makeup, lips glossed a silky red. Kissing. Writhing. Fondling.
Rubbing. Cumming.
It was a wonder that I got through the day without sopping my panties.
When I got home from school I found Auntie's soiled panties, stripped
down to "my" panties and sniffed, rubbed and fantasized myself into
dehydration. Then I did my schoolwork.
On Wednesday, I wore ruffled blue panties and anticipated the afternoon.
I practically ran to Auntie's house and knocked.
"Come in," she said.
I burst in and saw Auntie wearing a sheer, black peignoir, black stayup
stockings, and four-inch-stiletto pumps. And nothing else.
It was going to be a good afternoon.
"Did you wear the panties as I asked?" she inquired.
"Yes, Auntie," I said, then stripped down to them without her
instructions.
She giggled at that. A magical sound. Then she said, "I like an eager
young man. I've spoken to your principal. He says you're doing far better
in every subject. So perhaps you can do your homework on your own
tonight. After we study 'other matters.'"
Other matters?!?! Like those two fantastic breasts, with two-inch, brown
nipples I could see through the peignoir?
Apparently so.
"I have some things for us to accomplish today, but I think if I want
your attention, we'll need to 'cool off' a bit before starting."
I was all for that.
Auntie placed a pillow on the floor. I was all set to kneel on it and
lick her pussy until she was comatose. But instead, Auntie knelt on it.
"Drop your panties, Dear," she said. "And let me suck your pretty jewel."
[Gasp]
My jewel was hard as a diamond on Viagra when I presented it for her
amusement. And hot as a Baghdad bakery.
Auntie was extremely good at the craft of cocksucking. She licked my oh-
so-sensitive, skinned, pink knob with skilled enthusiasm.
My first cocksucking was far better than I had ever imagined it. The best
part was that Auntie was the one sucking my cock. In addition to all the
tactile pleasures, I had the visual and ego-boosting pleasure of seeing a
world-class babe subserviently performing a very nasty act just for me.
Few things say "personal gift" like a long, slow, wet cocksucking.
I luxuriated in the sight of my beautiful Auntie's thick head of black
hair bobbing up and down on my big pole. "You have a beautiful cock,
Jeremy," she said at one point. "It's very big and thick and very hard.
The head is pink and pretty and you're secreting lots of sweet goo. We
girls love all that. And look at these balls."
I did. She gave them a nice cuddle and said, "They're so big and swollen.
I saw you cumming on Saturday and Monday, but now I'm going to really
experience your cum factory in action. I'm going to swallow the whole
load!"
And she went back to work.
Be honest, girls. How long would you have lasted under those conditions?
Three more deep, slow licks did me in. I was heaving and gasping and
pumping my guts down Auntie's beautiful throat.
She didn't even gag. Didn't even appear to swallow. Just took it all in
and down the throat as if it were another day at the blowjob factory.
Which it probably was for her. I loved how she looked deeply into my
tear-filled eyes as she swallowed my cream. Oh how I loved Auntie at that
moment. And oh how I wanted to bury my face in those titties, then her
pussy. Or vice versa.
Auntie smiled broadly as she stood up and took me into her arms. Kissing
me wetly.
As I sucked her tongue I noticed a different taste. My cum. Oh my. I had
never tasted cum before. Always thought it was gay.
I liked it. Wouldn't like it instead of food. But I liked it.
I liked pussy juices better. And I wanted to get a nice wet meal of hair
pie. I began to sink to my knees to return Auntie's lovely treat, but she
stopped me.
"No, Sweetheart," my angel said. "Not yet. I want to introduce you to
what it is I know you really want before serious 'play time.'"
Huh? What I wanted was serious play time right then. And what was Auntie
talking about?
She told me. "Jeremy, or should I call you by the name I think of you as,
'Jeanette?' I know you love panties. Don't you, Jeanette, Dear?"
Jeanette?
Hmmm.
Choices: 1) Tell her I didn't want to be called by a girl name or any
other such girl stuff she was obviously planning. Demand pussy NOW!
Thereby getting no pussy then or ever. 2) Play along. Get lots of pussy.
Easy choice.
I nodded shyly. "Yes, Auntie," I said.
"Yes, what, Jeanette?"
So she was going to be "that way."
"Yes, Auntie. I do love panties and I'll do anything you want."
Auntie loved that response. And I knew I had a lock on some great pussy.
The truth is, I wasn't lying just to get pussy. Though, like any self-
respecting heterosexual man, I certainly would have lied my ass off to
get pussy.
I loved panties. Not just sniffing them. Or rubbing them on my cock. I
loved wearing them. And [blush] the girlish feelings that gave me.
I eagerly awaited Auntie's next move.
"Come with me, Jeanette," she said. And she led me upstairs and into the
bathroom next to her bedroom. I liked seeing the bed. I was certain that
it got quite a workout when I wasn't there. Auntie had men circling her
house in packs.
For a fleeting instant I wondered what her interest was in me. I was a
scrawny, five-foot-seven, penniless, immature twerp. She had sexy,
handsome, buff, rich men stalking her. Then the thought of imminent pussy
clogged my neurons and I lost that thought.
"We're going to shave your legs, Dear. Then we're going to dress you in
some pretty things. Then we'll get in bed and you can make love to me
until it's time for you to go home."
Now that was an agenda I could support. I wanted to rush through the
dressing part so I would have more time for the fucking part. At first I
did anyway.
Auntie had me strip naked, which was still kind of embarrassing. She said
nice things about my body, but not the kinds of things I imagined she
said to her other boyfriends.
"What smooth, creamy skin you have, Jeanette. And look at your sassy
little tushie. It's so plump and pink. Your legs are long and shapely
too. Oh, you're just a lovely girl."
Jeez.
That was kind of emasculating.
But you wouldn't know it from the condition of my prick. It was at full
attention the whole time she was praising me and shaving my legs. I was
hugely embarrassed when she had me spread my cheeks so she could shave
the area around my bottomhole. Was that really necessary? Auntie said so
and I wasn't about to piss her off.
When we had finished and she had dried me off, Auntie led me back to the
bedroom. Reaching in a drawer, Auntie extracted a pair of white, nylon,
stay-up stockings; white cotton panties; and a very plain, white,
training bra. The kind of stuff a teenage girl might wear on a day she
was wearing a skirt to school.
Still, I stood trembling at the thought of putting on my first
"ensemble." I had only worn panties to that point. Though I had
considered wearing stockings many times, I had dismissed it as too gay.
Then things seemed to hit a snag. "Oh dear," Auntie said. "This won't
do."
I panicked. What wouldn't do? I could fix it! Don't stop.
Whew. "Your pretty peeny is too stiff to fit in these panties properly.
I'll need to reduce its size a bit. Let me just skin it back and forth a
bit. You can kiss me if you want as I'm skinning, Jeanette."
I wanted.
I kissed my darling Auntie with growing skill as her warm, soft hand
brought me to another desperate, heaving orgasm. That time I did
something most unmanly. I squealed softly as I erupted in her warm hand.
Auntie seemed pleased at that.
When the pole had dipped, Auntie had me sit on the bed. First, while I
was still temporarily limp, she had me put on the cotton panties. Nice,
but not as thrilling as nylon or silk. My penis just made it into their
brief prison.
She showed me how to roll each stocking into a donut, then slide each
silken treasure up a leg. That was an eye opener. And a dick-stiffener. I
was gasping and panting as I ran each delicious delight up a smooth,
hairless leg.
How do women get dressed each day without cumming their guts out?
Dressing in girlie things never fails to put me "on the brink" or
sometimes "over the edge."
Whew! I was stiff and severely tenting my challenged panties when Auntie
had me stand so she could show me how to put on my training bra. Since it
was for someone who was basically flat-chested, the cup material caressed
my nipples.
Nipples.
Never really thought about my nipples. Until that day. Now I think about
them all the time.
Nipples.
Sensitive and erotic. Stiff and eager for caresses by fingers, palms,
lips, tongues or [blush] other body parts.
Auntie pretended she was adjusting my bra, but what she was really doing
was rubbing my nipples through the silky material. Making me moan softly.
And drench the panties I had just put on.
Auntie giggled when I spurted that time. "You really must learn some
self-control, Jeanette," she said amiably. "What will you do if we're out
taking the air and you see a handsome boy admiring you? If you don't
learn control, you'll be filling your panties and drooling sperm from
your dress as we walk along. That would be so embarrassing."
Oh my. Did Auntie say we would be going out with me dressed as Jeanette?
I couldn't. And what was that about boys admiring me? That wasn't going
to happen either.
Right?
Auntie said, "Well, those panties will be off in short order anyway.
Let's just get a little lipstick on you, then we'll take a look at you in
the mirror."
"Yes, Auntie," I said.
Boys looking at me. That was not going to happen. Did I mention that?
Auntie had me sit on the side of the bed while she applied lipstick.
Satisfied with the result, she said, "We'll do full makeup on Friday, but
this makes a nice difference. Come along, Jeanette. Let's see how you
look."
She led me to the mirror.
I looked.
Staring back at me was a most unusual person. It wasn't a boy exactly. It
wasn't a girl either, since a large, bulbous cockhead was peeking above
the waistband of a pair of obviously-cum-drenched-from-the-inside
panties. But whatever it was, it looked pretty and feminine.
I had potential as a girl.
Auntie said so almost immediately, but she didn't need to. I knew it.
And at that moment, I knew that my dreams were possible. I could be a
beautiful, feminine person. And I could fuck other beautiful, feminine
persons. Well, at least one beautiful, feminine person.
The one who was lying on the bed, on her back. Peignoir unbuttoned and
opened. Exposing her incredible body. Bare except for silky, black
stockings.
Auntie's pussy glistened with her arousal.
Her nipples were swollen with need. And her boobs were firm and pointing
forward, not to her sides.
"When you're through admiring yourself, Jeanette, I could use a bit of
attention. You've cum three times, though you wouldn't know it by that
mean stiffie you're sporting. I haven't cum in hours!"
Truth was, I wasn't quite through admiring myself yet. But that wasn't
the right time to note that.
I slid out of my sopping panties, then ran over to leap into bed and
cover Auntie's body with my own.
I had never fucked anyone, but I knew that foreplay was important. It
said so on the Internet and everything you read there is true. So I
rubbed my cock against Auntie's clit as I tongue-kissed her and praised
her beauty. She liked both of those so much that she declared, "Let's
save the foreplay for a day when we need it, Jeanette. I'm sopping wet
and horny as the cape around South America. Or is it Africa? Never mind.
Put it in me and let's fuck."
Not a lot of guile with Auntie. That could only enhance her popularity.
I was thankful that I had already cum so much. Maybe, I reasoned, I could
hold back a bit before spurting and disappointing Auntie.
I held my thick splitter in place and eased it outside the gate to
paradise. Then I pushed. The head went in and I felt...at home. As if this
was where I should have been all my life. I wiggled my bottom and slid
all seven, thick inches in. Auntie gasped. I cried out.
The sensation!
Fucking was not overrated.
It was incredible.
It was hot and wet and warm. No hand or mouth made a cock feel like
Auntie's pussy made it feel. Her pussy was custom built for cock. My
cock.
I thrust back and forth, finding a gentle rhythm with Auntie, who seemed
to be enjoying herself immensely.
"That's very nice, Jeanette," she said. "Lovely. You're a natural. But
could we pick up the pace a bit? And you can kiss me as you fuck me, if
you're up to multi-tasking."
I was guessing that most women didn't use the word "multi-tasking" when
their pussies were filled with cock. Another reason why my Auntie was
special.
I took her advice. Oh my. Kissing while fucking was very nice.
We coupled and grunted and gasped and sighed for a good 20 minutes,
during which Auntie orgasmed on two separate occasions.
I was feeling pretty proud of myself.
If I wanted, I had decided, I could just fuck Auntie like that, my cock
hard, my orgasm in reserve, for a week or so.
But then Auntie changed the rules. She reached behind me and entered my
anus with the lacquered nail of her right middle finger. I gasped loudly.
Then she probed a bit more deeply until she found something I didn't know
I had. She rubbed it. My eyes filled with sweet tears. My balls emptied.
I cried out in a half-scream, half-squeal.
Oh my.
Call 9-1-1.
Jeremy and Jeanette were having a seizure.
The absolute best, most intense orgasm of my life.
What was she rubbing back there? And could she rub it some more?
Auntie eased my exhausted carcass onto my back, disengaging my cock from
her pussy as we rolled.
The afternoon was going really well.
Auntie lay on her side and cuddled with me. "That was wonderful,
Jeanette. We'll do that three days a week. As long as you do what I say
and do well in school. That means you need to study nights, not wank your
clittie. Got it?"
Clittie?
She could call it my whosis if she let it keep visiting her whatsis.
I gave her the best answer possible. "Yes, Auntie."
Then I engaged in some post-play. Feasting on her nipples. Which she
adored.
I didn't know what to think when she feasted on my nipples. But my cock
did. It got rock solid again. Auntie noticed.
"All right, Jeanette. We can go again. But then you have to go home, have
dinner with the family and study."
Three formidable tasks. But I was willing to face them for a good
fucking.
Which it certainly was. Auntie on top that time. Riding the pink pole as
I whimpered with lust.
I went home and was a model teen until I rejoined Auntie on Friday
afternoon.
I was ready for great things. Auntie was ready for greater things.
Auntie greeted me, then gestured me into the guest room while she went
into the master bedroom. The room was done completely in frills and bows
and doilies like my sisters' rooms. The closet was filled with dresses
and shoes as if someone lived there, though I knew Aunt Carmen lived
alone.
On the bed was a pink party dress, adorned with white ribbons and plenty
of white lace. There was a pink bra, garter belt, slip and stockings, all
adorned in the same white ruffles as.the panties I had worn that day!
There was even a pair of pink, satin Mary Janes, with a saucy little two-
inch heel.
Without hesitation I dressed. I tingled and the excitement mounted with
each item of feminine attire I donned. Each delicately perfumed article
fit me perfectly.
Finally, I walked to the room's full-length mirror. [Gasp] I had been
transformed into the darling little girl I should have grown up being.
"You look adorable," Auntie said. "But you need a little makeup."
I was squirming with excitement as Auntie showed me the basics of
foundation, rouge, mascara, eyeliner and eyeshadow. Though sex awaited me
as a certainty that afternoon, I was drawn to my transformation to full
femininity.
"That's perfect, Jeanette." Auntie said. "I'll just put these barrettes
in your hair and you'll be ready for the cover of Sissy Beat magazine
(the mag for teen sissies, part of the Panty Boy empire). Now stand by
that mirror and admire yourself while I get undressed."
Auntie didn't have far to undress, since she was only wearing stockings,
garters, heels and an overchallenged bra.
I looked at myself and tingled.
If I had seen myself on the street, I would have spurted. I was a doll.
Dressed a bit inappropriately for my age, but that was a small matter.
I was in serious danger of spurtage as it was. Since I had promised
myself that Auntie was going to get all million or so sperms I was going
to expend that day, I tore myself away and joined her on the bed.
Oh. Auntie had removed her bra and shoes. She was looking at me in a
lustful haze.
"Should I take my dress off, Auntie?" I asked.
"Goodness no, Darling," she said. "You're so pretty and girlish. I want
to enjoy the entire feminine experience. You could remove those ruffled
panties, however. They would impede our pleasure. Now straddle my
shoulders and feed me your cock. We've got to burn off a little of the
edge so you can fuck me properly. After you cum down my throat twice,
would you eat my pussy for a while? You didn't lick my 'wet pie' the last
time and it's been complaining to me since you left."
Auntie talks to her pussy? I wouldn't doubt that it has a lot to say. It
certainly is a hungry beast.
We had another great afternoon.
Chapter Five - Loren
The next five weeks were spectacular.
I was a changed man. Or girl. Or sissy. Whatever I was.
In school, I had become a Rhodes Scholar.
Well, maybe not, but I passed all my subjects in the fall semester. After
failing all but one earlier on.
Mom and Dad were delighted and gave all the credit to Auntie.
The real credit wasn't really hers. Or mine. It was Auntie's pussy. I
decided I couldn't live without it, so I cleaned up my act.
Auntie and I fucked like condemned rabbits. I learned all about make-up
and hair and walking in big heels. Though most of the clothes Auntie
dressed me in were for little girls - with petticoats and crinolines.
Odd, I know. But I was rocking no boats. I didn't want to drown Auntie's
pussy.
Odd too was how Auntie had her "girl days" and her "boy days."
Each day I would rush to my room and see what Auntie had laid out for me.
It was always exciting to see what girlish outfit she had selected,
though it never indicated whether it would be a girl day or a boy day for
her.
Most of the days were girl days for Auntie. I would wash, powder,
perfume, apply my make-up and don my "gay apparel." Then Auntie would
join me and describe the agenda.
I remember one day about three weeks after we began fucking - Auntie and
I wore matching outfits. Black, fully-fashioned, reinforced-heel-and-toe,
seamed stockings, ruffled garter belt, and five-inch-stiletto pumps (to
which I became quite accustomed). No bra or panties. Auntie told me she
wanted a good fucking from her "studly sissy" that day. Which told me she
would be submissive as a lamb on court probation. Oh how I loved those
girl days! Despite my utterly feminine appearance, I felt like the King
Stud of the World. That day, Auntie lay on her back and submitted to my
rampant masculinity. I ate her out until she was screaming my name. Then,
just to show her who was boss, I rubbed baby oil all over her monstrous
titties and ran my cock back and forth in her cleavage until I drenched
her face in my cum. Then I mounted her and entered her pussy with my
Everhard pole, dominating her body as we rubbed nylon to nylon, tongue
against tongue, cock against pussy pit.
Then there were her boy days. Once a week or so, Auntie took on the
notion that she wanted to dominate me. That usually meant I could expect
her to be on top when we were fucking, which I didn't mind one bit. But
it also meant that I could expect a lot of attention to what Auntie
started calling my "pussy." You know. My "dirty place."
Well, it wasn't seemly for the King Stud of the World to lie on his back
and have his aunt kiss his nipples as she entered his anus with three
fingers and rubbed his prostate until he was screaming for his mama. Then
have his aunt lick his "dirty" and stick her tongue in there until he was
cumming again and again. But it sure felt good! I loved being submissive
to Auntie as well as I did dominating her. Though there was that dicey
day a week before Christmas when I began to wonder if Auntie had gone too
far.
My outfit that day was a tiny pink babydoll and pink stay-up stockings.
Auntie had that "boy look" she got in her eye, but it seemed more intense
somehow that day.
I knew it was a boy day for Auntie, which was OK. I was OK with
submissive and girlish. Until she strapped on Mr. Lucky.
Everything was fine until then. Auntie had eaten my "pussy" and made me
cum very hard. She had me screaming and cumming again when she adored my
nipples as she fingered my pooty with what seemed to be her whole lubed
hand. Then she got out of bed and went to the bathroom. No big deal, I
thought. Probably had to tinkle. Just wanted her to hurry back.
Her return was a big surprise. Auntie had strapped onto herself an erect,
gel-like, pink cock. It was smaller than my cock, probably around five
inches. And it appeared to have been very well lubed.
She couldn't be thinking of... The horror!
"I'm going to fuck you today, Jeanette," she said. "It's only fair.
You've fucked me a few hundred times and now it's my turn."
I knew some people put their cocks into the bottoms of their lovers. But
I didn't think Auntie liked that sort of thing. I had never even tried to
play with her anus, though she seemed fascinated with mine.
I couldn't let her put that horrible thing in me! It was gay! It would
hurt!
Reading my mind, Auntie said, "It's not gay and it won't hurt, Jeanette.
Well, maybe a little the first few times. We girls must suffer. But
you'll really enjoy it. And so will I. It'll scrape your special spot
every time I thrust. And we know you love your special spot rubbed."
I blushed. But I was very afraid.
Still, mustn't anger the person who's giving you an unlimited supply of
the best pussy on the planet. Good rule of thumb for life.
I grimaced inwardly, then said, "Yes, Auntie." I turned over to lie on my
stomach, then rose on my knees, offering my virginity to my Aunt Carmen.
She was delighted with my docility.
Auntie got on her knees behind me and aimed her fake peeny at my real
anus. "Bite the pillow if you must, Jeanette," she said. "I'm going in."
Thank goodness she eased in gently. But it still hurt. And felt
wonderful. She was right about the prostate rub. But I also loved the
full feeling. And the feeling of girlish submissiveness. Though I was
sure that I could never submit to a man like that.
Auntie got a rhythm going, then reached around and skinned my big boy as
she fucked me. She praised my femininity and sexiness. Then she said
something odd. "If my boyfriends knew about you, they would never rest
until they got to do what I'm doing to you now."
Oh. That was wrong! I didn't want a sweaty, hairy rough man to fuck me! I
was a sissy lesbian. A man on top of me, dominating me - a helpless
little girl! That was a terrible thought. It was only a coincidence that
I blew my guts out right when the thought formed in my mind.
Boy days and girl days were all great days.
My only real regret was that Auntie didn't want to see me except on
Monday, Wednesday and Friday afternoons. I had LOTS of free time -
especially when fucking was the time filler. But no. Did she have that
many boyfriends? Did she want to make sure I was getting enough study
time?
I thought about spying on her to see who was "seeing" her on those other
days. But the fear of getting caught and losing pussy rights kept me off
that ruinous path.
My joy was boundless when Auntie announced on the Friday before Christmas
that I could start coming over five afternoons a week, beginning after
Christmas!
I didn't know what changed, but it was a wonderful Christmas present.
On December 26, while Mom, Dad and my sisters were hitting the stores for
bargains, I was reporting for "tutoring" at Auntie's.
I let myself in and took the stairs two at a time to my room. I put on
the pretty outfit Auntie left for me.
That afternoon Auntie had laid out my pink satin party dress. It was made
of the loveliest, most expensive satin and trimmed with the most
exquisite white lace. It was originally made to be a Prom gown, and cost
a small fortune. But Aunt Carmen justified it by saying I'd get much more
wear out of it than a "real" girl would.
With the dress were the lovely matching undies of the same exquisite
satin and lace. A lacy camisole with matching tap panties; a frilly
garter belt; a pink lace brassiere with pert little breast forms; sheer
pink nylons with white seams and matching ruffled anklets; and matching
pink heels.
I dressed and sat at the vanity to put on my make-up when Auntie
appeared. She was wearing a tiny pink babydoll, no panties, pink
stockings and pink stiletto sandals. She kissed me warmly, then said,
I'll do your make-up today, Jeanette. I have a special surprise for you.
Oooh. A special surprise! What could it be?
Auntie made me a little sluttier than usual that day, especially around
the eyes. Which usually meant she was in a very lustful mood.
As always, I took a good long time to admire myself in the mirror. Which
always seemed to arouse Auntie as well.
When I was sure that I was sissygirl perfection, I moved toward Auntie to
begin our lovemaking.
Not so fast.
"Your surprise is downstairs, Jeanette, you impetuous little thing. Keep
your cream in your 'pink purse' a bit longer."
Oh. It must be big. And involve sex!
Promising.
When we reached the living room, I saw my surprise.
"Jeanette, meet Loren," she said.
Huh?
Loren?
Sitting on a hard chair, looking rather shy, was a boy. At least I
thought it was a boy. He was the sissiest looking boy I had ever seen.
Very pretty, though without make-up. Dressed in a lilac, satin suit. His
shirt was ruffled and he had a string tie. His pants were short and he
was wearing high, lace-trimmed white socks that ran just below his bare
knees. His shoes looked like lilac-colored Mary Janes, with short heels.
And he was wearing a round, Little Lord Fauntleroy/Buster Brown hat.
He looked sort of ridiculous. Which made it easier for me, since Loren
was the first boy who had ever seen Jeanette. The first person other than
Auntie, actually.
I looked at Auntie wonderingly.
Auntie explained. "Loren is a sissyboy, Jeanette. Just as you are a
sissygirl. Loren has been in my charge since last summer. His mother and
I are old friends and she realized that someone had to teach him survival
skills or those bad boys at your high school would hurt him. I helped him
find his true nature. Loren joins me on Tuesday and Thursday afternoons.
Say hello, Loren."
"Yes, Auntie," Loren said.
What a wimp!
Wait. Isn't that what I always said to Auntie? And wasn't I the one who
was perfumed and powdered and dressed in a pink satin party dress?
That was different. I bet that Loren wasn't fucking Auntie. No way! Which
made me superior!
Auntie said, "Loren and I have been making love since he turned 18 in
September. He's an excellent lover, as you'll find out, Jeanette."
Well, that shattered that. And there was no way that sissyboy was
touching me.
Even though he was sort of vaguely cute. In a sissyish way.
Loren smiled when Auntie said that. And he batted his eyes at me.
Those lashes of his must have been two inches long! No fair! I didn't
mean to get an erection when he did that. It just happened.
Auntie noticed. So did Loren.
"Loren," Auntie said, "Jeanette needs attention. Would you help her,
please?"
"Oh yes, Auntie," he said. And the little wimp was on his knees in front
of me. He had my panties down to my knees in a microsecond and before I
could protest, he had my skirts up and my cock in his mouth. He was
sucking it as if he had the clap and it was a penicillin lollipop.
Loren was an excellent cocksucker!
"He's very good, isn't he, Jeanette?"
I could only grunt affirmatively. Wow. Better than Auntie.
"He's never sucked a real cock. I've been training him on dildos. Sharing
my expertise. Telling him about you. He was half in love with you before
he met you."
Oh my! I was going to... Yow! I pumped six thick globs of sissy cream down
his eager young throat. He gagged slightly but soldiered on until I was
drained... for the moment.
Loren stood and smiled shyly. He seemed proud of himself.
I had to be polite. "Thanks, Loren. That was..."
The little twit kissed me!
Auntie clapped her hands together and said, "How wonderful! I so want my
two favorite people to get along. You will get along with Loren, won't
you, Jeanette? I would be VERY disappointed if you didn't."
Ooooh. I didn't want that.
And he was an awfully good kisser. Though he was obviously gay. Which I
was obviously not. I guessed I could pretend to get along with him. Until
Auntie began to explain what that meant.
"Jeanette, I believe I've taught you some manners these past weeks, have
I not?"
The answer was, as always, "Yes, Auntie." Where was she going with this?
"And manners involve the return of favors, do they not?"
"Yes, Auntie." Though the conversation was definitely headed in a wrong
direction.
"Didn't Loren just do you a sweet, loving favor?"
Uh-oh. "Yes, Auntie. But, Auntie, I could never do that to a boy. I'm not
gay!"
Auntie gave me her disappointed look. The one I got when I had only an 88
on a math test three weeks earlier. Thought I would miss pussy that day.
This was dangerous ground.
"You've disappointed me, Jeanette. Loren, you had better go home. You
too, JEREMY. I'll see you when the family gathers for Easter. Loren, you
can begin coming every day, Monday through Friday."
"No, wait! Please!" I begged. "I'm sorry. I just panicked. I would love
to suck Loren's cock. Please. I'll be loving. I promise."
Auntie appeared to teeter on the decision. I was so upset and worried
that I didn't even have an erection.
Then she said, "Thank you, Jeanette. I was confident that you would
respond in a loving fashion, commensurate with the love I've given you."
Forget about the neutron bomb. Pussy is the most powerful weapon on earth
and always will be.
So. I was to suck this sissy's cock. Maybe if I thought of him as a girl.
But girls didn't have cocks. Except for me.
I sighed and knelt before the little pouffer. He was kind of cute in an
androgynous way. I wondered if that was his outfit or Auntie bought it.
I should talk. Auntie bought all my pretty things. And I wore what she
said to wear.
I took a deep breath and unzipped his satin shorts. They fluttered to the
floor and I saw his underwear. For some reason, I thought he would be
wearing panties. He wasn't. He had satin, lilac-colored (and scented),
very-brief, jockey shorts. With a flap to pee and everything. Where did
Auntie find those?
The interesting part was that they were tented by a very stiff, obviously
respectable cock that was almost as big as my own!
I eased Loren's briefs down to expose his cock and balls. They were
beautiful! If "man things" can be girlish, Loren discovered the formula.
The little doll was in a dithering state of excitement. Making little
sissy squeaks as I ran my fingers up and down his stiff pole. He may cum
before I get it into my mouth, I thought.
I discovered that I didn't want that. I wanted to suck his sissy cock.
Even swallow his cum - if he made any.
He was such a girl that it seemed hetero to be "doing things" with him.
So I did things.
I gave his balls a nice wet bath with my tongue, making him gasp and
pant. Then I licked up his pole until I reached the bulbous head and
dripping pee lips. Mmmm. My first cock was a tasty one. I applied
Auntie's best technique to the glans. Tonguing, rather than consuming,
with special attention to the peelips and the sensitive "arrowpoint" on
the underside.
Feedback is a good thing - for authors and for cocksuckers. Loren's
gasps, pants, squeals and groans told me that I was pretty darned good at
licking his peeny. When he tensed up and warned me that he was cumming, I
could have finished him off with my hand, but I didn't. I took the fat
head of his sissy prick into my mouth and ran my tongue around it until I
got the "girl's big reward."
I had never swallowed cum from a "gusher" before. And as you know, girls,
there's a skill to it that comes from practice. I only got about half of
it down my throat and the rest formed a beard on my chin.
Auntie knelt next to me and helped me by licking my "cum beard" clean.
So the ice was broken between Loren and me.
I liked him.
It turns out that we had been in the same math class our sophomore year,
but we had both been so nondescript at that time that we didn't notice
each other.
We had certainly become descript.
Of course I found all that out later.
We had balls to fill and empty and an Auntie to fuck.
Auntie suggested that we all strip naked, except for Auntie's and my
stockings, and join her on her king-sized bed.
Loren and I eagerly complied.
I was on Auntie's left, Loren on her right.
"This won't do," Auntie said. "I want you boys to get to know each other
better and then you can please your poor old Auntie. Jeanette, share this
lube with Loren. Put it on your fingers, both of you. Now I want to see
you kiss as you reach around behind each other and rub each other's
prostates. Loren, climb over me to get next to Jeanette. That's it. Good
boys!"
I had never touched a prostate before. That was Auntie's department. But
it wasn't difficult to find in Loren's plump, hairless b