Date: Wed, 8 Nov 2006 11:24:55 -0800 (PST)
From: K Watson <kwatson524@yahoo.com>
Subject: My First Squirt

This story is a work of fiction and is the product of an active imagination
and has no bearing on reality. It is intended for the pleasure and
enjoyment of people who like to read such stories.



Jackie and I had known each other all our lives and hung out with each
other until he moved away when we were 14. Ever since I can remember, we
used to get naked and play around in his room or run around naked outside
at night. By the time we were eight, our lil boy boners were standing and
throbbing, aching for the attention of each other's horny hands.
Milking--but too young to fully squirt yet--was soon followed by sucking
each other's hairless boy cocks when ever we were alone. This was all at a
time before either of us had actually had a real squirting orgasm.

We both had older sisters. Mine were five and seven years older and they
had all sorts of underwear to peek at. I got into trying it on, panties at
first, found in the laundry hamper in the bathroom. As I pull them up my
hairless and quivering legs, the silky tight nylon against my cock would
make it stiffen and throb. The panties made me so horny that when a lacy
pink bra appeared in the laundry with matching pink panties, I stripped and
slipped them both on. Looking at myself in the mirror I got really horny,
making my cock leak and wet my panties. Not content with waiting for dirty
laundry, the first evening I was home alone I went to their drawers and
struck pay dirt.  It was a horny 12-yearold boy's fantasy come true! They
had exciting teen girl-in-high school lingerie; and this was before
pantyhose.

Alone I stripped and covered myself in their sexy nylon lingerie, complete
with garterbelts and stockings, high heels, bras, and nighties. It produced
a raging throbbing boy boner in the panties that I would be wearing as I
danced and paraded in front of the mirror in their room. This was so
incredibly exciting and erotic, keeping me in a state of horniness all the
time. I even began to steal a few panties so I could wear them during the
day under my clothes.

That's just what I was doing when I was over in Jackie's room when he
started feeling my crotch and telling me, "Let's suck!" He squeezed my
throbbing cock and I moaned. He was so impatient and I suddenly ached to
swallow his throbbing boy cock I forgot I was wearing my sister's pink lacy
panties. As he opened my jeans and saw the pink lace and shiny material
pulled tight over my throbbing cock, he gasped. Suddenly I realized I had
her panties on and flushed a deep red and my teen boner began to shrink. I
was afraid of what he might say.

"Oh wow! That's so hot!" He gasped, running his fingers delicately over my
still bulging panties. His other hand lowering my jeans and cupping my
tight, pantied boy balls. I moaned and he moaned. He knelt there staring as
he rubbed my cock to even bigger hardness through the shiny pink panties.
My knees went weak and had to flop down on his bed. He crawled on with me
furiously rubbing my bulging panties and telling me how horny it looked. I
squirmed with teen horniness. He jumped off the bed and said, "Be right
back!"

I lay on his bed feeling my throbbing panties with trembling hands. My
secret was out and I was so excited that he seemed to like the idea of me
wearing panties. I wondered what he'd do if he saw me in nylons and heels
and all.

When Jackie returned he shut the door behind him and shoved his hands into
his pockets and pulled out a pair of his sister's pink panties. He giggled
and grinned as he stripped. I took off all my clothes and lay writhing on
his bed as I watched him pull the panties up his legs and over his own
throbbing cock. He stood there running his horny hands up and down his
bulging panties and moaned, "This is great!" The he climbed on the bed with
me, lay on top of me and ground his throbbing panties into my own. I moaned
and reached around and my fingers touched his pantied ass. I kneaded the
tight silky material covering his boyish butt cheeks. As we squirmed and
moaned, our hard cocks rubbing against each other under our tight silky
panties, I found my mouth attracted to his gaping mouth with pouting lips,
glistening as he licked them with his wet tongue. He looked at me and
suddenly we mashed our lips together and our tongues began dueling wildly
with our first ever French kiss. We took turns swallowing each other's wet
tongue as we moaned into our mouths, groping our tight panties, and
writhing in teen horniness. Suddenly we heard a car door shut in the
driveway and scrambled to put our pantied hardons back in our jeans.
Sitting there in his room as his mom opened the door to say hi and saw us
all flushed. "You boys been wrestling?" We smiled and said yes, laughing as
she shut the door behind her.

All he could talk about the rest of the day we were together was how
exciting it had been to be wearing our sister's panties and kissing as we
humped. He kept telling me how much he wanted to suck my pantied cock as he
felt my pantied ass. I told him we need to twist around and suck at the
same time when we got the chance.


As it usually goes, it took nearly three weeks before an opportunity
presented itself to pick up where we left off. My parents were going out of
town for the weekend and my older sister Jan was at a friend's house for
the weekend. My other sister Fran was going to be doing stuff with her
girlfriends all day and a party at night. Jackie and I had the house to
ourselves after my parents left, since Fran was already gone. They were
gone maybe 10 minutes and we tried to be calm and cool, but suddenly we
practically tripped over each other trying to get up the stairs to my
sisters' room.

I'd told Jackie about the kind of stuff they had and it would make him
wanna grab my cock and kiss me. I'd eagerly oblige and respond with my
tongue in his mouth and my hand on his boner. So now we stood in front
their bureau, quivering with horny teen boy lust. I suggested we strip
first and toss our clothes in my room, which we did and returned to the
bureau of interest. Our rather large boy cocks stood straight out, bouncing
up and down as we anticipated what we would find.

I reached out and slid open the drawer and revealed panties, bras and
nylons of all sorts of pretty colors. We both gasped and I opened another
showing panty girdles, open girdles and garterbelts. The sight of all this
lingerie made us both begin to drool precum from our throbbing cocks. We
looked at each other, stunned by what we saw and all the possibilities it
meant. I broke the silence and said, "Let's dress each other!"

He shivered at the idea, but nodded quickly in assent. "I'll dress you
first," I suggested. I began to carefully rummage around pulling out
something I thought would look hot on Jackie. I stood and turned around
holding a sweet pink panty girdle with short pink ruffled legs and
concealed garter tabs. I also held a matching pink bra, all shiny cups with
pink lacy trim and a pair of seamed nylons. I thought his eyes would bulge
out when he said, "Oh god! I wanna wear that!"

First I hooked the bra around his skinny chest and I felt him tremble as I
hooked it tight in the back. He moaned and felt the pink silky cups and
said he needed tit to fill them. I went back to the drawer and grabbed a
handful of pretty panties and stuffed his bra cups. He stood there admiring
his newfound pink covered lil titties. His fingers felt and cupped his
small breasts and he moaned like a girl. That made me really horny to see
how horny it was making him. With my own trembling hands I then held the
girdle open so he could step in. I then tugged and worked it up his legs
and over his bouncing cock. I pushed it flat against his tummy as I pulled
the girdle into place, and found my fingers rubbing the tight bulge. He
moaned and swayed at my touch. Next I carefully rolled the nylons up his
legs and hooked them to the garter tabs on the frilly leg of the girdle. I
stood up and admired him, rubbing my own throbbing drooling cock. I turned
to get a pair of pink heels for him to slip into. He stood there wobbly on
the 2" heels, staring in the mirror and caressing his own body. Then he
looked at me and said," WOW! Let's get you dressed!"

 He went to the open drawers and pulled out a pale panty girdle just like
his. In fact he picked a matching blue set like his for me. He hooked the
bra and also stuffed my cups with wadded panties and then helped me into
the girdle, hook the stockings and have me slip into some black heels.

We stood close in front of the mirror, our arms wrapping around our waists.
We stared at how femmy our boy bodies looked in my sister's lingerie. I
stood in blue bra, girdle and nylons in black heels, Jackie in pink bra and
girdle with nylons and pink heels. We could both see how hard our boners
were straining against the tight material, wet spots growing. Suddenly
we're in each other's arms, in a horny embrace. Our mouths mashed as did
our pantied cocks

Overcome with lust we staggered and fell on the bed, squealing and moaning
like a pair of teen lezzies. Our nyloned legs rubbed together, making us
ever sooo horny. Our tight panty girdles covering our round boy asses were
constantly under attack from each other. When we cam up for air we looked
at each other and he said, "It's like were lesbians!" He panted at the
thought.

"Yesss!" I hissed as I started feeling his titties. We lay there looking at
our bras and feeling the full cups. Here were two boys who'd never had the
opportunity to see a real girl in her sexy lingerie. Now we were dressed
like horny girls, felt like horny girls, and looked like horny girls with
short hair. We trembled in a new found sissy lust, at that moment we each
crossed the threshold from boy to boi teen queen. We spent hours playing
around, trying on different stuff and feeling and kissing each other. We
were so incredibly horny we lost all track of time. Our never having
squirted before teen balls were swelling with the super horniness of teen
bois in heat. We kept kissing, humping and moaning with an aching need for
something we didn't fully know could even happen yet.

That's the way Fran, Jackie's sister Ellen, and two of their friends Nancy
and Barb caught us, all lingeried on and squirming on her bed. Moaning, our
mouths fused, madly kneading each other's girdled ass, we were completely
unaware that four 17-yearold girls stood in the doorway watching us in wild
teen queen lezzie heat. One of them finally gasped when she saw Jackie's
stiff tongue fucking in and out of my glistening lips, moaning and
squealing like girls. We nearly jumped out of our skin as we opened our
eyes and looked at our audience. But we froze in our embrace, staring
wide-eyed at four cute girls staring back at us, wearing short skirts,
blouses, hose and heels.

"Well, well," Fran began. "It's just like we were talking about at the
store," she said. "All boys love girl's lingerie and would do ANYTHING to
see it and feel it!"

Nancy, the one who gasped, grinned widely, her eyes glued on our lingeried
bodies before her. "I think they look soooo cute!" she cooed with
approval. I wish my brother would let me catch him in my lingerie like
this!"

"What are we going to do with a pair of such naughty boys?" Ellen asked.

"You mean naughty sissy girly bois!" Barb laughed.

"More like lil sissy sluts if you ask me," Fran grinned, as she stood there
pointing her Polaroid camera at us and snapping a very compromising picture
of us. I tried to get up, but Barb and Ellen rushed over and held us down
on the bed. "Not so fast girls!" they giggled. "Where do you think you're
going?"

As those two held our arms, Fran and Nancy began to stroke our still
throbbing cocks poking from the girdles. Feeling the girls hands on our
aching horny cocks made us both moan and all resistance melted. Our girdled
hips bucked against their lil fists on our hard cocks; our mouth gaping
wide in constant moaning.

"Looks like these girls haven't squirted yet!" observed Nancy.

"Have you two horny girls squirted yet?" asked Fran.

"Wh...what do you mean?" I replied not knowing what she was talking about.

"Did you cum yet?" laughed Nancy.

"What?" I asked again not having a clue what she was talking about.

The four girls burst into laughter, which flushed us a deep red. They
realized we were total cum virgins and our cocks had never actually cum
before. "This will be great!" Ellen laughed. "We can watch these two lil
virgins squirt cum for the very first time!" She was so excited by the
possibility, she began to breath heavier. Little did we know or suspect
that these girls, while tent mates at Girl Scout camp during the summer had
engaged in lesbian orgies every night of the two week camp session, and any
time they could since then. Fran knew Mom and Dad would be away and they
could come home to play. So when they came into the house, they'd already
been shopping for sexy underwear and had been fooling around in the car on
the way home. Opening the door to Jackie and I lost to horny lust was just
the sort of kinky fun they liked.

Ellen asked us, "Are you saying that you two have never had any thick white
cream squirt from your hard dicks when you rub them?" We both shook our
heads no. They all looked at each other and smiled.

"Stand up!" Nancy ordered. She seamed to be the leader of the group. We
struggled to our feet in the high heels. Our cocks poked from the tight
girdles, the heads glistened with precum as we waited. "They need makeup,"
she said.

"Ooooo Yes!" Fran said pulling me to her makeup stand. She sat me down and
proceeded to apply foundation and blush to my face. As she did so, Barb
held my hands down and painted bright pink nail polish on my fingers. Fran
then did heavy blue eye shadow, mascara, and liner. She finished up with
pink lipstick that matched my nails. They told me to stand and not touch
anything while my nails dried. Next they gave Jackie the same treatment. I
got even hornier as I watched them apply his makeup and see how turned on
he got. When we were both done they applied perfume to our necks, bras, and
to our thighs. Finally Fran went to her closet and uncovered two long wigs,
a blonde and a red head.  She came over and made me the red head and made
Jackie the blonde. Then it was flash, flash as they took a few
incriminating pics of us. They had us parade around the room and look at
ourselves in the mirrors.

Jackie and I were getting even hornier than before they caught us. Now we
were dressed and made up like girls, being watched by our sisters and their
friends. As they watched us, they began to remove their clothes until they
too were in their underwear. I couldn't believe I was seeing four gorgeous
teen girls in bra, panty and garterbelt sets surrounding Jackie and I. As
they watched us they drew closer in pairs, arms entwining waists, nylons
rubbing, and pantied hips touching.

"Go on and kiss for us!" commanded Nancy. We didn't hesitate. We turned and
opened our mouths and our tongues slithered out between our lips,
glistening tongues with pink lips, we drew closer and kissed hotly. Out of
the corner of my eye I could see Nancy and Fran kiss and Ellen and Barb
locked in an embrace. My throbbing boi cock ached now at the sight of real
girls in lingerie as I made out with my friend.

"I wanna see them suck each other's cock!" Ellen cried out in heat.

"Great idea!" Nancy said. "Get on the bed. Sandy, you swing around so
Jackie can suck you as you suck him!" Nervously I obeyed and moved into
position. The next moment Jackies throbbing cock was in my face. I opened
my mouth and swallowed his leaking cock. He did the same with me and we
were locked in 69 for the very first time. Our hips began to buck against
sucking mouths. We had wanted to try this for a long time, so we really got
off on sucking each other.

"These girls have done this before," Barb commented. "They are far too
comfortable with a cock in their mouth.

"Just like you Barb," Fran giggled. "Just like the way you can't get enough
of my pussy!" With that Barb pushed Fran back on the bed next to us and
shoved her mouth against Fran's tight shiny panties. Fran moaned and held
Barb's head to her pussy and bucked wildly. I could barely see the action,
but could hear my sister moaning wildly from Barb's eager mouth. Ellen and
Nancy began to make out standing there as they reached their hands inside
each other's pretty panties. For the next few minutes all that could be
heard was wet sloppy sounds and moaning. At last Nancy broke away and told
us to stop cause she sensed we were nearing a first orgasm.

We lay panting on the bed, our wet boners brushing our lipsticked lips.
"We're not ready to see you two cum yet!" Nancy ordered. She lay on the bed
and spread her legs and told me to crawl between her nyloned thighs and
lick her panties. I eagerly obeyed and a moment later my mouth was on my
first pantied pussy. I went nuts from the smell, the wetness, and the nylon
material. Nancy held my head as she ground her pantied pussy into my mouth.

"Great idea!" declared Ellen as she pulled her brother to her dripping
pussy. "Suck your wet sister you horny boi sissy slut!" He burrowed his
horny mouth on his sister's dripping pussy and lapped the shiny blue
panties. She moaned loudly and pulled her brother's head to her spread
legs.

Jackie and I knelt between their legs for a while until each Nancy and
Ellen screamed and squeezed our heads with our thighs. Immediately after
that Fran came over to me and turned me around. She spread her legs and
squatted down on my face, pressing my head into Nancy's pussy. As my sister
rode my face, she leaned forward so that Nancy could suck her bra covered
tits. Barb saw how much fun Fran was having and did the same thing to
Jackie as Ellen sucked her tits. They rode our faces until they too came
hard and wet on our inexperienced mouths. Then we all collapsed in a
sizzling heap on my sister's bed.

When Nancy regained her composure she sat up and asked, "How do we wanna
see our new girl friends squirt their stiff clitties?" The pile moved and
Jackie and I found ourselves standing in front of the four horny girls.
"Stroke each other!" Fran ordered.

We wrapped our trembling fingers around each other's hard cock and rubbed
slowly. It made us moan to feel and be felt as we were being watched. I
became weak-kneed and practically fell down. They told us to sit on the
small couch in the room. Sitting really close, our nylons rubbing, our
mouths kissing, as our hands milked each others, we began to feel some new
stirrings deep in our balls we'd never felt before. Our hips began lifting
from the couch as we headed for our first ever climax.

The girls sensed an impending shower of boi cum and told us to stop. Nancy
suggested a little game they could play with us. "Let's help our poor lil
sissy girls," she said standing up, revealing her hot bra and panty set,
her dripping panties beautifully framed by her matching green garterbelt
and nylons. She took Fran's hand and picked up a hairbrush from the makeup
table. She and Fran got on the floor in front of my spread legs. "Come on
you two," Nancy said to the other girls kissing on the bed. "Get over here
and play like us. A moment later it was set. Jackie and I were sitting as
close as we could, our nyloned legs rubbing. Our raging boners poking up
from the panty girdles, purple and throbbing, drooling with precum, they
bounced with the throbbing of horny blood rushing into our stiff cocks, and
the hole in the panty girdles acting like a tight cock ring.

Nancy explained the game to all of us. "We are going to tease these hard
clitties to squirt for us. One of us will first take the hair brush handle
and slowly push it into their lil virgin ass pussies, like this," she said
as she pushed the handle past my tight hole. I moaned loudly and my cock
bounced harder. "Ever so slowly slide the handle in and out like this," she
demonstrated. Barb did the same to Jackie and before we knew it, he and I
were sitting there squirming on brush handles expertly fucking our tight
virgin boi pussies at an excruciatingly slow pace. We moaned and whined as
they pumped and wiggled slowly. We began begging them to rub our cocks.

Nancy hissed, "You don't have cocks! You have sissy girly clitties!" We
groaned. "What do you want rubbed?" she asked.

"Pleeease rub my sissy clitty!" I begged over and over, the ass fucking
driving me wild as Nancy expertly pumped me and smiled. "Ok, you other
girls should have the opportunity to make your little sister's squirt the
very first time. Oil your hands and slowly, and I mean SLOWLY, rub up and
down those throbbing clitties!"

Our sisters gleefully responded to their orders and clasped our rigid
clitties, wrapping their fingers around our clitties and slowly moved up,
hesitated and then down. I groaned and tried to fuck my hips faster into
her milking hand. "No no!" Nancy said angrily. "None of that." She pulled
Fran's hand from me and I began to whimper at the loss of her orgasmic
milking. "Don't move your hips or we stop right now!"

With that Fran and Nancy each held down one of my nyloned thighs. Their
fingers toyed with the silky nylon material and tugged at my gartertabs.
Ever so slowly my sister began to milk me with her exquisitely oiled
hand. "The goal of the game is to see who can hold out longer," Nancy said
as she watched Jackie and I get milked by our sisters as their friends
pumped our tight asses with hair brushes.

I whimpered and cried at the torment, added to with Nancy's stinging words
of humiliation. She kept talking to us the whole time, "You little sissy
sluts...queer faggots...boi queens." Each name caused us to flush and squirm
even more. The girls no longer held down our thighs because their free
hands were busily worming their way under their partners sopping tight
panties to finger as they tormented us with sex. "Kiss you sissy faggots!"
Nancy commanded.

We leaned our heads immediately and parted our lips for each other and our
tongues began to duel and swirl. We moaned into each other's mouth as we
felt our sister working our clit and their friends fucking our boi
pussies. It was hard for our sisters to keep a slow stroking pace as their
own pussies were now filled with another set of hair brushes. Nancy and
Barb now had a hair brush in each hand. One hand pumps a horny boi slut and
the other pumping the bois horny sister, watching brother and sister each,
and squirm for release. "Slow down your stroking!" Nancy would order Ellen
who couldn't help but stroke her brother faster.

I was dying to feel what ever it was that would happen next, and it was
going to happen soon. Nancy knew we couldn't hold out much longer from the
way we were crying for them to go faster and never ever stop their
milking. We couldn't help our hips lifting from the couch as our first ever
orgasm was about to be milked from our drooling oily cocks by our own horny
sisters. Our clitty heads were turning a deep purple and the heads were
soooo swollen that they looked like they were about to explode. My tongue
was buried in Jackie's mouth as my hand felt his filled bra. I was moaning
and groaning feeling like I was about to explode for my sister. Jackie was
right there with me, his sister lovingly but ever so slowly milking his
throbbing boi boner. As I tongue fucked Jackie, my eyes were open to see my
sister staring hotly at my throbbing purple cock as she milked. Her face
grew closer and closer. Ellen's head also move toward her brother's aching
cock, glistening in her slowly pumping fist.

I suddenly had to break away from Jackie's hot greedy mouth because I was
going to scream at something. My balls tightened and my stomach knotted as
my clitty grew even bigger in my sister's stroking hand. "Our cute horny
lil sweethearts are gonna squirt real soon!" Fran announced. With that she
and Fran drew their faces right in front of my clitty as Ellen and Barb did
the same to Jackie. "OOOOOOOOOOO!" Jackie wailed as he felt his balls
tighten in a new way. They were merciless and wouldn't stroke any
faster. My clit head swelled and the eye slowly opened wide and for the
first time something milky dribbled from my cock. I felt like I had to pee
really badly, but so pleasurably different. My sister even slowed down as
Nancy actually pumped faster because she couldn't help herself. "Our little
sissy slut is about to explode!" Nancy gasped. "What about yours?" she
asked through short lusty breaths.

I could see that both of our clitties were opening and looked like they
were about to pop. Suddenly, it was as if there was a long string through
my cock into the very core of my being that was being pulled by my horny
sister. I shudder and cried out, sounding too much like a horny little girl
but loving it. I heard Jackie make the same noise and we both suddenly
erupted the first hot gush of clitty cream from our virgin clitties. It
came with such force it sprayed our sister's faces. Thick hot cum was
dripping from their sweet horny faces as they continued to milk our
cocks. They tried to keep doing it slowly, but as another rope of boi cream
squirt forth it hit the other girls, they couldn't resist any longer and
began to furiously milk our spraying clitties. Jets of cum went flying all
over. Cum splattered our sister's faces and the girls helping them. At the
same time the other girls furiously fucked our asses and we screamed and
whimpered in sweet horny sissy lust, squirting over and over as if there
was endless cum. The girls took the cum and smeared our faces with it and
told us to lick each other clean. It was our first taste of cum and we
gobbled it us as the girls licked their own faces clean.

Finally we were drained and our sisters had cum from milking us and getting
pumped by their girlfriends. We were in a groaning heap of teen flesh
covered in horny sexy lingerie. Our first orgasms had been so intense.
Intense from the incredibly horny state we were in and the fact that it was
our own sisters who milked us dry as their girlfriends pumped a hot cum
from them. Nancy and Barb fell onto the floor in 69 and wildly fucked each
other's soaking pussy as they licked and sucked their stiff clitties.
Moments later these two teen girls joined us in the post orgasmic high. We
lay like that for a long time before Nancy sat up.

"We need to play with these girls much more often," she said patting our
nyloned legs. "They were sooo horny. And it was sooo horny seeing their
sisters make them squirt! I've got all sorts of ideas we can try on them!"

"Yes, and we need to get your little brothers over here and dressed in
lingerie!" Fran said. "I want to see them all make each other squirt while
we watch!"

Did you like my story? Would you like to hear more? Email me at
kwatson524@yahoo.com