The Boy Bride Two -- Courted
by Gingerfred Man
Previously
I guess if you're reading this you've already read the
first part of my story. The part where I, Dylan
Griffith, a fairly normal boy of seventeen-and-a-half
years, was suckered into joining a "society" with my
two best friends, Tommy and Jay, and five other, 17,
18 and 19-year-old boys. Sissy boys! Little,
feminized, feminine pantyboys. Receptacles for male,
seminal juices!
Maybe "suckered" is the wrong word. I was actually
"sucked" into the society. By warm, wet, wonderful
lips and moist, velvet tongues.
When I reached the minimum age for our local chapter
of the "Boy Brides Society," my so-called friends, who
had already become simpering little pussyboys, invited
me to Dennis Lemont's house on the rich side of town.
Apparently, ten years ago, Dennis' older brother Gene
had founded the chapter, with the help of Mr. and Mrs.
Lemont.
Everyone in town except me seemed to know that the
prettiest boys in town got together every Friday night
(and Saturday morning) to dress in femmy frillies,
exchange dreams of marriage to adoring men (!) and
suck and kiss and lick and rub each other's most
delicate parts until everyone was exhausted and "fully
milked."
Well, I was having none of that ... until I sort of got
caught up in things. It turned out that I, well,
liked having my balls drained by pretty,
feminine boys. Who wouldn't? But it also turned out
that I was awfully pretty myself and awfully good
about draining the "pink purses" of the other
nancyboys.
Mom and Dad, who had raised seven kids before me, took
it all in stride. Mom taught me how to walk and talk
and dress girly and make my face up. Daddy paid the
bills. And, oh, yeah -- he "milked" me. I didn't want
him to, but I found out that when I became a sissy,
which is what I am, I guess, the need to be milked by
a real man or boy, several times a day, became very
strong. Having another sissy milk me would be a
stopgap, but I really needed a male's hand on my
privates, rubbing gently, lovingly coaxing out my
sissy cream. So I guess telling myself that I wasn't
going to get involved with men and boys wasn't fooling
anyone.
Still, even then, I knew I was never going to marry a
man. It just wasn't in me. And "it" wasn't getting
"into" me either. I would do some "things" with men if
I wanted to (once I was 18 and legal), but nothing
that "penetrating." And I wasn't marrying a man
either. I had my male pride. Some of it, anyway.
My immediate problems when I broke off telling you
this story were two -- 1) how would I deal with
dressing as a girl and dating boys during the
hours when I wasn't in school as a boy and 2) how
would I stop the humiliating act of submitting to my
father's milkings when I woke up and just before I
slept?
Both challenges faced me my first Monday as a Boy
Brides Society full member. I cleaned myself up after
a very thorough, earth-shattering and humiliating
paternal milking. Then I dressed in boy's gear. Except
for a pair of sweet, pink panties under my khakis.
Chapter One -- Adjustments
I was still trembling from Daddy's latest milking when
I got to school. Daddy was a former Marine and he was
very task-oriented. The biggest evidence of that was
the eight kids in my family. Apparently, Mr. and Mrs.
Lemont told Daddy that the more thoroughly milked I
was, the less I would suffer during the periods
between milkings. So Daddy decided that the way to
protect his child would be to drain every molecule of
cum from me before sending me to dreamland or into the
big world. He wasn't naughty or sexy about it. He just
knew where my buttons were and he pushed them
mercilessly. He would stand me perpendicular to his
seated self, panties down, shirt hitched above my
nipples, and watch me grunt and heave as the strong,
calloused fingers of his right hand rubbed baby oil
over my stiffie and my dangling "peanuts." Meanwhile,
two, sometimes three baby-oiled fingers of his left
hand would enter my impossibly tight anus. He always
eased them in carefully, but when he found my
prostate, he abandoned mercy.
Daddy rubbed my prostate as he masturbated me. It was
mechanical. It was mortifying. It was emasculating.
And it was complete agony. But I couldn't stop
cumming. In rapid succession. First a big, creamy cum
with fireworks and helpless squealing. Then another.
Then a series of watery, half-limp spasmic
ejaculations where I would babble and sort of half-ask
Daddy to stop. When he was satisfied that not one
sperm atom inhabited my body, Daddy would ease his
fingers out of my rectum, release my cum-drenched
penis and wish me a good night or a good day. As if we
had just been talking about the Yankees' chances for
the upcoming season.
Daddy did say that when I found a boy to "do the duty"
for him, he would gladly stop. And I believed him.
The idea of a boy emptying my pink purse several times
each day didn't seem so bad when I considered Daddy as
the alternative.
That morning at school was like any other day. Which
was strange. I thought things would be a lot
different, since I was clearly a different person. At
least to myself.
I felt fine until my study-hall/library period right
after lunch. Then I started to feel the "malaise" that
the other seven sissies in my club described to me. I
wasn't sick, exactly. Just uncomfortable. Very
uncomfortable.
I should have had a plan, but I didn't. There were
three of my fellow prissies in school, but they were
nowhere to be seen when my attack came. Were they
avoiding me? Or were they in some sort of carnal
clinch getting their own midday milkings?
I could have just left the library and gone to the
boys' room, found a stall, dropped my khakis and
panties and milked myself.
Why didn't I?
Instead, I just sort of wandered into the stacks and
held my stomach, as if I had cramps.
It was quiet in the stacks. Sort of deserted. I
actually considered just dropping my drawers and
taking care of my ...
"Are you all right?"
Huh? Who said that?
I turned to look. Oh, no! It was Jesse Holmes, my
senior classmate. The coolest kid in school. If he had
come by a few seconds later, he would have caught me
with panties down, whipping my wienie. I would have
had to flee to Katmandu on the next bus.
Still, the situation at hand wasn't much better. I was
in real discomfort, which I'm sure was evident. But I
couldn't tell him what my problem was. I could say I
had the runs. Yeah, I just have dia ...
"You're Dylan, right?" Jesse said. "I'm pleased to
meet you. Do you need to be milked?"
?
He knew?
How?
Should I deny it? Could I deny it? What would he do?
He showed me.
"Don't be scared, Dylan," Jesse said. "I won't
humiliate you or harm you in any way. It's not your
fault you need a good, creamy milking. People are who
they are."
Imagine if everyone in the world thought like Jesse.
Things were moving very rapidly. "I can help, Dylan,
if you let me," Jesse said.
I wasn't a tramp. Every slippery-pawed boy who came
along wasn't going to rub my privates. Uh uh. But
Jesse was so nice and I was so needy. Did I mention
that Jesse was also the most drop-dead-gorgeous,
hetero, masculine boy on the face of the earth? No?
Well, that may have been a factor. I think I nodded
submissively. Whatever it was, Jesse took it as
assent. So he took charge. "Follow me, Dylan. No one
ever goes back here. It's stuff about science and
math, so no self-respecting American kid would go near
it. They're all over in the self-esteem section. Come
on. Don't be shy."
He took my hand. It was very warm and dry. And very
strong. Jesse had penetrating, blue eyes and very
pleasing features. I sneaked a peek at his "bulge" and
that seemed very pleasing too. And very stiff.
I think I excited him.
My poor peter was bursting through my panties. Because
I needed to be milked. Not because of Jesse.
We found a private spot where we could hear someone
approach. That was when I got really scared. What if
Jesse was mean and wanted to hurt me or humiliate me?
He was neither.
"Pull your trousers down, Sweetheart. And your panties
too."
He called me "Sweetheart!" How did he even know I was,
I mean ...
Well, I didn't like that "sweetheart" stuff. Maybe a
little, but not a lot.
I hoped he didn't get the wrong impression when I
trampily pulled my trousers and panties down to my
ankles, then lifted my shirt up to my nipples. So
Jesse would have full access. To my stiff, drooling,
needy parts.
Jesse did something then that made me blush crimson.
He complimented me.
"You're beautiful," he said. "Pretty face. Lovely,
girlish body. And your bottom is heaven on earth for a
man."
If he didn't start wanking me soon, I would be cumming
just from the things he was saying.
Jesse said, "I'm sorry I don't have any lube. I'll
just wet my fingers with saliva."
Then Jesse licked his fingers and laid them on my
three-inch shaft.
I groaned softly. Already I was showing loose morals.
I didn't care. Jesse was rubbing me very, very nicely.
And telling me how pretty I was. Even without make-up
or girlie stuff. He was telling me how much he would
like to take me on dates and then make love to me.
I moved from simmer to boil.
And then he kissed me!
I didn't say that was OK!!!!
He didn't ask!!!!
He just kissed me, as if he were my Lord and Master.
Good gracious, it was wonderful.
Stars flew from my head. My balls clutched and I
heaved cum in three-foot ropes all over a shelf filed
with dusty, unread, science texts.
All that self-delusion about how I wasn't going to let
a boy touch me. The first one who touched me had me
spurting my cream all over his hand as I swallowed his
tongue and considered asking him to make me pregnant.
I was actually sobbing from the intensity of the
experience when he kissed me softly.
The bell rang to end the period, or who knows what I
would have done.
"May I come by your house after football practice to
give you some more relief?" Jesse asked sweetly.
At that moment, I would have run off with him to the
Sunni Triangle if he wanted.
"Yes, please," I said, and kissed him. Then I pulled
my panties and trousers up, straightened myself out
and went to my next class. Of course I was a complete
wreck the rest of the day, thinking about being alone
in my bedroom with Jesse, a boy intent on relieving
all my "pain."
I would girlie up for him, of course. Super girlie! So
girlie that I asked Mom to check out my make-up. Of
course, I told her everything! I mean I had to tell
someone and she seemed like the right one.
Since I couldn't get pregnant and Jesse was a nice
boy, she was fine with things. She asked a tough
question though. "What about your night and morning
milkings? Jesse has to go to bed early for football
and can't be here. He needs his sleep in the mornings
too.
Rats. I had forgotten that. But good old Mom had a
suggestion. "What about your classmate Greg across the
street? He's a nice boy and he doesn't have a
girlfriend. He could just pop over and 'pop you off.'"
I blushed crimson again. "I could never ask him, Mom."
"Don't worry, Honey. I already asked him. He'll be
here at 10 every night and at 6:30 every morning.
Don't say I never did anything for you."
Wow.
Chapter Two -- The Milkmen
By the time Jesse's football practice ended, I had
transformed myself into a tasty little tart. I had my
best black lingerie on, including my silkiest, black,
seamed, fully-fashioned stockings, a pair of killer,
black, four-inch-stiletto mules, a naughty black
camisole that exposed my creamy shoulders, and lacy,
black, bikini panties. My hot-pink lipgloss was wet
and fetching. My eyes were done a bit more
dramatically than Mom liked, but I wanted Jesse to
remember the first time he saw me as a girlie boy.
I was sizzling hot and the mirror agreed. I was also
trembling very badly and hoped that we had good
paramedics on call that evening.
I heard Jesse arrive around 6:20. He ran from his car
to the front door and rang the bell. Mom spoke sweetly
to him, but he had little time for pleasantries.
Neither did I. My little pickle was twitching again
and very needy. I was a "junkie for male attention," I
guess. And I was about to get it.
I could hear Mom escort Jesse to my room. He knocked.
I opened the door. He gasped! Mom quietly withdrew as
I looked at my first "boyfriend." He had obviously
showered in a hurry, as his hair was sticking up in
odd places. He was flushed and red, which may have
been from exercise, but more likely was from lust. He
looked magnificent.
So did I.
I almost saw Jesse's heart pounding from his chest,
like in the cartoons. The mental image made me giggle
softly. What I really saw was a boy who was smitten by
my femininity. And that was a huge rush for me.
Jesse stood frozen. I moved first, to close the door
and to move him into the room. Didn't want Mom and
Daddy peeking in on what was going to happen. And
happen soon, I hoped.
"You're incredible," the dazed boy said.
I sort of smiled and posed a little and he sort of
drooled.
It's true. We make men hard as rocks and weak as
puppies.
I took the initiative. I hooked my thumbs into my
panties, eased them just below my "silk purse,"
exposing what was for me, a major woodie. "Please help
me, Jesse," I said to my knight errant. "It's so
uncomfortable."
That woke Sir Galahad up a smidge.
He took my hand and led me to the room's only chair.
He sat, then pulled me onto his lap. He offered me his
mouth for some more kissing. An invitation I quickly
and eagerly accepted.
Jesse was a great kisser. He consumed me with his arms
and locked me to him with his mouth.
My panties were down and Jesse reached under my
camisole to caress my stomach, then moved his hand to
my right nipple.
I've already told you how sensitive my little nubbers
are. With all the anticipation, then the excitement
and the delicious kissing, just feeling Jesse's
fingers on my "titties" had me "on the verge." When he
broke our kiss, lifted my camisole to my chin and
began to lick, kiss and adore each nipple, I almost
fainted with lust. When (finally) Jesse laid his
strong fingers on my sissycock, I very sluttily
squealed and began pumping out sissy cream in ample
dollops.
Three minutes with a boy and I was already cumming.
And in full surrender.
Jesse seemed to be very pleased with himself. Typical
male. But to tell the truth, I was pretty pleased with
him too. Even though I had just cum all over his hand
and halfway up his arm, he didn't clean himself up. He
didn't get up and go home. And he didn't pull out his
own "business," which I knew was very stiff because I
was rubbing my thigh against it. Instead, Jesse was
still sucking away at my "tiny-top titties" and
rubbing a nice glob of sissy cream all over my sore,
sensitive bag of pearls.
Jesse was a keeper.
I leaned my head back, gasping and panting as Jesse
sucked my puffy nipples and tickle-teased my
testicles. Daddy was more direct, but I liked Jesse's
approach much better.
When Jesse sensed that the time was right, he stopped
his nipple adoration and applied his lips to my
glossed, wet, eager mouth. Easing his way up my
privates, he began a delicious manipulation of my
prickhead, rubbing his thumb on my oozing peehole.
I'm only human. My achy nuts exploded again, blasting
more hot cum than I thought possible into a vertical
fountain.
I sucked on Jesse's tongue as I shuddered through my
climax.
It was very nice.
I told Jesse that. I also told him that I felt a deep
need to recompense him in some way. Guys like to hear
that. A lot. And Jesse was no exception.
Jesse smiled and thanked me. Then he moved my bottom a
bit off his lap, unzipped his fly, and invited me to
"go fishing" for his stiff meat.
Goodie!
I giggled girlishly as I slid my fingers into Jesse's
open fly. Jesse drew in his breath as I fished around
a little. He was wearing boxers and the snaps were
being challenged greatly by something long, tubular,
hot and throbbing. I blushed as the thought of what I
was doing occurred to me. I was about to cuddle and
stroke a boy's cock. A very large cock.
Oh, girls! I reached into the masculine cave and felt
around for the monster who lived there. It was so hot
that it probably breathed fire! I could feel its blood
pounding, now that it had been cornered in its lair.
It had risen to its full strength. Which made it feel
like a very warm iron pipe. With a wet tip.
It was so much fun to watch my new "boyfriend" gasp as
I measured his considerable, manly girth with my soft
fingers.
Two fists tall from base to head, with two more inches
of purple helmet! It made my diddler look like a
peanut. But it was clear that I was the one in
control, not Mr. Macho.
I fiddled around in there a bit until I freed Jesse's
Johnson from confinement.
There it stood. Tall, skinned and proud. My first real
cock.
And it was all for me.
Up to a point.
I wasn't going to take it into my mouth and suck it.
Not on the first day we were together. Boy Brides
weren't tramps. Randy little dick-pleasers. But not
tramps. Jesse would get a proper seeing to-with my
hand and a few [hundred] more kisses. But I wasn't
giving it all up the first day. If I did that, who
knew what Jesse would expect? He'd probably be
flipping me onto my back and trying to "stick his
business" into me.
Ouch!
Plus, once you do that, there's no going back, is
there? I mean if I wanted to go back to being fully
male. I was keeping my options open. Not my legs.
At that moment, as I stroked his cock and accepted his
fervent kisses, Jesse would have been fine with those
conditions. Jesse would have barked like a chicken for
me at that moment, since he was in a man's most
vulnerable condition -- on the road to imminent orgasm.
No stopping. No turning. No discussions or
acknowledgement of any of the male senses except for
his sense of cock.
I must have been pretty good at cockrubbing. Jesse
seemed to think so anyway. His knob was slobbering
juices and he was grunting manfully as I whimpered
sissily under his kisses and cupped his cockhead with
palm and fingers, rubbing his helmet with a ratcheting
motion.
When Jesse was "close" I removed my hand and replaced
it with the tip of my own stiff, drippy tickler, which
had been reinvigorated by the heat of the moment. We
rubbed cockheads, "arrow point" to "arrow point," as
we kissed hungrily. Then, suddenly, Jesse grunted and
scalded me with his manly cream. In large globs.
Kissing me. Ohh.
Despite all my previous messies, I joined Jesse in a
vigorous and creamy expression of my rapidly evolving
sissiness.
Was this what the rest of my life was going to be
like?
If so, would I live to see 21?
Jesse kissed me, then asked for a towel, since his
pubic regions were soaked with mingled globs of our
sperm.
Was he leaving already?
Jesse cleaned himself off, then , cleaned me
with the same cummy towel. It would have been nicer if
he had licked my peeny clean, but I guess he wasn't
ready for that.
I was such a hungry, little, sissy tramp. I was
disappointed when he kissed me and left, but it was a
good thing. If I didn't put the brakes on then, my
time as a "virgin" would have been measured in
milliseconds.
Plus, in about three hours, I would be seeing what my
neighbor Greg brought to the party.
I lay there in bed for a few minutes considering my
"sticky" situation. My ball bag was empty (for the
moment at least), but it appeared that I would be in
dire need again in a few hours. I was all girlied up
in seductive lingerie for a boy. A boy! Me, kissing
another boy! He had treated me like a precious angel.
Smearing my lipstick as he drew spurt after spurt from
my sissified penis. It was so emasculating. And so
horribly exciting.
Was I stiff again, just thinking about Jesse and
Greg? Yes.
Mom's call to dinner saved me from self-abuse as I
thought about all the compromising positions I would
like to find myself in with Jesse.
My stomach was roaring with need as I considered my
attire for dinner. Mom and Dad surely would be upset
if I appeared for dinner in my naughty, black
lingerie. Though it would be fun to watch Daddy's
"bulge" grow as he looked me over .
I decided to do three things 1) fix my make-up to
remove the evidence of the kiss-a-thon with Jesse, 2)
put on a big, fluffy, modest, pink terrycloth robe
that Mom had provided and 3) trade in my stilettos for
fluffy pink slippers.
Even dressed like that, I was so pretty and feminine
that poor Daddy's throat constricted and pants tented
when he saw me. Let's face it. Men liked me.
We had a very pleasant dinner of fried chicken, mashed
potatoes with chicken gravy, big biscuits and three
different fresh veggies. Mom had gotten used to
cooking for a crowd and even though I was the only kid
still at home, I still benefited from some awfully
satisfying cuisine.
Mom and Daddy tiptoed a little around the
circumstances of my new life. Mom seemed more
comfortable than Dad. She even said, "Tell me if the
Greg milkings work out, Dylan. If not, I have a long
list of boys who will want to spend some quality time
in your bedroom."
I blushed fiercely at that. Lots of boys? Oh my. I was
getting needy again. It was a good thing Greg was
coming at 10.
After helping Mom with the dishes, I went to my room
and did homework until 9:30. Then I straightened the
room and spritzed myself up a bit. I dabbed some
seductive perfume at strategic body points, fussed
with my make-up and noted that I was as randy as I had
been before Jesse gave me three trips to Paradise.
Precisely at ten, Mom led Greg into my bedroom.
Dating has never been so easy.
Mom smirked a little at my obvious "condition," then
she said, "Take good care of Dylan, Greg. He needs you
very much right now." Then Mom left. Thank goodness.
I was such an eager tart that I had omitted panties,
so my need was extended almost three-and-a-half pink
inches in front of me.
Greg took note. His own "package" was an obvious lump
under his khakied trousers.
"Hi," my glib suitor said.
"Hi," I responded. "Could we talk later? I kind of
need help now." And I propped myself on my back on my
bed, lifting my camisole up over my red, erect
nipples.
So much for modesty.
Greg seemed delighted with my directness. He removed a
small bottle from his pocket and sat next to me on the
bed.
"You're very beautiful," he said, pouring baby oil
into his small, right hand.
"Yeah, yeah," I thought. I wanted him to get on with
it. I did like the compliment, though.
The naughty boy slathered the slick liquid on my flat
tummy, rubbing very seductively. I liked that a lot.
Then he moved up to my nipples, giving them an oily
tormenting with skilled fingers.
He wasn't kissing me, though I parted my lips and made
little sounds. He wasn't like Jesse at all. Cute,
rather than handsome. And less involved in the
lovemaking part of milking than Jesse was.
Still, he was technically very proficient. His nipple
torture/caresses alone had me grunting and squealing
and he didn't seem surprised when I started spurting
my warm cream all over my stomach.
Oh, that was delicious.
Two different boys and two different types of orgasms.
Would all boys and men affect me in different ways?
Greg seemed very pleased with himself when he moved
into phase two. He dipped his hand in my cum-covered
belly, added a bit more oil, and began to massage my
"pink bag."
It was exquisite, girls.
The bad boy hadn't even touched my penis yet, or shown
me his own and I was whimpering my way to a second
seismic spermstorm.
Those soft, slick fingers were caressing and adoring
my most sensitive parts -- my girlish testicles. Greg
fingered each pearl, holding it just firmly enough to
be erotic, not painful. Treating each sphere like a
great treasure. And he kept a running commentary going
about my beauty and femininity. He seemed to be truly
moved by how sweet and girlish I was, which added to
my erotic enjoyment tremendously. When the inevitable
eruption came, he kissed me long and deeply. It wasn't
a Jesse kiss. Different somehow. But very sweet. I
sucked his tongue as I ejaculated helplessly under his
expert, testicular massage.
As my baby-oiled, cum-flecked chest heaved in
post-orgasmic cool-down, I felt a great urge to return
at least part of the sweet favors my milker had given
me.
"Let me feel your prick, please!" I groaned through my
sexual haze.
But Greg only said, "Mmmmmm," as he continued to milk
the last sticky drops from my testicles. Then he said,
"I can do better than that."
He stood, and removed his pants, boxers, shoes and
socks, then, naked from the waist down, lay next to me
on my single bed.
He had a very nice lower body. Slim, healthy legs.
Hairless. Fine feet with cute toes. And a very nice
pubic package.
Greg's cock was bigger than my pathetic prick, but
much smaller than Jesse's. It was slender and long --
sort of "pretty" and he "accessorized" with a cute,
pink bag of nuts.
He wasn't traditionally manly below the waist, but
tradition was far from my mental nexus at that moment.
Greg produced the baby oil again, this time
lubricating his own pretty prick, then refreshing my
droopy little sissy soldier with some clean oil.
For the first time, he held my prick in his soft hand.
It felt wonderful and I quickly regained half of my
stiffness. I took equal liberties with him, reaching
down and pleasuring his stiff willie with my girlish
touches. He wriggled in appreciation, then kissed me
as we tickled and cuddled and rubbed each other into a
frothy state.
I apparently excited him tremendously, since he arched
his back and shot big jets of cum, then under my
continued ministrations, repeated the lewd act ten
minutes later. During his second cum, I produced my
third, squealing like the sissy I had become.
We cleaned up, kissed and promised a repeat
performance at 6:45 the next morning.
What a week that was! Greg milked me every day at 6:45
a.m. and 10 p.m. Jesse met me in the school boiler
room at noon each day, then "did" me at 6:30 p.m. each
evening.
Who was better? Who cared? I liked it all.
I was going to start dating one or both of them, but I
worried about the jealousies that could create. So I
decided to discuss it with the "girls" at my Friday
night chapter meeting. I was also going to ask
their advice about whether I should be taking my
"milkmen's" cocks between my lips and even
swallowing their seed.
It was a good thing to have a support group.
Chapter Three -- A Peek at the Future
That Friday was a special meeting of the Boy Brides
Society, because Dennis Lemont's older brother Gene,
the founding sissy of our chapter, was going to be
visiting and giving us a discussion about what life is
like for a 28-year-old "boy bride."
I'll admit that I wasn't even thinking about Gene when
I was in the dressing room with my Seven Sissy
Sisters: Tommy, Jay, Dennis, Eric, Jimmy, Patrick and
Billy.
The little creampuffs were all giggles and tickles as
we sissied up for our weekly, sperm-drenched reunion.
Anyone with at least one functioning testicle would
have been very hot and very bothered in "their,"
actually "our," midst.
We had all decided to wear black that Friday, so
silky, seamed, reinforced-heel-and-toe stockings were
being slid up luscious, shaved legs. Delectable, black
lingerie was being attached to warm, soft skin. Boys
were painting their full, kissable lips and adorning
their inviting eyes. Pantyboys were teasing and
preening. The dressing part of the evening alone was
as exciting as the rubbing, kissing and sucking that
would make it a night to remember.
Was it any wonder that one could hear the gasps and
pants and squeals and smells that signified the
spilling of sperm?
As I slipped on my black, four-inch-stiletto,
patent-leather, CFM pumps, I thought about asking for
some advice. I hadn't gone on a real date yet -- hadn't
been asked -- though I guessed my milkmen, Jesse and
Greg, didn't need to take me out when they were quite
intimate with me already. I hadn't sucked their cocks
yet, either. In fact, I hadn't sucked any male cocks --
sissies didn't count. Should I start? How should I act
on a date? What if my date or a milkman or a
teacher or a construction worker wanted to fuck
me?
Not that I wanted any extraneous objects like that in
my bottom.
And I had a really weird question that I wanted to ask
my sisters, but was embarrassed to. Neither Jesse nor
Greg seemed put out in the least when I told them I
wouldn't need their services for the evening and
morning. Why were they so complacent?
Anyway, I was delighted and excited to be among the
sweet, cum-filled flowers again. My balls were aching
for release and I was confident that they would be
emptied over and over that night.
The "Sissy Seven" treated Gene like an icon. A
liberator, almost. The thought of their lives without
a Boy Brides Society was too horrible for them to
imagine. Gene, in their minds, was a lifesaver.
"Lifesaver" wasn't the word I would have used to
describe Gene when I first saw him.
If words were possible, I would have uttered merely
one: "Babe!"
My first impression was that I was being joshed. The
feminine masterpiece I saw before me couldn't have
ever been a boy, a man or anything but an
erection-producing, wet-dream-inducing, ultra-feminine
beauty.
Gene was wearing a very expensive, Chanel suit.
Conservative, but incapable of camouflaging either
Gene's bra-buster breasts or raging sexuality. Her/his
voluptuously perfect legs were encased in tan,
fully-fashioned, seamed, reinforced-heel-and-toe
stockings. Gene's heels were pencil-thin and
skyscraper-high. Gene's luxurious, blond hair was long
-- to the middle of his/her back -- and perfectly
coiffed. His/her make-up accented a classically
beautiful, heart-stopping face. She/he wore his/her 28
years well, seeming to be at the very beginning of
her/his sexuality and beauty, not near its end.
I guess I looked bewildered and a bit skeptical
because Gene walked up to me, introduced him/herself,
then set me straight in the only foolproof way.
Smiling, the angel lifted his skirt, pulled down his
panties and showed me a lovely, very erect, five-inch
cock.
So it was true! Gene was a boy! A man, actually. No,
no. A transvestite. Or a crossdresser. A she-male?
Screw it. Gene was feminine and gorgeous.
Had I been a bit more forward, I would have dropped to
my knees and sucked that sissy stick until I got to
the warm cream filling.
Instead, I just stood there, mouth agape, panties
tented obscenely.
Gene smiled with love and understanding. He gave me
the sweetest kiss, right on the mouth, then said, "I'm
so glad you joined the Society, Dylan. You're a
hall-of-fame boy wife in the making. Beautiful and
innocent. Sweet and feminine. And, I'm guessing,
submissive to a man in all the right ways and at all
the right times."
I blushed and trembled. It was like Babe Ruth telling
a rookie that he was going to be a great ballplayer.
Even if the "rookie" wasn't sure that baseball was
what he wanted.
Dennis played the sissy taskmistress again, clapping
his hands and saying, "All right, ladies. Enough
milling around and admiring each others peenies.
There'll be plenty of 'up close and personal' time
later. We want to get started because Gene will need
to get home to his loving husband later this evening.
The poor man arrived home tonight and had no place to
'stick his business.'"
Everyone giggled at that. I was amazed at the devotion
of a boy wife to his husband. Gene was actually
concerned about denying his husband one session of
sex. Even if he planned to make it up to the dear man
many times later that evening and night.
Gene thanked Dennis and said, "Yes. If I don't get
home soon, Harold could be poking a blow-up doll or
even some 'freelancer.'"
The nancyboys all gasped when Gene said "freelancer."
I had no idea why, so I asked.
"What's a freelancer?"
At first, no one answered, but then Gene said,
"Freelancers are our competition, Honey. The Boy
Brides Society, I mean. Like women, they're not
serious competitors because they're not as feminine as
we are. But sometimes men like to wander a bit,
especially if we're not draining their ball bags as
often or as well as they want. Any genetic male with a
pair of panties, a mouthful of saliva and a
well-Vaselined bottomhole can be a freelancer. They
don't have our standards, beauty or self-discipline.
But men seem to 'get into them' all too frequently."
Well. That was a bit unsettling. We were the cream of
the crop but men sometimes sought their dairy products
elsewhere? "Why do men like them?" I asked.
Dennis answered. "Who really understands men? They're
driven by their cocks and every man likes some
'strange pussy' now and then. Freelancers aren't evil.
They just drag down the sissy standards. And no sane
man would ever marry one. Although men do marry
freelancers. Occasionally."
How odd. Freelancers seemed to really aggravate the
Boy Brides. As if every big-dicked, rich, handsome man
should be theirs alone.
Gene brought the agenda back to his topic. "I come
here once a year to talk to you all, which is about as
frequently as Harold can stand being away from me.
He's such a good husband. Rich, loving and generous.
And he fucks me at least four times a day. My first
husband, Lloyd, fucked me five times a day, but I was
younger then. I managed to negotiate my marriage
agreement with Harold down to four times a day to give
me a little more free time and to allow some rest for
my aging bottom."
From where I sat, that bottom hadn't aged one bit.
"For you new girls, Boy Brides marry for five years at
a time. Lloyd and I were very happy and he was
despondent when I told him I wouldn't renew. Of course
that despondence eased a bit when I introduced him to
Maurice from our Montreal chapter. [That
spread-legged, open-mouthed, little tramp!]
"I was barely 18 and a half when I married Lloyd. He
was 20 years older, richer than Daddy, and he swept me
off my high-heeled feet. I could have had any number
of men, you know. They were circling me like wolves
and pelting me with marriage proposals. But Lloyd was
such an ardent suitor. Did I mention that he was rich?
Anyway, you'll think me shallow, but his was the first
nine-inch 'sissypleaser' I had ever seen. It was so
thick and dark and hairy that, poor virgin that I was,
I was sure he would kill me when he put it into my
tiny bottom. But what a way to go!"
Even from me. I liked Gene.
Though I didn't want to be like him. Completely, at
least.
Gene continued. "Well, Mom helped me get a lovely gown
and Daddy got me a terrific pre-nup that guaranteed me
five million dollars at the end of our five-year
marriage. All I had to do was make Lloyd a happy man
by making myself as beautiful and feminine as possible
and by giving myself to him at least five times a day.
Can you imagine that? Doing things I adored and
getting five mil for it! Of course you girls should do
even better, what with the competition for the best
boy wives these days. Everyone wants a pretty,
submissive, ultra-feminine wife who enthusiastically
submits to a husband's filthiest desires.
"The five fucks a day were a great pleasure. Lloyd
fucked me in my bottom of course. A lot. It stung like
fire the first time, but then the pleasure was total
ecstasy. Lloyd also fucked me in my wet mouth, my soft
hand, even in the crease between my bottom cheeks and
between my stockinged feet. He would have done me in
my boobies, but I didn't have them then.
"No, I decided to get these beauties when I was almost
24 and between husbands. People ask me why I didn't
get them when I was married so my husband would pay.
Do you think someone who looks like me or you girls
ever pays for anything from a man? Of course not. I
paid the finest surgeon on earth with two weeks of
heaven. And he called it a bargain.
"I loved being a boy wife, but I wanted to be a bit
more 'womanly' when I went after hubby number two.
It's a pretty nice rack, don't you think, ladies?"
And at that, Gene removed his jacket and blouse, then
unhooked his overtaxed bra to expose a spectacular set
of titties.
I mean spectacular.
There was oohing and aahing all around. I wondered if
some of my pantyboy sisters would run out and get a
"set" for themselves. But Society rules were clear on
that. No "artificial enhancements" until after the
first marriage. Men who married us were getting an
extremely feminine boy with a virgin bottom.
Anyone who violated the Society rules could be
banished. Forced to be a "freelancer." Or worse, a
panty-less boy.
Gene continued. "The men who pursued me for a second
marriage were looking for a bit more sophistication
and a bit more 'womanliness.' They even wanted a
female name they could call me now and then. I chose
'Gina.'"
A great name, I thought. Would I get a girlie name
too? And boobs? Big, perfectly shaped ones like
"Gina's?" With big, brown, erect nipples? My prick was
throbbing at the thought.
Gene said, "I took about a year after my marriage to
Lloyd to look around and see what the men situation
was like. I know you're thinking, what did I do since
I wasn't getting sex five times a day from my husband?
The answer is, I was getting it about eight to ten
times a day from some very eager suitors. And that
time, I wasn't worried about preserving my anal
virginity.
"It was a great year for me.
"When Harold came along, I knew he was the one. The
one I wanted to live the next five years with. To grow
older with -- from age 24? to 29?. Maybe longer. But
probably not. I just love meeting new people, don't
you? I must confess. I cheated on Lloyd. A lot. On
Harold too. They never caught me, but they knew. They
cared, but not enough to divorce me. Harold spanks me
when he suspects I've been unfaithful. Hard. When he's
done, I get to my knees with tears streaming down my
pretty face and suck his cock until he frosts my face
twice. That act of total submission and the begging I
do for forgiveness makes me cum hard without even
touching myself. And Harold likes it too.
"But it certainly doesn't make me faithful. Goodness
no. There are too many sweaty workmen and pool boys in
the world for any pretty boy to be faithful to his
'Daddy.' And beneath it all, the 'daddies' know it.
"As I look around the room, I see some very stiff
situations. I'll leave you to your fun. Must get home
to Harold. Don't want him bending our butler's
assistant over the kitchen counter, pulling down the
lad's panties and filling his freelancing bottom with
sperm that is rightfully mine. Enjoy your night and
your wonderful lives, girls!"
We all cheered wildly as "Gina" left. What an
incredible person. A role model. For some. Not me, of
course.
I didn't dwell on that thought because Tommy was on
his knees in front of me, pulling down my panties in a
frantic effort to suck my cock. Listening to Gina had
made us both quite randy. I surrendered to his attack
and let his soft, wet mouth envelop me with delight.
The entire evening, night and morning was one of
guilt-free (since I was doing it with girls) pleasure.
I was thinking now and then during the Friday-night
spermfest about the prospect of sucking my first male
cocks. Saturday, I vowed, would be Jesse and Greg's
lucky day.
I was right about that, but for the wrong reasons.
Chapter Four -- Sour Milkmen
After a very active night with some very randy
pantyboys, I made it home around noon. Mom and Dad
were off shopping somewhere. Despite some heroic feats
of overnight ballbag draining, my little sack was full
again. And I had that dull ache that accompanied my
condition.
I called Jesse's house, but no one was home. Greg's
house was just across the street, so I decided to walk
over, through the pain of a crampy stomach, and have
him set me right. If he used those soft hands on me
just right, I was prepared, I thought, to suck his
nice thin prick and swallow his boyish cream. A big
step for me. But I was feeling good about it.
As I crossed the street, I realized that I was in
boy's clothes, with no make-up. I had panties on, of
course, but I wondered if it would seem too gay to
Greg to milk me in that state. I doubted it. He was
always a very enthusiastic participant in the
medically necessary, milking procedure.
The only cars outside were a Chevy (Greg's) and
another that looked familiar, but I couldn't place it.
Greg's parents' car was gone. Goodie. And the door was
unlocked. Double goodie. I would sneak upstairs and
surprise him.
Slowly I mounted the stairs. I heard little grunts and
pants coming from Greg's room. The poor dear. He was
racking himself off because I wasn't there to make him
happy. Well, that would change. The sounds were
getting more intense. As if he were getting near
cumming. If I hurried, I could put his prick into my
mouth just as he was about to spurt. He would like
that.
Then I smelled cum. Fresh cum. Greg had probably been
masturbating since I left yesterday. Oh, what a shame.
He deserved a nice hug and kiss as well as a killer
blowjob.
I got to the doorway of Greg's bedroom, pushed it to
surprise him and ...got surprised instead.
Horrified is a better word.
I hardly believe it myself, even now.
The sight almost burned my retinas.
Greg was on his back, knees up. Pubic area drenched
with the residue of multiple orgasms. He was wearing a
pink nightie, pink, fully-fashioned stockings and some
very well-applied make-up.
That's not all. Jesse, my Jesse, was on top of Greg.
He was completely naked and grunting with the effort
of pushing his thick cock in and out of Greg's tiny
bottomhole. Jesse was clearly near his orgasm. So near
that he didn't even stop fucking when I screamed in
shame and horror.
I was so ashamed that I had given myself to those
two-timing losers. Greg was ...he was ...a FREELANCER! And
Jesse stooped so low that he was fucking a freelancer
when he could have had me. Part of me anyway.
Jesse's eyes filled with shame when he looked at me,
but he was near orgasm too, so he didn't miss a stroke
as I stood there shaking and screaming.
Pretty bizarre, huh? But no one who makes creamy
orgasms will be deterred from the completion of said
action, regardless of the circumstances.
I had to stand there as Greg spilled creamy globs all
over himself and Jesse pumped his manly juices into a
"freelancer's" sub-par bottom. Though it didn't look
that sub-par to me. But if my sisters said so, I
agreed.
When they were finally done, for the fifth or sixth
time by the looks of things, they acknowledged my
existence.
Jesse spoke first. "We didn't plan this, Dylan. It
just happened."
The most popular excuse of the 21st Century. "I didn't
mean to shoot all those people, your honor. It just
happened."
Well I wasn't buying it. I straightened my spine,
turned on my heels and walked away from those two
chumps. At first, I hoped they hadn't seen my tears,
but then I didn't care what they saw. They were no
longer in my life. I was hoping they were so upset
that Jesse wouldn't be able to fuck Greg for at least
another hour. That would teach them.
We Boy Brides Society members have our pride.
At that moment I also still had a full "pink purse."
Hot cum was sloshing around and making me feel queasy.
Daddy would have given me a good seeing-to, but he
wouldn't be back for hours.
What to do?
I guessed I would have to milk myself.
OK, I thought. I can do this.
I stripped to my pink panties and admired my form in
the mirror. I was very HOT. No wonder all those boys
at school had been eyeballing me. When the word got
out that I needed a new milking crew, I would have
several applicants. No doubt. But that was Monday
morning -- 45 painful hours away
Then I remembered that Jay had given me an "emergency
pack" for those rare times when milkers were
unavailable. I hadn't thought about it really, since
milkers seemed to be lined up around the block for me.
But now that I had been betrayed, I broke the pack's
seal.
What was that? A four-inch-long, thin,
gelatinous, cock-like object with a small battery
compartment left little doubt as to its usage. A
warning label recommended lots of Vaseline on both the
object and its intended target. There was also an
official communiqu? from Boy Brides Society HQ in
Fromage, Wisconsin that said use of such items did not
compromise virginity.
Nor did inserted fingers.
I knew that.
And what was the other thing? A comic book put out by
a company called "Spermco," titled "Timmy, the Boy
Wife: Honeymoon."
A comic book? Hmm. The cover was only black-and-white
line drawings, but very well done by an excellent
artist named "Teri." It showed a man in groom's formal
carrying a very lovely boy in a princess' wedding
dress across a threshold to a suite in a ritzy hotel
room.
That looked interesting, but I thought I had better
insert the little buzzer in my bottom before I opened
the comic book.
I stole little glances at my pantied self in my
full-length mirror as I sissied around the room,
getting the Vaseline, lubing up my first,
"training-wheels" dildo, lying on my back, pulling my
panties down, using my fingers to lubricate my tight
"pootie," gasping and arching my back as I inserted
the buzzing little object where only fingers had gone
before.
Ohh. It was small, but it was buzzing right on my
prostate. And in my desperate condition, all I did was
rub a little of the Vaseline on my oh-so-sensitive
cockhead and bam! Cum was leaping from my aching nuts
and all over my pretty tummy.
It felt wonderful. Heavenly. But it was not enough. I
needed to cum again.
So I picked up the comic book and opened it.
Timmy was a gorgeous little sissy who had just married
a man who was twice his size, rippled with muscle, and
old enough to be his Daddy. Timmy was doing a naughty
striptease for Edward, who had removed all his clothes
except for his heart-adorned boxers. Edward's cock was
a good ten inches long, exposed, thick as a log and
dripping a substantial amount of manly fluid.
Timmy was about to be fucked without mercy and he
seemed quite unafraid. Eager, in fact. The boy (18+,
of course) was down to his corset, garter belt,
fully-fashioned white stockings and five-inch-stiletto
pumps. His panties had disappeared and his pretty,
dripping pricklet was standing its full three inches.
Edward was a man totally in love with his new wife
Timmy and completely consumed by lust.
Timmy sissied over to Edward and sat on his lap. Their
mouths kissed hungrily as they toyed with each others'
cocks. Timmy could barely get his hand around his
husband's monstrous "business." Edward was skinning
Timmy's foreskin most deliciously.
Timmy shuddered and came hard, in thick globs, all
over Edward's hand as they continued kissing
passionately.
I joined Timmy. All over my hand. And my stomach.
It was an extremely exciting book. The ideas in it, I
mean. A sissy boy married to an alpha male. His total
fuck toy. The man was the boy's lord and master.
Oh.
I turned the page. Timmy's head was thrown back in
ecstasy as his husband sucked and licked his erect,
delicious-looking right nipple. In the next picture,
the boy bride was cumming again as Edward sucked the
sissy's left nipple.
On the next page Timmy was on his knees in adoration
to his husband. He was licking Edward's leaking knob
like a lollipop and Edward was grinning in manly
satisfaction. Then Timmy gave his husband a thorough
ball bath with his girlish, little tongue. That made
Edward so happy that he spurted a gigantic load of
thick, hot cream all over the boy's beautiful face.
Timmy was smiling angelically. I thought about having
an Edward of my own to submit to like that and I blew
my second load of the milking session.
Timmy got into position to take his husband's cock
into his mouth again, but Edward took Timmy to the
bed. He laid Timmy on his pretty back and got on top
of him. Then he kissed and licked Timmy's face clean --
his own cum! This was a man who adored his sissy.
Edward continued kissing Timmy, rubbing hard, leaking
cock to sissy clitty until they made a sticky mess all
over each other.
Was that what a wedding night was like? Oh my.
Edward got on his back and had Timmy ease his bottom
over Edward's handsome face. Edward tongued Timmy's
girlish pussy as a squealing, grunting Timmy leaned
over and sucked Edward to a creamy cum, then a new,
strong cockstand.
It appeared Timmy's moment had arrived.
Mine had already been there. I blew my third load at a
picture of Edward's tongue halfway into Timmy's G-I
tract.
The pleasure!
Did I have the courage to turn the page and see Timmy
get what every wife longs for? Yes. Did I have an
erection? No. It appeared that my little tickler was
too exhausted. But my curiosity wasn't.
Edward lay on his back. Timmy straddled Edward's hips,
facing him. The analingus had opened Timmy a little,
but when the sissy boy began to sit on his husband's
thick pole, tears of pain were in his pretty eyes. The
brave little sissy pressed on, however, easing down,
millimeter-by-millimeter, until Edward was in "to the
hairs." Timmy's angelic smile and soft kisses of his
husband's lips showed his complete enjoyment of anal
sex at its best. Edward was obviously completely in
love with his boy wife and, in many ways, would
surrender to Timmy in all matters when they were not
in coitus.
I wasn't hard but ...unnnhhh. I was .... WHAM! Cumming so
hard my eyes were watering. But only a few thin
dribbles oozed from my limp penis.
I guess that was a complete milking. And I did it
myself.
Sissies can be self-reliant too.
And we can spite our ex-milkers by being so.
Chapter Five -- A succession of wonders
I guess I became a bit more realistic about things
after Jesse and Greg decided to BETRAY me as they did.
Some may say that I was sort of betraying them by
sharing my girlish charms with more than one snorting,
spurting male. But we sissies are supposed to be
"generous" like that. There are not enough of us to go
around, after all.
When Mom and Dad came home late that Saturday
afternoon, I didn't like the glint in Daddy's eye when
he realized that he was my prime milker once again.
Apparently, Mom didn't either, because she quickly got
on the phone and lined up some eager volunteers for
me.
None arrived in time to save me from one more
stupefying session with Daddy's knarly fingers in my
little pooper, however. Tormenting my innards,
especially my tender prostate, until I was a
whimpering, orgasming little puddle of sissiness.
Where did that man learn to do that so well? Did he
and Mom ... ...? Ewwwwwwwww!
Anyway, Mom lined up several, she wouldn't say how
many, "nice boys" for me and the first one appeared
for duty at my bedtime that night. Daddy had drained
me so well at 6:30 that I was sure I wouldn't be able
to manage even an erection. As I had been for most of
those past few weeks, I was wrong.
The first member of my "work crew" brought my dingle
to full attention when he walked into my bedroom.
Seeing me on my back in a tiny pink nightie, with my
pink package exposed and needy, made my new milker's
trousers quite lumpy as well. Norm Creamer was like
the hunkiest guy in school. He was so popular that
even the popular guys stood in awe of him. And there
he was, swollen and panting, practically drooling at
the opportunity to make me cum all over myself.
He was so good looking that I didn't think he would
have to work very hard to accomplish that.
I won't bore you with a long description of what we
did. Well, maybe I'll bore you a little. He was so
bold that he stripped right there. In front of me.
Down to his bare self. A young man comfortable in his
nudity. He lay beside me, took me into his arms and
kissed me. I moaned. When he brushed my cock with the
back of his gentle hand, I squealed and came hard,
arching my back and pumping goo like Old Faithful.
What a tramp Norm must have thought I was.
I didn't care.
He was still kissing me and rubbing the hot cum all
over my wrinkled bag. Making me hot and hungry again.
I sucked his tongue as I reached for his cock. It was
wet and hot. I was going to have to slow this down or
I would be losing my virginity, my Boy Brides
membership and my chance for a hugely rich husband
(not that I wanted one) in one "penetrating moment." I
would be doomed to the sad life of a freelancer.
Sucking every cock that came along. Taking large,
penile objects into my anus without the benefit of a
gown, two rings and a pre-nup. Horrors.
I had to put on the brakes, but the thought grabbed me
as I rubbed the eager boy's velvet knob: what was Mom
telling these milkers she recruited? They all came
after me with heat and frantic lust.
Or did I just inspire lust in boys, no matter what Mom
suggested they do with and for me?
Norm was certainly the most aggressive of the three
milkers (not counting Daddy) whom I had had so far.
But as I stroked his cock and sucked his sweet tongue,
I realized that I was now in control -- not him. He was
grunting and wiggling in anticipation of that moment
all the boys live for. Had I stopped at that moment,
he would have been crushed. Thus my power.
I decided to wield it benevolently. I stroked and
tickled and kissed and made girlie noises until Norm
cried out, then bedewed my girlish fingers with
several tablespoons of manly sperm and semen.
When our breathing came back to normal, I took charge
again. "That was very nice, Norman. Thank you very
much. I look forward to seeing you the next time.
Please see Mom for your schedule on the way out."
Norm lay there. Naked. Chest still heaving. Splatters
of his cum on his flat tummy.
He played his last card. "Are you sure you're fully
milked, Sweetheart?"
That set me back a bit. Truth was, I was not sure. I
felt stirrings of little swimmers still hiding in my
pink purse. Maybe it was best to get them out.
Medically best.
I blushed and said, "Maybe once more, but remember,
I'm a virgin and I'm staying that way. No funny
business!"
Norm smiled broadly. I had the power to reward and to
punish. Hail Princess Dylan!
Norm's and my definitions of "funny business" differed
sharply. Which, as it turned out, was good.
He rose to his knees, perpendicular to my hips. I was
on my back on my bed. What was he ....
The scamp leaned over and took my cock into his mouth!
A boy had never .... I didn't know boys did .... He was so
VERY good at sucking me that I almost didn't wonder
where he learned to do that. It was heavenly. He
swirled his tongue around my velvet knob. Then
abandoned it for soft kisses on my balls.
Too much.
Too good.
Returning his wet mouth to my restiffened shaft, he
bobbed his head up and down on my delighted cock.
Then, shockingly, he entered my bottom with two
uninvited (but very nice fingers).
I screamed.
Then I pumped thick globs of sissy cream into his
hungry mouth, squealing and screeching in lustful
exhilaration.
It was a good thing he wasn't an axe murderer because
neither Mom nor Dad entered the room to see if I was
still alive.
Norm rose from the bed, gave me a sweet, cummy kiss,
dressed and went home.
I hoped that Mom would schedule him often.
But Mom had other plans.
I don't know how Mom knew, but whenever it appeared
that I had gotten really hot and heavy with one of my
milkmen, the lad wasn't scheduled for another draining
session with me for quite some time. Maybe Mom had a
hidden camera or something ,
but Mom knew things and she acted on what she knew. I
didn't see Norm again for almost three weeks! Though I
did see 18 other boys over that period. All woven into
my four-times-a-day, medical-procedure schedule. And
the ones who drained me while boiling my blood the
least got the most opportunities.
Mom, as it turned out, had decided that she wanted to
be the mother of the bride at one more glorious
wedding -- mine. She wanted me to marry a wonderful,
rich man who would make all my dreams come true and
fuck me until his cum came out of my ears. So she kept
my milkings moderate. They all occurred in my bedroom,
except for the appointments she arranged for my
lunchtime milkings at school. Since they happened in
areas that were, at best, semi-private, no lunchtime
sessions got overly steamy.
Thanksgiving was nearing, but still I hadn't been out
on a real date. I guess I was pretty worried about
what I would tell my seven older siblings when they
came home and found their kid brother in makeup,
panties and stockings. Mom said not to worry, but this
was the woman who was on the phone every day setting
up appointments for me to be masturbated by my very
eager classmates.
A week before Thanksgiving, I had to deal with the
first of our chapter's Boy Brides Society quarterly
fundraisers. BBS headquarters required chapters to
send them lots of money. Money well spent, as it
turned out, since they were the ones who did all the
research and vetting on potential grooms for us
boy-wives-to-be.
When my "sisters" told me it was to be a Saturday car
wash, I laughed out loud. How much money could we make
from a car wash?
That Saturday, after the usual Friday night
spermstorm, we showered and got into our car wash
outfits. I was expecting jeans and tees.
But no.
We were eight sissies in sheer black panties, black
training bras, black, seamed stockings, black garter
belts and strappy black sandals with four-inch, pencil
heels.
We got into Mr. Lemont's van and he drove us to the
site, where cars were lined up for miles. A sign over
the door said, "Charity Car Wash -- $250."
$250?
Huh?
And they were lined up forever.
The car wash place was indoors and heated. Our washing
equipment consisted of four hoses, four buckets with
soapy suds, four big sponges and eight lovely
nancyboys.
The other sissies thought it was great fun as we broke
into two-pantyboy teams. I was with Dennis Lemont. The
first car pulled up to our station. It was a black,
2005 Mercedes something-or-other in immaculate
condition. The man had given Mr. Lemont his $250. He
got out of his beautiful car, smiled at Dennis, leered
at me and sat in a folding chair to watch us
wash his already-perfect car.
Dennis didn't think it strange that someone had spent
a great deal of money to get a clean car washed by two
people who could only be described as grossly
incompetent car washers.
We sprayed and sudsed, making a terrible mess. The
poor man, who would have to take his beautiful car to
a real carwash afterwards, seemed very happy
nonetheless. He loved watching us sissy here in there
in our big heels and skimpy lingerie. He loved
watching us stretch and reach, our pretty bottoms
tightening up with the effort.
When we were finished ruining his car, he gave us each
a $100 tip, for which Dennis gave the man a nice,
tonguey kiss. Then he looked at me.
I couldn't be ungrateful, could I?
I tottered over to the man, blushing fiercely. Then I
pouted my lips for my first kiss from a man. He held
me in his arms and tongued my tonsils. It was
wonderful. Wonderful. I felt his beard stubble rub
against my soft chin. He smelled like aftershave and
an expensive cigar.
My poor popsy was "pointing" my panties.
And his trousers were very lumpy -- because of little
old me.
Again, I was amazed at how much I enjoyed everything
my sisters introduced me to. Really enjoyed it.
The first real man I ever kissed left and I didn't
even get his name. But there were others. 34 others
that lovely day -- and $4,260 in tips, just for me!
The most fun was the lunch break. Men who had paid
$1,500 each got to relieve our "pain" several times as
we relieved theirs once. It was carefully supervised,
of course, by Mr. Lemont. And done all at once and in
one large room.
Mr. Lemont didn't pay anything, but Eric and Billy
each relieved his tensions -- with their girlish
mouths.
The host should get some consideration, don't you
think?
That fundraiser was my first taste (though just a
nibble) of men, and first inkling of the funds that
sissy boys could draw from men's porous wallets.
Five days later was my first Thanksgiving as a
pantyboy. I had dreaded it, but all my worries were
carried away on clouds of joy.
My brothers and sisters began arriving late Tuesday.
By Wednesday night, the house was full -- the way it
should be. Not just with my four older sisters and
three older brothers. There were three husbands, and
two wives and four grandchildren.
With all that going on, I thought, maybe no one would
notice how I was now dressing in girlie things --
stockings, heels, dresses, makeup -- having boys come
into my bedroom four times a day, milking me to a
succession of screaming cums.
Uh huh.
I was very much the topic of discussion for the first
day or so, but then everyone decided they had their
own stories to tell, so my new status was pretty much
ignored. I mean they were all pretty encouraging and
sympathetic and listened to my story carefully. But
then everyone started talking about the grandchildren
and so-and-so's promotion and so-and-so's pregnancy or
engagement.
Yeah. Like THAT's half as important as stuff about me!
What did I need to do to get noticed in that family
anyway?
Thank goodness for my brother Alex.
Only 14 months older than I, Alex was the shy one in
the family. Not a good survival tactic in a bunch like
ours.
He was a freshman in college, only 100 miles from our
home.
He seemed delighted that I was a member of the Boy
Brides Society. Like everyone else on Planet Earth
except me, he knew all about the organization and its
presence in our town.
It was nice that someone was paying attention to me.
Besides my milking crew, of course. And nearly every
man who looked at me.
Alex praised my beauty and my courage. I liked that.
Then he began to cry. I didn't like that.
I held Alex in my arms as he sobbed. I asked him what
was wrong.
The answer was a surprise.
"It should have been me, Dylan. I should have been the
member of the Boy Brides. I wanted it all my life. But
they didn't pick me. They picked you."
Lots more sobbing.
Well. That was a surprise.
OK, I'll admit it. I'm self-centered. But I felt for
Alex. And I did something about it.
Making no promises to Alex, at my first opportunity I
called Dennis Lemont.
"Happy Thanksgiving, Dylan" the pretty creampuff said.
"Did you enjoy the car wash on Saturday? A few more
like that and you can buy your own Mercedes. And in
four and half months you'll be 18 and can go for the
big rewards."
I hadn't thought of that. Wow. I would be rich! Men
would probably give me expensive gifts just to smell
my perfume.
Focus, Dylan, I thought. "I have a serious problem,
Dennis. If you can help, I'll be very grateful."
"Ooooooh," Dennis said. "I would love your gratitude,
Honey. What can I do?"
I told him all about Alex and his needs and hopes. I
made good arguments and was prepared to address his
objections.
But I didn't need to.
"That would be great, Dylan," Dennis said. "Alex's
very pretty and submissive. It's my fault that I
didn't recruit him last year. Bring him to tomorrow
night's meeting and we'll 'swear him in.' He'll have
to drop out of that stupid college. Why would he waste
his time trying to learn enough to get a $40,000/year
job when he can make that much a week as a rich man's
wife? He's already almost 19, isn't he? Daddy will be
very excited to meet Alex too."
And it was that easy. Mr. Lemont had a pretty good
thing going with the over-18, unmarried members, so
the more (if they're qualified) the merri