Anonymous ID: ecc9e9 Sept. 9, 2023, 1:39 a.m. No.19516897   🗄️.is 🔗kun

Karen was an unusual person, not exactly strange, but not run of the mill

either. She found everything except for the most defining aspect of males

disgusting and found herself more attracted to other girls in every other

aspect. She wasn't exactly a lesbian either, because girls lacked having a

penis. Otherwise she might have been considered one.

 

Fairly early in her life she had discovered how easy it was to use her

femininity to manipulate males, especially if they were somewhat submissive

to begin with. As she had approached puberty, she realized that she could

make most boys and even many adult men do just about anything she wanted by

little more than a quick little partial flash of a bra covered boob and a

teasing wink. She'd learned how, in most cases, to lead them around by

their libidos without them even realizing what she was doing.

 

As her sexuality began to really flower, the auburn haired lass started

having dreams, both sleeping and daydreaming, of making boys dress and act

like girls. By the time she was fifteen, she had discovered "femdom",

forced feminization and "shemale" porn sites and found the imagery there

excited her beyond belief. The combination of what appeared to be girls

with cocks in various sexual situations and combinations of partners fit

her fantasies perfectly. The only problem was that, living in her small

community, she knew nobody like that.

 

Shortly before the end of her junior year of high school, an idea occurred

to her and she decided to act on it, taking a leap of faith. There was a

blonde haired boy one grade behind her who was somewhat on the small side

and someone everyone else always picked on. Additionally, puberty was

obviously taking its sweet time in his case.

 

Dave, on the other hand, was shy and reserved. He held a secret he didn't

dare let anyone else know about, because, if he did, his life would be

over. He would forever after be bullied, insulted, ostracized and beaten

up by anyone who felt like it and nobody would even lift a finger to stop

it.

 

At least that was what he believed.

Anonymous ID: ecc9e9 Sept. 9, 2023, 1:45 a.m. No.19516913   🗄️.is 🔗kun

As soon as he was done in the bathroom, he came out and saw her beckoning

him into the living room. Without even glancing in the direction of the

bedroom, he followed her out into the living room and then the kitchen.

 

"Would you like some homemade lemonade?" she asked, pulling a couple of

tumblers out of the cupboard and opening the refrigerator door. "It's made

from real fresh lemons."

 

"Sure. Thanks," he responded. "That sounds good."

 

As she started pouring lemonade, she said to him, "Grab some ice cubes out

of the freezer, would you."

 

"No problem," he replied, reaching into the freezer, as she, hidden from

his view by the open freezer door, poured a healthy shot of vodka into his

glass before filling it the rest of the way with lemonade.

 

Handing him the glass as he dropped a couple of ice cubes into each of the

glasses, she said, "It's from our own tree, out back. I know it's a little

bitter, but it's really very refreshing."

 

He took a sip and, being totally unused to the taste of alcohol, replied,

"I see what you mean about it being a little bitter; although I'm not sure

'bitter' is quite the right word."

 

"Need a little more sugar?" she asked, holding up the sugar bowl.

 

"No," he answered with a wave. "This is fine It just seems a little

strong, but it's sweet enough already."

 

In his usual fashion, he downed the glass rather rapidly, only pausing a

couple of times before he finished it off.

 

"Want another?" she offered, holding out her hand.

 

"Sure," he replied, thinking it wasn't really that bad. In fact the taste

kind of reminded him of the way his Mom's breath used to smell sometimes

late at night. "Why not?"

 

This time, as he was momentarily distracted by a sudden slight alcohol

induced dizziness, she put even more vodka in the glass before filling it

with the remaining lemonade. As he took this glass, the effect of the

alcohol he'd already had was just beginning to hit him. Since he was a

complete novice at drinking alcoholic beverages, he was completely unaware

that he was already becoming a more than just a little tipsy. He

ignorantly downed the second glass even quicker - much quicker.

 

After that, Karen led the now rather drunk boy back out into her living

room, sat him on the couch and started aggressively making out with him.

She kissed him deeply, pushing her tongue into his mouth and sliding it in

and out as he instinctively gently sucked on it. Then, she began stroking

his fake tits through the sweater and said, "I really wish these were real,

don't you?"

 

"Mmm hmm," he responded dreamily through his drunk haze, his fantasies in

full gear and completely unrestricted by common or other appropriate

senses.

 

"Don't you wish I'd make you take female hormones so your boobs would grow

big like a real girl's?"

 

"Mmm hmm," he replied again, vaguely fantasizing about it happening.

 

"Wouldn't you like me to fuck you like you were a girl?"

 

"Whadda you mean?" he asked, his words beginning to slur as he drunkenly

visualized himself having a vagina and being screwed.

 

"My Mom's got a couple of strap-on dildos. I could fuck you with one, just

like you were a real girl."

 

"How jew do tha?" he asked out of curiosity, sadly aware in his drunken

haze that he didn't have a vagina and having no idea what a 'dildo' was.

 

"Here, let me show you," she offered.

 

With that, she stepped over and grabbed a tube of lube from a drawer in the

coffee table. Laying him back on the couch and lifting up his skirt, she

started stroking his cock through the panties. She then eased the panties

down over his again sizable erection and off. She squeezed a generous

dollop of the lube onto each of her hand.

 

She then began stroking his

already hard penis with the lube covered fingers of her left hand.

Anonymous ID: ecc9e9 Sept. 9, 2023, 1:46 a.m. No.19516914   🗄️.is 🔗kun

Before he could reach a climax, she took the fingers of her right hand and

started working them down between his legs. She briefly played with his

perineum (the tissue behind his balls), gently massaging and occasionally

pressing firmly in where a vagina might otherwise have been. She then

started working it in circles around his anus, teasingly tantalizing the

forbidden orifice. Finally, when Dave was finding himself so aroused by

this he was almost ready to impatiently impale himself on the digits, she

eased a well lubed finger into his butt hole and started slowly working it

in and out as her other hand again began stroking his ever hardening shaft

again in time with the intruding finger.

 

"Feel good?" she asked, knowing the answer.

 

"Oh, Gahh!" was all he could say, reacting to the incredibly pleasurably

feeling his prostate was feeling from her finger stimulation.

 

"Think this is good," she said as she worked her penetrating finger faster

and faster. "Just wait until you feel a dildo sliding in and out of

there." "Or even better, a real cock," she added to herself. "Wouldn't

that be a sight: two hot t-girls sucking and fucking each other right in

front of me. Damn I'd love to see that."

 

All he could do was to stiffen up as an incredibly violent orgasm overtook

him.

 

In anticipation of this, she already had a handful of tissues handy. She

adeptly caught his cum in a couple of them and tossed them into the garbage

in the kitchen before coming back to sit next to him on the couch.

 

"Now tell me," she said, as he lay there, still recovering from the

intensity of his orgasm. "Don't you really wish I'd turn you into a girl?"

 

"Gozh, yes!" he said dreamily, still lost in the afterglow of his orgasm

and fantasizing through the alcoholic haze.

 

"Don't you wish you had real boobies and had to dress like a girl all the

time?"

 

"Ivv only…" he replied, still not really aware of what he was saying.

 

"Here, quick, get your panties back on," Karen abruptly said, hearing her

mother's car pull into the driveway and handing them to him.

 

He stood briefly, swayed, almost falling as he pulled them up, smoothed

down his skirt and then, his head really swimming, sat right back down with

a plop.

 

Just then, Susan came in the door with a couple of bags in her hands.

 

"Hi, Mom," Karen called out cheerfully as she entered. "Guess who wishes

he was a girl?"

 

Susan stood there momentarily motionless, looking at the crossdressed boy.

Looking at him dressed like he was, she had to admit to herself that, even

with his relatively short hair, he looked a lot more like a girl than he

had like a boy when she'd first met him; and then he was dressed in his own

clothes. In fact now, he was rather pretty and looked very much to be a

girl.

 

"Is this true, Dave?" she asked, looking him in the eye.

 

"Mmm, I guezso," he responded, slurring his words.

 

"He's drunk!" she said, stiffening and looking at her daughter. "You got

him drunk!"

 

"I just wanted to find out for sure it's what he really wanted and then to

get him to accept the truth himself," Karen responded defensively.

Anonymous ID: ecc9e9 Sept. 9, 2023, 1:46 a.m. No.19516915   🗄️.is 🔗kun

"Well, obviously we can't send him home like this," Susan observed, shaking

her head as she carried the bags into the kitchen. As she set the bags on

the counter and began unpacking them, she added loudly enough to be heard

in the living room, "At least we were already planning on him staying for

dinner. Maybe somehow we can get him sobered up enough by the time he has

to go. In the meantime, I've got dinner right here, so why don't you two

girls come in here and get the table set so we can eat."

 

Karen helped Dave to his feet and had him "help" her set the table for

dinner. He was almost more a hindrance than a help since he was so

inebriated. As soon as they were done with that, Susan brought over a

couple of plates with a single piece of fried chicken, a tablespoon of

coleslaw, and a scoop of mashed potatoes with a little gravy on each.

 

Dave immediately dug in and started eating his piece of chicken like it was

a race.

 

"Woah! Hold on there," Susan reacted, putting her hand on his wrist. "If

you want to be a girl, you'd better learn to eat like one first. Slow

down!"

 

Dave stopped himself and proceeded to eat more slowly, the words "if you

want to be a girl" ringing some kind of an alarm in the back of his mind,

somewhere through the fog. He just couldn't put a finger on it.

 

"That's better," Susan said reassuringly. "Don't want to ruin how pretty

you look by acting like a boorish boy now, do you?

 

"You do look very pretty, you know," she added, pushing his hair back from

his forehead. "You'd look even better if you let your hair grow out more

and had it styled."

 

"See what I mean?" Karen interjected, a little too excitedly. "Dave really

should have been a girl. I just wanted to help him admit it." Actually,

she could care less about what he wanted. What she wanted was to see his

hairless naked body with full feminine boobs, womanly hips and a stiff cock

  • whatever it took to make that happen.

 

As far as Susan could tell, eating didn't seem to be sobering the boy up at

all and finally she said, "We still can't send him home like this. I'm

going to call his mother and ask if he can stay the night here tonight.

It's the weekend tomorrow, so there probably won't be a problem - I hope."

Anonymous ID: ecc9e9 Sept. 9, 2023, 1:47 a.m. No.19516916   🗄️.is 🔗kun

After getting Dave's address and his mother's cell phone number, she called

Cynthia. "Hello, Mrs. Sanders. This is Karen's Mom. I was wondering if

it would be all right for Dave to spend the night here with us. We have a

spare room and I can bring him home in the morning."

 

"But he doesn't have any pajamas or a change of clothes with him," Cynthia

responded. "He doesn't even have his toothbrush."

 

"Why don't I just come over and pick up a few things for him then? Maybe

we can have a little talk - get to know each other a little - while I'm

there."

 

"That sounds great. Come right on over and I'll put on a pot of tea. You

do drink tea, don't you?"

 

"Certainly do," Susan responded cheerfully. "Be there in a few."

 

Then, turning to Karen and Dave, she said, "You two girls get the dishes

done while I go talk to Dave's Mom. I'll be back shortly.

 

"And you, Karen," she scolded, her finger pointing at her daughter. "No

more alcohol. He's drunk enough already!"

 

With that she grabbed her purse and headed out the door.

 

"Now, you and I are going to have real fun," Karen said as soon as her

mother was out the door.

 

"Wha'd'you mean?" he asked, still a little out of it..

 

"Come with me and I'll show you," she offered, holding out her hand and

leading him back into her bedroom. As soon as they were in there, she had

him lie down on her bed on his back. Grabbing a couple of pair of old

nylons, she quickly tied his hands and feet to the bedposts and, suddenly

nervous, he yelled, "Wha'the hell? Wha'dis this?"

 

She then disappeared into her mother's bedroom for a moment and reappeared

holding a strapon dildo in her hands. As she slid it on over her sweats,

he marveled at the size of the realistic fake penis sticking out in front

of her. To his surprise, seeing what appeared to be a cock on a girl

suddenly turned him on like he'd never been turned on before.

 

She then lifted his skirt, pulled down his panties and started stroking his

again hardening schlong with a well lubed hand until it's turgid head was a

deep purple. She then liberally lubed the dildo before taking an equally

lubed finger and slid it up his exposed anal opening. She worked the

finger in and out slowly while again stroking his cock in time. Gradually,

she introduced two more fingers, one at a time, relaxing and dilating his

rectum as much as she could.

 

Once she had him sufficiently opened up and he was moaning softly, she

eased the head of the dildo between his legs and pressed it firmly against

the virgin opening. "This may hurt a little at first but, after that, it's

going to be heavenly," she said as she pushed the tip just past his

sphincter. She let it rest there for a moment before moving on.

 

He stiffened momentarily at the sudden intrusion. The initial entry had

been mildly painful, but as she held it there, the pain quickly passed and

was replaced by a pleasant, warm fullness.

 

"That wasn't so bad, was it?" she asked, rhetorically.

 

He grunted in response, too immersed in the incredible sensation to think

coherently, let alone respond.

Anonymous ID: ecc9e9 Sept. 9, 2023, 1:48 a.m. No.19516918   🗄️.is 🔗kun

Ever so slowly, she began to press the fake cock a few millimeters farther

inside him at a time. Then, once she had nearly half its length inside

him, she started slowly working it in and out, gradually increasing her

speed and incrementally easing it farther inside with each gentle thrust.

Shortly she was pumping in and out of him deeply and at full speed, while

again stroking his cock in a synchronized rhythm.

 

As the fake cock continued rubbing against his prostate gland and her hand

moved up and down on his very real cock, he quickly approached and reached

an unbelievably intense and protracted orgasm. Having already cum twice

less than an hour before, there was little more than an oozing of semen

released this time. Karen scooped it up and pushed it through his lips as

he lay there barely conscious.

 

As he lay there experiencing le petit mort, she stroked his fake tits and

said, "I can hardly wait until these are real. You're going to be so sexy

I won't be able to keep my hands off you." He, on the other hand, was too

consumed by the orgasm he'd just experienced to be aware of what she'd just

said - or even that she'd said anything at all.

 

In the meantime, Susan had arrived at Dave and Cynthia's home.

 

"Susan?" The tall thin brunette, dressed casually, asked as she opened the

door. "Hi. Come on in."

 

"Thank you," Susan said with a nod as she entered.

 

"I'm so glad David's made a friend with your daughter," Cynthia said as she

lead her into her dining area. "I've been so worried about him."

 

"Oh? Why?" Susan pried.

 

"He just hasn't seemed to able to make any friends here," she shared, the

concern evident in her voice.

 

"Actually, I've had the same worry about Karen," Susan responded frankly.

"I guess in their loneliness they seem to have found each other."

 

"Tea?" Cynthia said, holding out a cup.

 

"Thank you. I'd love some."

 

"Here," Cynthia mentioned, motioning toward an overnight bag near the door.

"I've got a bag packed with a pair of Dave's pajamas, his robe and his

toothbrush, plus a change of clothes for the morning. Thanks so much for

doing this."

 

"It's no problem, really," Susan reassured her.

 

"You're so lucky to have a daughter. I've been trying to raise Dave by

myself, but I really don't know anything about raising boys. I have a

sister I don't get along with well, but no brothers and my mother died when

I was very little."

 

"What about your husband, Dave's father - and your father for that matter?"

 

"My Dad's of no help, whatsoever, Threw me out of the house when I was just

a kid and wants nothing to do with me; or David," she explained. Then

added, a little bitterness apparent in her voice, "As for Dave's

father… He's not in the picture. Never been in the picture. It's just

David and me."