In the past, he'd only crossdressed completely once. Besides that, he had

several times worn panties and bras from his mother's drawer or some

neighbor's laundry hamper while supposedly using their bathroom. He loved

the feel and look of them and always got hard any time he wore, caught a

glimpse of or even just thought about women's intimate wear.

They both started undressing, his shirt and shoes off in a flash and his

pants dropping almost in unison with her black skirt. Dave, stopped

momentarily at his white jockey shorts, amazed as he watch her unhook her

forest green, satin and nylon bra, drop it on her bed and start to lower

her matching French cut panties.

He wasn't sure which excited him more, the fact that he was about to wear

that bra and those panties or seeing her gorgeous little naked breasts and

now almost visible crotch. His eyes were fixated on her body, then her

underwear, then back to her body. His cock was bulging out his

tighty-whities with the most intense erection of his life thus far.

Noticing he'd stopped, she roused him from his reverie. "Those too,"

pointing at his bulging shorts, as she stepped out of her panties; eager to

see the cause of that bulge in the flesh for herself. "Here," she went on,

tossing them to him and facing him stark naked.

He finally took off his underwear and, trembling with excitement, pulled

her panties on over his erect cock. He was barely able to keep the swollen

and already aching-for-relief member contained in it, forcing it to the

side somewhat uncomfortably. She then handed him the matching bra and

helped him get it on, fastened, padded out and shaped with a pair of

pantyhose in each cup and positioned properly. After that she helped him

into the skirt and sweater she'd worn that day. "Shoes and necklace too,"

she added, handing them to him.

He slid on the somewhat tight sandals with the one inch heels and tried to

stand still in them as she clasped the necklace behind his neck. Still

naked at that point, she pulled a pair of white cotton panties, a white

sports bra, a pair of sweat pants and a sweat shirt out of her dresser

drawers and quickly slid them all on.

"Sit back on the bed," she ordered firmly. "This is something I overheard

a couple of other girls talking about once, as a way to find out what their

boyfriends' fantasies really were. I'm going to ask you some questions and

I'm going to use your built in lie detector here to tell if your answers

are truthful," she added as she slid her hand up under his skirt, ran her

nails lightly along the length of and then rested that hand on his swollen

member, gently squeezing it through the panties.

"Have you ever worn a girl's clothes before?" she asked bluntly.

He hesitated and then said haltingly, "Y…, yes."

"Whose and when?"

"A cousin's once when nobody was there."

"Any other times?"

"I've tried on some of my mother's things a few times when she wasn't home

before."

"What if you could dress up in my clothes any time you came over? Would

you like that?"

His cock twitched hard at the fantasy

"I see you like that idea," she noted approvingly, giving it a light

stroke.

"What if I made you wear girl clothes any time you came over?"

It twitched even harder and he groaned.

"What would you think if somebody like me forced you to dress like a girl

all the time; 24/7/365 days a year from now on."

It twitched, he groaned and he involuntarily shuddered.

"What if they also made you take female hormones so that you grew real

boobs and couldn't ever pass as a boy anymore?"

He came hard in the panties.

"That's all I needed to know," she said, releasing his cock, grabbing a

handful of tissues and handing them to him. "Now clean yourself up while I

get you a fresh pair of panties to wear."

She took the cum filled panties from him after he slid them off, held them

up to her face, smelled his cum and took a quick little taste with the tip

of her tongue. "Here, you taste it too," she ordered, holding them out to

him. He hesitated and she pushed them toward him and added, "Taste it now,

or do I have to force you?"

Quailing slightly, but still incredibly turned on by the fantasy she'd just

incredibly recreated, he leaned forward and stuck out his tongue. She

pushed it forward and wiped the rest of the cum off onto his tongue. "Now

swallow." Then she added, "Good gurl!"

He shuddered at the thought of what he had just done. He's just tasted his

own cum. That was something that wasn't done. Guys who did things like

that were gay.

She tossed the soiled panties in her hamper and pulled out another French

cut pair of panties in a lighter green from her drawer, handed them to him

and said, "Here you go."

Then she started wiping the makeup off of her face with a wipe. Turning to

him as she finished, she said, "Okay, I took off my makeup. Now it's time

for you to put yours on!"

She helped him as he did so, especially with the eye makeup. After that,

she spent a few minutes brushing his relatively short hair into a more

feminine almost pixie cut appearance. Then, as he was standing up thinking

he was through, she pulled off her pierced earrings. "These too," she said

handing them to him.

He held the dangling pieces of silver and crystal attached to the posts in

his hand quizzically. "But my ears aren't pierced," he complained, looking

at them. "What the hell am I supposed to with these?"

"You promised," she responded, a hint of recrimination in her voice.

"Either you let me pierce them here and now with an ice cube and a needle

or later you have to promise let me take you all dressed up to the kiosk in

the mall, at a time of my choosing, and get them pierced there."

"But, I…"

"No 'buts'," she cut him off firmly. "You promised. If you don't get them

pierced, I'll tell everyone at school you break your promises and can't be

trusted. That you 'welshed' on a bet."

"I didn't know I had to let you pierce my ears too when I agreed," he

lamented, trying to think of a way to renege without appearing to do so.

"You're not being fair."

"I don't care about that," she replied stiffly. "You already got to see me

naked the whole time you were getting dressed in my things and I'm holding

you to your promise. You're just lucky I'm not wearing any studs in the

other holes I've got.

"I will tell you this though:" she went on, "that little ear piercing

machine they've got down at the mall hurts a heck of a lot less than an ice

cube and a needle. I know that from personal experience. Also, unless you

want to have to go through having them pierced over and over again to able

to wear them, once you do, you should leave some kind of pierced earrings

in them for at least a couple of weeks before you take them out overnight.

Otherwise the holes will close up and heal closed."

"I can't wear something this dangly and obvious in public anyway," he

responded, resisting her demands. "Everyone will make fun of me."

"Well, you know, if you go to the mall to do it, they're gonna put in studs

first and you have to leave those in for a several days before you can even

change them anyway," she noted, smirking to herself. "Tell you what. If

you choose to let me take you to the mall to get it done, I'll let you only

have to wear the studs and not make you wear these."

"Less painful and I only have to wear studs instead," he thought to

himself, weighing his options, but absentmindedly forgetting her condition

that he again be dressed in her clothes at the time. "Maybe I can get away

with simple posts without anybody thinking it' s too girly. I know some

guys do; at least I know some guys used to do it all the time and none of

them were gay."

"And all I have to do is get them pierced in the mall?" he was finally

considering it. "Then I've fulfilled my promise?"

"So, does that mean you're opting for having it done at the mall then?" she

responded, delighted that she could get him to agree to be crossdressed in

public; even though she was sure he'd somehow overlooked that fact.

"I guess," he replied reluctantly, still hoping to find a way to stall her

off completely.

"Okay," she responded cheerfully, very pleased with herself. "But, in that

case, when you do, I also get to pick out the studs they use for you."

He tried vainly to figure out a way to make sure that never happened,

thinking maybe he could just agree with her now and still get out of it

later. It wasn't that he really minded the idea of having his ears pierced

and being able to wear pierced earrings. In fact he would have loved to.

He just knew everyone would see the holes, even if he took the studs out,

and didn't want to be subjected to any more humiliation from the other kids

in school than he inevitably would anyway.

"Why don't we go out to the kitchen and get something to drink?" Karen

asked abruptly.

"Okay," he answered, getting ready to pull the sweater off over his head.

"Let me change back into my own clothes first."

"Don't do that yet," she half ordered and half pleaded. "No one's going to

see you."

"But, what if your Mom comes home?" he responded nervously.

"She won't be back for a while yet and you'll have plenty of time to change

back before that," she reassured him, knowing full well that allowing him

to change before her mother came home was not at all her intention.

"Okay, I guess," he relented, with a sigh. "But, I have to use your

bathroom first."

"Oh, that's fine. Go out into the hall and it's the first door on the

right. Just remember that you're a gurl now and that you have to sit down

when you pee. I don't want you accidentally peeing on my skirt because you

can't keep your thingy out of the way."

"Okay, I will," he said with a sigh of resignation, closing the bathroom

door behind him.

As he closed the door to the bathroom, she quickly gathered up his clothes

and hid them in the back of her closet. She then partially closed the door

to her bedroom, hiding her bed from sight in the hallway so that he

wouldn't notice. After that, she waited near the living room entry into

the hall, so that he'd be sure to see her there and not have his attention

drawn toward the bedroom.