Chapter I
Tom pulled on the panties noticing that his penis was already erect.
Damn he was horny! It had been almost two weeks since Jen had let him
have an orgasm and he really wanted one tonight.
His tease of a wife had been making his life hell since that last Sunday
night when, to earn his orgasm, he'd agreed to wear panties to work the
next day. That had earned him the five girlie points he needed.
Girlie points were what he earned when he did things like wear a bra and
panties or anything else that Jen considered girlish. Lately he'd had to
earn ten points for an orgasm. At least that was the case until the
following Monday morning.
No longer horny after his previous night's orgasm, he'd refused to put
on his panties. He didn't want to go to work like that and argued that
he'd agreed under duress. Jen finally told him that his refusal was
going to cost him - fifty girlie points was what he would need for his
next orgasm.
Tom stormed out of the house not caring how many points he'd have to
earn. At that time, angry as he was, he didn't care about sex. He was
still angry that evening and they both went to bed without speaking.
Tuesday morning Tom was still angry and again refused to put on panties.
That was going to cost another fifty points Jen pointed out. He didn't
care.
However, during the course of the day, Tom's mind turned back to sex.
Two days had gone by and he found himself sporting an erection several
times during the afternoon. By the time he got home that evening he'd
lost any belligerence he was feeling and before long he and Jen made up.
Now unfortunately for Tom, Jen spent the rest of the evening getting him
sexually aroused and keeping him that way until it was bedtime. Then she
sweetly reminded him that the one hundred girlie points weren't going
away by themselves and he'd better start earning them if he wanted
relief anytime soon. With that she smiled, turned over and went to sleep
leaving her husband disappointed and frustrated.
Wednesday morning there was no argument. On went the panties and off to
work went Tom.
That evening Tom was disappointed to find that wearing panties to work
was worth only one girlie point. At this rate it would be weeks before
he earned a hundred points. At Jen's suggestion he quickly changed into
a bra to earn another point. She teased him, saying he could earn five
points if he wore a bra to work the next day. That wasn't going to
happen. No way!
But to earn his girlie points, Tom agreed to put on lipstick and
perfume. He then donned a garter belt with stockings and struck modeling
poses. After two hours of this all he had to show was a total of eight
points. Jen was being a little bitch but Tom, sporting a very erect
penis as he pranced around, didn't argue. He needed those points if he
ever wanted to get some relief and he even agreed to sleep in a
nightgown to bring his total to ten.
And that was the way it went for the next week and a half. He wore
panties to work and when he got home, changed into a bra and whatever
lingerie Jen decided would look cute on him. And when it was time for
bed, Jen would hand him a nightgown or baby doll pajamas.
Gradually Tom's girlie point total climbed to where he could see an
orgasm in his future. Tonight he should have had ninety points except
he'd carelessly lost five.
It had happened on the third or fourth day when Jen noticed a little
stubble under his arms. He'd been earning a point for keeping himself
shaved but he'd forgotten that morning. Jen deducted two points for not
shaving. Tom argued that he should only lose one point since that was
all he could earn for shaving. Then to his surprise, Jen informed him
that he'd just lost five points and if he kept arguing with her she
would make it ten. That shut him up. Jen held the upper hand. Ten
points was just about what he could earn in one day and that would mean
an extra day waiting for an orgasm. No further argument came from Tom.
So now it had been almost two weeks since his last orgasm. Tom was
horny. Very horny. Not wanting to take any chances he ran his fingers up
and down his legs, under his arms and in his crotch. He'd shaved this
morning just as he'd done every morning since losing points. Satisfied
Tom reached for his bra.
For almost a month now Tom had been putting on a bra to earn girlie
points so he had no trouble reaching behind to hook the snaps. Next he
picked up the bra inserts and put them into the cups, adjusting them so
they fit. No points unless he filled out his bra properly, Jen said.
He'd learned that the hard way too.
With eighty five points, Tom had fifteen more to earn before Jen would
consent to give him an orgasm. Could he get all fifteen tonight? A lot
depended on the mood Jen was in. He'd never gotten fifteen at once
before. Not fourteen, thirteen or even twelve. Eleven girlie points was
his personal best.
He went over his points. The bra was good for one. And he'd worn the
panties to work today. That was two. He was already up to eighty seven.
Just thirteen more. But knowing Jen, those last thirteen would be the
hardest to earn. He doubted she'd let him earn them all tonight. It
would be just like her to make him wait another day. Damn!
He thought about what else he could do to earn points. Lipstick was
always good for a point. And perfume. He went over to Jen's vanity and
did his lips and splashed some of her perfume on. That would be one or
two points depending on Jen's mood - say eighty nine. Eleven more to go.
He glanced down and saw his toenails. Jen had rewarded him with three
points a couple of nights ago when he agreed to polish his toenails.
She'd teased him with another five points if he'd polish his fingernails
too. He couldn't. It would never come off in time for work the next
morning. However, tonight was Friday. There was no work tomorrow.
Tom sat down at Jen's vanity and applied nail polish to his fingernails.
These five points left him with only six more to go. He was on a roll!
Stockings and a garter belt. At least a point for them. Down to five
points. Next Tom donned a slip, pulling it over his head and adjusting
it about his chest.
A week ago they had gone shopping and Jen had bought him heels which
he'd been learning to walk in. One point earned for each night he
practiced. He slipped his feet into them too and stood up. The slip and
heels had to be worth two points. Only three more to go.
"Tom," Jen called from downstairs. "What's taking you so long?"
"I'm coming," Tom replied. "I'll be down in a minute."
What else? What else could he do to earn those last three damned points?
Maybe another shopping trip? Last weekend they had gone shopping; a trip
Tom would never forget. But he had earned five points. Jen had taken him
to Victoria's Secret where they spent almost an hour selecting his new
bras and panties along with other lingerie including nightgowns and baby
doll pajamas for bedtime. By the time they were done, he had enough
underwear for a week.
Paying for his purchases though, had been the most embarrassing. Jen had
given him each item to hold and when they got to the register his hands
were full. He dropped the lingerie on the counter as Jen, in a rather
loud whisper, told him to be careful with his new underwear. The cute
salesgirl gave them a funny look as she began to ring up the sale. It
didn't take her long to realize the lingerie wasn't for Jen; it was way
too large.
A red faced Tom stood silently as the salesgirl held up each item before
ringing it up. The bras were a dead giveaway. Jen was a 34 C. No way
would the size 40 C bras on the counter fit her. Then, to make matters
worse, Jen had asked if the store didn't carry any size 40 bras in a B
cup. She'd looked teasingly at Tom and added that 'somebody wasn't quite
ready for a C cup yet.'
The salesgirl answered saying that unfortunately the largest bra that
came in a B cup was a 36. Jen looked pointedly at Tom's chest and shook
her head. 'That would never fit, would it Tom?'
Red-faced, Tom shook his head. The salesgirl smiled and continued
ringing up the clothes. The total was much more than he'd expected so
he took out his credit card to pay.
The salesgirl then asked if they wanted to be placed on the store's
mailing list. Before he could respond, Jen nodded her head. 'Of
course...' And having fun at his embarrassment, Jen proceeded to give
the girl Tom's full name and address to send the catalogs.
Tom was mortified.
He pouted all the way home and it wasn't until she coaxed him into his
new underwear, under the threat of losing all the points he'd earned by
shopping, that his anger abated.
Now thinking back Tom was torn. No question that she'd totally
embarrassed him in the store. And she would probably do it again.
However he had gotten five girlie points for it. That would be more than
enough to earn the orgasm he so desperately wanted.
Having made up his mind he headed toward the stairs, teetering a bit as
he still hadn't become accustomed to wearing heels.
"It's about time," Jen exclaimed as Tom came down the stairs. Then she
smiled as he came into view.
Tom surprised her. She wasn't expecting to see him all dolled up in
lingerie and heels. Plus his fingernails were bright red. She grinned as
she realized he was trying to get a head start on earning points.
Now each night Tom had changed into a bra as soon as he got home. Jen
had laid down the rules that first night when he came home from work
wearing panties under his clothes. No boy clothes at night. That was a
given.
Tom had removed his clothes and dutifully put on the bra that Jen handed
to him. His penis stiffened as she explained how earning his one hundred
girlie points was not going to be easy. Changing into a bra the moment
he got home would earn him one girlie point. If she had to remind him,
there would be no points and finally if there was any argument on his
part, he would lose points. Furthermore, there would be no more points
until he had donned the bra.
Tom's erect penis told Jen all she needed to know. Her husband would be
cooperative. In fact she only had to remind him once; and it really
wasn't his fault.
The phone had been ringing when Tom came in the door a couple of nights
later. He'd answered it and was in conversation with his boss when Jen
came into the living room. They were discussing a project at work and
ten minutes went by before Tom hung up the phone. His mind was still on
the project as he went for his briefcase to check on something.
He was busy going over some papers when Jen stepped up behind him.
"Aren't you forgetting something?"
"Huh?" Tom turned to his wife.
Jen smiled sweetly. "You've been home almost fifteen minutes and I don't
see a bra underneath your shirt."
Tom realized immediately that he'd forgotten. With a sheepish look he
started to explain that it was an important phone call he'd had to take.
"What's important," Jen corrected him; "is that you change into a bra as
soon as you get home from work."
Tom nodded realizing it was useless to argue. He was thankful Jen didn't
deduct any points as he went upstairs to change.
Now Jen smiled to herself as she watched her husband descend the stairs.
He definitely needed more practice in heels. That would come.
"Looks like somebody wanted to get a head start playing dressup." Jen
smiled sweetly. "Now come over here and show me what you're wearing."
Tom came down the last few steps then walked over to where Jen was
sitting.
"Turn around. Let me see."
Tom spun slowly as Jen admired him. Now the fun would begin.
"Ooooh," Jen murmured. "You even put nail polish on."
Tom nodded as she took his hands and examined his bright red
fingernails.
"Not bad.... Is this the first time you've done your fingernails?"
Tom nodded.
"Why didn't you do them the other night when I asked?"
"I... I had to go to work the next morning," Tom replied.
"So," Jen began. "Since it's the weekend, it's ok to wear nail polish?"
Tom shrugged. "I guess..."
"And I bet you wanted to earn some girlie points too, right?"
Tom smiled sheepishly. "Yeah."
"So how many points do you think I should give you for wearing nail
polish?"
"The other night you said I could have five."
"But that was a weeknight. And we didn't have any nail polish remover."
She smiled. "Now you've got two whole days to go shopping for some
before going to work on Monday."
"No nail polish remover?" He asked with a gulp. He hadn't realized there
was no remover. Christ! He couldn't go out of the house with his
fingernails like this.
Jen smiled sweetly. Tom had painted himself into a corner so to speak.
But back to the points.
"How many points did I give you for doing your toenails?"
"Three," Tom answered realizing he was not going to get the five he had
hoped for. But three would still get him to one hundred.
"I don't know," Jen began thoughtfully. "Three points is a lot.....
Although you did do it without being asked....And they are more
noticeable than your toenails."
"Ok, I'll give you three points."
Jen smiled. "Now what other girl things did you do?"
"I wore panties to work..."
"What else?"
"I'm wearing a bra."
"Did you use bra inserts?"
Tom nodded as Jen stood up and reached for his chest. She squeezed each
cup to be sure and smiled before sitting back down.
"What else?"
"I've got on stockings and a garter belt. I'm wearing lipstick and
perfume. And also this slip." Tom grasped the slip at his sides to show
her. "Oh and heels," he added.
Jen smiled. "Yes. I saw you coming down the stairs in those heels. I
think a little more practice is in order, don't you?"
"I guess...," Tom replied with a nod of his head.
"We'll get around to that but first, how many girlie points do you
have?"
"Well I had eighty five this morning... Then three for my fingernails.
One for wearing panties to work. One for changing into my bra..."
"Hold it," Jen said. "Not so fast. You had eighty five this morning and
the three for your nails makes eighty eight."
"I wore panties to work," Tom repeated. "That's another one. Eighty
nine."
"Ok," Jen nodded.
"And one more for changing into my bra. That's ninety."
Jen nodded in agreement.
"Lipstick and perfume are two things. So two more points. Ninety two."
Tom was hopeful.
"Not so fast," Jen said. "You've been putting on lipstick and perfume
every night this week." She smiled. "In fact it's the first thing you do
after changing into your bra. I bet you'd still put them on even without
any points, wouldn't you?"
Tom shrugged. "Maybe..."
"Oh I think you would." Jen's impish smile widened as she exclaimed. "In
fact you just did."
"Huh?"
"You just put on lipstick and perfume and you didn't earn any points for
doing it."
"But Jen," Tom began. "That's not fair... No points?" He gulped as he
realized he wasn't going to earn one hundred points.
"No points," Jen repeated. "From now on you wear lipstick and perfume
because that's what girls do, ok?"
Damn! Tom said to himself. Reluctantly he nodded in agreement.
"What next?" Jen continued.
"I'm wearing a garter belt and stockings."
"Yes you are. One point. What does that make?"
"Ninety one."
"Ok ninety one it is. Next."
"The slip."
"There's a problem with this slip," Jen said. Her impish smile had
returned.
"What?" Tom asked. Don't tell me there weren't going to be any points
for a slip.
"Well not the slip exactly. There's this thingie that's poking out." Jen
slapped Tom's erection lightly.
Tom's face reddened as Jen pointed out his arousal. He couldn't help it.
Ever since she had first coaxed him into a pair of panties, girl's
lingerie aroused him; especially when he was wearing it.
"I think you like wearing a slip." Jen smiled and patted Tom's erection.
"Sort of like lipstick and perfume... You'd wear a slip even if you
couldn't earn any points for it, wouldn't you?"
Tom gulped. He sensed where this was going.
"Wouldn't you?" Jen asked after another moment.
"Yes."
"I thought so," Jen said softly. Then she smiled. "Still ninety one.
Next."
"Heels. I'm wearing heels."
"Barely," Jen said with a giggle. "You almost fell out of them coming
down the stairs. You've got a bit of practice to do before you earn any
points for wearing them."
Tom was dismayed. All his effort upstairs had only earned him a total of
six girlie points. He still had nine more to go before he could have his
orgasm.
"Ok," Tom said. "I'll practice."
"Now?" Jen asked.
Tom nodded. He wanted to earn points.
"Ok," Jen said. "Walk around the house for fifteen minutes. I want you
to practice going up and down the stairs too. If you do a good job
you'll earn a point."
Tom nodded and set off.
Jen sat back, looked at the clock to time him, and felt quite pleased.
She relaxed as her husband paraded about the house. It was cute the way
his erect penis led the way. More often than not, Tom sported an
erection whenever he was dressed up. He couldn't help himself.
And that certainly made his panty training easier. Teasing his erect
penis had made it easy to coax him first into panties, then into a bra.
After several weeks of this she'd introduced girlie points and Tom
willingly dressed up in order to earn his orgasm.
Jen enjoyed doling out girlie points to Tom. And these past two weeks
had been especially nice as she made Tom jump through hoops to please
her. As the days without an orgasm grew, Tom became more and more
cooperative as he tried to earn enough girlie points for his one hundred
point orgasm. Tonight it was obvious he thought he was close. He'd
dressed up, put on lipstick, perfume and nail polish and was now
prancing around the house in high heels hoping to earn an orgasm. It
wasn't going to happen.
She glanced at the clock and saw that twenty minutes had passed. Oops.
She smiled to herself.
"Ok Tom," Jen waited until he paraded into the living room again.
"That's enough practicing for now."
Tom nodded and came over to where Jen was sitting.
"That was twenty minutes," he said. Then he added half hopefully. "Do I
get extra points for that?"
Jen smiled and shook her head. "You're lucky I'm giving you one girlie
point."
Ninety two points, Tom was disappointed. Christ! He'd been so hopeful
upstairs. It had been a mistake; getting all decked out. Now he'd run
out of things to earn points with. Those last eight points were not
going to happen tonight!
He quickly thought. A point or two at bedtime for a nightgown. A
shopping trip might be worth five. At least that's what he'd earned last
weekend. Damn! He'd still be shy a point or two. However, as he'd
learned, the points didn't go away by themselves. He'd better get
started.
"Jen," Tom began. "Remember last weekend?"
"Yes"
"We went shopping..... "
"Uh huh."
"Well," Tom stammered. "Could we... Could we go shopping again?"
It was embarrassing to be asking her. But he needed those points.
Jen smiled. Tom must be desperate. She had made a special point of
embarrassing him in front of the salesgirl. He must really, really want
those last few points if he was asking for more of the same.
"Tonight?" she asked sweetly, glancing at the clock. It was already
seven thirty.
Tom nodded.
"Well...," Jen began thoughtfully. "We could.... What did you plan on
buying?"
Tom hadn't really thought that far in advance. He had just been thinking
of the points he'd earn for going.
"Oh..., I don't know...." Tom already had a week's worth of bras and
panties from his last trip to the store. Not only that, some of the
items he had yet to wear.
"How about your very own lipstick and perfume?" Jen suggested. "And I'm
sure you'll want to get some nail polish remover."
"Sure," Tom said nodding in agreement. Especially the nail polish
remover.
"We'll have to go to a department store," Jen continued, her eyes
sparkling playfully. "They let you sample makeup and perfume before you
buy. That might be worth a couple of points - if you try it on in the
store."
Oh Jeez, Tom gulped. Try on lipstick and perfume in the store? He hadn't
bargained for this!
The corners of Jen's mouth turned upward in a smile as she watched her
husband struggle. She could tell he wanted those points; his erection
made that quite clear. But did he want them enough to let her embarrass
him in public?
Maybe not tonight. But before the weekend was over, he would.
"We don't have to go shopping now," Jen said after another moment.
"Maybe you'll feel up to it tomorrow, ok?"
Relieved, Tom nodded and Jen patted the couch next to her.
"Sit."
Tom sat.
"You really do need to get your own lipstick, Tom."
"And perfume," she continued. "You've been using mine all week and
they're almost gone."
"Can't I just buy them at a drugstore?" Tom asked. He'd been thinking
and remembered that drugstores didn't have makeup specialists for
salesgirls. You just picked up what you wanted and paid.
"You could," Jen teased. "But then you wouldn't earn any points." As she
spoke she rested her hand on Tom's thigh.
"I would think that you'd want to earn those points..." Her hand went to
his tent pole and Tom gasped softly. "Don't you?"
"Yes," Tom whispered, nodding his head.
Jen smiled to herself as she went to work. After several minutes of
playing her fingers lightly over his erection, she slipped her hand
between his legs. Tom moaned and eagerly raised the slip up to his waist
in order to part his thighs for her.
Jen looked down and noted with satisfaction the spots of pre-cum
spreading across the front of his panties. She sensed he would soon be
agreeing to the shopping trip.
"Two points for shopping tomorrow...." Her hand caressed his panty
covered erection.
"You're going to wish you had those two points."
Tom moaned excitedly as Jen played with his penis. He wanted those two
points now! And he wanted six more after that.
"Two points for just sitting at the makeup counter....try on a little
lipstick.... Splash on a bit of perfume...."
Jen grinned and continued to coax and tease him. Usually after only a
few days without an orgasm, he would eagerly succumb to her teasing and
another round of panty-training would begin.
Now it had been two weeks since his last orgasm. And two very long weeks
for Tom. She was sure he would think twice before disobeying her again.
But the nicest part was that as the days went by, Tom became more and
more cooperative as he tried desperately to earn points.
Who would have thought that in less than a month she would have her
husband wearing panties to work every day? Not too mention the other
benefit of having Tom's busy tongue between her legs whenever the mood
struck her.
Now Tom was finally getting close in points and Jen knew she had to
allow him some relief. It was only fair. He had worked hard and besides,
the poor boy was going to explode soon if he didn't get an orgasm.
However, soon was a relative term and while to someone in Tom's state,
it probably meant in the next five minutes, to Jen it meant sometime
over the weekend. After they had gone shopping.
Jen continued her ministrations; exploring Tom's crotch and playing with
his erect penis. Any resistance he had left disappeared under her touch.
"So... do you want to earn some points shopping tomorrow?"
"Yes," Tom whispered breathlessly. He gulped at what he was agreeing to.
Jen smiled triumphantly to herself. Tom would still be six points shy of
an orgasm. Earning those last points was going to cost him.
"Good," Jen said. "We'll go shopping together. Just like two
girlfriends."
Tom nodded.
"Now Tom," Jen continued. "When was the last time you wore boy
underpants?"
"Huh?"
"You heard me.... I don't think you've worn any since you started
wearing panties to work, have you?"
Tom thought for a moment, and then nodded. She was right. He'd spent the
last week and a half wearing panties.
"So," she continued. "Don't you think its time we threw out all your boy
underpants?"
"Huh," Tom exclaimed. "Wait a sec." They couldn't do that.
"But you don't wear them anymore," Jen said with a smile. "They're just
taking up space in your drawer."
"But... but..." Tom stammered. Logic was on her side but he didn't want
to get rid of his underpants. He was still a guy. Really.
"You can earn a point for throwing them out," Jen said softly, coaxing
him with her hand
Tom moaned. That would make ninety three and, with his shopping points
he'd be up to ninety five. Five points from heaven.
But damn! Then he'd have to wear panties all the time. What if he had to
go to the doctor?
"Jen," he began. "Can I at least keep one pair? Please?"
"Of course, Tom. You can keep as many as you'd like."
A look of relief appeared on Tom's face. It was short-lived.
"But," Jen smiled sweetly. "You won't earn a girlie point unless all
your underpants go in the trash."
"Thanks," Tom muttered resignedly.
"What say we grab a trash bag so you can earn that girlie point?"
Two minutes later they were upstairs in the bedroom. Jen held the trash
bag as Tom silently said goodbye to his boxers. Her watchful eyes made
sure none of his underpants remained hidden in the drawer. They all went
into the trash bag.
"Now look at all that extra room," Jen smiled. "And you've earned a
point."
"Whoopee," Tom muttered. Ninety three points. At this rate there wasn't
going to be an orgasm for him tonight either. Damn!
"Now Tom," Jen said. "Let's arrange your drawer..... Put your panties
over here." She motioned to the empty space left by his underpants.
"Line them up nicely."
Tom did as he was told, placing his panties one by one on top of each
other.
"Good," Jen nodded when he finished. "Now your bras.... Push those
undershirts out of the way to make room."
Tom shoved his undershirts to one side and began stacking his new bras."
"Nicely," Jen directed. "Line up the cups."
Tom nodded and stacked his bras neatly, one behind the other.
"Good," Jen commended. Then she smiled playfully.
"I bet you don't really need your undershirts, either."
"Huh?"
"Your undershirts," Jen repeated. "You take them off the moment you come
home. I'm just saying you probably don't need them."
"Sure I do," Tom sputtered. "I wear them all the time."
"You're not wearing one now." Jen smiled looking pointedly at Tom's
lingerie clad chest. Then she added. "It's worth another point if they
go in the trash too."
Damn her! That would be ninety four; one point closer but still a ways
to go.
"I... I wear them to work," Tom protested.
"You don't have to," Jen said. "Besides, don't you want to make room in
your drawer for more girl things?"
Tom shrugged helplessly. This wasn't fair. Unfortunately Jen didn't have
to be fair. She held the key to Tom's orgasm and that was all that
mattered.
With a smile, Jen picked up the trash bag again. She opened it wide as
Tom took his undershirts and dumped them in.
At least he had ninety four points.
Jen tied the trash bag tightly before indicating to Tom that he carry it
downstairs. In the garage he dumped it into a trash can to wait for
pickup the following week. Jen's knot was tight and Tom suspected she'd
done that purposefully so he'd have to break open the bag to get in.
She'd know if he tried to retrieve any of his clothing.
It was eight-thirty when he came back inside. Jen was on the phone
ordering pizza. They hadn't eaten dinner yet and he realized he was
hungry.
"I ordered pepperoni," Jen said as she hung up the phone. "They said it
should be here in half an hour."
"Ok."
Jen smiled impishly. "You can earn another girlie point if you answer
the door dressed like that."
Tom gulped and quickly shook his head. "Uh uh!"
"Are you sure?" Jen teased. "That will give you ninety five points."
"No way, Jen." Tom was mortified at the idea of the delivery person
seeing him dressed in his girlish outfit. "I can't do that."
Jen smiled enjoying Tom's discomfort at the idea of showing himself.
Maybe not tonight or this weekend, but sometime soon Tom would be
heading out in public dressed as a girl.
Actually he could begin with tomorrow's shopping trip. Let him get used
to the idea of wearing a bra out in public. After all he'd been wearing
panties to work for over a week now. She smiled to herself. It wouldn't
be all that long before she got him out and about in a skirt and blouse.
This was going to be fun.
Thirty minutes later a car pulled into the driveway, its headlights
flashing. Tom quickly scampered out of the living room leaving Jen to
answer the door.
From his hiding place in the bathroom, Tom heard the bell followed by
Jen opening the door. From the sound, the delivery person was a woman.
She and Jen chatted a moment as Jen rummaged for money to pay her.
"I've got it here.... But you need a tip....Oh where is my wallet?"
Finally Tom heard the door shut as Jen's footsteps headed toward the
kitchen. He stepped out of the bathroom relieved they were alone again.
"Well scaredy cat, you missed your chance to earn a girlie point."
"That's ok," Tom replied. No way had he wanted to be seen dressed like
this.
Jen smiled and handed him a slice of pizza. They both ate hungrily at
the counter. After several slices they felt sated and, at Jen's
suggestion, headed back to the living room to watch some TV.
Now Jen had no intention of watching much television. Tom had become
somewhat deflated, if you catch the drift, and Jen planned to remedy
that situation. She wanted her husband in an agreeable mood when she
brought up the subject of wearing a bra to the mall tomorrow.
Tom picked up the remote when they sat down and flipped through the
channels until he landed on a comedy show. Jen nodded when he looked
questioningly at her and he dropped the remote on the coffee table and
sat back to watch the show.
Jen however had other plans. She snuggled next to Tom and gradually slid
her hand under his slip and up his leg to the top of one stocking where
she teased his thigh. It wasn't long before she was rewarded; Tom's
penis began to straighten.
"What happened to our little friend?" Jen asked softly. "Did he lose
interest?"
"No," Tom answered, parting his legs for Jen's hand.
"Well he's certainly not happy like he was before." Her voice pouted.
"He just took a little rest."
Jen's hand crept higher and Tom's penis became erect.
"No resting," Jen said placing her hand directly over the lump in Tom's
panties.
Tom's breath quickened and moments later he was fully erect.
"I think he's getting happy again." Jen smiled at Tom.
"Yes," Tom said somewhat breathlessly.
"Happy to be wearing his girl clothes?" Jen squeezed Tom's erection
softly.
Tom nodded.
"C'mon.... say it," Jen teased.
"He... He's happy."
"To be wearing girl's clothing," Jen directed.
"He's happy to be wearing girl's clothing," Tom repeated as Jen
continued to stroke him.
This was a new twist Jen had begun a couple of nights ago; getting Tom
to say he liked dressing up.
"Oh Tom," Jen said with a smile. "You looked so cute tonight.... Coming
down the stairs all dressed up in your heels and your new lingerie.....I
bet you couldn't wait to get home from work so you could change, could
you?"
Again Tom nodded. What else could he do? Jen's playful fingers tugged
the slip up, exposing the tent pole in Tom's panties.
"Tomorrow's Saturday," Jen continued. "Nobody has to go to work..... Do
you know what that means?"
"What?"
"Well, not only do you get to wear panties but...," Jen's smile grew
wider. "You get to wear a bra all day too!"
Tom nodded without speaking. He'd half suspected Jen was going to have
him in a bra and panties most of the weekend. And now that his
underpants and shirts were gone...
"Are you looking forward to it?"
Stroke.... Stroke... Stroke went Jen's fingers.
"Yes," Tom answered as his breath quickened.
"Say it."
Stroke... Squeeze.... Stroke.
"I... I'm looking forward to it."
"To what?"
"To.... To wearing a bra and panties tomorrow."
"All day," Jen corrected.
"Yes.... To wearing them all day tomorrow."
"Now say it all at once," Jen teased, continuing to stroke and squeeze
her aroused husband.
"I... I'm looking forward to wearing a bra and panties all day
tomorrow."
"Again and louder this time."
"I'm looking forward to wearing a bra and panties all day tomorrow," Tom
repeated raising his voice.
Satisfied, Jen smiled. A stiff penis always put Tom into an agreeable
mood. Now she would find out just how agreeable.
"From the moment I wake up till the moment I go to bed."
"From the moment I wake up till the moment I go to bed," Tom repeated.
"All together," Jen teased.
"I'm looking forward to wearing a bra and panties all day tomorrow, from
the moment I wake up till the moment I go to bed."
Stroke.... Stroke.... Squeeze.
"And I promise to keep my bra and panties on at all times tomorrow," Jen
continued.
Stroke... Stroke....
"I promise to keep my bra and panties on at all times tomorrow."
Tom was aroused and erect and willing to say anything at this point. Two
weeks was a long time... a very long time. He was getting desperate.
Unfortunately he hadn't yet earned enough points for his orgasm; maybe
tomorrow. Tonight though, he sensed he was headed for another case of
blue balls.
Jen never quite came out and said he was being punished but each night
Tom was left with a raging hardon. He spent a number of sleepless nights
regretting his refusal to wear panties and the hundred points he now had
to earn. Next time he'd think twice before going back on a promise to
his wife.
"I'm glad to hear you say that," Jen murmured softly as she continued to
play with his erection. "I thought you might not want to wear your bra
shopping but I'm really happy you do. That may even be worth a couple of
girlie points."
Tom gulped. He'd forgotten all about their shopping trip. Damn! She
wanted him to go to the mall wearing a bra and he had agreed!
"Wait... Jen." Tom stammered. "I... I forgot we were going shopping."
"So," Jen replied, waiting.
"People will see...." Tom continued. "I can't wear a bra out in public."
"Of course you can," Jen teased. "I do it every day."
"But Jen...," Tom protested. "You're a girl!"
"Well Tom, except for this little fellow..." Jen gave his penis a
playful squeeze. "I think you're looking quite girlish yourself
tonight."
Tom couldn't really argue the point.
"Now didn't you just get done promising me that you'd wear your bra and
panties all day tomorrow?"
"Yes," Tom muttered.
"And now you want to break your promise?"
"No Jen...Just while we're shopping," Tom pleaded hopefully. "I promise
I'll wear them the rest of the day."
Jen shook her head. "Here's the deal, Tom. Tomorrow morning, as soon as
you get up, you're going to put on a bra and panties. We'll do some
stuff around the house and then we'll go shopping. To the mall. In your
bra and panties."
She stopped for a second and continued. "You'll even earn two more
girlie points, ok?"
Tom waited, not saying anything.
"However, if you go back on your promise you're gong to be in trouble.
Fifty point's worth of trouble to be exact."
Tom gulped at his choices. Christ, fifty points would take another week
to earn. He couldn't bear to wait that long! But wearing a bra to the
mall would be so embarrassing! He just knew people would see the outline
beneath his shirt. And God! What if Jen made him wear the inserts too?
"Well?" Jen said askingly.
Oh Jeez. "Please.... Please, Jen."
"Please what? Please add fifty points for not wearing my bra to the
mall?
"No," Tom replied quickly, shaking his head.
"Then what?" Jen smiled. Her hand, which had been resting in Tom's lap,
found his still erect penis. Squeeze... squeeze... stroke.
"Please Jen can I wear my bra when we go shopping?
Tom shrugged his shoulders helplessly but didn't offer any protest.
"Which one is it going to be?"
Stroke... stroke.... Squeeze.
Damn her! Another week of this was out of the question. Christ! He'd
already agreed to trying on lipstick and perfume at the mall. It was
only fitting he be wearing a bra and panties. Damn! Damn! Damn!
"The bra."
"What?" Jen asked. Tom had spoken so softly she barely heard him.
"The... the bra," he repeated, louder this time.
"Good choice," Jen said with a smile, continuing to squeeze and stroke
him. She wasn't done yet.
"Now promise me again. Promise you'll wear your bra and panties
shopping."
"I promise," Tom replied
"No, no Tom," Jen smiled. "Say all of it."
Tom grimaced but didn't argue.
"I... I promise to wear a bra and panties shopping tomorrow."
Jen smiled impishly. "Say what you said before too." It was fun making
him jump through hoops. Her fingers kept busy.
Tom thought for a moment. "I... I'm looking forward... to wearing my bra
and panties tomorrow....all day tomorrow." Tom stopped as he tried to
recall what came next. Oh yes. "From the moment I get up till I go to
bed.....And I promise to keep my bra and panties on at all times."
"There," Jen said with a wide smile when he was done. "Shall we go
upstairs to get some sleep now? You've got a big day ahead of you
tomorrow."
Tom nodded and glanced at the clock. It was already ten. Actually sleep
wasn't about to happen; at least for him.
Jen had to smile as Tom got up and headed for the stairs; his erection
leading the way. So far everything had gone well tonight. And tomorrow
was turning out to be fun. Tom was in for quite a shopping trip. Then
afterwards she supposed she'd let him have his orgasm unless she could
come up with an excuse to make him wait till Sunday.
From now on Jen was going to dole out his orgasms sparingly. She liked
how cooperative he became when he was horny. These two weeks had been
very good for her.
Upstairs, Jen watched Tom as he got ready for bed. Off came the slip,
stockings and garter belt. Tom stood and reached behind his back and
proceeded to remove his bra as quickly as any girl. Jen smiled
approvingly as he stepped out of his panties and placed his clothes into
the hamper then turned and stood naked before her. He glanced down and
quickly covered himself with his hands, trying to hide his penis which
was sticking straight out.
Jen smiled as she slipped out of her clothes, letting Tom watch. She
went to her dresser and selected a nightgown and threw it over herself.
Then she proceeded to his bureau.
"Come over and pick out something to sleep in."
Tom went to the bureau. There was a pink nightgown and a blue baby doll
pajama in the drawer staring up. Tom reached for the nightgown.
"Pink is a good color on you," Jen smiled. "It picks up the red in your
face."
Self-consciously Tom turned to the mirror. He was blushing. Then he
remembered his points. He'd gotten two points every night for the past
week for sleeping in a nightgown. He had to think for a moment to recall
what his total was. Ninety four, not counting these two and what he
would earn tomorrow.
Jen must have been reading his mind because she smiled. "That's still
not enough for tonight."
"Huh?" Tom asked.
"Not enough points," Jen replied still smiling. "You're not going to get
to one hundred tonight."
Tom had already done the math and knew she was right. Resignedly he
slipped the nightgown over his head. His damn erection refused to go
away and visibly poked against the material of the nightgown. Almost
immediately a spot of precum appeared.
He quickly got into bed half hoping Jen would take pity on him and allow
him an orgasm. Or at least leave him alone so he could get some sleep
tonight. Unfortunately neither of those was going to happen.
Jen slid under the covers and snuggled next to him, pressing her pert
rear into Tom's crotch. It felt good and Tom answered her pressure with
some of his own. He quickly became fully erect.
"Oh honey," he murmured into Jen's ear as he began thrusting against
her. It felt good... really, really good. After a few moments his breath
quickened.
"No Tom," Jen said, pulling away and turning so she faced him. "You've
got to earn five more points first."
Damn! No orgasm. He lay catching his breath. Five points? Ninety four
and two were ninety six.
"Jen... I had ninety four points... Doesn't wearing a nightgown count
for two?"
"Not anymore," Jen replied with a smile.
"That... that's not fair."
Jen moved her hand under the sheets and found Tom's erection.
"What's not fair?"
Squeeze.... Squeeze....
Tom gulped. Oh Jeez. "Nothing," he whispered.
Jen smiled but didn't let go of him. Her hand continued to softly
squeeze him through the gown. Tom was rock hard and he was going to stay
that way. She didn't want him going back on his promise tomorrow.
Fifteen minutes later she directed Tom's head between her legs for the
first of her two orgasms. Yes. It was nice having her husband
perpetually horny. Every night for the past week Tom had given her one
or more orgasms with his tongue. And every night she had rolled over and
gone to sleep satisfied, leaving her husband to spend another restless
and fitful night nursing a case of blue balls.
An hour later Jen had her second orgasm of the night as Tom frantically
licked between her legs. When it was over Tom moved to lie next to her
hoping against hope she would relent and allow him some relief. His damn
penis was stiff with excitement as it had been all night.
"Mmmmm," Jen murmured. "You can be my girlfriend anytime."
Tom blushed and pressed against her. His penis poked against her rear as
she turned and snuggled against him.
"My little lesbian." Jen smiled. "We're going to have to bronze that
tongue of yours,"
Tom didn't like being called a lesbian but he wasn't about to start an
argument; especially with Jen wiggling her pert little rear against him.
"Please...." Tom began. It had been at least five hours since he'd
gotten home and he'd had an erection almost all of it. "Please Jen."
"Please what?
"Oh God... Let me.... Let me come. Please."
"Do you have your hundred points yet?"
"No.... But honey.... Please." Tom was beside himself.
"Then try to get some sleep.... You've got a big day ahead of you
tomorrow."
Damn! Damn! Damn! Jen rolled over onto her side of the bed and, tired
from her two orgasms, was asleep five minutes later. Tom wasn't. He
cursed his wife, the nightgown he was wearing and most of all his damned
erection that refused to go away.
Chapter II
Tom woke the next morning to the sound of the shower. Jen was already
up. He gradually became aware of the silky material and realized he had
once again slept in a nightgown. He pulled the covers down and saw the
pink lace of the gown and his little tent pole that was beginning to
stick up.
He smiled as he remembered that today he was going to earn his hundred
points. Finally! He had ninety five points and Jen had promised him
another four for shopping. He should have no problem picking up that one
last point.
"Well I'm glad to see that at least part of you is up and ready to go."
Jen had come out of the bathroom wrapped in a towel and was smiling as
she stared at Tom's penis, now poking stiffly up under the nightgown.
Self-consciously, Tom covered himself with his hands as he got out of
bed and headed toward the bathroom. He sat down on the toilet and peed.
He'd found that it was easier that way rather than holding up the gown
with one hand and trying to guide the stream from his penis with the
other.
He showered and shaved himself all over. Today of all days, he didn't
want to lose any points. After drying off he went back to the bedroom to
find Jen already dressed and waiting for him.
"Morning," she said with a smile. "Why don't you pick out something nice
to wear?"
Tom nodded and joined her at his bureau. Jen had already opened the
drawer which now, after last night, held only girl underwear. Tom picked
out a white bra and matching panty.
"Oh Tom," Jen exclaimed. "Don't you want something sexier for today?
White is too plain.... How about this black bra and panty? It's got
nice, sexy lace.... See?"
"Sure," Tom muttered.
He took the panties from Jen and stepped into them, pulling them up his
legs and over his hips. His penis, which had deflated in the shower,
showed signs of coming to life. Jen handed him the bra and he deftly put
it on, easily hooking it behind him. Next came the bra inserts. Under
Jen's watchful eye he adjusted each insert to give his bra cups the
shape they needed.
"Not bad," Jen nodded approvingly. "Remember the first time you tried
putting on a bra?" She smiled at the recollection. "It must have taken
you a good five minutes of fiddling before you got it hooked." Tom
blushed as he too remembered his first feeble attempts.
"Now look at you," Jen grinned. "A little bit of practice and you're as
good as any girl.... You should feel proud of yourself."
"Uh huh," Tom muttered. Proud was not exactly what he felt when he
donned his girl clothes. Somewhat ashamed was more like it. Especially
when he sported an erection like he was doing now. He looked down. Damn!
He couldn't help himself.
And speaking of helping himself, he still needed one more point to
finish out his hundred.
"What about my points, Jen?" Tom asked. "A point for panties and one for
the bra?"
"Hmmm," Jen replied thoughtfully. "I'm already giving you two points for
the bra.... And you've been wearing panties every day.... Would you stop
if you didn't earn points?" She smiled impishly. "You're little friend
doesn't look like he cares about points. He's seems happy enough just to
wear panties at all."
Tom glanced down at his damned erection. No points! That wasn't fair.
"No points?" Tom asked; his disappointment was evident.
Jen was teasing him. She'd give him a point but on her terms.
"Well," she began. "I suppose I could give you a point for panties....
If you also put on some pantyhose."
Tom nodded, relieved. He'd earn his hundred points today. He took the
package of pantyhose and, after unwrapping it, sat down on the bed to
put them on. Jen had shown him how to roll the legs up in order to put
them on without causing a run.
Finally finished putting on his girl underwear, Tom found his jeans and
pulled them on over his stocking clad legs. He started to grab for a t-
shirt but then remembered where he was headed today and switched to a
baggy sweatshirt. He glanced toward the mirror hoping nothing was
particularly noticeable.
"No socks... you're wearing pantyhose."
Tom had opened his sock drawer but now reluctantly closed it and went to
find his sneakers. From a distance it would just look like he had no
socks on.
"Could you grab the laundry?" Jen asked when Tom was finished.
He nodded, stooping to pick up the hamper, and followed his wife down
the stairs. Jen went off to the kitchen to start the coffee while Tom
headed toward the laundry room. He picked out all the lingerie and put
it in the washing machine. Last weekend he had learned to separate the
laundry. He had already known about whites and coloreds but Jen wanted
the bras, panties, slips and nightgowns to be done on a separate,
delicate cycle.
After starting the first load, Tom went back to the hamper and began
separating the remaining whites and coloreds. The pile of whites was
awful small and Tom realized his dirty undershirts were missing. Jen
must have removed them.
"Hi," Jen said, joining him. "Are those our bras and panties?" She
looked at the washing machine to see the setting it was on. It was
delicate. Tom was learning.
"Could you run out and get the newspaper?" she asked, thinking it might
help Tom get accustomed to being outside in his bra.
"Ok," Tom answered without thinking. He walked down the driveway to the
street where their paper lay.
"Hi Tom."
Oh Jeez. It was Linda, one of their neighbors. She was out walking their
dog.
"Hi," Tom replied, quickly gathering up the newspaper and turning to
walk back to the house before Linda could accost him. Too late.
"Oh Tom," Linda and her little mutt turned toward him. He was trapped.
"Ted and I have been meaning to ask you two over for a drink."
"Now?" Tom asked.
"No silly," Linda smiled. "It's eight o'clock in the morning. How about
tonight?"
"I suppose...," Tom began wishing she'd just go away. "I'll have to ask
Jen though."
"Is she up? We could ask her right now." Linda gave a little wave to
Jen, who had appeared at the front door, and began walking up the
driveway.
Tom gulped and followed helplessly behind. He was now acutely aware of
his bra and looked down at the two bumps protruding from his chest.
Damn! Had Linda seen them? He fluffed his sweatshirt hoping to hide them
as much as possible.
"Hi Jen," Linda said as Jen opened the door and stepped out onto the
stoop. "I was just asking your husband here if you'd like to come over
for a drink tonight."
Tom wanted desperately to go inside but the two women were blocking the
door. He was stuck outside as they chatted.
"Oh that would be fun," Jen replied. "What do you say, Tom?"
"Sure." He nodded wishing Linda would leave.
"Good. I'm glad the both of you can come." Then to Tom's consternation
she switched the subject to her plans for the day and she and Jen
chatted away.
Half listening, his ears perked up when Jen mentioned their shopping
trip. Linda said that she and Ted were headed to the mall too and maybe
they'd run into each other. Perfect, Tom muttered to himself.
Finally Linda's dog began barking. At least he had some sense. The
conversation ended and Linda waved as she walked down the driveway.
Jen turned to Tom with a smile on her face. "That wasn't so bad, now was
it?"
Tom rolled his eyes. Jen's smile turned impish and she reached to adjust
Tom's collar.
"You may want to pick another shirt though. This collar is a little
loose and your straps are showing."
"Huh?" Tom gulped. He ran inside and looked in the mirror. Damn! Damn!
Damn! Jen was right. The black strap of his bra peeked out from beneath
the collar of his sweatshirt. Linda couldn't help but have seen it!
"Jen! Why didn't you say something?"
"I just did."
"I mean before I went outside."
"It wasn't showing then."
"Are you sure?" he asked hopefully. Maybe Linda didn't see.
Jen nodded. Boy. Tom really was worried. She took a closer look at him
trying to see how much his chest poked out in the sweatshirt. She might
have to let him off the hook as far as wearing inserts this afternoon.
Or not. She thought to herself with a smile.
"Don't worry. I'm sure Linda didn't notice."
"I hope so," Tom muttered. There was nothing else he could do.
. . . . .
Tom carted the hamper back up the stairs. The laundry was done and he
dropped it onto the bed. As he'd come to learn last weekend, Jen was
particular about her underwear. Her bras and panties were to be lined up
just so in the drawer.
Tom put away his new underwear too. Now that his boy underwear was gone,
he had plenty of room in the drawer for his new things.
With the laundry packed away Tom pulled off his sweatshirt. He had to
find something that didn't let his bra peek out or show off the girlish
shape of his chest. Maybe a sweater but it was summer. He'd look
suspicious wearing a bulky sweater in this weather.
A button down shirt was out. He'd looked at too many girls wearing
button down blouses to know how easy it was to get a peek underneath.
He tried on a t-shirt. No way! Not only was the outline of his bra
visible but so was the shape the inserts gave him. That would never do.
But maybe... He had an idea. The t-shirt along with the sweatshirt ought
to work. The straps were well hidden by the t-shirt and hopefully the
shape in his bra would disappear under the sweatshirt.
Jen glanced up as Tom came down the stairs. This time the straps were
not visible and, upon looking closer, she noted the t-shirt beneath his
sweatshirt. That might work.
"Let me see," Jen said and Tom came over to where she was sitting.
"I can't see your straps," she said approvingly. Then, as an
afterthought, added. "You are wearing your bra, aren't you?"
"Yes," Tom answered. He knew better than to take it off.
"Good," Jen smiled. "Show me."
"Huh?"
"Show me. Pull up your shirt so I can see."
Reluctantly Tom did as she asked and raised his two shirts so Jen could
see what he had on underneath.
"Just checking," Jen said as she impishly reached out to squeeze the
cups of the bra. The inserts were there too.
"Happy now?" Tom dropped his hands and tucked his t-shirt back into his
pants.
Jen smiled and nodded. She didn't tell Tom that the foam inserts were
doing their job and that the sweatshirt couldn't fully hide his girlish
shape. He was going to have an embarrassing afternoon if he wanted to
earn his last girlie points.
"Yes," Jen replied as she stood up. "Are you ready to go shopping now?"
Tom nodded. As ready as he'd ever be he supposed.
. . . . .
A half hour later Jen turned her car into the mall parking lot. Tom sat
next to her beginning to feel a bit self-conscious when he saw the
number of people.
"Jen," he began looking self-consciously down at his chest. "You can't
see anything, can you?"
Jen glanced over and smiled. Two small bumps were visible under his
shirt.
"Of course not, Tom.... Nobody can see your bra.... Don't worry."
"Are you sure?"
"Yes," Jen smiled. "Relax...I'd worry more about your fingernails."
Tom grunted. He'd already decided to keep his hands in his pockets as
much as he could. Now though, he was regretting his decision to come to
the mall dressed as he was. But fifty points for changing his mind meant
another week. And there was no guarantee Jen wouldn't have him back here
again. He gritted his teeth and got out of the car as Jen locked it and
dropped the keys into her purse.
By the time they got to the mall entrance, Tom was a bit more relaxed.
They'd passed several people, none of whom noticed anything different
about him. However he was still very aware of his bra.
Now Tom wanted to get this over as quickly as possible but Jen had other
ideas. She dragged him over to Victoria's Secret where they had shopped
last week. Tom didn't want to go in and they had a brief argument. It
didn't last long and Tom meekly followed her inside after she threatened
to tell the world what he was wearing.
"I think you should have a camisole," Jen asked, leading Tom over to a
rack. "They're so sexy, don't you think?"
Tom shrugged, wishing he'd never consented to this.
"What do you think of this one?" It was pink with lace details and Jen
held it up by the straps for him to see. "See it's a bra top. You don't
need to wear a bra underneath."
"It's ok," Tom muttered.
"Here," she thrust the camisole at him. "Hold it while I see if there
are matching panties."
Tom held the camisole while Jen rummaged through the rack for panties
that would match.
"You are going to look so sexy in these," she said smiling as she held
the pink panties up against the camisole. They matched perfectly.
"Can I help you?"
Tom gulped and turned to the salesgirl. It was the same one who waited
on them last week. Damn! Tom couldn't help but blush.
"Yes," Jen replied. "We'd like these..." She indicated the underwear
they had. "And maybe another camisole in ..." She turned to Tom. "What
color Tom?"
Tom blanched. Damn Jen! What was she doing?
"I don't know," he muttered. "White? Purple?"
"Not purple, silly." The impish smile was back on Jen's face. "How about
something bright and cheery like this jade?"
"Sure," Tom said hurriedly. He just wanted to leave. He'd agree to
anything.
"We'll need that in a large," Jen looked pointedly at Tom's chest while
she spoke. "And a pair of matching panties."
Jen thrust the panties into Tom's hands while the salesgirl went off to
the rack to look for a camisole in jade.
"Isn't this fun?" Jen teased.
"No."
"Oh sure it is. Don't you want to buy new clothes for tonight when we go
to Ted and Linda's?"
"Oh Jen, NO!" Tom's whisper was more than a whisper. He blanched at the
idea of wearing his new lingerie to their neighbor's. "Please Jen. No,"
he added beseechingly.
"We'll talk about that later. Let's go pay for this."
Oh God! Tom was beside himself. This was so embarrassing.
Meanwhile the cute salesgirl met them in the aisle holding a jade
colored lace camisole and jade colored panties. "How is this?" she
asked. "It's not a bra top though. Is that ok?"
"Tom?" Jen asked.
"Yes," Tom whispered feeling himself blush. Damn Jen!
Smiling, the salesgirl asked; "Will there be anything else?"
Tom shook his head while Jen eyes twinkled as she answered. "No, I think
we're all set."
They marched to the cash register where Tom took out his wallet to pay.
As he handed over his credit card, the salesgirl glanced down at his
fingernails and she tried hard not to smile.
"Weren't you in here last week?" she asked.
"Yes," Tom replied.
"I thought so...." She looked at the name on his credit card. "I put you
on our mailing list, didn't I?"
Tom nodded wishing she would hurry up. He just wanted to disappear.
"Are these a gift?"
"Huh?" Tom hadn't been listening.
"Are these a gift? If they are I could put them in a box and wrap them
for you."
A gift would mean they weren't for him. "Sure," Tom answered with a nod.
"Oh Tom," Jen piped up. "They are not a gift." She turned to the
salesgirl rolling her eyes. "He's just a little embarrassed."
Tom gulped and turned red. Jesus Jen! Why don't you just tell her what
I'm wearing too?
The salesgirl smiled and put Tom's clothing into a bag. "Thank you for
shopping here. We hope you come again."
Still red-faced, Tom took the pink Victoria's Secret bag and headed
toward the door. Damn! This was so embarrassing.
Outside he turned to Jen. "Dammit Jen. Did you have to say that? You
might as well have told her I was wearing a bra and panties too!"
"Oh Tom....it's not the end of the world," Jen soothed. "You're probably
not the first guy she's helped to buy lingerie."
Tom wasn't to be mollified. He was angry and embarrassed and wished he
could yank off the underwear he was wearing. He never should have agreed
to this shopping trip.
"I want to go home," Tom exclaimed.
"Now Tom," Jen replied. "We've still got more shopping to do."
"I don't care! I just want to get out of here."
"You're going to lose points," Jen warned.
"So what! I don't care." At that point Tom didn't care about points. He
was embarrassed and angry and his orgasm was the farthest thing from his
mind.
They stared at each other for almost a minute. Finally, Jen decided not
to push Tom. He seemed close to the edge. However she was going
shopping. She turned on her heels.
"Well I'm going to buy some perfume and lipstick. I'm almost out of my
favorites, thanks to you."
Tom waited a moment then tagged after her. She had the damn car keys so
he was stuck here until she was ready. But... he was done shopping.
They headed for the department store where Jen led the way to the makeup
counter, ignoring her husband behind her. It was crowded but Jen found a
seat and waited for a salesgirl. Tom stood behind her, feeling a little
uncomfortable with all the other women around them.
"Last chance," Jen said, looking up at her husband
Tom shook his head. He wasn't doing anymore shopping.
"You'll be sorry later. Trust me." She turned back to the counter as a
salesgirl freed up and joined her.
Jen then proceeded to try several different lipsticks before selecting
two. She also asked for a bottle of her favorite perfume. Then she
noticed the nailpolish and asked to see several samples and Tom was
reminded that he needed nailpolish remover.
Perfect. He doubted Jen would be helpful and purchase it with her
makeup, considering the mood she was in.
"Would you also have some nailpolish remover?"
The salesgirl glanced up and realized Tom and Jen were together. "Sure,"
she answered giving Tom a longer look. She walked away and returned a
moment later with a bottle and placed it on the counter.
Jen pushed it to one side. "That's for him."
Thanks Jen.
The salesgirl must have detected the tension between them and took a
closer look at Tom. She stared directly at his chest and Tom self-
consciously looked down feeling very aware of his bra and the inserts
poking out. His face reddened when he realized the two bumps were
visible beneath his shirt. Embarrassed, he adjusted himself as best he
could.
Finally Jen decided on a color and the salesgirl rang up the sale.
Smiling she handed the bag to Jen. Then to Tom's further embarrassment,
Jen opened the bag and took out the nailpolish remover.
"Here," she said in a loud voice, thrusting the bottle toward him. "It's
your nailpolish remover. You carry it."
Tom had no choice but to take it gulping when several customers turned
their way. His bright red nails were plainly visible as he gripped the
bottle and put it into his pink Victoria's Secret bag.
Damn Jen! Tom muttered to himself as he hurried after his wife. He felt
that all eyes were staring at him. Then, to Tom's further consternation,
Jen was not heading in the direction of her car.
"Where are you off to now?" he asked, catching up to her.
"Shopping," Jen replied glancing over. "If you don't want to come, you
can always go back to Victoria's Secret and impress the salesgirl with
just how macho you are."
Tom blushed. "Ok... Ok." She didn't have to be quite so bitchy. They
walked the length of the mall stopping every so often to look at
something in the window. Most of their stops were at women's stores. Jen
was interested in a number of things and stopped to look at handbags,
dresses, coats and shoes. Tom just wished they could leave.
Finally Jen grew tired of the mall and embarrassing her husband and
meandered back the way they had come to the parking lot. She unlocked
the car doors and they got inside whereupon Jen started the engine. Back
home they went.
Away from all the people at the mall, Tom began to relax. He had
survived the trip. Now, as they drove toward home his anger dissipated
and he thought about the points he had lost. Jen hadn't said how many
and Tom hoped it was only the two they had agreed on for trying on
lipstick and perfume. He'd still have a chance.
"Jen," he began. He hated asking but he was beginning to get an erection
again. He wanted to know his chances. "How... how many points? ... How
many points did I lose?"
Jen turned to look at him, keeping her hands on the wheel as she drove.
Tom must be thinking he made a mistake. Well he did. A big one.
"Just two," she answered sensing Tom's relief. Two points was what he
would have earned for trying on lipstick and perfume. She smiled to
herself. Just see what it takes to earn those two points back! She
thought of the little surprise she had in store for him.
"But you've got a bit of a problem," Jen continued. "What did you
promise me last night?"
Tom thought for a second. Oh yeah. Wearing the bra to the mall.
"Going out to the mall in my bra." What was the problem? "I did that...
I'm wearing it right now."
"Yes you are," Jen replied. "But you promised me something else."
Tom's face got a puzzled look. He thought back to last night and what he
had repeated to Jen. Oh yeah... He'd promised to wear his bra all day...
and he was doing that.
"I promised to wear it all day," Tom said still not understanding the
problem. "I've had it on since I got up this morning."
"Yes you have," Jen smiled. "And don't forget to keep it on when we go
over to Linda and Ted's later. You promised to keep it on until
bedtime."
Oh God! He'd forgotten all about his promise when he'd agreed to going
to their neighbors tonight. And the penalty for not keeping it on was
going to be fifty points and another week of no relief.
"Oh God Jen! I can't wear a bra over there. They'll notice. They'll see
it! I can't do it! Please..."
Tom was beside himself now. The mall had bee