Bob Part II
By Evenrude
The alarm rang at 0830. Bob opened his eyes and looked
around the room. The little apartment was so much better
than a prison cell. It was almost like living on the
outside, Bob considered, and all it cost was his balls.
That thought made him feel for his crotch.
Maybe no balls there anymore, he reasoned, but his cock was
still there, just a little shorter now and more 'built-in'.
Not really worth a damn for peeing though. And speaking of
peeing...
Bob hopped out of bed and ran to the toilet. One thing
about the change was the different sensation a full bladder
caused. It was more insistent now, and if you didn't answer
the call when it came, it was even easy to leak a little
pee. It as if the muscles in there just didn't close
everything off as tight or something.
Not a really big problem once you became accustomed to the
difference, but it sure wasn't like before.
Bob got up and flushed and then went the mirror. He
examined himself again.
Today was the day. The first time out since he had been
sentenced. He was going back out in the world.
Bob looked at his face and then at his body.
And he was going out looking like this. He was going out in
the 'world' as a woman.
Bob put some Right Guard deodorant on his still clean-
shaven pits and felt his legs. Soft and very smooth...
Nice.
Taking the hairbrush, Bob brushed his still short hair in
various ways, trying to imagine how to make it look more
feminine. Nothing seemed to help.
Well, we'll see what Jane has in mind, I guess. Bob
considered. She did mention a haircut.
Bob put on underwear and then his usual coverall.
He wondered what kind of clothes Jane would bring.
Only a little while now.
He made some coffee and drank it slowly, listening to the
radio on the bed stand to kill time. The small apartment
also had a small TV, but for some reason, Bob didn't watch
it very often.
Finally, a knock on the door...
Bob opened the door to find Jane standing there, carrying a
small, new, soft-sided bag with a shoulder strap.
"Come on in, please." Bob said, hardly able to contain his
excitement.
"My goodness, you really are ready for this, aren't you."
Jane said, sensing the eagerness.
"It's been more than two years, Jane." Bob said. "In fact,
I'm scared to death."
"You've got three days." Jane reminded him. "And if you
want, it can be made permanent."
Jane took the bag to the bedroom and emptied it on the bed.
It contained three bags from a department store.
Bob discovered the bags contained some underwear, a rather
feminine knit shirt, or blouse, in a light pastel green
color and some light colored slacks. There were also some
white athletic socks similar to the kind Bob wore every
day, but with a more feminine, finished look. The socks
were probably just women's style, Bob considered, rather
than cheap, prison-issue type.
"I think we'll find you some shoes too, and we'll need to
get some stockings for those. These were the only socks I
could find that sort of went with those ghastly sneakers."
Bob picked up a little bra and, holding it daintily in his
fingers, studied it with interest.
It was a rather feminine looking, glossy satin affair, with
adjustable satin shoulder straps much narrower and way more
delicate looking than those on the sport bra Bob always
wore. The shimmering, seamless cups apparently contained
some kind of padding since they maintained their rounded
shape even as Bob ran his fingers over them. They reminded
Bob of little satin clamshells. A tiny satin bow was
nestled between the cups, which themselves were trimmed
with a narrow satin border. The strap that went across back
was narrow and closed with two small hooks. The whole
affair was a feminine beige color.
It was surely the sexiest piece of clothing Bob ever held
in his hand.
"This is a just little bit 'girly' don't you think?" Bob
asked, holding the garment out with one finger.
"The whole reason for doing all this is to give you a good
idea of what being a woman is all about." Jane reminded
him. "You really need a chance to experience things like
that."
"And this fits me?" Bob asked, more to himself than to
Jane.
"I don't know how well, but I hope it does." Jane said.
"It'll at least do till we can get you somewhere where we
can try some others on."
"I'm going to get more of these things?"
"If you sign on the dotted line, you'll be wearing them
every day, if you want." Jane reminded him.
"I have been wearing a bra for a long time now, remember...
But nothing at all like this."
Not many women want to wear those heavy-duty female
jockstraps you put on every day." Jane countered. "This one
will make you feel good about yourself."
"Underwear actually does that for you?" Bob scoffed.
"Try it on." Jane dared. "Then you tell me."
Bob shrugged his shoulders and dropped the sexy little
garment on the bed. He quickly slipped the coveralls down
and stepped out of them.
He pulled the white sport bra over his head and dropped it
on the bed next to its delicate replacement.
Bob looked at the tags on the new bra and read the size.
36-A
"It has just a little shaping, to fill you out a little.
You're still growing, and I believe your bust will
eventually fill out some more." Jane advised.
"You bought me a padded bra?" Bob scoffed.
"Not exactly padded." Jane corrected. "Just some shaping.
Lot's of women wear this kind."
"Really..." Bob mused. "I didn't know that."
"There are lots of things about women you still don't know,
Hon." Jane reminded him. "I'll try to teach you some of
them this weekend. If you decide to join the team, there
are lots more you will need to know to get by."
Bob held the dainty little bra up to his bare breasts.
This thing was definitely going to be much different than
the cotton sport bra, he considered.
"Put it on." Jane commanded.
Bob awkwardly worked to open the little hooks and the
placed his arms in the shoulder straps like he was putting
on a shirt.
"Let me show you another little secret, just between us
girls." Jane whispered as she watched his struggle.
She took the satin contraption and put it around Bob's
waist at the narrowest point, with the cups in back.
Bob watched confused, and held his arms up out of the way.
Jane hooked the back strap and gently pulled the bra around
so that the cups were in the front.
"Now, put your arms in the shoulder straps." She ordered.
Bob carefully did as he was told.
"Pull it all up and get your boobs in the cups and move
them around till they feel all settled in." Jane commanded
again.
Bob pulled the little cups over his soft, sensitive
breasts. The shoulder straps seemed too tight, positioning
the cups slightly higher than the level of his bosom.
"Let me adjust those for you." Jane offered.
She went behind Bob and slipped the tiny metal buckles on
the satin shoulder straps until the shapely cups were
positioned directly over each breast.
Bob watched as she worked. This rig was much different than
the sport bra with its wide elastic straps and no hooks or
adjustments of any kind.
His breasts looked and felt huge inside this little satin
bra.
The little satin bra was obviously designed to project the
breasts and push the limited available flesh towards the
center and up, creating the appearance of more cleavage
than was really there.
He walked over to the dresser mirror and stared at the
person looking back.
"Wow!" Was all he could say.
"Looks pretty good, doesn't it?" Jane agreed. "How does it
feel?"
Bob just stared at his reflected image. He stood sideways
and stuck his chest out, studying his profile.
"Does it pinch or bind anywhere?" Jane asked again.
"Huh?" Bob muttered. "I don't know."
"Well, you are wearing it, Hon. Does it hurt?"
"Uh... Umm... A little tight maybe." Bob stammered,
touching his breasts in their satiny confinement.
Jane ran her fingers around the straps, feeling for
tightness. It seemed fine to her.
"Where is it too tight?" She asked. "It seems okay to me."
"Maybe it's all right, I don't know." Bob stammered. He
kept running his hands over the cups and the satin straps.
"Pretty isn't it, Hon?" Jane exclaimed. "It looks very good
on you."
"Yeah, it sorta' does, don't it." Bob agreed. "I had no
idea it would look like this."
"We're just getting started, Hon." Jane said, smiling at
Bob.
"I like it, I guess." Bob stammered, embarrassed by his
appearance.
"Good. Then get out of those old 'granny pants' and try
these on."
Jane held up the matching satin bikini panty. It seemed
much smaller than the 100% cotton briefs Bob always wore.
"And you really think this will fit over my big ass?" Bob
said crudely, taking the tiny piece of cloth.
They were made of the same satin fabric of the bra cups
with a matching color satin edging around the waist and leg
openings. The crotch gusset was very narrow and lined in a
soft cotton fabric a much a lighter color than the rest of
the panty.
"It's your size, I think." Jane said. "Try it on."
Bob slipped the cotton 'granny pants' down his hips, and
absent-mindedly ran his palm over the thin hair covering
his pubic area.
He stepped into the panties and quickly pulled them over
his expanding hips. When they were in place, Bob looked in
the mirror again. There appeared to be a very attractive
young woman wearing sexy underwear staring back.
"If I wasn't seeing it, I wouldn't believe it!" Bob
exclaimed.
"I have to say, that was one seriously powerful drug they
used on you." Jane teased. "I don't care what you were
before; you're just a beautiful young woman now, Hon."
Bob spread is feet apart slightly, then slowly ran his
fingers along the narrow band of beige satin between his
legs.
"I can't tell you," Bob told Jane while running his
fingertips along the smooth fabric, enjoying the sensations
on both sides of the cloth. "How many times I lay in bed at
night and dreamed of seeing something like this in the
flesh. But, I sure never dreamed it would be me."
"Well Hon, maybe you better get some of those other clothes
on before the smoke alarm goes off." Jane advised. "My plan
was to get you something a little sexy, but now I'm really
glad I didn't get those things in black. That's what does
usually it for me."
She giggled.
Bob turned around and looked at the young woman.
"I'd kind'a like to see you in black too." He grinned.
"Watch it, Romeo." Jane warned. "Legally, you're still a
man, remember."
"Maybe that's why I said it." Bob admitted, an even bigger
grin forming on his face.
"I'll definitely need to keep that in mind, Hon." Jane
said, winking at him.
She handed Bob the pastel green blouse.
"Get some clothes on. We have some serious shopping to do."
Bob took the blouse and slipped it on. The fabric was
rather sheer and his new bra was very visible through the
garment.
"Jane, this shirt is just a little transparent, don't you
think?" Bob asked, examining his appearance in the mirror
as he slowly closed the row of tiny buttons up the front.
Jane gave Bob a quick glance and laughed slightly.
"It looks fine." She answered. "You're just being self
conscious."
"I think I look naked." Bob countered. "You might argue
that I might deserve it, but I would really prefer to not
get attacked on my first day out as a woman."
"You look very nice, Hon." Jane repeated. "Nobody is going
to assault you if I can help it."
"So, now it takes a woman to protect me?" Bob sniffed.
"That makes me feel much better, thank you."
"We'll stick together, Hon." Jane teased. "But if you just
want to stay home and feel yourself up all day, I'll leave
now."
"No. I want to go." Bob declared. "If you want me to go
half naked like this, I guess I'll do it."
"That's the attitude." Jane mocked. "You going to wear
those slacks, or just go with your butt hanging out."
Bob grabbed the slacks and stepped into them.
He hadn't worn outerwear other than loose coveralls for
years. But he didn't remember any pants being this tight
before.
"I don't believe these are going to fit." Bob warned.
"They're way too tight."
As Bob struggled to get the slacks over his hips as Jane
watched with interest.
Bob finally got the slacks up and struggled with zipper.
"You put them on backwards, Hon," She said, trying
desperately to hold back a giggle.
"What do you mean?" Bob countered.
"Look at it." She ordered. "That zipper should be on the
left side. Look at the way the pockets are."
"Backwards?" Bob said incredulous. "I never heard of such a
thing.
Jane lifted the blouse she wore and turned around. Her
slacks had the zipper on the side too.
"Now you have Hon." She said. "You're on the other team
now, remember"
Bob pulled the pants down again and switched legs. He
pulled the up easier and quicker this time. They still fit
very snug.
Once they were in position he struggled to close the zipper
at his hip.
"Well, this is a concept." Bob griped.
"It was probably designed by a male." Jane mused, giggling.
"But I will admit, it does flatter your tush, doesn't it."
As difficult as the slacks were to don, once in place they
seemed to look fine, although they felt skin tight to Bob.
The close fit did serve to emphasize his new shape.
Especially in front. There was no doubt what wasn't there
anymore. He looked at his rear end.
The outlines of the new panties underneath were clearly
visible.
"You're really making me earn this trip to the outside,
aren't you?" Bob told Jane.
Jane saw the visible panty lines and giggled.
"I really didn't plan on that. Honest, Hon." She said,
still giggling uncontrollably.
Bob continued to examine his appearance in the dresser
mirror. He turned backwards and sideways, pushing his rear
out and then sticking his chest out.
"I think you look fine." Jane offered. "It might be pushing
the limits a little for church, but it looks just fine for
the mall."
"Honest?" Bob asked. "This is scary enough for me, Jane. I
don't want to be a prude or anything, but... Well, you
know..."
"Chances are, if you take the deal they're offering, by
next year, you won't think twice about wearing clothes like
that." Jane considered. "The guys love it."
"Right now, I doubt I could care much less about what guys
like." Bob said curtly.
"But you will, Hon." Jane declared knowingly. "You will."
"I don't know about my hair.' Bob said. "It still looks
sort of masculine with this short, don't you think."
"Hon, your hair is a bit short, but nobody is ever going to
mistake you for a guy." Jane insisted. "If it will make you
feel any better, we'll stop at 'Supercuts' first and see if
they can do anything with it. You probably need to let it
grow out a little before spending any serious money on it."
"Whatever you think." Bob deferred.
"So, do you want to stay at my place, or come back here
tonight?" Jane asked.
"If I have a choice, I think I'd rather sleep on a park
bench than stay here tonight." Bob declared.
"Well, that's the first time I ever heard sleeping at my
place compared with a park bench." Jane said with mock
disgust.
"I'm sorry. You know what I meant." Bob apologized. He
certainly didn't want to piss Jane off for any reason.
"I know, Hon." Jane admitted. "I'm just rattling your cage
a little. If you want to stay at my place, put whatever you
need to take along in that new bag I brought for you."
She just thought of everything, Bob thought.
Bob went to the bed and retrieved the bag. In it, Bob put
his shaving kit (his old male shaving kit) containing
deodorant, the electric shaver, hairbrush, toothbrush and
other incidentals. He even though in a few 'Always' panty
liners, just in case. He had no idea when they'd be needed
again.
"What clothes should I take along?" Bob asked.
"What do you have besides those hideous coveralls and
underwear?" Jane asked.
"That's about it, except for my old 'guy' underwear." Bob
declared.
"You sure won't need that, Hon." Jane decided. "I think
we'll just start you off from square one today."
"Okay." Bob agreed, zipping the almost empty bag and
shouldering it.
This was definitely going to be an interesting weekend, Bob
decided. He could feel his heart pounding with excitement.
They left the little apartment and walked to the exit.
Except for going outside to take a walk to comply with a
doctor's demand that he exercise once every few days, Bob
seldom left the building they were in.
When they arrived at the parking lot, Bob saw Jane unlock
her car. It was a late model BMW 3 series.
"Nice wheels." Bob complemented.
"My ex thought the same thing." Jane said. "But he only got
the payments."
"You're married?" Bob exclaimed.
"I said my ex." Jane reminded. "I was, for a while, but we
sort of agreed to disagree."
"I'm sorry." Bob said. "I didn't know."
"I'm not sorry." Jane said confidently. "And, you're right,
there's a lot you don't know, Hon."
"I am learning that, for sure." Bob admitted.
As they drove to the guard post, Jane removed some
paperwork from her purse.
The papers contained various papers, including a 3 by 5
color photograph of him.
The guard seemed to be expecting them and quickly reviewed
the papers, looked at the photograph and seemed to be
comparing it with Bob's current appearance.
"I'll be damned." The guard said, loud enough for Bob to
hear him.
"Have a good day, Ms. Miller." The guard said, waving them
through the large electric gate.
As they drove through the gate, Bob felt both afraid and
happy. He had been waiting years to go through that gate.
He never thought he'd be wearing a bra and panties when it
happened.
"It's almost noon, Hon." Jane declared. "Are you getting
hungry?"
"Only if you are."
"How about Red Lobster?" Jane asked.
"I've only eaten prison food or clinic cafeteria food for
two years now." Bob admitted. "Anyplace will be excellent
compared to that."
"Fish it will be then, Hon." Jane decided.
In only a couple of miles, Jane pulled onto the parking lot
of the Red Lobster restaurant. Bob had never been around
the area outside the prison, so had no idea where anything
was.
They locked the car and entered the restaurant.
There was a short wait, and other patrons were sitting in
the seats of the small waiting area. There were a few
women, but most were men. Bob noticed that most of them
seemed to constantly be looking at him. He thought back a
few years. He would have been doing the same thing back
then. All the guys he knew would have too. Women were just
too unique not to stare at them. Now, the shoe was on the
other foot.
Bob was never so aware of his new breasts as when he was
standing in front of those men in that restaurant.
At the same time, whether from previous habit or something
else, Bob's previously masculine eyes also studied the
other women in the restaurant, both the patrons and the
serving staff.
He immediately noticed that the shirts of many of the women
were sheer enough to see the bra or other undergarments
they wore. The transparency was normal and probably
intentional. He decided it only seemed unusual because he
had never had to dress like that before himself. Bob looked
down at his breasts. Even the satin edging of the cups was
clearly visible through the thin material of the blouse. It
would make the guys notice, and that was probably the
intention.
Bob moved his shoulders back and arched his back slightly,
stretching the fabric of the front of his blouse and making
his breasts all the more obvious. At the same time, he
observed almost all the guys perk up and followed him with
their leering eyes.
Bob was just beginning to understand the extent of the
power he now possessed. Guys were as predictable as the
seasons.
"Ladies? Are you alone?" He asked.
"Just two." Jane responded.
They followed him to a small table with four chairs. The
waiter opened the seat for Jane, and then Bob.
After lunch Jane suggested they stop at her house to drop
off Bob's bag. It was on the way to the mall anyway.
As they drove up to a house much larger than Bob had
expected, Bob wondered about his friend's relationship with
her ex-husband.
"My goodness, they certainly must pay RN's better than I
thought." Bob said in amazement as they arrived at the end
of the short driveway.
"A nurse can't afford this, Hon, but an established woman
formerly married to a neurosurgeon can." Jane explained.
"Besides the car, and some securities, I got the house
too." She said. "I consider it 'spoils of war'."
"I had no idea." Bob exclaimed. "This is really nice."
"I don't know if I'll keep it." Jane said offhandedly.
"It's too big for me, and I do have to pay the taxes on it.
I could probably buy a house that would be more appropriate
for my needs with what I pay in property taxes on this."
They entered the large kitchen, and Bob looked at all the
utensils hanging above the center island counters and the
stainless steel refrigerators and appliances.
"I sure didn't know you were this wealthy." Bob said
breathlessly.
"I married a man I thought was interested in the same
things I was. He is a successful surgeon and that made him
somewhat well off. He still is, I guess. I have these
things, he has moved on to another trophy wife." Jane said.
There was a slight trace of bitterness in her voice.
"Two wives..." Bob exclaimed. "I've never even been on a
date."
"That will change now, if you want, Hon." Jane reminded
him. "For you, the terrible sex-ratio problem has recently
changed."
"I'm still trying to adjust to that idea." Bob admitted.
"Come along, I'll show you your room, if you want to stay
here." Jane called from the next room.
She led Bob up some stairs, past a large room that was
obviously the master bedroom.
The next door was closed, but she opened it and walked
inside. Bob followed.
The room was also quite large, and furnished with a large
bed and matching furniture. All the things were very
expensive looking and in impeccable condition. The place
was clean, but obviously not regularly used.
"Will this do?" Jane asked. "It's right next to my room,
and I seldom use all these rooms. I try to keep this one
ready for any guests."
"Jane, I don't know what to say." Bob exclaimed. "It's
fantastic."
"Just say, 'Thank You', and then put your bag on the bed.
I'll show you around a little when we get back from the
mall." Linda suggested.
When they were back in the car, Bob looked over at the
woman driving.
"Jane, why are you doing this for me?" He asked.
She looked over at him and smiled.
"Hon, the first time I heard about you, I had to see this
guy who could be so brave to volunteer for an experiment
like you did, and then accept the unbelievable results with
so much dignity." Jane said simply. "I think you need some
help right now. God knows, you deserve some."
"I didn't volunteer to become a woman." Bob countered.
"Me either." Jane said. "But I had years to grow into one.
"You didn't."
"Whatever is making you do this... I... I just want to say
thank you." Bob said, placing his hand on top of Jane's.
Jane looked into Bob's eyes and smiled.
"You're very welcome, Hon." Jane said.
They arrived at the mall, and parked the car.
"Where would you like to go first?" Jane asked.
"This is all new to me." Bob said truthfully. "I'll just
follow your lead."
"There is a sale at Foley's." Jane considered. "Let's start
there."
Bob followed Jane into the Women's section. He looked
around at all the different, colorful clothes on display.
He still found it difficult to accept that he could, indeed
would be expected to, wear these things.
Jane went to a table that displayed various colors and
styles of blouses. She held one up to herself.
"How do you like this?" She asked. "Can you imaging wearing
it?"
"That's not a very good question." Bob said quietly,
grinning. "I really can't imagine wearing any of this
stuff."
They went through the piles of clothes, finally building a
small pile of things to try on.
Jane led Bob to the dressing rooms.
Bob tried a number of tops on and when he voiced any
interest in one of them, Jane placed it on the hook he
guessed was the 'buy' pile.
Together they selected three blouses.
Going back out to the counter, Jane presented the selected
items and gave the salesperson her credit card.
As they passed the juniors dresses, Jane suggested they
look there.
"I think these will probably fit you best." She told Bob.
"You want to look? I think you need to try on a skirt."
A skirt? Bob thought. Well, a skirt was part of the being a
woman thing, he figured. He might as well check one out.
As they rummaged through the racks, Bob mostly followed
Jane and watched as she examined any garment that appealed
to her. Now and then she would pull a skirt out and hold it
to herself.
Finally, Jane settled on an above the knee length sheath in
a light green color that she decided would look good with
the off-white sleeveless blouse they already bought.
Bob went along with her selection since he didn't see
anything wrong with it, and didn't see anything that looked
any more desirable. As Jane paid, she looked at Bob.
"I guess you don't have a slip or pantyhose either, do
you?" Jane said, more as a comment than a question.
"You pretty much know what I got." Bob said flatly. "None
of that kind of stuff at all."
"In that case, I think a trip to Lingerie is next." Jane
declared. "You'll probably like that anyway. Most guys do."
Bob thought about the racks of panties, bras and other
stuff. He remembered being dragged there with his mom as a
young kid. It was interesting and even exciting then, but
kind of embarrassing too. He never dreamed there might be a
time he'd be going there to actually buy things, especially
things for himself. His old high school buddies would
totally have a cow if they knew he was doing this.
Then again, the guy's eyes would already be popping out of
their head if they saw him dressed like this.
Jane went directly to the wall rack that contained the
diaphanous undergarments they were seeking. She grabbed a
hanger that contained a fairly short, white, half-slip with
lace edging.
She held it up to Bob's lower body.
"Try this on." She suggested.
Bob took the slip and looked at it dubiously.
"You want me to wear that?" He asked. "A little short,
don't you think?"
"Not for somebody with a body like yours, Hon." Jane
retorted. "You'll look great in it. Just wait to see what I
have I mind for you."
Bob looked at her and frowned.
"I can hardly wait." He droned. In fact, he was beginning
to wonder what he'd look like in this 'girly' stuff.
"Before we go into the dressing room, let's find you a
camisole too." Jane considered. "That's a useful piece
too."
"You have enough money for all this stuff?" Bob asked.
"I'll pay you back, but I see this tiny thing costs $24.95.
I just don't have that kind of money."
"Don't worry about money, Hon." Jane advised. "I'll cover
it, and I plan it put in an expense report to Pfizer."
"The drug company will pay for these clothes?" Bob asked.
"I think they just might, Hon." Jane said. "And besides,
they should, don't you think? They're the reason you need
them."
"I guess you have a point there." Bob agreed. "This is
their fault, not mine."
"Let me handle it, Hon." Jane advised the young man-woman.
"I think we can pretty much get whatever we need."
"Okay then." Bob decided. "Let's shop."
"That's the spirit, Hon." Jane said, laughing.
They wandered over to the counter to pay for the purchases.
As they passed a rack of panties, Bob stopped to look at
them.
"See something you like?" Jane asked, smiling.
"I don't know." Bob mumbled, sort of embarrassed to even
look at items that still seemed very foreign to his mind.
He selected a black bra much like the type he was wearing
and looked it over carefully.
"You said you like these in black." Bob said quietly,
holding the satin garment out. "I think I might too."
"Okay, Hon, get it if you like it." Jan agreed. "You need
to buy some more anyway."
"How about you?" Bob asked. "I believe I'd like to see you
in one like this too." He grinned lustily.
"This trip is for you, Hon, not me." Jane countered. "This
is a learning experience for you, not me."
"We're all girls here; I recall you telling me the other
day." Bob remarked. "I'd really like to watch you try this
on when we get back to your place. I think it's called
learning by observation."
Jane looked at Bob suspiciously.
"You aren't turning back into a horny male on me all of a
sudden, are you Hon?" She asked.
"Is that what I look like?" Bob asked, trying to look as
innocent as possible.
"I think inside that teenage girl body remains the brain of
a twenty-seven-year-old dirty old man." Jane considered.
"That's what I think."
"And don't tell me you don't find that just a little
interesting." Bob said. "I may look fifteen now, but we
both know I'm not."
Jane took the bra and checked the size.
"This one may fit you, Hon, but I'm going to need just a
bit more room." She said.
"Great!" Bob exclaimed. "I'll take that one. You find one
just like it in your size. And get matching underpants for
both of us too."
Jane looked at Bob and shook her head. She couldn't hide
the smile on her face though.
Bob selected matching panties in a string bikini design. He
was amazed at how small they all looked. Just a little
triangle of cloth in front and back.
"This says medium like the ones I have on, but they look
really small." He said softly, so that only Jane could
hear.
"I didn't get you a string bikini last night because I
figured it would be hard enough to get you out of that old
cotton underwear." Jane mused. "I didn't realize I was
starting something."
"I believe it was you who said I needed to experiment with
this female stuff." Bob declared. "I'm going to take you up
on it."
"Within limits, Hon. Within limits." Jane remarked, but she
prefaced it with a wink.
"The underwear too," Bob added.
"What? No thong?" Jane asked, selecting the even smaller
panty design.
Bob looked carefully at the wisp of material in her hand.
Even the crotch gusset looked to be only about three
quarters of an inch wide. It didn't appear large enough to
cover even the 'critical' parts of his new anatomy.
"I will, if you will." Bob challenged.
"I don't know what I'm getting myself into, here." Jane
laughed. "But what the hell."
She handed the one she held to Bob and found one for
herself.
They took the items to the counter and purchased them.
Carrying the bags, they went on to other departments.
"I think you need some hose and shoes to go with what we've
got already." Jane said.
It was obvious Jane liked to shop for clothes. Bob had to
admit it was interesting, in an erotic sort of way, but he
probably wasn't getting as much out of it as Jane.
Perhaps it was just an acquired taste.
The racks of nylon stockings and pantyhose were bordering
the lingerie area. They could have purchased both at the
same time but Bob was unfamiliar with the layout of the
store. Apparently, so was Jane, or perhaps this is not a
place she normally shopped for her things.
"I think you'd look good in these." Jane said, holding up
some dark colored pantyhose.
They were marked Hanes "Silk Reflections". The color was
called Barely There.
Bob took them and examined the package. He had never even
looked at things like this before, except when they were on
the wearer and then it was more with a lustful eye than the
kind of interest he now required. The color was a light
brown or skin-tone.
He wondered what it would feel like to wear them.
"There're kind of expensive, Hon, and they tend to run
quite easy." Jane said knowingly. "But there are none I
know of that feel better."
"What size do I need?" Bob asked.
Get the mid size, I'd say." Jane advised. "They stretch
easily. They come three pair to a box. Maybe get a couple
of colors."
The package he had was labeled Barely There. He picked
another package called Travel Buff, not knowing what the
subtle difference would be.
Jane picked up a couple pair of sweat socks and handed them
to Bob. They had small pink and blue stripes on them.
"We'll get you some new sneakers too and get rid of those
'issue' type." Jane said. "You need something a little more
feminine for everyday too."
They went to the counter and paid for the hose and socks
and then went to find the shoe department.
Jane went immediately to the tables displaying women's
shoes, most with large heels. She chose a style with a
strap across the back, a sort of clunky looking medium heel
sling back that was the current style.
"I think this would look good on you." Jane said, holding
the shoe up.
"I've never worn anything like that." Bob admitted.
"I would hope not, Hon." Jane said smiling. "And that's why
I think you should try one on."
Bob went to the row of chairs, taking a seat. A young
salesman sensing a sale came over immediately.
"Can I help you, Miss?" He asked Bob politely.
Jane handed the man the shoe.
"Do you have this in her size?" She asked.
That was the first time Jane had used the term 'she' when
referring to Bob. It was a strange feeling, Bob considered.
Well, he might as well get used to the idea. It didn't look
like it was going away anytime soon.
The salesman knelt in front of Bob. He removed Bob's
sneaker and using a small metal device, measured Bob's
foot.
Bob's entire body had changed since the injection,
including his feet. As with most everything else, they had
become slightly smaller over time. He still had his
original sneakers in his apartment as well as two other
sizes that were required for proper fit as his feet became
smaller over the months. The size change happened slowly,
so it wasn't really that apparent unless he tried on his
old shoes, as he had a few times. The difference was
sobering.
"We'll try a seven." The man announced, and went to get the
shoe.
Soon he returned with a shoebox marked "Nine West".
The shoes inside were the same as the sample, a dark color,
either black or very dark blue. Bob couldn't really tell,
and he didn't care. The Shoe looked alright to him, as long
as it didn't hurt. The heel was tall and he hadn't worn
anything but sneakers for years.
The young man removed Bob's prison issue sweat sock and
placed a sort of nylon stocking 'bootie' on his foot so
that the shoe, which would either be worn with nylons or
barefoot could be fitted.
It fit just about right, but it did feel much different
than the low-heeled sneaker. This was no sneaker.
"Would you like the other one on?" The man asked.
Bob looked at Jane, for a hint.
She nodded yes.
"Yes please." Bob responded.
The man removed Bob's other shoe and sock and placed one of
the little booties on Bob's other foot, then the new shoe.
It was now time to try to walk in these things...
Bob stood timidly and considered the sensation. It wasn't
too bad, but nothing at all like wearing sneakers.
He put one foot in front of the other and looked down,
acting as if he was looking at the shoes. He was, but he
was also getting his balance and trying to screw up his
courage.
What the hell... Go for it.
Slowly, Bob walked slowly down the aisle towards the large
mirror at the end. He looked at the shoes and then at his
overall appearance.
Not too bad.
Bob looked convincingly like a woman, or at least perhaps a
teen-age girl. His hair, while it was still a mostly
masculine cut, had been left to grow out a little in the
last two or three months and could, along with the other
changes, pass for a very short, somewhat feminine bob. His
overall appearance was feminine enough that there would be
no mistaking him for male. Even if that was what he might
have wished to do. These new clothes and other things only
reinforced what he already knew.
As he stepped toward the mirror, Bob examined the way
walked. Although it was surely obvious he had never worn
shoes with a heel like these, it didn't look that unusual.
Perhaps like a teenager with her first heels. Maybe a
little like a guy too, but that difference was perhaps more
subtle.
Bob turned and went back to Jane and the salesman.
"What do you think?" He asked Jane.
"The important thing is, do you like them?" Jane countered.
Bob looked at the young salesman. He smiled as demurely as
he could.
"What do you think?" He asked.
"I like them." The young man answered, probably truthfully.
"But as she says, you're the one we want to please. Do they
feel okay?"
"Yeah, I guess so." Bob answered. "A little strange, but
reasonably comfortable, I suppose."
"How so?" The man asked.
"Oh, not really I guess." Bob corrected. He didn't want to
explain that this was the first pair of women's shoes he
had ever worn.
"If you like them, they're yours." Jane declared, changing
the subject before it became awkward.
She could detect that Bob was beginning to attract more
than professional attention of the young man. He wasn't
ready for that just yet.
"I guess they're okay." Bob agreed.
"Okay then, Hon." Jane concluded. "And perhaps we'll get a
new pair of athletic shoes, too."
Bob removed the shoes and handed them to the salesman. He
placed them back in the box as Bob removed the little shoe
bootie and put his cotton socks back on.
He then walked to the shelves of athletic shoes in his
stocking feet.
Jane followed.
These shoes were not so different than the male running
shoes he wore before he was incarcerated. The available
colors were different though. Besides the common white with
black and dark blue or gray trims, the choice now included
light blues and even pinks.
Bob picked up a pair of Sketchers in white with silver gray
trim.
Jane watched but couldn't help with a suggestion.
"I think the light blue trim would complement your eyes."
She offered.
Now that was something no one had ever suggested before.
Bob looked at the blue trim. They looked okay, too, if a
bit more effeminate. He was sure that's what Jane thought
too.
Placing the silver shoes back on the shelf, he grabbed the
light blue trimmed shoe of the same type.
"How about these?" He asked the salesperson, knowing they
would please Jane.
"I'll see if we have your size." The man answered. "I'm
pretty sure we do."
He left to get the selection.
"I suggest you try the blue ones because they do look a
little more feminine." Jane said, confirming what Bob was
thinking. "That's the reason for this little outing... To
give you some experience living as a woman."
"And that requires this blue trim on my sneakers?" Bob
teased.
"Most girls would probably choose the blue or the pink
ones." Jane considered. "The silver ones are maybe just a
little too macho." She grinned.
"And we sure don't want that, do we?" Bob said, feigning
shock.
"If you really like the silver ones, go for them." Jane
offered. "I'm only offering suggestions. You can do
whatever you want, Hon."
"The blue ones are just fine." Bob agreed. "And I
appreciate all the things you're doing for me."
"They are cute, Hon." Jane advised, ignoring the
complement.
"And 'cute' is sure what I want to be." Bob said, with not
just a little bit of sarcasm.
"I'm just trying to help you adjust to the different world
you are entering." Jane said. "You're going to have a lot
of adjustments to make."
"I'm finding that out with every thing we've been doing."
Bob admitted.
The salesman returned with the light blue trimmed shoes.
Bob offered his foot and the young man placed Bob's foot in
the shoe, tying the laces.
The shoes made his foot look as small as it had become,
even smaller than it did with the sling-backs.
The shoe fit fine, but it did look quite feminine for an
athletic shoe.
"I like it." The salesman offered.
"Yeah, I guess maybe I do too." Bob agreed. It was cute all
right.
"Do they fit okay?" The salesman asked.
"Mmmm, yeah, I guess so." Bob stammered.
He had now begun to notice the young mans interest, and it
was disconcerting. He had never considered he could incite
that kind of reaction in another male without even trying.
"We'll take them." Jane stated.
"Yeah. I'll take them." Bob repeated absently.
Bob put the original sneakers back on and followed Jane to
the sales counter.
She looked at Bob and grinned.
"See? You're going to have their tongues dragging on the
ground." She said softly, so the man wouldn't hear.
"I don't think I really know how to handle that." Bob
whispered. "He was kinda' sniffing around wasn't he."
"You'll need to get used to that too, Hon." Jane warned.
"I'm afraid it will probably be a regular part of your life
from now on."
"Can I help you with something else?" The young man asked.
He obviously wanted to prolong the contact.
"I believe that's all, thanks." Jane answered. "We have
plenty of stops yet today."
"I do appreciate the sale." The man continued. He was
trying to make as much interaction as he could.
"Thank you for all your help." Bob replied.
Did he seem as pathetic as this guy when he was on the
outside last time? It seemed as if the guy wanted to follow
them out of the store.
Perhaps he would have been, Bob considered, if put in the
same circumstances. Young women shopping alone were not
really that common these days. Having two of them in the
store at the same time was probably almost a memorable
event.
And now, he was on the other side of the equation. Bob had
become the hunted instead of the hunter.
They were becoming burdened with packages. Bob was
surprised at how much less upper body strength he had since
the change. These packages were not heavy, but he was
finding that he had to struggle to carry them.
Another indication that he was not the man he once was.
"Tell you what." Jane announced. "Let's see if we can get
your hair done. While that's happening, I'll take these
packages and put them in the car."
"I'll vote for that." Bob agreed. "I can't believe how
heavy this stuff seems now."
"What did you weigh at the time of the injection? " Jane
asked.
"Oh, I think I was about 180." Bob considered.
"If I remember right, you're just about 120 pounds now."
Jane went on. "Besides the obvious body parts, you're
missing some muscle strength too, I'd imagine."
"There's no comparison." Bob admitted. "I've mostly
adjusted to most of this I guess, but at times the changes
are still very noticeable."
"Testosterone." Jane declared simply. "That's the
difference. They have it. We don't."
"It don't normally seem like I'm as soft and weak as a
girl." Bob considered. "But I guess maybe I am."
"You are, Hon, you sure are." Jane told him. "I've watched
you're chart as the changes have been taking place. The
hormones have been changing your muscle mass almost daily.
It's slowed recently but it's still happening, I'm afraid."
"Still? It seems like I've mostly stopped changing." Bob
considered. "At least I'm sure it's slowed down a lot."
"The changes are perhaps more subtle now." Jane told him.
"They are not as obvious anymore, but they're still taking
place."
"Yeah. I can tell there are still things going on." Bob
admitted. "I wonder when it will all stop?"
"It never does, Hon." Jane declared. "It never does, for
any of us. It seems that you just had a period of change
the rest of us never experience. Now you're getting back on
the normal track. A somewhat different one perhaps, but
still normal."
"It all just seems like bad a dream sometimes." Bob told
her. "I still forget it happened sometimes when I wake up
in the morning."
"Would you have signed up for this if you knew this could
happen to you?" Jane asked. She looked over at Bob.
Bob smiled at the woman, who was only a couple of years
older than he was, but now looked years older.
"Good question." Bob answered. "Probably not. I don't know.
At first, I'm sure I hated what happened. But the longer I
stay this way... The more I get used to being like this...
I don't know."
"You would really want to be a male again, if you could?"
Jane went on.
"Maybe." Bob answered. "Anymore, I don't know for sure.
This girl stuff has all been kind of interesting, that's
certain. Sometimes it's even fun too. Of course I liked
being a guy, but this is good too."
"Don't you just find females to be friendlier than males?"
Jane asked.
"Friendly?" Bob considered. "Hmmm, I really don't know
about that. They're different, sure. But guys are friendly
too. In a different way, I guess. It's all so different,
you know. Women do treat me much different now than before,
obviously.
"I hope you treat women differently now too, Hon." Jane
reminded him.
Bob snickered.
"Well, I guess that's sort of changed too, whether I like
it or not." He considered. "I couldn't do what I did...
It's physically impossible, I think, even if I still wanted
to."
"Do you still want to?" Jane questioned.
"I still like to look at women, be around them and all, if
that's what you're asking." Bob admitted. "I don't know if
the feelings are exactly the same now, but they're
definitely still there."
They arrived at a place called "Top Cuts". It was a family
hair cut place. Not expensive, and they catered to walk-in
customers. Bob's hairstyle would be appropriate for a place
like this, and they could give his hair a more feminine
cut.
Jane opened her purse and gave Bob two twenty-dollar bills.
"Take this and pay the stylist if you finish before I
return." Jane told him. "I'll probably be back before you
finish."
Bob discovered the pants had only small pockets in the
front. The pockets were much smaller than those in male
pants. There were no pockets in the back at all.
He stuffed the money in the pocket.
"We'll need to find you a purse or handbag too, I suppose."
Jane observed.
She walked away, loaded down with all the packages.
The barbers were about evenly split male and female.
There was a high-school age girl at the counter.
"Need a cut?" The girl asked.
"Yeah." Bob answered.
"It'll probably be about five to ten minutes." The girl
answered. "Name?"
Bob looked at the attractive but very young girl.
"Bob... err... Bobbie." He answered.
"Okay, Bobbie." The girl said, smiling at him.
Bob went to the chairs and sat down. There were a number of
books with pictures of different hairstyles. He never even
gave them a glance before. Now the books held great
interest for him.
He found a number of styles for hair as short as his. It
wasn't his favorite look on a girl, but he had to work with
what he had. He wondered if he'd want to let his hair grow
as long as some of the models in the book. It was
definitely weird to look at the girls in the book and
consider that he could possibly look like that.
Indeed he already did look like that, except for the
hair...
"Bobbie!" A hair stylist called, not knowing who "Bobbie"
was.
Bob habitually raised his hand slightly and looked at the
young woman, who was probably in her early twenties tops.
"That's me." Bob exclaimed.
"What can I do for you this morning, Bobbie?" The girl
asked politely.
"A haircut, I guess." Bob replied. "One like this picture,
if you can."
The young woman looked at the picture. She looked at Bob
and then back at the picture.
"Well, your hair looks a bit short, but I can come close, I
think." The girl replied. "Decided to let it grow back out,
huh?"
Bob looked at her. She was asking a legitimate question.
She obviously had no idea of his past.
"Yeah." Bob agreed. "I'm letting it grow out. It was much
shorter than this."
"Do you want it washed?" The woman asked.
"Sure." Bob said. "Give it the works. Whatever it needs."
The girl directed Bob to a barber chair exactly like the
one at a barbershop; in fact, he had been to Top Cuts a few
times before he wound up in prison. It was mostly a men's
barbershop, as there were so few women and girls anymore.
Most adult women went to more exclusive places since the
'shortage', since that was one place that they could escape
the lustful gaze of men, if only for a short time. Those
'Stylist Shops' were more expensive than a place like Top
Cuts, but men who enjoyed a relationship with a woman had
no objection to spending considerable money on their
'trophy wife'.
Bob had yet to learn about Stylist Shops.
Behind the chair was a sink with a rounded area, designed
to allow the person getting their hair washed to place the
back of the head in the depression. The girl lowered the
back of the chair and Bob leaned back as he felt warm water
run over the back of his scalp. It felt so calming...
almost sensual.
Among the other physical changes he was experiencing, Bob
had discovered that his skin had become more sensitive to
heat and cold, the texture of clothing and other surfaces
and even to another persons touch. He wasn't sure if the
nerves were more sensitive or if there were just more of
them, or what, but whatever caused it, his body was more
responsive now.
As the girl ran her fingers through Bob's hair, he could
feel his nipples stiffen inside the bra. Whether that part
of his body was actually more sensitive or if it the larger
size of his nipples only made it seem that way, Bob didn't
know. He only knew that that was now the first indication
his body was becoming aroused. It felt very good, too.
As the almost sensual touch of the girl continued, Bob also
felt his changed genitalia respond with first a tingling,
then a pleasurable warmth and finally, a pleasurable
feeling as his vaginal area began to engorge with blood and
become slippery and moist. The sensation was sort of like a
hard-on when he still had his penis, but different. Not
only was it not obvious to others, unless the eventual
wetness 'down there' began to seep into his clothes, but
the feelings seemed more diffuse, not just concentrating on
the clitoris which, especially during times like this, felt
so much like the head of his penis, which is probably what
it was, but in a greatly reduced size.
Bob was enjoying the attention and especially the woman's
touch. He decided that if he could, this hair-washing thing
would definitely become a regular event.
Just as fast as it started, the process was finished. The
young woman placed a towel around Bob's wet hair and began
to raise the back of the chair.
Bob opened his eyes.
"Feels good, doesn't it?" The girl said, smiling at Bob.
It was obvious she considered him her peer and the
treatment was much different that the way women and girls
usually reacted with Bob when he was male.
"Yeah. It sure did." Bob admitted, returning the smile.
He looked down to check if his aroused nipples were visible
through his shirt and the silky drape the girl had placed
around his neck to cover his clothes. The padded (or
'shaped' as Jane called it) bra cups hid the little 'boob
erections' but, if it weren't for that, they would have
shown through his shirt for sure. They sure felt like they
did, anyway.
'Thank God for the bra,' Bob thought. 'She'd think I was a
lesbian. Maybe I am.'
The young woman began to run her fingers through Bob's hair
again and then began to brush the hair into the desired
shape. When she had it the way she wanted, she began to use
a scissors sparingly.
In only a few short minutes, she began to spray some kind
of stuff on Bob's hair. When she had that the way she
wanted, she began to comb and then brush the hair to match
the style of the picture.
Bob studied his reflection in the mirror on the wall.
He had long ago accepted the fact that he really didn't and
couldn't look male anymore. But, as he sat there, he was
again impressed at just how much like a female his
appearance had become.
With his hair acquiring a feminine appearance, another
vestige of Bob's former self was going away. Only some
mannerisms and expressions remained of his masculinity. He
wondered if those would be gone soon too.
His interest moved to the girl working on his hair.
She was kind of cute, he considered.
As she moved around, Bob watched as her breasts jiggled as
she moved her arms. Even now that he had his own; he still
found the movement of breasts to be very erotic. Sometimes,
when he brushed his teeth before he dressed his own chest,
while still much less developed than this girl, moved
around in very much same sexy way.
Girl's breasts just seemed to have a mind of their own, Bob
considered.
Bob adjusted himself in the chair. As he did, he became
aware of the silky sensation of the satin panties. Another
interesting thing about being a woman, he decided. He could
understand why women would like wearing clothes like that.
Besides looking good, they felt very good too.
The girl began to use a hand held blow drier on Bob's hair,
moving it in concert with the brush as she used it to fluff
some body into his hair. It was beginning to make his hair
look longer than he knew it actually was. The effect was
much different and better than he thought it would look
when they started.
In a few moments, the girl unsnapped the drape around Bob's
neck and gently brushed the hair from around his neck and
from his clothes.
She smiled at Bob as she examined her handiwork.
"What do you think, Bobbie?" She asked.
Bob got up from the chair and looked at his hair, turning
to see the back.
He definitely looked like a girl now. And his hair looked
pretty good, too.
"I think I like it." Bob declared honestly.
"It looks cute." The girl agreed. "It still needs to grow
out some more, but it's not bad, I think."
'It does look 'cute',' Bob thought. 'I guess that's the
look I'm working at now, Cute...'
He noticed that Jane had returned sometime during the
haircut and was sitting in the waiting area, watching him
with interest.
He smiled at her and she returned his grin.
Bob looked at the woman sitting there watching him. Why was
she doing all this for him? Was it out of friendship, or
was it part of her job?
She obviously was expecting to get reimbursed for her
expenses, so there must have been some discussion about
this, and it was Friday, a workday. Of course the medical
staff of the research clinic staffed the place 24 hours,
seven days a week, so everyday was a workday for some of
them, but this seemed more like something Jane wanted to
do. And he was certain that she was not required to allow
him to stay at her apartment over the weekend. He was a
convicted rapist, and she was a woman. As if he were still
able to force himself on someone anymore...
He decided to ask her about it when the opportunity came
up.
The stylist removed the drape and let the chair settle
down.
"That's about all I can do now." The girl stated, almost
apologetically. "Come back in a month or so and I believe I
can make it look a bit fuller when it grows back out some
more."
"It's fine." Bob said. "I like it."
"Twenty eight dollars for the wash and the clip." The girl
said. "And thanks for stopping by." She handed Bob a small
business card with her name and number. "We aren't always
busy, but if you want me, the best way is to phone in." She
advised.
"I'll keep that in mind." Bob told her, placing the card in
his pocket with the change, but slipping the girl an extra
two dollars as a tip. As he did, he wondered if women did
that.
If they don't, they should. He decided.
Jane was looking on with approval as she watched Bob walk
toward her.
"Come back in a few weeks and I can make that look a little
better, Bobbie." The girl called out to Bob. Jane looked at
him and smiled.
"Bobbie?" She asked, smiling.
"She asked my name." Bob explained. "What else could I
say?"
"You don't look too bad, Hon." She declared. "You're
looking very attractive."
"Don't you think it's 'cute'?" Bob asked as a joke.
"Everybody else does."
Jane smiled sympathetically.
"Well, It does look sort of cute at that, Bobbie." She
teased.
They walked out of Top Cuts.
"I went past Penney's and noticed they have handbags on
sale." Jane said, barely containing her excitement.
"So I guess we go there next then?" Bob asked, with not
quite as much enthusiasm. He might look like a woman, but
he was still adapting to this 'shopping' thing.
They walked briskly down the wide aisles toward Penney's.
Bob had become very observant of the women and girls that
passed, not like before, but now watching also at what
clothes they wore and what kind of hairstyle they had.
He didn't notice any girls or women with hair as short as
his own, but some were close.
As they walked into the Penney's store, Bob noticed that
practically everything was on sale.
They went to the left, towards the women's departments and
passed racks and counters of sweaters, blouses and other
clothes. Bob was becoming a little more familiar with the
clothes and was starting do some looking on his own, and
not just content to follow Jane through the racks. At
least, he was starting to feel just slightly less like a
complete outsider.
The department that sold handbags and purses was next to
the lingerie department. Penney's had a large one of those
and the displays were full of colorful cottons and satins.
Bob knew he would want to look at those things too.
Jane was intent on selecting a bag though and didn't seem
to notice the underwear section.
"I believe something like this would be a good start." She
said, holding up a small slightly rectangular imitation
leather bag.
"Do I really need something like that? Bob asked.
"All ladies need a bag, Hon." Jane declared. "You always
need someplace to carry the necessities."
"What about my pockets?" Bob queried.
"First, you usually won't have any, and even if you do,
you'll probably they are much too small to use." Jane
insisted. "Women usually need to take more things along
than guys do, I think."
"Why?" Bob wondered.
"Think about it, Hon." Jane advised. "You've been a woman
long enough by now to know some of the usual reasons."
Bob though about what she said.
Periods! That was it. As a prison inmate, until now, Bob
was never very far from his living quarters, so the need to
carry feminine 'supplies' was not something he had to worry
about. That would change if he were to live 'back in the
world'.
Bob now apparently had a woman's body and that meant he
inherited all the hygiene concerns of a natural woman.
Bob inspected the bag Jane handed him. He never dreamed
he'd ever be considering actually owning something like
this for his personal use.
Jane was right. It was a good thing to actually see what
life would be like on the 'other side'.
"I guess I'll need one, won't I?" Bob conceded. "If you
think this is a good one, I'll take your word."
"Do you like it?" Jane asked.
Bob looked at her and smiled.
"Like it?" He repeated. "Right now, I can't even imagine
carrying something like this."
"You've adapted to bigger things than this, Hon." Jane
said, placing her hand on his shoulder.
"That's the truth." Bob agreed. "Should I get a wallet, or
what ever it's called, too?"
"It might be a good idea." Jane said. "You'll need to have
someplace for your ID and carry money, photos and other
things."
They selected a small, not too feminine looking wallet. Bob
thought how different it looked than the smaller, thinner
one he carried before prison.
"See anything else you like?" Jane asked.
"Not here, but I'd like to look at some stuff over there."
Bob suggested, pointing to the lingerie section.
Jane smiled at him.
"Are you sure you're the same person who I had to talk into
wearing those 'granny pants'?" She asked, laughing.
"Hey, you started all this." Bob objected. "I just kind of
like looking at stuff like that."
"I'll take the blame, Hon." She conceded. "And if it makes
you feel good about yourself, I think it's a good idea. You
certainly won't be the first woman who likes pretty
things."
'Pretty things hell,' Bob thought to himself as he walked
slowly among the racks of bras and panties. 'I may look
like a woman now, but I still think this stuff is so SEXY'.
Bob thought of what kind of underwear he already had.
Besides the industrial-strength and slowly becoming quite
tattered sport bras and cotton women's underpants he had
been wearing every day for some months, he now had the
little nude colored satin seamless shaped, demi-cup bra,
with matching panties that he was wearing. These were sort
of tight feeling but also were certainly the sexiest thing
he ever wore in his life.
Once he got used to the whole idea of wearing stuff like
this, he was impressed with how he looked wearing it.
If he had to be a girl, or woman, he might as well like the
way he looked.
Besides those items, he also had the new black satin bra
and thong panty set. He had no idea what those would feel
like to wear. He was very interested in seeing Jane try the
identical set on when they returned to her place. Until
now, he hadn't thought much about the fact that he would be
wearing the exact same thing.
Bob's life was quickly becoming very different than it was
before.
Bob selected another bra from the rack. It was also one of
those shaped, demi-cup style, but in a white or sort of
off-white color. It had the narrow satin shoulder straps
but, unlike the one he was wearing, it had a small plastic
clasp between the cups. You put it on and latched it front
the front. That seemed like an immensely practical design,
Bob thought.
He checked the size... 36A. He remembered that was his size
at least that was the size of the one he had on. It felt a
bit tight, but Jane seemed to think it was the right size.
"Think this would work?" He asked Jane.
"Work?" She teased. "Just what kind of work were you
planning to do with it, Hon?"
"You know." Bob said, embarrassment making him blush. "I
think it's my size, but I want your opinion."
"You're still growing, Hon, but I guess this one would fit
you for a while."
"Okay then, I want it." He declared.
"I suggest you limit your lusty need for sexy underwear to
maybe one or two more." Jane suggested. "You'll probably
outgrow these pretty quick. You might get a few more pairs
of undies though. You don't have to wear those old tattered
panties every day any more, if you don't want to. Maybe
three or four more pairs of underpants, and perhaps an
everyday cotton bra, or two, also."
Bob examined all the choices and picked one pair of panties
to match the new white satin bra. He also got three pairs
of Jockey for Her cotton high-cut briefs. They seemed like
a compromise between the little satin panties and the very
plain cotton panties he originally started with. These
looked feminine enough, but still not dainty. Besides the
more baring cut on the sides and the narrow crotch gusset,
only the slightly narrower, scalloped edge of the elastic
waist made them look much different from his old men's
undershorts. Those were Jockey brand too. He chose three.
One in white, one in light blue and one in something called
heather gray. He passed on the pink ones. There was still a
limit to this female stuff.
He took the panties and placed them on the building pile of
under