Date: Sun, 08 Feb 2015 17:48:50 -0500
From: professorboxers@yandex.com
Subject: A Learning Experience Part 1

Disclaimer: My stories contain descriptions of consensual sex between
adults. All characters and situations are fiction. Any resemblance to real
people is strictly coincidental. All stories are property of the author.

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I've tried to keep the story as realistic as I can, while holding a level
of fantasy.

*************************************************************************

Most students that come across my path represent the typical college
student stereotype: young, entitled, and more interested in fun than
learning. Of course, there are always the bright, driven, amazing students
who rise quickly to the top of the class. Working at a community college
also means that I get to see a lot of returning adult students, who often
are working on a change of career path.

One such student spent two years with me in class. I have taught a two year
science sequence as my main teaching load, and she was required to take it
for her new career goal as a pharmacist. With the recent upsurge of
prescribed drugs, pharmacy was a popular major, especially among the
typical college-age students. The major courses are very demanding and most
students drop out before the end.

Cassandra managed to not only survive, but thrive in the sequence, getting
well-earned As in each semester. She also led study groups, and generally
keep the rest of the students in check. Despite her talent and intellect,
she would often come to my office hours to ask questions, or even just work
outside my office at the table to study and get my input if
necessary. Always bright, outgoing and sweet, her presence was always
welcome.

I've been attracted to students before, typically the cute and sweet,
next-door type, but as the second year went on, I developed more than a
simple attraction to Cassandra. Part of it was her age, just slightly older
than myself, and the other was her deep brown eyes. I was always drawn to
her in some way, but I kept it professional and friendly, as least
outwardly. She was incredibly attractive, and I did notice more than one of
the freshman guys eyeing her.

After the final exam of the end of her second year, I though that was
it. She smiled at me as she gave me her exam booklet and paper and
whispered, "Have a great summer." I smiled back and whispered the same, and
thought to myself that I would never see her again. Two hours later, I
heard a knock on my office door just as I pick up her exam to grade. When
she opened the door and stepped in, I'm sure that my face registered happy
surprise as I stood, because she blushed.

"I wanted to thank you for helping me these last two years. You are an
amazing teacher, probably the best that I've ever had, and I brought
something for you." Her voice wavered slightly as she finished and handed
me a medium-sized gift bag, tissue paper rising up from the top. I took the
bag and started pulling on the tissue paper, but she reached out a hand and
placed it on mine to stop me.

"No, please, wait until you get home. You'll understand." Our eyes met and
a look in hers I had never seen was there. Vulnerability, sadness and even
a little fear. Her fingers caressed the back of my hand for only a split
second, then with renewed redness of her cheeks, she muttered a hasty
goodbye and I heard her heels on the floor as she left the building. I was
in such a state of shock about the entire encounter that my fingers were
still gripping the tissue paper. I was sorely tempted to see what my gifts
were, but I reluctantly removed my hand and placed the bag on the side of
my desk.

I struggled through the rest of the exams, including Cassandra's, but late
in the afternoon, I finished, and completed my final grades online. My
heart was beating quickly as I filled my briefcase, grabbed the bag from
Cassandra and sped home. I didn't have anything prepared for dinner, and
forgot to stop on the way, so as I walked in the door, I cursed to
myself. I knew then how much Cassandra had affected my life.

I threw a frozen pizza in the oven and sat down in my living room, staring
at the bag for a moment. What was inside that she didn't want me to see at
work? Or was it that she just didn't want me to reveal the gifts in front
of her?

I pulled out the tissue paper and reached inside without looking. Wrapped
in another piece of tissue paper was a polo shirt, identical to one I had
lost to a lab accident a year before. I gazed at it in shock, since I knew
that they were no longer available for sale. Putting aside my surprise and
the shirt, I reached in and pulled out a pound of my favorite coffee. It
was as though she had written down the things that I love to have at
work. I pulled out one more piece of tissue paper, and then found an
envelope in the bottom of the bag, sealed.

I opened the envelope and picked up the small note first.

"Dear Jason, ˙A simple thank you isn't enough for everything that you
have done for me these past few years. I came to your class very unsure if
I was doing the right thing in returning to school. You showed me that I
did make the correct choice. You showed me that I could learn and grow and
understand new things that enrich my life far more than anything had
before. You gave me confidence. You gave me hope for a new career and for
the years to come.˙ I adore you for all of it. These are pictures I took
for you last month.  You will probably want to contact me after you see,
but I'll be away for two months visiting family for the summer. It's better
that way, since I know anything between student and teacher is against the
rules.  Have a wonderful summer. You deserve to have a nice long break and
enjoy yourself.  Love, Cassandra"

I reread the note two more times before putting it down on the coffee
table. Emotions ran through me so fast that I could not separate
them. Frustration, joy, sadness, pride. With my brow furrowed, I pulled out
the pictures from the envelope. The first picture showed Cassandra smiling
at the camera with a beautiful sunset over the lake in the background. The
next showed the same scene but Cassandra sitting and facing the water,
fingers in her hear. Her long, flowing skirt seemed to be fluttering in the
lake breeze, showing her smooth legs up to the knee. A third picture showed
Cassandra dipping her feet into the water, holding her skirt up slight,
again showing her legs up to the knee. The pictures only reinforced what I
knew about Cassandra: she was graceful, elegant and utterly beautiful. Dark
flowing hair, olive skin, slender but with subtle curves.

I felt my own arousal as I revealed the last picture.

Fuck me.

Cassandra was in a bedroom, hers I would imagine. She was lounging against
the pillows, head tilted back, and spraying herself with perfume. She wore
only black panties and a polo shirt. The polo shirt that lay on my coffee
table. My eyes flicked to it and then widened. I pulled the shirt to my
face and breathed in.

Cassandra. Her perfume. Her skin. Her hair. The hints of scent that I had
detected over two years mixed together and flooded my nose. I grew hard
very quickly, and I was tempted to drop my shorts and masturbate right
there, but I got hold of myself and went through the situation in my mind.

A beautiful, intelligent former student had sent me a lovely gift, and a
provocative picture. There could not have been an innocent reason for the
picture. It oozed sex, so she must have been hiding attraction for
me. Though her note suggested that she wanted no response, I couldn't let
that stand. I only had her school email, and I would have to be discrete,
but I was determined to write an email to her.

I put the folded shirt aside and went to get my laptop. I had to shift to
adjust for my erection as I sat˙ back down on the couch and brought up
my online class roster. I found her email and started to type, choosing my
words very carefully.

"Cassandra, Thank you for the replacement polo shirt. I cannot think where
you found one exactly like the one I lost in lab, but I'm truly grateful
for it. You are an amazing student and I wish you the best in all your
endeavors. If you ever need advise or assistance, please don't hesitate to
contact me.  Regards, Dr. Hansen"

I reread the email several times, making minor changes, and I knew that it
was completely inadequate for the gift Cassandra had given me. I knew,
though, that emails were sometimes monitored by the campus administration,
and it was best not to include anything that suggest more than a
student-teacher relationship.

I hoped that Cassandra would see the email at some point over the summer,
and respond. Putting my computer away, I picked up the shirt again and
unfolded it, planning to try it on. Something fall from the folds and hit
the floor.

Panties. The panties that Cassandra wore in the picture.

Fuck me. Twice.

My hand was shaking as I leaned over and picked them up. The photo was one
thing. The panties were something else. I lifted them, feeling the fabric,
soft and satiny, then breathed in the scent. More of Cassandra's perfume,
mixed with something more earthy, musky, perhaps her arousal. It had been
so long since I had smelled a woman's scent that it seemed foreign, though
still very exciting.

I couldn't resist now, so I unbuttoned my shorts in the middle of the room
and pushed them down along with my boxers. I grasped my cock and started to
stroke still breathing in the panties. I didn't hold back in anyway, so it
wasn't more than a minute or two before I groan and felt my warm cream
flowing over my fingers, along with the scent filling my nose. Something in
the scent of my own cum made me take another deep breath of Cassandra's
panties. There were similarities in the scents, enough that I was a little
confused. I shook my head and decided that each person was different and
that I must have been smelling mostly myself. I quickly cleaned up, and put
the shirt in the hamper, but left the panties unwashed on a shelf in my
closet.

The next new months went by quickly, because I suddenly had family matters
to attend to, and what hours I didn't spend with family, I spent working on
the landscaping around my house. I loved being outdoors as much as
possible, even in the hot, sticky July weather. I checked my email everyday
for work purposes, but nothing from Cassandra appeared. As August
approached, I decided that she much have decided to move on. I was
disappointed, but I understood on some level. She had admitted her
attraction, given her thanks, and didn't put herself out too far.

On a Friday, a particularly hot one, I worked out at the edge of my yard,
mulching around some cedars trees that I had planted the year before. I was
sweating so much that my eyes stung, and after an hour's work, I was
feeling light-headed. Not wanting to pass out or be sick in the middle of
my yard, I retreated inside to towel off and have a couple of glass of ice
water. I pulled my laptop to my at the kitchen table as I sat, sipping
water with lemon, and saw an email from Cassandra with the subject line
"Summer Greetings and a Request."

My eyes bulged, as well as something else, and I opened the email.

"Jason, I take it from your response that you opened you gift and enjoyed
it. Long ago I taught myself to make clothes, and although it was a
challenge to replace your favorite polo, it was well worth it.  On a
different note,˙ I was hoping that you would be able to tutor me for my
entrance exam coming up in six weeks. I have spent most of the summer
relaxing and clearing my head after tow year's hard work, but now I have to
focus again. Please let me know as soon as possible if you would be willing
to spend time preparing with me. Perhaps a few hours a week? I would truly
appreciate it.  Sincerely, Cassandra"

My mouth hung open as I finished reading the email. Tutoring? Of course I
would agree to that, but Cassandra wouldn't need several hours a week to
prepare. She was too intelligent and talented for that. She had an ulterior
motive, I was sure of it. I checked and she included not only her phone,
but also her address. I couldn't believe that she lived only a few blocks
from me. I could walk there in a matter of minutes.

My mind buzzing with many thoughts, I rushed upstairs to shower, shave and
make myself look presentable. Though I would have preferred to wear
something nicer, like that khakis and polo shirts I preferred at work, the
weather wouldn't permit it. I pulled on khaki shorts and one of my nicer
t-shirts, checked myself in the mirror, slipped on sandals, and went
outside. It had not occurred to me to call first, I was so excited to see
Cassandra again. My thoughts kept drifting back to the picture and the
smell of her panties. Helping her with her exam was very much in the back
of my mind.

After only four or five minutes, passing by two Mormons on the way, I stood
in front of her house, a small ranch-style home that I had passed by on the
short runs I took to stay in shape. I checked her address once more on my
phone to be sure, and then I walked up and rang the door bell. From inside
I heard an angry voice.

"For fuck's sake, will you leave me alone! I have no interest in being a
Jehovah's Witness! I'm a..." The door opened and Cassandra looked at me
with a furious look until she saw who it was and then her face registered
utter shock.

"Oh no..."

SLAM!

Suddenly the door was inched from my nose. Cassandra had slammed the door
in my face. I knew that I had come without warning, but I didn't expect
this kind of reception. I listened closely, and heard sniffling from the
other side of the door.

"Cassandra?" I said quietly.

"Jason? I'm... sorry. I didn't expect you like this. They were just
here. I... I'm not decent. Could you... go around back and wait on the
deck? I'll only be a few minutes, I promise. The gate is open."

I heard steps moving away from the door quickly, so shrugging to myself, I
went around the side of the house, through the high wooden gate, and into
the backyard. Neatly trimmed grass with small pockets of beautiful flowers
greeted me as I slowly walked along the path and up onto the deck. I chose
to sit on a patio chair facing away from the sliding glass door.

The deck had shade from a tall silver maple tree that swayed in the gentle
summer breeze. I chided myself as I waited, planning on apologizing as soon
as Cassandra emerged. I really should have called first. The damage was
done now, and despite what had just occurred, she invited me to stay. That
was something. I didn't have to wait all that long before I heard the
sliding glass door open. I turned around and stood up.

Cassandra stood before me in a yellow sundress, dark hair around her
shoulders, large brown eyes gazing at me, half scared, half reproachful. I
had a difficult time not looking at her from head to toe, but I figured
that I hadn't earned that kind of look yet.

"Cassandra, I'm really sorry, I should have called first. I was just so
happy that I you responded to my email that I didn't think properly. Please
forgive me." As I spoke, her eyes softened, and her painted lips curved
into a smile.

"It's alright, Jason. I don't blame you, I blame the Jehovah's Witnesses
for bothering me two days in a row. I don't normal get so angry, because
they are so nice and polite, but I guess the heat got to me." She brushed
hair behind her ear and looked away for a moment. Neither of us could
speak, with the lingering question of the picture and what it meant hanging
in the air. "Why don't you come in now? I should give you a little tour of
my home, if we're going to study here," she said quietly, and beckoned me
to come in. As she turned, I allowed myself a quick full view of her body
from behind.

Slender, almost willowy, with long smooth legs, feet in simple sandals with
a slight heel. She moved with such grace, I wondered if she had training as
a dancer. And such a rounded bottom that I loved on women. It teased and
swayed in such away that I had to think about baseball just to prevent
myself from walking inside with an erection.

The tour was brief, since her house was small and she avoided her bedroom
because, "I just tossed off my other clothes, so it's a mess". We ended in
the kitchen and she poured us iced tea in the glasses, and we sat, looking
at each other again. I could have started with her request for tutoring,
but I couldn't just let the tension linger. It was starting to put a knot
in my stomach, and I couldn't have that.

"Cassandra, before we to any review, we should talk about your gift
first. I didn't get to say or ask anything in the email that I wanted to,
because it could have been read." I tried to speak as calmly as possible,
but this was a sensitive subject, and my voice was nervous. Cassandra
nodded slowly, also nervous. I took a breath and continued.

"First, I haven't received such a thoughtful gift from anyone in quite
sometime. The polo by itself was amazing. I would have worn it today, but
it's in the laundry now. I've worn it quite a bit over the last few
months." Cassandra blushed and smiled, but didn't interrupt. "As for the
pictures..." I paused. I wanted to choose my words very carefully, but on
thinking about them, all I could imagine was the scent of Cassandra's
panties, and how incredibly sexy she looked then and now.

"Jason, you don't have to say anything about them. I took them on a whim,
just because I have a passion for photography, and thought I could give you
something to the remember me by." Cassandra's voice was almost detached, as
through she didn't mean a word of it.

Her last sentence struck me as odd, as well as her tone. It gave me resolve
to get to the heart of the matter.

"Cassandra, that last photo was incredibly sexy and provocative. Just that
was enough to arouse me, but you included the panties too. Please don't
tell me those were a parting gift." Cassandra seemed surprised at how
direct I was, and looked flustered. She tried to say something, but closed
her mouth, shaking her head. I noticed that she had balled her hands into
fists. This wasn't how I wanted this to go, so I reach out and took her
hand, prying open her fist. Her eyes looked right at me, and she tried
feebly to pull her hand away.

"I've been attracted to you since the first day you walked into my class,
Cassandra, even if it was subconscious at first. I liked having you around
my office so much, and I think you are beautiful, intelligent, talented,
warm, kind and a dozen other things. The only thing that prevented me from
showing real interest in you was the fact that I was your professor." As I
spoke, Cassandra's lips parted, looking surprised.

"You like me too?" Her voice was very low and soft, and it quavered.

"Yes, quite a lot, and that was before the gifts you sent," I
responded. Cassandra didn't speak for a few minutes as we continued to hold
hands. She squeezed my hands once and then removed hers, and I didn't stop
her.

"I'm really glad. Really glad. But there's some things you should know
about me. Important things." She stood up and started to pace, wringing her
hands. I had never seen her this agitated in class, or even before an
exam. She placed her hands on the counter, facing away.

"You've probably figured that I'm older than you, by now. I'm 44. I don't
know if that makes a big difference to you. I've had a lot of ups and
downs. I'm a recovering alcoholic for one thing, though I've been sober for
about 9 years." This was a surprise to me, but it didn't change anything,
so I didn't respond. I sensed there was more and I didn't want to
interrupt. She turned around, now leaning back against the counter and
gripping the edge hard enough to make her fingertips white.

"I'm transgendered."

"Oh."

The word came out, as though the news didn't matter or change things for
me. At least that's how I intended it.

"Oh? That's not the response that I expected, or usually get. Not that I've
shared with many people." She looked a little frustrated, so I took a
breath and explained my response.

"Well, I guess it makes sense to me, based on what I know about you and how
things have unfolded. I know that you were vice-President of the LGBTQ club
on campus, from my committee work. The pictures you sent me showed you from
the side and back, as if you were hiding something from me. You slammed the
door in my face when you weren't completely dressed." As I finished,
Cassandra nodded, but was still frowning.

"That's coincidence, but not proof," she muttered.

"Maybe, but I didn't tell you about something that happened more than a
year ago. I overheard those two jocks that sat in the front of the
class. They were discussing you, trying to decide if you were worth hitting
on. One of them, I won't name names, said some very derogatory things that
suggested you were.... well, I won't use the words they did. They suspected
you were were transgendered. I don't normally interrupt such conversations,
but I stopped them and told them to keep their ignorance to themselves, or
leave my class." Cassandra looked surprised, and rather embarrassed.

"You did that?"

"Yes, I did. I made sure that they never said a word of it again. For my
part, I though there was something vaguely androgynous about you, but it
added to your beauty. These days, with fashion choices, make up and a
variety of other things, who really knows anything about true gender? I
wasn't about to make any conclusions just because of some observations." I
stood up, seeing that Cassandra was trembling. She hugged herself with her
arms and looked away.

"None of this changes what I think of you, Cassandra. You are still
beautiful, intelligent, warm, kind and amazing."

Cassandra looked up, tears in her eyes.

"Really?"

"Mmm hmmmm," I answered and nodded. Cassandra rushed at me and embraced me,
sobbing into my neck. I held her tightly, closing my eyes and breathing in
her hair. Everything about that embrace felt so right to me, and my body
couldn't help responding. Cassandra could obviously feel my erection
pressing her hip, because she pulled away slightly with a little smile on
her face.

"Wow, it really didn't change anything did it?," she said with a little
giggle.

"Uh, no, obviously. I guess that's pure honesty for you."

"Well, um, you aren't the only one, Jason." My eyes widened, really
comprehending for the first time. I finally let my eyes go downwards.

"You are doing a good job of hiding it, then," I whispered.

"Well, I've had a few years of experience," she said.

"I thought that transwomen had trouble with... you know... that," I said,
rather sheepishly.

"Let's sit down and I'll tell you some of my story. Hopefully then there
won't be any more surprises."

Cassandra refilled out iced tea glasses and told me her story.

I could tell there was more than what she was telling, but I didn't ask for
more. Until age sixteen, Cassandra lived as a boy, but like many, never
felt comfortable in her own body. She tried on women's clothes, her sisters
and her mother's and felt much more comfortable. She slept with boy and
girls, liking both. Once in college, and able to be more free, Cassandra
tried drugs, many sexual partners, and as many kinks as she could, but
still couldn't find happiness, because she still couldn't be herself,
whatever that was.

At this point in her story, Cassandra started to cry and I took her hands
and held it tightly.

Between sniffs, she told me that after an incident where a man tricked her
into a dangerous situation where she was almost gang-raped, she gave up her
female persona and tried living as a man. She even got married for a short
time. Ultimately, she became depressed, started dressing in her wife's
clothes, and was caught. When her wife demanded divorce, Cassandra tried to
commit suicide. Cassandra showed me her right wrist, and the large scar
there.

It was Cassandra's wife, now ex-wife Kristin, who saved her, just after
Cassandra started cutting her wrists. Kristin convinced Cassandra to seek
help, and to live as she needed to, to feel whole. After years of
soul-searching, and a move a thousand miles away, Cassandra began her real
transition. She donated all her men's clothes, changed her name, and thanks
to an inheritance, had several surgeries.

"I thought about complete gender reassignment, but honestly, I didn't want
to lose my penis. It took a long time to find a level of hormones that
allowed me to maintain it's function, and to help with some of my physical
features. I still can't get erect sometimes, but it's better than
nothing. I know that makes me different than a lot of other
transwomen. Many of them have to deal with severe dysphoria and don't want
anything to do with their penis. I certainly don't mind when a lover
touches me there. I feel comfortable in my own body finally, and I can be
happy with lovers. If I could find one."

Cassandra got up and wiped her eyes and nose with a tissue. I sat at the
table taking it all in. Though I knew it was a little insensitive, I
observed her body more closely with this new information. I suppose that
there were signs that she had been born male.

None of what I saw changed how I felt about Cassandra, nor what I now knew
was between her legs. Though I had never acted on any attracted to men, I
had felt them from time to time, and I wasn't afraid of other dicks.

I stood up and walked towards her, making eye contact. Her eyes were wide,
nervous and as I approached, she gripped the counter harder, as if
expecting the worst.

"It's most important that you are happy. Nothing else really matters, does
it?" I said quietly. Tears started streaming down her cheeks as she nodded,
and I reached out to place a hand on her hip.

"I knew you would understand, Jason. I should have told you before."

"No, there wasn't a reason to tell me. It doesn't change anything." I
grasped her other hip, and she shifted away from the counter, closer to
me. Our faces were very close now, and I could feel her breath on my
lips. She lifted her hands and placed them on my chest. For a moment, I
thought she would push me away. Instead, her hands slide around me torso,
and she held me, with her head against my shoulder.

My arms slid around Cassandra to hold her and we stayed that way for a long
time, just breathing together. She felt so perfect in my arms. The scent of
her. The way she moved her fingers along my back. Not surprisingly, my
arousal became rather obvious, and I was uncomfortable in my
jeans. Cassandra had to have known.

In fact, she pulled back and looked into my eyes.

"You're hard, Jason." Her eyes were twinkling and her cheeks were flushed.

"Yes, I am. Because of you." I smiled and felt flushed also.

"Even though..." I put my finger on her lips before she could finish her
statement.

"I said nothing had changed, and I meant it." I pulled away my finger, but
not before she had kissed it.

The movement of her lips made the decision for me. I leaned in, a little
quickly and captured her mouth with mine. Her little whimper as our lips
connected was perhaps the sexiest thing I had ever heard. The kiss started
slow, but as we explore each other, the pressure increase, our tongues
touched, and our embrace became tighter. My erection was now almost painful
and it pushed hard against her hip. She pulled back suddenly, with a
slightly anxious expression.

"I'm... wow... that was amazing but... I haven't ever..." she mumbled.

"Ever what?"

"I haven't been intimate with someone since I transitioned," she said as he
eyes filled with tear. "I really want you, Jason, but I'm scared of..." She
didn't complete the sentence.

"I really want you too, Cassandra, but we don't have to rush. I didn't come
her expecting to jump right into bed with you. Hoping? Maybe a little," I
admitted, red faced. She smiled.

"Well, I didn't expect to, or even hope. But now that's changed." She
looked down at my bulging jeans, and her smile widened. "I couldn't let you
go home with that. I wouldn't be a good host."

"I've gotten used to taking care of myself. You shouldn't feel
obliged. We've only just had our first kiss, anyway."

"Are you a romantic, Jason? What am I saying, of course you are. I knew
that the first time we talked in your office. It's in your eyes." I looked
surprised, and met her eyes again. "But still, I've been thinking about
being with you for more than a year, and I don't think I can wait that much
longer, more kissing or not."

"Well, there is still no reason to rush. Come with me." I took her hand,
and led her to the living room and closed the blinds. The sunlight faded
and we were in semi-darkness. Cassandra had a confused look on her face,
but fell into me as I grasped her hips and kissed her again. This kiss was
much longer and more passionate, and this time, both sets of hands explored
more freely.

Cassandra spent a lot of time running her hands over my chest and
shoulders, whereas I was caressing her back, hips and bottom. She seemed to
love my hands on her firm cheeks, because each time she moaned into the
kiss. At one moment, I started to lift up her dress, but she suddenly
stopped me.

"Wait... I... not yet. I want to see you first. Then... I'll show
you... all of me." She bit her lip, but I took a step back and nodded. I
could tell how nervous she was, and I didn't want to push at all. Her hands
trembled as she reached out and lifted up my shirt. I lifted my arms and
she pulled it completely off, then ran her fingers along my chest, through
my chest hair.

"God, I love a hairy chest," She moaned to herself. Apparently not content
to wait, she fumbled with the button on my shorts, then push both my shorts
and boxers down to the group, my erect cock springing up. She groaned
again, and grasped the shaft as she stood kissing me again. "It must be my
birthday," she cooed softly.

"Um, I'm not that impressive," I muttered, unable to take the compliment
with grace. She slapped my arm playfully.

"None of that, Jason. I think you are beautiful," she smiled, then stepped
back, suddenly nervous. "I guess it's my turn."

Standing there completely naked in front of a gorgeous woman didn't give me
the clearest head, but I tried.

"You don't have to do anything you aren't ready for, Cassandra. Seriously."
She shrugged, but slowly and steadily lifted her dress. She exposed
lace-trimmed black boyshorts, then a flat stomach. Her breasts were encased
in a black bra, and as she tossed the dress aside, her long, brown hair
cascaded down her shoulders.

"Can I help?" I asked, eager to see more. I think my desire and enthusiasm
came out in my voice, because her lips curled up a little and she
nodded. She turned around pulling her hair forwards, over her shoulder, a
sign that I could unhook her bra. I did so, as the head of my penis brushed
her right buttock. She pushed back a little as I slid her bra straps
down. She pulled it off the rest of the way, showing me the flawless skin
of her back.

Unable to help myself, I leaned over and kissed her shoulder, letting my
lips linger against her skin as I slid them up her neck, ending with a
slight suck below her ear. She moaned quietly, reach back behind her to
grasp and squeeze my cock.

"Don't stop now, Jason."

I pulled back, and knelt down behind her, slowly pulling her boy shorts
down. I stared at her perfectly firm and shapely bottom, kissing each
cheek. She sway her hips playfully, then stopped.

"Would you like me to turn around?" she whispered, a note of anxiety in her
voice. I knew why. She was going to show her whole self to me and wasn't
sure how I would react. I stood back up and stepped back.

"Yes, Cassandra. Please turn around. I want to see all of you."

She reached back and teased her hair, then slowly turned to face me. Her
head was down, likely not wanting to meet my eyes. My brain was buzzing,˙
making it difficult to think straight. I didn't look down immediately. I
reached up and lifted her chin so that she could look me in the eyes. I
smiled, and then she did. I felt it was okay now to look down, over her
breast and flat stomach.

Her penis was a darker color than her skin, almost brown, and her smooth
balls were the same color. She curved down towards the floor, partly
aroused.

I searched my thoughts, wondering why I wasn't scared, or repulsed, or even
shocked. She told me about this, and I wasn't nervous. She had shown me her
entire body and I didn't hesitate. I pulled her against me and kissed her
deeply, aware that at the moment our lips reconnected Cassandra whispered,
"Oh, Jason."

I felt our two cocks touch as we kissed, both of us growing as our lips and
tongues played. She clutched me hard, as if worried that I would try to
escape at any moment. We both become fully erect as the kiss grew more
passionate. I broke the kiss reluctantly and looked down. Her fingers slid
around my length and squeezed.

Without another word, I reached out and slide my fingers around her shaft
and squeezed in the same way.

"Is this your first time touching another cock, Jason?" Cassandra's voice
was breathy, but the nervousness from before was gone.

"Um, yes, I guess it is. It's..." I hesitated, looking for the right word.

"Soft? Hard? Weird? Scary?" she went through word rapid fire, almost
laughing.

"Beautiful," I whispered.

"OhhhhhhhÉ" she murmured softly, releasing me from her grasp. I pulled
her hand back to where it was.

I groaned and started to let myself go and enjoy the pleasure, but
Cassandra suddenly stopped, and I opened my eyes, sighing in
disappointed. She kissed me softly.

"Don't worry, honey, I won't let you like that for much longer. But there
is something that I've wanted to do for a very long time, even longer than
I've wanted to make love to you. Come with me." She grasped my hand and led
me to the hallway. My erection didn't fade as she led me into one of the
spare bedrooms. Only it wasn't set up like a bedroom.

It was a small studio for photography, complete with standing lights, a
changeable background, a table full of cameras, and a futon.

"I want to take a few pictures of you, just for me, I promise." She added
the last part after I looked down at my naked body, and back up to her with
a frown. I hesitated in the doorway, finally growing soft.

"Please, Jason. Think of it as a trade for the pictures that I send
you. You don't have to be fully nude if you aren't comfortable. In fact, it
will be sexier if you aren't. Don't go back to get your underwear, I have a
better idea. Please sit on the futon and relax." I did as she requested,
though it was difficult to get comfortable.˙ To distract myself, I
looked out the window. The clouds were dark and ominous, and I thought I
saw a flash of lighting. The sound of distant thunder rolled past and my
eyes returned to Cassandra.

She was looking out the window also, frowning, and had stopped just as she
had lifted up a camera lens. She whispered something indistinct, then
returned to her work. After getting her camera ready, she pulled a white
sheet out of a drawer and casually draped it over my legs as I laid down,
facing the camera. She adjusted the sheet until she was satisfied, then
snapped a few pictures with me looking at the camera. After the first two,
I relaxed a little and focused on trying to make the right poses and faces.

After the fifth or sixth picture, a louder clap of thunder sounded, and
Cassandra head swiveled toward the window so fast, I thought she would have
whiplash.

"Is something wrong, Cassandra?" I asked, concerned.

"Um, I, um, don't like thunderstorms much," she mumbled, not looking at
me. There was a flash and quite a loud clap of thunder. I could tell that
she was shaking.

"I don't think many people do. I certainly don't. Are you afraid of them?"
I got up, the sheet falling away and I walked to her. Her eyes were wide,
and she looked very pale. She didn't need to answer. She looked
petrified. I took the camera from her and put it down, then put my arms
around her. She leaned into me a little, and I could tell how much she was
shaking. I was just about to speak when I hear sirens blasting. A severe
weather warning.

"We need to get to the basement. Now. Do you have flashlights down there?
Water?" My brain automatically shifted into action. I was typically afraid
of severe storms like this, but living alone for so many years had trained
me to deal with that type situation and not be panicked. She nodded, and I
guided her back out to the main part of the house. It wasn't raining yet,
but the trees were getting whipped around by the window. There wasn't
enough time to get dressed, so I grabbed a blanket from the couch and went
downstairs.

The basement of Cassandra's house was partially furnished, with a couch,
chair, shelves and television, but my eyes noticed the small windows near
the ceiling. Cassandra weakly pointed towards a door that was slightly
ajar.

"Half bath," she muttered, and I steered us right into it, grabbing a
flashlight along the way. I shut the door, sat down on the toilet, guided
her to my lap and pulled the blanked around us both. The storm seemed to
hit it's peak right as we say, with the wind raging and hail pelting the
house. As Cassandra started to sob into my shoulder, I hear a distinct
booming sound, as if something very heavy fell nearby, but I didn't hear
any crash from above telling me that the house had been hit.

The boom seemed to completely unravel Cassandra and she fainted. All of a
sudden, her body was very heavy and limp, and it became an effort to
support her. I could only hold on tighter and not let her fall down to the
tile floor. For another twenty minutes, I could hear the storm outside,
though the sounds gradually faded, until there was no more thunder, and no
detectable rain. Mercifully, the power flickered a few times, but never
went out completely.

Cassandra eventually stirred and her grip returned, although she still
trembled, and in the light of the bathroom, she looked very pale. The
sirens signaling the end of the storm warning sounded a moment later.

"I'm... I'm so sorry, Jason. What you must think of me for falling apart
like that," she muttered into my neck. I started to stroke her back. "I've
been terrified of storms since I was little and my sister was struck by
lightning. I usually come down here and cry while the storm is happening,
but I don't usually faint."

"It's alright. Some day, I'll tell you about my fears. It's a long list," I
whispered and kissed her cheek. She chuckled. "We should go out and see
what fell. I'm guessing it was a large branch or even a tree. The power is
on, so I don't think something fell on the wires. Are you good enough to
come upstairs?" She nodded and slid from my lap, holding the blanket around
her shoulders. I led us back upstairs and pulled on my clothes as she went
to the bedroom. Still holding the flashlight, I went to the patio door and
looked outside. The patio was covered in small branch, but I couldn't see
anything large. When Cassandra rejoined me, dressed, I opened the door and
stepped out.

Focusing the beam of light on the far corner of the yard, I saw a large
branch cutting across the grass, perhaps more than a foot in diameter at
it's widest, and at least thirty feet long. The very end of the branch fell
feet from the patio, but cause no damage beyond divots in the
yard. Cassandra made a quiet noise next to me.

"Pretty lucky that it didn't hit the house. A different angle of falling
and it would be in the kitchen," I said quietly.

"Don't say that. I don't want to think about it," she responded and grabbed
my hand.

"I have a chainsaw that I can get in the morning, and I'll be able to cut
this up. It will save you the cost of calling a tree surgeon." I took a few
more steps out, checking the rest of the yard. Nothing else large had
fallen, but it would be a big job cleaning the yard the next day.

"You would do that for me?" Cassandra asked, trying to pull me back,
obviously not wanted to go out into the grass when it was so dark.

"Well, of course," I said, rather surprised at the question. "I want to
help in any way that I can. You are, at the very least, my friend, and
maybe..." I stopped knowing what else to say at that moment. Cassandra
moved close and kisses my cheek.

"Maybe," she whispered. "Let's go inside and deal with it in the
morning. Will you stay with me tonight? I knew we were about to... be
intimate, but I don't think I can manage that anymore."

"It's alright. I don't think I could either. It's early, but we could get
some sleep."

"Yes, let's."

We went back inside, and Cassandra led us to the bedroom. I only then
noticed that she was wearing just a robe. She opened up a drawer and
grabbed a cami and boyshorts and went into the bathroom. I heard more
sobbing, so I went back out to gather all my clothes from the living room,
giving her privacy. I put on my boxers, and she eventually appeared, eyes
down. She grabbed my hand and pulled me onto the bed and under the sheets.

"I'm so sorry about all of this, Jason. I'll be better tomorrow I
promise. I can't tell you how glad I am that you are here with me tonight."
She kissed my cheek then cuddled up to me, head on my shoulder. I kissed
her forehead.

"I'll be glad to stay with you through any storm, Cassandra," I
whispered. She squeezed me.

"Call me Cass," she murmured, and a moment later, she was fast asleep. It
took me much longer to fall asleep, and I processed everything that
happened that day. The sheer weight of so many thoughts pressed on my
brain, and actually made me sleepy. I contented myself with knowing that I
was holding a wonderful woman in my arms, and that she liked me.

We both slept in late, though Cass was up before me, and I awoke to see
9:34 am on the clock, and Cass gone. After stretching and using the
bathroom, I walked towards the kitchen and found Cass staring outside the
patio door, holding a cup of coffee. I didn't want to scare her, so I tried
to make heavy enough footfalls. She turned her head and smiled
weakly. Looking out the widow myself, I saw the real size of the branch
that had fallen. It looked like a small tree, and it would be significant
work to get it cut up and removed.

"It's big, but with the chainsaw I think I should be able to cut it up into
small enough pieces that the city will take it away." Cass nodded, but
still stared outside, lost in thought. I placed by hand on her shoulder,
and she covered it with her own. "Why don't I go home, get breakfast and
come right back with the chainsaw." I kept my voice quiet, but she didn't
respond for several moments.

"Why don't you come back after lunch? I think I need a little time to
myself this morning." I pulled my hand back from her shoulder, a little
nervous that I had overstepped some boundary. She turned slowly and kissed
my cheek. "Don't worry, Jason. It's not anything you did. I just need to
gather my thoughts after last night. I want you to stay for dinner
tonight. I'll cook. You can shower here after you are done working." She
smiled and so did I. Knowing now she wanted time alone, I didn't linger,
and went home as quick as I could. My own thoughts were churning as I
gassed up my chainsaw, checked that it was in good order, then I went
inside to take a quick shower.

Never in my life had I thought I would be attracted to a older, transexual,
former student. It all seemed so strange, so unlikely, yet I wasn't scared
of what any of it meant. The conversation had been so natural, holding Cass
in her most desperate fear had come by instinct. After my shower, I packed
a bag with a change of clothes and shower supplies, then made a quick
breakfast. I hadn't even considered that there was damage to my own home,
so I made a thorough inspection of the house and the yard. There were many
small branches down on my grass, but nothing serious and nothing that
couldn't wait for another day.

The rest of the morning went slow, and I didn't have much appetite for
lunch, though I did eat something. I had consumed a lot of water during my
time at home knowing I'd be sweating a lot deal with the tree at Cass'
house. At 1 pm, I put the chainsaw, a bow saw and work gloves in my car,
put on old clothes and work boots and drove over. Rather than knock on the
front door and disturb Cass' privacy, I went right to the backyard and got
to work. I used the bow saw on the small branches to save gas. I kept
checking the patio door to see if Cass was there, but I didn't see any
movement. I was certainly making enough noise to announce my presence, so I
decided to just focus on my work, and forget everything else. Manual labor
had a way of focusing my thoughts so I could ignore stress and anxiety and
other negative thoughts.

In less than 30 minutes, I was sweating profusely and cursing that I didn't
bring a water bottle with me. I was covered in saw dust and dirt, and
didn't want to bring any of it into Cass' clean home. Just as I began on
the main branch with the chainsaw, I notice the patio door open out of the
corner of my eye. I turned off the chainsaw and looked properly. Cass came
out, carrying a large glass full of iced lemonade, wearing a bikini top and
matching boyshort-cut bottoms. Her hair was down over her shoulder, and she
walked deliberately, swaying her hips slightly. None of the shyness and
hesitation from the morning was present. She was a Goddess.

"You've been working hard, haven't you," she purred, handing me the glass
and smiling. I took several grateful sips before pausing to speak.

"Thank you, Cass. It's swampy out here. I think I should be done in another
half-hour. You will probably have to hire a tree company to haul the logs
away. They'll be too thick for the city.

"I'll do that. I would like some of it for firewood for the firepit in the
corner." she pointed and I saw the firepit for the first time. It looks
cozy and perfect for summer or fall evenings.

"I'll make sure to put some brush and logs over..." I stopped in mid
sentence, as my shorts were being unbuttoned. "What the...?" Cass was on
her knees before me, unzipping my shorts and pulling them down, along with
my boxers. "Cass..."

"Hush now. Drink your lemonade and enjoy, Jason." She smiled up at me, and
then grasped my cock, starting to stroke. The look in her eyes told me to
be quiet and that she really, really wanted to do this. I was completely
hard in a moment, and she wasted not time in sliding her lips down most of
my shaft. I groaned and closed my eyes, letting my being focus on the feel
of her lips and mouth. I could tell that she was an expert in this, moving
up and down without hesitation, using her tongue to explore, and using her
hands and fingers to squeeze and to pull slightly on my balls.

My brain became fuzzy with pleasure, barely remembering that it had been so
many years since I had a blowjob, and it was the first time for such a good
one. As I felt that insistent pressure building, and I tried to fight it,
Cass seemed to slow down, squeeze the base of my cock, and shift her focus
on other areas. She pulled her mouth away from the head and shaft of my
cock, pointing it up and licking and sucking my balls into her mouth. She
did not mind my generous sweat in the slightest. I saw her nostril flare,
and her eyelids flutter.

In the briefest of pauses, she told me "Spread your legs more," and I
complied immediately. Her smile widened and after licking a finger, she
started to rub behind my balls, right against my asshole. I tensed, feeling
suddenly anxious, but she didn't say anything, or stop the movement of her
finger. The sensation distracted me just enough to prevent my orgasm, and
after a few moments, it felt like a massage and I relaxed. She must have
been waiting for the opportunity, because as soon as my muscles relaxed she
pushed with her finger and it popped in to the first knuckle. The sudden
sensation, along with renew vigor by her mouth pushed me over rapidly and
with a howl I erupted. She took my orgasm in stride, swallowing, leaving
her finger tip still until I felt back against the tree branch, panting.

She withdrew her finger, but she kept kissing and licking my softening
shaft, her eyes sparkling, her face radiant. When she finally pulled back
and stood up, her voice was full of happy laughter.

"Oh, Jason, it's been so long since I've done that for anyone, and you
lasted a lot longer than I expected. I'm pretty good you know." She
giggled, unabashed, and I laughed softly, still trying to catch my breath.

"You surprised me a bit, you know, with your finger," I muttered. "I
haven't had anyone do that to me. I've just done it myself." She winked.

"Once you didn't push me away or really object, I knew I was in the
clear. We might have to have a talk about that after you are done working."
She leaned forwards and kissed me, sharing my own taste with me. I didn't
mind at all, having tasted myself or more than one occasion. I was a little
surprised at how strong the taste and smell of sweat was.

"You obviously didn't mind me being so sweaty. It's really hot out here," I
said as my eyes start to look down her body. I noticed that her bottoms
were tenting prominently with the length of her erect shaft.

"Oh no, I didn't mind at all. If it's fresh sweat. And after watching you
working so hard to help me, I just couldn't resist. Besides, I had been
hoping to do that last night before..." Her sentence end with a blush, and
she looked away. I pulled her into a deep kiss and she melted into me. She
pulled away after a moment and turned back towards the house.

"Come in for a snack when you are finished. You can get a shower too."
There was a definite sway to her hips as she walked away and I was
staring. She looked back over her shoulder, as if to catch me, and I didn't
avert my eyes. She smiled delightedly and winked.

I found it a little difficult to restart the chainsaw after Cass went back
inside, but I managed and did my best to focus on the task. Though my
thoughts were on Cass and the blowjob she had just given me, I had the
general focus that comes after an orgasm.

The logs that I didn't think would be useful for the firepit I moved
towards the side of the house, in case the city decided to pick it up. Very
sweaty, and tired, I retrieved my bag from my car and went into the
kitchen. Cass was in front of the sink, humming along with the radio. She
turned and grinned.

"Use my shower. You aren't just a regular guest. And take your time. I'm
still working on the salad." I nodded and retreated into the house. I did
my best not to touch or bump into anything, since I was quite dirty. Not
wanting to spend too much time away from Cass, and from lunch, I showered
quickly. If it wasn't for the blowjob, I probably would have been tempted
to masturbate, but my level of sexual tension was low, for the moment.

I dressed quickly, in tshirt and khaki shorts and returned to kitchen. On
the table were fresh cut vegetables, dip and two glasses of iced tea. Cass
stood at the sink washing her hands, still humming, though I saw her head
tilt in my direction, signalling that she had heard me. I walked up behind
her, a little nervous, and kissed her bare shoulder. She sighed softly, and
reached behind to cup my cheek.

"I was wondering what your reaction would be when you finished working. I
know I surprised you with that blowjob," she whispered.

"Well, a random blowjob doesn't change how attracted I am to you, how much
I want to kiss you, how much I trust you," I responded, realizing that my
word came out a little awkward. Cass turned rather quickly and stared at
me.

"Trust? How can you trust me already?" She looked genuinely surprised. "How
do you know that I can trust you?" It was a bit unnerving at how bright and
piercing her eyes were. Her hands were on my hips and I sensed that she was
ready to push me away. A word that was supposed to be positive suddenly
created significant tension. I gathered myself, not looking away, and chose
my words with more care.

"We've know each other for almost two years. I've taught you, helped you,
listened to you. I've held you in the dark during the storm, and in the
middle of the night afterwards. You've trust me with your very personal
story, and I recognize how big a deal that is, even after our time as
teacher and student." I paused, then continued. "I feel comfortable with
you. I have no better way to say it. I normally panic the first time I'm
intimate with someone, but in the last 24 hours I was ready to go to bed
with you, let you photograph me, and I let you give me a blowjob without
hesitation. I TRUST you instinctively. And I know you trust me enough to
let me care for you when you are at your most vulnerable, like last night."

I couldn't find anything else useful to say, so I went silently, letting
her process my words. Her gaze didn't waver for for several moments, but I
saw the softness slowly return to her eyes, and then she was kissing me so
hard I nearly fell over backwards. Her mouth devoured mine, and I was
barely able to keep up with how quickly her lips and tongue
moved. Suddenly, the kiss was broken and she held me very tightly.

"You're right. Completely right. I've had my trust broken so many times
that when trust is mentioned, I tighten up inside. I'm sorry. Being open
sexually is much easier for me than being open emotionally. It's always
been the case." I held her as tight as she held me, until she relaxed. She
sniffed, then smiled.

"I might need a nap after all this." She went to the table to wipe her eyes
and nose on a napkin, then sat. "Dig in, I'm starving and I'm sure you must
be too."

Our snack was pretty quiet, except for a small discussion of the tree and
the logs that I left for the firepit. She wanted to have a fire that
evening if the weather held up, and I agreed. I helped to clean up and then
we went outside to inspect my work. When we were both staring up at the
spot on the birch where the branch had split away, Cass took my hand and
shivered. No doubt she was remembering the storm from the previous evening,
and my arm went around her protectively.

"I didn't sleep well last night, and I'm sure you're tired from getting rid
of the branch. Would you like to take a nap this afternoon?" She turned to
face me with wide eyes, almost pleading. "With me?" she added, as if
wanting to make herself perfectly clear. I nodded. She kisses my cheek and
led me by the hand into the house and into the bedroom. Without a word, she
undressed me down to my boxers, and then she changed out of her bikini into
black boyshorts. She wasn't shy about being nude, so I was curious as to
why she wanted to keep us both slightly covered. She sensed me question,
and answered it as we fell into bed.

"I usually sleep naked, but I guess I wanted this to be a chaste nap. A
restful one for both of us. Some days I can go back and forth wildly
between horny and not. I guess today is one of those days. I guess you'll
just have to get used to me that way." she said quietly.

"It's alright. I could use the sleep and there is no rush to get into bed,"
I stopped and we both laughed." You know what I mean," I finished and she
kissed me.

I reclined, head on the pillow and Cass rested on her side, head on my
shoulder, one leg over mine. The way our bodies fit together was almost
magical and I was immediately comfortable. Both of us drifted off to sleep
in a matter of moments.

Several hours later, I woke, feeling warm and groggy. I hadn't had a nap
like that in years, and I did not want to get up quickly. We somehow
switched positions while sleeping, and Cass was behind me, spooning me, her
arm over my side. Her hand rested on my belly, and her fingers were
moving. I could also feel her cock pressing up against my ass, very
erect. That would take some getting used to.

"Wakey, wakey," I heard Cass purr close to my ear. "I was wondering how
long I would have to lay here before you finally woke up." I turned and
face her and she surprised me with a passionate kiss.

"How long have you been awake?" I asked, breaking the kiss and looking into
her eyes.

"Oh, about twenty minutes. I thought about getting up, but laying with you
is so comfortable and relaxing, I couldn't give it up. Beside, I love the
feel of your hairy chest and belly." She placed two hands on my chest.

"I'm not complaining, though I'm surprised I didn't wake up for being
poked," I laughed and looked down at her tented boyshorts. She blushed.

"Well, I can't help it. You're wonderful, sexy and a great cuddler. That
turns me on." One of her hands left my chest and slid around her cock, then
her balls, showing off to me. "I may have to take care of this soon."

"You will? Isn't that for me to do?" I asked, rather surprised. I was a
little nervous, since I had never touched another person's cock before, but
I wanted to please Cass in a big way.

"Ummm... I guess... you don't have to..." she muttered. "I know it's new
for you and I didn't want to rush..." I cut her off by pulling away and
moving down by her feet. I pushed them apart, and reached out, tugging at
her boyshorts until they started to come down. I had them off in and
instant, and I grasped her shaft without hesitating. The skin was
surprisingly soft and very warm. She sat up, looking shocked, but a big
smile grew on her lips.

I moved forwards, still stroking, then I leaned it for a better look. I had
seen her the previous evening, but the light wasn't very good, so I didn't
take in all the details. Up close, she felt and looked bigger than she
looked, especially the head. I licked my lips nervously, but after a deep
breath, I opened my mouth, careful of covering my teeth, and took her head
into my mouth. A deep groan from Cass told me that she was happy where this
was going.

I was instantly in love with how her smooth cockhead tasted, and how the
skin gave to the pressure of my lips. I moved my tongue slowly around the
head, finding the slit, and then gently sucked again. All the techniques I
remembered watching in porn, and what little I had known from actual
blowjobs came back to my head. I decided to put all of it aside and just
find out what Cass liked. I reached down a little further and held her
smooth ball sac in my fingers. I was completely devoid of hair, soft and
wrinkled. As I continued to pleasure her cockhead, my fingers explored, not
only her balls but also her inner thighs and her asshole.

I could tell that Cass was loving the blowjob so far, but my head was
focused on how much I was enjoying it. I had thought of giving blowjobs
before, perhaps hooking up with a guy, but as with women, I was far too
scared to initiate. As I start to take some of the shaft, and feel the head
of Cass' cock sliding along the top of my mouth, I felt very comfortable,
even eager to do more.

"No need to force yourself. It's your first time, I gather," purred Cass. I
made some kind of grunt, but I continue to bob slowly up and down, each
time letting the head hit the roof of my mouth. My finger dove down between
Cass' soft cheek and found her hole. A subtle shift of Cass' weight and
move of her legs told me she approved. I just let my fingertip caress and
push a little at the entrance, rather than push inside. I knew it would be
rough without any kind of lubricant, and my mouth was far too happy to take
a break.

As the moments passed, I was aware that Cass' breathing was faster, her
body moved more, and her cock seemed to grow slightly in my grip, so I knew
her orgasm was close. I felt a little disappointment in the back of my
mind, thinking that it would be over, then I reminded myself that Cass and
I were just starting as lovers, and I would be getting a second chance. I
quickened my pace, and after several more moments, Cass grunted," If you
don't want to taste yet, I..."

I silenced her with a look and though I pulled my lips back around the
head, I pressed them sealing, telling her I was ready. Her hand on the top
of my head, she screamed and I got my first taste of cum. I was swallowing
before the first jet hit my tongue, so at first, I didn't get a proper
taste until she released more. I expected a stronger, more unpleasant
liquid, but her cum was slightly salty and musky, but otherwise
nondescript. As I swallowed I must have looked lost in thought, because
Cass was suddenly stroking my cheek and asking me if I was okay. A few more
licks of her head and I pull back, licking my lips.

"No, I'm fine. In fact, I'm great. That was wonderful and intense and
erotic, and I was happy to do that for you." She pulled me up hard and
kissed me passionately, then broke off.

"Oh my, you really did enjoy it, didn't you." I was confused at first to
what she meant, but when she looked down my body, I understood. My own cock
was achingly erect, and had been the entire time, thought I hadn't paid
attention to it. I smiled rather sheepishly. "No, don't be embarrassed,
honey. Be happy and proud."

She quickly flipped me over and then considered me for a moment. She
retrieved a bottle of lube from beside the bed and poured some on her
hands.

"Just relax. Completely relax." She kissed the very tip of my cock, then
then started stroking with both her lubed hands. The feeling was exquisite,
almost as good as sex, and I really did relax and enjoy it. I didn't think
I would be able to last, as aroused as I was, but Cass had an instinct on
when to slow down and ease me back. I had closed my eye when her fingers
began to squeeze and massage my balls, but I opened them again when her wet
finger probe further down, against my anus. She just massaged there and
push slightly until I really relaxed, and then she slid her finger into me,
without hesitating. I could feel the digit moving, twisting, until there
was a sudden intense sensation inside and I felt like I was going to erupt
that instant. I didn't, but I stared at Cass, who was beaming.

"You can just let go, now." The way she spoke, with experience, and with a
gentle tone, helped me trust her completely. Cass started moving her finger
again, but not in a thrusting motion. Her finger flicked back and forth
over my prostate and I could barely stay in place. I was surprised when my
penis started to soften for a moment, enough that I panicked a little
bit. Cass smiled reassuringly, but didn't start stroking my shaft again.

"Don't worry about that. You are just reacting to having my finger inside,
and the intensity of the experience. Sometime when I'm over aroused, I
soften, just because my body doesn't want to release yet. Trust me, honey,
don't worry." I tried to relax as much as I could, but I really did feel
like I was going to explode if I didn't orgasm. I saw clear fluid starting
to leak out of my slit. Instead of stroking, Cass squeezed, as though
trying to milk me. More of the fluid streamed out as her finger again moved
inside me. My hands reach out and gripped the bed, and I felt like I
couldn't stand much more of this, even though Cass had only begun.

She placed soft kisses on the head of my cock and on my belly as she
massaged my prostate, before eventually taking me back into her mouth. It
seemed like an eternity, but I grew erect again, and before long I was
aching to erupt. I couldn't control my muscles any more and I thought that
I was going to tear Cass' finger off. She knew exactly what she was doing,
and gave me a simple look letting me know it was okay to orgasm. I felt
afraid to really let go, but my body took over, and I tensed, with such a
powerful orgasm that I thought I might pass out. My eyes closed and my back
arched, making it difficult to keep my hips in place. I did so, just
barely, for Cass' benefit. I figured that I had released a fountain.

When I finally looked down and saw Cass licking her lips, not a dribble of
cum spilled, I took a deep breath. Her finger was still inside me, but I
could tell that it was slowly being drawn out.

"Stay here, don't move, and breath deeply." She went quickly to the
bathroom, and I heard the water running for quite sometime. I did focus on
breathing, processing what had just occurred. I felt empty, and slightly
uncomfortable, but I didn't really mind it. I guessed that everyone who had
been taken in the ass felt similar afterwards. And this was only Cass'
finger. I began to wonder what it would be like to take her cock, when Cass
came back out with a towel and a wet washcloth.

"It takes a long time for the hot water to get going, so I apologize. You
haven't felt any... urge to go?" she asked softly as she knelt before me.

"Um... no, not really. Just empty, and a little soreness," I responded
getting up on my elbows. Cass slowly cleaned my cock, thighs, balls and
ass. She also seemed to be checking for any bleeding.

"That's very good. I was as careful as I could, but anal play can be a
little risky. I've done it with gloves before, but with you, I didn't want
that barrier." She smiled up at me, took the washcloth back to the
bathroom, then came back to kiss me.

"And how do you feel emotionally?" Her eyes locked onto mine, and I felt a
little tension in the moment. Her fingers stoked my face, and I realized
that I would have to pick my words carefully again.

"I feel very close to you, and not just physically. I know it takes a lot
of trust to let someone do what you just did. I do trust you." She nodded,
but keep that steely lock on my eyes, wanting more. So I continued, telling
her exactly what I had been thinking. "Just before you came back out with
the washcloth, I start to imagine you fucking me there, and not just with
your fingers." Her eye brows raised, and I saw her lips twitch a
little. "With your cock," I added, with conviction, trying to emphasize it
enough for her. She broke into a grin.

"I'm really glad, Jason. It's not a requirement, despite what the smile on
my face might say, but I've enjoyed fucking boys in the past, and it
something I would want to do with a partner I really loved." She put her
head down on my chest and snuggled me. "To be honest, I prefer to take
rather than give most of the time. But I want... no I need variety." She
sat up suddenly and stared at me with a slight frown. "Not that I mean
other lovers, or anything. I'm not like that. I just like sex, different
kinds of sex and..." I stopped her with a kiss, and held her tightly.

"I get it Cass, and I want the same thing. You'll probably have to teach me
a lot, but I'll be a willing student, to be sure." I whispered and kissed
her forehead.

"Turnabout is fair play, as the say?" she asked demurely and nipped at my
chest.

"Um... yeah."

We rested in silence, as the afternoon faded and soon it was dusk, and I
could tell from various rumbling sounds that we were both hungry.

"Chinese?" We both said at the exact same time, and then laughed.