The T-Girl Sessions – Janet

Rob had worked hard to get a date with Janet. He thought she was
attractive the first time she flashed her bright smile at him at the
diner. He kept coming back, and worked up the nerve to ask her out.
She didn’t say no right away, and mentioned that she had to be
selective about who she dated. He persisted, and finally she said yes.

Janet liked Rob, though she figured after the first date he would not
ask her out any more. A ride through the countryside, and they ended
up at an upscale restaurant in the next town. He encouraged her to
select the wine, and she chose a claret.

Janet found that Rob didn’t date often, and he was rather quiet. She
didn’t mind – she was on the dominant side anyway, and found it a
worthwhile challenge to draw him out. Half an hour into the meal, she
realized that Rob was genuine and wanted to get to know him better.
When should I tell him THE important fact, she wondered.

Rob reached across the table and grasped her hand. He looked longingly
into her eyes. She smiled at first, then her expression turned somber,
something that he immediately noticed.

“Listen to me,” she whispered. “I don’t want a scene. If you want to
call things off right now, I’ll understand.” She paused a moment.

She leaned forward. It didn’t hurt that she showed him some cleavage.
She was proud of her firm breasts, and had felt Rob’s eyes on them
more than once. In a quiet, intimate whisper, she told him, “I’m a
pre-op transsexual. Do you know what that is?” She drew back, relieved
that she had finally told him.

Rob registered several different expressions in the seconds following
Janet’s pronouncement. Shock, confusion, a few others, and then poise.
“Y-yes, I know what, uhm, what that is.” Then he smiled and said, “I
thought you were going to say that you’re married, or have some fatal
disease.”

“So, do you want to end this and take me home, or what?” she asked
impatiently. She wasn’t prepared for what happened next.

He grasped her hand again, and lightly stroked her face. “I do want to
take you home – so we can be alone.”

An hour later Janet led Rob into her apartment. Once inside, she gave
him a hug to break the ice. After telling him a few details of her
situation, she had him feel her smooth pale legs. Her rather short
skirt, white socks, and sandals drew Rob’s attention to her
femininity. She saw that he was wrestling with the idea, and wondered
how he should react.

She turned his face toward hers, and lightly puckered her lips. Her
irresistible eyes, smooth lips, the certainty of her full breasts,
drew him to her. A tentative touch of the lips, and they both pressed
in for a passionate exchange of kisses.

“Do you want me to show you?” Janet whispered. Rob knew what she
meant, and his wide eyes showed his assent.

She led him to her bedroom and told him to undress. “I get to see
yours too!” she giggled. She had him get on the bed next to her. “I’m
all girl now,” she said seriously, “Except for that.”

Rob noticed that Janet’s cock was rather large.

Janet had Rob feel her breasts and legs, and then her ball sac and
semi-firm member. “Feel them as gently as if they were yours,” she
told him. She chuckled at the delicate way he felt them. While he did
that, she reached over and felt his cock and balls, and made approving
sounds.

Rob’s erection had gotten to a hard, raging state, and Janet’s member
was firm. She had him lie on top of her, face to face. “It’s okay if
they touch,” she said. It felt strange and exotic to Rob when his cock
and balls pressed against Janet’s.

“Okay,” Janet said after a few moments. She told him to sit up, facing
her in a semi cross legged manner. With a bright feminine smile, she
moved forward until their midsections touched. She brought their cocks
together with one hand and wrapped a flexible cord around them to keep
them together.

“Don’t be in a hurry,” she excitedly told him, and grasped his hands
with hers. “We’re going to very lightly touch our lips together, with
our foreheads touching. When I breathe out, you breathe in, and vise
versa.”

Rob felt an electric-like zing inside when their lips barely touched.
He saw that Janet let her eyes almost close, so he did the same. Long,
slow, natural breaths. When he breathed in, he felt energy course to
his midsection. When he breathed out, he felt he was giving her part
of himself. He had to resist pressing his lips to hers.

The breathing went on for some time, and Rob felt calm energy – energy
that was shared between them. After a while he realized that their
combined breathing had picked up. With lips lightly touching, their
breathing became quick and shallow. He felt a sensation inside him
that spread to his erection – the erection that Janet had bound to
hers.

When Janet threw her head back a half-whispered “Ahhhhhhhhh!” escaped
from her mouth. Rob was convinced he saw flashes of white light when a
profound, wrenching orgasm exploded within him. His exclamations
mimicked Janet’s. A few moments later he looked down and saw that
their cocks had both spewed forth an immense amount of semen. The
combined juices trickled over their balls.

Janet’s slender fingers removed the binding from their cocks, and they
both collapsed on the bed. A few tender kisses later, and she asked
him if he wanted to come over the following evening. When he said yes,
she told him to take a soapsuds enema and two rinsing enemas before
coming over. “We’re going to fuck,” she said.

Part 2 – Penetration

The following afternoon Rob reflected on the previous night’s
mind-blowing orgasm as he prepared himself for his visit. Janet’s
blunt phrase from the night before – “We’re going to fuck” – sounded
at the same time exciting and ominous.

He showed up at Janet’s, nervous and excited, with her favorite
claret. She appeared happy, and she had fixed a light dinner. Before
sitting down to eat, she took off her blouse, and treated Rob to the
sight of her naked breasts. They did little talking while they ate –
she mostly looked up and giggled when she caught him staring at her
bare chest.

“Okay honey,” she said, “Let’s save the rest of the wine for later.
I’m ready for the bedroom.”

Rob’s insides felt as though they flipped over a few times as he
followed Janet to her bed. “Let’s get undressed – and I’m going to
fuck you first,” she announced. They threw off their clothes, and she
pointed to the bed. In an authoritative tone, she directed, “Face down
on the bed!”

Rob glanced at Janet’s erect cock before getting on the bed. Although
she was on the petite side, her cock was meaty and at least as large
as his.

“That’s it – just relax now,” she cooed, and massaged Rob’s legs and
his shoulders. When her hands glided to his bare bottom, she pressed
in and kneaded the tension out. When he moaned contentedly, she knew
the time was right.

“Spread your legs a little, darling. That’s it.” She knelt between his
spread knees. A glob of petroleum jelly on her cock, and she was
ready. She spread Rob’s nether cheeks and positioned the tip of her
member at his entrance. A firm push, and she partially entered him.

“Uh!” Rob choked out as his response.

“Relax, honey, I’m going in deeper now.” Once she was in halfway, she
pumped with short strokes until she was totally inside. She lay prone
on top of Rob, and placed her smooth legs alongside his.

“Rob – that feels so good,” Janet cooed in a tremulous whisper. “Are
you okay?”

He felt the fullness of his new girlfriend’s cock inside him. “Yes,
Janet!”

She pumped slowly for a few moments. Then her thrusting became
stronger and quicker.

“I’m going to cum inside you, honey. I’m going to squirt my sperm in
your body, and you’ll carry it inside you all night!”

“UH! UHH! UHH! UNGH! UH! UHH! UH!” Rob exclaimed in response to
Janet’s frenzied pumping. He squirmed under her fucking.

“That’s right, give me a good ride! I like to ride before I cum – oh –
uhh – Oh God, honey!” Janet held on tightly as she let herself spurt
uncontrollably inside her new lover.

They both were panting. As she calmed down, she said, “I want to stay
inside you as long as I can so you’ll get every drop.” She gave an
occasional pump to eject the last traces of her seed. Eventually
Janet’s member softened and she pulled out. They cuddled and tasted
some claret.

Rob’s arousal returned, and he asked Janet if she was ready to
reciprocate. She got face down, arched her back, and guided Rob
through lubricating and entering her.

Janet’s subtle movements served to heighten Rob’s arousal, and sooner
than he planned to, he erupted inside her. A short exclamation, then
he bucked as he ejaculated. Janet’s excited mewling made it all the
more intense.

He stayed inside Janet as long as he could, and slipped out. Then they
slept.

Rob groggily awoke a couple of hours later to the feeling of Janet’s
cock thrusting in and out inside him. Janet then nudged him face down
and panted, “I had to have you again.” In the darkness Rob submitted,
and felt Janet’s cock slither in and out for a long while. When he was
sure that his entrance was getting sore, Janet pumped faster. It took
a while for her to come to ejaculation, and she gave spirited thrusts
as she again ejected her seed inside him.

Rob had conflicting feelings about what just happened. There was no
doubt about Janet’s femininity – except that she had a cock and a ball
sac. Her legs, breasts, and kisses felt good – and so had her spirited
fucking, he had to admit. Now, his new lover, Janet, had just finished
ejaculating spurts of her seed into him for the second time that
night. His back way was still stretched apart from her rather large
member, and his insides throbbed. He moaned as she slowly pumped in
and out to spill every drop of her ejaculation.

Janet pulled out and got on her back. She pulled Rob on top of her,
and in the semi-darkness they enjoyed full body contact. After a while
Rob’s member, in contact with Janet’s, began to firm up. Janet got
face down over some firm pillows, and, offering her ass to Rob,
implored, “Fuck me!”

He brusquely entered her and draped himself over her. The feeling of
her smooth legs against his threatened to send him into ejaculation
sooner than he wanted, so he plowed more slowly, sometimes stopping
for a moment with his member lodged all the way inside Janet.

“Oh yes, I love the feeling of you inside me!” she exclaimed, and
began to move subtly under him.

Rob’s breathing picked up and Janet giggled. He knew it was no use
trying to hang on longer, and pumped hard. He twisted and writhed as
his wrenching orgasm took hold and he strongly spurted.

Part 3 – Surrender and Submission

Janet and Rob spent more and more time together, and she subtly and
persistently took a more dominant role in the bedroom. It took some
time to get Rob to suck her off and swallow. She had him tell her
about the taste and texture of her ample cum. She loved the feel of
his mouth on her feet and toes, and frequently had him get her hard
with his mouth as foreplay before she took him.

The part she liked best was binding Rob’s wrists and ankles to the
bed. When he was bound face up, she teased his cock over a long period
of time, and when he begged for relief, she enjoyed the sweet pulsing
of her own member in his mouth before she either brought him off by
hand or let him spend his lust inside her. When she bound him face
down, she aggressively fucked him and took delight in the sounds he
made as she lustily pumped her cock inside him.

At times she practiced withstanding stimulation before cumming, and
gave him an extended fucking, taking frequent long pauses with her
stiff member nestled in his receptacle. When she could no longer stand
it, she let herself ejaculate, and pumped fast and hard until
completely spent.

After taking her pleasure, Janet always allowed Rob to take her,
mostly after teasing his cock to a hard and seeping state.
Occasionally she took him in her mouth, but most often enjoyed the
feeling of his throbbing erection inside her, and often brought him
off quickly with her wiggling under him. She learned that when she
rapidly clenched and relaxed her nether globes during sex Rob could
never endure the stimulation long before erupting.

Janet told Rob that she wanted him to shave his body from the waist
down, that it would feel good when they were in bed. It was an immense
turn-on for Rob as well, kissing her passionately while their naked
legs touched.

As they were getting ready to take pleasure one night, Janet fed Rob’s
fantasies by mentioning that she wanted to include another T-girl
friend of hers in their bedroom play. “We’re both going to fuck you
good, and you can fuck both of us. You have to work on being able to
fuck without cumming so soon. Get the lube – you can start practicing
now.”

She gave an aroused sigh as Rob entered her.