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I'll Make It A Date, Part Seven free porn video
I'll Make it a Date, Part Seven
Chapter 1
After I fell in love with Tabitha, the day I dreaded most was the one in
which I'd have to tell my mom and dad about my feelings for her. I had no
idea of how they would take it, but I guessed that mom would be a bit
more understanding. I really feared dad's reaction. I was his pal as well
as his son, and he had watched with pride as I grew and matured and turned
into a sober, responsible young man. Dad had no clue that his son was in
love with a transgendered boy.
The next day on the "Day I Dread" list was the one in which I'd have to
talk to Tabby's dad about my relationship with his son. From what Laura
had told me, I knew that Steve had accepted Tabitha as his daughter. Laura
had assured me that Steve would be okay with my having sex with Tabby.
However, as you might imagine, being told something like that is far
different from being sure of it. All kinds of possibilities presented
themselves in my imagination. I mentally prepared myself for a beating, or
a pistol-whipping, or - at the very least - a good cussing and banishment
from Tabby's house.
On the way home from school on the Wednesday after our first date, I
voiced my concerns to Tim in the car. I finished with "If worse comes to
worst, we can see each other at my place and just be really careful about
it. That's better than nothing."
Tim shook his head and chuckled. "Greg, do you think my mom would even let
us hold hands together if she thought it would be a problem for daddy?"
I liked his use of "daddy." How girly! "I think he'll know we do more than
that. I really don't want to get beaten down the block with a baseball
bat."
Tim continued to laugh. "I'll protect you, boyfriend," he said with a
wink. "I may be small, but I'm fierce!'
I had to laugh at that. I turned the car onto Tim's block and saw Steve's
car in their driveway. "FUCK!" I blurted. Steve wasn't supposed to be home
so early. What was worse, he was standing in the driveway, smoking a
cigar. I thought of having Tim jump out of the car as I accelerated past
the house.
Tim moved his fist against my leg and looked at me. "Don't...worry. Just
relax and be yourself. It will go smoothly, I promise."
My car rolled to a stop in front of Tim's house and I turned off the
ignition. I wanted to kiss my lover for good luck, but that was out of the
question. I took a deep breath and stepped out of the car. Tim jogged up
the lawn with a loud "Dad!" and hugged his father. Steve held the cigar in
his hand as he hugged his son. His eyes followed me up the driveway. I was
jelly inside. I'd rather be walking to the post before the firing squad.
"Hello, sir," I said as I approached Tabby's dad. I offered my hand and he
shook it. He nodded and grunted his acknowledgment. The cigar was firmly
clenched in his teeth, and his expression was without emotion. Tim stood
next to Steve and kept his right arm around Steve's midsection. I searched
for something to say. "How was your trip?"
Steve turned his head to Tim. "Why don't you go say hi to your mom, Tim,"
he said. Tim nodded and headed for the door. He looked back at me once and
gave me a reassuring smile. Once Tim was inside, Steve turned to me.
"Let's go for a walk around the block, huh?"
I took it as an order. I waited for the blows to fall. Steve was a large
man and he was in top shape. He wore a suit and tie that fit him like a
second skin. I felt terribly under dressed in his company. He had always
been friendly and kind to me, but our walk was heading into uncharted
waters. At length, Steve spoke.
"I'll cut to the chase, Greg. I talked to my wife when I got home. She
told me about the agreement. I know you probably expect me to be pissed
off and out for blood, but I'm not." That relaxed me about 1%. Steve
continued: "I'm not thrilled, but I'm not gonna kill you."
I couldn't look at him. I stared at the roadway. "I'm so sorry, sir - it's
just --"
Steve cut me off "Don't say anything for a minute or two. I need to say
what I have to, then we can talk." He flicked the ash from the cigar and
held it as he talked. "When Tim was born I was over the moon. I would have
been just as happy with a girl, but it was a dream come true to have a
son. I couldn't hold him enough and I had to fight Laura over who got to
feed him. I even changed him more than she did." He laughed.
"As time went by, I thought I saw Tim change. Maybe not change, so much as
evolve. He had these little girl mannerisms that bothered me. I'd give him
a truck or a G.I. Joe and he'd cry. Laura gave him one of those little
play ovens and it was like he hit the lottery. He would bake right
alongside her and feed me all of his little creations. I wasn't happy
about it, but I figured it was just a phase."
We turned the corner. I was no longer scared, but I was not sure where the
story was going.
Steve continued: "Then the day came when he came out as Tabitha. We knew
something was up with him, but it was still a shock. That was the day I
knew I'd lost my son. Not 'lost' lost, but...you know what I mean. I had a
daughter take his place. I remember that night like yesterday. Everybody
cried. Tim broke my heart when he hugged me after I told him it was okay.
What else could I say?" Steve shrugged, then took a puff of the cigar.
"I'm still not 100% used to it, but when I see Tabitha in her girl clothes
I know that she is who she really is. She is who she has to be. I mean, I
see the way she moves, and talks and the gestures and everything - that's
no boy. He could go out right now as Tabby and fool the world."
I nodded, but stayed quiet.
"Now, what I have expected to happen has happened. She's in love. And
that's good. Everybody needs to have a first love. I didn't know how I
would take it, but I think I'm more happy for her then anything. If she
was my real daughter, I might be upset, but with things the way they are,
it's different."
I still wasn't out of the woods yet, but I thought that I could see
daylight in the distance. I was happy that I had all of my teeth, so far.
Steve puffed again, and tapped the ash again. "As for you and her, do you
really lover her?"
"Yes sir, with all my heart." I still looked at the asphalt.
"You have to look me in the eyes and say it again, Greg." He was
expressionless, but his eyes bore right through me.
"I would die for Tabby," I said, meeting his gaze. "I love her more than
anything. Tim and I were good friends, but I just knew that there was
something special, even before I knew about Tabitha. That just makes it
easier for me to love her even more." I was afraid that might have been a
little too much.
"I see," Steve said. "So what intentions do you have with her?"
I had to think for a moment about that. "I believe I want to be with her
forever," I said, honestly. "I know we're young, but I can't imagine
wanting anyone else. Tabby's perfect for me."
"Are you saying that because she has sex with you?" Steve looked away at
the end of the question.
"No, sir. I'd be happy just to hold her hand." It was true.
Steve chuckled. "No you wouldn't - be honest. You're 17. I was 17 once. I
know what it's like."
I stopped and said, slightly angrily: "I mean it. You say the word and we
won't even kiss each other until she's out of the house for good."
Steve smiled. "Relax, Greg - I believe you. You're a good kid. I
appreciate your guts in talking to me." We started walking again. "I don't
think of Tim - Tabby - as being gay. You, either. I know it's a guy and a
guy, but...it doesn't seem that way. I'm so used to him being a girl that
I, you know - it seems halfway normal to me."
I took no offense at that. I didn't expect anybody to ever consider Tabby
and me as "normal." I'd settle for "understandable."
Steve took a last puff from the cigar and tossed the butt into a storm
drain. "The question for me is, can I handle the two of you in my house
having sex, right?" He looked at me. I was speechless and beet red. He
continued: "You don't have to answer that. It's just rhetorical. If Tabby
was a real girl I'd never allow it. Not at home, or anywhere else, believe
me. But she is who she is, and it makes a difference. It's hard to
explain." Steve picked a fleck of tobacco leaf from his tongue.
He resumed his speech: "I know that the two of you aren't going to have
normal lives. You're gonna have hard lives, to be honest. Even if you wind
up together for years, it will be hard. You're gonna need to be super
careful with everything you do. Laura and I have for years. She told you
why we moved, right?"
"Yeah," I said.
"Mm. It was a nightmare after the secret got out. Poor kid. He's had it
rougher than we know." We turned another corner. "Because you're going to
have it tougher than other couples, I'm inclined to allow the two of you
more freedom than I otherwise would."
My outlook brightened considerably. I fought back a grin.
"Don't take it as a license to do whatever the hell you want," Steve said,
gruffly. "It's not. But if you stick to the rules my wife gave you, I'm
okay with you coming over and staying with Tabby at the house." He stopped
and put a giant hand on my shoulder. "But if you hurt her - in any way - I
will hurt you back. You understand?"
I gulped and nodded. "I wouldn't hurt her for the world, sir."
"I'm as serious as a heart attack, Greg. You break her heart and I will be
out for blood. Okay?" His look chilled my blood.
"I understand. That's not going to happen."
Steve smiled and released my arm. "Good, then. Let's get back and talk to
your girlfriend."
I blushed furiously and grinned as I looked down again.
Chapter 2
Tim was waiting at the front door when Steve and I returned to the house.
Laura stood behind him. The look of relief on both of their faces was
priceless. Tim opened the door for the men and we entered the house. As
soon as the door closed, Steve put his arm around Tim and asked: "So,
where's my girl?" Tim kissed him on the cheek and bolted for the stairway.
Laura had Steve and I follow her to the kitchen, where we had a long talk
at the kitchen table. They didn't ask me about any of the private details
about my relationship with Tabitha, thank god. The questions were mainly
about my plans for the future. I laid them out as best I could, given that
I wasn't entirely sure of them myself. I did mention that I wanted to get
an apartment where Tabby could visit me after I left for college. They
seemed to agree that that was a good idea.
Laura went over the rules of the house and the cabin again, just to be
sure we were all on the same page. I swore I'd follow all of them to the
letter. She asked me if I was really prepared to spend my life with a
transgendered male. I - hand to heart - said that I knew it was wanted
more than anything else. Laura asked me about Pam. That little devil of a
girlfriend, Tabby, had ratted me out about Pam's attentions. I admitted
what had happened, but I swore that I'd take care of it as best I could.
That seemed to satisfy Laura.
Steve offered all sorts of advice about my college options and possible
careers. He had risen very quickly through the ranks of his company, and
now he was a highly-compensated senior vice president. He said that there
were all kinds of internships and openings for bright young people at the
firm. I was happy to hear it, and I promised I'd look into it.
We lost track of time as we talked, and it was dark outside by the time
Tabby reappeared. My jaw nearly dropped when I saw her. She wore a dark
red, strapless dress that fell just above her knees. A black sash was tied
around her tiny waist. Her legs were shining from the sheer hose she wore,
and her feet were perched inside glossy red leather pumps. The heels had
to have been four inches high, at least. A double strand of pearls adorned
her neck and her hair was tucked behind her ears to reveal two dangling,
silver earrings. Tabby wore lipstick, mascara and just a touch of
eyeliner. Her lovely scent reached us and added to my entrancement. I
noticed that she had painted her fingernails in the color of her lipstick.
I wondered if her toes were done, as well.
"There she is!" Steve announced happily. "Get over here!"
Tabby scooted to her dad as fast as she could in the heels, and
practically jumped onto this lap. "Daddy!" She giggled as she kissed on
the cheek several times.
"Did you miss me, sweetheart?" Steve asked of Tabby.
"You know I did, daddy. Very much. You need to stop making such long
trips." Her arms ringed Steve's neck.
The look on his face spoke a thousand words. It was at that moment that I
knew he was sincere about everything he had told me. It look a load off my
mind. I felt a sense of pride for him. He understood Tabby just as I did.
I watched Laura beam at them, as well. I wanted to call my parents over at
that moment and show them that having a "different" child was not the end
of the world.
Tabby kissed her dad again, then took her own seat. We couldn't help but
smile at each other. She was so damned beautiful. I can write it a hundred
times in as many ways, but I can't do her proper justice. She belonged in
a movie, or on the cover of a teen fashion magazine, or somewhere where
the world could appreciate her looks. Her dress fit her perfectly, and I
could see her exquisite legs and feet from where I sat. She did the
swinging foot thing again, and winked at me.
Laura broke the spell: "Oh, for heaven's sake you two: hold hands!"
Tabby took my hand even before Laura finished. We placed our interlocked
hands atop the table and scooted just a bit closer together. Laura and
Steve looked at each other, then at the two of us. It was one of the
happiest moments of my life. I had love, acceptance and pride all
together. With more than a little lust thrown in, I must admit!
Laura asked me if I could stay for dinner. I accepted right away, but
explained that I would have to call home first. Tabby volunteered to help
her mother cook, and Steve said that he would change clothes and meet me
in the living room. I called home and got the okay to stay at Tabby's for
a few hours. When that was done, I moved to the living room and turned on
the television.
Chapter 3
My dinner with Tabitha and her parents turned out to be an unqualified
success. Laura had worked on a roast through the day, and it turned out
perfect. Tabby made mashed potatoes and couple of vegetable side dishes.
Both of the women beamed as Steve and I helped ourselves to seconds. I was
unbearably full by the time we finished. I offered to help with the
dishes, but Tabby insisted that I return to the living room with Steve. I
obeyed her command.
Steve needed another cigar, and he even offered me one. I had gotten sick
from inhaling cigar smoke once, so I declined. He suggested we move out to
the back porch. It was fairly cold outside, in the dark, but not terribly
uncomfortable. I leaned against the railing and Steve took a seat on a
hanging bench. We talked for about 45 minutes, until the cigar reached
its end. Steve tossed it away and took me back inside. Laura and Tabby
were sitting at the kitchen table, chatting away. Steve said, "What are
you two girls discussing?"
"Girl talk," Tabby said. "It's a secret."
"Okay," Steve replied, "And everything we talked about outside is a
secret, too. Now we're even."
Tabitha stood and stepped to my side. "I love this man so much." She said,
out of nowhere. She grabbed my arm. "He is so good to me. I'm glad you two
approve of him." She gave me a peck on the cheek, but kept here eyes on
her folks. I blushed.
"We do approve, Tabitha," Laura said. "Just be careful. There are a lot of
people who won't."
"Can I show him my new shoes, mom?" Tabby asked.
"It's okay with me, hon. Steve?" Laura looked at her husband.
Steve thought for a moment, then shook his head in bewilderment. "Women
and shoes," he said. "I'll never get it." Then, to me: "How about another
walk, Greg? You feel up for it?"
Tabby stamped her foot and balled her fists. "Daddy!" She said with an
angry look.
Steve laughed, "Okay - Okay - I just don't think Greg has the same love
for shoes that you do, sweet pea." he said.
At that, Tabby led me by the hand to the stairs, and up to her room. We
heard Steve and Laura talk and laugh as we climbed the steps.
Once we were inside her room, the door safely closed, Tabby was all over
me. I thought she would suck the skin off of my face. I didn't mind it a
bit. "I love you I love you I love you," she murmured, interrupting
herself with licks and love bites. "My man."
I held her tightly and returned every kiss with gusto. My hands cupped her
butt. I pressed my erection against her. She moaned at the pressure and
looked down at my bulge.
"Can you wait just a little bit?" Tabby asked.
I pushed her back just a few inches. "I'm not sure we should even think
about it tonight --"
She interrupted me. "No! We hold up our end of the deal and they hold up
theirs. End of discussion. I want you and that's all there is to it." She
lunged at my mouth again. I didn't have time to reply. She was right after
all. Flawless logic.
Tabby backed away and twirled for me. "You know what I want to do?" She
asked. I certainly knew what I wanted! "I want to change into something
more comfortable. But I want you to decide what it is. So I'm going to lie
down on my tummy and not watch while you pick out a new outfit for me.
Okay?"
I was taken aback. "Tabby, I don't know the first thing about your
clothes..."
She shook her head. "That doesn't matter, lover. You know what you like.
You know where everything is. You pick out every piece you want me to
wear. Everything from inside out."
I liked her idea! "Okay," I said. "Just don't blame me if they don't
match."
Tabby unzipped her dress and stepped out of it, looking at me all the
while. "It's alright," she said, "as long as you like it, I'll wear it."
She handed me the dress. "Will you hang this for me, sweetheart?" She
removed her shoes and started to unroll her thigh-high stockings. She
stopped and cocked her head. "What are you waiting for, Greg? Get to
work."
I snapped out of her spell and carried the dress to the closet. I found a
free hangar and figured out how to affix the dress to it. I walked back to
Tabby's dresser and turned to look at her. She was now entirely naked, on
her stomach, with both legs slowly scissoring the air. Her butt wiggled
from the movement of her legs. I wanted to dive in and run my tongue
between her cheeks.
"Would you be a darling and put those things away for me?" Tabby asked,
pointing backward at the small pile of her underthings. I picked them up
and returned them to the drawer. I then looked at the neat rows of panties
and garter belts and rolled up stockings.
Where to start? I knew I wanted to see her in white. The sight of Tabby's
skin beneath white lingerie formed in my mind. I thumbed through the rows
of panties and found a white pair that were made of lace and little else.
Next, I selected a garter belt in white, followed by matching stockings.
In the next drawer down, I found a lacy white bra that looked like it
matched the rest of the things I had chosen. I placed all of the
undergarments on the bed, at Tabby's feet. "There's the first layer," I
said, not knowing how else to describe them.
Tabby giggled. "Alright. Now go back to the closet and select the rest.
Your job's not done yet." She didn't turn her head at all.
I went to the closet and stared at the rows of dresses and slips and other
items. I decided that a dress would not be necessary, if I truly had the
final say. I saw a white bustier (I learned it's proper name from Tabby
later) hanging by its straps and picked it. Then I looked at the shoes. I
saw a pair of white satin high-heeled sling backs and took them down from
their holders. I carried everything back to the bed. Tabitha turned and
looked at what I had brought.
"Where's the dress?" She asked.
"You won't need it." I said.
She frowned. "I want to dress up for you," she said.
"You will," I said. "This is enough. I want to see you in these."
Tabby rolled over and I saw her penis was fully erect. She saw me looking
at it and licked her lips. "Ohhh, who needs silly old clothes...?"
I shook my head. "Nothing doing. Get dressed."
Tabby sat up and examined my choices. She picked up the bustier. "Honey, I
won't need the bra with this." She held it up against her chest to show me
how it fit. "See? The cups work like a bra. I can still wear the bra, if
you'd like."
"No," I said, "just that." I pointed at the bustier. I loved the way the
large bow at the top looked against her chest.
"Okay then," she said, "You get to go back in the closet until I'm ready."
She stood and turned me around.
I walked back into the closet. Tabby closed the door behind me. I inhaled
the mixed aroma of cedar and perfume and the smell of the different
fabrics that made up her wardrobe. I wondered how many thousands of
dollars had gone into buying everything. I calculated that Tabby's parents
spent more in one year on her clothing than they had for all of Tim's
clothing throughout his entire lifetime. Tabby was a lucky girl to have
parents who were as generous as they were wealthy.
There was a knock at the door. I opened it and entered the bedroom. Tabby
stood in front of the dresser. She wore everything I had selected, less
the bra. She was a vision of sexiness. She had her right leg bent enough
to rest her right shoe on its toe. He right knee rubbed the left one. Her
right index finger rested on her lower lip and her left hand was placed
against her waist. Tabby's head was inclined slightly forward. She was a
pinup come to life.
I wanted for time to come to a stop and for us to stay exactly where we
were forever. Desire doesn't even begin to define what I felt. Tabby was
feminine perfection. I couldn't even speak. The bustier matched the
panties and stockings to a tee. The bow in front was a very nice touch.
The panties were tented and I could barely make out the outline of her
penis. The shoes made the muscles in her legs tremble a little. I was
transfixed.
After a long silence, Tabby dropped her hands and frowned at me. "Well?"
She asked.
I answered by taking two long steps toward her and then sweeping her off
of her feet and into my arms. She threw her arms around my neck and we
kissed as passionately as we ever had. We stayed there for longer than I
can estimate. It was no strain for me at all to hold her aloft. I let her
back down to her feet and stared at her again. "Turn around," I said.
Tabby complied and showed off her pantied ass to me. She bent over and
placed her fingertips on the toes of her shoes. The tops of her stockings
strained against the garter straps. I ran my fingers over the back of her
thighs. She straightened up and backed into my body. My hands slid around
her waist and met just over the seam from which the small skirt of the
bustier fell. I kissed her neck and moved my hands downward. Tabby lifted
her arms and bent them so as to hold the back of my neck.
I slid her panties partly down her thighs. She turned her head to kiss me
on the mouth. I used both hands to cup her pouch as I rubbed her penis
with my thumbs. Her knees buckled. My thumb and two fingers encircled her
shaft and began stroking. Tabby thrust her pelvis forward and pushed
against my grip. Our mouths remained sealed. My left hand moved back to
her ass and I slid my middle finger against her rosebud. The right hand
picked up the pace of the strokes. Tabby's knees buckled again and she
squealed into my mouth. Three streams of semen arched through the air and
landed on the floor. Tabby collapsed backward into me. I picked her up
again and carried her to the edge of the bed. I laid her down and kissed
her eyelids.
Tabby took a moment to recover. I used the time to undress. She stretched
her arms and smiled at me. "That was sooooo good," she said. "It's so much
better when somebody else does it for you." We shared a laugh.
I lowered my undershorts and let my throbbing cock spring loose. Tabby
reached up and took it in her tiny hand. "Poor thing," she said. "He looks
--"
She was interrupted by a shot of cum right to the center of her chest. She
didn't miss a beat, and started stroking me. Several more streams of come
followed, and painted her bustier. I was as surprised as she was, but I
had been on the brink of ejaculation for quite a while. Tabby milked me
for all I was worth. When I was done, I fell onto the bed, on my stomach.
Tabby laughed involuntarily, then said "I'm sorry, that was just so
unexpected." She straddled my lower back and rubbed my shoulder blades.
"Poor baby," she said in a soothing voice. "I'm sorry I teased you so
much. You should have come first." We both laughed at the unintended
double meaning. "I mean, I should have pleased you first."
"No," I said, "It was alright by me. God that felt good. You turn me on
more than I can tell you."
Tabby leaned in and kissed my back. "You turn me on just as much, lover.
You know, I sit in class and all I do is think about what we've done and
what we are going to do."
"Me too," I said. "We're both gonna get summer school if we keep that up."
"Can you imagine what it will be like when we get a place of our own?" She
said. "You come home to find me waiting, dressed like this. We make love
for five or six hours..."
I turned my head "No dinner?"
Tabby slapped my back. "Not if you misbehave."
I felt her next erection move along the small of my back. She pressed into
me a little more, rubbing the underside of her penis against me. My dick
started to grow again. Teenagers have no idea how good they've got it!
A new idea occurred to me. "Let's try something new." I said. "Let me turn
over."
Tabby slid off of me and I rolled over onto my back. My cock was inflating
rapidly. I motioned for her to turn around. She did, and then I pulled her
over until she was on top of me again. Without words, she knew what I
wanted. She spread her legs until her penis and her testicles were fully
in my open mouth. I felt her lips seal around my cock head. Her tongue
went to work, as did mine. I made a bathtub of my mouth and soaked her
privates with warm saliva. I rolled everything around with my tongue and
squeezed her shaft against the roof of my mouth. She licked my head and
shaft and cupped my balls with one hand.
We worked on each other for quite a while. It was good that we had already
come once. We sucked and licked and fondled as much as we liked. I was
really beginning to love sucking her little cock, I must admit. I really
loved hearing her moan and pant and squeal. I even loved the shots of come
that flowed around my tongue when tabby came. When it was my turn, she
maintained her seal on my cock head and took everything into her mouth.
She held it until we could share the fluid with our mouths and tongues. I
liked that, too.
We embraced for a long time. Everything was perfect. I had nothing on my
mind but my love for my beautiful girl. She rubbed my chest and my stomach
and cooed to me. I think we both wanted desperately to fall asleep and
spend the night together, but that was not a possibility that day. I
wanted badly to fuck her again, but time was quickly getting away from us.
I was the first to mention it, and we agreed to pick up where we left off,
the following evening.
I dressed and Tabby changed into pajamas and her bunny slippers. She
walked me downstairs, where I wished Steve and Laura a good night. I
found it hard to look Steve in the eyes, but he acted as though nothing
unusual had taken place. Laura ran into the kitchen and returned to give
me a plastic container of roast beef to take home. Tabby made sure that a
serving of mashed potatoes was included.
I drove home, ate the leftovers and was asleep as soon as my head hit the
pillow.
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