Supermarket Tranny

It was a typical Saturday morning. I was at the grocery
store doing my weekly food shopping. As I was perusing
through the vegetable section my eyes caught sight of a
a very attractive woman. She had long dark brown hair,
pretty face and a nice body.

I worked my way over to her and checked her left hand
for a wedding ring. She had none. I made some remarks
about the slim pickings the supermarket had. She and I
quickly engaged in conversation about cooking etc.

We walked around the store side by side picking our own
groceries an just having a good time. It was time to
check out. I introduced myself and she told me her name
was Joann, Jo for short.

We exchanged phone numbers and over the next several
weeks had lunch a few times. After just a couple of
meetings I felt I knew her all my life. There was a real
connection there.

After a few weeks I asked her out to dinner to one of my
favorite restaurants, we had a great meal and even
danced a bit. About midnight we decided that it was time
to head out because it was another forty minuets back to
her house.

As we got onto the highway she leaned over to me and
kissed me on the cheek and thanked me for a nice
evening. She slowly moved her hand over my crotch and
started rubbing softly. My cock reacted right away. I
could feel it swelling in my groin. She pulled my zipper
down, reached in and pulled my hard dick out.

"Oh my," she said seductively as she gazed at my eight
inch cock. She lowered herself down and gently cupped my
cock into her mouth. She started with just a little bit
of suction on the head and she used her hand to slowly
stroke the base of my cock. Then slowly with each bob of
her head started going down further and further down my
shaft until she had as much in her mouth as she could
given the fact that we were sitting in a car driving
down the highway.

The pleasure was intense. She seemed to know what my
cock was thinking. When it started to get too excited
and ready to blow, she would slow down and just lick up
and down my shaft. Then as my cock started to soften a
bit she would ram her head down on it and start sucking
hard. I didn't think my dick could get any harder than
it was, it was the best blowjob I ever had.

As we neared her house she sensed that I was close to
cumming and this time she put me over the top. I shot my
entire load into her throat, and she took every last
drip. She left my cock in her mouth for a minute after I
came and then she took her hand and slowly massaged my
dick with short strokes from the bottom of my shaft to
the top squeezing hard to make sure she got every last
drop.

It was fortunate that there was very little traffic on
the road because I could hardly pay attention to
driving. It was a mind blowing experience. If I didn't
love her before, this would surely have sealed the deal.

She gently put my cock back into my pants as we pulled
up to her apartment.

"That must have been a week's worth of cum," she said.

"No," I replied. "Just one day, I usually cum a lot."

She smiled at me and gave me a deep sultry murmur, then
I leaned over to her and kissed her on the lips. It took
a little work to work my tongue into her mouth but once
it was in there she gladly accepted it. I could taste my
cum.

After we broke the kiss she said, "Usually guys don't
like to kiss after a blowjob." I just smiled. With that
she got out of the car and wished me good night and we
agreed to talk the next day.

Over the next few days work was very hectic but I made
it a point to check in with Jo. Just quick hello. I was
thinking about her every minute, I thought that finally
she is the one, the one I will settle down with.

On Thursday I sent her a bouquet of flowers with note
that said, "I love you." Later that day when I tried to
check in with her she didn't pick up her cell phone. I
thought maybe she got busy and let it go.

The next morning about ten o'clock she called back. She
sounded somber. "I need to tell you something..." she
started. My heart sank, she's breaking up with me I
thought. "It's not easy to say this," she continued
"and, well... but it is something I have to say over the
phone."

There was a long silence. I couldn't talk.

"I really like you," she said. "I mean, love you and
well... you need to know that I am..." she paused for a
long, long time again. "I'm a man, a transvestite. I am
sorry." She hung up.

This was one of those moments where I was in suspended
animation. The world continued its oblivious buzz around
me, but I was still as a statue just sitting there. A
million thoughts went through my head. I was confused,
angry, bewildered.

I sat there for about five minutes like that until my
buddy Frank came by and slapped my back and said, "Wake
up, staff meeting, come on!"

I stood up and walked out of the building. I was in
shock for the rest of the day and in fact sat up most of
the night just staring at the wall until tiredness just
won over my shock and I fell asleep.

***

I woke up. It was Saturday. I felt like I couldn't move.
"How could this happen to me?" I asked. "We had such a
good thing going." Then it came to me, "So what! What if
Jo's a guy! We had a GOOD thing going!"

I called Jo and told her I wanted to talk to her. She
explained that she has been beaten by other men in anger
at this point and that's why she had to tell me over the
phone. I convinced her that we should then meet in a
public place so she would feel more comfortable.

We each drove ourselves to the restaurant that we went
to the week previous. We sat down and slowly started to
talk. I explained to her that I felt that there was so
much positive in the relationship that her being a guy
was really not a deal breaker for me.

After a few drinks we started making googly eyes at each
other like before. We danced and around midnight decided
that it was time to go home. We walked to my car. I
pulled her close and said, "We'll come back for your car
tomorrow." I kissed her deeply. We got into my car and
headed back to her place.

As we got onto the highway she leaned over, kissed me
and thanked me for a wonderful evening. Then she gently
reached for my zipper and proceeded to give another
incredible blowjob.

We arrived at her apartment. I could hardly walk from
the ecstasy that just took place in my groin. We got
into her apartment and went over to the couch, the
lights were dim. I pulled her close, kissed her and
whispered "I showed you mine, now you show me yours."

I sat down on the couch, and slowly she pulled her
blouse off over her head. She then unclipped her bra and
I helped her off with it. I stared at her breasts for a
few seconds. I thought, "There are a lot of women who
would love to have a rack like this!"

I cupped her breasts with my hands and massaged them
gently, then I reached around her to pull her closer and
started sucking on her nipples and kissing her stomach.
I unzipped her skirt and it fell to the floor.

It was time. I was nervous since I had never been with a
guy before. I pulled her panties down her legs revealing
a completely shaved six inch cock and balls. Her skin
was incredibly smooth. I pulled my hand across to her
front and gently grabbed her cock.

I figured, I'd never done this before, but I guess I'd
do what I would think would be pleasurable to me. I felt
her dick. It was hot and hard. A drip of pre-cum
appeared as I gave the base a squeeze. I took it into my
mouth. It was strange but erotic and tasty.

I started bobbing up and down, sucking hard, then
sucking soft. Running my tongue up and down her shaft.
She moaned with pleasure. After only a few minutes I
felt her cock getting harder and thicker. I felt the
veins as my lips tightened around her shaft as she was
getting ready to release her load into my mouth. Then
with a deep grunt she let go.

I could feel each shot of hot semen as it hit the back
of my mouth, the only thing I could do was suck harder
to make sure I got it all. As the last stream made its
way out of her cock, I slowed down and started massaging
her cock and nuts, slowly, milking every last drop.
Finally I let it plop out of my mouth.

She kneeled down in front of me and gave me a deep
tongue kiss so she could taste herself inside my mouth.
Then she said, "Are you sure you haven't done this
before?" and smiled at me.

By now my cock was ready to rock and roll again. She
peered down at my stiff willy and said, "Oh, I think
someone wants a treat." We went into the bedroom.

She lay down on her back and spread her legs. Her
flaccid but still engorged cock shimmered in the dim
light. I got onto the bed and slid my hands under her
ass. She took my signal and put her legs up in the air
spread eagle exposing her beautiful ass.

I gently pulled her cheeks apart and studied her
asshole. Slowly I lowered my head down, stuck my tongue
out and started circling her sphincter. She loved it.
Every few revolutions my tongue found its way into the
middle of her hole and I gently pushed it in.

I worked some spit up for lubrication and started to
lather her sphincter. By this time my cock was rock hard
and I knew what to do. I got on top of her, started
tongue kissing her while she helped my dick finds its
destination. I felt my head rubbing on her hole.

I started pushing gently and my head was soon inside her
hot ass. Just the thought of having anal with a guy gave
me a weird charge. I started pumping. Each stroke went
in deeper and deeper into her ass. Soon I was balls deep
inside her and I was pumping my cock into her tight ass
like my life depended on it.

She was moaning now.

I pumped harder and faster and I could feel my cock
swelling to the breaking point and finally the release.
I started shooting my hot load into her. Each stroke
brought a new spurt of joy juice deep in her colon until
my balls were completely empty.

I stopped pumping but I left my cock inside her as we
kissed for a long time. I slowly withdrew. A squirt of
my own semen followed my cock out of her ass. We hugged
each other and drifted off to sleep.

***

The next morning I woke to an incredible need to take a
piss. I opened my eyes, and in the morning light I gazed
at Jo for a few seconds and thought that she was every
bit as beautiful and sexy as day I first met her.

I slipped out of bed and as quietly as I could walked
into the bathroom. I held onto my dick to get a good aim
and started my business. She woke up to the sound of the
running water and came into the bathroom.

"Good morning babe," she said as she looked into the
mirror and adjusted her hair. "Last night was
incredible," she said.

I looked over at her thin naked body. There was
something totally weird and erotic about seeing a
beautiful woman with nice breasts and having her penis
dangle into sink as she leans forward to look at herself
in the mirror. It electrified me. I could feel my cock
hardening.

I moved over behind her and gently put my arms around
her making sure I ran my hands across her breasts and
down to her cock. I was so close that as put my arm
around her my growing cock gently pried it's way between
the gorgeous cheeks of her ass. Then I felt the moisture
of my cum from the night before. My right hand massaged
her cock gently.

"You know, I got to go," she said.

"Go," I said.

With that she started to release a stream of urine right
into the sink. I held her dick nice and steady for her.
It was very erotic and by now my cock was noticeably
hard. I stroked her a few times.

She bent over. Instinctively my cock head made its way
to her moist opening. With a few thrusts it was in. I
worked my cock all the way into her all the while
reaching around her to stroke her hardening cock.

My thrusts became harder and faster. It was hot and
moist in there. I knew I was being lubricated by my own
cum from the night before and that made it so much more
exciting. I pumped as furiously as I could, each time
landing balls deep in her asshole. She groaned with each
thrust.

She muttered, "Let's cum together." She hardly finished
saying it when I let loose my load inside her ass and
she shot her jizz all over the vanity.

After my cock forced my last drop of semen into Jo, I
pulled out and I put my arms around her and said, "I
love you."