Date: Sun, 19 Sep 2004 17:29:08 -0700 (PDT)
From: Lacie <lacieman@yahoo.com>
Subject: Transgender - TV - The Proposal

The following story contains graphic sexual scenes between men. If material
of this nature offends you then you should not read this story.
Additionally, if you are under 18 years of age in most states you are not
allowed to read this story by law.

This story is purely a work of fiction. Any resemblance to person's living
or dead, or to events that may have occurred, is purely coincidental.
Additionally, the actions of the characters in this story are in no way
intended to show approval of, or give sanction to, their actions.

The author claims all copyrights to this story and no duplication or
publication of this story is allowed, except by the web sites to which it
has been posted, without the consent of the author.

Comments and story suggestions are always welcome and you may e-mail them
to: lacieman@yahoo.com

The Proposal

Steve looked at his computer screen with tired eyes.  It was late - past
midnight in the middle of the week and he was still awake when his wife had
decided to turn in over an hour earlier.  He had recently found himself
surfing the web in places that he was unfamiliar with.  In particular,
Steve was looking at sites that had strong sexual content.  It started
innocently enough, looking at some pictures of famous women wearing little
to nothing.  Then he would find web sites with women and men in all sorts
of sexual situations.  And now, Steve was surfing some bisexual sites with
curiosity.

He had never really considered being with a man before he had discovered
these sites on the web.  It didn't help that Steve also found chat programs
where he could speak to men and women who actively led bisexual lives.  At
least, they claimed to when he chatted with them.  He had been faithful to
his wife during their marriage, never doing anything with another woman or
man for that matter.

Like a babe in the woods, Steve found himself being hit upon by men when he
would join a chat room for men that were "curious".  It surprised him how
open men seemed to telling him what they were interested in doing sexually.
Then again, he realized what being a woman must be like.  Men are typically
very straightforward and though he wasn't a romantic, Steve hoped to chat
with someone who was similar to him with curiosity.

It seemed to happen one evening when he came across a person named Jerry.
Jerry had told Steve much of his background and they chatted for well over
an hour.  What Steve learned made him hopeful that there were "normal"
folks out there online.  Jerry was more interested in talking to Steve
about what he was curious about rather than find out how big his cock was
and what Steve would do with his cock.  Jerry also had something that so
many others did not, he lived not very far from Steve.

Steve went to bed thinking more and more about bisexual fun.  Jerry had
somehow made him more interested than just curious, helping Steve lower his
defenses and building trust with him to a degree that no one had ever tried
before.

Over the next few nights Steve found himself going more and more to the web
to chat.  He found Jerry as a person who was very similar to him.  Though
Steve was 33 and Jerry was in his early 50's, they seemed to be comfortable
when chatting together.  Perhaps it felt more like a mentorship than some
sort of romantic connection.

The first 'move' so to speak was made by Jerry.  During a chat, Jerry asked
Steve if he would ever carry through with meeting a man for a sexual
encounter.  It made him think long and hard about what he could do in
secret without his wife finding out.  He had to be very discreet if he were
ever to try this.  It was crazy, he couldn't do this to himself and to his
family.  But somehow, the excitement that he felt thinking about this was
something that kept him from dismissing the possibility completely.

His sensible side made him think of a neutral meeting first time.  Steve
wasn't going to do something sexual the first time he meets a strange man.
He chuckled to himself thinking of his role being reversed, how far was he
to go on the first date - knowing full well that men want to get a home run
the first time.

They met.  At a coffee shop.  Someplace public and innocent.  Steve's
practical side made sure that he wasn't going to do anything foolish.  He
couldn't believe he was doing this in the first place.  When Jerry came in,
it made him feel a chill of excitement.  He was just as he had described -
a decent looking, well kept masculine man who dressed in business casual
similar to Steve's everyday clothes at work.

They talked and seemed to connect.  Having many things in common both from
experience and in general attitudes.  Jerry told Steve he had been with a
few men before and liked the experience.  He went on to tell Steve that he
was interested in getting to know Steve even better.  But, he had one small
request.  Handing Steve a large, blank business envelope that was sealed he
asked Steve to consider the proposal within.  As he went to tear it open,
Steve was stopped by Jerry who asked that it be done after they part.
Jerry wanted Steve to take some time to consider what was inside and then
act upon it after thinking about it for a week.

Steve's curiosity made him want to rip it open quickly but he respected
Jerry and his request.  They parted and went back to their lives for the
day.  In short order, Steve ripped open the envelope to find a hand written
note and a page from a catalog.  The note detailed how Jerry had been very
happy in meeting Steve and hoped to find a way to meet in private.
However, there was one request he had.  The note went on to say that Jerry
had been visiting various web sites as well and was interested in a fetish.
He plainly asked Steve if he would consider wearing the item from the
catalog.  It was a color picture of a woman wearing panties.

This was a surprise for Steve.  He had never thought of something such as
this.  Steve thought that any kind of bisexual encounter would be between
him and a man.  Something of this nature had never come across his mind.
He shook his head, this wasn't right, he wouldn't do this.  It was just
plain strange to him.  The note went on to say that Jerry offered what he
had hoped would be a fair trade.  For Steve getting and wearing the panties
pictured, Jerry offered to perform oral sex on Steve.  No strings attached,
no reciprocation requested.  Was this a steep price to ask for something
that he had thought about for a while?  The note ended with Jerry asking
Steve to think about it for 5 days before making a decision.

Those 5 days occupied Steve's mind whenever he had a free moment.  He tried
to visualize the silly look of him in panties and nothing else.  Then, he
saw Jerry with him, trying to suck on his cock.  It seemed strange each
time he tried to beleive it was being offered to him.  However, Steve
always ended up rock hard when he thought about it.

The 5th day came and Steve found himself at a lingerie store, purchasing a
pair of panties that matched the picture that was in the envelope.  That
night, Steve told Jerry that he couldn't beleive himself but he had bought
panties and was willing to try Jerry's proposal.  Jerry was naturally
thrilled and then went about trying to set up a meeting.  A motel was the
likely place since they could go, pay cash and remain anonymous.

Using a round of golf as an excuse, Steve had clearance to be away from his
wife for 5 hours on Saturday.  Plenty of time to meet with Jerry.  They met
in the lobby and Jerry took Steve to his room he had rented.  Nervous like
he had been on his first date as a teenager, Steve's heart raced.  It was
totally unreal how this all felt, as if he was watching a story rather than
living it.

They entered the room and an uneasy quiet filled the room.  Jerry went to
the little table in the room and sat in the chair.  He told Steve he would
very much like to see him in the panties.  Blushing, Steve took the panties
from the bag he kept them in.  Pulling off the tags, he held them up for
Jerry to see and saw a smile of content on Jerry's face.  Steve stepped
back around the corner to the sink and bathroom, just out of sight of
Jerry.  Jerry laughed that Steve was bashful and made a comment to him
about how funny it was that Steve was suddenly modest.

Steve laughed as he stripped just out of Jerry's site.  He slipped on the
panties and was amazed at how hard he felt when he put them on.  The sheer
material of them managed to hold his cock inside but it was clear they were
not constructed to hold a mans equipment.  Steve stepped out and faced
Jerry.  Jerry was stunned by how turned on he was by the site of Steve.
Jerry had long fantasized about a masculine man in lingerie and now, there
was one standing before him.

Steve stepped closer to Jerry who looked not at Steve's face, but at his
pantied crotch.  Just as Steve went to ask what Jerry thought, Jerry slid
forward on his chair onto his knees, his hands came up to hold Steve's
thighs.  Before Steve could say a word, Jerry moved his face in and was
kissing Steve on his panties.  The hot breath and pressure of his lips made
Steve groan in pleasure.  He looked down to see and feel this man kissing
his soft panties hard.  Instinctively, Steve placed a hand on Jerry's head
to encourage him to continue his affection.

Jerry's hands moved up to grab Steve on his butt.  Gripping it tight, he
continued to kiss and lick the panties until they became soaked with a
combination of saliva and pre-cum.  Moaning encouragement, Steve felt so
caught up in the moment.  Wearing panties was a small price to play for
what was going on.  Steve felt Jerry slip a finger in the leg of the
panties to tickle his balls, causing a series of groans as Jerry played.

It wasn't long before Jerry pulled Steves cock free of the panties out of
the leg.  That way, he was still wearing them while receiving oral pleasure
from Jerry.  Steve nearly fell over as Jerry sucked him into his hot mouth.
Moaning loudly now, Steve felt pleasure that was intense.  His cock was
being worked by a man for the first time and he loved it.  It didn't feel
strange - it felt incredible.  The panties made him conscious of his butt
and cock and balls as they gripped him so much tighter than his normal
underwear.  The constant sucking on his dick created waves of pleasure as
he was being given a blow job by Jerry.  This proposal to wear was
everything he had imagined and more.  The head Jerry gave him was as good
as any woman if not better, Jerry knew how sensitive the cockhead was and
his tongue exploited this.  Steve moaned as he neared orgasm.

As Steve's cock hardened to orgasm.  Jerry pulled the young cock out of his
mouth and stroked it quickly.  Causing Steve to shoot, arching his back,
his cum shot several feet across the room - powered by the lust he felt
from the orgasm Jerry provided.

Crying out, Steve was emptied of cum by Jerry.

Catching his breath, Steve stepped back and sat on the bed in the room.
Jerry rose to his feet and handed Steve the key to the room.  With a
questioned look on his face, Steve asked what was wrong.  Jerry told Steve
that he loved what had happened and was so glad Steve took his proposal.
But that anything further would need a new proposal.  Jerry winked as he
went to the door and asked Steve to look for him online in 2 nights.

As the door closed, Steve looked in the mirror of the room.  Sitting in a
pair of panties, he had just been sucked off by a man.  And it was
incredible.  He thought of what could possibly happen - and would there be
another proposal?

End