A GENTLEMAN'S WAGER
A gentleman's wager never seemed so risky...or so worth it...
Steven Stewart had been invited to a weekend long western theme
party along with his brother. There was just one stipulation. Steven had to go
dressed as Ms. Stella. Considering he was gay, it was going to be pretty hard
to catch a cowboy if everyone thought he was a girl.
Chase Montgomery was obsessed, both with his lover of three
years and Steven Stewart, a man he had only seen in a picture. The weekend
theme party he was throwing was the perfect time to introduce both to the
fantasies in Chase's mind. Now, if he could only get his lover to agree.
Warner James was someone who refused to give up control. While
that attitude served him well in the business world, it was hard on his love
life. He never dreamed his lover was thinking of brining someone else into
their relationship...until he meets Steven. Warner might even be interested in
a bit more than just a weekend fling if he can get both men to understand he
was the one in control.
"I can't believe I let you talk me into
this," Steven Stewart griped as he looked down at his costume. "I
look like an idiot."
"You look great," his brother Marc
replied. "Stop whining."
Steven rolled his eyes. "I'm wearing a
corset, Marc, with garters, women's hosiery, and a long gown." Steven
waved his hands down his outfit to emphasize the fact that he was indeed
wearing women's clothing. "I look like a freak. Hell, I even have a parasol
and a little hat with a veil."
"It's a western themed party, Steven. No
one's going to think you're a freak. I'm sure that there will be plenty of
people dressed like you."
"Woman, Marc," Steven growled as he
grabbed a handful of the silk dress and swished the skirt around. "There
will be plenty of women dressed like me. I seriously doubt there will be a
single man dressed as a lady except me."
"So, you'll be unique." Marc
chuckled as he settled his brown cowboy hat on his head and ran his fingers
across the brim.
"Marc!" Steven exclaimed.
"Being gay does not mean that I want to stand out. I'd really prefer to
just fade into the woodwork, you know? Being the center of attention is not
something I like."
Steven felt Marc pat him on the shoulder. He almost
turned and bit his brother's hand. "You'll be fine, Steven, just don't
tell anyone that you're a man and they will never know the difference. Besides,
you make a really hot cowgirl. You've certainly got the legs for it."
Steven rolled his eyes. "Is there some
reason I got stuck being the girl and you get to be the gunslinger?" He
shook his finger at Marc. "And you'd better not say it's because I'm
"It was the only other western outfit I
"Then how come you're dressed as the
gunslinger instead of me?"
Marc chuckled as he glanced down at himself.
"Seriously, dude? Do I even look like I could fit into that outfit?"
Steven had to admit that his brother had a
point. Marc took after their father. He was tall, muscular, and built. Steven,
on the other hand, took after their mother. He was short, skinny, and had often
been referred to as delicate.
He hated it.
Every single birthday wish that he had
revolved around wanting to be bigger, to fill out, or maybe just to grow a few
inches taller than his five foot six frame. He hadn't grown an inch taller
since his sixteenth birthday, no matter how many times he had made his wish.
"Just tell me I don't look totally
ridiculous," Steven finally said, accepting the fact that he would be
attending the biggest party of the season around dressed as a woman.
"Bro," Marc said as he settled his
hands on Steven's shoulders and turned him to face the full length mirror
hanging on the wall, "I would never make you do something that made you
look ridiculous. I promise. And I wasn't kidding when I said that you looked
Steven looked at himself in the mirror. He
supposed he didn't look too bad. The cream colored traveling dress he wore
showed off his slim body at its best. The waistline was tightly cinched around
his waist due to the corset he wore underneath. The neckline was high enough
that he wouldn't need to shove something down the front to create a cleavage.
There were two items that he wore that Steven
loved. The first were the garters and the hose. Marc was right. He did have
good legs, a present from his mother who had been a dancer before she married
his father. His legs might be short, but they looked great encased in women's
The second item Steven liked was the pearl
choker around his neck. It was a simple choker, just three strands of pearls
with a large teardrop pearl hanging from the bottom strand. Steven knew it was
fake but it still looked good on his slim throat.
Add in the long French tip nails and makeup,
the way his brother had swept up Steven's long blond hair into some sort of
twist on top of his head and Steven didn't think he looked too bad. His outfit
was topped off with a small pill box type hat with a thin veil that covered
half of Steven's face and a matching parasol.
"See?" Marc chuckled. "You do
Steven laughed. "Okay, I guess I don't
look too bad, but if anyone makes fun of me you're a dead man."
Steven couldn't believe he was giving in so
easily. He shouldn't be surprised though. He had been giving in to his
brother's crazy schemes since they were kids. Marc could get Steven to do just
Marc was also there to accept part of the
blame when things went wrong or to protect Steven when others bothered him.
Steven supposed that was why he continued to listen to Marc. He was a good
brother even if he was a tad misguided.
"You ready to go?" Marc asked as he
pulled his long black duster on over his shoulders.
Steven grimaced. "I guess." There
just didn't seem to be a way to get out of going, no matter how uncomfortable
he was. His brother might think he looked hot but Steven still felt like a
"Hey, Steven," Marc called out as
Steven carefully walked to the front door. It wasn't easy in the four inch high
heeled boots he wore. "If anyone gives you any trouble you just let me
know, okay? I'll take care of them."
Steven rolled his eyes again, something he did
often in the presence of his brother. "I'll be fine, Marc."
"I'm just saying…"
Steven ignored Marc and made his way out to
Marc's four door sedan. Not only did his ankles wobble as if they were about to
snap at any second, but Steven had a bit of trouble getting himself into the
car without slamming the door on the bottom of his dress. But he finally
managed it, and by then, Marc was in the car waiting.
"So, tell me about this party,"
Steven told Marc as they got on their way.
"It's supposed to be a real blast. This
guy always plans these weekend long theme parties. This year, he rented out an
old western town. We're all supposed to arrive this afternoon and the party
goes straight on till Sunday. Everyone has to stay in costume the entire
"And how did you get invited to this
party?" Steven asked.
Marc shrugged. "I did some work for the
guy a couple of months ago. He sent me a couple of tickets because he liked the
work I did."
"And, of course, you immediately thought
of me instead of taking some girl with you."
Marc chuckled. "I thought you'd enjoy
"You mean you couldn't find a date to
take with you." It was a statement, not a question. Marc was his brother
and Steven knew he cared but if Marc had been able to find a date to bring with
him, Steven would be sitting at home alone right now and he knew it.
"So, we have to stay in costume all
Marc nodded. "Yeah, but don't worry. I
have a suitcase packed for you with everything you'll need. Oh, and you'll have
to leave your cell phone in the car. No modern technology is allowed."
"What if there's an emergency or
"I'm sure they have that covered. Mr.
Montgomery has a lot of people working this gig. If there's a problem I'm sure
they can handle it. We're just supposed to sit back and relax, enjoy ourselves.
Think you can do that?"
"Yeah, I guess." Steven glanced out
the window at the passing terrain. "Are there going to be other gay men
"Haven't a clue, bro, but you'd think
there would be." Marc patted Steven on the leg. "Maybe you'll be
lucky and find a cowboy."
Steven once again rolled his eyes at his
brother. "Or maybe I'll get lynched."