Tweet
I slept soundly that night. For the first half off the night, I don't
think I moved from the position in which I'd crawled into bed. I do
remember waking up though, about 2 or 3 in the morning, to use the
bathroom and get a drink of water. Upon returning to bed, I drifted off
into a sleep filled with vivid dreams...much like the night before. This
time, instead of falling down Alice's rabbit hole, I dreamt that I
sitting in a classroom full of students, and I was one of them. As I
looked around, I noticed that there were men and women in the class, but
we were all wearing school uniforms. The guys had on slacks, shirts, and
ties, and the girls were wearing grey, pleated skirts, white blouses,
knee-high white stockings, and black mary-jane shoes...the classic
schoolgirl look. The teacher was lecturing on sex education when he
started asking students to pair up, male and female. I looked around and
there was only one other available person and we were both guys. We
looked at the teacher and told him, "we don't have partners."
"Don't worry about it. Just partner up together," he said. "One of
you can change clothes and take on the girl's role."
My new partner and
I looked at each other and it quickly became apparent that I was going to
be the girl in this class. My dream partner was 6'3", 220 lbs. of
muscle. My 5'9", 190 pound frame made me a man, but once we got the
clothes, we realized that he would never fit. Resigned to my role, I
quickly stripped off my men's clothes and started donning the schoolgirl
outfit. Once I was dressed, the teacher continued his lecture. He talked
about sex...STDs and health maintenance...vaginal...oral...anal...how to use a
condom...bondage...control & submission...role playing...and on and on.
Finally, he started handing out in-class assignments. Each pair was to
re-enact something that he had lectured about. He started handing out
assignments, and when my partner and I received ours, I blushed. I
couldn't believe the assignment we'd drawn. Our task was to role play
in front of the class a doctor's visit. My partner quickly donned the
doctor's coat (I have no idea where it came from...it just appeared in
his hand) and told me to go lie down on the examining table. I did.
He
told me to close my eyes. I did. He told me to raise my arms above my
head. I did. Quickly, using whatever tape was handy, my partner tied my
hands together to a bar extending above the headrest. I lay there waiting
as I felt his hands caress my arms down to my body. He unbuttoned my
blouse and I felt him massaging my chest. I could hear the murmurs of my
classmates as they took notes on what my partner was doing. I felt him
move away from my body, heard a click, then I felt him come close again
by my legs. He lifted my legs up and spread them apart. I opened my eyes
to see what he was doing and almost jumped off the table as I saw him
start to secure my right leg to one of the stirrups. He wasn't giving me
just any doctor's exam. He planned to add a gynecological exam to the
role play. He finished tying my right foot to the stirrup then focused
his attention on my left leg. I tried to struggle and get away from him
but I didn't have the leverage to do so. Without a second thought, he
secured my left foot in the stirrup and left me spread wide open for the
class to see. I started to complain in protest and say that this was not
a part of the class, but he ignored me. He slid up my skirt then took a
pair of scissors and cut my panties off. I cried out and asked him what
he planned to do, but I soon had my answer as he came around towards my
head, stuffed my panties in my mouth, then used tape to secure them
there.
Now the only sounds I could make were muffled gasps and
moans...both of which I found myself doing as I felt his hands caressing
my legs and playing with my balls and cock. I felt him start to slide his
fingers into my anus. He pulled out some KY jelly to make it easier then
stepped back. I couldn't see him. No matter how hard I strained, I
couldn't see what he was doing. I felt him before I saw him again. There
was an uncomfortable pain in my rear as I felt him try to force something
up there. It felt too firm to be his fingers. Then he uttered one word...
"speculum." And with that my humiliation was almost complete. I felt
the tears in my eyes as I tried to cope with an experience that women
dealt with on a daily basis. I struggled and squirmed, but that only made
me more uncomfortable. So I lay still and let my tears silently roll out
of my eyes. As I felt more pressure, I realized he was opening up the
speculum making it wider so he could get a better look inside...if that's
what he was going to do. But I was wrong. Instead of just taking a look
around, he walked away then came back with an enema bag. Somewhere in the
distance, I swore I heard the teacher describing what was going on to the
class...the elements of control and submission, role playing, anal play,
and the like. But I tuned the teacher out. My focus was drawn to the
feeling of the liquid being forced into my body.
It started to feel
warm...then warmer. I started to feel pressure build up and I started
squirming, trying to get away. But it didn't stop. As he started to push
the devices in and out of my anus, my hips started to grind trying to
find whatever pleasure might be there. On and on this went until I felt I
was about to burst. I couldn't speak. I could only moan with frustration
and a desire to be free from the torment that my partner was heaping on
me. I was fighting for control but feeling powerless. My moans continued
as I lay on the bed shuddering and twitching, while my partner came up
near my head. He leaned down to whisper in my ear "embrace the pleasure,
enjoy the pain, and...wake up!"
A searing light tore through my eyelids. "Hunh? What? What's going
on?" I mumbled incoherently as I tried to remember where I was.
"Come on Jo. We're gonna be late for skiing, again" Frank said through
the door. "Get up, get dressed, and come eat."
"Okay, okay," I replied. As I got over the shock of my rude awakening
and started to get oriented as to where I was, I lay back on the bed and
stared at the ceiling and tried to remember what I'd been dreaming
about. Minute after minute, I lay there trying to remember. But all I
could come up with was that I felt aroused, and full. My hands found
their way to my erection and began to caress it through the nightgown,
but it took me a minute to remember that the full feeling I had was
caused by the tampon in my rear. "Shit...I guess I should get up and take
care of things. First and foremost, get rid of the tampon, then maybe I
can focus." My thoughts were starting to gain clarity through the early
morning fog.
I rolled out of bed and gathered my things so that I could
get cleaned up and ready to hit the slopes.
As I made my way towards the bathroom, Tom called out "that must have
been some dream Jo. You were moaning like a champ." I blushed as I
scurried into the bathroom to relieve myself. After finishing with the
can, I pinned up my wig then hopped in the shower. The water felt
exquisite as it ran down my body, washing away the remaining tension from
the day before and opening up my mind to the possibilities of the day. I
finished up the shower then got ready for skiing. With the panties and
bra, thermals, turtleneck, stretch pants, and vest, I was ready to go. A
little light makeup and pulling my wig into a ponytail, I stepped out to
meet the guys.
"Good. You're ready," said Frank. "We're late, so we put breakfast
in a bag for you. We're heading to a different resort today, so that's
the reason for the rush."
"Oh, okay. Well, let me put my shoes on, then we can go." I rushed to
slide my feet into my boots and grab my coat, hat and gloves. "We're
off." As we piled into the truck, we talked about plans for the day. But
slowly, the conversation drifted back to the events of the day before.
"You know, Jo, I've gotta give it up to you," Frank said. "You were
something to see yesterday. Very sexy. Probably sexier than you thought
you were."
I found myself blushing again.
"Yeah Jo," Tom added. "As a matter of fact, we got a number of
compliments...about you. Some of the people who saw you with us were
impressed by your...performance.
They actually wanted to meet you, but we
told them you'd be tired. So, we arranged to go out to dinner tonight
with a couple of the people that were there."
"Wait...are you for real?"
"Sure. It's no big deal. And it's not like you haven't been out
dressed before. I mean, did you already forget being my arm candy all day
in the casino yesterday?" Tom asked.
I tried to respond, but no words were coming out.
"Don't worry about it Jo. Dinner will be fun. Besides, we promise to
have it just be dinner. Nothing you don't want to do."
"Frank, you seem to forget that this whole trip has had elements of me
doing things I didn't want to do," I responded.
"Perhaps that's true," Frank said. "But can you honestly tell me that
you haven't been enjoying yourself? Way, deep down...honestly...have you
enjoyed yourself?"
I sat silently for a little while as I gathered my thoughts. I thought
about the shopping trip on the way to the slopes. I thought about the
bondage and being fucked by Tom and Frank. I thought about my willingness
to ski while en femme. I thought about the sensual evening that Frank and
I spent together. I thought about Tom's treating me like a lady, his
lady, while we were at the casino. I thought about the display that I'd
put on at the sex show. There were a lot of parts that I had been
uncomfortable with, at least on some level. I guess, if I'd really
wanted to avoid any parts of it, I could have started by not coming on
the trip, especially since I knew what their goal was. I could have
fought harder and been a less compliant lady.
If I'd had the courage, I
could have gone to the cops, dressed as I was, endured the humiliation of
other people's thoughts and perceptions, but at the least, I could have
gotten a ride to the bus station and a ticket home. I could have fought
Frank's kindness and not accepted his gentle overtures. But I didn't. I
didn't do any of those things. I went along with each step of their
plan, giving up a little of myself along the way. Why? Did I really want
to be a woman? Did I want to be their woman? What would happen when we
got back to "civilization?"
"Frank," I started, "I'm not going to say that I didn't have times
when I enjoyed myself. I mean, I've gotten past the stage of hating you
and Tom for what you've forced me to do. And I guess, if I'm being
honest, I've even allowed myself to enjoy some parts of it. That
doesn't mean that I'm totally comfortable with everything that's
happening. But I guess everything that's happened has tapped into some
deep curiosity in me. Granted, I feel resigned to my fate of being your
woman for the trip, and I imagine that I'll be in this role again at
different points in the future. Hell, I might even have a little
anticipation for some of those times. But, I'm still not sure what this
all means... I guess, yes, I have enjoyed myself on some parts of this
trip more than others. But I've also found myself doing some things that
I would not have otherwise done if there were not some fear there about
the possibility of something worse coming down the line."
"Jo, we're not going to hurt you, and we're not going to let anyone
else hurt you...at least not in a way that causes any permanent damage,"
Tom interjected. "But we are pushing your limits, and we know that.
Be
hesitant. That's fine. Be wary. That's cool. But let go and enjoy it.
Enjoy the surrender...the release...the powerlessness. You might even find
out some things about yourself that you didn't even know were there."
I stared out the window at the passing trees. "Maybe..."
"Jo, tell me something," Frank paused before he continued. "When
you're dressed as you are, even though it wasn't necessarily your
decision, how do you feel?"
"I don't know. Soft I guess."
"Keep talking Jo," Frank encouraged.
"I feel...feminine is a word I would have to use. Maybe vulnerable too. I
mean, it's a little scary to be out in public like this." I paused for
a moment to gather my thoughts. "I am glad that we're in an area where
nobody knows us because that makes it easier. But I still feel nervous
about what someone might say if they read me."
"Okay, but what about when you're in a situation where nobody
cares...like the sex show?"
"Well, there it was different. I felt out of control there because for
the first part, things were being done to me...that spanking and whatnot.
I guess it was different when you made me fuck myself with the dildos.
I
mean, I was more in control in the sense that I was doing myself. I could
control the tempo, the depth, the position...all that was under my
control. I lost myself in my head at that time and started to think of
myself as a woman. Or at least I thought to myself, how would a woman
respond if she were in this position? But I still felt out of control
because I was responding to your commands and instructions...and that made
me feel...free, I guess is the word. I didn't have to worry about what I
was doing because it's like I was being told to do it."
"Kind of like you were being given permission to let go?" Tom asked.
"Yes," was all I could say. "It's not a feeling that I've had
before, especially not in a sexual situation. Even with the women that
I've been with, I was still the one in charge, and I did like seeing
them lose it."
"See," Frank jumped in. "That's all we really want from you...for you
to let go, lose control and ride the experience for all it's worth. When
else are you going to be in a position to truly explore all those areas
of your mind that you're afraid to uncover? When else are you going to
be in a position to be so free and out of control because you know
you've got people around you who are going to take care of you?"
"Well hopefully, in my next relationship," I retorted quickly.
"Okay, Jo. Fine," Frank said. "Hopefully you'll find that with the
girl you don't know yet. But until you find her, why not let yourself
go? See what it's like to be in her role. It just might make you a
better lover."
Frank was trying to push some interesting buttons at this point, but I
had to give it to him. He was making some interesting observations.
"Have you ever...let yourself go with your girlfriends Frank?
Tom, what
about you?" I asked, trying to regain some measure of composure.
"I wish I had. But I had to learn things the old-fashioned way," Frank
said. "With some of my past lovers, they've been pretty open about
things and the way that they felt while we were having sex. Hell, some of
them turned me onto some of the same things that we've been doing with
you. Now, I've never enjoyed receiving anal sex like you, but that
doesn't mean that I didn't let one of my girlfriends stick her finger
up my ass, just out of curiosity. It just didn't do it for me, not like
it does for you."
"Same here," Tom added. "I've been into the bondage thing with my
girl for awhile. We switch it up. Sometimes she's in control, sometimes
I am. But whatever the case, we've both learned how to push those limits
and learn how to be free in the moment."
"So, you're saying that you've done all these things for me for MY
benefit?"
I replied sarcastically.
"Honestly Jo," Frank looked thoughtful as he prepared his response.
"Not entirely. Yes, I've thought you could stand to loosen up a little
bit, but I also thought that it might be fun to step outside the lines a
little and see what was there. Now that I've gone there, I've got a few
more ideas of things to do with my girl."
I sat back, feeling pensive as I saw the sign for the resort coming up.
Tom said, "look, why don't we table things for now, and we can continue
this discussion at dinner. Alright? For now, let's just hit the slopes
and have some fun."
"Sounds like the best plan of the day," was Frank's response. "Jo?
You okay?"
"Yeah. Just thinking." We grabbed our stuff from the back of the truck
and off the ski rack and made our way to the day lodge.
"I'm going to
run to the `ladies' room. Can you watch my stuff for me?"
"Sure Jo," Tom replied. "We'll be right here when you get back."
I walked off to the restroom to take care of business. In the hustle and
bustle, no one paid me any mind, so I was able to get in, use the
facilities, touch up my lip gloss, and head back outside. I found the
guys in the same spot that I'd left them. "Okay. I'm ready."
We stepped into our skis and took off towards the nearest lift. We skied
run after run, sometimes just cruising down the slopes, other times
playing follow the leader, and other times racing each other to the
bottom. We were always careful to try not to fall because whenever one of
us did, the other two promptly aimed straight for the fallen friend
before sliding to an abrupt "hockey stop" and spraying the downed
person with piles of snow. There was probably more laughter during
today's runs than during the first day because I was more relaxed in my
role. I let the guys treat me like a lady and, in return, I favored them
with flirtatious attention. They even play fought over me at one point.
All in all, it was a great day on the mountain. The ride back to the
cabin was much more relaxed and the conversation flowed more freely.
Frank even took to the time to tease me about a couple of guys he had
seen checking me out in the lodge. I blushed a little, but teased him
back about how he'd been trying to run some game on a couple of other
ladies there while he thought my attention was all on Tom. The jokes and
banter continued all the way home.
Finally, we pulled up to the cabin and
took our stuff inside.
"Jo, ladies first in the shower. We KNOW how long it takes you to get
ready," Frank said with a playful tap on my rear.
"That's right. I should get to take my time. After all, this kind of
beauty isn't achieved overnight."
"Fine, fine," Tom added. "Take all the time that you need, so long as
you're ready in an hour. Don't forget we've got dinner plans."
In the midst of having fun with my guys, I had temporarily misplaced that
particular thought. "Right. I'll be ready." And I scampered off to the
bathroom, shedding jackets and turtlenecks and ski pants along the way. I
thought I heard Frank mumble something about getting his dollar bills
ready for a private strip show later on, but I'd already closed the door
by that point and was running my shower. I shaved and scrubbed and let
the water wash over me. I got out and patted myself dry, feeling clean
and refreshed. I sprayed perfume in all my intimate places and reflected
on how much I seemed to be getting into my role as a woman. With each
passing day, I fell further and further down the rabbit hole...but I
didn't care. At least for the remaining time with the guys, I was okay
being the girl.
I accepted that there were things I should experience and
learn about, and if I could find a way to integrate them into who I was
trying to be, then it would all be worth it.
I sauntered out of the bathroom and across the hall into my bedroom.
Through the door I called out to the guys, "hey, what kind of restaurant
are we going to?"
Tom answered, "It's kind of upscale. We're wearing slacks and
sweaters. I'm sure you'll find something appropriate."
I rummaged through the clothes that we had bought on the ride up and
found a variation on the outfit that I'd worn to the casino. It was a
pale blue suede miniskirt with a slit up the left thigh and matching
jacket, which I paired with a black bustier with attached garters, black
thigh hi stockings, black mesh panties with bows on the sides, and black
4" pumps. Probably the most striking feature of the outfit was the
length of the skirt. It was short enough that you could see the tops of
my stockings even while I was standing, but when I sat down, if my legs
weren't crossed, my panties were pretty much in full view of anyone
sitting across from me or next to me. I knew that the outfit was a little
risqué given our location, but I figured that I might as well have a
little fun with the guys.
I let the hair from my wig fall across my
shoulders and stepped out into the hallway.
"Hot damn Jo! You look amazing!" Frank had a look of awe on his face as
I turned around to give him the full effect.
"What? What?" Tom called out from the shower.
"Don't worry about it," Frank responded. "You'll see when you're
done." Frank returned to memorizing every curve that was hinted at by my
outfit. I could have sworn I saw him licking his lips.
"You look pretty dapper yourself," I said to him to try and get his
attention focused anywhere else. I was afraid that he might decide that
he wanted to have me as an appetizer...which might not have been too bad,
but I still wanted to maintain some level of decorum.
"Thanks Jo," he replied. "Can I get you anything while we're waiting
on Tom?"
"Just water, thanks. Now what you can do is tell me about the people
we're supposed to be eating with. I know you said that you and Tom met
them during `my show,' the other day. But who are they? What's the
plan for tonight?"
"Well, it's a group of about 3-4 people that we're planning to meet at
the restaurant. It's supposed to be 2 couples, males and females. The
plan is just to enjoy a night out on the town and to meet some new
people. Whether or not anything physical happens...we'll just have to
wait and see. But I do know that the women want to get to know you. Back
at the show, they were real curious about what your experiences had been
like."
I nodded as I thought about what I might tell them. As I sat down to
wait, I watched Frank's eyes follow my every move.
I gave him a little
show when I crossed my legs and I know I saw the front of his pants start
to bulge. "Everything okay Frank?" I asked sweetly.
"Hunh? Oh, I'm fine. You know...just...taking in the sights," he said
with a smile. "And I've gotta say, you are a helluva sight."
Tom finally came out from the back room to join us. "So what was all the
commotion ab...?" He stopped dead in his tracks as he gave me the once
over...then the double-take. "Jeez, I think I'm having a heart attack."
Frank and I laughed. "Seriously, Jo...you look amazing."
"Thank you Tom." I smiled at him.
"Frank, do you notice that something seems different about Jo? There's
something...I can't quite put my finger on it..."
"You're right Tom," Frank said. "I had the same feeling but I also
wasn't too sure about what it might be." They looked at each other,
then looked at me as if they were waiting for an answer. I sat for a
minute soaking up the ambience and letting their minds work before
responding.
"Guys, it's nothing physical.
I didn't do anything different. The
clothes are the same ones we saw in the store. The wig is the same one
I've been wearing for the last few days. The amount of makeup I'm
wearing hasn't changed, still just a little lip gloss." I paused before
continuing, "The only thing that's different is my attitude." I looked
each of them in the eye for a moment, trying to see if they understood. I
decided to tell them a little more.
"Look, while we were talking this morning, you gave me a few things to
think about. And some of it represented the same `struggles' we've
been having since you guys started me down this path. Don't get me
wrong, once we get back to civilization, my male stuff is coming back.
There will still be basketball and football and poker and all the things
that generally like to do when we're hanging out. But what I've finally
come to grips with is the idea that, in a situation like this, where I'm
under someone else's control, I'm free to do whatever I want and be
whoever I want. Granted, it's not like I'm going to go out and be some
tramp or floozy.
That's just not my style. But I can get into being a
lady, even one who occasionally acts a little slutty for the guys that
I'm with, which is basically you two. I know that there are still things
we might explore, but we've already done a lot. I've experienced a lot
as your `girl,' and it's been an eye-opener. A little uncomfortable,
sometimes more than others. But I'm accepting that I've still done most
of these things willingly, even under the threat of punishment, it was
still my choice. And there have been parts that I've enjoyed. So, I say
let's see where this goes. For this trip, I'm your lady and I expect to
be treated like one. Of course, I think we're all about to see just what
that means, but it ought to be an interesting experience. I guess you
could say that I've gone over to `the soft side.'"
The looks on their faces as I'd been talking changed from curiosity to
confusion to understanding. They knew that I'd finally stopped resisting
and that I was ready to relax and have fun and be open to whatever it is
they still wanted to show me. I knew them well enough to know that they
would still treat me with a level of respect, but I also knew that they
still had some kinky stuff up their sleeves that they were waiting to
roll out.
"Are you ready?" I asked them.
"Yep," replied Tom. "It's about that time."
"On so many levels," Frank added. "Let's go." Tom simply nodded as
he helped me put on my outer coat. As we walked to the truck, Frank was
even gentlemanly enough to open the door for me and hold my hand as he
helped me in.
Before long, we were cruising down the road on our way into
town to meet our companions for the evening. Along the way, we recounted
our day's exploits on the mountain and laughed at various jokes. We also
talked about future get-togethers...where we might go and what we might
do. We arrived at the restaurant almost too soon.
As soon as we walked in, Frank waved at a couple in the waiting area.
"Hey Gina, Mark. Good to see you again. Have you been waiting long?"
"No, not at all," Gina replied. "You must be Jo," she said as she
turned to look at me.
"I am. It's nice to meet you," I replied with an outstretched hand.
"Oh come, come," she said as she pulled me into one of those hugs that
girls tend to give each other. "I've heard so much about you that I
feel like we're already friends." Her smile was mischievous, but
sincere. "You look delectable in that outfit."
I smiled and complemented her back, "so do you. That dress looks
fantastic on you." She gave a little twirl in her burgundy cocktail
dress. "You're not too cold, are you?" I winked as she glanced down
and saw her nipples pointing through the dress. She laughed.
"Not really. Besides, I've got Mark to warm me up." In the midst of me
getting to know Gina, Mark had gone on to greet Frank and Tom. As I
looked at him, I thought his face was kind of familiar and I realized
that he must have been at the show earlier that week.
"Are the others here?" asked Tom.
"Yep. Elise and Alex are already seated," Mark informed us. "They're
waiting on us."
Frank, Tom, and I followed Gina and Mark to a private booth in the back
of the restaurant. It was obvious that the restaurant was designed to
create as much privacy in a public place as possible. As I was introduced
to Elise and Alex (apparently both of them had been at the show with
Mark), I slid into the booth between Frank and Tom.
Everyone chit-chatted
as we looked over the menus and tried to figure out what we wanted to
order. The waiters brought bread and water and took our drink orders
while we continued to get to know each other.
"So, Jo," Elise started in, "I thought your performance at the show
the other day was very memorable. I'd never seen a transvestite live
before and you looked like you were enjoying yourself." I felt my face
get hot and was thankful that my brown skin hid what would have been a
raging blush. "I've been dying to know how long you've been dressing
and what it feels like for you."
"Oh definitely," chimed in Gina. "I really want to know the full story
because you really do look amazing and feminine and you seem to really
enjoy being with Frank and Tom."
"Well...would you believe that this whole `situation' started with a
bet about 6 months ago?"
"No," Gina gasped. "Six months? That's it?"
"It's true," Frank said. "Tom, Jo, and I were playing poker and Jo
lost a bet. He had to do whatever we told him to do and we asked him to
dress like a girl."
"So, you had him dress like a girl. Did he look as good as he does
now?" Mark asked.
"Did you do anything else that day? That's the real question," Alex
chimed in.
"Well, we shouldn't kiss and tell..." said Tom, "but since we did more
than kiss, I guess it's okay." Everyone laughed. "Once we got Jo
dressed, it didn't take long before we had him serving us drinks and
food...and after a few minor disagreements regarding point of view, Jo
came around."
"Oh really?" asked Elise. "How so?"
Frank took this part of the response. "Well, he came over the couch
after we tied him up and popped that cherry.
He actually sucked his first
cock that night...at least as far as we know."
"That was my first, thank you very much." The group laughed at my
playfully indignant response. "The guys were my firsts for a lot of
things. And I'll be honest, that first night left me pretty pissed
off."
"I'll bet. It's just like a couple of guys to take advantage of a
vulnerable young lady," Elise laughed as she responded with partial
sympathy and scolded the guys. "Seriously though, you must have had a
rough time."
"I don't know Elise," Gina replied. "After the first couple thrusts,
I'd have imagined that Jo had a pretty smooth time." The laughter
flowed freely at this point. The waiter returned with our meals so we put
the conversation on hold while he was there. After he left, we started
right back in.
"I'll be honest, it took me a few months after that night to even be
willing to risk going out with those two again.
My issue was that they
told me that, now that they'd had me once, they were going to make it
their goal to have me again and again whenever we were in private. That
kind of scared me."
"So how did this trip come about?" asked Alex.
"It really happened because Jo made a mistake," said Tom. "Jo finally
came by to hang out with us again for the superbowl. In the midst of the
excitement of the game, he made a bet with Frank and Frank won...again.
The bet consisted of this trip and Jo's obedience. And we have to give
it to him, Jo has been a total sport going along with the bet. We've
actually been talking a lot over the last few days and Jo has been coming
to grips with `her' position."
"Is that so?" asked Mark. I thought I caught a gleam in his eye.
"Within reason," I quickly added. "Yes, I've done some things over
the last few days that are WAY out of the norm for me, but that's
because Frank and Tom have generally treated me with respect and not made
any demands that were inappropriate for the situation."
"So," Elise asked, "you were willing to do the demonstration at the
sex show because everyone was doing it and it was basically okay?"
"Yes," I responded. "I'm not going to do anything in public that's
going to cause me any unnecessary embarrassment and Frank and Tom have
respected that. And as long as they continue to respect that, then I
guess I'm willing to try most of the things they want to do...in
private."
"So, what say we test that theory," Alex challenged.
"What are you thinking Alex?" asked Gina.
Elise and Mark also looked
curious, but I got the sense that they already had some ideas.
"Frank, if you and Tom are willing, how about we swap partners for the
night?"
"What, you want to trade Jo for Elise?" Frank asked.
"No. I want to trade Elise and Gina for Jo...for Mark and myself." Alex
said.
Frank and Tom looked at me. "What do you say, Jo? Are you willing?"
To be continued...
think I moved from the position in which I'd crawled into bed. I do
remember waking up though, about 2 or 3 in the morning, to use the
bathroom and get a drink of water. Upon returning to bed, I drifted off
into a sleep filled with vivid dreams...much like the night before. This
time, instead of falling down Alice's rabbit hole, I dreamt that I
sitting in a classroom full of students, and I was one of them. As I
looked around, I noticed that there were men and women in the class, but
we were all wearing school uniforms. The guys had on slacks, shirts, and
ties, and the girls were wearing grey, pleated skirts, white blouses,
knee-high white stockings, and black mary-jane shoes...the classic
schoolgirl look. The teacher was lecturing on sex education when he
started asking students to pair up, male and female. I looked around and
there was only one other available person and we were both guys. We
looked at the teacher and told him, "we don't have partners."
"Don't worry about it. Just partner up together," he said. "One of
you can change clothes and take on the girl's role."
My new partner and
I looked at each other and it quickly became apparent that I was going to
be the girl in this class. My dream partner was 6'3", 220 lbs. of
muscle. My 5'9", 190 pound frame made me a man, but once we got the
clothes, we realized that he would never fit. Resigned to my role, I
quickly stripped off my men's clothes and started donning the schoolgirl
outfit. Once I was dressed, the teacher continued his lecture. He talked
about sex...STDs and health maintenance...vaginal...oral...anal...how to use a
condom...bondage...control & submission...role playing...and on and on.
Finally, he started handing out in-class assignments. Each pair was to
re-enact something that he had lectured about. He started handing out
assignments, and when my partner and I received ours, I blushed. I
couldn't believe the assignment we'd drawn. Our task was to role play
in front of the class a doctor's visit. My partner quickly donned the
doctor's coat (I have no idea where it came from...it just appeared in
his hand) and told me to go lie down on the examining table. I did.
He
told me to close my eyes. I did. He told me to raise my arms above my
head. I did. Quickly, using whatever tape was handy, my partner tied my
hands together to a bar extending above the headrest. I lay there waiting
as I felt his hands caress my arms down to my body. He unbuttoned my
blouse and I felt him massaging my chest. I could hear the murmurs of my
classmates as they took notes on what my partner was doing. I felt him
move away from my body, heard a click, then I felt him come close again
by my legs. He lifted my legs up and spread them apart. I opened my eyes
to see what he was doing and almost jumped off the table as I saw him
start to secure my right leg to one of the stirrups. He wasn't giving me
just any doctor's exam. He planned to add a gynecological exam to the
role play. He finished tying my right foot to the stirrup then focused
his attention on my left leg. I tried to struggle and get away from him
but I didn't have the leverage to do so. Without a second thought, he
secured my left foot in the stirrup and left me spread wide open for the
class to see. I started to complain in protest and say that this was not
a part of the class, but he ignored me. He slid up my skirt then took a
pair of scissors and cut my panties off. I cried out and asked him what
he planned to do, but I soon had my answer as he came around towards my
head, stuffed my panties in my mouth, then used tape to secure them
there.
Now the only sounds I could make were muffled gasps and
moans...both of which I found myself doing as I felt his hands caressing
my legs and playing with my balls and cock. I felt him start to slide his
fingers into my anus. He pulled out some KY jelly to make it easier then
stepped back. I couldn't see him. No matter how hard I strained, I
couldn't see what he was doing. I felt him before I saw him again. There
was an uncomfortable pain in my rear as I felt him try to force something
up there. It felt too firm to be his fingers. Then he uttered one word...
"speculum." And with that my humiliation was almost complete. I felt
the tears in my eyes as I tried to cope with an experience that women
dealt with on a daily basis. I struggled and squirmed, but that only made
me more uncomfortable. So I lay still and let my tears silently roll out
of my eyes. As I felt more pressure, I realized he was opening up the
speculum making it wider so he could get a better look inside...if that's
what he was going to do. But I was wrong. Instead of just taking a look
around, he walked away then came back with an enema bag. Somewhere in the
distance, I swore I heard the teacher describing what was going on to the
class...the elements of control and submission, role playing, anal play,
and the like. But I tuned the teacher out. My focus was drawn to the
feeling of the liquid being forced into my body.
It started to feel
warm...then warmer. I started to feel pressure build up and I started
squirming, trying to get away. But it didn't stop. As he started to push
the devices in and out of my anus, my hips started to grind trying to
find whatever pleasure might be there. On and on this went until I felt I
was about to burst. I couldn't speak. I could only moan with frustration
and a desire to be free from the torment that my partner was heaping on
me. I was fighting for control but feeling powerless. My moans continued
as I lay on the bed shuddering and twitching, while my partner came up
near my head. He leaned down to whisper in my ear "embrace the pleasure,
enjoy the pain, and...wake up!"
A searing light tore through my eyelids. "Hunh? What? What's going
on?" I mumbled incoherently as I tried to remember where I was.
"Come on Jo. We're gonna be late for skiing, again" Frank said through
the door. "Get up, get dressed, and come eat."
"Okay, okay," I replied. As I got over the shock of my rude awakening
and started to get oriented as to where I was, I lay back on the bed and
stared at the ceiling and tried to remember what I'd been dreaming
about. Minute after minute, I lay there trying to remember. But all I
could come up with was that I felt aroused, and full. My hands found
their way to my erection and began to caress it through the nightgown,
but it took me a minute to remember that the full feeling I had was
caused by the tampon in my rear. "Shit...I guess I should get up and take
care of things. First and foremost, get rid of the tampon, then maybe I
can focus." My thoughts were starting to gain clarity through the early
morning fog.
I rolled out of bed and gathered my things so that I could
get cleaned up and ready to hit the slopes.
As I made my way towards the bathroom, Tom called out "that must have
been some dream Jo. You were moaning like a champ." I blushed as I
scurried into the bathroom to relieve myself. After finishing with the
can, I pinned up my wig then hopped in the shower. The water felt
exquisite as it ran down my body, washing away the remaining tension from
the day before and opening up my mind to the possibilities of the day. I
finished up the shower then got ready for skiing. With the panties and
bra, thermals, turtleneck, stretch pants, and vest, I was ready to go. A
little light makeup and pulling my wig into a ponytail, I stepped out to
meet the guys.
"Good. You're ready," said Frank. "We're late, so we put breakfast
in a bag for you. We're heading to a different resort today, so that's
the reason for the rush."
"Oh, okay. Well, let me put my shoes on, then we can go." I rushed to
slide my feet into my boots and grab my coat, hat and gloves. "We're
off." As we piled into the truck, we talked about plans for the day. But
slowly, the conversation drifted back to the events of the day before.
"You know, Jo, I've gotta give it up to you," Frank said. "You were
something to see yesterday. Very sexy. Probably sexier than you thought
you were."
I found myself blushing again.
"Yeah Jo," Tom added. "As a matter of fact, we got a number of
compliments...about you. Some of the people who saw you with us were
impressed by your...performance.
They actually wanted to meet you, but we
told them you'd be tired. So, we arranged to go out to dinner tonight
with a couple of the people that were there."
"Wait...are you for real?"
"Sure. It's no big deal. And it's not like you haven't been out
dressed before. I mean, did you already forget being my arm candy all day
in the casino yesterday?" Tom asked.
I tried to respond, but no words were coming out.
"Don't worry about it Jo. Dinner will be fun. Besides, we promise to
have it just be dinner. Nothing you don't want to do."
"Frank, you seem to forget that this whole trip has had elements of me
doing things I didn't want to do," I responded.
"Perhaps that's true," Frank said. "But can you honestly tell me that
you haven't been enjoying yourself? Way, deep down...honestly...have you
enjoyed yourself?"
I sat silently for a little while as I gathered my thoughts. I thought
about the shopping trip on the way to the slopes. I thought about the
bondage and being fucked by Tom and Frank. I thought about my willingness
to ski while en femme. I thought about the sensual evening that Frank and
I spent together. I thought about Tom's treating me like a lady, his
lady, while we were at the casino. I thought about the display that I'd
put on at the sex show. There were a lot of parts that I had been
uncomfortable with, at least on some level. I guess, if I'd really
wanted to avoid any parts of it, I could have started by not coming on
the trip, especially since I knew what their goal was. I could have
fought harder and been a less compliant lady.
If I'd had the courage, I
could have gone to the cops, dressed as I was, endured the humiliation of
other people's thoughts and perceptions, but at the least, I could have
gotten a ride to the bus station and a ticket home. I could have fought
Frank's kindness and not accepted his gentle overtures. But I didn't. I
didn't do any of those things. I went along with each step of their
plan, giving up a little of myself along the way. Why? Did I really want
to be a woman? Did I want to be their woman? What would happen when we
got back to "civilization?"
"Frank," I started, "I'm not going to say that I didn't have times
when I enjoyed myself. I mean, I've gotten past the stage of hating you
and Tom for what you've forced me to do. And I guess, if I'm being
honest, I've even allowed myself to enjoy some parts of it. That
doesn't mean that I'm totally comfortable with everything that's
happening. But I guess everything that's happened has tapped into some
deep curiosity in me. Granted, I feel resigned to my fate of being your
woman for the trip, and I imagine that I'll be in this role again at
different points in the future. Hell, I might even have a little
anticipation for some of those times. But, I'm still not sure what this
all means... I guess, yes, I have enjoyed myself on some parts of this
trip more than others. But I've also found myself doing some things that
I would not have otherwise done if there were not some fear there about
the possibility of something worse coming down the line."
"Jo, we're not going to hurt you, and we're not going to let anyone
else hurt you...at least not in a way that causes any permanent damage,"
Tom interjected. "But we are pushing your limits, and we know that.
Be
hesitant. That's fine. Be wary. That's cool. But let go and enjoy it.
Enjoy the surrender...the release...the powerlessness. You might even find
out some things about yourself that you didn't even know were there."
I stared out the window at the passing trees. "Maybe..."
"Jo, tell me something," Frank paused before he continued. "When
you're dressed as you are, even though it wasn't necessarily your
decision, how do you feel?"
"I don't know. Soft I guess."
"Keep talking Jo," Frank encouraged.
"I feel...feminine is a word I would have to use. Maybe vulnerable too. I
mean, it's a little scary to be out in public like this." I paused for
a moment to gather my thoughts. "I am glad that we're in an area where
nobody knows us because that makes it easier. But I still feel nervous
about what someone might say if they read me."
"Okay, but what about when you're in a situation where nobody
cares...like the sex show?"
"Well, there it was different. I felt out of control there because for
the first part, things were being done to me...that spanking and whatnot.
I guess it was different when you made me fuck myself with the dildos.
I
mean, I was more in control in the sense that I was doing myself. I could
control the tempo, the depth, the position...all that was under my
control. I lost myself in my head at that time and started to think of
myself as a woman. Or at least I thought to myself, how would a woman
respond if she were in this position? But I still felt out of control
because I was responding to your commands and instructions...and that made
me feel...free, I guess is the word. I didn't have to worry about what I
was doing because it's like I was being told to do it."
"Kind of like you were being given permission to let go?" Tom asked.
"Yes," was all I could say. "It's not a feeling that I've had
before, especially not in a sexual situation. Even with the women that
I've been with, I was still the one in charge, and I did like seeing
them lose it."
"See," Frank jumped in. "That's all we really want from you...for you
to let go, lose control and ride the experience for all it's worth. When
else are you going to be in a position to truly explore all those areas
of your mind that you're afraid to uncover? When else are you going to
be in a position to be so free and out of control because you know
you've got people around you who are going to take care of you?"
"Well hopefully, in my next relationship," I retorted quickly.
"Okay, Jo. Fine," Frank said. "Hopefully you'll find that with the
girl you don't know yet. But until you find her, why not let yourself
go? See what it's like to be in her role. It just might make you a
better lover."
Frank was trying to push some interesting buttons at this point, but I
had to give it to him. He was making some interesting observations.
"Have you ever...let yourself go with your girlfriends Frank?
Tom, what
about you?" I asked, trying to regain some measure of composure.
"I wish I had. But I had to learn things the old-fashioned way," Frank
said. "With some of my past lovers, they've been pretty open about
things and the way that they felt while we were having sex. Hell, some of
them turned me onto some of the same things that we've been doing with
you. Now, I've never enjoyed receiving anal sex like you, but that
doesn't mean that I didn't let one of my girlfriends stick her finger
up my ass, just out of curiosity. It just didn't do it for me, not like
it does for you."
"Same here," Tom added. "I've been into the bondage thing with my
girl for awhile. We switch it up. Sometimes she's in control, sometimes
I am. But whatever the case, we've both learned how to push those limits
and learn how to be free in the moment."
"So, you're saying that you've done all these things for me for MY
benefit?"
I replied sarcastically.
"Honestly Jo," Frank looked thoughtful as he prepared his response.
"Not entirely. Yes, I've thought you could stand to loosen up a little
bit, but I also thought that it might be fun to step outside the lines a
little and see what was there. Now that I've gone there, I've got a few
more ideas of things to do with my girl."
I sat back, feeling pensive as I saw the sign for the resort coming up.
Tom said, "look, why don't we table things for now, and we can continue
this discussion at dinner. Alright? For now, let's just hit the slopes
and have some fun."
"Sounds like the best plan of the day," was Frank's response. "Jo?
You okay?"
"Yeah. Just thinking." We grabbed our stuff from the back of the truck
and off the ski rack and made our way to the day lodge.
"I'm going to
run to the `ladies' room. Can you watch my stuff for me?"
"Sure Jo," Tom replied. "We'll be right here when you get back."
I walked off to the restroom to take care of business. In the hustle and
bustle, no one paid me any mind, so I was able to get in, use the
facilities, touch up my lip gloss, and head back outside. I found the
guys in the same spot that I'd left them. "Okay. I'm ready."
We stepped into our skis and took off towards the nearest lift. We skied
run after run, sometimes just cruising down the slopes, other times
playing follow the leader, and other times racing each other to the
bottom. We were always careful to try not to fall because whenever one of
us did, the other two promptly aimed straight for the fallen friend
before sliding to an abrupt "hockey stop" and spraying the downed
person with piles of snow. There was probably more laughter during
today's runs than during the first day because I was more relaxed in my
role. I let the guys treat me like a lady and, in return, I favored them
with flirtatious attention. They even play fought over me at one point.
All in all, it was a great day on the mountain. The ride back to the
cabin was much more relaxed and the conversation flowed more freely.
Frank even took to the time to tease me about a couple of guys he had
seen checking me out in the lodge. I blushed a little, but teased him
back about how he'd been trying to run some game on a couple of other
ladies there while he thought my attention was all on Tom. The jokes and
banter continued all the way home.
Finally, we pulled up to the cabin and
took our stuff inside.
"Jo, ladies first in the shower. We KNOW how long it takes you to get
ready," Frank said with a playful tap on my rear.
"That's right. I should get to take my time. After all, this kind of
beauty isn't achieved overnight."
"Fine, fine," Tom added. "Take all the time that you need, so long as
you're ready in an hour. Don't forget we've got dinner plans."
In the midst of having fun with my guys, I had temporarily misplaced that
particular thought. "Right. I'll be ready." And I scampered off to the
bathroom, shedding jackets and turtlenecks and ski pants along the way. I
thought I heard Frank mumble something about getting his dollar bills
ready for a private strip show later on, but I'd already closed the door
by that point and was running my shower. I shaved and scrubbed and let
the water wash over me. I got out and patted myself dry, feeling clean
and refreshed. I sprayed perfume in all my intimate places and reflected
on how much I seemed to be getting into my role as a woman. With each
passing day, I fell further and further down the rabbit hole...but I
didn't care. At least for the remaining time with the guys, I was okay
being the girl.
I accepted that there were things I should experience and
learn about, and if I could find a way to integrate them into who I was
trying to be, then it would all be worth it.
I sauntered out of the bathroom and across the hall into my bedroom.
Through the door I called out to the guys, "hey, what kind of restaurant
are we going to?"
Tom answered, "It's kind of upscale. We're wearing slacks and
sweaters. I'm sure you'll find something appropriate."
I rummaged through the clothes that we had bought on the ride up and
found a variation on the outfit that I'd worn to the casino. It was a
pale blue suede miniskirt with a slit up the left thigh and matching
jacket, which I paired with a black bustier with attached garters, black
thigh hi stockings, black mesh panties with bows on the sides, and black
4" pumps. Probably the most striking feature of the outfit was the
length of the skirt. It was short enough that you could see the tops of
my stockings even while I was standing, but when I sat down, if my legs
weren't crossed, my panties were pretty much in full view of anyone
sitting across from me or next to me. I knew that the outfit was a little
risqué given our location, but I figured that I might as well have a
little fun with the guys.
I let the hair from my wig fall across my
shoulders and stepped out into the hallway.
"Hot damn Jo! You look amazing!" Frank had a look of awe on his face as
I turned around to give him the full effect.
"What? What?" Tom called out from the shower.
"Don't worry about it," Frank responded. "You'll see when you're
done." Frank returned to memorizing every curve that was hinted at by my
outfit. I could have sworn I saw him licking his lips.
"You look pretty dapper yourself," I said to him to try and get his
attention focused anywhere else. I was afraid that he might decide that
he wanted to have me as an appetizer...which might not have been too bad,
but I still wanted to maintain some level of decorum.
"Thanks Jo," he replied. "Can I get you anything while we're waiting
on Tom?"
"Just water, thanks. Now what you can do is tell me about the people
we're supposed to be eating with. I know you said that you and Tom met
them during `my show,' the other day. But who are they? What's the
plan for tonight?"
"Well, it's a group of about 3-4 people that we're planning to meet at
the restaurant. It's supposed to be 2 couples, males and females. The
plan is just to enjoy a night out on the town and to meet some new
people. Whether or not anything physical happens...we'll just have to
wait and see. But I do know that the women want to get to know you. Back
at the show, they were real curious about what your experiences had been
like."
I nodded as I thought about what I might tell them. As I sat down to
wait, I watched Frank's eyes follow my every move.
I gave him a little
show when I crossed my legs and I know I saw the front of his pants start
to bulge. "Everything okay Frank?" I asked sweetly.
"Hunh? Oh, I'm fine. You know...just...taking in the sights," he said
with a smile. "And I've gotta say, you are a helluva sight."
Tom finally came out from the back room to join us. "So what was all the
commotion ab...?" He stopped dead in his tracks as he gave me the once
over...then the double-take. "Jeez, I think I'm having a heart attack."
Frank and I laughed. "Seriously, Jo...you look amazing."
"Thank you Tom." I smiled at him.
"Frank, do you notice that something seems different about Jo? There's
something...I can't quite put my finger on it..."
"You're right Tom," Frank said. "I had the same feeling but I also
wasn't too sure about what it might be." They looked at each other,
then looked at me as if they were waiting for an answer. I sat for a
minute soaking up the ambience and letting their minds work before
responding.
"Guys, it's nothing physical.
I didn't do anything different. The
clothes are the same ones we saw in the store. The wig is the same one
I've been wearing for the last few days. The amount of makeup I'm
wearing hasn't changed, still just a little lip gloss." I paused before
continuing, "The only thing that's different is my attitude." I looked
each of them in the eye for a moment, trying to see if they understood. I
decided to tell them a little more.
"Look, while we were talking this morning, you gave me a few things to
think about. And some of it represented the same `struggles' we've
been having since you guys started me down this path. Don't get me
wrong, once we get back to civilization, my male stuff is coming back.
There will still be basketball and football and poker and all the things
that generally like to do when we're hanging out. But what I've finally
come to grips with is the idea that, in a situation like this, where I'm
under someone else's control, I'm free to do whatever I want and be
whoever I want. Granted, it's not like I'm going to go out and be some
tramp or floozy.
That's just not my style. But I can get into being a
lady, even one who occasionally acts a little slutty for the guys that
I'm with, which is basically you two. I know that there are still things
we might explore, but we've already done a lot. I've experienced a lot
as your `girl,' and it's been an eye-opener. A little uncomfortable,
sometimes more than others. But I'm accepting that I've still done most
of these things willingly, even under the threat of punishment, it was
still my choice. And there have been parts that I've enjoyed. So, I say
let's see where this goes. For this trip, I'm your lady and I expect to
be treated like one. Of course, I think we're all about to see just what
that means, but it ought to be an interesting experience. I guess you
could say that I've gone over to `the soft side.'"
The looks on their faces as I'd been talking changed from curiosity to
confusion to understanding. They knew that I'd finally stopped resisting
and that I was ready to relax and have fun and be open to whatever it is
they still wanted to show me. I knew them well enough to know that they
would still treat me with a level of respect, but I also knew that they
still had some kinky stuff up their sleeves that they were waiting to
roll out.
"Are you ready?" I asked them.
"Yep," replied Tom. "It's about that time."
"On so many levels," Frank added. "Let's go." Tom simply nodded as
he helped me put on my outer coat. As we walked to the truck, Frank was
even gentlemanly enough to open the door for me and hold my hand as he
helped me in.
Before long, we were cruising down the road on our way into
town to meet our companions for the evening. Along the way, we recounted
our day's exploits on the mountain and laughed at various jokes. We also
talked about future get-togethers...where we might go and what we might
do. We arrived at the restaurant almost too soon.
As soon as we walked in, Frank waved at a couple in the waiting area.
"Hey Gina, Mark. Good to see you again. Have you been waiting long?"
"No, not at all," Gina replied. "You must be Jo," she said as she
turned to look at me.
"I am. It's nice to meet you," I replied with an outstretched hand.
"Oh come, come," she said as she pulled me into one of those hugs that
girls tend to give each other. "I've heard so much about you that I
feel like we're already friends." Her smile was mischievous, but
sincere. "You look delectable in that outfit."
I smiled and complemented her back, "so do you. That dress looks
fantastic on you." She gave a little twirl in her burgundy cocktail
dress. "You're not too cold, are you?" I winked as she glanced down
and saw her nipples pointing through the dress. She laughed.
"Not really. Besides, I've got Mark to warm me up." In the midst of me
getting to know Gina, Mark had gone on to greet Frank and Tom. As I
looked at him, I thought his face was kind of familiar and I realized
that he must have been at the show earlier that week.
"Are the others here?" asked Tom.
"Yep. Elise and Alex are already seated," Mark informed us. "They're
waiting on us."
Frank, Tom, and I followed Gina and Mark to a private booth in the back
of the restaurant. It was obvious that the restaurant was designed to
create as much privacy in a public place as possible. As I was introduced
to Elise and Alex (apparently both of them had been at the show with
Mark), I slid into the booth between Frank and Tom.
Everyone chit-chatted
as we looked over the menus and tried to figure out what we wanted to
order. The waiters brought bread and water and took our drink orders
while we continued to get to know each other.
"So, Jo," Elise started in, "I thought your performance at the show
the other day was very memorable. I'd never seen a transvestite live
before and you looked like you were enjoying yourself." I felt my face
get hot and was thankful that my brown skin hid what would have been a
raging blush. "I've been dying to know how long you've been dressing
and what it feels like for you."
"Oh definitely," chimed in Gina. "I really want to know the full story
because you really do look amazing and feminine and you seem to really
enjoy being with Frank and Tom."
"Well...would you believe that this whole `situation' started with a
bet about 6 months ago?"
"No," Gina gasped. "Six months? That's it?"
"It's true," Frank said. "Tom, Jo, and I were playing poker and Jo
lost a bet. He had to do whatever we told him to do and we asked him to
dress like a girl."
"So, you had him dress like a girl. Did he look as good as he does
now?" Mark asked.
"Did you do anything else that day? That's the real question," Alex
chimed in.
"Well, we shouldn't kiss and tell..." said Tom, "but since we did more
than kiss, I guess it's okay." Everyone laughed. "Once we got Jo
dressed, it didn't take long before we had him serving us drinks and
food...and after a few minor disagreements regarding point of view, Jo
came around."
"Oh really?" asked Elise. "How so?"
Frank took this part of the response. "Well, he came over the couch
after we tied him up and popped that cherry.
He actually sucked his first
cock that night...at least as far as we know."
"That was my first, thank you very much." The group laughed at my
playfully indignant response. "The guys were my firsts for a lot of
things. And I'll be honest, that first night left me pretty pissed
off."
"I'll bet. It's just like a couple of guys to take advantage of a
vulnerable young lady," Elise laughed as she responded with partial
sympathy and scolded the guys. "Seriously though, you must have had a
rough time."
"I don't know Elise," Gina replied. "After the first couple thrusts,
I'd have imagined that Jo had a pretty smooth time." The laughter
flowed freely at this point. The waiter returned with our meals so we put
the conversation on hold while he was there. After he left, we started
right back in.
"I'll be honest, it took me a few months after that night to even be
willing to risk going out with those two again.
My issue was that they
told me that, now that they'd had me once, they were going to make it
their goal to have me again and again whenever we were in private. That
kind of scared me."
"So how did this trip come about?" asked Alex.
"It really happened because Jo made a mistake," said Tom. "Jo finally
came by to hang out with us again for the superbowl. In the midst of the
excitement of the game, he made a bet with Frank and Frank won...again.
The bet consisted of this trip and Jo's obedience. And we have to give
it to him, Jo has been a total sport going along with the bet. We've
actually been talking a lot over the last few days and Jo has been coming
to grips with `her' position."
"Is that so?" asked Mark. I thought I caught a gleam in his eye.
"Within reason," I quickly added. "Yes, I've done some things over
the last few days that are WAY out of the norm for me, but that's
because Frank and Tom have generally treated me with respect and not made
any demands that were inappropriate for the situation."
"So," Elise asked, "you were willing to do the demonstration at the
sex show because everyone was doing it and it was basically okay?"
"Yes," I responded. "I'm not going to do anything in public that's
going to cause me any unnecessary embarrassment and Frank and Tom have
respected that. And as long as they continue to respect that, then I
guess I'm willing to try most of the things they want to do...in
private."
"So, what say we test that theory," Alex challenged.
"What are you thinking Alex?" asked Gina.
Elise and Mark also looked
curious, but I got the sense that they already had some ideas.
"Frank, if you and Tom are willing, how about we swap partners for the
night?"
"What, you want to trade Jo for Elise?" Frank asked.
"No. I want to trade Elise and Gina for Jo...for Mark and myself." Alex
said.
Frank and Tom looked at me. "What do you say, Jo? Are you willing?"
To be continued...
