Date: Sat, 24 Feb 2001 22:57:09 -0800 (PST)
From: Stanley the Swinger <swingerstan@yahoo.com>
Subject: My Date With a Boy Chapter 7

hanks for all the great feedback for these stories.  (By the way, if the
transitions between chapters 5,6, and 7 seem a bit odd, I suggest you
re-read chapters 5 and 6, because there was an error that caused only half
of each entry to post.  It has been fixed now.  Thanks to sitemaster David
for all of his assitance)  The usual disclaimer applies.  Be 18.  Like the
idea of guys in love.  if not, why are you here. yada. yada. yada.


The next week went rather fast.  All I could think about was the upcoming
weekend.  It probably wasn't having too good of an effect on my classwork,
but at this point, I was to anxious to care.  I was really a little worried
about what was going to happen.  I had no idea where Jared was taking me or
what was going to happen.  Jared rarely came home on weekends, typically
he'd come in the next day, so I had thoughts about how wild some of these
places were.  Were we going to go to some weird S&M club? or a gay bar?  I
didn't think I was ready for that.

Jared had been pretty happy this week.  He had been keeping a lot of his
clothes at his girlfriend's house because he didn't know if I would be
"cool" with having a roomate who wore girl's clothes.  He was really happy
to learn that I was ok with it, I could tell.  He would now sleep in a
satin chemise, which really didn't even look odd on him. It didn't really
matter to me what he wanted to wear. I was just glad that my roomate was
accepting of the fact that I liked guys.  I was so worried about it before.

Alena was there for me a lot this week, she knew the whole
Devin-with-a-girlfriend thing was hitting me kind of hard.  She's a great
girl, and I'm really glad to be friends with her.  I do feel guilty
sometimes that it didn't work out between us romantically.  But in a way, I
was glad because I would have hated to have broken up with her, and then
ruined this great friendship we have now.  She was so cool about my new
found sexuality, she was so excited for me to be going out on friday.

By the time Friday rolled around I was a nervous wreck.  I didn't know what
was going to happen and by this time I was worried that it might be
something that I just wasn't ready for.  But nothing I could do could
prevent the weekend from coming, and despite my fears, I knew that if I
didn't go out to wherever Jared goes, I would sit at home all alone, and
probably keep doing that every weekend.  I had to get out, and Jared's
clubs were the places to do it.

He got home about an hour after me, after his computer class ended.
Normally on weekends, he would come home just to drop his stuff off and
then leave, but that was because he did all of his cleaning up at his
Girlfriend's.  Now he could do it here.  We both went down to the showers,
and as usual for me this past week or so, I've been extra nervous there
because I was afraid I might start staring at guys in there.  I got
finished with my shower before Jared did, I later learned this was because
he was shaving his legs.

When he came back to the room, I was already dressed, and he sat down in a
chair, and pulled on a pair of panties, and then rolled a pair of stockings
up his legs.  He pulled on a skirt that went down to his knees, and then
grabbed a guys t-shirt and pulled that on.  As he dabbed on some foundation
and a little bit of eye make-up, I realized he wasn't really making himself
out to look like a girl.

"Hey Jared, why don't you stuff a bra or anything?"

"Oh... Well, I'm not really a transvestite, I don't really want to look
like a woman, I just wear clothes I find comfortable and look good on me."

I was sort of impressed by his confidence.  I mean, I thought he was going
to totally disguise himself, sort of hide who he is, but he didn't.  He's
totally showing who he is.  It sort of helped me put this night into
perspective.  If Jared could wear pantyhose and still appear as a man, then
I didn't have to be self conscious about my newfound sexual identity.
Especially because the place we were going must be very open.

I hadn't put as much thought into my clothes as Jared had.  I looked at
myself in the mirror and then looked to him.  I was wearing the pair of
black flared women's pants that I almost wore on my first date with Devin.
Make that my only date with Devin.  I wore a dressy shirt over it, and a
t-shirt.  I decided I should ask Jared.

"Hey, am I dressed ok?" I asked

"what do you mean?"

"Like, do.. I... Do I look too... gay?" I didn't know how else to ask it

"you're asking the guy in pantyhose if you look too gay?.... Cam, you
really need to be more comfortable with yourself.  You really should stop
thinking of clothes as being suggesting of sexuality.  In fact, most
crossdressers are straight, and most gay guys dress just like every other
guy."

"Oh?"

"Yeah.  You'd be more justified in saying "do I look too gay" if you were
wearing khakis and an Abercrombie sweater."

"Wow"

"yep. Oh, here, splash some of this on." He handed me a bottle of some sort
of perfume or clogne, it didn't seem marketed at either sex

"what is this?"

"just a nice scent. trust me, it drives EVERYONE crazy. "

and so I splashed on his cologne, and we headed out the door. I had no idea
what was about to await me on this, my first rea foray into the realm of
alternative lifestyles.  All I knew was.... I was scared as hell.