Date: Tue, 15 Apr 2003 17:12:40 +0000
From: To Shy To Say <to_shy_to_say@hotmail.com>
Subject: Matt in the Big City

(M/M, first time)

Disclaimer:

This document contains adult material.
If it is illegal where you live to view adult material, leave now!
If you find adult material offensive, you may also leave now.
If you have not left, then it is assumed you are either not illegal and/or
not offended.
So sit back and hopefully enjoy.

Copyright by Jake McKenzie, 2002, permission given to Nifty Archives to
reprint this
story.

Feedback is needed to keep this story going!
Please send mail to: to_shy_to_say@hotmail.com, flames ignored.


Matt in the Big City

This is a true story. Nothing is changed, not even our names.

It was a 4-hour bus ride that took us into the big city. We slept most of
the way. The gentle rocking motion of the bus, plus being up most the night
didn't help our cause. My friend Matt and I were once again headed into the
capital. He had a tournament to go to, I just wanted to get away for the
weekend.

We were staying at a friend of mine's place. We've made the trip a few
times together, this time didn't seem like it was going to be any
different. The trip from the bus station to my friend's apartment was
typical. The whole weekend was the typical trip for us. He went to his
tournament, I planned other shit for us to do, mini-golf, visit some
arcades, shit like that.

Sunday night I went online and since I'm bisexual I went on to gay.com and
looked for a guy to possibly get together with. I also but a tag line in my
bio asking if someone had a girl for Matt they should message me. I talked
with a few guys and one even said he had a girl for Matt, but he kept
stalling, and we had the web cam on, so I think he was just hoping for a
peek. One guy even offered him to suck Matt off for $150.

Matt's not ugly, but he's not the best-looking guy in the world. He's five
foot nine, only weighs 120 pounds, wears braces and has spiky hair brushed
towards the front. Let's face it; he looks pretty geeky. Why someone would
offer him money for sex is beyond me.  We had a good laugh at it though and
the evening was pretty much a bust.

We were scheduled to leave the next day, Monday, April 14th, but we hit a
little snag when he dragged his heels getting ready to leave. Before
getting on the mass transit system, we pretty much knew we weren't going to
make our bus, so we opted to stay an extra, which meant he was going to
miss more school, and his mother wouldn't be pleased. The choice made, we
trudged back to my friend's place and settled in for a night of doing
nothing as we had expended all our funds.

I once again went onto gay.com looking for some action. This time I put
that matt was looking for a gay guy that would pay him. I thought it was
hilarious. Matt didn't seem to care; he was more intent on watching the
Leafs-Flyers game. He even took off his shirt for the web cam a few
times. Finally one guy really started to seem serious about the whole
thing. We settled on $150 and all Matt had to do was lie there and get
sucked off by this guy.

I figured he was going to chicken out and not meet the guy. In my mind
there was no way this gangly looking 18 year old is going to go along with
this idea. When the hockey game was over (actually when the third period
was done, tied 3-3) we went to go meet the guy he grabbed a straight porn
magazine that he had bought while he was here and we headed out.

In a parking lot across the street from where my friend lives we met the
guy. Matt got in the passenger side and I got in the back seat. It was a
30-minute drive to this guy's place and we talked about how we came up with
the idea, bullshitting about facts about ourselves so we wouldn't know too
much about us. We got to his place and I started to get really nervous. The
guy told me to wait downstairs while he and Matt went up two flights of
stairs. I couldn't hear a damn thing.

I waited, listening carefully, just in case something went wrong I could be
upstairs in a flash. I felt a bit nervous, a little guilty at putting him
up to this (although I never told him he had to, I didn't even egg him on),
kind of jealous that the guy picked Matt and not me, and jealous that it
was the guy getting it on with Matt and not me. I didn't really like Matt
in the sexual sense, but it would have been fun to do something with
him. So I paced around this guy's downstairs living area (tastefully
decorated, what IS it with gay guys?)  waiting for them to, uh, finish.

It was easy to picture Matt lying back on some guy's bed with the guy
standing over top of him. Matt would be looking at his porno magazine. The
guy would undo Matt's pants and pull them down and then take off his
underwear. Maybe the guy would be naked and jerking off.

About 15 minutes after we got there I heard them coming downstairs. The guy
told me Matt freaked out, but not badly. At least the guy was nice enough
to respect that. So Matt and I left and took a cab back to my friend's
place. Matt gave me $50, I don't know why.  He did all the "work"! We got
back just in time to see the winning goal in double overtime; talk about
timing!

Matt went back home on the bus this morning and I'm still in the big city
with a few more things to do, like write this story for Nifty. Hopefully in
the next few days I can get Matt to write out what happened to him, or I
can talk it out of him.