Chapter 1. The Parking Lot.

Since I am leaving Boston after six incredible years and that I just turned 25, I feel like I need to reflect on my life in Boston and up to Boston.  By “up to Boston,” I mean what and why made me choose Boston and and since that answer comes from me being fifteen years old, the title of this whole series (basically my adult life to date) is called the Parking Lot Stories….

The Parking Lot.  Chapter One.  The First Time.

Before the days of everyone having a cell phone, broadband Internet, streaming porn, Manhunt and Gay.com, there was AOL.  America on Line on 14K dialup mind you.  This was before there was any other ability to get anywhere else on the Internet if you lived in the middle of nowhere.  We will call middle of nowhere Bristol, Rhode Island.   I know that most of you don’t need the little history lesson of 10 years ago but AOL was incredibly important in facilitating my movement from childhood into adulthood, or what I will call it since being 15 is hardly an adult.  Sometimes I wonder if 25 means that I am an adult, but anyways my movement from childhood into adulthood comes from one cataclysmic moment.  And this moment only happened because of sitting on my little Dell computer with its floppy disks and old school massiveness after school.  I would run home after early high school to get online, as I would have nearly 2 extra hours alone until my younger sister came home from middle school.  These two hours were spent connecting my beige dinosaur of a Dell to the phone jack and dialing up, many times unsuccessfully, but sometimes successfully to “You’ve Got Mail.”  I was the only one in my family who knew how to use the Internet so it was pretty much a free reign until my sister figured it out.  My first Internet screen name was Pegasus81 and AOL was my key to the rest of the world.  As I think it was for most people at the time.  So at 15 I would sit online and chat.  And chat.  And chat.  And masturbate until I was sore.  Sometimes it was with friends from school but most of the time it was with total strangers in chat rooms.  Gay chat rooms.  For a while, it was a method of jacking off, as it still is, but the day came when I accepted someone’s offer to meet up.  I remember little of the specific details like how it came about, or his name, where he was from, whether he was in school or not, etc.  What I do remember is still burned into my memory since this was the first time I had “sex” and it was with a boy. 

Next to my house was a small little shopping area with a bakery, pharmacy, pizza joint, random stores, and a bank.  The area behind the shopping center was pretty abandoned as it just housed the dumpsters, extra parking, and random other shit which never got anyone’s attention.  It was the perfect place to meet someone when I didn’t have a car.  I was 15 remember.  I don’t even think I had started drivers-ed yet so walking there took about 5 minutes and involved hopping a fence or later on crawling through a broken space.   I then sat and waited on the curb for his car to approach.  It did and I sheepishly went up to it.  He turned out to be early to mid twenties, blond, and surfer jockish and it was cool to go back to my house.  Giving him or any other boy my home address online was a total “no no” since then he had my address.  If I met him in the parking lot, I could direct him to my house and he wouldn’t have my home address.  It seemed safer at the time.  Less of a risk of me getting caught from him returning and ringing the bell, I guess.  I honestly have no idea what I was truly thinking.  He was from somewhere near Providence, twenty minutes away from Bristol, which is where I grew up.  So I make him park on the street, not in the driveway in case someone came home early and I had to push him out a window or something, lol.  We went up stairs and he basically took the aggressive lead as he sat on the bottom edge of the bed and sat me down next to him. 

(What follows is sexual activity and extremely personal.  You are warned).

He then motioned my hand to his crotch, which was totally tenting in his cargo shorts (it was nearly summer), as he leans towards me to kiss me.  He then shoves his tongue in my mouth as he pulls me into him, my head towards him, and my tongue further into his mouth.  He pulls off my shirt revealing the little nearly totally smooth boy I was at the time (BrianR would still say I have a boy body) and makes me stand up so I am facing him with my raging hardon in my own cargo shorts.  He pulls me down into him as we continue to make out, or so I thought.  His pulling me down was to my knees directly in front of him since he wasn’t moving from the edge of the bed where he sat with his legs open.  I still remember this moment as he sat there like some rough jock, hot toned legs (covered with blondish buzz), and removes his shirt revealing his smooth and tanned body.  He stopped making out with me at this point.  Once his shirt is off, he starts to unzip his cargo shorts revealing white and yellow checkered boxers with his cock head sticking out of the fly.  He pulls his dick out and motions my head towards it.  I perform what I have seen hundreds of times at this point from porn videos and am basically coached by him.  He gets off, on my face, and then makes me jerk off onto his chest as he sits there stroking himself, still on the corner of the bed.  I remember nothing of how big he was.  And I know this sounds like some porno story at this point but as I look back upon it, as hot as it sounds, it seems horrifying to me now.  Since I think I am nearly his age and I would never hook up with a fifteen year old.

I am sure many of my varied sexual interests were created at this moment or some of the other hookups I had at this age.  If you know me well enough, or have talked to me online, you should know enough, lol.  I still remember this first boy vividly as I said, the soccer player Brown boy, the marine, and my first threesome which happened a few months later.  There are also other hookups that fall into the category of totally forgotten about.  When I was 19, I created a painting titled “37” for my 37 tricks I had up until then.  At this point, it seems like a small number to some 19 year olds I currently know but I guess time is marching on as the gay idea just becomes more and more accepted and cliché.

This whole scene in this same parking lot happened until I was able to drive, 16 in Rhode Island, which is when I then headed to “forward trick position” as Tom and I once named it when we took a trip home to visit the family.  This location was behind a Dunkin Donuts off of Route 16 in Swansea, MA, right off the highway that leads to Providence (about a 15 minute drive from this exit).  This exit is the main exit that leads down the East Bay of Rhode Island and to where I lived yet it was a quick hop from Providence for someone yet allowed me not to drive entirely to Providence for nothing.  By “nothing” I mean that many of the whole trips to meet a possible trick ended with them being some troll or something.  Rhode Island is so small that you drive through Massachusetts at certain times to get back into it, lol, like this exit in Swansea, MA.

Sixteen.  The year of exploring with my hands.  Or so my Aunt told me when I sat next to her about to eat cake.  Haha, how funny!  This was the year of two more special boys who stand out like shooting stars hitting your house.  The soccer player from Brown and the shaved headed Marine stationed in Newport for a weekend.  Those stories to follow.

Comments

[terry]

Refreshing. Around that age (15) spent much time in a parking lot near my house. Oh sweet memories. Thank you.

[Alexsander]

hehe very interesting ... lik to read your stories , u r so creative :) hugs

[Gary]

Yeah... AOL at 12 years old way back in 1992. I used to drag the computer out of my room and into the kitchen to hook it up to the phone. Connecting to AOL at 2400bps was CRAZY. Plus there was also CompuServe and Prodigy. LOL!! Seems like we were both inquisitive, young, impressionable boys. hahaha!

[Shiroineko]

Nice story. The part about AOL reminded me my early days in internet :) Ah, sweet nostalgia :P

Looking forward to continuation

[Chad]

I’m guessing the “jump” was provided for Mom’s and Grandma’s benefit.