Chapter 4: The Devil wears Eye Makeup

Sophomore year is when I met Brandon Rodriguez. He was another friend of Griffin. Brandon was a year older than me but had already finished school. He acquired his GED early and parted ways with his parents before he was 18. Despite being homeless and jobless he always managed to get by. He seemed to always seduce local girls he met online and convince them to let him stay with them and feed him.

He was a pretty persuasive and manipulative guy. He wore eye makeup, had painted nails, dressed in black and was really into Screamo (screaming emo) music. He had that spikey hair style with bangs that swept across his forehead. He was kind of overweight and had acne scars on his cheeks. He also had lip and tongue piercings that made him talk funny.

I would not have thought females found him attractive but girls at my school seemed to be very into him. Lots of guys wanted to be his friend too. He seemed to always have a connection to get things he wanted.

If you wanted to hang out with slutty girls, all teenage boys do, he always knew some. He would invite a few cute girls over. A quick whisper in the ear from him to the girl you liked would result in you getting pussy for sure. I have no idea what he said to them.

If you needed drugs, he always knew someone who was selling them. He could get weed, pills, coke, anything. He knew all the best parties and could get minors past security into bars and night clubs. He never had any money but always got want he wanted. I had seen him convince someone to go inside a super market and shop lift $500 worth of booze for him.

It was like he was the devil. Anything related to sin he could make it happen.

When I was grounded, he was always talking me into sneaking out at night after my parents went to bed to meet girls, drink booze or smoke. Even on a school night.

If I told him I had no money or weed, he always promised to get me some. That usually convinced me.

When I first started hanging out with Brandon, he was living for free in the back house of some woman named Danny, he had met online. She was a little overweight with long brown hair and brown eyes. I would not describe her as the most physically attractive woman but she was very outgoing.

One day Brandon and I were hanging out at in the back house smoking weed with Danny. Brandon did not have a television, so Danny invited us to come sit in her living room in the front house and watch a movie.

I had never been in the front house before. I started to notice whips and chains on the walls in the living room, but I just assumed she was really into horses.

I saw a few porn DVDs on the table near her television that were really freaky. Gangbangs and Feet. She quickly put them away and blushed.

She also had this weird skinny white guy with a long pony tail she called Ponyboy, who did chores for her and cleaned her house.

“Why do they call you Ponyboy?” I asked him.

“Is it because of your Ponytail?” I added.

Ponyboy laughed.

“I love the movie “The Outsiders”!” Ponyboy responded from the floor.

“If you don’t get this floor clean I am going to shove my fist up your ass!” Danny shouted at him.

He started cleaning faster. We all laughed.

It all clicked in my head one day when I walked by the window on my way to the back house and saw Danny dressed in full Dominatrix gear pegging Ponyboy through the window.

For those who do not know what pegging is, it’s when a Dominant woman fucks a man in the ass with a strap on dildo.

Danny had joked casually about enjoying shoving fingers in men's asses and making them eat her pussy for hours. I thought she was joking.

Now that I knew it was real. I thought she was super-hot. I did not want her to shove anything in my ass or make me do chores, but I found her dominant attitude and openness about sex very attractive.

She was a real-life version of the Dominatrix I saw in porn on the internet and in movies.

For the most part I think Danny just thought I was one of Brandon’s dumb teenage friends and ignored me unless I was offering free weed.

I knew if I had said something to Brandon about being attracted to Danny, he probably would work his magic and set us up. I just did not want him to have that favor to hold over me.

With all the manipulative shit Brandon did, I did not like the idea of him knowing I was into Dominant women. Or him telling Danny to do weird kinky things I did not want when I was tied up. You know what I am talking about.

Brandon had to move out after four months. Apparently, Danny wanted rent money. I tried to get her Instant Messenger name, but I think I remembered the spelling wrong, and she never accepted my add to her buddy list. Either that or Brandon told her I was a weirdo.

Brandon went away to Arizona and stayed there for a few months. He came back claiming to be a licensed tattoo artist.

Brandon had all the tools and gear. I had seen his work on a few of the girls at school. Since I was only 16 and getting a tattoo at a real shop without my parents was illegal, I begged Brandon to give me one.

One night on a school night Brandon told me if I came over and hung out with him, he would give me a free tattoo.

I waited for my parents to go to sleep and then quietly sneaked past their bedroom door and downstairs. Our stairs made noise, so I had to take each step as slowly and silent as possible.

My mom is paranoid about burglars. If she came downstairs for water or medication and noticed the chain lock off the front door, she would put it back on and end up locking me out.

I ended up going out the sliding glass door in our back patio. There was a way to lock the door but not close it properly. It would appear locked but could easily be opened from the outside when I came home.

I got out without waking anyone up and walked two miles in the dark to a cheap hotel Brandon was staying in. His current girlfriend’s parents paid for the hotel to get him out of their house.

My nickname in high school was Lucky Jay. Originally Brandon had offered to draw a box of the cereal Lucky Charms or their mascot Lucky the Leprechaun for me.

I was actually terrified of needles so in the end I asked for something small and simple to see if I could take the pain.

We settled for my name with a lower-case J. Instead of the dot above the J it was a tiny pot leaf. You had to look close to see it was a pot leaf, but I liked the secret vibe to it.

While Brandon did my tattoo I watched the television in his hotel room. The religious children’s cartoon Veggie Tales was on the only channel that was working. Brandon eerily knew all the songs and sang along.

After Brandon gave me the tattoo, he made it a point to explain how expensive his tools and materials were. Although he was not charging me, I know down the line I would end up paying him back in one way or another.

To be completely honest with you, I thought having that tattoo made me really fucking cool at the time. I used to sit at snack or lunch at school with my tattoo purposely showing thinking people thought I was cool.

In reality they either clowned on me for having my own name tattooed or they thought it was fake to begin with.

Brandon disappeared again a few weeks after doing my tattoo. I just assumed he was staying somewhere out of state again. Majority of the time if he was in the area he would reach out through AOL Instant Messenger. I did not hear from him for a while.

Chapter 5: Middle Man