In Too Deep

By Chad Prescott

Published on Jun 6, 2002

Gay

DISCLAIMER: If sexual acts between consenting adult males are not legal or interesting for you to read, then please move on, this story is not for you -- and shame on you for getting this far. For the many loyal readers who have waited for this story to continue, please accept my thanks for your encouragement and patience. I hope you like its second incarnation:

IN TOO DEEP -- Chapter 3 (Version 2)

One one-thousand...

We haven't met yet. Well, to be more accurate, you've met me but I haven't had much of a chance to introduce myself. My name is Aeryk Martin, you know, James' new friend. At least I hope I'm his friend, I guess soon I'll know for sure. I only met him last evening but we spent the rest of the night together. Now, its not what it sounds like; I mean it would have been if I had my way that's not what happened. It was simply being with each that brought me this far. Before I closed my eyes to sleep last night, I remember thinking to myself how nice it was and wondering how long it could last. Imagine my surprise when he was gone first thing in the morning.

Usually that's my role. I stay awhile collect my fee and disappear until the next time. It's simple really, have a little fun with no strings attached. No one gets hurt and there is no commitment -- until last night that is. I won't bore you with the details you already know, James did a pretty good job summing up what happened afterwards but I guess I should let you know a bit about what led up to that point.

If you haven't figured it out by now, I'll be blunt. I've been working as an escort for the past couple of years. "Escort"... it sounds so sanitary and puritanical. Actually to be truthful, the first few times it was exactly that, I kept an older guy company for the night. A guy I knew named Tony asked me if I wanted to go to a Leafs game with his father. I had never been inside Maple Leaf Gardens and the idea of watching a hockey game live was too hard to resist. Tony made the excuse that he had to work but didn't want the guy disappointed, especially since he already bought the ticket. I could have cared less what his reasons were -- I was going to the game!

"Dad" picked me up in front of Tony's building and on the car ride over I learned that the two weren't really related at all, they just spent time together and he liked to think of himself as the genuine article. His real name was Glen but I never learned his last name. He said I should call him Dad too and I agreed. Once again, I didn't care who he was or what he wanted me to call him -- I was going to the game!

What happened, you ask? I watched the best hockey game of my life is what. Dad never touched me wrong or said anything out of the ordinary. He drove me back to Tony's apartment and said good-bye. Tony later explained that Glen was just a lonely man with lots of money and a strong desire to spend time with young guys. At the time I was eighteen but I didn't look it. I could easily pass for fourteen and that was exactly what this guy wanted. Tony handed me seventy bucks and kept thirty for himself.

I felt really uncomfortable with that. It wasn't being with another guy that bothered me; I figured out I was gay at about age eight. It was the concept of being sold like a commodity without my knowledge that made me uneasy. That and the bit of an age difference. I replayed the entire night over in my head though and I couldn't find a single instance where Glen was inappropriate or where in retrospect I was treated badly.

Tony explained that there were lots of guys like Glen that just wanted a little company and to flatter themselves with the attention of a younger man. It sounded harmless enough and when he got down to the brass tacks about how much I could make (minus his commission) I was sold on the idea.

I was well into my third date before the topic of sex came up. I learned that the "escort" was often just a front and there were "tips" for extra services. Tony never received a dime of that money. The clientele was mostly in their mid-thirties to forties, clean and professional. I was out almost every night and made a fair amount of money, most of it in tips. I wasn't wealthy or anything but I had enough that I could get my own place and some nice things, with a bit stashed away for a rainy day. Soon after that I bought a pager and cut Tony out of the equation. I had a lot of repeat clients and they were pretty good about circulating my name amongst like-minded associates.

I learned a lot from Tony about the business. How to stay safe, what to do to stay out of trouble and alive. I survived without any violence, diseases, addictions, legal problems or financial concerns. Like I said "no commitments and no one gets hurt". That changed last night, times two.

Over the last year or so, business slowed down for me. As I got older, I started to look my age and I noticed some of my regular clients didn't call as often. I used to turn down some guys at first blush, but I had become less particular as time went on. The guy I started with last night was a prime example. He never did say where he got my pager number. He made the arrangements and met me downtown in a coffee shop, which was usual for me.

Right off the bat I didn't like the look of him. He was good looking enough and clean but really nervous. Something was a little left-of-center, if you know what I mean. I left with him anyway and we carried our coffee cups with us as we walked to the parking lot just off Gerard St. When I got in his SUV I thought I had the problem figured out -- cop. I had heard the police were cracking down on escorts and he was about the size of your standard issue man in blue, and seemed pretty uncomfortable with the whole situation. It had been a long ride over the past couple of years I supposed I was due for some trouble.

He had to be a cop. My gaydar was pretty well refined and I wasn't getting the usual positive hit off of him. I should have just walked away right then but then I figured, nah -- maybe he is just so nervous because he's got a wife and kids or his entire parish congregation on his mind. In the end, I would have been luckier if he was a cop.

The plan was for him to take me to his hotel close by. When he got onto the Gardiner Expressway and started heading out of the downtown area I realized something was wrong. I asked him where we were going and he told me to shut up. He then started yelling some stuff to me about how I was going to pay for "leading them into temptation" and that he was the "blessed virgin" and it was his job to "deliver me from evil". He clicked the power locks down and accelerated. Shit.

At that point, I had no doubt this guy was a few sandwiches short of a full picnic basket. The other reality that occurred to me then was that he was going to hurt me bad and maybe even kill me. I decided it was time to make my exit. I had a small can of pepper spray in my right front pants pocket for just such a circumstance, but when I reached for it he knocked it from my hand and twisted my wrist back hard saying something about the "valley of death". He was lightening fast, he was strong, he was crazy and I was going to die. I knew each of those four facts instantly.

He was still bending my right wrist back and holding me in place when I saw my chance. Without a moment of hesitation I grabbed the coffee cup from the holder, squeezed it and threw the steaming contents directly at his face then dove towards the steering wheel and yanked it hard towards me. With the speed of the SUV, the wet roads and the sudden jerk, the vehicle careened counter-clockwise into the guardrail and came to an abrupt stop. I didn't waste anytime checking on his condition; I just bolted for the door and ran as if I was on fire -- right into James life and his parent's van.

You know about the rest of that night already. You've already heard what happened, but let me explain what didn't happen. Pretty early on I started noticing him noticing me. I figured that maybe he was gay and looking for a little action. Over the years I had played the part of a son, a grandson, a nephew, an altar boy, a paperboy (long story there) and even a younger brother. I was reasonably confidant I could trick this new guy out and try on the role of slightly older guy meets shy schoolboy who is not quite out of the closet yet. What an asshole I was. I cheat death and the very next person I meet I try and turn him into another customer.

I was being as subtle as I could, I'd been paid to play this game before but something was wrong. Sometime during the evening I realized I wasn't doing it for my bank account any longer, it was personal. I actually liked James and enjoyed spending the time with him. Of all the roles I had played over the past couple of years, I realized that "friend" was never one of them. Now more than ever having come so close to getting seriously hurt, I finally understood that what I wanted was something longer than just a night -- a commitment is what I thought I needed.

Two one-thousand...

Sorry, the whole time I was explaining what went on with me I have been standing inside the front entrance to James Edwards' house and kissing him squarely on the mouth. Sure, you have been listening to me drone on for what must have seemed like hours but in reality only two seconds have passed. I learned a while ago that if you ever wanted a sure-fire method to see if a guy was gay and interested, just plant a wet one right on his lips.

If he hasn't decked you in three seconds chances are he is. Its not very scientific I know, and there has to be a certain amount of discretion involved in choosing your candidates, but by and large it has worked reliably for me over the years. It got me through a lot of group homes and highschool with a good number of new boyfriends and only a couple of black eyes along the way. I could taste the saltiness of the sweat from his top lip and wondered how long it would take before he opened his mouth and yielded to my tongue.

James was taller than I remember, and skinnier too. I guess it's hard to tell for sure until you're this close and kissing a guy. I could feel his heart pounding in his chest and the heat coming off of his face was amazing.

I was still a second away from knowing if that meant excitement, embarrassment, or that I was about to get clobbered. My eyes were closed either way.

I was that close to three when the next thing I knew I was falling over backwards and into the Edwards' family living room. James had pushed me full force away with two hands in the center of my chest. I had so expected to complete the count I was unprepared for his adverse reaction. I stumbled and landed flat on my ass atop what used to be a magazine rack and now resembled kindling.

"What the hell were you doing?" he yelled. His face was flush and his eyes were wild. With the way he was breathing and the clenched fists at his sides I was sure he was about to come after me. Last night I would have bet I could take him but at that moment I gave him even odds. I mustered my best smile and replied quickly while moving off of the former piece of furniture I was laying on.

"I just gave you a kiss is all, I thought you were into it -- I wanted to find out for sure". It was the truth but saying it so callously like that made it sound horrible.

It wasn't really a fair test and for half an instant I felt bad. Last night I gave off every signal I could think of, and perhaps I was only as subtle as a bag of hammers. There was no doubt he was watching me but he wouldn't make the first move. I figured if I did, he would get freaked out and run off, so I behaved myself. I couldn't deduce if he was straight with a wandering eye or curious but unwilling to take a chance.

Now I was fairly confident I had made my second major blunder in twenty-four hours. I paused my retreat for half a second to take in the emotion on his face. His cheeks had large blotches of red forming rapidly and his lips were pursed shut. He exhaled a trembling breath as he focused on my face. It was as though he was seeing me for the first time. His look towards me was a sad countenance of innocence, anger, betrayal and maybe even curiosity. My instinct told me to kiss him again quickly before he had too long to think about it. I stifled that urge and just waited.

"What the hell are you doing here? How did you find me? Why...?" he paused just shaking his head and took a step back, his fists clenched and released.

I seized the opportunity to explain.

`You ran out this morning and I never did get the opportunity to say good-bye. I had fun last night and I thought you did too so I wanted us to be friends. Then when you left in such a hurry I was worried I'd offended you or something?" James was staring intently at me considering every word I said. When he started as if to speak I cut him off again. "So I decided to find you just to be sure."

"How?" the amazement on his face was priceless and I wanted to prolong it further but I knew he was on the verge of losing his patience again, so I told him.

"Your van gave you away. There is a sticker on the back of it with the name of the car dealer in town. You gave me a last name and it turns out you were being honest. A quick call to information told me there aren't that many Edwards around here. It only took me a few wrong numbers before your aunt put me onto the right number." She was really sweet about it. Not too bright if I had been an axe-murderer but nice just the same.

"All that from the dealer sticker, and then you came here from Toronto? I just don't get it, why?" he asked.

"James, let me level with you ok? I am usually pretty good at this -- telling when guys are interested..."

"Well your wrong", he interjected defensively.

"Listen, just listen ok?", I stopped him again and held my hands up in protest. "I'm gay, and last night I thought you were checking me out at times. I even hoped you were but when you didn't do anything about it, I started to wonder if maybe you weren't interested? Either way its fine, because if you're not I'd still like to have you as a friend, so long as you don't mind gay people?"

He sighed then. It was a long full release that seemed to drain him. He walked past me and dropped into an oversized chair in his living room. I waited a second then followed him and sat on the floor in front of him and said nothing. It was nearly two minutes before he began.

"I don't know", he started, "Jesus! I can't believe you just drove here and kissed me like that, what gives you the right?"

I'd seen this look in him previously the night before. Like he was trapped and ready to lash out at the next provocation. I recognized that I had really under estimated the depths of his disguise. He was in way too deep. His true feelings were buried underneath all that guilt and self-denial. I stopped asking him any questions and started telling him about me. I told him how I knew I was gay, when I found out and what I did about it. I told him about getting sent away from home at age ten, living in foster homes and group homes and even about working as an escort. He never said a thing the entire time and I noticed he practically stopped breathing when I told him about my last customer.

I just kept talking and I even told him about my plans to turn him into a customer and how that changed during the evening. I told him that what I wanted more than anything was to give it all up and start with a friend. I meant every word and he was shaking his head in agreement as I finished speaking.

"Ok", he muttered finally, "it's true I was feeling that way about you, I was... I mean I AM curious about being with a guy, but I'm just so afraid to admit it, to try something and be out with it. You come on so strong and that excites me in one way and scares the hell out of me at the same time."

"We could go slowly if you like?" I offered. He smiled and cocked his head to one side gesturing to another room, then stood up to leave. I followed him through the kitchen and downstairs into the family room that was in the lower level of the back-split residence. He took a seat on the L-shaped sofa and I sat on the other end.

"Real slow, ok?" he asked and I agreed. I told him I would do whatever he wanted we agreed that I would just follow his lead. He took off his socks and I did likewise. Pressing his bare feet up against mine I saw that they were just about the same size. He shifted his body forwards and bent his knees but kept his feet together as I did the same. We were then sitting close enough together that either of us could reach out and touch the other.

James put his hands on my ankles and I mirrored his movements. He squeezed my legs and seemed to enjoy the contact we maintained and his control over the situation and its progress.

As he gradually moved his hands up my legs he hesitated before reaching my inner thighs and so I copied him and did not proceed. I noticed a bulge forming in his pants and he pulled his hands away from me then. I was afraid he was having second thoughts until I saw that he just wanted to undo his pants. He got off the couch and undid his zipper and allowed his pants to drop to the floor. I stood in front of him and stepped out of my jeans also, admiring the outline of his dick through the fabric of his white cotton boxer briefs. As for me I had on a pair of black bikini briefs that just managed to contain my hard penis within. I could see James trying to get a better look so I took a step backwards and took off my shirt, tossing it onto the couch and enabled him to take in the view.

"Wow", he whispered, "you must be about eight inches. Can I see it?"

"Sure", I answered and started to take down my underwear. He put his hands over mine and finished the task for me and I stepped out of them one leg at a time until I was standing there completely naked with him kneeling in front of me. My cock is about seven and a half inches long and quite thick.

I'm not circumcised and the skin doesn't cover the entire head either, which was dark purple and glistening with pre-cum by then.

"I want to get you off and I want to watch it happen" he breathed.

"Do whatever you want, its fine with me" I replied. He brought his hand up to my cock and held it tentatively. It jerked slightly in his grasp and he responded by touching the end of it with the index finger of his other hand.

He circled his finger around in the moisture and spread the liquid around.

Slowly he increased the strength of his grip and gradually pulled the remaining foreskin back. The head of my cock is actually kind of elongated and curves upwards. I could see he was really interested in it and the way my foreskin glided over top as he slowly started stroking me.

He was pretty good at it too. I figured either lots of practice on his own or perhaps he wasn't so inexperienced after all. Some guys are pretty ruthless when it comes to another guy's tool, but James seemed to know exactly what felt good without my having to say so. By then I was almost dripping pre-cum. I am usually pretty wet most of the time I get hard, but that afternoon it was as if the hydrant got turned on full-tilt.

He stopped jerking me off for a moment and put his finger to the end of my penis once again. This time he collected a large dribble and wiped it away from the tip. For half a second I thought he was going to taste it. I wanted him to be that daring but I didn't think he had the confidence yet. Instead he surprised me. James brought his finger up to my lips and started to wipe it across my mouth. I opened my mouth instead and he guided his finger inside. I licked the warm sticky sweet fluid he offered and gently encircled his finger with my lips and slowly sucked them inside. He didn't resist but redoubled his efforts on my hard-on, picking up the pace this time.

I was getting close to the edge when he pulled his moistened finger from my mouth and began using it against my nipples. My chest is pretty well smooth and my pecs are just on the verge of being muscular. For some reason, any attention directed towards that part of my body has always caused a strong reaction when it was done right - and he did.

"Jamie, I'm going to cum real soon", I felt obligated to warn him. When I was working, I rarely said a word about it, but this was different. I wanted it to be different and so I spoke up and gave him time to react.

"I want you to", he whispered, "I'm not stopping." Then he leaned forward rested his left hand on my right thigh and started pumping my cock like his sheer survival depended upon it. I was getting closer and closer to the point of no return and I was doing everything I could to delay that moment so that he could back out, but he didn't. I kept thinking he would redirect me away from him but he stayed right where he was. Suddenly I wondered if he was going to let me cum in his mouth, if that's what he had in mind all along. Of course I was wrong, but that notion clinched the deal and I felt my balls pull upwards and the head of my cock enlarged even further as I began to cum.

We both gasped in pleasure simultaneously. With just the right amount of pressure maintained on my pulsing member, the hot semen burst out in rapid globs. Jamie closed his eyes and I painted the canvas of his face with an image of pure pleasure. He wiped the last remnants of my passion down his neck and then smiled at me with that boyish grin.

"I hope you plan on cleaning up after yourself?" he taunted. Without a moment's hesitation I dropped to my knees as well and applied my tongue to the task of recovering as much of my cum as I could lick back. Jamie closed his eyes again and seemed lost in the feeling. A few drops had run down his face in the process and settled between his lips. I took my time with those ones, savoring the feel of my lips against his as I tentatively kissed him. After some time he began kissing me back, nothing extravagant but it was tender and meaningful. We made it well past the three-second rule this time, so much so that when we stopped I could see that the mixture of cum and saliva had dried to a glaze.

`That was amazing, how about it's my turn now?" I offered and lowered my hands from under his arms where I was holding him to the band of his underwear.

"Not yet", he started "one step at a time, ok?"

"I really want to -- you know? Whatever you want I'll do it", I added.

"Anything?" he asked

"I promise", I said and I meant it. I didn't think there was anything he could say that would surprise me, but I was wrong about that too. Nothing could have prepared me for what came next.


I value your comments and questions. Feel free to drop me a line if you enjoyed the story so far or if you have any thoughts about what just happened. I make it a point to reply to everyone who takes the time to write me.

Chad Prescott.

Next: Chapter 5


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