High Class Hustler

By Avitar

Published on Jun 27, 1997

Gay

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Disclaimer: IF YOUR ARE LEGALLY UNDERAGE TO VIEW OR READ SEXUALLY EXPLICIT MATERIALS - STOP NOW. THIS SHORT STORY CONTAINS EXPLICIT SEXUAL ACTS BETWEEN CONSENTING MALES. ALL CHARACTERS IN THIS WORK OF TOTAL FICTION ARE BETWEEN THE AGES OF 30 - 32 YO.

Notice : Even though this story is written in "I" narrative, it is total fiction. Any similarity between any character in this story and any real person is purely coincidental.

"High Class Hustler" by Avitar avitar_two@hotmail.com

I was attending a small cocktail party being hosted by my best friend Phillip. We had known each other since we both arrived in San Francisco about ten years ago. In the old days, we both worked and partied hard. Not quite sure how I managed to avoid AIDS, Phillip was not so lucky. He has been positive for 5 years now but has yet to contract any serious illness or lose weight. It has been fortunate that he no longer needs to work. At twenty five, he gained access to his trust making him a multi-millionaire. He tells me he has provided for me to live quite well after he is gone. I don't fully understand his generosity in the matter as we have never been lovers - just friends. This party was like most of Phillip's, call a few friends, the caterer and instant party for no other reason other than, Let's Party.

It was the usual crowd, successful gay professionals ranging in age from late 20's to early 40's. There was one new face that caught my eye immediately. He was about 6'2"( about an inch taller than me) and maybe 185 or 190. His hair was dirty blond to light brown and his face radiated a soft glow. His wardrobe was quite tasteful and I'm sure expensive. Probably a fashion model, I thought.

About an hour into the party, Phillip rescued me from a boring conversation by asking me to step into the bedroom for a moment. The handsome newcomer was already there.

"Lance, this is my best friend, Gerald. Jerry, this is Lance, a new acquaintance of mine that wants to meet you. Have fun guys, got to get back to my duties", as he departed the room.

I put out my hand, "Glad to meet you Lance." "Likewise" "Are you new to San Fran?" I questioned. "Actually, no, I've been here about five years now. Guess we don't run in the same circles", he explained. "What business sector are you in?" I asked. "Well, you might say I'm self employed. Phillip said you might be interested in a business arrangement. I thought maybe we could discuss things over dinner one night this next week, at my expense of course. Here's my card, I look forward to meeting with you." he said. "I'll check my calendar and get back to you", as I pocketed the card without looking at it.

We shook hands again and returned to the party. God, he's a hot number, I thought to myself. It was the first time someone had caught my eye since Danny and I had broken up two months ago. The breakup had been amicable since we had become more like room mates instead of lovers. When he got the opportunity to transfer back east, I had urged him to accept the offer as it would be a great boost for his career. I had pretty much buried myself in work since then. It wasn't a difficult thing to do as I was a Projects Coordinator for a large and highly respected Commercial Architect firm. My project values were in the hundreds of millions. I felt I had achieved some measure of success as I was only in my early thirties.

When I finally got Phillip alone for a few moments, I quizzed him about Lance. I especially wanted to know about his business. I like to be well prepared before I sit down to a table with anyone.

"Did he discuss anything with you?" Phillip asked. "No, he wants to make some proposal over dinner next week. What's his business?", I replied. "Maybe I shouldn't tell you this, but he's a real hustler." "What scam is he hustling....land, oil....what?" "Not scam, dumb-ass....Himself", Phillip quipped. "Himself....Oh no, not one of those motivational nuts", I exclaimed. "What, are you brain dead suddenly or something....I mean Sex", Phillip chuckled.

I'm sure my mouth dropped a little. I always thought of the teenagers on the street when it came to male hustlers.

"Your kidding?" I questioned. "Not one bit....he's very high class and professional about it....I thought you might be interested since you seem to be without at the moment." "Phillip, you're going to pay for this and I do mean pay" "Actually, I had considered that option...I can certainly afford it", he replied. "Phillip, I can't believe you did this to me." "Why not, that's what friends are for", he smirked as he moved back to the party.

Every time I glanced around the room, I caught Lance looking (staring I should say) in my direction with a wicked smile on his beautiful face. After about an hour, I bade farewell to the party and headed my "Vette" for home.

When emptying my pockets, I looked at Lances card.

Lance Richards

Personal Services

Phone 555-5555

(Extension = 13+)

I was mildly amused by his play on words with the extension number as I tossed it in my desk drawer.

About three days later I received a phone call from Lance.

"Hi Jerry, this is Lance, I got your number from Phillip. I haven't heard from you yet so thought I would give you a call about our dinner date this week. Are free for tomorrow?" "Actually Lance, Phillip was a bit out of line when he set this situation up. I don't want to hurt your feelings, but I'm really not in the market for your services at this time." "Don't blame Phillip...I'm the one who pressured him for the introduction...I think you are a very good looking man and would still like to have dinner with you...okay?" he replied. Pausing for a second, I agreed. "Great, how does Italian sound, I know this really upscale place I think you'll enjoy." he remarked. "Fine with me". "Is seven okay, give me your address, I'll pick you up." After we hung up, I found myself feeling slightly warm inside. This guy was just so fine and out going. I wondered if he really had thirteen plus inches.

Lance arrived promptly at seven, I was impressed with his new blue Jag. Business must be good, I mused. He was right about the restaurant , it was one of my favorites. I found him a genuine pleasure to talk to. He was quick witted and highly intelligent. Since he was only 30, the biggest surprise of the evening was when he informed me his little business was a part time venture. He actually was a very successful account representative for a large brokerage house. That really did impress me, as I had enough knowledge on the subject to conclude that he knew his business. He even offered some advice which I took - it made me a lot of money.

When we arrived back at my place, I suggested he come in for a drink or coffee. He said the coffee sounded good.

He stayed about an hour. The subject eventually got around to sex. He explained to me that when he started his little side business, he had made a pact with himself to never do it for free. It was just business and had to remain that way. My evening with him had been thoroughly enjoyable. I felt compelled to admit to him that I did indeed find him attractive but I had never paid for sex, it was a matter of principle to me. We were at a good natured impasse.

For the next several weeks, he called for a dinner date at least once a week. He always insisted to pick-up the tab. I humorously wondered if he had found a way to charge if off as a deduction, maybe as Prospective Client Entertainment Expense. I had learned from him how he started his business. He had arrived in San Francisco five years ago after earning his masters in business. He was looking for the hot gay life more than a career. He quickly learned about the big bucks on the streets but did not like all creeps and was afraid of AIDS. One night, an apparent rich guy, because of his car, had pulled over to the curb. Feeling a little cocky, he told the man his size and the price (triple what the others were asking). The man requested to view the goods and agreed to the price. He was so impressed with the young man, he had recommended him to some friends. Lance was off to the bank with his own exclusive clientele. No more streets for him. Even when he had secured his position at the brokerage house, he couldn't stop his little side venture. He liked being able to stash extra money without taxes and that didn't include all the expensive presents he received. He never was specific about his financial matters, I didn't ask.

On our fifth week, things took a bizarre twist. We were back at my place having our usual coffee.

"You know Jerry, I think I found a loophole in my pact about sex. It doesn't say anything about Me doing the paying", he said profoundly. With that, he fanned out a few hundreds on the table. "What's that?" I questioned with surprised expression. "That's what I usually get for a night". "What are your rates?" "Four hundred an hour or a thousand for the night. If there are any special requests, it can go as high as three thousand a night", he replied. "Who pays that kind of money?" I asked. "Mostly older married guys, they know I'm very discreet and disease free. They can't afford for it to be known they like gay sex. I have a very select clientele. It would shake the foundation of this city if it were known." I wouldn't learn until later how true this was.

Now it was my turn to stand on principle. I told Lance I had never taken money for sex and did not plan to start now. We were at another impasse but I wasn't ready to concede just yet. I suggested, "Why don't you consider all these dinner dates as payment and let's just get on with what we both want."

That was enough for him, he stood up and started his slow strip. I was ready. He slowly removed his shirt, tossing it on a chair. I was gazing at his beautiful, well defined chest. It was covered by light brown hair that surprisingly was straight instead of curly. The hair wasn't massive, it was more like someone had carefully painted 500 one inch lines. His pecs, shoulders and arms were strongly defined but not overly. I waited with anticipation as he removed his trousers. My heart was pounding in my chest. He was wearing white boxer briefs, bulging like a large softball had been stuffed in the front. He gently massaged the growing organ, readjusting so it pointed to the side, staining to be released. His smile was changing to something more devilish as he started to remove the briefs. My body heat had risen a few degrees....waiting for him finish his tease. In a swift motion, he finished removing the barrier, quickly stepping out of briefs. His huge semi-hard cock flopped like a soft log. His balls were the size of small hen's eggs, hanging very heavy and even. The hair on his abdomen and legs matched his chest, getting heavier above his cock trailing upwards to his navel. I was having difficulty breathing. I had never seen such a beautiful specimen of manhood. I wanted to tell him but had the presence of mind to realize he had heard it a thousand times before. I didn't want to be like the others.

"Not bad", I muttered. If anything, his extension number might be conservative. "Not bad my ass, Your Turn, Stud", he said in a voice deeper than usual. I sensed his personality changing, more gruff and aggressive.

I was not as graceful as he, it was just short of ripping my clothes off. When down to my briefs, I suddenly became shy. I had always been proud of my eight inches, but compared to him I was going to look like a kid. My balls were about the same as his as well as my thickness, but the length - at least 5 or 6 inches shorter. Oh well, off with the Jockeys. He had been leaning against a chair with one hand, the other on his hip. He started across to me with that massive tool swinging as he spoke.

"You're one hot fucking stud," he growled as he grabbed my cock and balls in one hand. He grabbed my neck with the other, roughly pulling me to him. Our lips smashed as he rammed his tongue deep into my mouth. He abruptly backed off.

I've been wanting this since I first saw you," he sneered.

I reached for his cock but he knocked my hand away.

"You can look but you can't touch....that's my return ticket....this is a one man show tonight, stud and I'm the fucking Star", he added as he pushed me back to the sofa. "Just relax, you're gonna like my fucking mouth."

Lance had transformed from a nice intelligent being into a dominating animal. I was too hot to care. He climbing on top of me, starting to wildly suck on one nipple, then the other. His hands were roughly kneading my shoulders and neck. He was emitting deep gut groans as he traveled down to my groin, nibbling at my skin along the way. Straight to my big balls, sucking both in, it was somewhere between eating and sucking. I was beyond the pain as I pushed hard against his mouth, my dick was throbbing. As he let my balls slip from his mouth he began to lick and slurp all over my straining cock. I knew I was close, he did also. He squeezed my meat like a vise.

"Fucker, don't even think about cumming yet...you've got to fuck my throat," he growled.

The pain was immense in my cock from his grip, it started to soften. "That's better...show me how hard you can slam my face...fuck my throat....bounce your fucking balls on my face...getting on your knees...NOW Fucker."

I scrambled as he grabbed my balls, pulling my cock into his waiting mouth. I barely felt the back of his mouth as I rammed deep into his throat. My balls banged his chin. Frantically grabbing his head, I began to violently thrust, long stroking his throat. The deep gut animal groans were increasing. My hands twisted his hair as I made my final slamming ram. Teeth dug into my crotch as I held him fast, blasting my load deep within him. I didn't care if he choked - it wasn't coming out until I was through with him. I emptied into him as he withered and groaned. When finished, I teasingly withdrew. He gasped for air, collapsing forward. My head was reeling from the most intense climax I had ever known. I laid back to recover.

After a few minutes, I felt him start to lightly kiss my soft cock. I reached down, massaging the top of his head.

"That was great," I whispered softly. "It's not over yet, fucker...you still gotta rape my ass," he spoke with a deep raspy tone.

He was expertly sucking me back to full staff. I was surprised as my member responded with gusto. He rolled onto the floor on his knees, burying his face in the carpet with his gorgeous ass high.

"Fuck Me NOW...ram your fucking dick"

I moved forward pressing my still wet cock to his opening chute. Meeting little resistance, my rod buried fully in one fluid stroke. God, his ass was on fire. I gripped his waist and started to long dick him. Without my cock in his throat, he was able verbalize his desire.

"Come on fucker, ram my hot ass... harder you fucker....rip me open....ram my fucking guts...oh yeah, your fucking dick feels so good...tear me up...harder, harder, HARDER...Fuck my brains...oh shit...more...deeper...Harder....pound me you fucker...deeper...harder...deeper...rape my ass...oh yeah...fill my guts...."

He had me so fucking hot, I was actually trying to ram his guts. He wanted it, he was getting it. I didn't care if he ever walked again. All I wanted was to rip his ass, I wanted to blow cum from his ass out his mouth. My cock was raging, I could feel the passion rising, I was going to fill him up. I was going to blast him so much he would taste it. I thrust as hard and deep as I could. I could feel the hot fire erupting from my weapon. The pain was exquisite as he reached between his legs, grabbing my balls, trying to push them in his ass with my cock. Animals sounds were now escaping my throat as the last fire drained from me. Needing to rest, I unceremoniously withdrew my now 10" dripping cock from his gapping hole. He was moaning with pleasure as I collapsed, taking him with me.

We lay on the carpet, wrapped in each others arms, kissing and moaning. When our breathing returned to normal, we started to talk.

"You okay," I asked tenderly. "Yeah, I think so" he whispered. His voice was back to normal. "You do this all the time?" "Hell no, this was my first like this," he retorted. "Same here, never anything like this," "I never understood why some of those old fuckers wanted to pretend they were getting brutally raped, but I do now. As soon as I saw you, I knew what I wanted," he said smiling. "Let's rest a minute and I'll get you off" "You better look at your carpet, I got off when I was trying to stuff your nuts up my ass. Besides, next time it'll be your show."

After thinking about it for a few seconds, I began to worry, "Lance, I haven't been fucked very much and never by anything anywhere near as big as you. What if...." "Don't worry, I would never force or hurt you, I like you too much for that...everything will be okay.....I think I need a shower.

We hugged at the door, kissing deep and lovingly.

The next day, a service delivered a package to my office. It was from the most expensive jewelry store in the city. Inside was heavy solid gold neck rope. Having shopped that store, I knew he had dropped a couple thousand. The simple note "Thanks for Last Night"

The next week dragged while I waited for him to call. I had called the number on his card, it was an answering service. I was afraid to leave a message.

Finally........ "Where you want to go for dinner" he asked. "I thought maybe we could fix a snack here. That would give us more time together" I replied. "No deal, I have to take you for dinner to pay for your services...remember".

Dinner was agonizing, I had never had such slow waiters.

By the time we reached my place, I was trembling with desire and anticipation. Lance wanted to try something different. Let's go to your bedroom, turn off all the lights, get naked and explore by touch. He sounded almost like a little boy, I didn't argue.

The bed was sensual as we tried to meld into one being. Kissing. rubbing, slowly grinding, each touch more electric. Gradually, I worked my way until my hot breathe was bathing his cock. My head swam with desire as I kissed, licked and nibbled. Slowly, I worked my way downward to the land of balls. The aroma of his manhood captured my being. I nuzzled into his nut sack, deeply inhaling the essence of my desire. Tenderly I sucked one, then two into my moist cavity. Gently, I sucked. He began to softly moan, fingers stroking my hair.

"Love me, please, make me yours", he whispered.

I could take it no longer, I wanted his massive thing fully in my throat. I had never had one that big, it was a challenge. His cock had a slight downward curve, perfect for throating between the legs. Slowly, I began to lick, from the base to the tip. I was beginning to wonder if I had enough salvia to wet this thing. Slowly and sensually I licked as he squirmed in pleasure. His hips started to buck, he wanted to ram his tool. I continued my tortuous licking, starting to nibble. He was whimpering, his hands were gently trying to urge me to suck. Suddenly, without indication, I plunged. Gag. Plunge again. Gag.

"Easy baby, let me help," he whispered. His grip tightened on my head slightly as he wiggled to readjust the angle of attack, "Take me," he begged. I forced his cock to the back, it stopped, his grip took over, steadily pulling me forward. The head invaded, I felt the shaft as it smoothly disappeared into my throat. My nose was fully buried into his groin, I moaned in pleasure, holding him fully in, not moving, savoring the fullness. Needing air, I slowly backed away, his massive cock massaged my throat. "Holy shit, baby", he whimpered as I ejected him back to my mouth, breathing and sucking. I began to roughly suck, I wanted him. Back into my throat it slid, not fully. He started to take over the motion. Holding my face gently as he started to piston. He shifted to his knees as I still knelt before him. His breathing was erratic, he was thrusting deeper and deeper. Suddenly, he fully withdrew fully, pulled my head forward till his balls smashed my face. "Eat my nuts", he softly commanded. I could feel him slow stroking his cock as I sucked both into my wet mouth. Gently I sucked. "Don't suck, eat ", he begged. I applied pressure with my teeth and tried to eat the huge nuts. I heard him spit and knew he was keeping his cock wet. "Oh yeah, baby that feels so fucking good, I'm almost ready, suck me now." I scrambled in the dark for his meat. As I sucked it in, I felt the first blast. I plunged, he thrust, his swollen cock stretched my throat as it plummeted fully until his balls slapped. My throat screamed in pain with every pump of his juice. I had to back-off, the last of his load spraying into my mouth. I sucked, wanting every drop, he withered in ecstasy.

We lay spent in each other arms, our hand gently rubbing, massaging. I wanted to tell him I was sorry I was not able to fully take him. I was feeling like a failure when spoke, "Holy crap baby, I don't think I could have done what you just did to me."

After resting, I began to stoke his cock bringing him to full erection. The moment I wanted but dreaded was at hand. I knew he wanted my ass, his hands had been gently exploring. I whispered in his ear, "It's yours, take me". "Are you sure you want to do this?" he questioned, " my length can cause some damage if we get too carried away." "No problem, I think I can handle it." I've got an idea, why don't you sit on it so you can be in control." "Mind if I use a little lube?" I asked. "Go ahead" he responded as I procured the packet from the night stand. I had hoped he would use his tongue to get me ready but really didn't care at this point.

Surprisingly, his cock slid right in about halfway without the pain I expected. "You okay?", as he gently nudged more of it into me. I moaned in response. He gently pulled me forward, kissing me deeply as his hips gyrated short smooth stokes. "Suck my tits" he spoke as our lips parted. My mood been very content at the slow gentle fucking, I began to nurse his chest. His breath quickened at the sensation. "Use your teeth, chew on them". I responded as his cock was beginning to jab more forcefully in my hot ass. "Harder, chew harder", he begged in panting words. I began to work his tits like a piece of tough meat. His hands where on my head, roughly trying to push my face through his chest. As I gnawed, I could feel his cock swelling, stretching my hole. I chewed harder. His ass was in the air, thrusting his raging cock deeply. I could feel his eruption as it hotly squirted deep in my bowels.

I was glad his cock was softening so quickly. I, like he had done, had lost my load with his final ram into my guts. While resting, he joked a remark, "If we don't tone down, our bodies are going to be a wreck."

Once a week for the next six weeks, we made beautiful love. Not the one man shows as the first two, just mutual satisfaction at making the other enjoy total bliss.

The next week, I arrived home on Monday to find a message from Lance on my machine. "Hi Jerry, something important has come up. I will be out of town for awhile. I will contact you as soon as I can. Phillip has all the details. See you soon I hope."

A little later, Phillip arrived. On Sunday, Lance had been caught in bed with the married son of one the most rich and powerful men in this part of the state. Not wanting a public scandal, an agreement was made. Lance was to leave the state within 24 hours. In return, no charges would be filed nor would there be any other persecution. It was made very clear, his life could easily become a living hell if he didn't leave as agreed.

I was depressed. Lance had made it very clear to me his business was still thriving. He knew I didn't approve, but we weren't lovers. I knew I was beginning to fall in love with him but was unsure of his ability to return the same fully to me. He had been too much of a free spirit for a long time.

Phillip told me not to worry, he knew where he was and he was okay. Lance had also made him promise not to tell me his location. He didn't want to chance getting me involved, possibly causing me problems. Phillip was too rich to give a fuck He was to start packing and storing Lance's possessions the next day. I offered to help. I had never seen Lance's place before. I guess I shouldn't have been surprised to learn he lived quite elegantly, but I was.

Three months had passed. I had not heard from Lance. I had called Phillip about every other day. Lance contacted him weekly but would still not let him give me his location, just that he was okay. I was miserable. The longer I waited, the deeper my love grew.

I stood almost frozen looking at the envelope. It was from Lance in Hawaii. With trembling hands, I ripped it open.

Dear Gerald,

Phillip tells me you are not as upset as I had expected. I am very sorry if my situation has caused you any pain or problems.

I wanted to get settled someplace before I contacted you. Have found a suitable position and a place, not as nice as San Francisco, but adequate with a great view.

I decided to write instead of phoning so you would have time digest everything before we talk. Have also decided not to start my secondary business here. I was even considering closing down before the "incident". After I met you, I started to lose interest. I think the only reason I didn't, was I didn't think you would ever have me as a lover, knowing how you disapprove of hustlers. To me, everyone has a past, it's what you do from today forward that matters.

I know you have worked hard to get where you are in life. Through my own stupid mistakes, I have pushed us apart, virtually assuring we can't live together for a long time. I don't know if you're interested in a week-ends only relationship. Hell, I don't know if your interested in any relationship at all.

I would like to see you for week-end soon. Since it's not safe for me there, you will have to travel here. If your interested, let me know when and I will send you the tickets. Don't even object, I have enough stashed away to afford a lifetime of week-ends.

With All My Love, Lance

P.S. I'm not accustomed to taking NO for an answer, and I don't plan to start now......

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