Before I relate the events of the last week let me get the necessary details out of the way so that the "important" parts come together without interruption. If you want to go right to the jack off material you can skip these first three paragraphs.
I'm a 32-year old dentist who has a small, but thriving practice in a relatively small town in the Massachusetts Berkshires. I'm 5'9", with an average work-out body (lean and tight but not ripped), my eyes are honey gold and I have light brown hair that I keep close cropped. My cock is 6-1/2 inches, cut and thick. I think I'm fairly attractive and I think others agree. I'm a real nice guy, laid back, pretty smart with a wide variety of interests. My biggest problem or at least the thing that's at the root of most of my problems is that I'm painfully shy. I mean even the idea of talking to a stranger about the weather makes the palms of my hands sweat. A related problem is that I'm in the closet to everyone except my best friend Marcia who is a 29-year old lesbian, also in the closet. Some day I'll come out, but right now I'm trying to conquer my shyness. If I found somebody special, someone who I loved and who loved me in return I think I'd get over both my shyness and being closeted.
I rarely ever have sex, maybe two or three times a year, usually with some tourist I happen to meet out and about, but only if the other guy makes the first couple of moves. I have a large XXX Male DVD collection and I really do enjoy masturbating so I'm not totally horny, but I do crave physical contact, a hot body to lick and devour. In my fantasies I'm an aggressive wild man. So now you know enough background.
I rarely go away on vacation. Part of the reason for living where I do is that I can ski in the winter and enjoy all the Berkshire summer festivals. It's where people come to get away and I live here, its paradise; why would I leave? The exception is that a couple of times a year I travel to dental conferences. This summer the conference was being held in New York City. Marcia came over for dinner on the Friday before my leaving for the City.
"Surely you can find somebody to get it on with in New York," Marcia said half jokingly when I told her I'd booked five nights in New York.
"Actually I've been hoping the same thing," I replied totally serious.
"Yeah well, your problem is if they don't come right up and ask you it doesn't happen. And you refusing to go to gay clubs makes it even more difficult. Maybe you should try going to one of the piano lounges they're quite and not so intimidating as the dance bars."
"I just can stand any of those places; I have a physical reaction just walking through the door. My stomach goes into knots and if someone tries to talk to me I start babbling like I have an IQ of 50. I just can't do it."
"Well that really limits you. Of course you could always hire a call boy. You can afford it and there are loads of ads in those local New York gay papers. No muss, no fuss, make the call, charge it to American Express and get what you want delivered right to your hotel room. Kind of like sending out for Chinese. Hey I'll bet in New York you can even send out for Chinese of the two legged variety."
"Very funny." I replied.
But it got me thinking. I really wanted to have wild sex while in New York and Marcia was right: no muss or fuss, I could afford to treat myself, even if it cost a few hundred. I deserved it. She didn't know it but I decided before she went home that night that I was going to do what she'd kiddingly suggested.
Sunday was a glorious summer day, the temperature was in the low 80s and for a change the air was clear and dry. I left just after noon and enjoyed the leisurely scenic drive through the Hudson Valley. I arrived at the Dumont Plaza Hotel just after 3:00 and turned over my bags and car over to the doorman. I checked in and then followed the bellman up to my room on the 23rd floor. Any fantasy about seducing a sexy bellman with an extra large tip disappeared when he turned out to be a 50 something Mezzo-American, who was nearly as wide as he was tall. Once I'd unpacked I went out of the hotel and headed for one of the Adult only stores that I'd found listed on the net close to the hotel.
Twenty minutes later I was on my way back to the room with the latest copies of three of New York's best gay newspapers. Once in the room I settled in to look for what I wanted. After reviewing most of the ads I selected the one that sounded most professional. It read: "Discreet male escorts available for the discriminating professional. Our staff members are courteous, clean, healthy and intelligent. We have someone to satisfy everytaste. Rates are reasonable for the services provided. Call 888-555-3333."
I picked up the phone and punched in the number, there was answer on the third ring.
"Executive Males," a female voice answered. I was a little taken aback; I'd fully expected a man to answer.
"Er, yes, I was wondering if I could arrange for an escort for this evening?"
"I think we can meet your needs sir. Just what type of escorting do you have in mind?"
That threw me, "Uh, what do you mean by type of escorting?"
"Will this be an evening out, or perhaps you'd prefer some company in your home, office or hotel room?"
"Oh, right. Yeah, well I want it at my hotel."
"Very good, sir. What type of escort are you looking for?"
"I'm sorry for being dense, but I've never arranged for an escort before and I don't know the routine."
"Not a problem sir. Why don't I just ask you a few more direct questions and I'll take it from there and find the perfect match to your wishes.
"What age range would you prefer?"
"I guess 18 to 30 would be good."
"Fine. Body type?"
"Some where around 5'8" to 5'10", no less than 150, no more than 185 pounds. I like a guy who is solid and husky, but not fat."
"I understand. Black, Caucasian, Asian, Hispanic, Native American or mixed races?"
I almost laughed out loud thinking of what Marcia had said about ordering Chinese. Instead I just said, "I think I'll stick with vanilla."
"Caucasian it is." She said with a chuckle. "Any preference for hair or eye color?"
"Not really, but a redhead would be interesting, but that's really not important. Neither is eye color, though I am a sucker for blue eyes."
"Right. Now as for other tastes, are you looking for someone who is passive, aggressive, versatile? "
I took a deep breath, "may I be perfectly honest?"
"Certainly, we want to provide you with exactly the kind of escort that you're looking for."
"Well to tell the truth I don't think it matters. What I'm really in the mood for is some really great looking, nice guy who just wants to kick back while I enjoy his body orally."
"In that case sir may I offer a suggestion?"
"Sure."
"We have a number of select heterosexual men who are available for men who enjoy the company of men so long as they do not have to participate directly, if you understand what I mean. That might add a little extra spice to what you have in mind."
Did it ever! I'd never been with a straight man in my life, but the thought made me instantly horny. Of course I'd heard of gay guys servicing straight men, but since that would involve me having to seduce someone, well it would never have happened. Now it was being offered to me on a silver platter. Without thinking about it twice I said, "I think that would be perfect."
"What time would you like your escort to arrive?"
"How's 8:00?"
"That should be more than sufficient time, eight o'clock it is."
So it was set. She went on to take my hotel name and room number and of course my credit card information to pay for the $400 fee which she said included a $150 gratuity for the escort."
It was just going on 4:15 and I decided to take a short nap. I called down to the desk and asked them to ring me at 6:00. I woke up, dressed and went out for something to eat. It was almost 7:30 by the time I got back. I took a hot shower, dried off, did the deodorant, cologne thing, brushed my teeth and put on a set of silk shorty pajamas. At exactly 8:00 there was a knock on the door. It was as though he'd been standing out in the hall waiting to knock at the exact time, maybe in had.
When I opened the door I nearly gasped. It was like they custom built the guy for me. He looked to be in his early 20s, was just a hair taller then me, was rugged with the build of a wrestler with thick red hair and brilliant blue eyes. He was my walking wet dream.
Some how, I guess because I knew I was paying for it, I didn't feel shy or ill at ease in the least. It was like I was in control and this was business not personal. I invited him in, shut the door and stuck out my hand.
"I'm Paul Katzmann and you are?"
"Kevin Casey." He said as he took my hand in a firm grip and shook it.
"Have a seat Kevin, would you like something from the minibar. I thought we could talk for a little bit."
"Whatever you'd like sir. For the next three hours I'm here to please you. I wouldn't mind a vodka tonic, if it's OK with you."
"Vodka tonic coming up." I fixed his drink and a scotch and soda for myself."
Over the next twenty minutes we talked and sipped on our drinks. I learned that he was 24, lived in Jersey City. He had a wife and two kids and was a journeyman plumber. He worked for the escort service on Saturdays and Sundays to make extra money. His wife thought he did plumbing in the City for some real estate company; she had no idea that he sold his body to men at a good price. "On a busy weekend I can make $600 and I don't have to claim it on income tax. Even on a slow weekend like this one I'll take home $300. I had a date yesterday and now you."
So I learned the $150 gratuity was all he made on the deal. I asked him how he got started doing it and this is what he told me.
"Right after the second kid was born I was really strapped for dough. My best buddy Marco was the guy I usually bitched to about everything so he knew I needed money. He also knew that there's nothing I like more than great head and giving an occasional poke up the back door and he knew that my wife had stopped meeting those needs when she got pregnant for the second time. I was restricted to the missionary position, twice a week if I got lucky.
"So one afternoon I'm over at Marco's place and we was watching a game on TV, drinking beer and as usual I was complaining about too little money and too little sex. We'd had enough beer so that our inhibitions were pretty much down. So Marco says to me, he says if I tell you something you swear to God and on your mother's soul it goes no further than this room?' Of course I say, yes I swear.'
"He looks me right in the eyes, all serious like and says, remember you swear.' Yeah, yeah, I swear, so tell me already.'
"'OK,' he says, you know I'm 100% red blooded male right?' Right' I say. `Well suppose I tell you how you can make 150 bucks for getting your cock sucked or fucking somebody up the ass?'
"'I'd say you've either found some crazy rich chick or you're letting your imagination run away with you.'
"'It's true. The only hitch it that the person doing the sucking and getting fucked ain't a girl.' He says this and then looks at me real close, like he wants to see how I react. Only I don't react bad because I think he's just pulling my leg. So I say, "right and I suppose you do this for a living?'
"'And then he says, no I just do it to make extra dough. How do you think I can afford to drive the car I do on my salary as a security guard?'"
"I'd never stopped to think about it, but now that he mentioned it he always seemed to have more money than he had a right to have, even considering he wasn't married. Then it hit me that he was totally serious, he'd been selling his cock to guys for bucks. I didn't know what to think or how to react. I mean I knew he wasn't gay or anything because I'd seen him fuck chicks, in fact through high school we'd tag teamed more than one girl at the same time. Then it I thought that maybe he was bi, but I couldn't make that work either, I mean I just couldn't imagine this guy who I'd know for 10 years working it with a dick. So I said to him. `I don't understand I know you're not gay and I don't think you're bi, so how can you be down with something like that?' "'It's easy man. I'll admit fucking a guy up the ass wasn't something I was into right away, but when I found out how much I could make just for letting some dude swing on my pecker, hell I figured a blow job from a guy ain't no different than from a chick, the only difference is in the head and 150 easy bucks can go a long way in changing the way my head is. Any way this buddy of mine from New York turned me onto this gig and I decided to give it a shot. I mean all I had to loose was time and maybe my pride. So I signed up and they gave me a call saying they'd booked me for a client. I showed up at this guy's hotel. He has me get naked and stretched out on the bed. He has his underwear on and gets between my legs and goes to town. I'll admit it took a while for me to relax but he was so good with his mouth that he had me totally hard and the next thing you know I've got my eyes closed and I'm getting one of the best blow jobs in my life. I mean it was awesome. In no time at all I was feeding him a pint of hot cum. Well he asked if I could go a second time and since he had me for another two hours I told him that if he could work me up to another hard on then I was sure I could cum up with another round. The second time lasted almost the whole two hours, but when I unloaded it was even better than the first time. I walked away with $150 and two of the best head jobs I'd ever had. I decided then and there that making money that way was like robbing a bank without the risk of going to jail, not to mention the great sex. Within a couple of months I'm doing four or five clients a week and when a regular customer asked me to give it to him up the poop chute I decided to give it a try. Like a suck job, fucking an ass is fucking an ass and believe me these guys know how to make a cock feel great inside an ass. So if you want I can fix you up and solve all your problems. If not forget that I ever said any of this, and I mean that. Never mention it again.' After thinking about it and talking some more about his experiences I decided, what the hell I'll give it a try. Like Marco said I had nothing to loose but some time and a little pride. Well I tried it and Marco was right. I've been doing it for almost a year now and I don't regret it for a minute. My money problems are a lot better and I don't bitch at my wife about no head nearly as much as I did.'
That's how he came to be an escort. His story made me very horny and my hard on was threatening to escape through the slit of my silk shorts. We'd both finished our drinks and I asked if he'd like to get to it.
"You're the boss. Just tell me what you'd like. The office said you just wanted to have your way with my body orally. Does that still stand?"
"Sure does. Why don't you strip and get on the bed."
"You bet." He wasted no time shucking his clothes and stretching out in the center of the queen size bed. He was magnificent. Great body, great definition, pale smooth skin and his package was better than I could have hoped for. It was still limp, but was nonetheless a good five inches and as thick around as mine is hard (which is pretty thick for a hard dick). The shaft was pale like the rest of him, but the meaty head was a bright pink, a perfect cock and very suckable. He had large balls in a pale sac made all the paler as they were surrounded by the fluff of thick red pubic hair. Just seeing him lying there brought me to a fever pitch; I wanted his cock, every inch of it. I wanted to devour him and milk him dry as often as I could over the next couple of hours.
I took off my pajama top but kept on the boxer shorts and knelt on the bed between his out-stretched legs. He'd propped his torso up with three pillows and seemed to be content watching as I explored his body with my hands and tongue. I started by dipping my tongue into his navel and then running it over his stomach and up to his left nipple. I worked on it until I had it as hard as a bee-bee and then moved over to the right one providing it with the same attention I'd given the left and with the same results. He seemed to be enjoying both my oral ministration and watching me. I ran my tongue down past his navel again and I think he thought I was going for the main prize, but instead I licked around it and down his leg and then the tender inside of his right thigh, over the side of his calf until I reached his foot. I licked the sole of his foot and then proceeded to give each of his toes a mini-blow job. When I finished with the right I did the same to his left and then worked my way up his left leg in the reverse order that I'd used on the right. Finally I found myself right at his balls and without hesitation I began licking them getting them hot and wet. Then slowly and deliberately I took each one into the warm wetness of my mouth and gently rolled it around. I slowly, very slowly moved up the length of his shaft, teasing the sensitive underside with my tongue. This elicited a noticeable shiver through his body and for the first time since we'd started he spoke.
"Shit man, you are an expert with that tongue. I can hardly wait to see the kind of head job you give." It was obvious he thought I was about to go for the gusto.
I looked up at him a grinned. "You're going to have to wait a bit longer." Without saying another thing I grabbed one foot in each hand and pushed his legs up and back. Once I had his rear end at the right level I dove in and attacked his tight pink hole with my tongue. It would be fair to say I raped his ass with my tongue, but from the moans and groans coming from deep down inside him there was no way he was objecting.
He was so clean and tight and he seemed to be totally enjoying my rim job so much so that I could have gone on for an hour. It was only his saying "if you don't stop soon I'm going to cum," that stopped me. There was no way I wanted his fresh load to go any where other than right down my throat.
I pulled away from his ass, dropped his legs down on the bed and dove in, swallowing his super thick 8 inches, down to his red pubes. It stretched into my throat and I began the traditional up and down movements aided by the tightness of my lips and the flickering of my tongue. I must have been doing something right because he seemed possessed with as much lust as I. I felt him take hold of my head in his two strong hands and suddenly he was pistoning his hips, fucking my face, driving his cock in and out, deep and hard. We were taking a trip to heaven together. I knew he had to be getting close, we were both moaning with desire and I could feel his cock expanding between my lips. Then he made one final deep thrust, held my head tight with his cock buried to the hilt. His ass rose up off the bed and he went stiff.
Suddenly there was an explosion in my mouth and I was flooded with what could only be pure male essence, thick, rich and creamy. It was actually sweet with just a hint of acidity. I swallowed three times in rapid succession just to keep up with the flow. He relaxed and I gently nursed on his meat drawing out every drop of his offering and I could feel him deflating in my mouth. I reluctantly released him. I looked him right in the eye and asked. "How was that?"
"That was fan-fucking-tastic. I've had some great oral over the past year, but never that whole body thing. Most guys want it down and dirty, strictly the old meet and potatoes," he said grabbing his cock and balls and giving them a tug for emphasis. I like your technique. Shit its way better than my old lady ever did for me, even when she did this kind of thing."
I looked over at the clock, he'd only been there an hour, I was entitled to another two hours. I looked at him and asked.
"Any chance you'll be able to cum again?"
"Don't see any reason why not. If you're in the mood I think if you work on my ass with your tongue again that will get me ready real quick."
Who was I to refuse a stud's request? As a matter of fact it worked like a charm, not only then, but another time as well. Three hours, three loads. And before he left he did something I hadn't expected. After he'd gotten off for the third time, he asked rather shyly if I was going to get off. I said that I'd take care of business after he left.
"Well I don't do this for everybody, but you're a great guy and your good looking and clean. If you want I'll give you a hand job. Sorry it can't be anything more than that, but cock sucking just isn't my thing, at least from the giving end, but a hand job's cool. I mean my buddies and I helped each other out when we were 12 and 13, so its not like I've never done it before.
So he gave me what I'd say was the best hand job of my life. And though he didn't normally "work" during the week before we left we made arrangements for him to visit me off the books. That way he made more and I saved money. All in all it was quite a week. But those are other stories. With any luck I'll make another visit to New York in the not too distant future and I have Kevin's cell phone number.