From Father to Son to Father - Cover

From Father to Son to Father

by ChrisCross

Copyright© 2018 by ChrisCross

Erotica Sex Story: An author of teen (and sex) novels, photographer of sexy men and boys, and connoisseur of fourteen-teen-year-old boys sees an older man who arouses him and finds a fourteen-year-old version of him on an Internet dating site. The inevitable, with a quirk, results.

Caution: This Erotica Sex Story contains strong sexual content, including Ma/Ma   Ma/mt   Consensual   Romantic   Gay   Fiction   School   Anal Sex   Analingus   First   Oral Sex   Prostitution   .

He wasn’t looking. He was talking to a woman sitting at a table across the pool from me, but he was looking sideways at her and giving me a full-frontal view, so I snapped off a few photos. I captured the whole effect of him, just out of the pool, body beautiful, with beads of water glistening off his body in the sun. Then a few close-ups. One of his male-model handsome face: reddish-blond hair, square jaw, clean-shaven dimpled chin, gorgeous smile. Another of his torso: muscular, but not musclebound, beefy for a guy probably in his mid-thirties, swirls of the reddish blond hair around his pecs, descending in a line down his sternum and flat belly. A hint, possibly, of a fringe of pubic hair in the same color, but what I could see of that was probably just wishful thinking. And then a close-up of his pelvis. His suit wasn’t a Speedo, but it pulled nicely across his crotch. I think in a blow up I could get the curve of the cock and balls.

It was generally a fourteen-year-old who turned my head, but I appreciated male beauty of any age when I was in photographer mode, and this man got my juices going.

I didn’t know his name. I called him Mr. Wonderful, and I had been fantasizing about him ever since we’d both been coming to the pool of the Beaufort Christian Academy in the mornings before the classes started to watch the school’s boy student cavort in their skimpy bathing suits.

It was all an eye-candy opportunity. The school also had the best pool for swimming laps to be had in the Beaufort, South Carolina, area, and, through contact with the English department chairman here, Susan Franklin, my publisher had arranged for me to be able to use the pool. Apparently, others in town had the same arrangement, as there was a group of us out here swimming laps in the mornings before classes started.

I usually used lap time as a time to pull down inspirations for my writing when I wasn’t ogling the boys. I wrote coming-of-age books; three kinds of them in genres I kept strictly separate by pen name. My Christian theme young adult books got me invited to book festivals and bookstore signings. My coming-out-gay books made more money. My underground sex-with-fourteens e-books sold the best even though readers had trouble finding the distributors of those. My publisher wanted more of each of the first two but said New York City had become too distracting for me—that I needed to get away. She didn’t know I wrote the third kind.

Taking a long-term rental in the isolated town of Beaufort, South Carolina, off the beaten path of almost anywhere between Charleston and Hilton Head, seemed a good place to get away from the New York swirl.

“It’s picturesque; a sleepy little southern harbor town. Movies are made there,” Sheila, my publishing logistics representative, said. “There should be inspiration aplenty.”

She’d been right. My muse had latched onto Mr. Wonderful, here, mornings at the academy pool. It had blotted out any inspiration I might have for Christian-themed coming-of-age novels. The boys were arousing enough, though, that I could feed my gay coming-of-age and fourteen sexing works.

To be blunt, I ached to fuck Mr. Wonderful. I didn’t even know anything about him other than he looked sexy in a bathing suit. I just knew that I fantasized about having him under me and being inside him.

I swam laps to clear my mind and let story ideas filter in. But he was usually in the pool, swimming laps, at the same time. All I could think of while I swam, with him one or two lanes over, was how many positions I could put him in. That certainly wasn’t a Christian theme. And it wasn’t a gay coming-of-age theme either. He wasn’t fourteen, either, although I’d love to encounter a fourteen-year-old with all the attributes he had. We both were way beyond the coming-of-age stage. Both of us were somewhere in our mid-thirties.

Now that I had taken the photo shots of him, I was obsessed with getting them printed. I had already set up a darkroom in the old bungalow in Fiddler’s Cove I was renting, because I wanted to indulge in my photography hobby as well as get two novels written to check off my contract with my publisher. Still I waited.

I waited until I saw Mr. Wonderful leave the pool area and then I followed him into the locker room. He was in the shower and I got in there too before he left. His body was even more beautiful naked than with the swimsuit on. Our bodies were comparable. We’d both stayed in shape. His hair was that reddish-blond color all the way to the trimmed bush. I was dark haired. We probably had the same covering of body hair, which was slight and more a frame for our pecs and a trail down into our pubes, but mine was black and curly, so more noticeable.

We were both slim hipped, with pert buttocks and distinct hollows below the hips. And we were both hung. We could make beautiful love together, trading off who did what to whom. I was so turned on by possibilities that I had to turn away from him or he would have known it.

I deeply regretted that I couldn’t somehow get a camera in to the showers and memorialize his naked body. I dreamed of taking a close-up of his cock and balls while just inches from them and before taking his cock in my mouth.

He left the shower before I did and two great-looking fourteen-year-olds came in before I left. They were both real honeys with beautiful young bodies and I watched out of the corner of my eye for a while with the hope they’d play with each other, but that didn’t happen. Still, I had to slip out and into a toilet cubicle to take care of myself before I could go into the locker room and change into my clothes. Mr. Wonderful was gone by that time.

I drove straight home to the bungalow in Fiddler’s Cove, which was south of the Beaufort waterfront and around the curve of highway 802 going on to the Marine training base at Parris Island. The house, a one-story Carolina-style bungalow clad in weather-beaten wood, was on a longish dirt and gravel drive off the road to Parris Island. The house was set off on its own just above the water and up against a bend in the Beaufort River, looking back at the Beaufort waterfront. It was the photogenic view of the town waterfront at various times of day from here that had sold me on the house.

The house itself was both too big and too derelict for what I was used to, but I’d been told that there was nothing I could do to it that would impact on a security deposit and I had immediately seen how a back bedroom would be turned into a darkroom and that a sun porch on the back, overlooking the river in three directions and cooled by the wonk-wonk of a ceiling fan would be perfect for writing, so I took it.

I almost exploded out of the car when I got there and went straight to the darkroom. Not too long after I had blow ups of Mr. Wonderful that I could hang to dry and then I went to the kitchen to find a bottle of bourbon and a glass. I took a couple of swigs and then, carrying both glass and bottle, went back to my computer in the sunroom and sat there and pondered.

And pondered and pondered. What I pondered was what if Mr. Wonderful was a lot younger—like a fourteen-year-old.

I wasn’t in the writing mood. I was in the fucking mood, to be honest. That was the mood my publisher had wanted to get me out of by sending me out of New York. It had bummed a ride with me, though.

I couldn’t have Mr. Wonderful. At least tonight. Maybe sometime down the road, but not tonight. When the photos dried, I’d have some close-ups of him, I thought. I could pin them up somewhere and sit in front of them and masturbate—and no doubt I would—but not before they dried. I didn’t want to take the chance I’d mar them with a smudged fingerprint.

In the meantime there was the computer. I’d already made use of my subscriptions to a few video sites, including vids of fourteen-year-old on the deep Net, and, desperate, and not having found anything in cruising on the one street of bars and restaurants in Beaufort, I’d even looked into the local hookup sites on the Internet. I’d paid for it occasionally in New York. I wasn’t embarrassed to do that if I got value for the money. I’d been paid for it myself when I was younger. Indeed, my first coming-of-age gay books had been autobiographical, going from being a fourteen-year-old rent-boy on the streets of New York to an escort in my early twenties. There then had been the period of being paid in apartments and cars and travel rather than cash by sugar daddies. Now, at thirty-five, I got it by being interesting or recognized as an author. And sometimes I paid for it.

I would pay Mr. Wonderful for it if I had the opportunity. But I bet he’d be insulted. He’d either want it too or could get what he wanted elsewhere. And to have access to the pool he was swimming in, he probably had too much money already to need to fuck for money.

I’d found nothing in hookups on the Internet in the Beaufort area. There was Hilton Head and Savannah to the south and Charleston to the north. All three were lucrative sources for rent-boys and hookups. I had subscribed to the Savannah and Charleston sites. I’d have to check on whether there were any deep Net sites that would give me access to nearby younger guys—teen boys—willing to sell themselves.

I pushed everything aside and forced myself to put in a full day of writing. I denied myself more than one glass of bourbon, albeit it was a tall glass, perusing the hookup sites on the Internet, or going into the dark room after the close-up photos of Mr. Wonderful until I’d written at least four thousand words to a Christian teen novel.

I won’t say I’m not disciplined. I was able to carry out my daily contract with myself—indeed it was just such negotiating with myself that kept novels of mine in the pipeline well enough for the synergy of moving buyers of one novel right on to buying one coming out when they finished reading the previous one.

It was getting dark when I typed the last of the four thousand words, though, and, looking at the dirty dishes on the table by the computer, I couldn’t even remember what I’d fixed myself for dinner.

I stood up and stretched. I was about to turn and go into the darkroom for the photos of Mr. Wonderful. But then I said, “What the hell,” out loud to the river flowing just outside the windows in the twilight, poured myself a slug of bourbon and tossed it off, and sat back down at the computer.

I went to a Charleston hookup. It would show me some photos, but not many and no specifics on the guys unless I joined and filled in portfolio information myself. What the hell, I thought, and opened the application. It wasn’t so bad. I could answer truthfully, if generically, and be impressive enough, I thought. I’d tell the truth about the age off the top. No use spinning wheels, lying about that, and being closed down at the first face to face. Besides, bottoms didn’t mind going with tops that old. The problem was the other way around usually.

E-mail: I gave it. Phone number (optional): I didn’t give it. Height: six foot even. Weight: 185. Tell the truth about that as well. Build type: muscular. When you can say it, say it. Profession: novelist. That was true. That was an “advantage” answer too. Interests: writing, art, music, swimming, tennis, fucking. Race: Caucasian. Hair color: black. Smooth/Hirsute?: light pattern. Cut/uncut: cut. Cock length: seven and a half. Another area not to fudge too much with, and I was proud of mine. Finding by sight that you were off by a couple of inches meant a quick backout. Thick? yes. Preference: Versatile, but mostly top. Availability: Anytime. Location: Beaufort, S.C. Range: From Charleston down to Savannah; have wheels and accommodations. Comments: Horny and ready to rock your world. Rates/Willing to Pay: either; I’ve been paid; I would pay.

Then the kicker. Download photos—bare body shot, head shot, bare torso shot, cock shot.

God, they wanted it all. And they’d want it real. This wasn’t about cybersex; this was about face-to-face sex. And, it was OK with me. I didn’t see any reason to be scared of this. I hadn’t had any complaints—yet. I wouldn’t give the head shot in New York, but this was out-of-the-way South Carolina.

OK, if I’m going to do this, I’m going to do this. I picked up my cell phone, went into the bathroom, where there was a full-length mirror on the back of the door. I stripped down. Holding the cell phone out of the frame of the picture on a stick, I snapped a full length. Then close-ups of my face and torso. They didn’t ask, but I did two dick shots—flaccid and hard. I didn’t have anything to hide there.

Application submitted and accepted and suddenly the world of gay male hookups in Charleston opened up to me. I found more exclusive rooms were being offered that I could get to by paying more money, which I did. I went as deep as I could into the site. At the lowest level, there were more questions. My answer of “fourteen” to the question of what age I was looking for in a partner set off a “bingo” response. There were more than half a dozen matches popping up immediately. I’d just go through some of them tonight. I’d get more serious tomorrow. I was being distracted by going back and forth between boys in the search file and boys pinging on me. I got half a dozen at once pinging interest in me and that was intruding in my own search of the files so much that I just sat back, sipping bourbon, and going over the expressions of interest.

I was leaning back on two legs of the chair, merrily watching the screen scroll through and rubbing my dick through the material of my shorts from the bluntness of some of the offers, with my cock going hard, when I whistled, set the chair back onto all fours, and muttered, “Holy Shit.”

It was him—Mr. Wonderful—but it wasn’t really him. It was what he surely looked like when he was fourteen. The smile was the same. The color of the hair was the same. He was slender, with a twink’s body. Nice face, no body hair, very nice shy smile, nice cock. He looked fresh. From his join date, he’d only been there for a week. His stats showed a high number of interests, but no references. He liked my portfolio—a lot, he said. Both my photos and profile made him hard, he said. He charged $50 an hour during the act and $20 for side hours, plus travel and entertainment expenses, and would come to Beaufort, but I’d have to come get him in Charleston. He was a student—art and dance—at a private Charleston junior high. He’d travel but he, of course, didn’t have wheels. He could meet me tonight. He’d love me to fuck him.

“Holy shit,” I exclaimed. I bent over the computer and banged out a bid. “Interested. Rate is fine. I’d bring you to Beaufort and take you back. Soonest is tomorrow, May 10th.”

A message came back almost immediately: “How about pickup and checkout at Dudley’s, 42 Ann Street at 4:30 afternoon? They open at 4:00. I’d have to be back at school at 10:00. He was a residential student, he said.”

I answered, “I’ll be there. Can you shoot a shot of you naked, jacking off, to my cell phone now? I want confirmation you are your file photos and I want to get it off on you before tomorrow. $20 extra.” I gave him my phone number. It was a crude request, but if I was going to do an hour drive to Charleston, I wanted to know he was serious.

“You first,” came the reply, “and I won’t charge for my live photo.” He provided a cell phone number. I went into the bathroom, straddled the toilet seat, jacked myself hard, took a cell phone shot or my erection and ejaculation, and fired it off to him.

It took a few minutes, but he sent a photo back. He had a nice hard on. And he sent a short vid, not just a single shot. After hyperventilating for a few minutes, I took the phone, went into the dark room and retrieved the torso and crotch shots of Mr. Wonderful, which were dry; took the phone and photos into my bedroom; and stretched out on the bed. Bending my knees, I propped the phone and the photos up on my thigh so that I could see them in the background while watching myself jack myself off. Then I masturbated myself to a nice-load ejaculation and dozed off.

“Tomorrow I lay me a boy,” I whispered as I nodded off. “The boy version of Mr. Wonderful,” I added.

In New York, when I was selling myself, I got laid every night. Sometimes twice or three times a day. Here, in sleepy little Beaufort? Not yet.


My first use of Nathan’s ass—that was the name the rent-boy gave me, Nathan—didn’t go real well. That was disappointing, because from the look of him and fondling of his body, he was all that I wanted him to be.

When I was putting my dick in him, he kept clinching and telling me I was too big. I went for some time assuming he was being coy, the way young rent-boys are prone to do. Rent-boys should be ready to take a big one, no matter their age or body size. But I decided that maybe he was being literal, because I only got it in a couple of inches and he was impossibly tight and closing his passage down. He’d been fine with the sucking, so I guess my observation that he seemed fresh was more relevant than I’d thought.

I didn’t get irritated, though, because he was so perfect and I’d been so horny and ready for it that the effort of spiking him and not having gotten any for a couple of weeks had me finished off with just that much. And, as I said, his sucking before that had been fine and had put me on the edge.

I had been so horny for the guy who looked like a boy Mr. Wonderful that I’d changed plans for the day.

When we met outside the Dudley’s “anything goes” bar and had both confirmed quickly that we were who we’d been in the photos we’d exchanged and that that was just fine, I said, “So, you’ll go with me? I had the $50 out in two twenties and a ten and showed them to him.”

“Sure, that’s fine,” he said. “If we’re going to do it, I’ll have to go with you somewhere. I’m too young to go into Dudley’s.”

“You don’t know how hot it makes me that you can’t go into a bar, but I can get inside you. I’ve got a room at the Motel 6 on Ashley Phosphate Road,” I said. “We’ll do it there. I’ll fuck your lights out. Then I’ll take you to dinner and drive you back to your school. You live at your school?”

“Yes, it’s a residential school. My father lives nearby, but there isn’t a school with the classes I want where he is.”

That was good enough for me. He didn’t mention a mother, but I was just as happy there weren’t parents in the town where I was going to fuck the kid. It was extra arousing to know he’d be completely at my mercy. I picked the Motel 6 because it was only one star and my experience with Motel 6s and my observation of the neighborhood it was in was that we wouldn’t have trouble. I didn’t know if the rent-boy was going to be a screamer. I wanted a place where nobody would care if he was.

“A motel here? I thought we were going to Beaufort.”

“I couldn’t wait that long for it with you in a car with me,” I answered. That seemed to please him and it had the advantage of being the truth. Besides it was neutral ground. If this went sour, I’d just bail on him.

When we got out on the street and I took him to the car, a new Nissan 370Z sports coup, he whistled and said, “Nice ride, Steve.” He said like he was surprised, and I knew why.

I’d given him my real first name, but not my last. “It’s leased,” I answered. And it was—not because I couldn’t afford a flash sports car but because I normally lived in New York City and had no need for a car there. But so that he didn’t get the wrong impression, I said. “I didn’t book at the Motel 6 because I’m cheap, Nathan. I’ll take you to a good restaurant for dinner. I booked there because we’re using it to fuck, not lounge in, and we don’t want to attract attention. Lots of people use Motel 6 to fuck anonymously in, and the Motel 6 people respect that.”

That seemed to satisfy him. And no reason why it shouldn’t, because it was the truth. I kept looking at him to see him as a younger Mr. Wonderful, and the similarities were there—the ready smile and the graceful walk.

So, inside the room we stood and swayed against each other, feeling each other up as we kissed. I backed up and sat on one of the beds—it was a double—two double beds—and there wasn’t much room after what the beds took up—and he knelt between my thighs and went right for my zipper and my cock. He treated the cock right, although in retrospect I realized there wasn’t any deep-throating. Worked up quicker than I normally was—because it had been an unusually long time since I’d had it—I lifted and bent him over the bed when I decided I needed to back up on the work on my cock, pulled his trousers and bikini briefs down, pulled around to kneel behind him, and sucked his cock and balls and got his anus wet and, I thought, open.

When I stood and crouched over him and put my crowned cock in position, he closed right down on me and started the “God, you’re big. Too big,” complaining routine. He was trembling and panting heavily too.

He obviously wasn’t a seasoned rent-boy. Well that was OK. It was just as good to break one in. It just meant this was going to cost me more than the $50, though, because it was going to take more time. That was OK too. I just didn’t mean to leave until he’d taken it all. That was the main point here. He wasn’t trying to back out. He was making no effort to leave.

But I had to make sure. “You want to leave, baby? You’ve decided this isn’t for you?”

“I want it,” he said, almost with a sob. “Please don’t send me away.”

“If you’re sure, I’ll make sure I do you. You will be in pain maybe, but if you really want it I’ll get you done.”

“Do it,” he whispered.

He clearly was upset after that. He knew he hadn’t given professional service. Personally, I was a bit thrilled I had had a neophyte to work with. I took pains to assure him we were doing fine—and that we weren’t finished. I coddled and cuddled him as we sat side by side on the bed. And I kissed and fondled him and exchanged small talk with him. He was calming down and relaxing. He stiffened a bit when I pulled him onto my lap and fondled and kissed him some more—and let him feel I was hard for him.

I didn’t want to try anything fancy until he was mellowed out and was opening to me, so, assuring him we’d take it slow and easy, I took him in a bent-over-the-foot-of-the-bed doggie fuck again. I took it slow, taking my time getting in the first three inches and working his cock to take his mind off what was happening in his passage. He struggled against me and cried out when, feeling him relax, I quickly fed him nearly three more inches in a thrust. Then I held there, embracing him and calming him down and giving him time to adjust to me before I gave him the last couple of inches and pumped for a good fifteen minutes like that—beyond his shoot off—before I released into the bulb of the condom. By then, he was just lying in my arms, loose as a rag doll, and moaning.

I fucked him like this longer than I needed too—I kept edging off when I could have come—because I wanted him to be able to open to something this big and I wanted to work him until he was putty in my arms. I kept it hard by substituting Mr. Wonderful for him in my mind. My concept of Mr. Wonderful would be a fuck that went on forever.

We spoke only in monosyllables and surface comments as we showered separately and I took him out to the car and to Tom Sarris’s Steak House and fed him a T-bone. I took him back to the motel and T-boned him again myself, doing him in a missionary and making him open up completely to me in short order and giving it all to him. He was fine that time, although he did a lot of belabored groaning and came across as a sacrificial lamb. I was having none of that; I fucked him good.

Afterward I whispered. “You can register that as a seven and a half.”

“What do you mean?” he asked. I was still on top of him, still inside him, and we were both focused on me going flaccid—but still filling him.

“I was a rent-boy once too. I took my first one when I was fourteen. When you talk among yourself about johns, you’ll refer to a date like this in terms of how many inches you took. We mingled pubic hairs this time, so you can tell the guys this was a seven-and-a-half-inch date. You haven’t done it for pay like this before, have you?”

“No. This was my first time with a stranger—for pay, and the first one that big,” he admitted in a small voice, turning his cheek to the sheet and not looking at me. “Shit, you’re big,” he added.

“If you’re going to do this for pay, you’re going to get them that big,” I said. “You’ll have to learn to take them—hard, without the patience I showed you today.”

“I’m sorry.”

“Don’t be sorry for me. I love opening up a fourteen-year-old. I’ve had a ball balling you. There will be those who will toss you out on your ear at the first hint you’ll make it hard for them.”

I pulled off him, stood up, and said, “You can use the shower first. Then I’ll take you back to your school.”

“Was it ... will you ... ever again... ?”

“I’ll send you a message when I get home,” was all I said. I wouldn’t have been surprised if I’d said more that he would have sworn off doing this ever again with anyone and pulled the plug on his hookup site listing.

A block before we got to the front gate of the school, I pulled over to the curb. We kissed before he got out of the car. “Enough? Did I... ?” he started to say again before getting out of the car, but I shushed him and told him I’d be in contact with him by e-mail. He gave me a worried look and exited the car.

When I got back to Beaufort, I sent him an e-mail. “You’re a sweet lay, Nathan. I wouldn’t have sprung for a T-bone if you weren’t. If you’re willing, I’d like to see you again—maybe pick you up at Dudley’s again next Tuesday at 4:30. I’d bring you to Beaufort this time and take you through enough paces that you’ll become a top earner. I will teach you but I will take full pleasure from you. I will fuck you silly. Your rates will continue to apply. Confirm if you’re interested and if you want seven and a half each time.”

I had waited to pose this offer until we were at a distance from each other and there would be no pressure for him to sign on for anything he didn’t want to do. I wanted it to be clear that if we had another date, he would be worked hard.

He confirmed within the hour.


I was standing, knees bent slightly to balance his body, as Nathan was arched off from me. His shoulder blades were pressed to the surface of the mattress at the foot of the bed, his arms stretched out straight from his body, his fingers digging at the edge of the mattress on either side, moaning deeply and looking into my eyes with an expression of pain, pleasure, and passion. His legs were hooked on my hips, and I was supporting his body with one hand palming the small of his back. I held a small video camera in my other hand and was recording close-ups that went from his expressive facial reactions to the root of my cock and the mingling of my black pubic curlies with the hair of his reddish-blond bush as I stroked him with all seven-and-a-half inches. I felt like it was more—that’s what the sexy boy did for me.

It was the second time I’d brought Nathan home to the bungalow at Fiddler’s Cove in Beaufort and worked him over, teaching him how better to take cock and the nuances of giving pleasure to his partner. He’d even improved his sucking technique and had become completely open in taking big cock.

One of his hands went to his own cock and I photographed him masturbating himself to completion. I continued stroking him deep until he’d shot off onto the lens of the camera in a close shot and then I dropped my load too and went down on the bed, dragging him with me to where we were fully on the bed and I was stretched behind him and holding him close.

“Did you get some good close-ups?” he asked in a whisper.

“I’m sure I did. And video too. We’ll have a great portfolio for you in no time.” I’d volunteered to do a photo portfolio up for him to share with clients and prospects. It would up his rates considerably, I thought. Until now, though, he admitted that he’d only gone with me for pay. I still hadn’t gotten him to admit that I’d been the first one to fuck his ass, but it was fine with me just to think that I probably was.

“I don’t want to go with anyone else for pay until you’ve shown me more,” he whispered. “I’m so embarrassed I didn’t do well the first time.”

“You did great the first time for someone like me,” I said. “There’s a whole line of men who want to feel they are taking a virgin. I loved popping your cherry, and I sort of knew at the time that I was. If you get the idea you’re with one who does want to pop a cherry, remember how you were that first time with me. Embellish a bit on that in innocence and reluctance and they’ll pay you anything you want. And you’re ready to go more public now. I’m going to up your rates for me myself. You’re a great lay.”

“Please. I’m learning so much from you,” he murmured. “I’m not going to charge you anything. And I don’t know if I even want anyone else to—”

“No, don’t say that,” I said. “You can’t fall for the first john you pick up and give it to him for free. Or don’t you need the money?”

 
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