Woulda Shoulda Coulda

Adventure #2: Steel-Gray Eyes

Part 4

© 2020 by Gamin Paramour


Welcome back to the second story in my series based on my own real experiences. This is Part 4. If you haven't read the earlier parts I suggest you read them first.

Please note that this is mostly fiction, the fun that shoulda happened, and coulda happened if only...

For the record I do not advocate breaking the law. If we're sitting in jail the assholes win.

Need I remind you that Nifty is amazing? Please donate if you can.

I appreciate your feedback, so please email me and I will do my best to answer quickly.

Gamin Paramour, 2020


Part 4


It was pretty ironic, I thought. Terry and Casey had both been hoping for some intimate fun, but it didn't happen because neither was ready to admit their interest to the other. I was the common denominator, which meant I didn't get any either.

Crap.

The pool water was cold at eight in the morning, which served to chill out our cocks and our attitudes. Shortly we were splashing and playing like always, and soon welcomed Geri, Gary and Hannah to the party.

Geri again commanded my attention with another sexy swimsuit, this one a skin-tight blue tanksuit that hid not a millimeter of her perfect preteen shape. I couldn't help but wonder how many swimsuits the kid could have, especially given their family's fairly tight finances.

My eyes widened when I caught a glimpse between her legs and saw the crystal clear outline of her young pussy, a surprisingly long vertical groove that must have extended from her asshole to her belly button.

I've told you a million times I never exaggerate.

The rest of Monday passed pleasantly but far too innocently. Despite my every effort to steer the conversation back to the naughty moment we'd shared so briefly that morning Casey doggedly refused to cooperate. We went back to my apartment for lunch, but he pointedly changed out of his swimsuit in the bathroom.

In the afternoon we drove to a local park that had a gigantic chess game with pieces almost as tall as the boy. We had a great time and laughed a lot, but he steadfastly sidestepped any sexy subject I brought up. He wasn't cold or distant -- every bit as happy and affectionate as ever -- but it was clear he wasn't going back to Bonerville any time soon.

Scared off, I guessed, and tempted as I was to blame Terry I knew it wasn't his fault. Just rotten luck. But you know what? I loved this boy, and I wanted whatever he wanted. If that was my platonic love without anything physical I would give that to him.

Besides, I reminded myself, I actually had all the BL bases covered at the moment: love but no sex with Casey, sex but no love with Miles, and with Terry tremendous sex with a ton of affection that was this close to love.

Except for my year with The Love Of My Life it was the single best period of my entire boylovin' existence.

After chess we tossed a Frisbee for a while and Casey climbed with a few smaller kids on the jungle gym, hanging upside-down and making monkey noises to make the tykes (and me) laugh. Eventually my little calorie-burning machine said he was hungry, and so I buckled Casey back into my car and drove us home.

I had planned spaghetti for dinner, Brandi's suggestion as one of his favorites, and so I cooked and he hovered at my elbow and got in my way, which was way more fun than it sounds. We sat and ate and joked and laughed and Casey was actually a big help cleaning up. By the time we retired to the living room my heart was floating to the sky and his beautiful gray eyes were never brighter.

"How about a movie?" I suggested. "I rented a few to pick from at Blockbuster."

"Cool!" Casey enthused. He had heard of VCRs even though they didn't have one at his house. He perused the three tapes and held up Clash of the Titans, with Harry Hamlin as Perseus. I had thought he might pick something funny like The Great Muppet Caper, but he decided to go scary.

"OK," I said. "Listen, though, it's getting a little late, so why don't you go wash up and get into your PJs so you'll be ready for bed when the movie's over?"

This was me trying to be a responsible babysitter, anticipating that he might conk out before the movie ended. If I had to make him wash his face and change his clothes at that point he'd be wide awake again. This way I could put him to bed and he might not even wake up. I almost hoped that would happen, because even though it would subvert any hopes I might have of quickly advancing my naughty agenda it would make me feel parental as hell.

"OK," he chirped and ran off to the bedroom, but then his little face poked back around the door frame and he asked, "Aren't you going to change into your sleep shorts too?"

My brain took a sharp left turn from parent to pedo.

"Sure," I said, more eagerly than I intended, but Casey didn't react negatively. I followed him into the bedroom in an unexpected but utterly welcome replay of our morning moment.

We locked eyes and there was that same shy smile. He pulled off his t-shirt and draped it across the room's only chair, then watched me until I took my cue and pulled mine off as well. Casey tugged down his shorts and threw them on top of his shirt, standing then in just his little white underpants.

There was no bulge I could discern.

I shucked down my shorts and stood in massively distended boxer briefs, which pulled Casey's gaze like a superconducting magnet. (Look it up -- it's the thing that holds up a bullet train.)

After a long moment Casey gave kind of a "here goes" look and dropped his briefs, stepping out of them. He was beautiful, of course, if a bit too skinny, his small limp wiener hanging over relatively big hairless balls. We both knew he was letting me look at him, and we both knew how much I liked it.

This time it was him giving me the "go ahead" gesture and I slipped down my boxers, letting my six-and-a-half inches spring free. The corners of Casey's mouth turned up and he took a slightly deeper breath than usual. He abruptly turned to his suitcase and pulled out a small, gossamer garment.

"It's kind of warm in here," he said, and he was right, though I'd thought it was just my excitement. "I think I'll only wear the bottoms." He began stepping into what turned out to be a cute little pair of baby-blue pajama shorts with fluffy white clouds all over them.

I couldn't suppress a sigh of disappointment when his hairless junk disappeared from view, which made Casey smile.

I didn't hurry finding my trusty, wide-legged shorts and pulling them up. Casey closely watched until my thing was tucked away then directed his luminescent smile into my eyes.

I could have melted into a puddle right on the bedroom carpet.

"Let's watch the movie," he said and brushed past to the door. I followed his captivating, near-naked form back to the living room and gave instructions when he asked if he could feed the tape into the VCR. The sun had set by then, around 9pm that time of year, so I turned on a table lamp and closed the drapes over the sliding glass door to the balcony.

"Good idea," Casey said. "You gotta keep 'em closed at night or people can see right in." Then with a sideways look to gauge my reaction he added, "That's how I saw Terry's Mom naked once."

I laughed and he grinned. "I didn't see much," he said. "Only for a second until she closed the bedroom drapes."

"What did you think?" I asked with a devilish smile.

Casey wrinkled up his brow and thought for a second. "She has a whole lot of hair down there," he said. "Lots more than my Mom."

I reacted in surprise. "You've seen your Mom naked? You mean you spied on her?"

"No!" he said indignantly. "I was still little when my Dad left, so I had to go into the women's changing room with her if we went swimming or something. I saw lots of women naked, but I don't remember really. I was like four years old."

"But you remember your Mom."

"I saw her a bunch of times, so it kind of added up," he said, then teasingly, "And now I've seen you, too."

"And I saw you," I countered with a chuckle, "twice."

"That's OK," he said. "We're both boys."

I showed him how to set the TV to channel 3 and start the video.

"Can I have a Coke with the movie?" he asked, and I gathered that at home he didn't get caffeine so late at night.

"OK," I said, "but just one," parent mode coming out again. I went into the kitchen and got him a Coke and a beer for me. When I returned the previews of other videos were almost over and Casey was sitting cross-legged on the floor in front of my easy chair. Once I settled in he immediately leaned his bare back against my bare legs, and while grateful for any kind of contact it wasn't exactly the stuff of my dreams.

The movie was silly and juvenile, which of course made it perfect for the current audience: I was silly and Casey was juvenile. Greek gods spoke clunky dialog in posh British accents while Harry Hamlin sounded like a Perseus from Southern California.

Surf's up, Zeus!

Casey seemed to enjoy it though, which after all was the point.

After a while a disconcerting thought came to me: Brandi had not called to check on the kid. As of Saturday dinner neither she nor Tony had known the phone number of the cabin, so it had been arranged that she would call when they arrived and give it to me. Casey and I had been home since 5pm and there had been no phone calls. I was a bit ashamed to admit that I hadn't thought of it either until now, being so wrapped up in my fun with Casey, but I guess I couldn't have done anything about it even if I had remembered.

Meanwhile back in ancient Greece, Ray Harryhausen's stop-action monsters were pretty exciting, though five years after Star Wars they were no longer state of the art in special effects. Still, after two or three gruesome creatures nearly made a light lunch out of Perseus Casey abruptly jumped up and ran to the bathroom.

He returned in less than a minute, stepping shyly in front of me and quietly asking, "Can I sit on your lap?"

Now you're talkin'! I thought, but kept a poker face as I said, "Sure, pal. Hop right on up here."

Casey smiled as I gathered him onto my lap and comfortably arranged his cute butt directly on my crotch. This contact certainly was the stuff of my dreams and I immediately started to get hard. Having pressed it against him so often in the pool I wasn't worried about his reaction and soon I was gently humping him while he pretended not to notice.

On screen Medusa's wildly flowing hair turned into a twisting, writhing nest of snakes and Casey shrunk back against me with a gasp of real fear.

"Hold me!" he cried out, and I didn't need to be asked twice. I wrapped my arms around his soft bare torso and clutched him to me, and I felt his whole body tighten and his sweet little butt cheeks clamp directly around my swollen shaft. I don't think he necessarily meant to do that, but once he had it he didn't let it go.

For the rest of the Medusa scene I held Casey tightly while he ground against my cock and I did my best not to jizz in my pants. I could feel the rapid heartbeat in his narrow chest so I put my lips to his ear and whispered, "It's just a movie, kid. It can't hurt you." I pressed a long, tender kiss on his delicate neck and I felt his palpable reaction.

It was an undeniably positive reaction, so I did it again, whispering, "I've got you, baby. I'll keep you safe."

He sighed and relaxed somewhat, offering his sweet neck for another kiss. Soon I was full-on humping my steel-hard rod against his tender butt, running my fingers gently around his chest and tickling his sharp nipples, kissing his neck over and over. I had checked for a boner-bulge several times during the movie and finally got my reward. There it was, the baby-blue fabric tented out to Casey's full stiff three inches.

I slid one hand slowly downward and I felt him tense up, but he offered no protest as I traced my index finger up and down that prominent lump. Casey squeezed my cock with his butt and I closed my thumb and index finger around his lump, marveling at the bone-hard little wonder. I decided I would slip my fingers in through the fly of his PJs.

"Don't," he said softly, but there was no urgency in his voice, no panic. Indeed, he was still gripping my cock with his butt. These were the mixed signals from hell, but No Means No and so I backed off.

"You can kiss my neck," he said just above a whisper, and confused as could be I nuzzled his delicious nape, kissing again and again and hoping not to hear another protest.

When the movie ended I gave Casey's neck one final, definitive smooch and nudged him off of my lap. Not that I wanted to break the contact, but the beer I drank was clawing at my bladder like a trapped weasel.

When I returned Casey smiled sheepishly and said, "Me too," and hurried into the john. He left the door open a crack and I could hear him do his business, his strong stream cascading into the bowl followed by a flush and 10 seconds of hand-washing. He didn't have time to get rid of his erection, and indeed when he came back his tent still stuck up like the Ringling Brothers' Big Top.

Mine too.

"Where am I going to sleep?" Casey asked.

I was unprepared for such a practical question, most of the blood having diverted from my brain for the last hour or so, and I had to force myself to concentrate.

"Well, it's a one-bedroom apartment so you basically have three choices," I said. "You can sleep here on the living room couch so you sort of have your own room, or I can lay down some blankets on the bedroom carpet if you'd rather not be alone, or you can sleep in my bed with me. It's a queen size so there's plenty of room."

He didn't even think about it.

"I'll sleep with you," he said, and my heart soared again. His signals were mixed like he put them in a blender, but I'd gotten the answer I'd hoped for and so I took it and shut my trap.

Casey headed for the bedroom and I snapped off the living room lights. I peeled down the covers and gestured him to the bed, and with a shy smile he scooted in and arranged himself on the right side. I climbed in on the left and settled myself, leaving a bit of room between us, but Casey immediately scooted closer so that we were slightly touching. It was warm in the room and we didn't pull up the covers.

"Good night, Casey," I said with real, gentle affection. "I'm really glad to have you here."

"I'm really glad to be here," he said, looking into my eyes with about half-power megawatts, which I attributed to the little guy being tuckered out at nearly midnight. "Thanks a lot!"

"You're very welcome, kid," I said, reaching past him to switch off the bedside lamp that was on his nightstand.

I lay in the dim light coming in from the streetlamp and simply enjoyed our closeness. I loved the sweet boyish scent that I was getting so accustomed to, the sound of his breathing, and his very presence next to me. I wanted him badly but I knew it had to come from him, had to be his decision. I relaxed and waited.

"Bill?" I heard after a while, and my pulse instantly vaulted.

"Yeah kiddo?"

"The movie was pretty scary, huh?"

"Yeah," I said, "maybe a little more than we bargained for."

"Can you maybe hold me a minute, just until I fall asleep?"

I grinned in the semi-dark and pulled him against me, truly gratified when he snuggled up and sighed contentedly. I kissed the top of his head, and then again.

"My sweet boy," I muttered realizing only afterward I had said it out loud. I froze, waiting for a protest that never came. Instead, Casey snuggled in even tighter and said, "Good night, Bill."

I held him to me, gently stroking his soft, bare back and side. He sighed every once in a while and snuggled into the crook of my arm. My cock raged hard a foot from his face but if this was all I was going to get it was acceptable. I've always said -- and I mean it -- that I only want as much as the boy wants. I am not a predator.

As I keep telling myself.

Soon Casey's breathing was deep and regular and I allowed my hand to venture a bit farther afield. Kids sleep like a rock, right? If he's unaware then there's no harm, no foul. I cupped his little butt cheek over his PJ bottoms and thrilled to its shape and softness, but it felt like cotton and I needed to feel skin, and so I slipped my hand under the waistband and cupped the boy's real, naked butt.

Oh my God it felt amazing! I'll never get over the feathery softness of 10-year-old skin if I live to be a thousand. Sure, I'd touched Casey's arms and legs and belly and back dozens of times, and they were amazing too, but there was something about his tender little butt and the forbidden-fruit nature of this touch that blew my mind! I fondled his sweet ass cheeks and traced a finger gently down his cleft until I felt I might pass out.

Just then Casey stirred and my heart froze in my chest. I pulled my hand out of his pants just in time as he turned in his sleep away from me onto his right side. I resigned myself to this lovely interlude being over for the night when Casey made little sleepy noises and backed his butt right up against me, snuggling right up again in this new position.

Eagerly I turned on my side as well, spooning up to his warm little body and maximizing the skin-on-skin contact, not to mention cock-on-ass with only two thin layers of fabric in the way. I draped my top arm across him and buried my face between his shoulder and neck, nuzzling him and kissing his tender skin. Casey sighed happily and snuggled even harder back against me.

After several minutes of this horizontal adaptation of our chair cuddling I could hardly stand it, and I pulled my wide-legged shorts to the side and released my hot stiffness. It sprang out and came to rest against Casey's exquisite thigh and sent an amazing thrill coursing through me. With no reaction from the boy I carefully reached down and pulled the leg of his PJ bottoms aside as well. My cock lurched forward on its own and nestled between his supple thighs as if it had eyes.

This was almost more than I could take, and I slowly and gently began to move myself back and forth in his tender cleft. Casey adjusted himself slightly so that my cock tucked in more tightly against his perineum and began to gently poke the backside of his scrotum. I stopped and closely examined his face, because that didn't seem like a random thing someone would do in their sleep, but he looked serene and peaceful and his breathing remained slow and steady, and so I chalked it up to coincidence, or perhaps to the boy's subconscious giving in to what he secretly wanted. I resumed gently fucking his thighs.

After a while I decided that the little bit of clothing we each wore was annoyingly in the way, and so I disengaged for a moment, slipped my shorts off and tossed them away. Then I took Casey's little blue PJ bottoms in my fingers and carefully skinned them down, meeting zero resistance as I pulled them off of him. Again, it was far too easy and my suspicions were raised once more.

I carefully rolled Casey onto his back and his rock-hard three inches stabbed into the air. Even in the dimness it looked beautiful and I couldn't wait any longer. I slipped down the bed and pulled his knees apart, again with no resistance, and I leaned in to caress his little cock with my tongue.

Casey's moan was soft but he couldn't suppress it entirely. I took him to the root and sucked lovingly, sliding back up the turgid length until I had only the round head and tickled the tip with my tongue. Encouraged by the boy's utter lack of protest I settled down to really and truly suck cock, finding it every bit as luscious and delectable as I had hoped. I pumped up and down, sucking and licking and laving, and Casey's legs came further apart and I felt his hips undulating up to meet me.

By this time I was convinced that the boy was no more asleep than I was, but I didn't want to break the spell of our very first real sex and so I pressed on. I ran my hands up and down his beautiful slim legs, caressing his inner thighs and reaching under him to cup and squeeze his wonderful butt cheeks. I moved my hands higher, caressing his tummy and chest and tiny, pinpoint nipples, but when I got an urge to explore his beautiful hairless armpits Casey suddenly clamped his arms to his sides and trapped my hands, preventing them from going there. His eyes were clamped so fiercely closed it completely belied any idea of him being asleep, but still he steadfastly pretended.

He relaxed again when I abandoned the attempt to get into his pits. I had suddenly realized what it was all about: Casey was incredibly ticklish under his arms, and if he had allowed me to get my fingers in there he surely would have laughed out loud and ruined his fake slumber. For some reason he needed this layer of insulation, this plausible deniability, in order to allow himself the pleasure he obviously craved.

Once I understood the situation I let him have his fig leaf. I went back to avid cocksucking, kneading his thighs and ass as I gave him all I could give. On and on it went, Casey thrusting up to meet my lips and breathing like he was running a mile. Finally a guttural sound came from his throat and he thrust up to me a final time, his guts clenching and heaving as he bucked his dry orgasm. Whimpers came from him and I sensed it was his very first, and I wished for him that he could have celebrated it openly like every other boy in the world.

I rode his cum to its final tremors and held him as he fell back to the mattress, sweating and heaving and his little heart pounding. I released his still-stiff dick and kissed his balls before rolling away.

I sat there watching the boy of my dreams come down from his peak while still refusing to open his eyes. When he regained his senses he turned on his side away from me, undoubtedly to go to sleep for real.

I slid back up into spooning position, but this time I spit in my hand and lubricated my cock, then slipped it back between his thighs. Unable to protest without blowing his cover, Casey allowed it. Unlike the first time, though, I was working for my own release and I gripped him with an arm around his chest and began thrusting.

Had there been any sign of real protest of course I would have stopped immediately, but quite the opposite happened. In ten seconds Casey was squeezing my cock between his thighs, pushing back to meet my thrusts and participating fully in the slick-leg. I fucked and fucked between his silky soft thighs until I felt myself surging forward, then moaned into Casey's ear as I rushed over the cliff. He gripped me tightly as my cum spurted and spurted onto the bed in front of him until I had no more to give. I fell away, panting and heaving in a replay of his own recent post-orgasmic bliss.

When I regained my breath I slipped out of bed and went into the bathroom, where I cleaned myself up. Then I brought a damp washcloth and a dry towel back to the bed and mopped up the semen, carefully cleaning up the smears of cum that had gotten on Casey's thighs and balls.

I'm pretty sure he was really asleep for that part.

I woke to the sound of the toilet flushing. It was full daylight, just after seven on the bedside clock, and I was naked and alone. Last night's passion play flooded back to me and I grew apprehensive about Casey's reaction. Just then the bathroom door opened and there was Casey, fully dressed and grinning.

"G'morning!" he said brightly. "I slept great! How about you?"

"Um, yeah," I muttered, "me too."

He glanced at my flaccid cock but then focused on my eyes. "Are you hungry?" he asked. "I'm hungry. Can we go out for breakfast? I want waffles."

OK, I thought, so we're going to ignore the elephant in the room. Of course I wanted to talk about it but I didn't want to ruin Casey's great mood.

"You're a very happy boy this morning," I said with a smile.

"Yes I am," he said, directing me significant wattage. "And I'll be even happier with waffles in my tummy!"

"OK," I chuckled. "I get it, you're hungry. Just give me ten minutes for the bathroom and we'll go."

Casey wanted to go to Denny's, and while it was approximately 4,673rd on my list of favorite restaurants it was handy, just across the street from the main entrance to our complex. Casey ordered his waffles and a glass of chocolate milk and I got the Grand Slam with extra bacon and coffee. We chatted and laughed waiting for the food but when it came Casey was all business, tucking in like he hadn't eaten in a week.

Great sex builds up an appetite.

While we were eating a young family of three came in and were seated two tables away from us. They were a good looking couple with a very beautiful son of ten or eleven, blond and blue-eyed with delicate features that somehow made him girlishly pretty but boyishly masculine at the same time. He wore a tank top with fantastically wide arm holes that so perfectly displayed the creamy smooth skin of his chest, sides and armpits that I might have dressed him myself. He completed this outfit with tight, very short shorts that showed off his beautiful unblemished legs to their utmost.

"Do you like him?" Casey whispered, startling me because suddenly he was in my face, standing and leaning across the table so that I could hear him. His expression was neutral so I couldn't tell what he thought of my obvious interest in another boy. Was he jealous? Amused? Turned on? I couldn't tell.

Flustered I said, "He seems nice, I guess," not even pretending not to know who he was referring to.

"I mean how he looks," Casey said. "He's cute, don't you think?"

I looked Casey in the eye. "Yeah," I said. "He's very cute."

Casey considered that for a second, then asked, "Who do you think is cuter, blond-haired boys or brown-haired boys?"

"It depends," I said. "Kids can be cute with any color hair."

"Yeah, but between just those two colors, do you like blond or brown?"

"They're both nice," I said. "Your hair is kind of both, brown but almost blond, and you're the cutest boy in this whole restaurant."

Casey inflated and turned on the gray searchlights. "It's only blond in the summer," he said modestly. "It's more brown in the winter."

"Well, I love your hair," I said, "and I'm sure I'll love it in the winter, too."

Casey grinned at me, and it seemed I had passed a test.

Back home Casey went straight into the bedroom saying, "Let's put on our swimming suits."

I noted his assumption that we would change together. I followed and he was already stripping with no hesitation whatsoever. I undressed more slowly, keeping my eager eyes on him. Sure enough, his little white briefs were again tented outward. My cock quickly followed his lead and by the time I was down to my boxer briefs my bulge was pumping up to full stretch right before his appreciative eyes.

I made a decision that surprised even me and stepped toward him with purpose.

Having no deniability for a shield Casey reacted in alarm and looked ready to flee. His breath caught in fear, but even though it would have taken only the word "No" to stop me, he didn't say it.

I reached out, but when I didn't go for his dick and only took his hand he let out his breath and appeared relieved.

"Sit down here," I said, indicating the bed. "I want to talk to you."

He nervously sat, his hand still in mine, and avoided my eyes until I gently urged, "Look at me, Casey," and he did.

"You're a very smart kid," I said, "and I know you've figured out already that I like boys. You knew I was attracted to that blond kid in the restaurant and you wanted to make sure that I liked you better. And I do, Casey. You're a wonderful boy, beautiful and sweet and smart and funny and I just want you in my life forever."

He smiled sheepishly, so flattered he didn't even react negatively to my calling him beautiful. He tilted his head downward a bit and peered up at me through lovely full eyelashes, as if he knew how much it would get to me.

"But I'm not stupid either, Casey, any more than you are. I know you were awake last night, and I know you liked what I did... What we did."

He looked ready to protest but I cut him off.

"It's OK," I said, smiling affectionately. "We can never do it again if that's what you want, but I think you do want to do it again, and I know I sure want to. But Casey, I can't deal with this thing where you pretend to sleep through it. I love to do stuff with boys, and I have ever since I was a boy myself, but it has to be mutual. Do you know what mutual means? It means we both like it and we both want it. It's no fun for me unless you want it too."

Casey was silent for a full 10 seconds. Then he smiled shyly and said, "It felt really good."

I smiled back, finally breathing again myself and pulling him in for a brief hug. "That's kind of the point."

Casey relaxed visibly, his decision made. "What was that at the end? It felt like an explosion inside me -- a really really good explosion!"

I chuckled. "That's called cumming," I said. "It's this big wonderful feeling that comes over you when the sex feels the very best."

"That was sex?" he exclaimed in delight. "Cool! I like sex!"

"Everybody does," I said.

"And what about what happened when you finished?" Casey asked. "Did you pee in the bed?"

"No," I said. "That's how a grownup man cums. This hot gooey white stuff comes squirting out and it feels even more amazing! You'll be able to do that too someday, but not for a few years."

"It kind of makes a mess," he observed.

"Yeah," I said, "but it's worth it!"

Grinning, Casey leaned forward and peered at my crotch.

"You still have a boner," he said.

I smiled. "Pretty much always when I'm around you."

Casey looked apologetic. "I guess you want to do stuff again right now," he said, "but is it OK if we just go swimming? Don't worry, I want to do it again, but not right now."

"Yeah, of course Casey," I said. "With me you never have to do anything you don't want to do. C'mon, let's put on our suits."

Casey stood and peeled his underwear right down, apparently to display for me that he no longer had an erection. I didn't need proof -- he gets to decide what to do with that cute little wiener -- but I did appreciate the view.

The kids were out in force when we got to the pool: the Rhyming Kids of course plus Hannah, Miles and his younger cousin Justin plus several more I didn't know. The newbies interacted with "my" kids somewhat but mostly played with each other and soon left for a scheduled soccer game at the park.

Justin kept making sly eye contact with me and then glancing over at Miles until I was sure he knew about our sexy fun the previous Saturday. This implied that Justin and Miles had their own sexual history, which bode very well. I looked the 9-year-old over in a new light, suddenly considering him as a possibility.

He had big, bright brown eyes that shone with joy almost all the time and a round face with a cute, small mouth and a button nose. His short, light brown hair was in a bowl cut that looked pretty much the same wet or dry, and perfectly complemented his sweet features. His little body was adorable too, childish and soft and not an ounce either side of the perfect weight. They could have used Justin's picture to illustrate the growth chart in a pediatricians' office.

I made a point of wrestling Justin over against the side, behind him with my back and the pool wall shielding us from prying eyes. I pressed my stiffness against him and he giggled happily, pushing back to maximize the contact. He craned his neck to make eye contact while reaching back with one hand, finding my hard cock and giving it an extended squeeze.

I couldn't keep this delightful position for long in the crowded pool and so I reluctantly pulled away, but he jumped on me immediately and pulled himself up until he could whisper in my ear, "I like big ones!" and swam away laughing.

I thought of Miles' five-incher and grinned back.

I was still chuckling over this happy new development when I noticed Casey on the other side of the pool. He wasn't exactly glaring, but let's just say his beautiful high-beams were not projecting their usual fondness. I caught his eye and gave him an affectionate smile. His intensity eased somewhat and he smiled back, but with a degree of uncertainty. I swam over and focused my attention on him for the next several minutes and he seemed mollified.

Until, that is, Terry and Miles and especially Justin came flitting around, vying for my attention. Casey's gray eyes narrowed in displeasure and I kept making loving eye contact to diffuse his apparent jealousy. It worked to a point, but when Justin wedged between Casey and me to jump into my arms my beautiful boy had had enough.

"I'm hungry Bill," he said, pulling my elbow. "Let's go home and have lunch."

I actually loved that he called my apartment "home," though of course it was probably just a figure of speech.

I looked at the clock over the changing room doors and saw barely eleven o'clock. After our Denny's breakfast I personally couldn't eat a thing for at least a couple of more hours, but it was quite flattering that Casey wanted me all to himself so I decided to go along with his excuse.

"Yeah, OK kid," I said. "Let's go fill up your gas tank."

The other kids protested, even the girls, but I begged off and promised we would see them again in the afternoon. Justin seemed especially disappointed, and while this was very promising for the future I feared it could mean he'd be gone already by the time we got back, and I couldn't be sure when or if he might come to visit again. I saw no way around it though if I was going to keep Casey happy.

Back at the ranch I immediately suggested that Casey take a shower to get the chlorine off.

"You have chlorine on you too, right?" he said, more as a statement than a question.

"Yes, of course," I said. "I need a shower too."

"Well come on then," he said, beckoning me to join him in the bathroom.

Smiling, I followed. I'd seen this before with young friends, jealous of the attention I paid to other boys and using sex to bring my focus back. I went along with it because it gave us both what we wanted, but I couldn't allow him to think he could manipulate me any time he chose just by dangling sex in front of me. Casey would get his way this time, but not every time.

He turned to me and just stood there, looking up expectantly. I reached for his tiny, snug bathing suit, cold and clammy with pool water, and skinned it down. My eyes were glued to his semi-hardness and the beautiful, hairless, cold-shriveled sack that was revealed. He stepped out of the suit and stood displaying himself while his little boycock pulsed the rest of the way upward to full stiffness. I sighed in appreciation and he smiled in satisfaction at having won me away from the other boys.

"You're so beautiful, Casey," I said, and his grin widened. I reached for his dick and he didn't flinch, allowing me to take it into my hand and squeeze it gently.

After several seconds of this the boy reached for my waistband and tried to wrestle my trunks down, but he wasn't making much progress. I released his dick and helped him, and they fell around my ankles.

"Man, it's big!" he said, and I remembered that he hadn't actually seen it the night before, his eyes screwed shut tight as a pickle jar, although he had seen it briefly in the morning.

I don't know why I felt self-effacing at that moment, but I said, "Well, it's only a bit bigger than average for a grown man. You'll probably be this big someday, or even bigger."

"You really think so?" he asked in wonder. "Cool!" Casey reached for my cock and gripped it, not able to close his hand around it. I was very pleased that he held me firmly and didn't shrink from it at all.

"C'mon," I said. "Let's shower together."

I washed him slowly and tenderly, standing behind and pressing myself against his slim, slick body. He was a bit shy at first but soon relaxed, ultimately pushing his back against my straining cock. He moaned and sighed at especially intense sensations, when I washed his dick of course but surprisingly also when I threaded my fingers through his hair, shampooing his wet locks and slowly and sensually massaging his scalp.

I worked my way down Casey's young body to his narrow chest and down to his belly and bald pubis. The body wash foamed and glistened as I tenderly kneaded his sensitive boy parts, sliding through the suds with my fingers up and down his pulsing three inches without actually moving the skin. He cooed and mewled in ecstasy and I let him enjoy it for several minutes before I progressed to gently fondling his now-loose sack with its relatively large eggs.

"Now wash me, baby," I said, and Casey grinned as he lathered up his hands and began to handle my thick stiffness. He imitated my caresses all over me and even made up one of his own, venturing into my crack and gently tickling my asshole. I don't know how he came up with that but I moaned loudly to encourage further experimentation. In a few minutes we were both fully revved up and I leaned down to whisper into his ear.

"Can I take you to bed now?"

Casey's breathing was shallow but his eyes were eager, and he nodded an emphatic yes.

We rinsed and dried without hurry, smiling into each other's eyes and enjoying the anticipation. I led him by the hand into the bedroom and he climbed in exactly as he had the night before. I climbed in next to him, took him in my arms and kissed him.

It was our first real kiss, the first time on the lips, and Casey wasn't expecting it. After a moment of surprise I felt the tension leave his little frame and he began to relax. I held the kiss, not probing yet but keeping my lips firmly against his until I felt him melt. We came together for real then, the boy just as eager as I was, and my tongue came forward between his lips.

"Mmmm," he sighed, his tongue engaging with mine. We wrestled, my hands beginning to roam around his soft, smooth body. His arms tightened around me, simply holding me to him, and his mouth pressed even more firmly against mine.

My boy was fully into it.

I rolled us as a unit, turning Casey onto his back and still pressing our amazing kiss. I found his granite hardness with my fingers; caressed it, stroked it, tickled its mushroom head. It was a small mushroom, a Cremini maybe, but apparently it was sensitive as hell because the boy squirmed under my touch. He never broke the kiss, and soon I felt him grinding against my hand.

I pulled off of his lips and began kissing my way downward. I kissed his chin and moved onto his neck, and he opened himself wide so I could get in there the way I had in the chair during the movie. I kissed and sucked the tender skin of his neck and clavicle and got a deep sigh of pleasure for my efforts.

I kissed down his thin chest finding a remarkably responsive, sharp nipple that stiffened even more with my attention. Another deep sigh escaped him as I moved to the other one. I sucked it firmly and closed my front teeth over it in a tiny nibble and Casey moaned his loudest yet. All the while I caressed and fondled his rigid little bone and made it throb with anticipation.

I kissed and licked my way across his satiny smooth belly and into his pubic triangle. I licked around this area for a long time and wondered how any skin could ever be this tender.

Although I guess I always thought that.

"Suck me," Casey begged softly. "Oh, please Bill!"

I hadn't meant to torture him, tantalizing his succulent flesh so close to his cock. With an animal moan I plunged onto its short stiffness, engulfing it fully.

"Oh!" Casey moaned in full voice. "Oh yes! It feels so good!"

I surprised myself with my own ardor, hungrily taking him to the root and savoring his delicious rigidity. I pumped a few times and he reacted with ever more zeal.

Casey gripped the back of my head and began to pump up to meet me. I let him fuck my mouth like this for a long while, then pulled my head back so that I could concentrate on that wonderful mushroom head. It was ever so slightly bigger than the shaft, a natural focal point for my attention. I ran my tongue around and over that sensitive bulb and delighted to Casey's thrill.

I pulled my mouth fully off and planted my pursed lips onto the tip as if to French the pee slit, then slid my tightened lips all the way to the base it one slow push. I relished the way my lips followed the contours of his turgid cock, the thicker head pushing my lips wider before allowing them to come back in again around the thinner shaft, then opening a tiny bit again at the slightly flared base. Casey had a really interesting little dick and I absolutely loved it.

I sucked and sucked that beautiful boner and fondled his loose nutsack, amazed anew at his incredible softness. Somehow this blow job was even better than the first, and Casey moaned and gasped and thrust up to me with unrestrained passion.

After a long time I needed to taste those lovely loose balls, and so I slipped lower and Hoovered them into my mouth. The boy reacted to this new stimulus, at first cautiously but then gaining enthusiasm. He reached for his own spit-coated dick and jerked himself rapidly for a minute or so, then abruptly stopped.

"Suck me!" he implored, so I took it again and he grabbed my head and began thrusting with all his strength. I bore down on him, sensing that he was getting close. He pumped himself between my tightened lips, slamming his pubes against my nose over and over, gasping and moaning and heaving and sweating.

"Oh, shit!" he cried as his hips bucked wildly and his little body convulsed in spasms of delightful torture. He came and came, gripping my head and burying his cock as deeply as he could. I let him hold me there for a long time, a few more waves of contractions punctuating his slow descent from the heavens. Finally he released my head and collapsed under me, and I rolled to the side and lay my head next to his.

Casey turned to me with eyes that said, "Thank you," just as clearly as his voice ever could. I cupped his cheek with one palm and smiled fondly.

"Hey, you," I said as he regained his breath. "How are you doing?"

Casey grinned and his bright eyes shone happily. "Real good," he said. "That was even better than the first time."

"Yeah," I said, "for me too. It's much better when we're both enjoying it together."

"What about you, though?" he asked. "Do you want to put it between my legs again?"

"That would be really nice," I said, "but there are also all kinds of other things you can do to make me happy."

Apprehension entered Casey's eyes. "Like what?" he asked, gamely but cautiously.

"Well, you probably can't do what I just did for you, not on the whole thing," I said. "But you could use your mouth on it as much as you're comfortable with."

The boy looked very uneasy.

"You want me to be happy, right?" I asked gently. "You want to help me feel good like I helped you feel good."

OK, OK! I was guilt-tripping the poor kid, but I would never make him do it. I decided to make sure he knew it was truly up to him.

"I meant what I said before, that you never have to do anything you don't want to do, but it would be really great if you did."

Casey's face reddened. "I don't want to," he said sheepishly. "I'm sorry, Bill. I want to help you feel good, but I don't think I can do that."

I immediately let my foot off the gas. "It's OK, Casey," I said. "I wouldn't want you to do it unless you wanted to. Like I said, sex is only fun if we both want it."

He looked at me plaintively. "I do want sex with you," he said. "It's just... I mean your dick is so big, and it has hair and everything, and that white stuff comes out..." He seemed genuinely anguished to disappoint me. And then he made a yucky face. "What if that white stuff got in my mouth?"

I chuckled softly. "It wouldn't hurt you," I said. "It's not exactly what you'd call delicious but it isn't that awful, either."

His eyes opened in shock. "You've tasted it?"

"Sure," I said. "But you don't have to, don't worry. There's plenty of other ways you can please me. How about this?"

I rolled fully onto my back with my engorged cock jutting up.

"Take it in your hand," I said. "That would be OK, right?"

Casey smiled shyly. "Yeah, I guess," he said, reaching over and wrapping his small hand as far around it as he could.

"That's very nice," I said. "You're OK so far, right?"

"Yeah," he said softly, "I did this already in the shower."

"Yes you did," I said. "Now squeeze it a little harder, OK?"

Casey smiled more broadly and tightened his grip. He was getting more comfortable with it.

"OK, now jerk me off a little," I instructed, "but gently."

He hesitated and I thought for a second he didn't know what the term meant, but then he began tentatively pulling my thick cock with short, cautious strokes.

"Mmmm," I moaned encouragingly. "That feels great, baby. Now a little faster, and a little longer strokes."

He increased the pace and the stroke, smiling into my eyes for a second and then looking back down at my dick. I could tell he was happy to do something that pleased me.

"Oh, that's good, baby," I said. "Keep doing it just like that."

Casey stroked me steadily, smiling now at the pleasure he could give. I glanced down and was gratified to see that his own little bone had popped back up, proving that he enjoyed what was happening.

A stiff dick never lies.

"Can you kiss me while you do that?" I asked, and he nodded happily as he scooted up to reach my face, pausing his strokes until he got settled but resuming immediately. Our mouths locked together and his tongue came forward without prompting. I sucked his slick tongue and swirled mine around it as he pumped my dick. I reached for his boner and began to stroke it between my thumb and forefinger and he sighed into my mouth, the pleasure beaming out of his amazing gray eyes.

"Oh, Casey!" I moaned, pressing the kiss even harder. "God I love your mouth!"

We moaned and sighed and gasped as his small hand pulled my cock and I pulled his. Soon I felt the tension beginning in my loins.

"Honey?" I asked urgently, "can you do something else to help me finish? Something I really like? Do you think you can suck on my nipple?"

His gray eyes opened questioningly, but after a moment's consideration he pulled back from my lips and said, "OK I guess."

I helped him reposition a little lower and his warm little mouth found my nip. He seemed uncertain for a few seconds but then I felt the suction begin, and then gentle flicking on my sharp little cone.

"Oh, that's great sweetheart," I moaned. "I'll get there soon if you keep doing that. Don't stop sucking and don't stop stroking, no matter what," I said. "I promise, the stuff won't hurt you." I felt his rhythm slack off for a second and thought he might pull away, but I sensed him make a decision and he gripped me tighter and sucked and stroked me harder.

He was going for it.

In another minute I felt myself rushing toward the cliff's edge. To his everlasting credit my beautiful Casey never flagged in his efforts, jerking me firmly and steadily and fiercely sucking my nipple until my hips arched into the air and a blast of scalding white erupted from my cock. He kept on jerking and a second shot spewed forth, then a third. He kept aggressively working me through it all, his gray eyes locked onto the jetting fluid and wide in alarm, but never stopping.

Finally I was spent.

"OK, OK," I gasped, my chest heaving and my guts still having contractions. "You can stop now, baby. Oh, Casey you did great!"

He beamed at me and I placed a sweet kiss on his forehead. After a few seconds he looked down and reacted when he noticed his own hand.

"Ewwww!" he cried as white drips of cum fell onto my stomach. "Oh, God it's on me!"

"Wait, Casey," I urged, and surprisingly he waited. "It's only cum. I told you, it won't hurt you."

"But it came out of your dick!" He still looked alarmed.

"It's not dirty, like pee or poop," I said. "In fact it's really wonderful stuff because it shows how much you pleased me. You made this come out of me. You made me feel the best a guy can feel."

He didn't look convinced. "But it's gross," he said.

"No it's not, see?" I said, and I pulled his hand to my mouth and licked up a big glob.

Casey looked at me like I just ate a turd.

"Yum yum," I said playfully, then I forced his hand toward his own mouth saying, "Here, have some."

"No!" he shouted and jerked his head away. I laughed and, of course, let him go. He rolled off of the bed and ran to the bathroom, and then I heard water running.

"Bring me a warm washcloth please, Casey," I called after him. In a minute he returned and threw the washcloth at me, standing naked and adorable with his hands on his hips and a mad look on his face.

"That wasn't funny!" he said sternly, but when I grinned at him his mouth turned up and he was soon giggling with me.

"It washed right off, didn't it?" I said, mopping up my own stomach and chest.

"Yeah," he admitted. "I guess it wasn't so bad."

"And don't you like that you can do that for me?" I asked sincerely. "I love that my blow jobs make you feel so good. It's great to make your boyfriend feel that way."

Casey stopped and looked at me with a surprised smile. "I'm your boyfriend?"

"If you want to be," I said. "I like you so much, Casey. Remember, I said I like you more than any other boy, and I mean it."

I folded the washcloth so that the jizz was all trapped inside and placed it on the nightstand. Then I opened my arms to him. He melted into my embrace, letting me pull him onto the bed for a kiss. It was deep and sensual.

"I like you so much too, Bill," he said softly. "Nobody ever made me feel like this before, and I don't just mean the sex feelings. I mean inside me. When I see you I get a funny feeling in my stomach."

I kissed him again, briefly but sweetly. "Me too, Casey," I said, and held him tightly against me. "Love is a funny feeling."

He pulled back and locked eyes.

"You... you love me?"

I looked deep into his amazing steel-gray eyes. "Yes, Casey," I said. "I love you."

For something close to eternity Casey just stared back, our eyes solidly fixed and unblinking. Then his expression dissolved into pure happiness.

"Oh, Bill!" he finally exclaimed, clutching back into our embrace. "I love you, too!"

We fused together in another deep kiss and this one was even more passionate than before. We crushed our mouths, searching, probing, my hands traveling his back and butt and squeezing him against me as if trying to absorb his body into mine. He clambered on top of me and we ground together as we kissed, my once-again stiff cock against his creamy soft thigh and his steely little prod stabbing my abdomen.

I nudged him higher and he reacted in confusion until I urged, "Lay on my face! Fuck my mouth!"

He grinned and let me place him where I wanted him. His three inches was no sooner between my lips than he took off bucking like a mustang. The kid was a natural, slamming my face with full, deep thrusts like he'd been doing it for years. I just held my lips firmly around him and let him do the work.

He pounded my face relentlessly, his breath heaving and his firm young stomach and legs tensing rhythmically, wonderfully. He fucked and fucked, laser-focused on his orgasm, striving for it with all his strength.

"Unngh!," he cried as he crushed himself against my mouth. "Oh, God!"

Casey came hard, his most intense dry cum yet. His thighs gripped my cheeks and his belly convulsed against my forehead, giving two or three final thrusts before collapsing atop me. I rolled him limply to the side as if he had no bones.

Boneless chicken.

In a minute he had recovered somewhat and I crawled up to face him with a smile. His smile in return looked like pure contentment.

"Sex is great by itself, but it's even better with love," I said.

"Oh, man!" he said. "It sure is!"

We kissed and made adoring eye contact for several minutes, saying nothing.

"Bill?" he finally began.

"Yeah?"

"Is it bad for two boys to be in love? Isn't it supposed to be one boy and one girl?"

"Not necessarily," I said. "Different people love different ways. Does it feel bad to you?"

Casey grinned and his eyes threw megawatts. "No!" he said. "It feels great!"

"Yeah, me too," I said, taking his hand tenderly. "I don't think you really get to choose whether you like girls or boys. It's something you discover about yourself. You're just going along bein' a regular kid and then one day you realize, hey, I like boys. I remember being about eight years old and wishing I could see the other boys with their clothes off. And then when I was about nine I didn't want to just see them, I wanted to do stuff with them."

Casey got a serious look in his eye. "I didn't know anything about sex stuff before I met you," he said, "except for playing with it. I've been doing that for a while. But I kind of did think it was fun to see other boys' dicks and butts and stuff. It made me get a boner, and I'd think about what it looked like when I played with myself."

"I did that too," I said. "And that was all I did for a long time. Then when I was twelve I finally got to fool around with these two friends of mine named Chip and Scott."

"Did you love Chip and Scott?"

"No," I said. "Not real love, not like this. I always thought Chip was super cute and he gave me a huge boner, and he was already fooling around with his cousin Scott, so when I finally got the chance I did it with both of them. It was just sex, though. I did stuff with a bunch of boys I liked, but I never fell in love with any of them."

I wasn't ready to discuss the boy I did fall for, The Love Of My Life. It would have opened a big can of worms with Casey.

I smiled into my new love's bright eyes. "I knew you were special the very first second," I said, "that first day when we bumped into each other at the pool."

"Me too!" Casey enthused. "I kind of felt that funny feeling in my stomach, right from that very first time. I didn't even know who you were but I liked you like crazy right away!"

"I liked you right away, too," I said. "Have you ever heard of love at first sight?"

"Sure," he said, "like in the movies."

"Sometimes it happens in real life, too," I said. "I think it happened to me when I saw you."

Casey beamed his brightest.

"Bill?" he finally said.

"Yes, baby,"

"When you're in love with a person you do things for them, right?"

"Yeah," I said, "that's one of the ways to show your love."

He looked uncertain, but he said, "Then I'll do it. I'll suck it for you."

I smiled adoringly. "No, Casey, I don't think so."

"Huh? I thought you wanted me to."

"I do, honey, but only if you want to. I love that you want to please me, but it needs to be for both of us, not just me. Remember that word, mutual? I want you to suck me when you want to suck me, when you'll enjoy it just as much as I do. That's how it is for me when I do it to you. Yes, I love that it makes you happy and it makes you cum, but I love doing it too. Your dick is just wonderful in my mouth!"

He couldn't help looking relieved. "OK," he said, "but we have to think of other ways to make you happy that I can enjoy too."

"You know what would make me happy right now?" I asked. "Lunch! Come on, kid. I'm starved!"


Thanks for reading Part 4 of Woulda Shoulda Coulda #2: Steel-Gray Eyes. I hope you enjoyed it. Part 5 is coming soon to Nifty's Adult-Youth category. Of course you can also check my story archive here on my Prolific Authors page.


If you email me I will add you to my mailing list and notify you whenever I post something new. I won't use your name for any other purpose and I will remove you from the list upon request.