Note: This story was dynamically reformatted for online reading convenience. My Angel Ollie - Part 2 M/b, ped I didn't think it was going to be this easy or quick. Lovingly looking down at the small boy I carried bridal style back to his room, our eyes met and both of us instantly smiled back at each other. He had no idea what lie in wait in the back of my mind but had already given me implied permission and a promise he wouldn't tell anybody. A blank check in my name; this was the best night of my life. Four year-old Ollie did, in fact, look like a little bride as we crossed the threshold into his messy bedroom, his girlish blonde hair hanging down in sexy strands past my forearm. I jostled the tiny boy around in my grasp to fit him sideways through the doorway, leaning over to the side of the darkened room to let him kick the lightswitch on. "Please sir, could I have some light?" I asked in a faux British accent, eliciting a warm giggle and a flick of my little faunlet's sock-covered foot, his baby toes flipping the switch on. "Holy...! This room is a mess!" I cried out in mock exasperation, setting the little tyke down back onto his feet and crouching down to haunch at his level. "Where do you sleep in here?" I chided, fluffing up his already-messy hair once more, the boy reacting just as if everything was totally normal for him. "Heeeey! Hehehe!" he giggled, smiling with the corner of his mouth as he looked up at his messed-up tresses hanging into his eyes, raising his hands up to part it back the way he had it. My little model was so adorably boyish in every aspect that he was almost difficult to look at without your heart aching for him. Though he was a small lad, even for his age, Ollie much more than made up for it with his adult lines of thinking, maturity creeping into his personality, but not so much that it overrides his childish gut reactions. And his gut reaction told him that me touching his tiny nipples was just another type of rubbing that felt good, if not maybe a little too good. "I sweep over thewe, dummy!" he taunted back, pointing to a twin-sized mattress covered in various articles of clothing. At least they weren't food crumbs or toy cars I had to move. I had already forgotten how sweet his young voice was, a soft tone to his consonants, with a subtle "w" sound to all of his Rs and Ls, even when he tried his hardest. "Oh, of course! First we gotta get this stuff outta the way, huh?" I grinned back at the four year-old after nodding meaningfully over at the mess on his bed, reaching a hand up to his shoulder as if to just pat him reassuringly, though I snuck a tickle to his weak spot; just above his collarbone, I dug in with my finger slightly and wormed it around. Collapsing to his knees almost immediately with laughter, Ollie cried out, short of breath as his beautiful face tinged pink, his laughter a sweet melodious note just begging to be recorded. "T-too much! I gotta go sweeeeeepy-bye!" the young tot declared, already curling up in the fetal position and squirming amongst his other discarded clothes decorating the floor of his room. I relented after matching him with my own giggles, stopping my tickle assault to stand the "big boy" back up on his dainty little feet. Maybe he'd let me play dress up with him sometime? Four year-old Ollie was still wearing all his clothes he'd worn throughout the day, consisting of his quite small gray t-shirt with a skating lizard on the chest, his light colored blue jeans with rolled up legs halfway up his calf revealing his tiny white athletic ankle socks, even some matching white sweatbands for his baby wrists, and to top it off, my favorite boy accessory: the essential white briefs with red elastic highlights, though what new cartoon hid my boy's treasures on the material, I didn't know yet. "Well then, that means we better get you undressed and ready for bed, right?" I asked, winking at the small tyke and grabbing the hem of his shirt, lifting it and lowering it slowly, revealing and hiding his tiny bellybutton as I fooled around with this adorable child. He giggled once more his sweet little laugh and raised his arms straight up above his head, giving me the go-ahead to slip this boy's shirt off for the second time tonight. As I did, slowly dragging the cotton up his slim torso, I couldn't help myself but sneak myself another nibble of the boy's tiny nipple, licking the soft flesh again while his face was covered by the lifted shirt. Immediately, I felt him twitch before his giggles took over again. "You weawwy wike my boobies, don'tcha?" the effectively blindfolded tyke stated with an audible smile on his lips as I continued to disrobe him of his shirt, halting the licking even with his boyish chest revealed fully after I tugged the shirt completely off his body. His grinning face greeted me, twinkling eyes reaffirming all the swelling feelings in my heart that this boy was sheer perfection. "Mhmm!" I nodded in agreement, reaching up with my always warm hands and lightly pinching each of his dime-sized pink tips, rolling the pads of my thumbs across the sensitive dots of skin on his chest. "Your boobies really make you feel good though too, right? Of course I like them if they make my sweet little Ollie feel good..." I reasoned, his boyish nipples already stiffening under my gentle fondling. The smile stayed put on Ollie's face even as he shivered, the four year-old not even realizing he was holding his breath until he exhaled loudly, seeming to pant once he remembered. "Nnnhh... Why does it feel wike that?" he asked innocently, tilting his head down to watch my fingers molest his sweet little chest, then raised just his eyes up at me, his arched up eyebrows only serving to reinforce what a young and inexperienced boy he was. "I don't know," I confessed, letting my hands drop to his hips as I held him out in front of me, studying the shirtless tyke, "but it's nice though, right?" I smiled reassuringly, Ollie nodding in response to my rhetorical question. Already, his cheeks burned shades of pink that almost looked like make-up, the small child definitely feeling the sexual electricity, though not knowing what to make of it, let alone what to do. After all, he was only four. But, four year-olds could get erect too. The thought made me salivate and a swarm of dizziness-inducing chemicals flooded my brain; I was ready to really molest this little tyke. "C'mon, let's get you dressed for bed," I offered, casually tossing his shirt into the hamper behind his open door, hoisting him up by his armpits one more time and plopping the small boy onto his bed. His short legs dangled off the edge of the bed, his tiny socked feet waving temptingly at me as studied this adorable child. Ollie brushed the hair out of his eyes and grinned up at me, kicking his feet away from my hands in a spontaneous game of keep away. "Nuh-uh! You can't take my socks off `cause you tickoh too much!" the four year-old reasoned, moving his feet quickly in the opposite direction whenever I brought my hands too close. I laughed aloud at my mischievous charge, following his dainty boy feet threateningly with my hands, my fingers pantomiming tickling claws about to get him. "Oh yeah? Now you're just asking for it, small fry!" I called, darting out and grabbing one miniature socked foot, quickly tickling his sole with my other hand. Instantly, the four year-old erupted in deep belly laughs, thrashing his entire body as I mercilessly let him have it. I was drunk off the sound of his sublime laughter; if this moment could last forever, I'd gladly take it over anything else in life. Weirdly enough, despite wearing them all day and almost never putting on his shoes, Ollie's white ankle socks barely showed any signs of use. His mom must keep the floors quite clean. I'm surprised now that my thoughts turned to that everyday train of thought as I had a sweet little boy to molest, his cheerful laughter being forced out of him by my own hand. Finally, I slipped his tiny sock off his captured foot, making short work of his other ankle sock as well, pitching both of them into the hamper on top of his shirt. "Aww, you got `em... And you awmost made me pee `cause you tickoh too much!" Ollie accused, faking an angry pout. God, his face was adorable, so full of expression, even though every little emotion he showed had at least a tinge of mischief included underneath it all. "Here, I'll let you go pee then in a sec, I just gotta..." I trailed off, just reaching up instead and unsnapping the waist of this young boy's jeans, unzipping the fly for him as well. If I hadn't already been hard, I would have been at this point. Opening the fly of this adorable child's jeans, his boyish briefs came into plain view, along with the cartoon portraits of the Teenage Mutant Ninja Turtles. These underroos with the red waistband and fly/leg highlights must be rather old, the Turtles the apparent faded victims of many a wash cycle. As I tugged the child's jeans down off his hips, his bare legs revealed themselves as well, his almost nude body driving me wild. So much milky skin everywhere waiting to be touched, caressed, fondled. I suppressed a horny groan as I studied the front of Ollie's boyish briefs. I couldn't even tell where his boyhood was, it was so small. The briefs, tiny as they were already and for how old they were, I should've been able to see at least a boy bulge, but Ollie was even tinier than I thought. Almost placing my hand directly on the front of his undies, I caught myself at the last moment, realizing that I had already been staring at the folds in the cotton for a suspiciously long time anyway. Hurrying, I tugged the four year-old's jeans all the way off his legs and tossed those into the hamper as well. "O-okay Ollie, go `head and go to the bathroom," I stuttered, catching the eyes of the still-smiling little tyke as he hopped off the bed. I still didn't even detect any movement as I stole another glance at the front of his undies. "What do you wear to bed?" I asked, shaking my head to jog me back into trying to act less obvious than I have been the past couple minutes, busying myself with picking up the other boyish clothes strewn about the room and throwing them in the hamper. "I dunno! Whatevuh I feel wike, I guess!" the boy answered nonchalantly, scurrying to the bathroom to do his business. As soon as he was out of sight, I reached inside my pants and rearranged my poor stifled erection, glistening with precum. Standing it straight up inside my pants won't make it so obvious I hoped. Exhaling loudly, I stood up and pulled the sheets to the side to make room for the bed's precious cargo. With perfect timing, my almost naked friend strode back into view, flicking his hair out of his eyes one last time for the night with a shake of his head before hopping onto the bed, slipping inside quickly and lying on his back. The four year-old looked up at me with a questioning look on his face. "...What?" I asked, reading his glance. "Weww, awen't you gonna sweep in the bed too? You awe gonna stay the night, wight?" the angelic child asked with his soft Rs and Ls. His round green pools for eyes bore into me, the rest of his adorable face pleading with me. "Pwease...? I get kinda scawed by mysewf," he reasoned. I did send him to bed after having watched his first rated R movie too, so I guess that didn't help either. "Okaaaay," I stated, trying to not sound too excited. His mom wasn't going to be home until quite late in the morning or maybe even early afternoon tomorrow anyway, so there was no danger of being caught. Laughing giddily inside my heart of hearts, I slipped off my own clothes, though I left myself in my boxers and t-shirt after willing my erection to go down for just these first few minutes at least. I couldn't believe this; sleeping in a tiny bed with the most adorable boy I had ever seen. I decided to screw with him a little bit too, trying to gauge his reaction. "You just want me to touch your nipples again, huh? You liiiiike it, right?" I chided, slipping into the bed next to him after flicking the lightswitch off, getting into the classic spoon position though without touching him yet; I didn't wanna scare him off, just in case he wasn't ready for this type of thing yet. I could literally see the warmth spread into his cheeks as he listened to my taunting questions, beautiful little Ollie blushing in the darkness. "...Y-yeah, my nippohs feew aww weiuhd when you touch `em and it makes me shivuh and stuff," he whispered in his cute childspeak, turning around in his bed to lie on his side, facing me. I loved his boyish blonde hair; despite how long it was, it remained solely a look a young boy like himself could pull off, and it was especially cute all distributed across his cheek and on the pillow itself. Trying to be subtle, I scooted my hips a slight bit closer to the young boy, reaching an arm around him and resting my hand on his ribs, rubbing gently in small circles. I decided to entice him with what I had offered earlier in the night. "Don't worry, that feels good to everybody. But you know... I can do some stuff that feels even better than your little nipples..." I trailed off again, expanding my hand's search to rest my palm on his cotton-covered hip, the ribbed material of his soft undies pleasant to the touch. Instantly my member was erect again at my slipping through to his "swimsuit area," though thankfully I wasn't close enough for it to touch my little boytoy. In the moonlight glinting in through his window, I followed Ollie's eyes as they traced the movement of my hand underneath the sheet. "Whewe... awe you gonna touch me...?" he asked, lifting his eyes back up to gaze into mine, a stubborn lock of his blonde hair not wanting to stay behind his ear, falling across his cheek and into his eye. He already felt the answer to that question in his heart, a devilish smile playing across his lips as his hips rocked slightly under my palm as he scooted closer to me. I kissed the four year-old's forehead and reached up to brush that lock of hair away from his cheek before replacing my hand directly on his smooth little thigh underneath the sheets. "I'm gonna touch your dickie," I whispered back, giggling as I planted another kiss on the tip of his nose, staying true to my word as I slipped my hand up his creamy leg, letting the tips of my fingers graze against all the skin I could find. Feeling the change back to cotton once I crossed into briefs territory again, I maneuvered toward the inside of his thigh, my palm in the area between his hip and groin, dangerously close to his tiny package. "That's okay, right?" I asked, double-checking with the small boy. He was all smiles, the four year-old clearly enjoying all my adult touches as he nodded quickly, his body glowingly warm in the night as his own chemicals flooded his youthful body. The little hedonist even rolled his hips to lie more flatly, opening up to any touches I would bring. The only option I had was to oblige, in heaven as I let the tips of my fingers drift across the front of this tiny child's underwear for the first time, grazing the cotton covering separating my hand from directly stimulating his young boyhood. Even though I didn't feel anything through the briefs, Ollie giggled and flushed a darker shade of red on his cheeks, his legs splaying out next to me. "...Hehehee! I think I wike it when you touch my weewee more~ That fewt weiuhd too," he stated, lifting his arms above his head in a submissive position. This boy was inviting me in; I swear, this had better not be a dream. "You're... not gonna tell anybody though, right?" I confirmed, nervous that maybe the message hadn't gotten across the first time, my fingertips still resting against the smooth groin of this boy barely out of his toddler years. "Mhmm! Don't wowwy, I wike youw weiuhd touches!" he stated almost matter-of-factly, "...Now keep goin'! It fewt good!" I couldn't believe it. A four year-old boy was telling me to hurry up and molest him because he liked how it felt. May as well not keep him waiting then. I didn't say anything after that, just letting my fingers do the talking as I brushed across the front of his briefs again. My fingers slid across the tiniest of bumps, the boy's fun-size treasure tucked away inside his boyish underroos, extracting a quiet groan from his parted lips. I needed more, so I changed tactics. Pulling back the sheet, I slipped down with my face level with his delicious boyhood. I couldn't see any sort of lump through his undies, so I continued to investigate with my thumb, taking it slowly to not scare the little tyke. Diddling the tiny "weewee", as he calls it, with my thumb, I finally felt exactly where the tiny nubbin of boysex was inside his cartoon briefs. The boy cooed with each fondle, his toes curling closed and open in little foot fists as I rubbed my thumb over the top of his dickie continually, gradually upping the stimulation with little pinches and strokes with my forefinger as well. "Hnnn... I weawwy wike thaaaaaaaat~" Ollie moaned quietly, closing his eyes and turning his head. His baby weewee was finally visible inside his undies to my eyes, much smaller than I had thought it would have been before. I easily stroked his entire package, the tiny penis and balls, with just a couple fingers. Continuing to fondle the cute little lad, I watched his weewee begin to stiffen for the first time in his life due to someone else's touch. "O-oooh..." Ollie whimpered with my fingers slipping around the baby head of his weewee, softly stroking his growing organ. "Hnn! I think it's getting bigguh! Is it s'posed to do that?" he asked, concern in his voice growing as well as the tingles, his tiny stiffy working itself up into a hard little inch of boyhood, the erect nubbin barely tenting out his cartoon briefs, but delivering all the same sexual tingles every boy feels. Easier to stroke now due to his dickie's stiffness, my fondling grew even more pleasing for the small child. Heat emanated out of the hard pole between my stroking fingers, Ollie's labored breathing coming in choking breaths, the boy squirming underneath my deft fingers. "Hhhaaa-! ...Nhh! It's... tickwy and..." Ollie whimpered, his lips staying open as he let out a boyish whine, trailing off and not finishing his sentence as I slipped my fingers along his inch long weewee, applying just the right amount of pressure to please this child and keep his hips pushing into my hands, the four year-old instinctively humping into my stroking fingers. I smiled again, watching his beautiful face lovingly as he dealt with the pleasure of being sexually fulfilled, the tiny boy's expression alternately wincing and going slack every so often, followed closely by deep and then shallow breaths, his chest rising inconsistently as he forgets to breathe, all ending in often moaning exhalations as a particularly strong tickle sends another wave of pleasure through his small body. "Do you like it?" I asked seductively, my voice prodding him after several minutes of professional molesting. If he were older, I would have expected my fingers to be coated in this child's premilk, even leaking through the cotton of his underwear but alas, he wouldn't make any boyjuices for several years, though that did give him the advantage of being capable of much longer orgasms, as he'd definitely find out. After another spasm of his hips bucking into my hand, Ollie swallowed and opened his eyes to look at me, holding back a wince to giggle and suck in another breath before nodding quickly. "Y-yeah! It's weawwy... good..." he said laughingly, barely able to make a sentence, even as the shimmery glisten to his eyes and the way they crinkled in the corners told me everything. "Nnnhh!! T-tickohs! It's... aahhn, it feews funny!" he cried out, grasping the pillow above his head tightly with both of his hands suddenly, slamming his eyes shut. Knowing exactly what was coming, I sped up my molesting of his throbbing little weewee, kneading it through the cotton of his faded briefs, not worried at all about cleaning up any milky mess once he was done. His toes curled into a tight fist as he thrust his hips high off his bed, pressing his inch of boyhood against my hand as hard as he could while he whinnied, his soft expression replaced by a breathless wince as the beginnings of a powerful orgasm crashed into him. "Don't worry, Ollie. It's supposed to feel like that. Just let it out, little guy! It feels really good! Trust me on this one," I told him, leaning in a bit more and kissing his open mouth gently with just my lips as I drove the little boy over the edge. His hips started to squirm harder now, thrusting against my fingers as they would if he were having sex, the tickles building quickly inside his toddler-sized pricklet. I grinned naughtily as another idea occurred to me, so I acted on it before it was too late, continuing to fondle my little tyke as I moved my head down a bit, moving down to be level with his bare chest as I immediate suckled one of his nipples into my mouth. I bit down with my top teeth against my soft lips once more like I had on the couch with him, feeling him arch his back and scream violently in lust. At that moment, with his voice cracking in heat and his nipple between my teeth, I felt pulse after pulse underneath his boyish underroos. He was having his first orgasm. Crying out loudly, Ollie squirmed like mad while I pleasured both his immature chest and boyhood. The four year-old's hands dropped down and pushed down on the top of my head, his fingers tightening into a fist in my hair while I stimulated his stiffened pink nipples with my teeth and tongue, not giving up on stroking his dicklet either. Being that it was a dry orgasm, there was no definite ending to it, so I just continued to fondle his stiff little inch of pride as long as I felt it pulse inside his briefs. He cried out the whole time his dry cum took over him, the small child overwhelmed in the throes of his first sexual peak. Finally, his tiny chest slumped and his hips stopped squirming, the small boy sinking back to rest on his bed with his eyes closed and his cheeks burning red with lust. Little dollops of sweat rolled down his cheek in front of his ears while he caught his breath, finally opening his eyes as I brushed his hair away from his brow with the hand that I had used to pleasure him with. Looking down at his young body, his overworked dickie was nothing more than a tiny bump nestled softly inside his underroos once more. His eyes fluttered open with a half-lidded expression of weariness as he gazed at me. ".........That felt SOOOO good!!" he yelled, that familiar mischievous grin returning to his lips as the flush faded from his cheeks. The four year-old sighed, biting his lip as he contemplated what just happened to him. I knew perfectly well what this adorable tyke felt, delivering one more kiss with a smile underneath my lips to his cheek before lying back on my side, my arm wrapping itself around his slender waist after I pulled the sheet back up over us. "This is probably a stupid question, but did you like it?" I confirmed, my hand staying safely away from any erogenous zones on his exhausted body, lying with my head perched on my hand, held in place by my elbow as I talked to the child I was supposed to be babysitting. "Oh yeah! I wanna do that when we wake up, too!" he stated, the same grin never leaving his face. Kids and their boundless energy. I couldn't help but laugh as I flopped back down onto his bed, the site of where I stole his virginity. "We'll see, little guy. We'll definitely see, kay?" I answered, leading him on. "But for now, let's just hit the hay, alright little Oliver?" I planted one more gentle kiss, this time on the tot's jawline, catching the loving glance his eyes sent my way, glinting an obvious shade of green even in the shady moonlight. Ollie nodded and rolled over onto his side, facing away from me, though not before reaching down himself and grasping my hand, making sure to roll with it so my arm wrapped around his boyish waist, the four year-old letting me hold him throughout the night. I wish this could last forever. "Good night, Ollie," I whispered, but I could feel the deep breaths of a boy that had already fallen asleep.