Chapter 12: Blondie: Naked in the Roosevelt Hallway
I'll get back to my ongoing account of Blondie's epic humiliation during my thirteenth birthday again someday, but right now feels like a perfect time to tell you about my very first encounter with him after I started at Roosevelt High. Blondie has always been my favorite—he’s just so adorable when he blushes, and he squirms so cutely when I tease him. And the fact that he was my virgin experience in this delicious little world of humiliation probably has a lot to do with him being my fave.
It happened during my second month at Roosevelt. The memory of that unforgettable night with Blondie—my birthday gift—was still fresh in my mind. I was at lunch with my usual crew. We’d been reminiscing about how much fun we’d had tormenting Johnny Boy, Ruby, and Tina, when the conversation drifted to Blondie. I started launching into a play-by-play of how I’d teased him that night on Becky’s bed. Blondie was naked. I was not. (
giggle) They were enthralled, hanging on every word.
Then the five-minute warning bell rang. “We’ll have to pick this up tomorrow,” I said as we gathered our trays.
“Wait—where does this Blondie boy go to school?” Andrea asked.
I tried to seem casual, but I couldn’t help but smile. "Oh, he's right here in the hallowed halls of Roosevelt High."
Andrea’s face lit up. “Seriously? Is there any way we could, you know, meet this guy?”
"I think that can be arranged," I replied with a twinkle in my eye.
"Oh, that would be awesome," Natalie chimed in.
Kayla grinned, nudging Natalie. "Count me in! Maybe we can have some fun with him, if you know what I mean—and I think you do."
The four of us laughed exuberantly as we parted ways, and I was already plotting on my walk to the next class. Oh, it was going to be fun to “catch up” with Blondie. My new victims had kept me busy, but Blondie had never really left my thoughts. I felt a rush of anticipation now that an encounter with him was on the horizon.
That evening, I called Blondie's sister, Becky. Becky wasn’t sure about his full schedule, but she did give me a useful tidbit: His second period class was in Room 213. She knew because hers was in 212, right next door, and she’d seen him come out a few times. That was all we needed.
The next day at lunch, I laid out what I’d learned for the girls. Andrea grinned devilishly. “That's perfect. We’ve got fifteen minutes between second and third periods. Just enough time to get properly acquainted."
The plan was set. Well, actually there wasn't much of a plan. I think the girls had seen me in action enough and trusted me to wing it. I was more than confident I could justify their trust.
* * * * * *
The following morning, we met up just after second period at the foot of the main staircase. At Roosevelt the juniors and the seniors had their classes on the second floor, while the freshmen and sophomores were on the first. The lockers were divided the same way.
We hustled up the stairs, weaving through the hordes of students, and just as we neared Room 213 I spotted the blond-haired (well, duh) Blondie stepping into the hallway. I felt a tingle of pleasure, as the memories of my thirteenth birthday gave me a delicious rush. “There he is,” I whispered to the girls, my heart skipping a beat.
Natalie eyed him and said, “He’s a senior? He looks like he should barely be out of middle school.”
“I know,” I grinned. “Isn’t that adorable?”
Blondie, oblivious, led us a short way to his locker. He’d just turned the key and swung the door open when I stepped up beside him and gave his shoulder a gentle tap. “Hi, Blondie,” I said, all smiles. “So nice to see you again.” He jumped, startled, and for a split second I caught the recognition behind his eyes—followed instantly by dread.
“I brought some friends who’ve been
dying to meet you,” I said, gesturing to the three beaming girls behind me. “Girls, this is the one and only Blondie.”
“Hi, Blondie!” they sang in unison, grinning broadly. Blondie just stared, speechless. I'm pretty sure he had already figured out that we probably weren't there for a friendly meet and greet.
“Felicity’s told us so much about you,” Andrea said, eyes sparkling.
“And yesterday,” I continued, savoring every word, “I was telling them about how we sat on Becky’s bed that night...” His cheeks flushed instantly, much to my delight. “And how pretty your legs are,” I added, winking at the girls.
I turned to them. “Would you like to see how pretty Blondie’s legs are?”
"Ooh, yes, could we?" Kayla asked, peering down at his legs, which at the moment were shrouded by a pair of jeans.
I put on my sweetest voice. “Could you show us your lovely legs, Blondie? Pretty please?”
He finally spoke, his voice cracking. "P-Please, Felicity. Just... just leave me alone."
“Oh, we will, Blondie. Just as soon as we see your legs.”
Even though no words had been spoken between us for about three months, it was pretty much a tacit understanding that he would have to submit to whatever demand I had. The pictures and videos I have from that night are far too incriminating. Amusingly, he bent down and pulled up one pant leg, showing off a few inches of pale calf. It was cute how hopeful he looked, like maybe that would be enough.
“Oh, that’s very nice, Blondie,” I cooed, stepping in closer. "But we need to see more than
that." I reached for his belt and began unbuckling it. Ever the compliant one, he barely flinched. He knew me well enough to know that regardless of whatever attempt he would make to resist, that I would eventually get my way.
“Please, Felicity,” he whispered, glancing around nervously. “Not out here...”
“You’ll be fine,” I whispered reassuringly. "The four of us are blocking the view. Hardly anyone will see.” The lecherous grins from my three friends didn’t seem to help his nerves much.
I unfastened his jeans and started to unzip. I guess he couldn't help himself, and he grabbed my wrists. It was more a reflex than real resistance.
“Blondie,” I said, letting him hold me for a moment, “do you remember when we were in Becky’s room, and you were standing on the stool in your cute little panties?” The blush that instantly crossed his face was a shade of red I hadn’t seen in months. The girls giggled. “Do you remember where your hands were?” I asked. He gave a reluctant nod. “Good. That’s where I want them now.”
He slowly raised his arms and interlocked his hands behind his head. The tittering from the girls grew. To add to his anxiety, I'm sure he noticed that a few other students had become aware of the situation and were looking on in fascination.
"That's a good boy, Blondie," I purred, easing his zipper down. “Now let’s have a real look at those pretty legs of yours.” I turned to my eager assistants. "Girls, would you mind getting Blondie's shoes and socks? We want the full view." Andrea and Natalie had Blondie barefoot so quickly it was as if a magician had made his shoes and socks disappear.
"Kayla, would you mind pulling Blondie's shirt out of the way a little bit so there's nothing obstructing our view?"
“Absolutely,” she chirped. The ever-devious Kayla didn’t stop there—slipping behind him, she peeled his long-sleeved black tee inside out over his head, then yanked it completely off. She held it up exuberantly.
“Thank you, Kayla,” I giggled, patting Blondie’s now-bare chest. "I guess it's out of the way now.”
I knelt, savoring the moment, and slowly eased his jeans down, letting them bunch at his ankles. Not wasting any time, I lifted his feet free, whisking the jeans away.
And there he was—my beloved Blondie—blushing crimson, clad only in bright red boxers that perfectly matched his glowing face. A light trace of hair had returned to his legs since the Becky/Brenda makeover, but they still looked delightfully smooth and quite adorable. I ran my fingers up one of his calves, relishing the tiny twitch it provoked.
“Oh, Blondie,” I sighed, standing and cupping his hot face in my hand. “Your legs are still so pretty. Not quite as
silky as before, but still quite lovely.” I paused, slipping my fingers around the waistband of his boxers. “Shall we take these down and have a look?”
“No! Please!” he yelped, panic in his voice. By now, a small crowd had gathered, drawn by the spectacle, and Blondie clearly noticed.
“Do it!” a girl’s voice shouted from behind us. I knew instantly it was Becky, Blondie’s sister. Blondie's eyes went wide as he realized both Becky and Brenda were in the crowd. I shot them a little wave. Becky grinned and gave me a thumbs-up. Seeing Blondie's own sister and his old nemesis watching only stoked my wicked side. He was rattled, and I was eager to put on an even better show for them.
I actually wasn't planning on exposing Blondie's little penis during that encounter. The idea had been to introduce him to my friends, and embarrass him by displaying his underpants—simple, public, just a touch mean. But once I saw that look in his eyes, the way he quivered with each new humiliation, I just couldn’t help myself. I was caught up in the moment, he was ripe for the taking—and, well, it
was Blondie, after all. He brought out the most delightfully wicked side of me. And how fitting that Blondie would be the first of my victims at Roosevelt to endure the humiliation of having his privates bared before a giggling audience.
So I knelt down and began to tug his boxers down, slowly, relishing every shocked gasp from the crowd as Blondie’s penis came into view. I continued pulling down until his shorts rested at his knees. Blondie trembled like a leaf, his hands still obediently locked behind his head.
I was a little disappointed to see his pubic hair had grown back some, but I was happy to see that his penis was still as small as I remembered. I found it kind of cute, really, and it was perfect fodder for teasing—plus so embarrassing for him!
It was absolutely exhilarating to exercise my control over Blondie again and humiliate him like that. As I've said, he was my favorite plaything. It was like playing with my favorite childhood doll—only this time the doll was alive, humiliated, and capable of reacting, which made the excitement a thousand times sharper. And let's face it, I never got sexually aroused playing with my dolls. (
giggle)
“His weenie’s kinda weenie!” a girl in the crowd giggled, setting off a whole new wave of laughter. Poor Blondie. He was absolutely crimson. How excruciating it must have been to stand there—hands behind his head, shorts at his knees—knowing exactly what everyone was staring at.
“Strip him naked!” someone else called out. I glanced over my shoulder, gave the crowd a sly, knowing smile, then turned back to Blondie—looking forward to doing exactly that.
With a gentle tug, I slid his boxers all the way off, letting them drop to the growing pile at his feet. Now, completely naked, Blondie stood before us—totally exposed, utterly mortified. Vulnerable as anyone could be. I could practically hear his heart pounding—and honestly, mine was racing just as fast.
I rose, hands on my hips, and took a moment to survey the scene I’d created—to really soak it all in. It felt almost surreal. Here I had this boy, completely naked and adorably mortified. And this wasn’t just
any boy trembling in the hallway. This was Blondie... my first, my favorite... and he was completely, exquisitely at my mercy.
I watched him fidget and flush and felt a delicious mix of giddiness and satisfaction washing over me—not to mention a certain amount of erotic stimulation. I’d fantasized about moments like this before, but now it was real. I had made it happen. I couldn’t believe my good fortune. Somehow, I'd been handed this golden opportunity—and I wasn’t about to waste it.
"Look at you, Blondie. You're naked!," I declared. I looked him up and down, grinning. "Say it."
Blondie knew what he had to do. "I'm naked," he said softly. Everyone laughed, and he somehow turned a deeper shade of red.
"Yes you are! everyone’s getting a good look at your little pee-pee,” I said while gently taking hold of his little pee-pee with my thumb and two fingers and jiggling it back and forth. Blondie gave a strangled gasp and almost leaped out of his skin. Laughter exploded around us, echoing off the lockers, and his miserable expression said it all.
I was almost done with him, but I had a few parting instructions that would help secure his embarrassment for weeks to come. I flashed him a sweet smile. “I’ll let you get dressed in a minute, Blondie, but first I’ve got some things I want you to do when you get home. You
will do everything I ask you to do, right Blondie?" He nodded meekly. I wasn’t letting him off that easily. "I need to hear you say it."
“Y-yes,” he eked out, voice trembling.
“Yes, what?” I pressed, relishing his discomfort.
"Yes, I'll do what you ask me to," he whispered desperately, glancing nervously at Becky, Brenda and the steadily growing crowd. "Please, can I just get dressed while you tell me?"
I shook my head. "Soon. But I think you’ll pay better attention if I keep you naked while I give you your instructions." It was really entertaining watching him. I knew he
so wanted to at least cover himself with his hands, but he knew I wouldn't allow it. He was fidgeting restlessly, shifting his weight from foot to foot, and twitching his hips. It was so cute!
I ran my fingertips slowly along his waist. “I’ll let you have your clothes back soon, but in return, you’re going to do a few little things for me.”
"O-Okay," said Blondie timidly.
"First of all, I don't like looking at this unsightly hair. It ruins the effect. When I caress your legs, I want them to feel smooth. And soft. So, starting tonight, you’re going to shave your legs and keep them silky smooth for me.” He flinched at that, and I couldn’t help but smile. He was already dreading it, and we were only getting started.
“And I want you to wear shorts to school from now on,” I added. “That way, I won’t have to pull your pants down every time I want to enjoy your pretty legs.” Blondie’s eyes widened at the thought of parading his smooth, bare legs for everyone to see, day after day. "Though I have to admit, I
do like undressing you." I smiled, savoring his blushing face.
“Now, say it back to me. What are you going to do when you get home—and what will you wear to school?”
"I... I'm going to shave my legs and wear shorts to school," he mumbled.
“All the time,” I reminded him, brushing my fingers lightly along his thigh. “Say it: ‘I’m going to keep my legs nice and pretty for you all the time.’”
He hesitated, but knew resistance was useless. “I’m g-going to keep my legs... nice and pretty for you all the time,” he repeated in a strained little voice. That earned some fresh laughter from the onlookers.
I wasn’t done. I reached down and took a pinch of the hair around his penis, giving it a little tug. “This has to go, too. I want you smooth all over.” I let my hand explore further down, my fingers tickling his scrotum. Blondie stiffened and scrunched up his toes. I've mentioned before how quite often the subtleties that occur during a humiliation session can be so enjoyable. Every reaction—the twitch, the shiver, the way the eyes squeeze shut—adds deliciously to the scene. I tickled him a little longer, just to prolong the moment.
"Your little balls need to be smooth too, okay Blondie?"
"Okay," he squeaked out in a high-pitched, defeated voice.
“Let me see your arm,” I said, gently lowering his right wrist from behind his head. I traced my fingers along his forearm, noting the fine blond hairs there. “You’re starting to get a little fuzz here, too. You’ll keep your arms nice and hairless for me—soft and girly. And you’ll wear short-sleeved shirts so we can admire them properly.” I tucked his arm back and peeked beneath it. “Mmm, underarm hair’s coming back. That’ll have to go, too. Keep your underarms smooth and bare, like a little boy." I walked behind him and stroked his buttocks, giving him a couple of playful taps. "Still smooth as a babe back here," I teased, and the crowd giggled along.
"Okay, let’s recap," I said, turning to face him again, hands on my hips. "No unsightly hair from the neck down. As for your underpants—you're going back to tighty-whities. No more boxer shorts. You haven’t earned that privilege. You’ve got little boy bits, and starting tonight they'll be smooth and completely hairless, just like the rest of you. You'll look like a prepubescent 10-year-old boy down there, with your bald little bits, so those childish undies will suit you perfectly."
“I... I don't have them anymore," Blondie said, his voice rising in pitch. "I threw them all away."
Oh, sweet naïve Blondie. Like that was going to deter me.
"Well, you'll just have to go buy a new supply after school, won't you?"
His mouth opened and closed helplessly. I fixed him with a look. "Let's see if you were paying attention. Why are you no longer allowed to wear boxer shorts?" I just love doing that to my victims. I know they hate it, and their humiliation intensifies with every word.
He stared at his feet, his face a shade of red only Blondie can produce. I was highly aroused, watching him standing there all naked and fidgeting. I would have had my hand inside my panties if I wasn't in public.
“Because... because I haven’t earned it,” he finally managed.
“Exactly!” I beamed. “Such a smart boy. And why haven't you earned it?”
He winced. "Because I... because... I haven't matured enough?" I loved how he put it in the form of a question.
“Very good! And in what way, exactly, haven’t you matured?” He just stared, so I helped him along, letting my gaze drop deliberately to his exposed crotch. "Is it because you have little boy bits?" The laughter from behind me continued mercilessly. Oh, the humiliation was intense, and I was having so much fun!
“Yes,” he whispered.
"Say it."
“I have little boy bits,” he said, his voice trembling, earning yet more laughter.
“Yes, you do! Now, after tonight, what will be a distinct—and very embarrassing—feature of those little boy bits?”
“They... I’ll... they’ll have no hair.”
"Right! You'll have bald little boy bits!" I paused dramatically, letting the crowd eat it up. “Let me hear you say it.”
"I'll have bald little... bald little bits."
"You'll have bald little
boy bits." I looked him in the eyes, waiting.
He swallowed and obeyed. “I’ll have bald little
boy bits.”
"And what will that look like down there? Do you remember?"
He closed his eyes, surrendering. “A 10-year-old boy.”
“Close. You forgot a word.” He looked at me, somewhat puzzled. "Prepu...?" I encouraged. I held out an open palm, gesturing for him to finish.
"Prepubescent."
"Good boy! Now say the whole sentence."
He drew a shaky breath. "I'll look like a... like a prepubescent 10-year-old boy... down there."
"With your bald little boy bits," I pushed.
"With my bald little boy bits."
"The whole sentence now."
He winced, then pushed it out: "I'll look like a... like a pre... a prepubescent 10-year-old boy down there with my little... with my bald little boy bits."
I gave him a delighted grin. "Yes you
will, Blondie, and I can't
wait for you to show off your new look for me!"
"Okay now, let’s see, what else?" I stepped close, letting my fingers brush the top of his thigh. "As for your shorts, I don’t care what kind, but the hem needs to be above mid-thigh." I tapped a spot just below where his boxers had been. “Gym shorts might work, but if they’re too long, I’ll just take them away and you’ll be prancing around in your new tighty-whities instead. Understood?” He nodded miserably, biting his lip. “Good boy. Legs like yours deserve to be on display—the more of your silky-smooth skin showing, the better. Oh, and lose the socks. I want those pretty legs flaunted from top to bottom, every inch of them."
I ran a line up his arm, marking a spot three-quarters up his bicep. “Shirtsleeves can’t go lower than this. I’d put you in a tank top if I could—but sadly, Roosevelt won't allow it.” I gave his arm an affectionate little stroke. “Honestly, you’d look adorable in short shorts and a tank top. Maybe for the weekend,” I added, winking.
Suddenly, Becky stepped forward, eyes twinkling. “I can help with the clothes, Felicity, if you want,” she offered. “Blondie’s about my size.” She traced a line embarrassingly high on his thigh, and he recoiled instinctively from his sister's touch. “I’ve got some cute shorts that hit right about here. I’ll leave them on his bed tonight. I’ll have him try them on after he shaves his legs,” she added, shooting Blondie a wicked grin. Blondie looked like he wanted to vomit.
Becky wasn’t finished. She pressed her finger to a spot on his upper arm, just under the shoulder. “And I’ve got a few tees that hit here. Should I dig those out too?”
“Yes, that would be perfect! Thanks, Beck!” I clapped my hands with glee. Turning to Blondie, I gave him a dazzling smile. "Now you can just wear whatever Becky picks out for you. Aren't you glad you have such a generous, caring sister? Not many boys get to share their sister’s wardrobe. What a lucky
boy you are, Blondie!" Blondie didn’t respond—he just stared miserably at the ground in front of him.
I was already picturing him: legs silky smooth, arms bare, swishing through the halls in Becky’s snug shorts and feminine tees, blushing at every giggle, every lingering glance. The anticipation was positively intoxicating.
It was just about time to wrap things up, but I had one last surprise. I wanted to throw something Brenda’s way.
“Okay, sweetie, you can put your arms down now,” I told him. He dropped them instantly, hands flying to cover himself as he stared at me with wide, worried eyes—widening further when he saw I’d scooped up all his clothes. Without a word, I strode to his locker, stuffed everything in, and snapped the door shut with a satisfying click. The lock hung there, key still in place.
Oh, Blondie. Leaving your key like that? That was just careless.
I snapped the lock shut, slipped the key free, and sauntered over to Brenda. With a wink, I dropped the key into her waiting palm. Blondie's fate was now in her hands. Brenda's face broke into a wide, delighted grin as she strutted off down the hallway, holding the key high for all to see.
"No! Brenda!" Blondie cried, his voice breaking into sheer panic.
“If you want your clothes back,” I singsonged, “you'd better not lose her.”
I didn't have to tell him twice. The hall erupted as Blondie—naked and frantic—bolted after Brenda, hands cupped desperately over himself, weaving through the crowd as laughter, shrieks, and cell phones chased after him.
Brenda glanced back, grinned, and slipped into the girls’ bathroom. Blondie skidded to a stop. He hesitated for the barest moment—then, to the crowd’s giddy delight, he shoved the door open and vanished into forbidden territory. I heard shrieks of astonishment, followed by a wave of raucous laughter. I grinned, savoring the mental image of what had to be a riotous scene inside those walls.
* * * * * *
The last I saw of Blondie that day was a flash of his cute little butt disappearing into the girls’ bathroom—a fitting finale if ever there was one.
That evening, my phone buzzed with a call from Brenda. She was still giggling so hard it took her a minute to speak. “Felicity, I owe you big time for today.”
Between fits of laughter, she gave me the play-by-play: Blondie did get his key back, but he had to earn it. Brenda had perched herself on the sink, key dangling in the air, goading him into joining her. And Blondie—naked and desperate—indeed climbed up with her. But the instant he reached for the key, she let it drop. It ricocheted off the tiles, took a wild little bounce, and, as luck would have it, landed inside one of the bathroom stalls. Of course, it was occupied.
Brenda was nearly breathless from laughter. “He actually dropped to all fours to grab it, and the girl inside completely lost her mind—screaming and kicking at him like she thought some crazed pervert had crawled into her stall. Felicity, I was dying. I swear, I thought I was going to pee my panties. I haven’t laughed that hard in forever.”
I laughed along with her, wiping tears from my eyes. “Thanks for the update, Brenda. That really made my night.”
After we hung up, I lay back on my bed with a dreamy sigh. What a wondrous day—reuniting with Blondie, reasserting my control over him, and thoroughly humiliating him. So many delicious possibilities ahead, and I couldn’t, for the life of me, wait to explore them all. I was going to have
sooo much fun with my Blondie.