The Felicity Chronicles: My Exploits as a Humiliator

Stories about boys ending up in compromising situations, preferably naked and embarrassed, as the name suggests.
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The Felicity Chronicles: My Exploits as a Humiliator, Chapter 22

Post by Blondie »

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Chapter 22: Blondie and Johnny Boy: Humiliation on the Track, Part 1 of 4

It was a Sunday night, and I was laying on my bed daydreaming. As I've mentioned before, at some point when I do this, Blondie inevitably comes to mind. I pictured him at his locker on that day when I made him get naked for me for the first time at Roosevelt. It was such a lovely sight, and such a wonderful experience. Reliving that humiliation session in my mind made me yearn for another encounter with my favorite victim.

It was the previous Thursday that I had the fabulous humiliation session from afar when I had the group text with Blondie and his sister Becky. We ended it with me telling him he had to wear panties to school from then on, starting the next day. Becky said she would be more than happy to lay out the panties on his bed for him the night before. I told Blondie I would be checking.

I didn't get the opportunity to seek him out on that Friday, and I was not going to let another day go by without seeing him in his new apparel. I picked up my phone and sent him a text.

Me: Hi Blondie

I had told him some time ago that I expected him to answer me right away whenever I texted him, so I wasn't surprised to get a quick response. I'm sure he was happy to hear from me. <giggle>

Blondie: Hi

Me: I'm sorry I missed you on Friday.

Blondie (after somewhat of a pause): It's okay

Me: Did you wear panties to school?

Blondie: Yes

Me: What color were they?

I already knew the answer. Becky and I had texted each other on Friday night, and she told me what color they were. She laid the panties out on his bed on Thursday night as planned. She took a picture of Blondie wearing them on Friday morning and offered to send it to me. It took a lot of self-restraint, but I declined. I wanted to first see him like that in the flesh. She did mention that he looked marvelous, and that he was blushing profusely.

She also texted me on Saturday, telling me that she did some online shopping for Blondie and purchased seven new pairs of panties—one for each day of the week. That was Thursday night, and she received them on Saturday, so Blondie was good to go. Oh, and she made him pay her back. <giggle>

Blondie: Blue

Me: Ooh, nice! I wish I could have seen them.

Not surprisingly, there was no response. I pressed on.

Me: How did they feel against your skin?

Becky told me they were made of nylon satin, so I knew they had to feel differently than the cotton he was used to.

Blondie: Fine

Me: I'd appreciate a little more detail. How did they feel compared to your tighty-whities?

Blondie: They were smoother.

Me: Did you get a hard-on while you were walking around and feeling them rubbing against your little boy bits?

Blondie: No

Me: Oh, I'll bet you did. In fact, I think you're going to get to like wearing your panties every day.

Blondie: No I don't think so.

Me: I'd like to do a panty check tomorrow at school.

Blondie (after a long pause): May I just send you a picture of them instead?

Me: A picture of what?

I wanted him to use the word, which he hadn't done yet.

Blondie: The panties

Me: You mean YOUR panties?

Blondie: Yes

Me: Say it.

Blondie: My panties

Me: No, I want to see them in person. With you wearing them. Though I do like your idea of taking a picture. I'll have to do that when we have our panty check.

No response.

Me: So I'd like you to come see me tomorrow during lunch. I'll meet you at the south end of the track at 12:05.

Blondie: Ok

Me: Great! See you then!

I set my phone down next to me and smiled with delight. A humiliation date with Blondie was on the horizon, and I couldn't think of anything I'd rather look forward to.

I was about to turn on the TV when I had a brainstorm. I grinned freely as I picked up my phone and sent another text.

Me: Good evening, Johnny.

After about 30 seconds without a response, I tried again.

Me: You'd better answer me, Johnny Boy.

Johnny: Hi

I pictured him wincing in trepidation.

Me: What do you think about joining me for lunch tomorrow for a little fun?

Johnny: Thank you anyway, but unfortunately I won't be able to.

That made me laugh out loud.

Me: I was just being polite, Johnny Boy. It wasn't really a question.

Johnny (after a few seconds): Okay

Me: Excellent! There is someone I'd like you to meet. I think the two of you have a lot in common and will really hit it off.

Johnny: Okay

Me: I'll see you at the south end of the track at 12:05. Don't be late.

Johnny: Okay

Me: Great, I'm really looking forward to it, Johnny Boy. Sweet Dreams.

I'm pretty sure that neither Johnny Boy nor Blondie had sweet dreams that night. As opposed to me, who fell asleep with a smile on my face as I looked forward to the next day with delicious anticipation.

* * * * * *

Early Monday morning I texted Kayla, Andrea and Natalie. I told them I had a surprise for them, and to meet me at the south end of the track between 12:00 and 12:05. They all responded right away, and each response ended with an exclamation point.

Speaking of surprises, I purposely never told them that I now require Blondie to wear panties under his shorts every day. I looked forward to their reactions when I would do the unveiling.

* * * * * *

The bell sounded at 12:00, signifying the end of my fourth period algebra class—and more notably the beginning of the much-anticipated lunch hour. I pranced outside with an extra bounce to my step. I felt that wonderful, tingly sensation that commonly occurred when I was on the brink of a humiliation session. There was an extra edge that morning. I would be doing Blondie, who was my favorite, and Johnny Boy, who was the first humiliation victim that I acquired on my own. And I would be doing them together.

I found myself actually trotting when the track came into view. I was the first to arrive, but I spotted my cohorts walking briskly toward me in the distance. In short order we were together, awaiting the arrival of my boys.

"Well, are you going to tell us what's up?" asked Kayla. "We're dying to know what this big surprise is."

"You'll see in due time," I answered, smiling coyly.

"Hey, is that Blondie?" asked Natalie, pointing in the direction of the basketball courts. Indeed, my beloved Blondie was in the distance, walking toward us. His head was down, and he was walking with a rather deliberate gait. He looked at his phone, probably checking the time. It was 12:04. He picked up his step.

"It looks like he's coming this way," said Andrea.

"And there's Johnny Boy!" said Kayla. Sure enough, Johnny Boy was probably about twenty paces behind Blondie, moving at about the same pace.

Neither boy had ever formally met each other, but at one point during one of my humiliation sessions with Johnny I mentioned to him that I would like the two to meet someday. I don't think Blondie knew anything about Johnny Boy, unless he happened to witness one of his humiliations outside. Johnny Boy almost certainly had to notice Blondie at some point on the school grounds. I mean, he is hard to miss, with his long, smooth-shaven legs. And they are on full display at school every day, since he's been required to wear shorts with an inseam of a couple of inches or so. Plus, he must have at least heard about Blondie's recent public humiliation in the cafeteria. I heard kids talking about that in the hallways for days after the event.

In any case, they were about to become very well acquainted.

I waved my hand high in the air, catching the attention of the dispirited twosome.

"Are they both coming over here?" asked Natalie. I just smiled without answering.

"Oh, Felicity, you've outdone yourself!" said Andrea as Blondie approached us.

"Hi, Blondie!" we greeted, almost in unison. Blondie stood among us without responding, looking at us warily. Soon thereafter Johnny Boy joined the party. His look of apprehension matched that of his counterpart—a look that contrasted sharply with the expressions of eagerness on the faces of the four girls surrounding them.

"Johnny Boy," I said, breaking the ice. "I'd like you to meet Blondie. Blondie, Johnny Boy." The two glanced at each other and turned their eyes away. "That is your cue to shake hands," I said. They did a perfunctory, somewhat limp handshake without making eye contact. "You may not know it just yet, but you two have a lot in common," I said. I waited a moment for the expected silence before continuing. "For instance, I've seen both of you naked," I said, eliciting blushes from the two of them—along with delicious body language indicative of someone who has been shamed—and giggles from my friends. They took furtive, embarrassed glances at each other and made brief eye contact, which I found most delightful. "And you both have such smooth skin. I really like touching you," I said while stroking Blondie's thigh up and down with my fingertips. "Don't you think Blondie has pretty legs, Johnny Boy?" I asked.

"I....I guess so," said Johnny after glancing at Blondie's legs.

"Feel them," I said. After hesitating, he reluctantly reached down and stroked the outside of Blondie's calf with the back of his hand. "What did you think?" I asked.

"They're....they're smooth."

"Aren't they, though?" I answered. "Like I said, that's another thing you two have in common. Yours might not be quite as smooth as Blondie's, because you have a little bit of peach fuzz, while Blondie has nothing. But yours are still nice and smooth." There was a moment of silence, so I decided to take the next step. "Hey, what say the two of you go for a little stroll around the track and get acquainted with each other. We'll tag along and keep you company." I looked down at their feet. "Why don't you do it barefoot? It's a warm day and I think you'll like the feel of your bare feet on the track." Neither boy made a move, so I raised my voice. "Come on, snap to!" I yelled while clapping my hands together. "Let's get those shoes off!" Both boys reacted to my outburst—I think they knew by then that the last thing they wanted to do was to get me upset—and they were barefoot within a matter of seconds.

I have to say that even though all they did was expose their feet, I was already starting to get a little turned on. I think there were two reasons behind this. First, it was the onset of a likely humiliating stripping. Second, just the sheer power I had over them was absolutely intoxicating. I mean, think about it: They both showed up at my command—quite reluctantly, I'm sure. Once there, either or both could have simply run off and escaped their ordeal before it escalated (well, that's assuming they thought they could take Kayla and/or Natalie by surprise and get a big enough head start to avoid capture). And at that moment there was probably nothing else they would rather do. But they knew that if they did, the repercussions would be dreadful. So they chose to stay, and endure whatever humiliations that they had to know were impending.

"Good, now let's take a walk," I said. "We have plenty of time, so let's take a nice, easy walk and enjoy ourselves. You can pick up your shoes after we circle around.” I set the pace by ambling along lazily, making it evident that it would be a leisurely stroll. The boys followed suit. "Isn't this nice?" I asked.

We moseyed along for a couple of minutes until I stopped walking and broke the silence. "Johnny Boy, would you like to see Blondie without his shirt on?" Blondie flinched noticeably, while Johnny jerked his head up in surprise.

"N-no, that's okay."

"Wrong answer, Johnny Boy," I reprimanded. "Now try again. Would you like to see Blondie without his shirt on?"

"Um...yes."

"Yes, what?"

"Y-yes, I would like to see Blondie without his shirt on."

"Excellent!" I said. "I think that would be charming. Blondie has a nice, slender physique, and deliciously smooth skin, much like a girl's. I think you'll find the sight of him in just his skimpy shorts to be rather titillating. I know I will." I looked at the downcast Blondie, then back to Johnny. "Perhaps you'd like to help Blondie out of his shirt," I said to him. "Blondie, maybe you can raise your arms up high so Johnny Boy can take your shirt off for you."

Without a word, Johnny stepped toward Blondie and took hold of his shirt tail with both hands while Blondie raised his arms above his head. Johnny looked Blondie in the eyes and shrugged his shoulders, as if to apologize for what he was about to do. I thought it was cute.

Johnny pulled the shirt completely off, and Blondie shivered, despite the warm sun beaming down on him. While he crossed his arms across his chest, Andrea relieved Johnny of the shirt.

"Very nice," I said. "See what I mean, Johnny Boy?" I said as I looked Blondie up and down lasciviously. Indeed, my state of stimulation was gradually increasing as I ogled the embarrassed, scantily clad Blondie.

I'm sure it is quite apparent to the reader by now that my humiliation sessions are a sexual turn-on for me. On several occasions, the circumstances have been such that I was able to achieve instant gratification during the session. This has not always been the case, though. For instance, my latest session with Johnny Boy was extremely stimulating, but it took place in the hallway, with many witnesses. I couldn't exactly shove my hand down my panties and get myself off right there on the spot. Well, I could have, but even I have scruples. So I bought a special vibrator just for that situation. It hides inside my panties and covers my whole vagina, and is complete with a clitoral stimulator. Oh, and it came with a small remote control that I keep in my pocket. The remote has three settings, the third being the most stimulative.

I had a good feeling that the Blondie/Johnny Boy session was going to be arousing for me, and I didn't think twice about packing it that morning as I was getting dressed.

As I looked at Blondie self-consciously crossing his arms across his bare chest, I reached into my pocket and pushed the setting for my vibrator to setting number one. It was going to be a slow walk around the track with a gradual buildup in humiliation, and I wanted my state of arousal to play out in similar fashion.

"Blondie," I said as the vibrator gave me a little tingle. "Becky told me how Brenda's maid taught you the 'submission position.' Why don't you demonstrate the submission position for Johnny Boy."

(Author’s note: The reference to Brenda’s maid and the “submission position” will make more sense when a story entitled “Roosevelt Humiliations: The Missing Chapters” is published.)

Blondie proceeded to obediently stand erect with his feet together, while clasping his hands behind his head with his elbows straight out. "Excellent. Johnny Boy, when you look at Blondie now, do you see anything remarkable? Keep in mind, he is seventeen years old."

"Um....um.....he has no hair under his arms?"

"Yes! Very good! He has no hair under his arms! Just like you, Johnny, right?"

Johnny blushed, much to my delight. "Right," he said softly while looking down at his bare feet.

"Blondie," I said. "Would you like to see Johnny Boy's hairless underarms?" Blondie hesitated, so I urged him on. "You'd best give me the right answer, Blondie."

"Yes."

"Yes, what?"

"Yes, I'd like to see Johnny's.....Johnny Boy's hairless underarms."

"Well, in that case, maybe you can pull Johnny Boy's shirt off for him. So you can see."

Blondie faced Johnny and took hold of the sides of his shirt, while Johnny Boy compliantly raised his arms. Blondie struggled momentarily to pull the tucked-in shirt from the confines of Johnny's jeans, then pulled upward.

"It's adorable how you two like to undress each other," I said. "I'm so glad you've become fast friends." Blondie pulled the shirt free from Johnny's arms and handed it off to Andrea's outstretched hand. The boys had turned away from each other and were staring down awkwardly. "Did you get a good look at Johnny Boy's underarms when you took his shirt off?" I asked Blondie.

"No, I wasn't looking," answered Blondie. I think he was lying.

"Oh, you must see, Blondie," I said. "It's very cute. Johnny Boy, turn around and face Blondie. And assume the submission position." Johnny Boy reluctantly did so, and they were both facing each other in the submissive pose. It was exquisite. "Are you getting a good look at Johnny Boy's underarms now, Blondie?" I asked.

"Yes."

"And?"

"No hair."

"Just like you, right?"

"Yes."

"Say it."

"Just like me."

"BlondDIE?" I warned.

He knew what I wanted from him. "Johnny....Johnny Boy has no hair under his arms, just like me."

"I know! Yet another characteristic you two have in common. Okay, let's walk," I said, and the six of us resumed our stroll. "Andrea, you can drop their shirts here next to the track. They can pick them up when we're done." We continued on, leaving the two shirts in their wake.

Incidentally, now that there were two bare-chested boys walking on the track, a few people started to take notice of the proceedings, both from the stands and from the football field inside the track. There would be plenty more as the students in the cafeteria finished their lunch and ventured outside, which was starting to occur.

As for lunch, the six of us had much more meaningful things to do than eat. And I needed to satiate my appetite for humiliation.

The boys had picked up on the attention, which certainly added to their already high state of anxiety. I was about to heighten that anxious state even more. "Why don't we stop here for a spell and take a break," I said.

We had probably put somewhere between fifty and a hundred yards between us and their shirts. All told, we weren't even at the halfway point yet. It was a standard 440-yard track, so we still had plenty of time for more fun.

The boys were facing in opposite directions, staring down at the track. I took Blondie by the shoulders from behind and positioned him so that he and Johnny were facing each other. They were about three feet apart. "Submission position, please. Both of you," I ordered. Within seconds they were again facing each other in the wonderful submission position. That really is an appropriate name that Brenda's maid came up with. It indicates compliance, or complete surrender. Submission—ah, such a lovely word, and it was on full display before me.

The reader may recall that I utilized a pair of bunny ears when we had the humiliation session with Blondie in the cafeteria awhile back. I have to say, putting the bunny ears on Blondie's head was a delightful experience, and he looked adorable. Plus, the look of shame on his face when I put them on him was priceless, and the blush on his face told me all I needed to know about how he felt about them. So I went back to the same costume shop and purchased a few more, knowing they would come in handy some day. That day on the track would be one of those days, so I brought two of them to school with me.

I reached into the plastic bag that Natalie had been carrying for me and pulled them out. One was baby blue, and one was pink. "I think you'll look pretty in pink," I said to Blondie as I held up the pair of pink bunny ears for him to inspect. As I was placing it on his head I said, "Oh, Blondie, you're looking more adorable by the second." I reached up to the top of one of the ears and bent it forward just a bit for effect, and took pleasure in the wretched expression on Blondie's face.

I turned to Johnny Boy and placed the blue bunny ears on his head, and again meticulously bent an ear forward until I was satisfied. While the girls giggled I stepped back and beamed while I took in the sight of the two unfortunates. They stood miserably in the submission position, naked from the waist up, wearing newly adorned feminine-looking headwear. It was a sight for sore eyes.

Both boys had turned their heads away from each other. I needed to remedy that. "I'd like you two to look at each other. It'd be really nice for the two of you to get better acquainted." The boys slowly turned their heads toward each other, but they averted eye contact. "Look each other in the eyes," I admonished. "Maybe you can tell each other how cute you look in the bunny ears." The boys looked at each other, but they remained silent. I knew a surefire way to remedy that." All right, if you're not going to entertain us with your conversation, we'll entertain ourselves another way," I said as I reached around Blondie's waist with both hands to undo the button on his shorts. "Kayla, would you mind getting Johnny Boy's jeans down?"

"No!" the boys yelled in unison.

"Okay!" said Blondie. "We'll talk!" I backed off and waited to be entertained. "Uh....uh...." Blondie started. "I like how you look in the bunny ears."

"M-Me too," replied Johnny.

There was silence again, so I urged them on. "You need to keep talking to each other about the bunny ears," I said. "We're not even halfway around the track yet. I'm guessing you'd like to hold off stripping to your undies as long as possible."

Blondie, probably picturing himself walking around the track in a pair of panties, spoke up right away. "I don't like wearing them. How about you?" he asked Johnny. I smiled. This is what I was looking for.

"No, I don't either," answered Johnny.

There was a moment of silence, and I could almost feel Blondie's pain as he tried to continue the conversation. I mean, how much could be said about bunny ears? "I like your blue ones better than these pink ones," offered Blondie. The four of us giggled heartily. We looked at Johnny, expectantly awaiting his response.

"Thank you," he said. After a silent pause he added, "I like yours, too."

We all then broke out into convulsive laughter as the two boys blushed beautifully. "Oh, that was awesome," I said, as I wiped a tear from my eye and started walking. "Let's continue our stroll, boys," I said. "I think we've pretty much exhausted the bunny ears dialogue."

By the way, Andrea happens to be a talented artist, and a couple of days after this session she sent me a wonderful rendering that she created for me that beautifully depicts Blondie in the bunny ears. Here it is:

Image

That was right after his stimulating bunny conversation with Johnny, just before we started walking again. I must say I like it at least as much as the actual photo, and I am truly grateful to Andrea for sending it to me.

We ambled along for a couple of minutes, then I came to a stop. "Hey, I know what. Let's play a game!" I proposed excitedly. Both boys glanced at me nervously, knowing this could not possibly bode well for them.
Last edited by Blondie on Fri Sep 20, 2024 6:45 pm, edited 2 times in total.
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The Felicity Chronicles: My Exploits as a Humiliator, Chapter 23

Post by Blondie »

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Chapter 23: Blondie and Johnny Boy: Humiliation on the Track, Part 2 of 4

"Let's see," I continued. I paused, acting like I was deep in thought. "I've got it!" I exclaimed. "How about we see who is more ticklish—Blondie or Johnny Boy?" There was no response, so I kept on talking to my captive (literally, in the case of two of them!) audience. "Here's how it will work: I will do one boy at a time. Blondie, maybe you can go first. You'll stand in the submission position, and I will start out tickling you slowly. The goal will be to not move your feet or drop your arms. The longer you hold out, the better chance you will win. I will increase the intensity of the tickling as I go along. Natalie, maybe you can time them with the stopwatch on your phone."

"Will do," said Natalie, who immediately pulled up the app.

"We should come up with a good prize for the winner, so at least there will be some incentive. Blondie, can you give me an idea for what you would like the winner to get?"

"Uh," uttered Blondie. He didn't seem nearly as excited as I was about the tickling game. But he did come up with something. "Maybe the winner can go get his shirt and shoes—and take off these bunny ears?" he offered hopefully.

"Hmm," I responded. "That's not quite what I had in mind. You were close, though, because I was thinking of having clothing be part of the reward. But I was thinking more like the winner will have the privilege of being able to keep his pants on—or, in your case your shorts—for a while longer." While the girls giggled, I delighted in the wretched expressions on the faces of the two contestants. "So without further ado, let's get started." I stood in front of Blondie. "Submission position, please." While Blondie obediently assumed the position, I had another thought. "That's good, Blondie. But for this game let's take it a step further. Keep your arms behind your head like that, but hold onto your elbows with both hands." Blondie did so, much to my delight. The sight of him all stretched out like that made him look so defenseless, so vulnerable. And his look of trepidation really added to the moment for me. "Excellent, Blondie," I said. "You're nice and taut now. Such a perfect position for a tickling game. Now don't let go of those elbows or move your feet, or your time is up. Natalie, get the stopwatch ready. One, two, three, start!"

I took my right hand and softly tickled Blondie's left ear. I looked him in the eyes and smiled as I lowered my hand and lightly slid it down his side, stroking him with the tips of my fingers. I added my left hand to his other side and gently strummed up and down his sides with both hands. He shivered delectably while rotating his hips and slightly bending his knees. I continued in that fashion for a spell, mainly for my own enjoyment, as I took pleasure in watching the shirtless Blondie squirm.

But it was time to step it up. I raised my fingers until they were lightly stroking both of his armpits. Blondie reacted by gyrating his hips and upper body energetically, while still somehow managing to maintain his position. He was resolutely holding on; I'm sure the prospect of losing his shorts was all the incentive he needed.

"He's getting close!" said Andrea excitedly as she and the girls hooted and hollered.

"You'd better hold on, Blondie, or we'll be holding on to your shorts," laughed Kayla.

Grinning, I went in for the kill. I lowered my fingers to his ribs and tickled him vigorously. Blondie was no match for the line of attack, and he immediately drew away from me and lowered his arms.

"57 seconds!" shouted Natalie.

All eyes turned to Johnny Boy, who I'm sure was hoping that his counterpart would have succumbed in a much shorter amount of time. "You need to hold up for 58 seconds, Johnny Boy," I said. "Do you think you can do it, or are you going to be handing over your jeans?" The petrified Johnny didn't respond, but much to my satisfaction he did assume the same position as Blondie did without my coercion. He eyed me anxiously as I approached him. "Don't be afraid," I cooed softly while stroking his cheek with my fingers. I lowered my hand to his side and gently started stroking both of his sides up and down with both hands, as I did with Blondie. I could see early on that Johnny was going to be easy prey, as he was already squirming around.

Truth be told, I was planning on making sure Blondie would win the contest. I wanted to save the best for last.

"Oh, Johnny," I purred as I lovingly caressed his tummy. "You're pretty ticklish, aren't you, sweetie? I don't think you're going to make it. Are you ready to walk around the track in your tighty-whities, Johnny Boy?"

"No!" he exclaimed, wide-eyed.

"Thirty seconds," informed Natalie.

"Only twenty-eight seconds to go, Johnny Boy," I said as I raised my fingers up his sides. "Goochie-goochie-goo!" I teased as I tormented him by tickling his armpits lightly. He writhed and twisted spiritedly as the four of us laughed heartily. I continued to tantalize him by tickling him tenderly on his armpits.

"Forty-five seconds," declared Natalie.

"Only thirteen more seconds, Johnny Boy," I said. "Keep this up or you'll be pantsless at Roosevelt High." I moved both hands down to his ribcage and rested them there. "Do you think you can hold up if I tickle you really hard right here?" I asked.

"No! Please!" begged Johnny.

"Fifty seconds," warned Natalie.

I went in for the kill. I knew he had no chance. I dug my fingers into his sides, and he immediately dropped his arms and pushed my hands away.

"Fifty-two seconds!" shouted Natalie.

"Oh, too bad, Johnny Boy," I said. "You put up a good fight. If only you could have held out just a bit longer. Then you wouldn't have to take your pants off."

Everyone looked at Johnny (who wasn't about to take his jeans off without my prompting), then back at me expectantly. I addressed Blondie. "Congratulations, Blondie," I said. "You won the tickle contest, and you won't have to walk our next segment in your underpants." I looked at Johnny Boy, who looked like he wanted to cry. "Johnny Boy, on the other hand, no longer has that privilege. He was the loser. So now he must surrender his pants.

"I'll make it easy for you, Johnny Boy. You don't have to do anything. I'm sure Blondie would be delighted to take your pants off for you. You can just stand there and drink in the moment, like the rest of us."

The four of us giggled while Blondie, resigned to his ignominious task, reached for Johnny's belt. It really was entertaining—and more than a little stimulating, I might add—to watch the two unfortunates reluctantly play their part in Johnny's depantsing. I'm not sure who was more embarrassed—well, check that, Johnny was the one losing his trousers—but I can tell you that Blondie was blushing up a storm as he undressed his counterpart under our watchful eyes.

I really enjoyed it when Blondie took hold of Johnny's zipper after unfastening the belt and undoing the button. I guess Blondie's fingers were a little too close to Johnny's goodies for his liking, and he jerked his hips back. Then, when Blondie had the zipper all the way down, he wasted no time in getting Johnny's trousers down. I guess he wanted to get it over with, instead of entertaining us with a slow, seductive stripping. It might have been my favorite part of the scene. Blondie took hold of the sides of the jeans and yanked them down to Johnny's ankles in a second flat. Johnny wasn't quite expecting that, and he let out a cute little high-pitched yelp. It was awesome!

Blondie got down on one knee to finish the job. Johnny stood motionless, still taken aback by the latest turn of events. Blondie just wanted to be done with it, and looked up at the stupefied Johnny. "You need to lift your leg," said Blondie, somewhat irritably. It was the first time there was any voluntary verbal communication between my two boys. I rather enjoyed it when they talked to each other—coerced or otherwise—and would make a point to promote more of the same.

Johnny complied, and Blondie pulled the material free from his foot, then repeated the maneuver on the other leg. Andrea reached down and pulled the garment from Blondie's grip. Johnny Boy was stripped to his tighty-whities, and my enjoyment was increasing by the minute. "Excellent!" I giggled as I looked the mortified, near-naked Johnny Boy up and down. "Now let's start walking again."

Andrea dropped the jeans next to the track, much to Johnny's dismay. "Can I....can I please....or can someone please bring my pants?" he asked hopefully.

"Don't be silly, Johnny Boy," I replied dismissively, as I turned and started walking. As the six of us meandered along, Johnny Boy looked anxiously back at his jeans, which gradually became a distant form as we slowly progressed around the track.

I set the pace by walking two or three steps in front of the boys, while the girls brought up the rear. I walked backward most of the time so I could enjoy the wonderful view of the two hapless lads. Blondie was looking downward, probably desperately hoping that he would be able to keep his shorts on for as long as possible, if not throughout the whole ordeal. Johnny had both hands over the front of his underpants, while taking furtive glances at the ever growing gathering that were delightedly following along with us, from both inside and outside of the track.

I continued on blissfully for a stretch before coming to a halt. I was really looking forward to the next phase of the session, as it involved stepping up Blondie's humiliation significantly. "Why don't we take a rest, and stop and chit-chat for a bit," I said. I delighted in the anxious looks on the boys' faces. They had an inkling that something was up. "Johnny Boy," I started. "Why do you think I require Blondie to wear those skimpy shorts to school every day?"

All eyes turned to Blondie's shorts and legs, then back to Johnny. Johnny fidgeted nervously as he tried to come up with a response. "Um....because you want to embarrass him?"

That wasn't the response I expected, but I really liked it. "Yes, very good, Johnny. I do enjoy embarrassing Blondie and making him blush." I smiled at Blondie, and yes, he was blushing deliciously. I turned back to Johnny. "What else?" I asked. Again Johnny squirmed, trying to come up with a response that would please me. "Think about it, Johnny," I said. "I'd like a thoughtful response. You do want to keep your underpants on, don't you?"

"Yes!" he said as his eyes widened. "Um....um....you like looking at his legs? At his pretty legs?" Johnny nailed it, and I loved it. I really do enjoy looking at Blondie's legs, especially now that I make him keep them all smooth and hairless for me. And knowing how embarrassed and self-conscious he must be about them really adds to my pleasure.

I stopped at that point and took a picture of Blondie's legs. Here it is:

Image

I must say, they are quite fetching. Since his legs are clean-shaven they look like those of a teenage girl. They probably turn the heads of the Roosevelt High girls and boys, much to his shame. I love it!

Okay, back to the story. Johnny had just commented on Blondie's pretty legs. "Yes! Excellent, Johnny. Blondie indeed has very pretty legs now that he keeps them nice and smooth for me. And it's really nice how he shows them off for everybody in his skimpy shorts." I glanced at Blondie, who was looking absolutely miserable. "Do you like Blondie's shorts, Johnny Boy?"

"Yes," he replied. He was a fast learner.

"Do you want to try them on?" The girls giggled while both boys reacted with alarm—especially Blondie.

"Uh....I don't know." He paused to collect himself. He looked at the nervous Blondie and at his shorts, then back at me. "Do you want me to?" he asked. Oh, how sweet. He so wanted to please me. <giggle>

"Yes, that seems like a good idea. You said you like them. I don't think Blondie likes them. Do you, Blondie?"

Blondie was between the proverbial rock and a hard place. No matter what his response, he knew the shorts were coming off. So he gave me a true answer. "No," he said, looking downcast.

"Well, that does it, then. Johnny gets to try them on. Why don't you go get them, Johnny?"

It took Johnny a moment for it to sink in that I was instructing him to strip off Blondie's shorts. While Blondie stood anxiously, Johnny Boy dutifully approached him. He undid the snap and pulled down the zipper. I might have been breathing as hard as Blondie in anticipation, for obviously different reasons. Johnny then—while making sure not to pull Blondie's underpants down along with the shorts—carefully pulled them down to his ankles.

The noise from the outcries was almost deafening when everyone realized that Blondie was wearing a very feminine-looking pair of panties.
Here is a picture that Natalie took that day:

Image

You had to look closely to see the outline of his little penis. Unless you bent down and scrutinized it, you couldn't see it at all. It probably retracted even more than usual with his acute embarrassment. In my experience with this humiliation thing, I have seen that happen, and I just love it when it does. It's a win-win for me. Not only does it add to his humiliation, but it gives me more ammunition with which to tease him. Plus, it looks so cute!

As I looked Blondie up and down, I was mesmerized by the vision before me. Considering the panties, his smooth legs, his now crimson-colored face, and his forced servitude—it was one of the sexiest things I'd ever seen. I turned up my vibrator to the second level while I ogled my favorite patsy.
While everyone roared, Johnny—who had a look of astonishment on his face as he stared at his counterpart's attire—finished the job. Blondie compliantly lifted each leg one at a time while Johnny pulled the shorts free.

"Oh, Felicity!" said the laughing Kayla. "You are the best. Look at him!"

"I know," I responded. "Doesn't he look marvelous?"

"And his panties match his bunny ears," giggled Natalie.

"You can't even see his little bits," chimed in Andrea. “There’s no bulge.”

"I know," added Kayla. "He looks like a girl—like a cute young teenybopper. And a very embarrassed one!"

"He'd better watch out," I said. "One of the horny guys from the football team might just try to get inside those panties and have his way with him."

"I have a girl friend who's gay," said Andrea. "She likes the soft, feminine type, so maybe I should set her up with Blondie."

"Maybe Blondie can do a threesome with the horny guy and your gay friend," offered Kayla with a grin.

"Ooh, Blondie, doesn't that sound like fun?" I said while taking pleasure in his miserable facial expression.

Everyone laughed while Blondie stood there, wallowing in his wretchedness. He had such a shamefaced look, and his body language exuded the mortification he most assuredly felt. It was absolutely delightful!

I let the wonderful scene play out for a few moments, then turned my attention to Johnny. "Johnny Boy, now that I think about it, you don't have to try on those shorts. I kind of like looking at you in your tighty-whities." I looked down at Blondie's panties. "Though I have to say, Blondie looks prettier than you do." While everyone giggled, I started walking again. "Let's move along, boys. Johnny, you can toss Blondie's shorts off to the side." We started walking, leaving yet another article of clothing in the dust.

We were just past the halfway point. I made sure to keep us at a very slow pace; I wanted to prolong the fabulous session as long as I could. I walked backward, immensely enjoying the display the two tormented boys were putting on.

They were a few feet apart and avoiding each other at all costs. It was time to remedy that. "You two look so cute, traipsing around in your little undies and bunny ears. I know what—you make such a darling couple—why don't you hold hands while we walk along?" To the sounds of giggling all around, with extreme reluctance Blondie and Johnny took each other's hand. As we walked along, I beamed with pleasure as I took in the sight of my two sweeties strolling along hand in hand. Their red faces, the bunny ears and their respective underpants added considerably to the stimulating scene. "Oh, you two are just adorable!" I gushed as I took a couple of snapshots with my phone's camera. Girls, you must come up here and see this!" I called out. My three grinning companions joined me, and we all walked backward as we soaked in the fabulous spectacle.

After a short time, I turned around and started walking forward. I slowed my step until the boys caught up to me. Once I was in step, I sidled up to Blondie and slipped my fingertips into the front of his panties. Blondie jerked his hips back and leaned his upper body back rigidly. "Please don't," he said, almost under his breath.

"Oh, but Blondie," I said as I delved my hand in further. "You're looking so lovable; I feel like I just have to play with your little boy bits." I had my hand around his genitals and began fondling them tenderly. It was delectable. "Oh, you're so nice and smooth down here," I said as I started manipulating him a little more purposefully.

"Please.....please stop," he begged.

I knew why he wanted me to stop—well, except for the obvious reason that he was being molested in a very humiliating manner in a very public place. What I'm sure was just as disconcerting for him was that he was reacting to my affectionate caresses, much to my delight. "I'm so happy to see that you like me, Blondie," I teased. "I like you, too," I said as I raised to my tiptoes and kissed him on his very warm cheek while simultaneously fondling his penis.

I continued stroking him until I was satisfied that he was fully erect. I pulled my hand out and took hold of his right wrist. I put my lips to his ear and softly said, "Keep this by your side. Don't you dare try to hide your little stiffy from us."

I patted his bum and left to go join my cohorts. By the time I got there they were already laughing heartily, as were most of the onlookers. The cause of the laughter could be found below the midsection of the red-faced, panty-clad boy walking slowly behind us. More specifically, there was a small but unmistakable protuberance at the front of the boy's panties, which seemed to be causing him excruciating embarrassment.

"Blondie must really like his new panties," giggled Kayla.

"Blondie, it's not nice to point at people," I said, eliciting more laughter.

We ambled along merrily for a while, and then I had a devilish idea.
Last edited by Blondie on Fri Sep 20, 2024 6:46 pm, edited 1 time in total.
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Re: The Felicity Chronicles: My Exploits as a Humiliator

Post by Tbell »

Great stuff, if my memory serves me well you have enhanced the Blondie and Johnny boy tale.
Having Blondie expose his hairless under arms to Johnny boy and emphasize that he is 17 must be so humiliating for him.
At least JB is in the same boat, other more hirsute younger boys would be much crueller.
I look forward to the remaining chapters.
Last edited by Tbell on Sun Apr 14, 2024 8:02 pm, edited 1 time in total.
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Re: The Felicity Chronicles: My Exploits as a Humiliator

Post by TeenFan »

More fun n games with Bobby...please.
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Re: The Felicity Chronicles: My Exploits as a Humiliator

Post by Blondie »

TeenFan wrote: Sun Apr 14, 2024 6:05 pm More fun n games with Bobby...please.
It's a few chapters away, but Bobby (along with the other Felicity victims) will be involved in the last three chapters.
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Post by Blondie »

Please ignore. Originally this was Chapter 24. In an effort to arrange the chapters in order after a glitch on the site, I attempted to delete this entirely, but that option was not available.
Last edited by Blondie on Wed Mar 26, 2025 10:47 pm, edited 3 times in total.
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Please ignore. Originally this was Chapter 25. In an effort to arrange the chapters in order after a glitch on the site, I attempted to delete this entirely, but that option was not available.
Last edited by Blondie on Wed Mar 26, 2025 10:46 pm, edited 4 times in total.
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Please ignore. Originally this was Chapter 26. In an effort to arrange the chapters in order after a glitch on the site, I attempted to delete this entirely, but that option was not available.
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Please ignore. Originally this was Chapter 27. In an effort to arrange the chapters in order after a glitch on the site, I attempted to delete this entirely, but that option was not available.
Last edited by Blondie on Wed Mar 26, 2025 10:48 pm, edited 6 times in total.
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Please ignore. Originally this was Chapter 28. In an effort to arrange the chapters in order after a glitch on the site, I attempted to delete this entirely, but that option was not available.
Last edited by Blondie on Wed Mar 26, 2025 10:48 pm, edited 4 times in total.
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