
Chapter 26: Blondie, Johnny Boy, Bobby, Tina and Ruby, Part 1 of 3
As I mentioned in my introduction, before I was introduced to Blondie I had heard quite a few juicy stories from my sister Julie about his humiliations at the hands of Julie and her friends. One of my favorite stories—maybe the favorite—was when they made him strip naked in the auditorium during the annual school play. The visualization, along with imagining Blondie's mental anguish as he sat there naked amid the whole, mostly oblivious student body...well, let me just say that I have pleasured myself on more than one occasion while fantasizing about that scene.
One of my prevailing thoughts whenever I imagined that fabulous spectacle was that I so wished I could have been there. So, when someone handed me a flyer about the upcoming school play, I stopped in my tracks.
What's to stop me from making Blondie relive that ultra humiliating experience all over again?
Well, you probably know me well by now, so you know the answer to that: absolutely nothing!
The play was still over a week away, but my excitement was so electric I could barely sleep that night. As I lay awake my mind was racing, and another tasty idea popped into my head.
Why stop with Blondie? Let's have some fun with Johnny Boy, too!
Then another thought.
Might as well let Bobby join in the fun. And why not throw Tina and Ruby into the mix? Ah, my gang of victims. It'll be a humiliation extravaganza!
I was pretty worked up, but I finally managed to diddle myself to sleep that night.
The next day in the cafeteria I shared my plan with Kayla, Andrea and Natalie. They were thrilled, and 100% on board.
Over the next week we schemed how we wanted it to play out. We came up with a good plan, but I left it open to incorporate some improvisation if we so desired.
* * * * * *
The night before the big day, I sent out a group text to my five patsies:
I would really like to have you accompany me to the play tomorrow. It starts after a short lunch, at 12:30. Let's meet in the foyer near the main auditorium entrance at 12:15. Bring your phones, but set them to silent.
Looking forward to seeing you!
They had no idea what specifically was in store for them, but I'm sure they were quivering in their boots with apprehension.
As for me, I was licking my lips in delicious anticipation.
* * * * * *
The three girls and I assembled at the predetermined meeting spot at 12:10. While we waited, there was considerable merriment and joviality between us. The energy level was palpable.
“Oooh, here comes Johnny Boy,” Natalie said, spotting him.
“The first one here,” I noted. “Such an obedient little puppy.”
“No, Bobby’s the puppy,” Kayla corrected. “My puppy.”
We all burst out laughing as Johnny sheepishly approached, already pale with anxiety.
“Hi, Johnny Boy,” I chirped with my sweetest smile. “I’m so glad you could join us.”
Andrea glanced past him. "Oh, here comes Tina and Ruby. And there's Blondie."
I perked up at the sight. Blondie, in his signature short shorts and those perfectly smooth, bare legs. I smiled widely.
“Hi girls!” I called out cheerily. “Hi Blondie!”
There was no response from the troubled teens as they gathered around uncomfortably.
I looked at my phone. "It's 12:15," I said. "Bobby is late." I shook my head and said, "I don't like it when people are late."
"Here he comes," said Kayla.
"Bobby, it's 12:16. You're late," I said to him when he arrived.
“Sorry,” he mumbled. “I had to finish my lunch.”
“You had plenty of time,” I said coolly, before turning to Kayla. “I’ll let you decide on his punishment. Meanwhile, want to check his pockets?”
The reader may recall that I required Bobby to cut the front pockets off all his shorts and pants. Oh, and he wasn't allowed to wear underpants.

Kayla moved behind Bobby and slipped a hand inside each pocket and probed around. I could tell by Bobby's startled and open-eyed reaction that he had obeyed.
"No pockets," declared the grinning Kayla as she continued to delve around inside his shorts.
"Underwear?" I asked.
"Nope. Going commando," shared Kayla.
The four of us laughed while Kayla persisted in her invasion of Bobby's nether regions. Bobby looked like he wanted to vomit.
“Alright, team, we should probably go inside so we can get a row where we can sit together," I stated. "I would like you to have your phones handy. I might have some instructions for you, and we don't want to disrupt the actors with any noise, so you may be receiving the occasional text from me."
The five of them looked appropriately miserable. I was thrilled.
"Natalie, you can lead the way, and take Ruby with you. Andrea, maybe you can escort Tiny Tina and Johnny Boy."
I watched momentarily as the five of them filed into the auditorium.
“Blondie, you’re with me.”
Oh, don't look so thrilled, Blondie.
I took Blondie's hand and began to lead him inside. "Kayla, Bobby is all yours," I said over my shoulder.
I took another look back when Blondie and I arrived at our row. What I saw made me laugh out loud. Bobby was crawling on all fours down the aisle like a dog, with the grinning Kayla close behind.
You're the best, Kayla!
We took our seats (pre-established by the four of us). This picture details the seating arrangement:

“Isn’t this nice?” I said, giving a friendly pat to both Blondie’s and Johnny Boy’s thighs.
I wasted no time and sent a fresh group text, including my inner circle for their enjoyment:
Thanks again for joining me today! This will be a long play, and I want you to be comfortable. Why don't you remove your shoes and socks and make yourselves at home. You can store them under your seat.
I heard a couple of groans, and I watched with glee as within a few more seconds the fabulous five (Hey, I just coined a new nickname for them!) were leaning over in unison, following my command.
I'm really going to make this happen!
"Good boy, Blondie," I said while patting him on the back.
As they finished their business, the lights dimmed, and we soon were in darkness. Even after my eyes adjusted it was still pretty dim, but just bright enough to make out an outline and a little bit more of the people in my row. It was perfect.
The play that year was "The Fiddler on the Roof," a musical I was well familiar with. I decided to enjoy the opening overture ("Tradition") before making my next overture.
Then I shot off another text.
I don't know about you, but I think it's getting a tad warm in here. Again, I want you to be comfortable. I think a good way to cool off would be to take off your shirts. Or your sweater, whatever the case may be. You can pass them to your left, until they reach Natalie. Natalie will be happy to store them under her seat for you.
Ruby was sitting next to Natalie, and I decided I wanted her top a little farther away, so I sent a follow-up message.
Ruby, you can pass your top the other way, and Kayla will gladly safeguard it for you.
I delighted in the next couple of minutes, as five different garments were passed hand-to-hand until they disappeared under Natalie's or Kayla's seat.
I looked left and right and noticed that Blondie and Johnny Boy were wearing undershirts.
They came prepared. How clever. Well, I'll fix that in short order.
Bobby was bare-chested, and it dawned on me that his pair of shorts was the only clothing he had remaining. Poor thing—his sense of trepidation must’ve been through the roof.

I squinted through the dark and could just make out that Ruby was wearing a bra. Tina, unsurprisingly, was not. Her arms were wrapped tightly around her chest. Sweet, bashful Tina. Of course, she hadn’t worn a bra in quite some time—not since I decided she didn’t need one.
I leaned close to Blondie and whispered into his ear, letting my breath tickle his skin. "Take off your undershirt."
While he was wriggling out of it, I reached over to Johnny and tugged gently at his undershirt. "Take this off and pass it down to Natalie," I said softly.
I took Blondie’s undershirt from his hand once it was off, and within moments all three boys were bare-chested. Their clothes disappeared into Natalie’s care, leaving Blondie and Johnny crossing their arms over their chests self-consciously like shy schoolgirls, which made me giggle.
It was time for another text.
Ruby, you seem to be the only one of my invited guests that is still covered above the waist. Why don’t you slip off that bra and pass it down this way. Kayla will take good care of it for you.
I watched with satisfaction while Ruby fumbled with the straps of her bra, then stripped it off. I smiled as the bra was passed to me and I forwarded it down to Kayla. I noticed that four of the Fabulous Five (not Bobby) had their arms crossed over their chests. I fixed that with follow-up text.
I'd like you all to rest your arms on the armrest. Just relax. Let's all sit back and enjoy this next number. It's very good.
I watched as four of the hapless victims uncrossed their arms. Tina was the last to do so, and she did so very reluctantly. That prompted me to send another group text.
Tiny Tina, I realize this is very challenging for you, because I know you are very self-conscious about your undeveloped breasts, and now they are out in the open and on display. Just pretend you're one of the boys, sweetie, and maybe it won't feel so awkward.
Some giggling emanated from my friends. I found it stimulating that Tina knew that all eight of us were reading about her tiny tits. I looked over at her, and I swore I could see her face glowing, even in the darkness.
Then I looked to my right, and once again, thanks to Kayla, I took in a hilarious sight. If I wasn't sitting in the middle of a performance I probably would have laughed raucously, but I had to stifle it. The source of my hilarity was Bobby's chest, now adorned with Ruby’s bra, neatly fastened across his chest.
Kayla, you are awesome!
When I composed myself, I sat back and savored the next number, "If I Were a Rich Man." While taking it in, I laid my hand on top of Blondie's. At one point I gave him a wet kiss on his cheek and whispered in his ear. "This is really stimulating, don't you think so, Blondie?" I asked. Blondie didn't respond. I don't think he was in a frame of mind to find anything stimulating.
Speaking of stimulating, at the risk of TMI I should interject that I did have my special vibrator in place. At that moment I had it on the low setting. I was sure I would turn it up later, at just the right moment.
With that in mind, I decided that it was time to step up the humiliation.
* * * * * *
I sent out another text.
Hi again! Wasn't that an incredible rendition of If I Were a Rich Man? Especially for a high school kid. Anyway, I have another request. Natalie and Kayla would love to expand their little clothing collections. Could you do me a favor and help them out? I don't want to seem too controlling, so I'll let you decide which garment to part with next—just make sure it’s intact. Ruby, you can pass yours off to the right for Kayla. The rest of you go the other way to Natalie. Thanks in advance for your cooperation.
Of course, for everyone except Bobby, “choosing” wasn’t much of a choice—unless someone planned to tear their underwear off from underneath their pants. That’s exactly why I specified intact. Hey, nobody pulls anything over on Felicity.
I leaned back and watched the Fabulous Five freeze—then, one by one, start tugging off pants and shorts. As expected, Bobby went for Ruby’s bra. I watched, entertained, as he struggled with the clasp before wrestling it off.
I was even more entertained while watching Blondie slip out of his shorts, rendering himself clad only in a pair of lacy baby-blue panties. Adorable.
Once the clothing disappeared beneath the seats, I took in the wonderful scene—the Fabulous Five squirming in their underwear, fretting in the darkness. It was too dim to fully enjoy the eye candy, but I luxuriated in the power I had over my victims, and the psychological torment.
I decided to leave them as they were for a long spell and let them agonize over what my next move might be. The fact that they were sitting there in their underpants only added to my enjoyment.
I wanted to add to my entertainment by engaging them, so I sent another text.
This is so much fun! I'm enjoying a nice play with my friends while you’re sitting there in your undies. You must be SO embarrassed. And nervous! Will you get your clothes back before the lights come on? What if I decide you won’t? Or better yet...what if I make you take off everything? Can you picture yourselves running around the auditorium completely naked, with the entire student body pointing and laughing? Oh, I’m having the best night ever. I can't thank you enough for the entertainment!
I then turned my attention to Blondie. "Such pretty panties today, Blondie," I said softly, gently toying with the fabric. "Let's get a better look."
I flicked on my phone flashlight and aimed it at his lap. He flinched, hips tensing, eyes darting nervously. I snapped a picture.
"Oh, this is nice, Blondie," I said. "I must share this with the group."
I sent the picture off with a short message.
In case you're wondering, this is what Blondie is wearing right now. So pretty, don't you think so?
Then I added:
It’s a bit dark in here, and I’d love a mental image of what you’re all wearing. Please reply to this text and describe your underpants for me. Be descriptive—you know, panties or not, color, type, how much lace, etc.
Within a minute or so I received a response. I think Blondie thought he was excused since I already had a picture. Not. I nudged him with my elbow.
Here are the responses, in the order I received them:
Ruby: Light pink panties, boyshorts style. Cotton. Not much lace. White band.
Johnny: White briefs.
Tina: Black nylon hipster panties. Some lace on the sides.
Bobby: Wearing my shorts.
Blondie: Light blue panties. Not cotton but I don't know what. My sister bought them. Either nylon or silk? Lot of lace.
Excellent! Johnny Boy, what do we call your little boy undies?
Johnny: Tighty whities.
Good, Johnny. You look so cute sitting next to me in your little boy undies.
I had an idea and sent out another text.
Maybe Johnny Boy and the girls can send us a nice selfie of their underpants. Make sure to capture part of your thighs and your tummies so we can get a good perspective. Oh, and you might want to use your flash.
I waited, saw three flashes go off, and sure enough, three intimate photos appeared one after the other on my screen.
Oh, how cute. Especially yours, Johnny Boy. I don't see any kind of bulge in your tighty-whities. Your little pee-pee must be in hibernation again.
I did hear a couple of giggles, but there was no response from Johnny. Not that there was much he could have said.
Smiling with pleasure, I sat back and watched the play for a bit, allowing the Fabulous Five to simmer in their underwear, trepidation and humiliation.
I spent much of the time toying with Blondie, one of my favorite pastimes. I put my hand on his naked thigh and gave it a slow, affectionate stroke.
"So nice and smooth," I teased, fingers gliding gently across his skin.
I rested my hand at the top of his thigh, menacingly close to his privates. Occasionally I would let my pinkie wander and tickle his balls on the outside of his panties, causing him to draw back his hips. It was delightful.
Eventually, it was time to take the next step. I gave Blondie’s thigh a pat, then reached for my phone. I could practically hear their collective groans as they saw me begin to type.