By Willie B.
williebflorida@gmail.com
Copyright 2026 by Willie B., all rights reserved
[2,600 words]
* * * * *
Sexualizing Michelle
A Stripped for Florida story
By Willie B Florida
Williebflorida@gmail.com
Author’s Note: Readers have asked me how I personally view the
Stripped For Florida program; is it a positive or negative thing,
utopian or dystopian, empowering or abusive? As a person I am both
inspired and appalled by human behavior. As an author I focus on
stories that elucidate how ordinary young people navigate the often
contradictory circumstances of life in contemporary Florida. WB
* * *
Chapter 4: Wasting time and money
Without exchanging a word we both knew where we were headed. I knew
because I was driving the car. Michelle, sitting next to me, might
sooner or later have recognized the route. But the urge had come over
each of us, unspoken, before we’d ever gotten into the car.
I
navigated through the last of the ruts and parked the car alongside the
same two derelict vehicles we’d seen before. The third car was gone and
I suppressed a momentary feeling of disappointment. As I turned off the
car a head popped out from under the hood of one of the old cars.
“Good morning, Payton,” I called out.
Payton wore overalls over bare skin. He wiped his hands with an old rag and walked toward us. A big grin filled his face.
“So good to see y’all. I didn’t know if I’d see you again.”
Michelle got out and gave Payton a hug. I admired the lovely contrast
of her naked body against the faded denim of Payton’s overalls. I
pushed the car door open and got out as well.
“Mr. Brad.”
“Payton.”
“My mom will be home soon,” Payton said, “I’m sure you’ll be wanting see her.”
“Thanks for reading my mind!” I replied.
“It’s hot out here. Come on in. I’ll pour y’all some tea.”
We trudged up the steps and entered the only slightly cooler interior of the trailer.
“AC’s not working too good,” Payton apologized. “Make yourself comfortable, please.”
We sat mostly in silence. At least the tea was ice cold, which was a
relief. There was crunch of tires outside and the sound of a car door
closing.
“Brad, Michelle,” Debra greeted us. “Saw your car outside.”
Debra got herself a tall glass of tea and came and sat down next to me. The two youngsters disappeared as if on command.
“I didn’t know if I’d see you again,” she said.
“Michelle wanted to see Payton,” I replied. “I hope you don’t mind my coming along for the ride, although I am the driver.”
“The first date went well,” Debra answered. “If you all are going to be
so comfy, I might as well take my clothes off as well. Did I mention
that the AC isn’t working too well?”
“I’m surprised you wear clothes at all. It’s your house, after all.”
“I guess you’re right. Payton doesn’t seem to mind.”
“Payton’s stripped. He has no choice. But, you do, and nude is always an option on your own property.”
Debra slipped her dress over her head and unsnapped her bra. I noticed
she hadn’t been wearing any panties. Personally I wouldn’t have worn a
bra, either, but then again, I don’t have anything up there that needs
support.
“I’m just curious, is the bra necessary for comfort?”
“Depends on the woman and her breast size. For me, no, not really. I guess I just wear it out of habit.”
I nodded.
“Another choice, you’re thinking?”
“I didn’t say anything.”
“I could hear you thinking it.”
I laughed.
“The kids are probably busy for a bit, but why don’t you come to my bedroom, have a little privacy.”
I shrugged. “I won’t complain.”
Debra’s portion of the trailer was small, but tidy. A pink coverlet lay
over a well-made bed. A white dresser took up a good bit of space and a
neat stack of plastic bins filled the corner between the bedside stand
and the wall. Debra ran her finger up my dick, nothing shy about her. I
gave her a kiss while my hands ran up her flanks. My erection swelled
and we rolled onto the bedspread. Soon I was giving it all I had.
After we had both climaxed we lay on the bed side by side. The room was
definitely on the warm side and with the exertion of sex we were both
sheathed in a sheen of sweat.
“It was nice of you to come
over, Brad. It’s been awhile since I’ve had this kind of companionship.
I’m even happier that Michelle wanted to see Payton. Something about
meeting the two of you has brought about a welcome change. He’s been
out there fixing up his old car. Says he wants to drive to school
rather than wait for the bus. Even the fact that he’s mentioning
school…”
“That’s amazing.”
“Yeah. I was afraid he was about to drop out.”
“If he has wheels he can get around. Get out more, see friends.”
“I’m not sure he has friends. I think that’s why meeting Michelle and you is so important.”
“And you can send him shopping, do errands, take some of the load off of you.”
Debra nodded.
“Seems like you could use some friends as well.”
“You’re right. This is fun.” Debra squeezed my half erection. “Please
don’t take this the wrong way, but I know you’re busy and living in a
trailer with a middle-aged single mom isn’t your life plan.”
I
didn’t argue with her. Two things I’ve learned as a sexualizer, be a
good listener, and understand that intimacy can be a powerful catalyst
for change.
“Sex can get things moving,” I said out loud, “but not always in the ways we can anticipate ahead of time.”
“Thank you,” Debra murmured. “I need this wake up call, too, just like Payton.”
We both took showers and wandered naked into the larger room. We threw
ourselves down on the couch and watched a bit of mindless TV. After
some time the two naked teens emerged from the back bedroom.
“I’m starved, mom,” Payton said.
“The kitchen’s right over there,” Brenda pointed with her chin, “make sure you offer something to our guests.”
“Yes, ma’am.”
“One small pointer,” I added. “I realize no one’s around to enforce it, but you are a stripped boy.”
Payton looked down at his nude body, confused.
“The overalls…”
“I was fixing the car.”
“I guess technically you could call that essential gear, but just
remember not to push it when you’re out in public. There are sensors
everywhere.”
“It’s true,” Michelle added. “A friend of mine
got caught the other day. She’s stripped but wanted to try on an outfit
at the store. She was in the dressing room, if you can believe it. The
sensor went off. They let her off with a warning but told her that the
next time it would be a $500.00 fine.”
“Shit,” Payton exclaimed. “With that kind of money we could fix the AC. Oh, mom, I was thinking…”
“Yes?”
“When I get the car fixed, I could get a part-time job after school.
Help pay for the AC. Maybe get parts for the other car so we’d have a
backup?”
“You could do the grocery shopping on your way home, too.”
“Sure I could.”
I smiled at Brenda who put her finger to her lips.
“Did you two have fun?” I asked Michelle. We were driving back to her
parents’ house. It was before twilight, but already it was dark under
the pine trees. The headlights lit up the bright green leaves of the
palmetto undergrowth and cast the long shadows of tree trunks through
the forest.
Michelle smiled. “I don’t know if we’re having the type of activity you would want us to.”
“What do you mean, that I would want you to?”
“My dad thinks you’re getting me fucked by as many guys as possible.”
“That’s your dad’s idea of a sexualizer,” I agreed.
“He might not be getting his money’s worth in this case.”
I cocked a questioning eyebrow.
“We touch each other and play around. Mostly we’re just talking, or
just being together. I don’t think he’s that interested in fucking me.”
“Is that alright with you?” I asked.
“We’re friends, I think.”
“You’ll find that it is easier to find someone to fuck than to make a good friend.”
“Payton’s a good person.”
I took one hand off the steering wheel and reached out and squeezed Michelle’s hand. “So are you.”
• • •
I’ve been sexualizing Michelle for several weeks. As I have done so
many times I drove up to the house, carefully parked my car on the
street and strode up the walkway. I could feel the blood coursing into
my penis and it was all I could do to hold off my erection as I pressed
the doorbell. Public erections are the norm for stripped boys in
Florida, usually pill-induced, but sometimes naturally occurring. One
of the downsides of being stripped for life is that people don’t always
view full on erections as favorably on middle-aged adults. While I
brought as many mundane topics to mind as possible I wondered why
nobody was answering the door. I could hear the sound of raised voices
in the sitting room to the left of the entryway. Even with the windows
closed I made out some of the words.
“…Brad is wasting my Goddamn money…if he doesn’t…”
“Dad, you…Queen of the Ball isn’t even real!”
“Oh...” followed by unintelligible words and a groan of anguish.
I considered turning around and coming back another time, but at that very moment the door opened. It was Michelle.
“Oh, Brad.”
“If this isn’t a good time…”
“It’s fine, come in.” Michelle grabbed my hand and pulled me toward the
stairs. I glanced back and waved at Mr. and Mrs. Delville before being
yanked forcibly up the stairs.
“What’s going on?” I asked as
soon as we were in Michelle’s room. She closed the door and lay on the
bed. I’d managed to stay less than fully erect, but now my penis filled
instantly with blood. For better or worse, I, the sexualizer, had
established a pattern that had a high probability of persisting into
Michelle’s long term relationships. I penetrated Michelle’s vagina in
one long thrust that reached all the way to her cervix. I withdrew
almost all the way and then gave her the most vigorous pounding she’d
received yet. Almost immediately, Michelle moaned and then shrieked
into climax. I didn’t stop. I knew she would receive even more pleasure
from the post-orgasmic thrusts as from the orgasm itself. Besides, I
desperately wanted to climax myself. I felt my hot sperm spurt out from
the tip of my erection, but kept going, the ultra-sensitivity of my
penis providing both pleasure and pain at the same time. At last I
pulled out and the two of us lay gasping side by side on the bed.
“My parents are adamant that I win the Queen of the Ball. My mother
totally believes in it and my dad won’t tell her there is no such
thing.”
“And your dad thinks he’s wasting his money.”
“You heard that?”
“I didn’t mean to eavesdrop, but some of the voices were pretty loud,” I apologized.
“If I don’t win Queen of the Ball my mother is going to have a nervous
breakdown. If only my dad would just admit that he made it up.”
“If he made it up, then so can we.”
“What?”
“You just gave me an idea. I think we can solve this whole thing.”
“How? I told you. My school has no Queen of the Ball. There’s a
homecoming king and queen, that’s it, and they are seniors. I’m only a
freshman. Aaarrrgh. There’s nothing you can do.”
“Trust me,
Michelle. I’ll talk to your father. I think it will work out perfectly.
While that’s all playing out, how would you like to spend a week at
Miss Morgan’s Finishing Academy for Boys?”
“What’s a finishing academy?”
“Wealthy families used to send their daughters to institutions that
instilled the social graces and other skills considered necessary for
elite society. When the girls were properly polished or ‘finished’ they
were ready to be introduced as young women, the implication being that
they were now eligible to be called upon for social engagements leading
to marriage. Miss Morgan’s school focuses primarily on the ‘other
skills’ boys might need for certain types of social engagements.”
“I’m not sure I understand.”
“Her institution offers a form of sexualization.”
“Well, why didn’t you say so. But if it’s for boys, why me?”
“You’ll have a chance to spend time with a group of boys similar to you
in age. At this point I think you have the poise, confidence and
experience to benefit from the interaction. Plus, it will make your
father happy while I work my whiles with him.”
Michelle
shrugged. “I’ve been nervous about every experience you’ve led me to;
and afterwards I was eager for more. Well, with one exception which you
know about.”
“Anal intercourse.”
“Yeah, that. But, I’ve liked the people, the vibes, the excitement.”
“The sex.”
“That, too.”
“I have no idea, really, what to expect from Miss Morgan and her boys, but, I trust you.”
“Good. Your parents are ultimately in charge, but, my motivation is to
help you. As long as we trust one another then we’re still on the right
path.”
Michelle smiled.
I scooted down and tongued her to another orgasm. She had no complaints.
“I’m going to catch your dad before I leave,” I whispered in Michelle’s
ear. She nodded sleepily. I slipped into the washroom and brushed my
teeth and washed my face. I looked over my body and debated taking a
shower. Oh, well, he’ll just have to take me the way I am. After all,
he knows I’m having sex with his daughter.
I padded down the
stairs in my bare feet. It’s a funny thing. Stripped folks are allowed
to wear shoes in Florida, but I’ve always found it odd. I like to be
naked all over, so bare feet it is. I peeked into the sitting room,
empty. A dim light was on in the study and I knocked lightly on the
door frame.
“Yes?” It was Jason Delville’s voice and I hoped I had caught him alone.
“Brad, here. If you have a moment?”
“Come in. Just catching up on some paper work.”
“It’s about the Queen of the Ball.” I decided to get straight to the point.
“What about the Quesn of the Ball?” Jason asked gruffly.
“We can make her real.”
“I don’t have time for bullshit, Brad. It’s late. I have stuff I need
to get done that I should have taken care of earlier today.”
“Instead, your family was arguing about the Queen of the Ball.” I countered.
“I wish I’d never…”
“But you’ve been telling that joke for years.”
“Get to the point.”
“It’s going to cost you. No. Not for my time.” I put up my hand to
forestall his protests. “The only benefit I get out of this is a happy
mother. Michelle’s mother.”
“Hmm.”
“There are some big expenses, but, I think everyone will be satisfied. More than satisfied, wowed!”
“Wowed, huh?”
“I’ll draw up the arrangements so you can go over them in detail before
approving. We’ll send Michelle to Miss Morgan’s Finishing Academy while
everything gets in place. When she’s done there, then the ‘wow’ can
begin.”
“Isn’t Miss Morgan’s place for boys?”
“It is. Let’s just say that Michelle will have a special role there.”