LOST BOY - CHAPTER 4 [PATREON EXCLUSIVE]

CHAPTER 4

Alfonso and Jessica got cleaned up and headed back to their campsites after a quick dip in the lake. Alfonso followed a few steps behind Jessica, as she’d instructed, but he didn’t mind. He got to see her beautiful backside.

“Come to my tent,” Jessica said and pulled Alfonso toward her tent when they got near their campsites.

Alfonso said nothing as he followed Jessica into her tent. He sat when she told him to sit. He was honestly surprised by his behavior, but maybe it wasn’t so bad being on his best behavior. Maybe life would be easier if he acted like this all the time.

“You know what I would love to do?” asked Jessica.

“Hmm?”

“I would love to shave your legs and put you in a skirt,” Jessica said with a laugh, like she knew she was pushing the limits of Alfonso’s comfortability, but she’d never cared much about limits. She pushed herself in life and in yoga, and she wasn’t afraid to push a boy.

“No fucking way!”

“Watch your mouth, Alfonso! Would you like to stand in the corner again?”

“No, but—”

“Why can’t you play a little dress up? If you’re a good boy, I’ll give you a reward. Haven’t you learned that by now?”

“Yeah, but a skirt? Are you serious?”

“Yes, I’m serious! It’d make me so hot if you wore a skirt. Maybe a little lipstick too. Mmm,” Jessica said and twisted a little where she sat. She moved to her hands and knees to crawl over to Alfonso. She kept going until her nose touched against his, and then she gave him a light kiss. “Don’t you want to make me hot?”

“Yeah, but I don’t want to wear a dress.”

“Fine. If you don’t want to play anymore, you can go back to your tent. I’m not interested in riding your dick unless you’re wearing a skirt.”

Alfonso groaned. Of course he wanted to feel that tight pussy of hers hugging his dick, but fuck, did he really have to put on a skirt to do it? He’d already endured having his nose against a tree and twenty painful swats on his ass. Shaving his legs and putting on a skirt couldn’t be worse than those, right?

“Why are you so difficult?”

Jessica shrugged with that charming smile on her face. “Born that way?”

“Fine, but let’s make it quick!”

“Don’t rush me!”

“Yes, madame.”

“That’s better. Let me grab a few things, and then we’ll head down to the bathrooms. Okay?”

“Yes, madame.”

Jessica couldn’t contain the smile that spread across her face as she got a razor and some shaving cream from her bag. She had a super cute navy miniskirt that would look great on Alfonso. He could even wear it with the tank top he had on. She just wanted his body to be smooth. Not that he had much hair to begin with as it was, but Jessica wanted him bare.

“All right, let’s go.”

Alfonso hung his head as he followed Jessica to the bathroom. Was he really about to do all this for some pussy? Alfonso knew the answer as soon as the question popped into his head. He was hungry for Jessica. Hungrier than he’d been for a woman in a very long time.

“Don’t take forever,” Jessica said and shoved Alfonso into the men’s restroom with the razor and shaving cream. She pulled out her phone to play a game while she waited.

Alfonso went into the bathroom stall, feeling like a complete idiot. He didn’t know what had gotten into him, but he shook off the doubt and got to work. He had a lot more hair than he thought he did, shaving and lathering. Rinse and repeat. All the way until his entire body was smooth like a girly girl.

You’re fucking crazy.

Alfonso talked to himself in the mirror as he dried himself with a towel and started applying the lotion Jessica had provided to his freshly shaven skin. He couldn’t believe he’d actually done it! His body was bare! From head to toe, and the absence of body hair made him look surprisingly feminine, especially since his hair wasn’t the shortest. It could easily be styled into a pixie cut.

Jessica popped her head into the bathroom, gasping when she saw Alfonso. She covered her mouth, but not even that could hide her smile. She looked so delighted as she walked over to Alfonso, chuckling a little as she got close.

Alfonso covered himself with the towel, but Jessica moved it out of the way to get a peek at his hairless body. She moaned when she saw it. He was so smooth. She couldn’t help but touch his body and run her fingertips along his exposed midsection, biting her lip as she got closer and closer to his hardening cock.

“How does it feel?”

“Weird,” he admitted.

“Put on the skirt. It’ll make you feel better.”

“Fucking hell.”

Jessica moved her hands to his back, moving her fingertips up and down his spine as she waited for him to put on that skirt that she’d given him. She couldn’t wait to see how he would look in it.

Alfonso grabbed the skirt, cursing to himself before stepping into it. He’d never put on any women’s clothing in his life before that moment, but when he pulled that skirt up his legs, everything changed. He took one look at himself and was shocked by how good he looked. He hated himself for smiling at his reflection, especially with Jessica standing there by his side.

“Ooh, someone likes the skirt!”

“Shut up!” Alfonso said as his face burned from embarrassment.

“What did you just say to me?” Jessica asked in an intense voice.

“Nothing!” Alfonso said quickly, but the damage had already been done.

“Bend over!”

“What? No! Please! I’ll be good!” Alfonso’s ass was still a little sore from the last spanking, and he really didn’t want another one.

“No negotiating! Bend over right now, or you won’t get your treat.”

Alfonso groaned, but he did what Jessica said. He bent over the dirty bathroom sink. His entire body tightened when Jessica lifted his skirt and ran her fingers along his ass. He wasn’t wearing any underwear or anything. He wasn’t surprised, but he was annoyed as his dick started hardening at Jessica’s touch.

“Ten swats for telling me to shut up.”

“I’m sorry, madame.”

“Hopefully this will teach you a lesson,” Jessica said before bringing down her hand for that first swat. She repeated the action nine more times. Alfonso was yelling out and crying, but he hadn’t moved away from the spankings. He accepted them like the good boy he was becoming.

“Thank you for teaching me a lesson, madame.”

“Are you ready for your treat now?”

“Yes, please.”

“Sit on the countertop.”

“Here?”

“Don’t make me ask you again, Alfonso.”

Alfonso hopped up to the countertop. He had no idea what Jessica was thinking until she climbed up there with him, straddling his hips. She was also wearing a short skirt, which she changed into after their dip in the lake. Jessica lifted her skirt a touch, revealing her bare pussy beneath it.

“You want me to sit on your dick?”

“Yes, please!”

“Will you be a good boy?”

“I’ll be the best boy!” Alfonso hollered.

“Good,” Jessica said and grabbed Alfonso’s shoulders to lift herself, and then she lowered her pussy onto his dick. Jessica moaned deeply as her wet lips spread over Alfonso’s cock. He gasped and held her tightly as she worked her pussy all the way down his shaft. “Fuck, boy, that dick feels good.”

“So does your pussy,” Alfonso said in a breath. He was already about to cum, and she’d just put her pussy on his dick. He was so worked up after their day. Confused and horny and hopeful that Jessica would stay in his life.

Jessica held Alfonso’s shoulders and bent her head back as she bounced her hips on his dick, screaming and moaning and telling him how sexy he looked in his skirt. She didn’t even try to stay quiet, even though they were in the men’s restroom. She didn’t give a fuck. She was on the verge of cumming and was going to enjoy her orgasm.

Sounds of pounding flesh filled the bathroom. Broken voices. Hot breath. Jessica looked down into Alfonso’s eyes, and all he could do was kiss her.

Was he in love?

Fuck, it’d been one hell of a day.

“Touch my clit! Make me cum!”

Alfonso reached his hand down, also ready to bust his load. Jessica was bouncing her hips like a jackhammer, and he was so turned on it hurt. He pressed his sticky fingers against Jessica’s clit, and that was when she really let go. She put one hand into Alfonso’s hair and gripped it tightly as she tossed her head back to let out a scream as she came all over Alfonso’s dick.

The sensation of her contracting walls sent Alfonso over the edge, and then he was shooting his load deep into her pussy. They held each other as they came, and at that moment, all Alfonso felt was love. The punishments were history. If anything, they only made Alfonso appreciate the moment more.

“Fuck, that was good.”

“Yes, it was,” Jessica said as she slowly lifted herself off Alfonso’s dick. “Wanna cuddle in my tent tonight?”

“Can’t think of anything I’d rather do,” said Alfonso.

“Good,” Jessica said and grabbed Alfonso’s hand to pull him out of the bathroom before he had time to change out of the skirt.

***

Five Months Later

Alfonso was walking down the sidewalk in a pair of black stilettos to match his little black dress. He had on gold jewelry, along with plenty of perfume and makeup. Jessica was walking by his side, glancing over at him every few seconds, flashing him that gorgeous smile of hers.

“Ready to dance?”

“Beyond ready!” Alfonso said in his practiced girly voice. Jessica had opened his eyes to an entire world of possibilities, and he really appreciated her for monitoring his behavior and keeping him in check. He’d held down the same job for over three months now, which was a record for him.

He hoped to keep breaking personal records with Jessica’s support and guidance. Sometimes he resisted her punishments, but at the end of the day, he needed them. He didn’t know what he would do without her.

“All right, girl! Let’s make it a night to remember!” Jessica said as they were outside the entrance to the club.

“Lead the way!” Alfonso said.

They stepped into the club, and it was indeed a night they would never forget. There was plenty of dancing, a little drinking, and maybe some fooling around in the bathroom. Just another night in the active lives of Jessica and Alfonso.