Thom hung his head as he stood in Lucy’s room with a towel wrapped around his waist. His body was smoother than it’d ever been, and he felt absolutely pathetic. Well, part of him did. His other half felt jubilant and excited and more than a little afraid about what Lucy was going to do to him.
“Why don’t you put on some lotion while I pick out something for you to wear? You can pick out your thong if you want.”
Thom’s face burned as he looked at Lucy’s panty drawer, where he’d been earlier in the day. He was on top of the world when he picked out that red thong, but now he felt like he was going to fall apart, like he was going to give up on his basketball career to hide away in a cave for the rest of his life.
The moment when he heard that front door open earlier in the day replayed in his mind. He cringed when he thought about how Lucy had opened the door to find him in the soiled thong, harder than stone.
“What’s wrong, Thom? You don’t want to wear a cute pair of panties?” Lucy asked in a playful voice.
Thom hated how much she was enjoying this. It almost would have been easier if she just yelled at him and told him to get lost, but she was going to make him go all the way. She wasn’t going to let him get away from his girly desires, like he so desperately wanted.
“Are you playing by the rules, Thom?”
“What?” Thom asked in a frustrated voice.
“Watch your tone with me, mister!”
“Why are you doing this to me?” Thom pleaded. “Can’t we just forget what happened and move on like a normal couple?”
“Normal? Fag? What’s with you today? There’s nothing wrong with you liking panties. Why can’t you just be a man and own it instead of acting like a little bitch?” Lucy asked from the closet.
She was smiling hard. She loved this new angle in her relationship with Thom, and he was mistaken if he thought that she was about to just let it go. She wanted to see how far she could push him. She wanted to see how far he was willing to go.
“I’m sorry,” Thom said with tears in his eyes. “I shouldn’t have used your thong!”
Lucy stepped out of her closet with an outfit in her hand. Thom wasn’t the smallest guy, so she tried to find some pieces that wouldn’t make him look overly awkward, but if he wanted to wear her thong, then he could wear the rest of her clothes too.
“What’s all that?” Thom asked, still standing in a towel.
“They’re for you to wear! We’re going to take a walk around campus.”
“What? No! I can’t!”
“You can, and you will. Unless you would prefer that I tell my girlfriends the truth. You know how quickly gossip can travel when they get ahold of it. Is that what you want, Thom?”
“No, but—”
“Why haven’t you picked out a thong yet?” Lucy asked, cutting Thom off from talking. She was tired of the backtalk. She was tired of the fighting and protesting. She could see in Thom’s eyes that this was what he really wanted, he just needed a push to accept the truth.
“I don’t want to do this, Lucy. I can’t walk around campus wearing that!” Thom said and pointed to the clothes that Lucy was holding.
“Then you should leave, Thom. I have some phone calls to make.”
“But… but…”
“Close your mouth and put on some damn panties, already! You’re only making this harder on yourself. Would it help if I give you a spanking?”
“A spanking?” Thom asked as a tear slid down his cheek. Lucy had never been this difficult the entire time he’d known her. She was usually bubbly and sweet, but that soiled thong had brought out a different side of her. A side that terrified Thom. He loved her, but he couldn’t go outside in her clothes! She’d lost her mind!
“Yes, Thom. A spanking. You’ve been a bad boy today, and you’re only being worse now. Your punishment was going to be taking a walk around campus in my clothes, but you can add a spanking to the list if you’d like, or you can put on some panties, or you can get the fuck out of my apartment.”
Thom glanced at the door, and then he moved his eyes to the panty drawer. He finally moved his gaze to Lucy, and she was looking at him with an expressionless face. She had her arms crossed over her chest, like she didn’t have any time for the games, but if Thom left, she would call her friends the second he walked out of the door.
Her friends who dated his friends.
Fuck.
Thom looked at his three options, and he didn’t really want a spanking on top of everything else, so he cursed under his breath and went over to the panty drawer. He shook his head as he pulled it open, revealing the treasure trove of goodies he’d been so excited to finger through earlier in the day, except now he felt like a fool.
“Can’t we work something else out?” Thom asked as he stared at Lucy’s collection of undergarments.
“Absolutely not, Thom! You deserve this! If you want to wear women’s lingerie, then you should do it with pride! Not when you think you’re all alone. Not when you think you won’t get caught!”
Thom grumbled and sifted through the lingerie, looking for the most boyish pieces. He grabbed a few boy shorts, but Lucy slapped them out of his hand and told him to try again.
“Something sexy, Thom! Something like what you were wearing in the morning.”
Thom groaned and sifted through the collection of lingerie. There were a bunch of sexy pieces, but now that Lucy knew his secret, they didn’t feel so sexy. Wearing a thong or panties felt like it would be the ultimate humiliation, especially if Lucy made him leave her apartment, but he had his back pressed up against the wall, and at the end of the day dressing up as a girl was what he wanted.
He just hadn’t expected this to become his reality so soon.
“So, what’s it going to be, Thom? My patience isn’t everlasting.”
Thom swallowed his breath and picked up a lacy black thong he’d had his eyes on in the morning. It was the pair he’d almost grabbed but went for the red thong at the last second. Lucy seemed much more pleased with his second choice than the first.
“There you go, Thom! Was that so hard?”
Thom hated how much Lucy was enjoying his misery, but was it not deserved? He’d gone through her panty drawer, thinking he could get away with it, like he did everything else. Thom hated being on the losing side of things, but Lucy wasn’t letting him off easily. She was making him pay.
“Why don’t you pull those up your smooth legs, so we can put you in this skirt and some makeup?”
“No, please! I’ll do anything!”
“Anything would be putting on that thong and shutting the fuck up. Sorry to be hard on you, Thom, but you’re going to learn a lesson. You got your nasty cum all over my thong, and then you thought you could keep it a secret! No way, mister! You’re going to learn today.”
Thom ran his hand over his face and let out a long breath. He couldn’t believe where the day had taken him, but he had no choice but to put on this thong, and then Lucy wanted to put makeup on his face?
Fuckity fuck fuck.
Thom had no choice, though. His dreams were coming true before he wanted and in unexpected ways, but when he thought about it, wasn’t it better that Lucy wanted to help him? Her methods were unconventional, but Thom knew he would be happy once he had that skirt around his waist and that adorable sweater covering his top.
“There you go,” Lucy said as Thom slowly pulled the black lacy thong up his legs.
Thom was still wearing the towel, adjusting the thong beneath it before letting the towel fall to the floor. His cheeks reddened as his cock grew stiffer, but his body looked so sexy when he looked down at it! He couldn’t control what his cock was doing, even though he desperately wished he could.
“Ooh, someone likes that thong, don’t they?” asked Lucy.
“Shut up,” Thom said under his breath.
“Tell me to shut up again, and I’ll bend you over this bed and give you a spanking!”
Thom groaned, but his cock twitched and jumped, which made Lucy laugh. She ignored his cock, though, passing him the skirt she had.
“Hopefully this one fits. It has an elastic band in the waistline.”
It was bright pink and pleated and far too short, but Thom couldn’t argue with Lucy anymore than he already had, so he pulled the skirt up his legs, surprised by how well it fit. His legs felt longer than skyscrapers in the skirt, but he loved it, wishing he had a pair of heels on his feet.
“You like it,” said Lucy.
“So what if I do?”
Lucy shrugged. “No problem for me, but we’ll see how much you like the bra.”
“The bra?” Thom asked, all color flushing from his face.
“If you want to dress like a girl, then you’d better do it right. That means you need a nice set of tits before you put on the sweater.” Lucy threw her head back and laughed as she went to grab Thom a bra from her closet.
Thom looked at the bra with wide eyes when she came back, holding it in her hands, but Thom took it and pulled the bra up his arms, letting Lucy hook it into place behind his back. She ran to her bathroom to grab some tissue paper to stuff his bra, giggling the entire time.
“Don’t you look so cute?” Lucy asked through the giggles.
Thom’s face was burning red, and he was too embarrassed to talk. He’d been hoping for this moment while fearing it for as long as he could remember. He put his hands over the growing tent in his skirt since his cock was throbbing and hard beneath the lacy black thong.
“Don’t cover up that beautiful sight!” Lucy said and smacked Thom’s hand out of the way. “I like that my lingerie makes you excited and hard.”
“You do?” asked Thom.
Lucy chewed on the corner of her lip and nodded as she took in the sight of Thom with his fake tits and skirt, looking rather womanly. She picked up the sweater and passed it to him.
“Put this on, and then I’ll do your makeup. I should have a wig in my closet. It’s not the best since it came from a Halloween costume, but it’ll have to do.”
Thom nodded as he pulled the sweater over his chest. When he glanced down at his body, he didn’t even recognize it! His tits. The skirt. The smooth legs. It was disorienting, but that wasn’t even half of it.
Lucy told Thom to sit on the bed before doing his hair and makeup. She only gave him a light dusting of makeup and some heavy eyeliner to help hide his identity. Thom had striking blue eyes, but he wasn’t the only girl on campus with dazzling blues. When Lucy put the wig on Thom’s head, he looked like a completely different person.
“How did you do this?” Thom asked when he finally saw his feminine reflection in the mirror.
“I do my makeup every morning,” Lucy said with a laugh. “You ready to take a stroll around campus?”
“Not really, but I guess we can go.”
“That’s all I need to hear,” Lucy said and pulled Thom toward the door.