He makes Nathan his sissy maid

“Alright, here’s the deal, faggots,” Brandon laid out his plan for our new arrangement. “Like I said before, my interest in playing with your tiny pricks is limited, but I’m willing to make the most out of this unique situation. Fortunately, this elfish little twink has got some real sissy maid potential. I think I have enough pieces of trophy lingerie to dress her up convincingly. What do you say, sweetie? Are you ready for a makeover?”

Nathan smiled at the attention and nodded eagerly. “I’m ready to serve you however you wish.”

Brandon went back to his room and returned shortly with a mismatched pink bra and see-through black lace panties.

“Here you go, sissy, put these on to cover your tiny tits and little clit. You’re going to love how they make you feel, inside and out. So soft. So feminine. So submissive and sexy. Isn’t that right, kitten?”

Nathan moaned quietly as he listened and pulled the panties up around his little erection. Without prompting, he reached up and twisted both his nipples, giving them a firm and final tug before putting on the bra. He struggled to clasp it in the back until he finally turned around suggestively, signaling for assistance. Brandon laughed again and helped his new creation secure the bra covering what little chest hair had been showing around Nathan's nipples. He sighed in satisfaction, then turned around and slowly traced his hands up his sides. He stuck his chest and butt out in opposite directions and pushed his non-existent cleavage together suggestively .

“Daddy like?” he pouted and let his long dark hair fall forward in his face.

“Oh yeah, we’re definitely getting there. What do you think, Asher?”

I was speechless. Even without makeup or heels, the transformation was convincing. I’d never thought of his potential to switch gender roles so easily, but I couldn’t deny the results… or my own hard-on at the sight of it all.

“Well… it’s not my thing, per se, but it certainly works. How are you feeling, Nathan?”

He giggled and blushed before answering. “I feel soft and sexy. (hee-hee) I feel like Little Red Riding Hood getting ready to be eaten by the Big Bad Wolf. I’ve never been so turned on. This must be how I was meant to feel all along. Please, dress me up in more sexy things. I wanna see how hard I can make you boys with my hot little bod.”

“Sure, sure. Eventually,” Brandon circled his prey and sat down on the couch. “But first, let’s talk about what I want. There’s something I’ve been denied all morning. Why don’t you do a little lap dance and get us ready for the main event?”

Nathan giggled again and began gyrating his hips back and forth to the imaginary beat. He moved in front of the couch and leaned forward while he fondled his invisible tits. Then, he turned around and began twerking as he backed up into Brandon's waiting lap. He reached around and grabbed Nathan’s imaginary boobs.

“Nuh-uh, no touching,” he playfully chided.

“I’ll touch whatever I want, slut. You’re not a stripper. You’re a submissive sissy bitch that gets horny when she sees a real alpha like me. You can’t help yourself when I’m around, much less resist my touch. That’s why you’re doing this, isn’t it? So I’ll want you. So I’ll use you. Tell me, is that what you want?”

“Yes! I want your alpha touch. I need to be close to you. I’ll do whatever it takes, whatever you ask. Please, touch me. Use me.”

“Fuck you?”

“Fu—” he stopped and processed the new information.

“Nathan, do you want me to fuck you? Do you want me to breed your tight sissy hole? It’s okay, don’t be shy. We’re all friends here, remember?” Brandon asked.

“Yeah, we’re friends. You can fuck me. Yeah, that’s probably what I need to feel more feminine, right?.” He tried to construct some kind of logic around his new urges. “Why else am I trying to look sexy and get your attention? All I want is to be close to you. What could bring us closer?”

He pulled the see-through panties down below his smooth brown cheeks and continued to grind. Brandon went back to fondling his slut, this time with no resistance.

He grabbed the sissy’s long hair pulling her head back and whispered in her ear, “That’s a good girl. Now, show me how bad you want it.”

He nibbled on her ear then continued kissing down her neck as she giggled and squealed at every touch. Brandon finally released his hold and pushed the newly feminized drummer off his lap. He pulled down his spandex biker shorts, once again exposing his hardening dick to the room. Nathan knelt down and focused on working him back up to his full eight inches with both hands, before inhaling it with gusto.

Brandon shifted uncomfortably. “Easy there, I know this is probably the first time you’ve had a dick this big down your throat, but you don’t have to perform like an amateur. Relax. Breathe in… through your nose, of course. Breathe out. Breathe in. Smell my dick. Breathe out. Relax your throat. Now, continue with purpose. See? That’s better already.”

Nathan continued sucking at a slow deliberate pace. Brandon leaned back and stretched his arms out over the back of the sofa. He looked over and smiled at me, still standing in shock and arousal watching the scene before me.

“Don’t be such a useless gawker. I know this is the greatest show on earth, but you’ve got work to do, son. Go order up some more of these ribbons… and I was serious about the tampon, or maybe, I dunno, a training bra. Get it, training?”

Christ, he was back in control for twenty minutes and he was already doing dad jokes. I went back to my room to check my browser history and find the website again.