He counted up until ten seconds were past, and then exhaled, letting loose the tension as he prepared to seal his fate.
He pressed the buzzer and waited, until a few moments later, the door swung open to reveal Brittney, face twisted into a snarl as usual. "You're late."
"Yeah, it wasn't easy walking here." Marco gave a smile to try and put her at ease, despite his anxiety. With what was in the bag, just holding it made him nervous. He was still terrified of how she'd react when she found out.
Rolling her eyes, Brittney stepped out of the way, allowing Marco to come in. "So, do your parents know I'm here?" He glanced around, not wanting to deal with any uncomfortable questions.
"Yeah, I told them I was going to have a little bitch come round for me to torment." She stared at him, watching for any sign of disbelief as she shut the door. "Of course not you idiot. They're away for the weekend, and all the maids are off. We've got the weekend to ourselves." She slapped his ass to emphasise her point, sending a tingle all the way up Marco's back.
"Good- Good to know." He still had trouble believing it, before now he'd only spent the night at other guy's places. And here he was, alone with Brittney in her home.
"Well, what are you waiting for?" She smirked, "let's head up to my room so you can get ready." Brittney turned, walking ahead, and leading him on in more ways than one.
Brittney's bedroom reminded Marco uncomfortably of Star's. While nowhere near as fantastic, there was still a level of decoration he'd rarely seen. His reflection stared back at him from a huge wall mirror, covered in golden filgerie; dressers covered with all manner of make up, hair product, and things Marco didn't even recognise; while a four-poster occupied most of the room.
The bed itself was where his attention was drawn, Brittney was sat on it, cross legged. Her short skirt giving Marco just enough of an enticing view that his pants were feeling tight. Breathing in and out, he tried to calm himself down as Brittney began to interrogate him. "So, did you bring everything?" Her eyes sparkled in anticipation, as she looked him up and down.
He nodded, undoing his belt and dropping his pants to show Sabrina's underwear, his stiff cock making them rise like a tent. When she nodded approvingly, Marco then picked up the bag, and unzipped it, removing the contents to show Brittney.
Oh. My. God. You actually took one?" she burst out laughing, "I can't believe you did that!"
Marco hid behind the dress he'd so recently stolen from Star's closet. "You told me to!" he protested, "I wouldn't have done it otherwise!"
Brittney wiped a tear from her eye, "Of course, of course. You'd never do anything that might upset her, would you?" She clambered off the bed, coming close enough to examine the dress. "Just think what she'd say if she knew you'd taken this."
Marco could imagine. He wasn't sure what would be worse: her disappointment at him stealing, or that she'd might be supportive about it. What he was doing with Brittney was so terrible; he loved it, but he also realised how messed up it was; and the idea of Star encouraging it? He shivered.
"Well come on then, Princess" Brittney chuckled, pushing the dress closer to him "You brought it all the way over here. It would be a shame if we didn't see how it looked on you."
Marco didn't need to be told twice, by now he'd humiliated himself enough under Brittney's instruction that undressing himself was no longer the ordeal it once was.
The dress itself slipped on easily, but the shoulder straps felt like leaden weights, he looked down at the rainbow front and tried to ignore the fact he was in Star's dress, even as the lingering scent of her perfume, shampoo, or whatever seemed to fill the air. "I'll need some help", he gestured to the zipper on the back as he turned away from Brittney.
He felt her hands on his back, but far from helping zip him up, Brittney was taking the opportunity to mess with him, her hands sliding into the dress, creeping around his body until he felt her brushing his nipples, her hands cupping his chest as if he had something to hide. "You need a lot of help, you freak." She closed the distance between them her body pushing up against his. "Too bad I'm all you're getting."
Marco froze, every time he thought he was getting used to it, Brittney found some way to mess with him, put him on the wrong foot. And the way her chest was pressing up against him, combined with her fingers tight around his nipples; was already putting him close to the edge. He held his breath, waiting for the moment to pass.
When it became apparent he wasn't going to totally freak out, Britten withdrew her hands, stepping back and zipping up the dress. "Thank you," he whispered, glad he'd been able to withstand her teasing.
"Now, what's next..." Brittney asked, spinning Marco around to get a better look at him. "Mmm, you look so cute like that." She smirked as Marco felt his cheeks redden, only to pale again as she took out her phone. "You know, I bet Star Butterfly would love to see what you look like in her dress, why don't I take a video?"
"No!" He yelped in shock, reaching for the phone. "Please, she can't know about this!" She grabbed his outstretched arm, twisting it up and away as her smile hardened.
"Well, that just makes me want to take a video more. Tell you what, you sit on my bed and tell the camera everything." He tried to protest, only for her to twist his arm behind his back. "But don't worry, as long as you're a good pet, I'll make sure no one else sees it." she leaned in closer, her voice dropping to a whisper, "And what's more, I'll give you any one request you want."
Any request? Marco paused, trying to relax so that his arm stopped aching. It was tempting, there were so many things he wanted to get Brittney to do. And he was pretty sure she wasn't about to show video to Star, or anyone else come to think of it. At least most of the time she seemd satisfied to keep Marco to herself.
It was worth it. He nodded, keeping in mind all the possibilities.
Brittney released his arm, and held up her phone. "Right Diaz, tell us all about how big a perv you are. And keep going until I say it's enough."
Marco took a deep breath, and began his confession. "My name is Marco Diaz, and I'm wearing a dress I stole from my best friend, because" he looked at Brittney, hesitating for a moment, "Because I'm a pervert. I enjoy doing things like wearing women's clothing. It makes me turned on. I'm already hard just by wearing this," Brittney nodded encouraging him. "And I like being humiliated. Brittney, my mistress, has been making me do things like making me walk around in public in a dress, with a buttplug in, or jerking me off in the girls' locker rooms. I also kind of like it when she," he paused, and turned his face away.
"Go on! I didn't tell you to stop!" She whispered.
"I like it when she's physical with me. When she had my head between her thighs, or was twisting my arm behind her back, it makes me even more excited."
Still smiling, Brittney crouched down in front of him. "Since you mentioned being hard, maybe you can show us." Marco obediently leant forward, grabbing the hem of Star's dress and pulled it upwards, revealing his underwear, and his dick straining against the lacy fabric. "Aww, it's so cute." Brittney laughed.
Finally, Brittney put down her phone, sliding it into her pocket as she stood up. She reached over and stroked Marco's face, "You did great. I'm really gonna enjoy that video."
Marco let go of the dress, letting it fall back into place as he sighed in relief, "I'm glad." He looked at her, she seemed happy, no trace of disappointment or anger showing in her smiling face. He figured it was safe to ask. "So, you said I could have a request?"
"I did say that, didn't I." Her hand kept stroking his face and she leaned up against his body. "So, what would my little pet like?"
He'd thought about it, he didn't want something that would push her too far. He wouldn't want to upset her and lead to her driving him out - or worse, uploading the video. Instead, he'd choose something nice and safe. "Will you give me another handjob?"
Brittney stopped, backing away as she stared at him, surprise evident on his face. "You really are a good pet!" He smiled, relieved she was so acceptin- "Which is why I won't do it." His face fell for a moment, until she continued. "You did such a good job on your confession that I've got a better idea."
Taking Marco's hand, she led him over to the bed. "Now we've gotta deal with the dress," she said, taking a hold on its hem and rolling it up until it was bunched around Marco's waist, his panty-restrained cock painfully obvious. "Sit down, while I get the lube."
Marco dropped onto the bed, the word echoing in his ears, lube? He was hoping it wasn't another butt plug or similar, his ass was still sore from last time. But the other option... it seemed too good to be true as a reward.
Brittney was rummaging in a bedside table, and brought out the bottle of lubricant. She let it ooze out, coating the palm of her hand while she knelt down in front of Marco. "Here you go," she pulled down the underwear, finally freeing his dick. She wrapped her hand around it, the lube making any attempt at a proper grip futile, but instead she just stroked him, giving his dick a full coating of lube. "Now you're ready."
"Ready for what?" He voiced his thoughts, before he could even think of self control. Brittney turned her back to him and lifted her skirt, backing herself down onto Marco.
This was it, Marco held his breath, Brittney was actually going to fu- he stopped as he felt her legs clamp down, her thighs hugging his dick from both sides, with only the lubricant preventing it from being a death grip. "Hah! Did you think you were going to get lucky?" Brittney laughed. "You may be a good pet, but that's all you are. But since you complimented my legs before, I thought I'd give you a proper taste of them."
Marco grabbed hold of the bedsheets, his hands clenching as Brittney rode him, her thighs squeezing his dick as she rose and fell, jerking him off with her legs. "How's it feel?" She asked.
"It's so good." He moaned, sitting there and taking it. He shut his eyes, trying to hold on after everything he'd been through. He was already feeling close, and wanted to last as long as was possible, even as he felt himself approaching the point of no return.
"Much better than just using my hands, huh?" He felt her leaning back against him, her thighs clamping even tighter. "Go on, cum for me."
Marco couldn't hold back any longer, he let go of the begging and wrapped his arms around Brittney as tight as he could, as he felt himself cumming, his dick trembling as his cum came out in a spurt of pleasure.
He stayed like that, holding Brittney close, until she finally started to pull his arms away. "Ohh, you really did need that. I'm glad you enjoyed your reward." Marco finally opened his eyes, looking at her as she turned around, his cum staing her beautiful, long legs.
"Sorry," he looked down at the ground, and then remembered himself enough to add "Mistress."
"Oh this?" She reached down, and scrapped up his cum from her legs. "Don't worry about it." reached towards him, and rubbed it into the rainbow of Star's dress. "It looks much better there," she smirked as Marco's jaw dropped.
"Hey, wai-" he started to protest, only for her to ignore him and head to the door.
"I'm going to take a shower, you wait here until I get back." She saw the look on his face, "Hey, you'd need to wash the dress anyway. Now it just means that whenever you see her wearing it, you'll have a reminder of exactly how much you soiled it." She left laughing.
Marco crumpled onto the sheets, cum still trickling from his cock, staining both the bed and Star's dress.
Brittney was right, he would have had to wash it anyway. And yet... He probably had upset her, cumming like that, and gripping her so tight.
He sighed, breathing in Brittney's scent from the bed as he tried to relax. It really had felt amazing. He knew what to ask for if he earned another reward now.
The difficult part would be working up the courage to ask her to do it harder next time.