The next morning after breakfast and her daily doctor's visit, Katie arrived at the villa. The two women had about an hour to chat before they were to meet Maggie in the special rooms.
The two women chatted in Riley's favourite place on the veranda. Riley was drinking some kind of alcoholic punch while Katie had an iced tea.
"How are you doing with the...uh...chastity thing."
"It's very...strange. I've never had anything like that before. It's like having part of your body just cut off or something. I know things are there, but..." her voice trailed off.
They sat in silence for a few minutes. Then Katie asked, "why do you think they gave you a key? Are you like working with them or something?"
"No. I think they want me to...be more hands on. When I first I arrived, I was too...passive. I just let them do...stuff. But, I've kind of...bonded with some of them."
"I think you're getting off on this stuff."
"What do you mean? No. I'm just trying to get the cash like you are."
"Maybe. But, making me kiss...you know...that didn't seem required. Maggie had left."
"They're always watching us."
"Ok. But, you probably didn't need to do that. You wanted to do it."
"Yeah," she replied, her voice low. "There's a lot here that's...new."
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At 11, they went downstairs together to the main dungeon room. Maggie was waiting for them. They both changed into what Riley now thought of as her dungeon uniform--the black bodysuit with holes to give easy access to her boobs, pussy and ass. Katie's was just the top and wore only the chastity belt on her lower body. Both women wore a black leather collar with Basma's cat symbol on a tag.
Maggie took them to the first room. The last time Rikey was here, there was a single large cage on the floor and a full sized jail cell. This time there were two cages.
Maggie locked them each into a separate cage. The cages were perfectly sized so that the two women had to be on their hands and knees, sit or squat.
"So today we play a game. I will bring two men here. You each give one man a blow job. Whoever makes man cum first, wins. Loser has a forfeit."
Riley wasn't thrilled, but it was Katie who spoke first, "what happens to the loser?"
Maggie just smiled and stepped out of the room, the door closing behind her.
They were left alone for just a few minutes when Maggie returned followed by two men. The guys were both wearing matching robes and black masks. The masks were like Carnival masks--they only covered the top of their faces, leaving their mouths exposed. The men were both tall, fit and about their age. They were so similar, they could have been brothers.
Maggie tossed a coin to determine which of them each man got. The guy on the left won the toss and picked Riley. She thought she should feel flattered, but wasn't sure.
The two men moved to stand in front of the cages. Maggie counted down from three and in unison the two men stepped towards the cages.
The man leaned against the cage, his cock and balls fitting comfortably within the cage's square openings. Riley cradled his balls in her hand, teasing them slightly with her fingernails as she began sliding his tongue over his cock.
He smelled musky from his heedy cologne. His public hair was trimmed which helped her.
He was already hard, but she took her time licking him, especially under the head which made his cock jump. She quickly licked his full length and tickled his balls with her tongue.
She shifted to sliding her lips along his shaft before taking the head of his cock into her mouth. She took just the head in, teasing the underside of his cock with her tongue which made his gasp and throb.
She slowly took as much of his length as she could into her mouth. She slowly fucked him with her face, teasing him with her tongue as she bobbed up and down on him.
He reached into the cage and cupped her head in his hands, holding her gently but firmly, trying to pull her closer to him, but not forcing her.
She kept going, one hand teasing the base of his shat as her mouth bobbed, while the other kept teasing his balls. She suddenly remembered something Addie had told her and she decided to try it. She slid her fingertip to his anus and teased it slightly. He almost jumped, pushing his body hard against the cage.
Riley thought he was close and tried to go as fast and as deep as she could, slightly gagging taking him further than she could.
His body went suddenly rigid and she felt his cum flying into her mouth. As she was finishing him off, she heard Maggie tell her not to swallow--"keep it on your tongue."
As he finished his orgasm, she pulled her head away and stuck out her cum covered tongue.
Maggie smiled down at her nodding as she filmed a closeup then told her to swallow it and show her tongue again. Riley did as she was told as Maggie filmed it, then sent the man out of the room.
Katie was taking longer to make the other man come. Riley wondered if this was the first blow job she'd given. Riley turned to watch her. Katie looked like she was trying to copy things she'd seen in porn, but her man didn't seem close to cumming.
Maggie leaned down to her and said something. Katie moved her lips closer to the bars of the cage and the man began fucking her pursed lips. Katie was making gagging noises and sounded like she was struggling to keep up.
But, it wasn't long before the man was ready to cum. He pulled out at the last second and pulled his cock with his hand, sending his cum streaking across Katie's face in lines.
Maggie filmed a close up of her face. She sent the man outside, then used her fingernail to collect his cum and had Katie lick her finger clean.
A few minutes later, the door opened and Basma walked in wearing a black leather bustier with matching skirt and shoes.
"My little contestants are doing very well," she said, pausing for effect. "Katie, I don't believe we've met. I'm the woman controlling most of what you're experiencing. You may call me Mistress or Sayyidah Basma. Anything else will result in punishment. Do you understand?"
Katie paled visibly and swallowed, "yes, Mistress."
"Good girl. We're off to a good start. I was afraid you were going to be boring and may have gone home early. But, I think our new...arrangement will keep things fun. And preserve your virginity."
Basma reached through the cage and tugged on Katie's chastity belt for emphasis.
"You both did well pleasing my friends. But, we're not done. I'll bring them back in to fuck you each in the ass. But, I hate seeing cum go to waste. Since you lost the contest, Katie, it's your job to swallow it."
"If they're fucking us in the ass, how will I be able to eat it?" Katie asked, a mix of confusion and disgust in her voice.
Basma scowled at her and she recoiled.
"Sorry, Mistress. How do we do this, Mistress?"
"I'll let that go since we just met. Maggie will guide you."
Basma knocked once on the door, then sat on the bed, getting her phone ready to film.
Maggie entered the room and unlocked Riley's cage. She had her crawl out and remain on all fours facing the side of the cage. Maggie then attached a leash connecting her collar and the cage. She was about a foot away from the bars.
Maggie then removed Katie from her cage. She clipped a leash to her collar and led her crawling, coming to a stop about a foot away from Riley's butt.
"Stay there." Maggie set the leash on Katie's back and left the room.
She returned a minute later with the guy Katie had given a blow job to. Maggie walked over to Riley and squirted some lube on her ass, then used her fingers to slide some into her anus. She handed the bottle to the man who squirted it into his hand then rubbed it on his hard cock.
He looked at Basma who nodded and then pushed the head of his cock into Riley's ass. Riley gasped as he entered. She was getting used to things in her butt and tried to relax. She hated to admit it, but she liked it. She just wished he was fucking her pussy instead. As nice as it was, she wanted to cum.
The man was taking his time. He was gentle going into her ass, giving her body time to adjust. Then he used long, steady strokes. He pushed his full length inside her, then held his cock there briefly before pulling it almost all the way out.
Riley loved the feeling. The deep fullness followed by temporary emptiness. It rubbed her much nicer than anything else they'd had her use in her ass. His cock had just the perfect amount of hardness.
He went for several minutes, going faster as he got closer to orgasm. Riley heard his breathing get heavy and he started to grunt on his thrusts. She was guessing he was getting close.
Off to her right, at the edge of her vision, she could just see Maggie pull Katie closer.
The guy suddenly went rigid and groaned as he pressed deep into her ass. She could feel his cum shoot inside her. He thrust a few more times, then pulled out and left the room.
Maggie quickly guided Katie to Riley's ass.
"Lick it out and hold it on your tongue. Don't swallow until you show me."
She felt her butt cheeks being spread apart, then Katie's breath was between her ass cheeks, her tongue on her anus. Katie licked her asshole tentatively, then more vigorously before sliding her tongue inside Riley's ass.
Riley loved the silky feel of her tongue and even more loved the humiliation of what Katie had to do. The sensation and thought of it added to her wetness.
Basma leaned down to Riley, "help her out, kalba. Push it out for her."
"Yes, Mistress."
Riley squeezed, trying to push the cum out. She vaguely heard a gurgling noise and thought it had passed.
Then Basma spoke to Katie," good...now show me your tongue. Perfect. Now swallow it. Good girl."
Maggie led Katie using her leash and tethered her next to Riley, still on all fours. Katie had a look of disgust on her face and tried to look straight ahead toward the cage, avoiding eye contact with Riley.
Maggie left the room and returned with the other man. Maggie thoroughly lubed Katie's ass. The hole in the chastity belt was just large enough for her fingers. Then she handed the lube to the masked man who rubbed it on his cock.