Bermuda
Chapter Eleven: A Bargain Works Both Ways...Charlotte's Masters take ownership of Judy for a night.
Quick recap: Charlotte (20's) has been flown down to service a mature husband & wife (40's) as their exclusive sex slave for a week in Bermuda. Charlotte doesn't have much experience. The wife had lesbian affairs before her marriage, but this is the first time she's ever overtly dominated another woman. In the previous chapter, a bargain was struck with the couple in the bungalow a few door downs. Charlotte was loaned to Dan & Judy for the night. They were new to the whole domination concept, and needed some tutoring from their slave for the night. But they eventually got up to speed for their first three-way with Charlotte. However, a bargain's a bargain. Tonight it's Judy's turn to serve Charlotte's Master & Mistress for the night.
Well...last night had been interesting. Not bad interesting, but interesting. Serving Dan & Judy had given me an unexpected look at topping from the bottom. I think they were so excited about their first three-way, that they hadn't factored in just how much domination came with this package. Sure, we could have just had sex, but I was in Bermuda to serve and be dominated, and I felt they should have the full experience that I was prepared to offer. Also, knowing what Judy was going to face tonight also made me want to make sure they got their licks in, so to speak.
So, after a very tentative start, I practically had to take them by the hand and guide them into spanking me. Luckily, they were game, and I ended up being punished and servicing them both. It was a good night, just not an electric one like the nights with my Master & Mistress were.
My own Master & Mistress were the very definition of their titles. Master had quite a bit of BDSM experience from his past to draw from. He knew who he was, what he liked, and what to expect from a slave. I represented Mistress' first BDSM experience, but she was as close to a natural dominant as I could ever have imagined. She took to the role so naturally, that there were a few times when I wondered if it was going to run away with her. Boy, did she love to command and punish. I think Master may have had a stabilizing effect on her. She was perfectly lovely out of the bedroom, insisting on spa days and shopping together, but there was never any doubt who was in charge when we were out among the vanillas. I knew my place, and she knew I knew it. But that was part of the fun of the trip. I had come here to be a slave to this couple, and they didn't disappoint.
Now on to the bargain. In exchange for the loan of me to Dan & Judy for a night, it was Judy's turn to be loaned out the next night. This wasn't part of the original plan between Master & Mistress and I obviously, since we'd just met Dan & Judy here at the resort when we caught them eavesdropping on our bungalow. But I was finding that improvising when opportunity calls came easily to my Master, and my Mistress knew a good idea when she heard it.
I woke up splayed around Dan & Judy on the bed that morning. I wanted to thank them for the night and get on with my day. So I gently pushed the sleeping Dan onto his back, and found some nice morning wood to go to town on. Dan literally woke up to me sucking on his cock. I figured I could make another dream come true, if he hadn't ever woken up like this before. After propping himself up on his elbows to get a good look, and make sure he wasn't dreaming this, he laid back and let me do my thing. His cock wasn't my Master's cock of course, but it was still a very nice cock. I enjoyed massaging him with my tongue as I gently cupped his balls. But I needed him to remember what I was, so I stopped slurping for a moment to look up at him.
"Does this please you...Sir?"
It took Dan a moment, but he got the hint.
"Yes, it does...whore. Be a good slave and make me cum"
That was what I needed to hear. I went back at it with gusto, and got him close in no time. Well, his morning wood had given us both a head start. I had to move up a bit so I could be in a better position to fully throat him. When he felt close, I ran my tongue along the bottom of his shaft while I scratched his balls as if I was scratching an itch. He suddenly grabbed my hair and held me still as his body stiffened up, and then flooded my mouth with cum. Breakfast!
I slurped it up and licked it clean. I was a good slave, and knew to keep things neat. After we were both done, I rolled over and looked at Judy. She was now wide awake, lying on her side, staring right at me.
"I'm sorry if we woke you, ma'am." I really wasn't.
"Quite all right", said Judy. "I enjoyed the show."
Ah, still in the spirit. Good. I crawled over Dan and gently pushed her on her back as well. Unlike Dan, who'd passed out naked, she had panties and a nightie on. I pushed the nightie up and pulled her panties down. But then I stopped to look up at her.
"If I'm not being too presumptuous...?"
Judy smiled and pushed my head back down. I went to work on her until she came for me as well. Then with my morning duties completed, I was free to go join my Master & Mistress. Oh, of course I washed my face first. But I'd left my toothbrush down in our bungalow.
It turned out my Master & Mistress needed a wake-up call as well. Boy, what a tiring morning for my poor tongue! Yes, I brushed first.
It was a lazy day after that. Master & Mistress wanted to rest up for our guest tonight. Who am I to say no to lazing on the beach and another complimentary spa day with Mistress?
The sun was still up when Dan & Judy joined us for cocktails and an early dinner. Although Dan & Judy were still riding on the high from their first threesome and BDSM experience the night before, Judy was also a little anxious, for good reason of course. In hushed tones at our corner table, Master & Mistress did their best to manage their worries without giving everything away. Judy had downloaded and printed out a list of so-called deviant sexual acts and wanted to go down the list. After the first few, Mistress just grabbed the list out of her hand, quickly looked through it, and pointed out a few things that they were definitely doing or not doing. Judy was given a safeword, "pear-tree" to use. She was also told in no uncertain terms that she needed to be punished for eavesdropping. I wasn't sure the logic of that totally held up, since the eavesdropping had opened up an opportunity. But Mistress was just looking forward to whaling on Judy's butt.
I was sent off right after dinner to get our bungalow ready, while everyone else enjoyed a leisurely after-dinner drink. I hurriedly straightened things up, got everything in the bathroom ready, dimmed the lights and lit the scented candles Mistress had just bought for atmosphere, and arranged all of the toys. When I was done, I stripped to the lacey bra & panties Mistress had treated me to in one of the shops, and knelt down on a mat facing the door. Then, I waited. Not long, fortunately.
Within just a few minutes, I heard the sound of Dan being sent off for the night, and then the door opened. Master & Mistress entered, and ushered Judy in to find...
....Their loyal obedient slave on her knees in bra & panties, offering Mistress' favorite crop in her hands.
"Your slave welcomes you, Mistress and Master. I am ready to please."
Master closed the door behind him while Mistress guided Judy to stand in front of me. She then lovingly caressed my face and neck and ran her fingers through my hair, and lay down on the bed. Master joined her. Judy still stood in front of me, where Mistress had left her.
"Judy", Mistress said, "you're now our slave for the night, just like Charlotte here. You will answer to the name slave, and obey the commands of your Mistress & Master, is that understood?"
"Yes, Mistress", Judy answered timidly.
"Good. Strip."
"Wha-what?"
"Slave, this can be a night full of sensual passions and sweet surrender for you, or just a night of being beaten for disobedience. What's it going to be?"
"I...I kind of thought we might ease into things a bit."
"Charlotte?", my Mistress called.
"When your Mistress commands, you obey, Judy", I said, from down there on my knees. "That's how it works."
Judy just stood there, frozen. She wasn't like me. Slavery to a couple wasn't something she'd been dreaming about like me. It was just a bargain she'd made that she was now having to live up to.
"Come on, Slave", Mistress said, "A bargain is a bargain."
It looked like Judy was going to break into tears, maybe even run out of the bungalow.
"Judy", I said, "My Mistress has so many great qualities. But patience is not one of them."
I like to think my understanding tone helped this moment move into the next. Judy started pulling her shirt up. It seemed to take a painfully long time for her to get it over her head and off, but she did it. With that done, she got to work on the rest of it. She doffed her sandals, and then the skirt was the next to go. She took a moment to gather her strength, and then, finally reached up to unclasp her bra.
Master & Mistress watched approvingly from their bed as the bra went, revealing Judy's tits. They weren't bad, as far as middle-aged tits go, I guess. Nothing like Mistresses' , who worked out quite a bit, unlike Judy, who had a softer body. But I liked looking at them, so what else matters? Judy reached down for her panties, but....
"Charlotte", Mistress called, "Maybe you'd like to help our new slave with those."
I put down the crop I'd been holding, leaned over, and reached up to put my hands on Judy's hips. I got my fingers inside her panties, and started pulling down. I went nice and slow, giving my Master & Mistress a nice little show. Judy had goose-bumps on her legs. She was nervous. I'm sure it felt like it had taken forever for her when I finally got the panties all the way down. I gently nudged her to lift her feet as I removed them completely. Then I lovingly folded them up before reaching to put them on a nearby table.
"Ah, a nice new, naked slave. Charlotte, she looks close enough to reach out and taste, doesn't she?"
"Yes, Mistress, she does."
"Did you like the taste of her last night?"
"And this morning, Mistress."
"How would you like another taste?"
I would, actually. I leaned forward again, reached around to grab her ass-cheeks, and pulled Judy into me. Pushing my face into her crotch, I breathed her in, then I nibbled a little. Her body responded. I'd made her cum this morning, and the memory was still fresh. She let out just the tiniest moan as I licked and kissed her down there.
"Well, look at that", Mistress said. "The little slut likes it, don't you slave?"
Judy tried to say yes, but I knew how to time my lick so that it just came out as a moan.
You may be wondering what my Master was doing during all this, as he must seem curiously silent. He wasn't, really. He was relatively silent, of course, but there was nothing curious about it. He was just naturally quieter than his wife. She was more outgoing, and liked to talk. She was also more of a control freak than him. She was amped up as this week represented her first ever experience in anything BDSM related. After serving under her, I wondered how she'd made it this far without dominating anyone. Master had dominant/submissive relationships before their marriage, and as much as he enjoyed using me, it wasn't a brand new experience for him. This week was really for his wife. Still, we had our moments together. He will always be the first man to fuck me in the ass, and I will always love him for it.
As I squeezed Judy's butt, I started to go to town on her. I had the power to make her cum, and from the sound of it, that moment was just around the corner. Than I felt a presence around me. Mistress was beside us. She had her arm around Judy and her mouth right up to her ear, while she fondled Judy's breast with the other hand.
"Oh, that's right, you want to cum like a little slut in our bungalow, don't you, Judy?"
Judy was too far gone to say anything now. She was breathing heavy and making those sounds she makes when she's really close.
"That's it", Mistress said, "that's it, you little slut. You're almost there. It's so close you can feel it, can't you? That's right, sooooo close."
I suddenly felt Mistress' hand on my head. She shoved me away from Judy. I looked up and Mistress had also stepped away from Judy. Judy withered where she stood, so in need of that orgasm.
"Ple...please."
"No. You cum when I say you can, or not at all."