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It was pretty much a repeat of the prior week as far as showing up to the float boat. He had spent a bit more time on his hygiene, knowing what was to come. He was surprised to discover that Worm and Weasel were already out from under the tarp and sitting on the benches. Their outfits were pretty much the same, except their hands were fastened to their hoods.
“Good morning, James! Ready for a bit of fun?”
“I think so.” He wasn’t as enthusiastic as he had been the last two visits. He hadn’t slept well and certainly didn’t want to seem too eager. But he was pretty sure he wasn’t going to last very long on the machine. And wished there was a way to make sure it didn’t appear that the prostate portion of the machine was the difference, but he shouldn’t have worried.
“Ever had your prostate tickled before?”
James shook his head.
“Trust me, you’ll like it, never saw a guy that didn’t. Between the vibration and the size, don’t expect to last very long. And we’ll give you some other things to enjoy as well. All right, strip!”
His t-shirt and trunks came off quickly. Miranda was tasked with lubing him up, she even had a latex glove ready to keep her hand clean. She bent him over the control console and it only took a minute or so for her to liberally coat his asshole and insert a couple fingers in. The invasion of the rubber coated tube was not an easy thing, but it was obviously already having an effect on him, as his cock was standing at full attention even before she moved around to the front. She pushed him back into the chair, covered with a towel this time and strapped his legs and arms in place. Then came the wrap around the waist, holding him firmly in place. Then the sleeve was put in place around his shaft, a bit difficult considering he was already at maximum hardness. James focused on watching Camilla, sitting watching and sipping on a glass of wine.
She looked fantastic as always, her long legs seemed to stretch out forever from the small bikini she had on. The strappy sandals didn’t hurt, calling attention to her feet and the bright red nail polish on them. Her fingernails had a matching red on them, they contrasted nicely with the glass of white wine. Just being able to watch her for a while made it worthwhile, even if he never managed to copulate with her again. Finishing the set-up down below, Miranda put the gag in place. And James realized that Weasel and Worm also had gags in place. Something different for sure!
Camilla stood up and brought over a timer, which she sat on the table, turning him to squarely face the table in front of him. “Okay, last night the W’s spent a lot of time between our legs. And they did a very nice job of satisfying us, so today, they are going to get a bit of a treat, but that will come later. We know that we may be losing you to Jennifer in the near future, but right now we want to get a baseline, so that you feel like it isn’t the end of the world if things don’t work out. As long as you don’t hurt her, and we are more concerned with the emotional aspect than the physical, we promise not to hold it against you. Are you ready, James?”
He nodded. He was already pretty aroused, and wasn’t sure he would last more than a minute or two once the device was turned on. Camilla took the control box and turned the knobs, while Miranda wrote down the settings in a little notebook. Once they were satisfied, Camilla turned it on. There had to be at least three devices going, and everyone of them was different. The shaft that was buried in his ass was a slow rumbling vibration that he could feel through most of his body. There was a short cycle run of slow fast medium vibrations shooting through his shaft from the sleeve surrounding it. And there was something tickling his balls in a steady rocking motion. According to their timing, he lasted a full three minutes and twelve seconds before his ejaculation shot out the end of his shaft and splattered across the table. Some of it went so far as hitting Worm in the belly.
“Well, Camilla, I guess you won. I didn’t think he’d make it past two and a half minutes!”
“I knew it wouldn’t be too long, but certainly longer than either of the Ws ever got. Okay, so ready for the next round?” James looked at her a bit puzzled. He couldn’t ask a question, and wasn’t sure he wanted to know what the next round was all about. But there was little he was going to be able to do about it, whatever it was.
Miranda put on another rubber glove. James wasn’t sure how she was going to do anything to him given that he was tied in pretty tight, but a moment or two later he realized that the next round was going to be focused on the W’s, not him. She proceeded to apply lube to both of their assholes, following the same procedure that she had done on him. Camilla spent a minute or two cleaning him and the mess he had made up and even went so far as to add some lube to the sleeve. The coolness felt good and his erection had faded away almost to the point of slipping istanbul travesti out of the sleeve.
Then she went to the bag sitting on the far end of the seat. She pulled something out of it and began wrapping it around her waist. He couldn’t see what it was, but it reminded him of garter straps. And a few moments later she turned around. She was wearing a harness! She pulled out a double headed dildo and began inserting one end into her pussy, stretching the lips as she slowly slid it in. Once she was happy with how it fit her, she tightened up the harness to hold it snugly in place. She pulled another set out and helped Miranda put it on, taking a few minutes to slowly thrust the substitute dick in and out of her vagina. James felt himself getting hard again.
The W’s seemed excited, James could see their thighs trembling. They were already moaning. And then the ladies moved over to them. “So James, they were really good last night, and we were very pleased with their efforts. They are probably thinking that they are about to get the vibrator inserted into their butts and get a prostate orgasm. But you were very good and lasted long enough that we are going to celebrate and really reward them! So they are going to have a new experience today. On a few occasions we have given them a good ass fucking with the harnesses, but never have they gotten one like this!”
And the ladies giggled and took the keys from around their necks and used them to unlock the cages around their partner’s gonads. It was a matter of seconds for their shafts to be a full length once released! James could see that they were really excited, there was pre-cum dribbling out of both of their cocks. The cages and keys were set on the table next to the timer. Camilla reset the timer to zero and then reached over to the controls and turned the device buried in his ass back on. The settings weren’t changed. The ladies proceeded to lay the W’s on their backs on the bench seats and slowly started to enter their partners. Before they bottomed out, James realized he was fully erect once again.
The two women went slowly, trying to focus on their own pleasure as they slowly pumped their shafts of rubber in and out of the bowels of their respective males. The two beautiful women were stroking in and out, their breasts bouncing nicely with the motion, their own asses jiggling beautifully with the action. The men’s cocks were slapping against their bellies as they were screwed. The sound added to the overall excitement. It took several minutes for the women to reach their peak. Miranda hit first, her moans matched the moans coming through the gag from the Worm. Once her shudders had subsided, she reached down with her hand and stroked the cock, looking like she was mastrubating herself. It only took a couple of strokes and a fountain of sperm pumped out of Worm’s shaft for a long time, completely covering his belly and dripping down his sides.
The image did nothing to slow down his own impending ejaculation, it was building in his balls as they were rocked back in forth. Camilla’s orgasm finally hit and she collapsed to her knees, her body shaking. To his surprise, she actually turned her head and sucked the top of Weasel’s penis into her mouth, which immediately set him off. She jerked back her head, but still caught a blast in the face, while he sent spurt after spurt onto his belly. And then the memory of the feel of stroking Jennifer’s hair the night before invaded his memory. He wasn’t sure what triggered it, but her face suddenly took over his vision, that shy smile with a bit of a blush and suddenly he was blasting his own load into the air. While it wasn’t nearly as large as his last one, the volume surprised him. And Miranda slapped the timer on the table and reached over and turned off his machine. The heavy breathing of all of them slowly subsided and soon the only sound was the light slap of the waves against the pontoons.
Camilla was the first to really move. She grabbed a towel and wiped the cum off her face. Pulling herself to her feet, she moved over to James and removed the gag from his mouth and then leaned in and kissed him, a long hard kiss with her tongue fishing for his tonsils. She went over to the side of the boat and dropped a bucket into the water. Pulling it up she splashed about half of it on Weasel’s crotch and then carefully put his cock and balls back into their cage. Hanging the key around her neck, she turned back to James and unfastened his arms and legs, while he removed the waist constraint. The rubber cock bouncing as she walked around was rather amusing.
“Nice, James! Almost seven minutes for the second round! Go slowly, you should be able to pull it out without a problem. Then jump in the lake and clean up.” The two women proceeded to use the bucket to splash water over the W’s and wash the sperm loads off the upholstery and carpet. He worked the device off and out of himself and jumped into the lake. The cool water was refreshing and certainly made travesti istanbul him feel better, but he was wiped out. James wasn’t sure he would be able to paddle back to his place. But he managed to make it back and got a pretty serious afternoon nap in to recover.
******************
Friday night the doorbell rang at exactly 5 o’clock. James almost raced to the door and had to collect himself before he pulled it open. He came to a complete and total stop. Jennifer stood there and looked amazing. Her red hair cascaded around her face in loose curls. She was wearing a green and white sundress that contrasted nicely with her hair and skin. It was starting to cool off and she had a nice sweater over her arm. She took his breath away. When he was able to speak, he said, “I don’t know if you are a good girl or a very bad girl, but I definitely like it!!”
He was actually able to see the blush this time and the smile was bigger than he’d ever seen on her before. James stepped back and motioned her to enter.
“How can I help you, sir?” She had her eyes down. He reached out his hand and tilted her head up.
“Please, your eyes are too beautiful to hide from me! And call me James, or Jim, if you want. And really, I don’t need much help now, but later with the dinner itself. I actually did more than I expected ahead of time. I think I’ve got everything under control. But you can double check me on what is ready to go. I also wanted us to be able to talk for a few minutes with no one around. I’m really not sure where to start. I know you must have questions about me, so maybe you can start. I’ll answer any question you have and I will only answer with the truth.”
She looked at him. He could see there were lots of questions boiling around in her head and wondered what she was going to ask.
“Have you been talking to Camilla and Miranda about me?”
“Yes, of course. Any smart guy would learn what he could about someone he was interested in.”
“So you are interested in me?”
“Ah, yeah! You are beautiful, so any man is going to be interested in you.”
She looked at him for a moment. “Have you been intimate with Camilla and Miranda?”
He hadn’t thought this line of questioning would come up this early in the discussion, but figured it was going to end up there eventually, so he wasn’t totally caught off guard by it. And the fact that she used and between their names indicated she knew the two were joined at the hip even now.
“Yes.”
She was chewing on her lower lip now. He could tell she was struggling with which direction to take the questioning now.
“Let me help you out. It didn’t take the two of them long to figure out that I am, how did they put it, wired very differently than Weasel and Worm.”
The look on her face was a combination of surprise and relief, “So you know about Weasel and Worm. And you aren’t like them?”
“Nope, no interest in being controlled like that. The two ladies indicated that you weren’t wired the same way they were, either. Look, like I said earlier, you are beautiful. I would definitely like to get to know you better, what you like and don’t like, what makes you tick. I have no desire to be dominated the way the two W’s are. I really have no real desire to dominate someone. I get no thrills from being humiliated or humiliating someone. But I certainly wouldn’t mind taking a lead role in a relationship if, and only if, that is what makes the other person happy. What I know is that I would never intentionally hurt you, physically or mentally.”
She nodded slowly, “I think those two ladies are pretty sharp. And I trust their assessment of you. And they’ve had a lot of years to observe me. I’m interested in learning more about you and given that we both seem to agree that we don’t want the same sort of relationship that Miranda and the Worm have, it would seem safe to move forward. And trust me, that is a bigger relief than you can imagine. I do like being told what to do and even how to do it when I’m not working. I feel more relaxed just being able to react to what I’m told to do rather than having to figure out what I should do. So I’m all in for spending the time and effort to get to know you better.”
“Look, those two couples are into some rather kinky stuff. I’m not saying it’s bad, but it just isn’t what I’m into. It doesn’t sound like it’s the kind of thing you are really into. It can be fun to experiment and explore. It would appear that you have had more time to do some of this experimentation. I haven’t. And I’m not sure just how much I really want to experiment. I mean let’s face it, the worst sex I ever had was pretty damn good.”
Jennifer laughed. He liked that, a nice laugh, no over the top snorts, but a solid laugh. It seemed very natural and without any of the hesitancy he had seen in their few encounters.
He noticed her eyebrows, not sure why he hadn’t seen them before. They were crisply outlined and really set off her eyes, the dark brown seeming istanbul travestileri to split the difference between the light brown freckles and the red hair.
“Jennifer, we’ve had pretty limited contact with each other. But we have both had, shall we say, extended contact with a couple of individuals. I’m not sure why, but I do trust Camilla and Miranda. They recognized that we are different from them, and think we may have more in common with each other than with them. I think that is a pretty solid starting point and I am more than willing to spend the time to figure out if they are right.”
Considering the topic of the discussion and all the undertones and baggage it contained, the fact that she was still standing there seemed to be a positive for James. She was certainly beautiful, but that would be obvious to anyone that saw her. She was smart, he knew that from the short conversations they had over the few meetings, but he had also done a bit of a background investigation. He knew she was an attorney and her bio indicated some good honors from school and participation in a couple of key committees of the bar association.
“Now that the uncomfortable part of the conversation is over, you claim to be a consultant. What do you consult on?” She was still leading the questioning, which was okay by him.
He reached over and took her hand; directed her up the half flight of stairs to the upper level of the house. And admired the way her dress flowed over her ass as she moved. Walking down the hall he entered what was obviously an office. There were shelves full of books and a fairly elaborate computer set-up on the desk facing the door. He brought her into the room and shut the door behind them. And pointed to the wall behind the door, where there were three diploma’s hanging up, the only things on the wall in the room and normally hidden behind the door. She looked at them and then turned to him.
“Okay, you are pretty smart. Did you pass the bar?” James pulled out his wallet and handed her his bar card, valid for the current year.
“So, given those degrees, what would you think I consult in?”
“Engineering degree and a law degree, patent law would be the logical guess.”
“Exactly, though I’m a bit broader than that. I joined a patent firm once I passed both the state and the patent bar exams. I was pretty much the low man on the totem pole, and someone came in with a big copyright case. It had a lot of potential, but no one wanted to handle it, so I got stuck with it. I handled the case, was successful, very successful, and there was a lot of money involved. A great deal of it came to me, so I was pretty well compensated. They also made me a junior partner. I no longer have a quota of billable hours and can pretty much work when I want to and can goof off when I don’t.”
“So lots of free time to pursue the, ah, pleasures of life?”
James laughed. “To pursue? Yes. But there is a rather big difference between pursuit and capture. I have not been very successful in the ability to finish the pursuit with a successful closure. Oh, I’m not saying I’ve been celebate, but not as successful as you seem to be implying. And a great deal of the pursuit has been on other activities, such as the music room you’ll see in a few minutes.”
“I, on the other hand, have been rather too busy with my career to do any pursuing. My satisfaction has been limited to the same avenues as I followed in college. My social life is entirely centered around Camilla and Miranda and it has been since my freshman year in college. They have had little incentive to disturb the status quo, but lately they have been making a bit more of an effort. Every party they have thrown in the last couple of years has included a small number of eligible bachelors.”
“And none of the offerings have met your requirements?”
“They all seem to be at the extremes. They either remind me too much of Weasel and Worm or they try to come off too strong and domineering. I have on occasion dallied with one of the wimpy ones just to get some relief, but frankly, Camilla or Miranda do a better job than any of the guys have done.”
“Okay! I think that both of us are looking for something more middle of the road than our match makers have in mind. And we seem to be thinking many of the same things, so given that we have very definite understandings of what we don’t want, maybe we can spend some time working together to figure out what we do want. Oh! Given the time, we should get ready to welcome the other guests!”
He quickly finished the house tour. His office, the main ensuite, another full bath, and a guest bedroom on the upper level. He led the way to the lower level. She was a bit surprised by the rooms there. One was a large open space with large windows looking over the lake and a doorwall to a patio. It included a wet bar, a fireplace and lots of seating, a nice place for cozy conversations. The other room was a music studio. It had a keyboard in one corner and a full mixing and recording console on another. A wide variety of instruments were hung on the walls and a number of guitars were staged on stands among the microphones and amplifiers. There was even a small drum kit in one of the corners.
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