The idea of being sent up to fuck a man with a large cock excited Emily and Jerry. Emily was going to let Jerry do the leg work and Emily had exclusive say at any time to stop everything. Jerry would have a key to the room and might appear at any time. Both had to feel good about things or cancel out.
With Emily's permission, Jerry put a nude picture of her, face covered, in an ad. It read as follows:
My wife is in search of a gentleman with a large cock to fuck her as long as they both agree. He must be clean, well read, somewhere between 35 and 50 yrs. Please send pics of face and cock. She will give me potential partners and I will vet them.
Emily got very wet when she saw the ad had been published and demanded that Jerry fuck her immediately. He absolutely loved her transformation. She was still quite shy, but as she learned, it contributed to the ecstasy as she got into the moment. There was going to be a certain amount of embarrassment for her. She understood that going in. Jerry was going to find someone that was cognizant of that and would be sensitive to any and all concerns she might express.
The picture of Emily in the ad helped to generate 50 emails a day. They both loved looking at them before Emily would give her selections to her husband. Over the next few weeks they started whittling down the earlier selections, and by the time they felt they were ready, there were 3 different guys that Jerry had to set up interviews with.
Each was told that there were three people in the mix and that even if they weren't selected now, it didn't mean that they might not be called in the near future.
The first guy, Rick, was well groomed and over 6 feet tall. He had gray hair with an engaging smile and manner to him. He seemed perfect for Emily, but he was going to meet them all. As it turned out, Rick's interview won his overwhelming endorsement and Emily agreed.
Jerry called him right away and set up a second meet to square away the dos and don'ts. Jerry told him he'd pay for the room and have a pass key to get himself in and that he might come in at any time. He also told him that he probably wouldn't.
"So tell me more about her."
"As I told you before, she's very shy, but once she gets comfortable she'll fuck you into next week."
"Does she like anal or swallowing?"
The conversation was turning Jerry on as he sat there discussing his wife's sexual preferences. Rick seemed to be hanging on every word which inspired Jerry to lay bare all of Emily's past, how she liked her nipples played with, how she loved the full feeling of a big cock, the ease at which she could be molded, talked into almost anything.
"That's why I look out for her. What's happening with us was not even considered possible a few weeks ago. This is a first step for us, so if all goes well, chances are we'll see you again. She's interested in two men at once too, I think. I'm not going to say anything about the set up except to say it's a big surprise. You'll have to seduce her to keep her from getting cold feet. She knows to call me if she decides to call it off."
"I thank you again, Jerry, for the honor of sharing Emily with me and I'll do my best to make the night memorable for both of you."
The men shook hands and had each others cell number in case a typhoon hit either house. It was set to take place 2 weeks from that night.
Since the whole affair began Jerry and Emily fucked every night at least once, and often, more. They talked dirty to each other about the upcoming event.
"What if he wants to fuck your wife up the ass? What if he wants to lean me against the window and fuck me from behind? Should I be another man's slut? Should I let him cum in my mouth or on my face? Do you want to see cum on my face, baby?"
She egged him on getting great pleasure from being able to turn him on so completely. The more she talked, the faster he fucked her until he stiffened up and collapsed from exhaustion. His desire heated hers directly, and his constant praise made her feel more confident.
As the big night approached they quit fucking each other. He was going to want her several times immediately following her tryst and he wanted her as horny as possible to help ensure her desire to have this happen. He was more than ready, but there was some trepidation on her behalf. She was scared as they entered the hotel bar that night, but she was on fire knowing that the man was sexy and had a very impressive looking cock. The fact that her husband wanted this to happen took away a great deal of her initial skepticism.
As they started consuming alcohol, they began talking more about what was to take place.
"What's going to happen to me up there?"
"Nothing that you don't want to happen. If at any time you feel uncomfortable leave the room and call me. I can tell you this; it's going to be a big surprise for you and I think you're going to love it."
Earlier in the day, Jerry had placed a small fish-eyed camera pointing mostly toward the bed. He was going to record the entire night, but he didn't have time to set up a way for him to watch in real time. He didn't tell Emily about it as he wanted her to feel free to be herself and he would get to see her later on film in an unabashed version.
Jerry received a call from Rick at eight o'clock, right on time.
"I'll meet you in the lobby," he told Rick.
Turning to Emily he said, "Wait right here, baby. I'm going up to let him into the room and then I'll be right back down."
"I'm so nervous and excited!" she said with a wild look in her eye, helped in part by the drinks they'd had over the last hour. "You're sure you want this?"
"Probably more than you do!" he chuckled. He kissed her and said, "I'll be back shortly."
She couldn't believe this was happening. Their lives had changed so dramatically since their threesome. She began to allow herself time to consider what this guy's big cock was going to feel like. It looked to be larger than Jordan's but she didn't fear that part. She had accommodated him without any pain. Her pussy was already wet in anticipation of the coming hours.
Jerry came back after 15 minutes to find Emily being talked to by three well-dressed black men and she looked to be blushing. He actually saw this as a good sign knowing that her juices were going to be running overtime. They were looking her over, fairly certain that she was wearing nothing beneath the skin-tight black dress, the same one she'd worn at the party. He hung back a bit watching these men lust over her. His cock was becoming very hard.
He watched for about five minutes before finally walking over to her.
"Hey, baby."
"Jerry, this is Matt, Kevin and, I'm sorry, I don't remember your name.
"No problem. Hello Jerry," he said extending his hand like the two before him. "I'm Darryl."
"Pleased to meet you all. I hate to be a kill joy, but my wife and I have plans so we'll have to be going."
"That is a shame," Matt said. "Your wife is a sweet gal and beyond beautiful. I hope you know you're a lucky man."
