So, right now this is purely a fantasy, but it is something we have talked about and are strongly considering. See, we've gotten some sexual confidence back over the past couple years and in doing so... well, the experimenting is fun.
One day I got a wild hair and decided to post a profile for my wife on an escort site, I wanted to show her the responses and let her get excited about the attention. So, I nervously told her about it, expecting to get into a heated argument over the posting. She gave me a fair share of what the hell exclamations and then settled into the well, what did they say... I explained that the responses were just usually a hello and a hey, but that meant they were interested. When she asked what I put on the ad, I showed her. It was well thought out, talking about how the meet would take place in public for safety and outlined that the donation she would receive was totally for her time only with no promises of any specific activity. Then the question from her... well, how much would I make? I told her she required $200 for an hour of her time. She stated that she would have to admit that it is kind of a fantasy of hers and that she would be willing to do it once to see what happened. That being said, this is my idea of the encounter and how it would play out.
She opened her email to see a new message, it simply said, Would enjoy meeting you, I'm in town on business and have a free evening tonight... if you're available.
She responded with asking for the particulars, age, race, stats and what part of town he was staying in. He responded saying he was a white male in his mid 40s, pretty average build and was staying actually quite near to our house in a decent part of town. She told him that she could meet him at the local bar down the street from his hotel and what she would be wearing.
She nervously put on the outfit, did her makeup and hair and gave me a kiss as she went to her car. I was not about to let her go totally alone on this adventure so I waited until she drove off, then jumped in my truck and followed her to the bar. I watched as she walked into the bar and then waited a few minutes, calming myself down. I went in and sat in a chair off to the side of the place where I could watch her.
She was sitting at the table with a drink in hand. I had warned her to be extra careful about controlling her drink and not leaving it to be tampered. She was holding it very close to her. He was sitting across the small table from her and they were talking. She had her usual flirty smile and was enjoying the attention. I saw him tip back his drink and finish it off. I knew the time had come. She looked up coyly, smiled nodded her head and finished off her drink. He slipped an envelope across the table which she put into her purse. They both got up from their chairs and walked from the bar. I had already paid for my drink, so I didn't wait long to follow after them. I didn't want to be obvious to either of them as I didn't want her to get nervous. I walked to my truck as they turned to walk to the hotel next door. My dick was instantly hard just thinking about what was going to go on when they got into his room.
They walked into his room and she was more nervous than she had ever been. This was a totally new level of bad girl than she had ever tried before. He offered to pour her another drink, but she knew that was too risky, even though he seemed totally harmless. She declined and said, 'why not get straight to the point of the evening.' She undid the buttons on her outfit and let if fall to the floor leaving her topless in just her panties and thigh highs. He smiled as she stepped towards him reaching out to unbutton his shirt. He lightly rubbed her tits as she slid his shirt off and reached for his belt. As she undid it and dropped his pants to the floor she also dropped to her knees. She slid down his underwear and licked tenderly at his cock. he responded with a moan. She then took his entire cock into her mouth and slowly sucked on it until he became fully erect. He put both hands on the sides of her head, not controlling her, but enjoying the moment as she continued to bob up and down on his cock. Damn, she was good is all he was thinking of. Money well spent as she went all the way down on his cock and snaked her tongue out licking his balls at the same time. He threw his head back and had to pull her back. He was enjoying the moment a little too much. But he wanted more.
He lifted her back to her feet and led her to the bed. He asked her to lay down and he slowly pulled her panties down leaving her in her stockings. She had never felt sexier and it showed in how wet she was. She wasn't sure if other escorts enjoyed the meetings they had with men, but she was loving the feeling of power she got from this experience. He slowly spread her legs and rubbed her pussy. He commented on how wet she was and asked if that was normal. She replied that it only happened when she was super excited... a small lie wouldn't hurt the concept of a repeat customer, right?