Betty Dodson with Carlin Ross

Better Orgasms. Better World.

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The day manager at the hotel stopped him by the bar, “Hey, some lawyer is here to meet you. I sent him downstairs since I thought you were in your room.” Even though his title was manager he knew Trevor was the one who ran all the behind the scenes operations of what really made the hotel profitable.

Titled only with head bartender Trevor Winston really saw to all the not so legal operations that went on at the hotel. The Parisian was newly built and had everything that those who like to play could enjoy. Even though prohibition had been repealed last year there was still a good market for bootleg liquor and illegal gambling, especially when you had a place that offered the hottest bands around! Trevor even managed the procurement of a dancer, masseur, or masseuse for private entertainment for certain of the hotel’s clientele. They didn’t have to be rich as there could be a girl, or young man, had for any price it all depended on what you wanted to do with them. Officially though he was the head bartender and managed all the liquor and the events that happened at the bar. Every man loved him for what he could get from him and every woman loved him for how he made them feel. “No, I was checking the stock and talking to Jimmy Falcone about running over some more of his private label stuff.”

“You know if we get caught selling that stuff they could shut us down.”

“Who are you kidding everyone comes here cops, lawyers, judges. Hell even the fucking mayor of Chicago likes Jimmy’s private label and who am I to tell the mayor he can’t have what he wants!”

“I’ll be downstairs for about half and hour hammering out whatever legal matter we seem to need to take care of now. Don’t let anyone bother me. It really pisses the boss off when I don’t give my undivided attention to these things.”

Trevor took the elevator downstairs to the pool level which is where the boss had given him a room. He was an ex-stock broker by trade who needed to find something else to do when the market crashed. Now thirty years old he was enjoying the best of everything, especially the lifestyle this job allowed him to have! Undoing his black tie and loosening his collar he brushed his hair out of his eyes and thought about cutting it. It was the style though, short on the sides and long on the top and Trevor was all about the style. He was impeccable in his dress and mannerisms. Every woman and more men than would like to admit admired him in his black suit pants, vest, crisp white shirts with black cufflinks, black bow tie, and stylish watch and numerous rings that adorned his hands.

He leaned against the wall of the elevator, closed his eyes, and brushed his hand across his cock. How many beautiful creatures would he have to pass at the pool on the way to his room. He had a habit of leaving the blinds to his room open slightly when he went to bed so that he could watch the swimmers arrive in the morning and use them as visual stimulation as he took care of his morning hard-on. Occasionally the first woman to arrive would think she was alone and put down the top of her bathing suit to splash the water on her breasts. He would think about going out to meet her and help her out of the rest of her suit so they could fuck in the pool before anyone arrived.

Only one time was he that bold, the weekend the boss’s daughter was visiting from college and used her before hours trips to the pool to tease him. She would take the top of her suit down, play with her breasts, and masturbate in a lounge chair in full view of his window. The second morning he couldn’t take it anymore and was in the pool before she arrived. Telling her to just not mind him and follow her usual routine. She did but this time she did it sitting at the edge of the pool watching him swim. He swam up and planted his mouth between her legs which caught her by surprise. She told him that no man had ever done that to her before but that she was going to make it was a requirement for all men she was with going forward. If they wanted fuck her that was! Trevor loved to suck a woman’s pussy and the end result was always the same, even though they writhed in the pleasure of it, they always wanted to be fucked too. Guys were easier you could suck them off and they could be satisfied with that but women always wanted to be fucked. He guessed Freud was right in his theories.

The elevator opened and snapped him out of his pleasant memory. He quickly walked past the bathers to his room where his friend, the attorney, Andrews Parker was waiting for him. Their parents had known each other since they were in college together and their families would get together every year for vacation. Since they were the only children in their families and since they were only two years apart they would spend a lot of time together. This was a vacation pact that Trevor and Andrews would continue into their adulthood, getting together about every six months or so.

He watched Andrews from the doorway of the room for a while without the other man knowing. Trevor had always admired Andrews ability to be able to talk to anyone honestly and Andrews was probably the only non-manipulative person that Trevor knew.

“How the hell are you? I thought you weren’t coming in town until tomorrow?” Trevor said as he watched Andrews swing his curly brown head around to look at him. Trevor closed the door to block out the noise from the pool.

“Well, plans change. My wife wanted to join me on this trip when she found out I was coming to Chicago and she heard about the Parisian hotel opening. There was simply no talking her out of it. Boy, you have a nice set up down here. It’s like a Penthouse apartment with the added benefit of a pool. Truth is, I only have about 15 more minutes until I need to pick her up, she’s getting a massage.”

Trevor leaned against the wall. “Yes, its really quiet when the door shuts out the noise from the pool and when the pool is closed it’s great!”

Andrews crossed the room and stood in front of Trevor. “I’m sorry she’s tagging along this time but I imagine she’ll keep herself busy and won’t want to be spending any time with us.“

“That’s good. Since you only have fifteen minutes I suppose we should get to the matter at hand?”

Andrews ran his finger across Trevor’s stomach where his shirt met his pants. “I’ve been waiting for this for months” He said and he unbuckled Trevor’s pants and quickly pulled down the zipper.

“So have I”, Trevor said as Andrews knelt down in front of him. Andrews reached into Trevor’s suit pants and pulled out his cock. He was happy to see that things hadn’t changed and Trevor was hard for him. Trevor was always hard for him even before he slid him into his mouth. He let his tongue roll around on the head of Trevor’s cock while Trevor propped himself against the wall. He loved doing this to him so much and it was something he never shared with any other guy, just Trevor.

“Of all the women and men I have been with over the years you still are the best at this. I can’t wait for the times you come to see me Andrews. No one knows how to suck me off like you do. Every time its like that first day you did it. It still takes me back to the way  you just put my cock in your mouth and started sucking me off and how unexpected that was. I wanted to stop you but it just felt too damn good.”

Andrews paused for a moment, looked at him and laughed. “I know I couldn’t even stop  when you came in my mouth. I just couldn’t stop sucking you off that whole vacation.” Andrews went back to sucking Trevor and slowly started squeezing his balls to help make him cum faster.

Trevor started talking about that summer. He always talked about something when he was getting head. Usually it was telling the person how to do it but Andrews needed no instructions. He knew exactly what to do to make Trevor cum. “Mary Williams has no idea how thankful I am she was on my mind that summer. When I started telling you about her and jacking off I thought sure you would run in the other direction. When I told you I had to jack off because it was the next best thing to being in her mouth I never expected you to start sucking me. Damn, it was the most cum I ever had and you swallowed every fucking drop. Just like you’re doing now.” Trevor couldn’t stop shaking as Andrews squeezed and released his balls with every burst of cum. The way he ran the cum around the head of Trevor’s cock fucking his mouth with it and how he managed to lick up every drop by moving his tongue long and slowly excited them both so much. ©