On my knees in Vegas Ch. 01

I met Mr Wilson earlier this summer. I had just turned 18 when he invited me to stay at his cottage while his family was out of state for a few weeks. My stay with James was supposed to be to do maintenance work on the cottage but I quickly ended up performing different duties using my hands, mouth and bum. I practiced my cocksucking skills on James' beautiful penis dozens of times and he trained my love-hole for pleasure. He fucked me over and over again and I loved every thrust and load. Sometimes James generously made me cum too although I usually did myself after he was satisfied.

James had hoped to keep seeing me but it just didn't work out after his wife and teenaged kids came home from their trip. It was sad for me seeing him in the grocery store he owns knowing he pretended not to notice me. I knew he yearned for me to suck his cock but it wasn't possible. I'd go home to my room, put on a bra and panties and jerk off fantasizing about James cumming in my mouth as he had so many times.

But two months later I got an unexpected text from James. We arranged a private phone call and he explained that he was going to a trade show in Las Vegas and invited me to join him. Of course it would be a secret rendezvous. I would pose as James' nephew at the show and I would take care of his needs in the evenings - three nights at a nice hotel in Vegas, just the two of us. My little pickle was stiff just thinking about it!

I agreed immediately and we settled on the details. I would tell my mom (whom I live with) that I was spending a few days at a friend's cabin. Since I was 18 my mom would think it was perfectly normal for me to spend a few days with friends. Then when she was at work I'd call a taxi to take me to the airport where I'd meet James.

Two weeks later the day finally arrived. I wasn't out about my crossdressing cocksucking inclination so I dressed in my usual public clothes as a guy but with a slightly androgynous look with my longish blonde hair. Under my clothes I wore lacy white fullback panties with a frilly camisole under my shirt. The girly underwear was completely invisible under my clothes. I was ready.

The taxi finally arrived. I was nervous during the ride to the airport. Would I be searched by security? Would someone discover my sissy lingerie? Would James still find me attractive when he meets me as a guy?

I arrived at the airport around noon. James was waiting for me at departures with my boarding pass. he gave me a hug (as an uncle might hug his nephew).

"It's so good to see you Dana," he said with a wink. He called me by my real name but he was thinking of my femme name Diana.

"I'm glad to see you too! I'm so excited about the trip! Thanks so much for inviting me."

"Well I knew I'd enjoy it a lot more with you than alone if you know what I mean." I did.

James put his hand on my shoulder. "The flight isn't until 2 so we have time to go to the lounge. Let's go."

We had to go through security first. I had a fright that the clasp on my bra would set off the metal detector, then I remembered I wasn't wearing a bra. But my carry-on luggage had five or six underwire bras and lots of items with metal hooks and clasps not to mention two big silicone breast forms. These would definitely be visible as the bag went through the x-ray machine.

I put my bag on the conveyor belt as the TSA guy waved me through the metal detector. I had a flash fantasy that the machine revealed my panties and that the TSA guy took me to a private windowless room where he made me undress down to my panties then forced me to suck his cock. I pretended I didn't want to then gave him the best blowjob of his life. He left me alone in the room on my knees with a satisfying load of cum in my sore mouth.

My fantasy vanished as I walked through the metal detector unmolested. Then my lingerie-stuffed suitcase emerged from the x-ray machine. No one paid any attention to it. I picked up the bag and James led me to the lounge.

Walking to the lounge James explained what the trip was about. The trade show was a big event for independent grocers. He had work to do and was concerned that I might get bored at times. James was going to meet his regular suppliers and line up contracts with new ones. So I would hang around or amuse myself while he was working. Then I would go to work on his cock in the evenings in our room. We would be staying in the same hotel where the trade show was taking place. It was one of the fancier hotels in Vegas. It was especially exciting because it would be my first time in Las Vegas. It felt like James was wooing me on our first get-away weekend and I loved it!

The lounge was spacious with a wall of glass facing the runways. It was exciting seeing planes taking off and landing. There was a food bar and a liquor bar with a bartender.

"Can I get you something to drink Dana," James asked. "Anything you want."

"Maybe a gin and tonic," I replied tentatively. Gin and tonic sounded sophisticated, but I was under the legal drinking age of 19 so wondered what would happen.

"No problem Dana. Go find us a seat and I'll be right back."

The lounge was practically empty so I picked cushy chairs facing each other near the big windows. James returned with my G&T and he had a whiskey sour.

After sipping our drinks for a few minutes James led me to the food bar and we helped ourselves to a nice lunch of salad, cheese and cold cuts.

We chatted and enjoyed our lunch back at the window. It was dreamy being James's guest and the trip had only just started. I started to tingle as I fantasized about slipping my hand inside his pants. It was such a long time since I had handled his lovely big cock.

"I'm going to go to the bathroom, James."

"It's down the hall on the left," he replied.

I was still at the urinal giving my dick a little shake when I heard the bathroom door open. James walked up to the urinal beside me. "As soon as you said you had to pee I had to pee too," he said as he fished his big soft cock out of his pants. I zipped up and was about to leave when James said, "hang on a moment Dana."

I waited in the bathroom while James finished his business.

After washing his hands James walked to the toilet stalls and looked around. He opened the door of the furthest most stall and beckoned to me with his finger. He had a big grin on his face as he entered the stall.

I followed him and locked the door behind me. I turned to James and he took me in his arms and kissed me hungrily on the mouth. Speaking softly in my ear he said, "I've missed your blowjobs so much. I can't wait until we get to the hotel."

I looked at James. "And I've missed your cock James. You have no idea how much I enjoy sucking it."

I got down on my knees in front of him and scrunched my legs in so my feet wouldn't be visible under the stall door.

I pulled James toward me and rubbed my lips and cheeks over the big bulge in his pants. I unbuckled his belt and unzipped him and then pulled his trousers and underwear down around his ankles. His big stiff cock sprung out at my face.

I nudged him to sit on the toilet then wrapped both of my hands around his beautiful penis. The bathroom was super clean and so was James. He obviously had a shower just before coming to the airport.

"What if someone comes in," I asked James quietly.

"Just suck quietly," he whispered as he ran his fingers through my hair and gently pulled my head toward him.

"I'm going to enjoy this," I whispered back as I leaned forward between his legs and pointed his cock toward my mouth.

I started off by running my tongue all around his big purple cockhead. It was one of the things I loved about James' cock - no matter how hard he was his cockhead was always soft and warm and felt huge in my mouth. I licked up a drop of precum which was delicious. Then I took his knob into my mouth and started bobbing my head while swirling my tongue around it and tugging the shaft with both of my hands. James moaned gently and pushed down harder on my head. I love it so much when a man controls my cocksucking - optimizing his pleasure and showing his appreciation for my skills.

James' legs were trembling and I knew he would cum soon. I took one hand away and started taking him much deeper in my filthy little mouth. He was just about to shoot his load when we heard the bathroom door open. Damn!

The distraction made me pause sucking for a moment and James's climax stalled. I kept his cock in my mouth and sucked it very quietly while we both listened to a man pissing. After what seemed like an eternity we heard the guy pull up his zipper and leave. He didn't even wash his hands. Gross!

As soon as I heard the bathroom door close I started sucking James's cock with all my might - deep thrusts and lots of tongue action. James pulled my head hard onto his cock and unleashed a huge load of cum into my mouth. It had to be the biggest load I'd ever taken and I struggled to keep it all in. Clearly he hadn't cum in a while - his wife wasn't performing her duties. I was glad that his satisfaction was now my responsibility.

As his orgasm subsided I felt the last spurts of his cum on my tongue. I kept his cock in my mouth for a long time enjoying the fullness of it. Finally, I swallowed his seed into my belly. It was a cathartic moment for both of us. We were lovers - I loved pleasing him and he loved the pleasure.

My little pickle was hard as a rock but my satisfaction would have to wait.

James pulled my head up and leaned forward to kiss my cummy mouth. "Thank you, Dana. I've waited a long time for that."

"You're so welcome. I loved every moment."

James stood up. Still on my knees, I pulled up his underwear and tucked in his softening cock. Then I pulled up his trousers and zipped his fly and buckled his belt. I wondered if I ever dissatisfied James if he would spank me with that belt. I don't like pain but firm guidance is always welcome. I have much to learn about pleasing men and some course correction was likely to come sooner or later.

It was nearly boarding time so we gathered our things and walked to the gate. We didn't have to wait in line to board because James had bought business class tickets! The pretty attendant smiled at me as she scanned my boarding pass. I wondered if she enjoyed sucking cock as much as I did.

Entering the aircraft, another even prettier and bustier attendant showed us to our seats. We were in close quarters and I wondered if she noticed the smell of cum on my breath. I was proud of having just given my man a satisfying blowjob.

James let me have the window seat. The business class seats were big and comfy. I sighed with relief finally being on the plane for real. A stewardess offered us a glass of prosecco. James and I clinked our glasses. I was sorry the flight would only be 90 minutes. But I couldn't wait to get to our hotel in Las Vegas!

To be continued...