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Our flight to Las Vegas ended all too soon. I was really enjoying flying business class with my 'daddy' James. I had two drinks on board and was feeling slightly tipsy. James and I had a lovely conversation about life and aspirations the whole way. He's a lovely man, a devoted father of two teenagers and a good husband - except for secretly bringing a pleasure boi on his business trip.
We were both aching to get to our hotel. James was expecting me to dress up for him like a dainty feminine sissy and then he would enjoy my body any way he desired. I was looking forward to submitting to him and receiving may good hard fucks in my mouth and bum over the next three days.
This was my first time in Vegas. It was a hot sunny Saturday afternoon and I was amazed by the size of the hotels during the taxi ride from the airport. Inside the cab I was surprised to see advertisements for gun shops and whore houses. Only in Vegas! Lucky for James he had his own dedicated whore for the trip. In fact I was cheaper than a whore as I didn't charge anything. James' cum and appreciation were all I desired.
We finally arrived at our hotel, the Dvara. I jumped out of the cab while James paid the driver.
"Welcome to the Dvara, sweetie. I hope you like it," James said as we entered the lavish lobby. "I got an upgrade for our room so it will be really nice and have a great view."
In the elevator I just wanted to throw my arms around James and kiss him but there were other people present. Finally the elevator stopped at the 47th floor. We walked down the long corridor to our room. James waved the card key and opened the door for me.
My jaw dropped when I passed through the doorway. The room was a gorgeous executive corner suite with a king bed facing a wall of glass. I walked to the window. "Wow what a view," I said as James came up behind me and put his arms around me.
We stood silently looking down at the Bellagio fountains, the Las Vegas strip laid out before us.
James squeezed me tighter. "Susan and I had our honeymoon in Las Vegas."
"I bet you have fond memories," I replied. "I feel like we're on a sort of honeymoon now. I hope you enjoy having me here with you."
"I'm sure we'll have a wonderful time, Diana." With that James swung me around and kissed me passionately, our bulging cocks pressed together. He slipped a hand down inside my jeans and felt my bum through my panties. We didn't often kiss when I'm dressed in my boy clothes but James was so horny I guess he didn't care.
"Why don't you get dressed and I'll fix us some drinks," he said breaking the kiss.
"Of course darling. I can't wait to show you what I brought!"
I took my bag into the bathroom so James wouldn't see what I was putting on - I wanted to surprise him with a new outfit.
I was a bit disappointed that James wasn't having a shower with me which is such a sexy thing to do. I love lathering my man and rubbing my soapy hands all over his body, lingering on his cock of course. I've jacked off men many times with my soapy hands sometimes holding our cocks together as I stroke.
Anyway I would have a shower and take the opportunity to give myself a quick enema. It's kind of a gross process but once it's done I love the total confidence of being perfectly clean for my man's pleasure.
I stood in the shower and washed myself with a new fragrant soap I brought. Lavender. I loved the smell. I made sure my crack and cock were perfectly clean. Of course my cock was rock hard the whole time. I'd felt turned on ever since I gave James a blowjob in the bathroom of the airport lounge a few hours ago and I needed to cum in the worst way. But I'd leave my cum to James' discretion. His pleasure before mine - always!
It was too early for evening attire but I couldn't wait to show off a pretty bustier I found recently at a thrift store. It was pink and fit tightly around my waist giving me a subtle 'figure'. It had large cups trimmed with lace and six garter straps at the bottom.
First I put on sheer white fullback panties. They were nearly transparent and showed my bum and cock perfectly. The only problem was that my stiff little pickle stuck straight out and made a tent in the front of my panties. I wish I could control the thing but at least it was a reminder to James that my perky little weenie needs attention.
Next I picked out a pinkish bra with a flower motif and lace trim around the cups. The cups have a lot of support and I love the way this bra shapes my breast forms to look so large and natural. Then I slipped the forms into the bra cups and - voila! A big-titted faggot femboi with a pointy bulge in her panties.
I did a little twirl in front of the mirror. I was totally shaved and looked very femme. I was sure James would approve.
Next I wrapped the bustier around my torso and started to attach the little hooks. I worked my way up my tummy until all of the hooks were connected then sucked my tummy in and turned the bustier around so the hooks were in back. I folded the bustier cups up over my bulging bra. Looking in the mirror I thought I looked pretty sexy. I hoped James would agree. His hands and lips would tell me soon enough.
Next I rolled a pair of tan stockings up my legs and fastened the tops to the bustier garter clasps. I ran my hands up my legs to smooth out the stockings and to just feel how sexy they felt against my skin.
I didn't bring a wig on this trip as I'd been letting my blonde hair grow quite long. But I did bring a curling iron. I plugged it in to heat up while I did my makeup.
I'd been getting bolder and more experienced with makeup and was developing my own style which I thought of as 'demure slut'. I put on false eyelashes, and applied foundation to my face. A little touch of blush on my cheeks and then a lot of deep blue eyeshadow. The eyeshadow made my blue eyes really stand out. Then I applied a shocking red lipstick, 'Crimson'.
I was starting to feel put-together. I spent a few minutes curling my hair to give it a bit of flounce. I ran my fingers through my hair and batted my eyes in the mirror and pursed my lips. I was ready to present myself to my daddy.
I slipped on my high heels and took one last look in the mirror. My heels weren't too high as I don't like to be taller than my man. These shoes were just right for kissing James while standing.
I turned around and bent over to see how my behind looked in the mirror. The garter straps and stockings perfectly framed my bum in my sheer panties. I figured the sight would make his cock very hard.
After what seemed like ages I opened the bathroom door and walked into the room to present myself to James. He put his drink down and stared at me. Silently he motioned with his finger for me to turn around.
I swayed my hips and turned around slowly, looking seductively over my shoulder at James.
"You look absolutely beautiful, Diana!"
I walked toward the couch and sat on my haunches beside him. "Thank you James," I said in his ear, my arms draped around his neck. He moved his head to mine and kissed me.
"You were so long in the bathroom that I drank the drink I made for you."
"Never mind darling," I said as I slipped my hand into James' pants and touched the tip of his cock. It was warm and hard. I got into a more comfortable position to feel his cock while kissing him and he put his hand inside the back of my panties and pressed a finger against my love-hole. I moaned with anticipation.
Continuing our wet kiss I unbuttoned his shirt and ran my hands along his hairy chest. Then I unbuckled his belt and unzipped his fly. James lifted his bum so we could both push his trousers down his legs.
"Let's go to the bed," I said as I stood up and tugged his big erect cock like a handle to pull him upright.
James stood up but nearly fell over when he took a step with his pants around his ankles. He grabbed my shoulder to catch his fall.
"You better be careful James! I don't want you to break your cock before you fuck me!"
Laughing, James kicked off his pants and underwear and threw his shirt on the floor. I led him by the hand to the bed and motioned for him to lie down on his back.
There he was, naked on the big bed with his erect cock sticking straight up. My handsome older daddy was looking at me expectantly, wondering what I would do next.
I crawled up on the bed and straddled James' legs facing him. My aching little cock was sticking into his big daddy cock. "Pass me that lube James. I want our cocks to make love."
"Hmmm, that sounds nice," James said as he passed me the tube of lube.
I squirted a generous glob of lube on my hand and spread it all over both of our cocks. Then using both hands I held our cocks together and began moving my slippery hands up and down while squeezing tightly.
James closed his eyes and sighed with pleasure. He moaned when I ran my slippery fingers over his balls.
I had been crazy horny since I gave James that blowjob at the airport. My cock felt like it was going to pop. I frotted our cocks faster and faster moving my whole body with the rhythm. My little hard-on was sliding up and down James' big warm man-shaft.
I hit just the right tempo to make my big fake titties flop up and down. I closed my eyes and thought how happy I was pleasuring my man and myself in this fancy hotel. I really felt like we were on our honeymoon, me a bride eager to learn how to satisfy her experienced husband. The weight of my flopping tits and my lingerie made me feel so feminine.
I opened my eyes. James' muscular chest heaved with every breath, my stocking-clad legs straddling his. James opened his eyes and looked at me. He pursed his lips in a kissy gesture. That put me over the edge. I squeezed our cocks more tightly and and felt my legs shake uncontrollably as a wave of intense pleasure swept over me. Gobs of cum spurted out of my cock, landing all over James' chest and a drop on his chin. It was the most intense orgasm I had ever experienced.
I collapsed on James, my heart pounding. I felt his big hard cock against my tummy and my cum smeared between my basque and his hairy chest. I lay there breathing heavily and feeling James' heart beating.
"That was quite a cum Diana," James said as he put his arms around me.
"I think it was my most intense orgasm ever." I raised my head and kissed James. "But I'm sorry I got carried away with my own pleasure and came before you."
"Not at all sweetie," James replied. I'm glad you enjoyed yourself and it felt good for me too."
"What can I do for you James," I asked.
"Perhaps you can go get a facecloth and clean all this cum off us."
"Of course!" I said as I licked the drop cum off his stubbly chin. I stood up on wobbly legs and went to the bathroom. I returned with a soapy warm facecloth and cleaned James' chest and cock. Then I wiped up the spots of cum on my basque.
James sat up in the bed and I straddled his hips facing him. His erection was now pressed between my bum cheeks.
"I'd love you to fuck me now," I said as I leaned forward to kiss him. I took the lube and squirted some on my hand. I reached behind me and coated his cock with lube. Then I pulled my panties aside and rubbed as much lube as I could in my love-hole.
I raised my hips and positioned my hole at the tip of James' cock. Slowly I put my weight on him and felt his beautiful big cockhead push against my entrance. I knew it would hurt a little so I alternated putting weight on his cock and releasing it, all the while holding his cock in position with my hand. Little by little James' magnificent penis penetrated my bumhole.
Finally I was ready to take him. I removed my hand and his cock slid into me as I leaned back on my haunches. I gasped with relief and pleasure. James was fucking me again!
We fucked like two animals. With my strong leg muscles I moved my body up and down his cock like a pile driver. I held on to James' shoulders and he put his hands on my hips guiding my body up and down. He looked into my eyes as I fucked him. We were both panting and moaning.
I leaned forward and kissed James with my mouth and tongue. Then I stretched forward and rubbed my bra in his face. Inside me I felt that little twitch of his cock that told me he was about to cum. I doubled down on my pumping action as he grasped my hips forcefully and screamed, "fuck Diana, I'm cumming so hard!"
I kissed James again as I felt him pump his load into me. I kept up my pumping action until his orgasm subsided. I relaxed and leaned forward against him. His heart was pounding against me.
"Seems like you had a big cum too," I said, my head on his chest. "And that was your second cum today. I thought the one at the airport was big!"
James' cock was shrinking inside me. He moved his warm daddy hands along my back as I snuggled against him. "God I enjoyed that, Diana."
I smiled with satisfaction. I enjoyed making him cum as much as cumming myself. It was the most important thing in the world right now to keep my 'husband' satisfied. That was my job and I was going to do my very best for the whole trip. I'd keep my bum hole clean and lubed, dress pretty and be available for him at all times.
"I have a restaurant in mind if you're getting hungry, Diana. Or perhaps you'd prefer room service."
It was then that I realized I was starving.
"I hate to go back to boy mode, but I'd love to walk along the strip and go to that restaurant with you." I ran my finger along his muscular arm. He tipped my chin up and kissed me. "Yeah, lets go for a walk."
"I have another outfit to wear for you when we get back. And lots more after that. I think we're going to have a great time here in Vegas."
"Yeah, I'm so glad I brought my substitute wife along. It's going to be way more fun than if Susan had come. You're doing such a good job Diana! It's our naughty secret!"
"Don't worry James," I replied. "I'll do everything I possibly can to satisfy you as often as you want. You won't be disappointed. You'll see!"
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