Kinky Exhibitionist Vacation: A Surprise Voyeuristic Dinner

After my stay in Cancun, I decided my next stop was Jamaica. I was going to stay in the Caribbean for as long as I could. A long, kinky exhibitionist vacation was exactly what I needed to refocus myself. I made a phone call home to Jason, my big dick neighbor to join me.

He sounded hesitant but I assured him I had everything taken care of, and his flight would leave tomorrow morning on the red-eye.

As I boarded my flight to Jamaica, I was disappointed that Caesar was not my pilot this time. We had so much fun on the last flight I had hoped to get myself ready for Jason, but it looked like I’d be going solo during this flight. It wasn’t a long flight; I’d had time enough for a few glasses of champagne and to finger myself while flying high above the beautiful blue sea.

I finally landed in Jamaica as soon as I hit the street, I could feel the sweat rolling down my tight little ass.

I was so glad I was wearing a short sundress and no panties, they had been ruined on my flight here. It was nice to arrive a few hours before Jason, allowing me to get everything ready for our sexy weekend. Jason told me he had to be back Sunday evening for work on Monday, so this gave me just a little under 48 hours to fuck and get as fucked by that big dick as much as possible.

I made my way to the suite; it overlooked the beach, perfect for a kinky exhibitionist vacation.

The bathroom had an oversized hot tub and a huge shower with a bench. I had purchased the sexiest little corset with matching panties. This entire weekend was about Jason and his big dick stretching my tiny pussy.

As I started to down more and more champagne waiting on Jason to arrive, I decided to get myself ready for him to walk through the door.

I began to slide my fingers in and out of my pussy, getting flashes of all of my kinky exhibitionist vacation trips this summer. Caesar face fucking me at 30,000 feet, the double penetrating massage. My pussy exploded dripping onto the bed, and as I was about to cum, I heard him. Jason was standing at the end of the bed watching me, I never even heard the door. There he was naked stroking his massive cock, watching me play with myself.

Jason gave me a sweet kiss, then grab a handful of my long hair and shove his massive cock into my throat.

I think he missed me as much as I missed his massive cock. He showed no hesitation with fucking my face, holding his cock deep in my throat as I gagged for air. I could feel my mascara running down my face as he pushed his cock back even deeper than before. I wanted so much more, he slid his hand from the base of his cock to the tip collecting all the spit and rubbing it on my face.

Oh how I had missed him, I opened my mouth stuck out my tongue and felt him spit into my throat.

He grabbed me again and drug me down to my knees, turned me around and wasted no time with filling my asshole with his massive cock. He completely skipped my dripping pussy and went straight for what makes me cum the fastest. I could feel his massive throbbing cock as he released a massive load of cum into my ass. I could tell he was saving it for me. Jason pulled it out of my ass and forced it once again into my throat, it tasted so good.

We cleaned ourselves up and I informed him that I had a special dinner planned. After that fucking, I almost changed my mind.

We got ready for dinner. I put on a sexy little red dress and I had bought him nice khaki slacks and a tight white button-up shirt. Jason looked good enough to eat, and that’s what I was going to do at dinner. Food and drinks had ended; it was time to spring my surprise on Jason. As he looked away I crawled under the table and unzipped his pants. Jason’s cock was still throbbing from earlier in our kinky exhibitionist vacation. I grabbed it with both hands and licked the tip, I felt him jump.

Just then the table cloth comes off the table and there are two women holding him down in the chair and all eyes in the restaurant are on me.

I start to jerk him off harder and faster spitting on it and licking his cock. Placing it just far enough into my throat that I could feel him shake. I didn’t tell him this was a voyeur dinner, the kind where people watch you fuck in public. Jerking him off faster and faster just as he was about to cum, I stopped. I climbed on top of him grabbing his dick ever so tightly and shoved it into my dripping cunt. Beginning to ride him hard and fast; this was the first time I’d ever been in control of Jason and the best part there was a lot of people watching us. I started to bounce harder as my titties popped out of my tight red dress. All I could do was moan louder and louder.

I missed his giant cock so much, and as proof began to squirt all over him.

There was so much cum coming out of me, I’d never cum this hard. Was it Jason? Or was it the people watching us? Who cares, I jumped off and let him blow his hot cum all over my face. I grabbed his still throbbing cock and rubbed the cum all over. I knew I had surprised him with a kinky exhibitionist vacation.

The girls let him go as the restaurant was applauding us, I pushed all the cum into my mouth.

We made our way back to the suite to finish out the weekend of fucking and drinking. Jason had to go home the following day, but not me. I was on my way to Cuba to finish my kinky exhibitionist vacation. Jason will always have a special place in my pussy, and I know he will be ready with that giant cock when I get home.

Phonesex