Two days in Paradise | 2016

I never wrote anything like this before so I guess I should start with a little about myself. I'm 5'8, 175. Athletic but still a little chubby you could say, all in all I'm an average looking guy. Alittle back story I guess. So I was in the military and while in there is made some friends who became my brothers. All 5 of us were grate friends and always hung out and we all got out at the same time. We stayed in touch through a group chat that is still going on 3 years later and once a year we all meet up in one of our respective states. So this year we met up with our buddy in Florida, which was cool because I have never been there. Our buddy wanted us to really experience Florida so he said we should stay at this resort (really just a condominium complex) he found for 2 nights and 3 days on this island, we were all down. So first day was mostly getting everyone up from a hang over sleep and getting everyone in the car for a 2 hour ride to the island. We got there around noon, got to the place and dropped off our stuff, and then went and got some lunch. We went back to the place we were all staying to change and get stuff for the beach. The beach was just across the street from the complex which was nice. We chilled there for the day, swimming in the clear waters, playing games and such. When I noticed that there were people on jetskis I made it my mission to find where they were renting them. After looking for sometime I found a table that was renting out all these water things, including jetskis. So I went to the table and I had to take a test for a temp boating license before I could get it so I did and I was the only one who did so I was the only one who could drive it alone, if anyone else wanted to drive I had to be on riding bitch. So I finish the test at 1730 and they stopped renting at 1800 so I decided to rent it the next day. The rest of the evening and night was spent getting wasted at the bars and messing with the ones trying to sleep. So day two is spent enjoying a hangover and seeing the island. Checking out the shops and the other beaches there. After a nice breakfast at a small café we go to the beach 2 miles from where we are staying. The beach was nice, water was clear, but it's just a beach where people swim so no renting things. I said fuck this I want to ride! So me and 2 of my friends hopped on the free tran they had going up and down the island and took it back to the rentals. When I go up to the table to rent the jetski there is this woman there who is renting a padle board. This woman is fucking gorgeous and drop dead beautiful. Cuban, about 5'4, long brown hair, amazing body, about a B-cup and the best ass I have seen in a long time. I would never in a million years be able to get with this girl. So I try make a little small talk while getting everything in order for the rental but it is over quick. I've never been the best at talking to girls, I can open just fine but holding the conversation is hard for me. So I go into the water and my buddies are riding with me and I while riding I see that on the paddle board, I yell out to her and ask how the paddle boarding is going and after a joke or two between us I ask if she wants to ride? She says yea. So we're riding on this jetski, she's driving, I'm driving, we ride for 10min and then stop to look out towards the ocean and enjoy the site and talk and get to know each other. This girl is amazing! Let's call he May, there are so many things me and May have in common it is ridiculous. I have never had such a weird feeling of connection with a person before, it was crazy. So after about 2 hours of riding with my all 4 of my friends and her the day is winding down. My buddies haven't eaten since breakfast really so they want to go get a bite from the bar on the beach. I tell them I'll catch up, I going to chill and soak in the site. May chills with me on the beach and we talk some more and so I say that I'm going to go back to the place we're staying at to take a shower and if she wanted to meet up in a bit at the bar. She said yea she's down but she wanted to come back with me to check out the place, I thought in my head "you dirty, sexy, girl!" So of course I said okay. When we got there I showed her around and said I'm going to hope in the shower, she then asked if she could go after and I said jokingly "we could just shower together" and she then dropped her bikini top and said okay with a laugh and smile. Instantly I grabbed her and we started making out moving into the shower. I grabbed her amazing ass as we kissed more passionate, biting her neck, sucking her nipples, she then pushed me against the wall and kissed me down to my dick. That was some of the best head I have had in a long time, it felt so good that I had to take this to the bed. We get the shower and don't even dry off, we just moved straight to the bed kissing and grouping each other. I laid her down and started kissing her down to her breast sucking and biting her nipples then kissing her down her body until I got to her pussy, teasing her by kissing around her pussy and biting her inner thigh, she was moaning and the suspense of tasting her was kill me. I then started to eat her out, licking and fingering her. She was holding my head tighter and tighter moaning loader and loader till she finally came. I then rolled her over so I could see that amazing ass and then slowly rubbed my dick up and down her pussy before I put it in. I gripped her hips so tight as I fucked her harder and harder, she was screaming my name as I fucked her and pulled her hair. Her pussy was so fucking wet and just the right amount of tight. I fucked her for at least 10min, going fast, slowing down, making out, till finally I couldn't hold it and I pulled out and she rolled over and sucked my dick and took all of my cum down her throat. She was amazing. After everything was said and done me and her met up with my friends at the bar and me and her got to watch the sunset over the ocean. It was amazing. The next day was more so just checking out, packing everything up and going on our way. May had to go back to her friends house after the bar and she would send me snap chats all night and all day. The connection was incredible, but sadly she was on vacation as well and lived across the country from me. We talked for awhile after I left Florida but nothing ever came of it. Those two days on that island will always be the most amazing two days ever. That island was truly Paradise