I won a Caribbean island vacation

My first black experience during an island trip.

I was shocked when I won a charity raffle that was for a week at a resort on a popular Caribbean island, including airfare. I picked a week in the winter when it would be snowy at home but in the 80s on the island and made the reservations. It was for two people. My best friend was going to go with me but she had to cancel. My boyfriend did not have a passport, so I went alone.

The resort turned out to be very nice. My accommodations were great. It was a nicely appointed one bedroom suite. I settled in and explored the resort. It was right on the beach. It had a pool, tennis, a restaurant and bar. There were palm trees all around. This was going to be so relaxing.

Day number two was spend looking around the island and town. First I hired a cab for a ride all the way around the island. The driver spoke good English and pointed out all the interesting places and told me of things to do. We even briefly stopped at a few of them. I did notice that he closely checked me over as I was getting into his cab. He was probably in his late 40s and starting to get grey hair. One time when we stopped at a market, he was standing next to me and I felt his hand touch my ass. I assumed it was an accident and I stepped away. I had on a pair of short shorts and my swim suit top. I think he enjoyed the view. One thing he pointed out and told me about was a nude beach. I could tell that it was an easy walking distance from the resort.

After my ride around the island, I walked into town to see the shops. Many of them were tourist gift shops. I can’t say that it made me uncomfortable but I did feel funny when I saw that 95% of the people who were not tourists were black. There were almost no black people it the town I was from. I never had a black friend or co-worker. Most of my exposure to black people was on TV or in some of the adult videos I watched. They were all very friendly and helpful. Most of them spoke good, or at least some English. After a couple hours of walking around, I went back to my room and rested till dinner time. I ate at the resort’s restaurant. I had some of the local seafood. The food and the service were both top notch. Than night I went down to the bar and had a couple of Island drinks and danced with a couple people. Then I turned in for the night.

The next day, I put on my swim suit and went down to the beach. The water was calm and almost bath water warm. The guests were mostly white. The staff was all black. Young men and girls walked around asking if anyone needed anything. They brought around free drinks and some had suntan lotion that they gave you or applied if they were asked. They all had small swimsuit bottoms on but even the girls were topless. They were all young and attractive and black. That night I had a steak dinner.

I had noticed that my swim suit covered more of me than just about any other woman I saw had on. I went into town and bought a pretty tiny replacement. While I was drying it on, the young man who worked there opened the curtain and asked if I needed any help and how did it fit. I had my top off and he got a good look at my breasts. I covered them and told him to get out. He smiled and said that it looked nice. I was embarrassed but also felt a tingling between my legs as he looked at me. He was right. It was pretty and covered just enough that I did not feel naked. I never had a suit that small. I bought it and went back to the resort. I had to shave, except for a little landing strip above my crack or it would show outside my bikini bottom. I put it back on and looked at myself in the full length mirror. I liked what I saw. It made me feel really sexy.

Late the next morning, I went down to the beach in my new suit. It felt good when I saw that I was getting a lot of looks, even though I was not the only woman on the beach. I’m twenty-two. I’m 5’4” and weigh 115 pounds. My measurements are 33-22-34, with a C-cup bra size. The people on the beach were all ages and all sizes. I felt sexy. I walked down the beach with a little swagger. I made sure that my hips and boobs had a little sway.

I came to a sign that said, ‘In 100 feet, a nude begins. I stopped and thought about if I wanted to go further. I had never been naked in public. I had been naked with several guys, but that was one on one when we were screwing. What the hell, I was not going to be the only one, and there was no place at home I could do it, plus no-one here knew me. I went for it.

Just after the second sign that said, ‘Nude beach starts here’, there were numerous beach towels with piles of clothes on them. I had my towel in a beach bag that I was carrying. I spread out the towel, put my bikini in the bag and set it on the towel. I felt a combination of being both nervous and liberated. I went back to the shoreline and started walking. The further I walked, and the more naked people I saw, the more comfortable I felt. The people were about fifty percent white, that I assumed were tourists, and fifty percent black, which I guessed were a mix of tourists and locals. There were women with small firm tits and others with big sagging ones, and everything in between. There were big cocks and small ones. I had to laugh at some white guys whose bellies were so big that they would have to use a mirror to see their small cocks. On an average, the black cocks were bigger than the white cocks, but they were all sizes. Only a few guys had erections. There were even children with their parents.

The sun, the wind and the warm water felt wonderful. I had put on plenty of suntan lotion. I went back and got my towel and bag. I walked up the dune and found a private spot. I lay down to work in my tan.

My eyes were closed and without thinking about it, one hand moved to my breast and the other found its way between my legs. I was gently rubbing myself. I was very relaxed. I heard a small noise and opened my eyes. Above me was a naked, younger black man, with a big black cock in his hand. I guessed that he might be 18 or 19, no more than 20. He was slowly stroking it while looking at me. His hand only encircled half of it. It was the biggest cock I had ever seen, except in videos. I guessed it was around eight inches. It was also the first real black cock I had seen.

I thought about running away but I didn’t. He was attractive, slim and had a nice smile. When he saw that I did not panic, he dropped down on his knees next to my head and brought his cock to my lips. Again I thought about bolting, but instead, I opened my mouth. I enjoy sucking cock and have sucked several, but this was different. Again I decided that no-one here knew me from Adam.

He stretched my mouth wide as he pushed half of himself into my mouth. He put one hand behind my head and slowly started fucking my mouth. My one hand was still on my pussy, but he reached his hand down and replaced mine with his. He slowly started going deeper and faster, while rubbing my clit. I felt my body turning on. He got five, maybe six inches in my mouth but did now try to push it into my throat. I kept my lips locked tightly around his shaft. A couple of times, he went deep enough to make me gag. When he did, he pulled back. “Damn Girl, Your pussy is leaking like a screen door. I was also drooling around his rock hard eight inch prick as it fucked my mouth.

I came first, and it was a strong orgasm. My thrashing around brought him over the edge and he filled my mouth with gobs of his seed. “Show it to me before your swallow.” I did as he said. I opened my mouth wide and showed him the puddle of his spunk in my mouth. Then I closed my mouth and swallowed. Finally I showed him that my mouth was empty.

He took my hand and helped me up. My knees were weak. He introduced himself as Jabari. His accent made me certain that he was a local. “I live in a house about a kilometer from here. Will you come with me. I looked at him. I could still taste him in my mouth. I looked and he had not fully wilted. I made my decision. I agreed. We went to where my towel was. I put my bikini back on. His towel was close by, so I thought he had probably seen me arrive and then kept track of me. “I can call a cab or we can walk.” My resort unit was on the way so we stopped and I changed into my clothes. He stood there smiling. He was probably 6’2” and towered over me. I was not shy about letting him watch me change. He kissed me. His thick lips felt different but pleasant. Then we walked to his home.

It turned out that he owned the home he took me to. It was a nice home and well furnished. There was an almost new BMW in the driveway. There was a pool in the back yard. He made us rum and cokes. In less than a half hour, I was naked again, on my back with my legs spread as he slid his cock into my wet cunt. I was turned on, but it still hurt a little as he first entered me and stretched me wide for the first time. Neither one of us mentioned condoms, but I knew it was not my fertile time of the month. He reached places that had never been reached before and I really reacted. He fucked me hard and fast, but not roughly.

I came twice before he did. The second time made me grad the sheets. My mouth was wide open but no sound came out. My eyes rolled up into my head and I shuddered. I felt like I was going to pass out. Then he growled and filled me with much more cum than I could hold. I felt it running out of me. He brought himself up to my face and I cleaned him.

I spend that night and the next two days with Jabari. I did not try to count the number of times he fucked me or ate me out or I sucked his manhood, but it was a lot. After he came, he either did not go soft, or it was easy to get him back up. He liked kissing my lips, neck, earlobes and tits. It made me tingle all over. He was very willing to eat my cunt, even after he had recently come in me. We spent a lot of time out at the pool, either swimming or having sex beside the pool. I could tell that people on either side could look down on us from their second story windows. Jabari told me that it was not a problem. One time while I was riding his dick, I saw a man watching us. He took his cock out and stroked it, then he waived to us and watched for a couple of minutes before leaving.

Jabari had our meals delivered. We stayed naked when the deliveries arrived. The only time we left the house was the second evening, when we walked into the downtown and went to a nice restaurant. We walked hand in hand like a couple. No-one seemed shocked about us being an interracial couple. I had checked out of my resort and brought all my things to his house.

I thought I would wear him out, but his sexual appetite was unlimited. Finally, it was time for me to go home. He drove me to the airport. He kissed me long and hard and said that he hoped I would come back again. I got out of the car and went to the check-in counter. On the flight home I kept thinking about my three days with Jabari. I felt my panties getting wet.

We landed and my boyfriend was there to pick me up. As we drove home, he said, “Tell me all about your trip.” I was not about to do that.
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