A couple of years ago, when my boyfriend and I were getting out of college and starting to work, we decided to take a nice trip together. He was doing well at his job, so we had some money saved up and always wanted to go to a nice resort together. We picked a nice tropical country to go to, booked a resort on the beach, and went off.
I was still pretty new to cheating on my boyfriend and having affairs. I only had a few cheating experiences at this point and was enjoying it but still really inexperienced overall with men and sex in general. I had only been with my boyfriend and a handful of other guys at this point. This happened about two and a half years ago when I was twenty-two.
The resort was so nice, with clear sand, amazing weather, great beaches, and tasty food and drinks. We were thrilled with our decision. There were seats to lay back in and hammocks along the beach we'd relax in while having drinks. One day, we were approached by a friendly stranger while lounging. He was tall, muscular, black, mid to late thirties, wearing red swimming trunks and black sunglasses. I was wearing a lavender two-piece bathing suit with jean shorts over the bottoms and sunglasses. When he turned to smile at me, I noticed he had such a great smile.
"Great day it is today, a beautiful day at this beautiful resort," he said to us.
"Yeah, it's amazing!" I replied.
"It is, how are you two doing?" The tall hot man asked us.
"Great! Enjoying our afternoon drinks," I told him.
"I might have to join you two, you have the right idea," he said while smiling and laughing. "Can I get you two any refills? Anything new to drink?"
I thought it was so sweet of him to offer, at first we said no but thanked him, and he said he wanted to buy us drinks and we gave in and let him bring us some new drinks. We started chatting about where we were from, what brought us to this resort, what we liked about the country, and where else we wanted to go. He was a great conversationalist and the time flew by chatting with him. While it was all three of us talking, it eventually became more of a one-on-one conversation between me and my new friend.
After chatting it was time for my boyfriend and I to go and eat as we were getting pretty hungry. We said our goodbyes to our new friend and went off to the diner at the resort. After lunch, I wanted to relax and read a book on the beach and my boyfriend wanted to do some exploring. We agreed to go our separate ways and meet back up in a few hours. I told him where I would be and if I wasn't there I'll be in the room. I laid back and read my book on the beautiful beach for a bit before hearing a familiar voice. It was my new friend I met a few hours ago.
We started chatting again and he asked me to take a walk with him to a nice place along the beach. I accepted and put my book in my bag and went off. We got to the spot and it was really nice. A little bit secluded with great scenery. We sat on the beach next to each other talking and laughing. Our conversation turned a bit flirty and he put his arm around me, resting it behind me to my side. He gave me some compliments and I returned them. We were both smiling at each other and I could feel tension building. I looked up into his eyes through our sunglasses, nervous to make a move and wondering if he wanted to and hoping he would. Finally, he leaned down and kissed me.
I kissed him back, and then we kissed again and again until we were making out. He put his hand on my waist and I placed my hand on his chest, feeling his pecs. I leaned back onto his arm resting behind me, supported by it and feeling his muscles. I wrapped my arms around his neck as we kissed harder and he tightened his grip around my waist. After making out for a bit he asked me if I wanted to go back to his room. I eagerly accepted with a smile.
We walked back to his room briskly as he guided me. He opened the door and I followed him in. I passed by him, turned around, and he shut the door. He walked up to me and we embraced again wrapping our arms around each other and continuing our make-out session. He walked me towards the bed as I stepped backward letting him guide me. He gently pushed me back onto his bed and I brought my legs up and wrapped them around him.
I don't want to type out everything that was said, but he was making comments about loving slutty white girls on vacation. I giggled at his flirting and told him I had never been with a black guy before. He told me that it was my lucky day and we both smiled and laughed. Our hands roamed each other's bodies while making out with him on top of me. He felt my breasts over my top, my waist, and my butt over my jean shorts. I felt his muscular and defined back, shoulders, abs, and then reached over his trunks and felt the outline of his dick.
"Wow," I stated as I felt the size of it.
"You like?" he asked me.
"Mhm," I moaned into his mouth.
"Why don't you take it out?" He asked me as he got off of me and sat on the bed next to me.
I sat up, brushed some hair out of my face, and slid off the bed onto my knees. I rotated and scooted myself between his legs and undid the string on his trunks. I grabbed the sides of it and he stood up a few inches off the bed as I pulled them down his thighs. As I slid off his trunks the base of his cock became visible, and the more I pulled the more I got to see before it sprang up in front of my face. His cock must have been about 8 inches at least, and the biggest I have had at this point and probably ever. I pulled his trunks off his feet and tossed them to the side.
"Wow, guess what they say is true," I joked.
We both laughed as I took his dick in my hands and gently stroked it. He moaned as I touched his growing cock and I brought my lips closer and took his head into my mouth. He moaned and called me a good girl, which I loved. I stroked the shaft of it as I brought more and more of it into my mouth. I sucked the first few inches of it while massaging the rest of his shaft and balls. It was pretty thick as well, not just long. I ran my tongue along the bottom and swirled it around his head. I had only taken a few inches of it at this point but I was enjoying sucking it. I could feel my pussy quiver and get wet as I got more and more aroused while giving him head.
I attempted to take more and more of it into my mouth and I felt it activating my gag reflex and there was still a lot to go. I took as much as I could in my throat before gagging and having to pull it out. He laughed as I gagged and I smiled while looking up at him.
"Relax," he assured me.
He grabbed my hair by its messy bun and guided my mouth back onto his cock. I placed my hands on his thighs to brace myself, opened my mouth as wide as I could, and relaxed my throat. I looked up at him into his eyes as he guided my mouth down his cock.
"Relax, shh," he continued to assure me.
I let him push my head down his cock as I stared into his eyes. I gagged again and he pulled my head out by my hair. I loved how caring this stranger was being, I found it very sweet how patient he was. He pushed my head down a little farther this time as I looked up into his eyes, trusting this man. I could feel the tears in my eyes but I was determined to take his dick into my throat. Every time I would gag he would pull my head back and tears would drip down a bit.
"Good girl. Take it. Just relax," he said praising and comforting me.
I loved his reassurance, praise, and patience. I was getting very aroused by it, as well as having a hook-up with such an attractive man. I had taken almost all of it before I gagged again. We kept repeating this process until I finally was able to take his entire cock into my mouth and throat.
"There you go, good girl," he praised me.
I stared into his hungry eyes feeling like I might burst as I held this position as my nose was on his pubic mound and his balls on my chin. He moved my head back a bit and then forward again, moving my mouth up and down his cock. His pace picked up as well as the distance he moved my head. He stood up and soon, he was fucking my face as he moved my head up and down his shaft while gripping my hair.
"Take it, take it all," he told me.
I was gagging and had spit dripping down my chin but I kept my composure. We continued to gaze into each other's eyes as I was determined to please him while simultaneously enjoying his cock. He moaned as he fucked my throat, slamming my head up and down on his cock. After fucking my face he held his cock down my throat all the way and held my head down with my nose smushed against his pubic mound and chin pressing against his balls staring intensely down at me.
He released his grip on my hair and I took my head away and took a deep gasp of air. I panted a few times and looked back up at him. I'm sure I looked like a mess, with my already messy bun even more messed up, spit dripping down my mouth and chin, and tears streaming down my cheeks. I felt slutty, especially since I was cheating on my bf, and loved it. He looked down at me and smiled and I smiled back.
"Good job," he told me.
"Thanks," I replied, smiling and proud of myself.
He sat back down and grabbed my hair and brought my mouth back to his cock. I took it in and resumed sucking it. He reached down and touched my breasts over my top. He slipped his hand inside my top and pulled one of my tits out and caressed it. He gently pinched my nipple as I moaned with his cock in my mouth.
"You like that?" he asked me.
"Mhm," I moaned with a mouthful of cock.
He picked me up below my arms and stood me up while standing up himself. He rotated me and pushed me back onto the bed. He looked down at me, got on top, and kissed my breasts. His hands groped me over my top and pinched my hard nipples that were poking through. He ran his hands down my body to the top of my jean shorts, undid the button, the zipper, and then pulled them off. He smiled and I asked him what he was smiling for.
"You look like you are enjoying yourself," he told me while looking at my swimsuit bottoms.
I looked down and saw I had a large wet spot on my lavender bottoms. In the midst of focusing so hard on taking his cock I had forgotten a bit about how aroused I really was.
"Oh," I told him, giggling a bit, feeling a bit awkward.
He laughed back and got back on top and put his hand on my pussy, over my bottoms. His touch felt amazing. His other hand found my breasts and massaged it over my top, before pulling it to the side. He took my nipple into his mouth and sucked it while massaging my pussy and I moaned in pleasure. He reached around, took my top off, and grabbed both of my breasts in each hand. He sucked on each of my nipples as I put my hands on the back of his head, pushing him into me.