Okay, so let me give you some background on the story first. I’m a 17 year old male from the Midwestern United States. I stand at 6 foot 2, I have a brownish blonde kind of hair color that I usually gel so that it stands up. I also have blue eyes. I’m a slim, kind of skinny guy with some muscle and a 6 pack. I’ve had plenty of experience with girls, and I always considered myself straight for I never found a guy attractive. I do admit, however, to a bit of a curious side I have. I had wondered at times throughout my life what being with a guy would be like, and I admit I have watched and been turned on by gay porn. However, I never met any guy who I felt attracted to and never felt any attraction to any of my friends nor could I ever ever see myself in a relationship with a man. But anyways, here’s my story.

So about three weeks ago, I left to go on vacation to a resort in Los Cabos San Lucas, Mexico. It was kind of like an early spring break considering it occurred late in February. The resort was beautiful, and I’d manage to go down to the resort pool and mingle with people there and buy beers and shots of tequila and what not at the tiki bar in the pool. So about my fourth day in, there I was with a nice buzz going from the alcohol, and I was in a great mood from the beautiful weather. I was sitting on a seat at the pool tiki bar when a guy sat next to me and ordered two shots of tequila. I was immediately interested in making conversation, as I was with strangers at the pool in the days before.

Before I could even start conversation, the guy was served his two tequilas. He then simultaneously turned and passed one of his shots of tequila to me and gestured at me to take it. So I took it and immediately thanked him. He slammed his shot, so then I felt obligated to slam mine. I thanked him again then introduced myself. "Hey, my names Ryan" I said. He then introduced himself as Michael. Through conversation, we quickly learned a lot about each other. He was a 25 year old entrepreneur who inherited a business from his family. He graduated from the University of Wisconsin and was engaged. He said he brought his fiancée with him to this trip.

For the first time in my life, I was having a conversation with a man that I was actually attracted to. I could feel my swim suit grow stiff from looking at him and listening to him speak. He had bleach blonde hair gelled up in a spike like mine, with piercing blue eyes. In some ways, he looked similar to me except for that he had more of a baby face and my face looked more mature. His body looked more mature than mine though, as his arms were bigger and he looked more filled out. Not to say that he was fat though, he had a very attractive body that looked even hotter with the water and the sun glistening on it.

I almost felt intimidated by him and embarrassed to tell him I was 17. So instead, I decided to tell him I was 18. We continued talking, he was an interesting guy (which made me even more attracted to him). "Look over there" he said pointing at a woman walking on the cement headed toward a spa chair. The woman’s most notable feature was her large, beautiful ass. I could tell she had a gorgeous body, and as she sat down I could tell she had large tits. "That’s my fiancée" Michael said. At the moment, I felt more jealousy towards Michael than I did attraction. "What do you think of her?" Michael asked. "And be brutally honest" he added. "Would you fuck her?"

Those words really caught me off guard. I was not expecting Michael to ask such things about his incredibly hot fiancée, but I figured it was probably just the alcohol. So I responded laughingly "hell yea I’d fuck her, she’s a dime! You’re one lucky guy." Michael thanked me, then went on to describe the wild sex he planned on having with her that night. I almost started growing annoyed of the conversation because it seemed like he was just bragging, but then he said something that caught my interest. "We’re into some kinky stuff too, like couple swapping stuff" said Michael. My erection started increasing. I asked Michael to explain what kind of stuff. He then went on to describe one of his kinkiest sexual fantasies, which involved watching a man fuck his fiancee as he partakes in the sex and makes love with both the man and his fiancée. I was in shock upon hearing this. How could this really be happening? I’ve had fantasies before in my life about conversations like these that turned into a sexual encounter, and I knew that I had to act right now to have a chance at this if I wanted it.

I asked him if he had ever experienced this fantasy before with his fiancée. He responded that he hasn’t yet, but that the couple was in Mexico together for his 25th birthday and that she owed him a really kinky time. I felt as if precum was already oozing out of dick in this drunken, horny, overwhelmingly excited state. Then, Michael decided to drop the bomb. "Would you be interested in doing this with us?" He asked.

It all made sense now, why he sat down next to me and got me a drink and started conversation. He sat down next to me because he planned on having a threesome with me and his wife. I was so incredibly nervous/turned on. I said yes, I was interested. He then replied with "follow me" and immediately made his way out ofthe pool and towards his fiancée who was laying in the spa chair, enjoying the sun. I followed him, getting even more excited now that I realized I may be fucking a gorgeous woman. When we got right next to his fiancée, Michael opened his mouth and said "Julia, the time for my gift is now. This is Ryan. He will be joining us." I gave an awkward smile and wave to Julia, who I could now see was just as hot as she appeared to be from in the pool. She had black hair tied in a pony tail, she was wearing a hot pink bikini, had beautiful brown eyes, luscious tits, an hour glass figure. She truly was a dime. Julia smiled, then without a word she stood up and lead the way back to their room. Michael and I followed, hypnotized by Julia’s porn star ass in her bikini bottom.

I entered Michael and Julia’s room, as excited as I’ve ever been, and followed the couple into their bedroom. Julia sat down on the bed as Michael and I were left standing and looking at her. Julia proceeded to take off her bikini top, revealing to us her perfect sized nipples on her amazing tits. I swear, these things had to be at least a D in size. I looked over and saw Michael take off his bathing suit, revealing his erected penis. Michaels cock was about 6 inches or so. It was a bit fatter than mine but not quite as long. Seeing Michaels naked body turned me on just as much as seeing Julia’s tits. I couldn’t describe how horny I was! I followed Michaels cue and ripped of my bathing suit, revealing my fully erected dick. Michael was looking at Julia and then at me, stroking his cock while looking at us. I started stroking mine too, but I tried not doing it too aggressively in fear that I might cum.

Julia then leaned on her back and took off her bikini bottom, revealing her bald pussy. She had a slightly large clit, but nothing too big. Her pussy looked simply incredible. Michael walked up to me and put his hand on my cock. I stopped touching myself and looked at him. He directed me over to the bed that Julia was laying on with my cock in his hand, and had me lay on the bed. "Pleasure her" he told me. Without even thinking, I burried my face in Julia’s pussy and ate her out. The pussy didn’t have much of a taste to it, which I liked. It was warm and wet though, and boy was it pretty. I tongue fucked and fingered her pussy as she started moaning. She wrapped her legs around my head and bucked her hips when I started getting her good, and boy I was I having such pleasure. Michael then made a gesture for me to raise my hips as I was laying with my stomach flat on the bed. When I raised my hips, Michael slid his head under with the back of his head on the bed. He then kissed the tip of my cock and licked it. I lowered my hips so that he could take my cock into his mouth. At this time, I was also eating out Julia.

I received the best blowjob of my entire life at the moment. I swear, I might’ve cummed in under a minute. It was the most intense orgasm of my entire life, as I bucked my hips and practically fucked Michael’s face as I shot a huge load into his mouth. What made it even hotter was having Julia’s pussy in my face. Michael finished he off, sucked all the cum, and swallowed. He then told me it was time for us to reverse roles, as he wanted to please Julia. So I got up and allowed Michael to lay down with his stomach flat on the bed as he put his face on Julia’s pussy like mine had been. Now, here was the moment of truth. Seconds after receiving my first blow job from a man, I’d have to suck my first dick. I was pretty nervous. I did just as Michael did, laying the back of my head on the bed and sliding underneath Michael as he raised his hips. He then lowered his hips, and I made first contact with his good looking, cut 6 inch cock. I first kissed it on the head, then touched my tongue to the head. I proceeded to lick him up the center of his shaft all the way to his balls, and back down again. I then took his whole cock in my mouth and bobbed my head with my tongue swirling around his cock. Dick sucking just came kinda natural to me I guess.

I could tell by his body’s reactions that he loved it, and he started bucking his hips in my face as I had done to him, sending his cock deeper in my mouth and throat. After no more than five minutes, I could tell he was ready to cum and I was excited. I had never tasted anyone’s cum, not even my own. I kept sucking and felt his dick vibrate in my mouth. Next thing I knew, several spurts of cum were being shot into my mouth. I tasted the cum and swallowed. What an experience.

This entry is pretty long, so I’ll end it here. More happened in this story, and I’ll share it if anyone’s interested. True story.