Chapter 1: Patrick and Cole Meet up Again:
It was a beautiful and sunny day in Florida. This was the first time at my parents' house in Hollywood Florida since I saw my best friend, Cole Benson. He had recently gotten married. Back since we were in high school, every summer, a few of us used to go spend a few weeks at my parent's vacation house in Florida. Even after we attended different colleges, Cole went to Boston College, while I went to NYU. We still made it a mission every summer we would make it a mission to still head to Florida.
We'd gone through a lot of changes since graduating from college. I would come out during my sophomore year in college and started working out regularly and eating healthy. I moved to San Francisco for work after graduating and was enjoying being in a city of beautiful men and having a great sex life. Cole, on the other hand, went from being a male slut, fucking every college chick in the city to falling in love with Vanessa. She was the captain of her college cheerleading team and a typical sorority girl; she was able to tame Cole the slut bag that he once was.
I ended being his best man at their wedding in a nice little chapel in Charleston SC. I was thrilled to be part of their big day, since they ended up purchasing a home in the Atlanta suburbs and me living in California, we hardly saw each other after that. During this time, after I moved across the country, my parents retired and moved to Spain to live their golden life. This resulted in them selling their home in Hollywood. With them selling the house, our summer getaways came to an end. During the next few years of marriage, Cole and Vanessa would spend their summers traveling the country with either their parents or there our married friends.
After a few years living in California, I was offered a great position with my company and relocated to New York City. Within the first few years of living in the city, I joined the gays men softball league and made a bunch of cool friends. Every summer, we would head out to Fire Island, and I became in love with the scene. Being out and proud and surrounded by tons of great looking, in shape men, I became a slut. Threesomes, orgies, you name it. Fire Island was just a big fuck fest. This became my yearly summer outing going forward.
It was the year I was going to celebrate my 30th birthday and I already had my Fire Island week planned with the crew, although one of them, Trevor, was backing out because he fell in love with a sexy Brazilian guy named Rodrigo and he wanted to take him to Brazil. Playing softball every summer, heading to Fire Island, I needed to keep my body in shape for all the boys, especially with the cute bottom Asian twinks I always ended up fucking. I was in the best shape of my life before my 30th birthday and on top of that, I was training for the NYC marathon.
Sometime after Memorial Day weekend, I got a call from my Cole, I haven't really chatted with him for a very long time and was kind of shocked when he called me. It was awesome hearing from him, and even after all these years, it's like time has never passed. We spoke for a very long time. "So, Patrick," he finally said. "One reason I'm calling is that Vanessa and I are going to Cape May for 4th of July week. I know its short notice, but we have an extra room. It was a nice, historical colonial house that one of their married couples owned. While it's not Florida, it's still a great place to hang out and celebrate our 30th together." Cole and I were going to be 30 this year and he and I were only 3 weeks apart regarding our birthdays. He begged me to go, so we could at least celebrate it together. Our actual birthdays are in August, but I already had plans with the crew for Fire Island to celebrate it there.
"Fine," I said, "I spend 4th of July with you and your straight married friends."
"Fucking awesome," he shouted. "The house even has a heated pool and jacuzzi." He was really selling it hard for me. "It'd be great to hang out again," said Cole.
A few weeks later, I was driving down Route 9 to Cape May, looking at my GPS for the right house. I wanted to show off a little to Cole and his friends, how I made it, so I rented a Mercedes G-Class. Yeah, NYC made me into a little bit of a diva, I will say. Cole saw me pull up and had walked down to greet me, with open arms and a long ass hug. He looked at my car and rolled his eyes and laughed.
After hugging Cole, I realized how much I missed my best friend in the world and why did it take this trip to hang out again. I am not going to lie, when we were in College, I use to lust over Cole and his body. Back in High School and College, Cole was all about playing sports. He was the captain of the football team and baseball team, both in High school and College. He was an extremely good-looking guy, muscular from playing sports and use to be a total gym rat. If you had to picture what Cole looked like, just picture Italian male model Pietro Boselli. After releasing from our hug, I felt a major tightness in Calvin Klein briefs.
However, married life had put on a few pounds for Cole. I wouldn't say he is fat but had that "I been married to a woman tiny beer belly going on". Still his body was still hot and that ASS!! Holy shit, his ass has grown a little, he might give rapper Pitbull a run for his money. The type of guys I prefer, when it comes to topping, I prefer the Asian Twinks that beg for my 7.5 uncut cock to be slammed into their tight asses. When I bottom, my go to are the hunky and manly Puerto Rican or Dominican guys from Washington Heights. Their big and long uncut cuts and their attitudes drive me crazy when they pound my ass. Cole, who is Italian, has that perfect olive skin completion and can easily tan within a few seconds. However, my paste pale Irish ass, I struggle not to get a major sunburn lol.
"Great to see you Patty," he whispered into my ears. "You as well," I said.
He guided me through the house and introduced to the two couples who were also sharing this beautiful beach house with, right next to the ocean before tossing me a beer.
"Here you go Patty, I went out and got you light beer." Cole liked to call me by my first and middle name since we were young. Cole made a snarky remark about when he handed me the bud light. I typically don't drink beer, due to the calories and feeling bloated, so light beers were the best option if I had to drink them. My drink of choice typically is Moscow Mule.
Prior to coming down here, I sucked a few cocks at the sauna and fucked a few Asian boys, to keep me in check for the week. Even though Cole has let his body go a little, I noticed after he took off his shirt later that night, he had the perfect amount of chest hair. Just the right amount and you can tell he was trimming it and that drove me crazy. In College, Cole use to shave his chest, but now...FUCK... He was still the same Cole I knew growing up, sarcastic, funny, witty and was the life of the party. Reason, why he bedded so many girls in college and so many married housewives as well.
Towards the middle of the week, on a warm late night, Cole and I were up after everyone else had long gone to bed. We were just drinking on the beach, watching the waves. "Thanks for coming, Patty." he said, he was starting to slur his words after drinking for 10 hours straight, but not fully wasted. Cole was always able to handle his liquor.
"No problem" Even with light beer, after hours of drinking and partying, it caught up to me. Cole went on to say, "Spending your 4th of July week with a bunch of boring, straight married couples, wasn't your ideal plan huh?" "Your friends are really fun to hang out with," I informed him. But Cole notice a while ago, how out of place I felt to be the only, not just single, but gay single at this party.
A few minutes went by, and Cole looked me straight in the eyes and asked with a very serious expression on him, "Be honest, Patrick James, who's more fun? Your softball Fire Island friends or us?"
"The Fire Island crew duh!" These words just vomited out of my mouth so quickly and I laughed when I said it. "Dam mother fucker, you didn't even give it a minute to think about it." Cole snorted, and I laughed. The conversation turned more serious, and Cole wanted to ask me another question. "I was wondering if one of these days you wouldn't mind your old boring best friend to come visit you and party on Fire Island, I'd love to hang out there. See what it's all about, heard its very beautiful."
Ever since I came out, Cole has always supported me no matter what, but we did live separate lives now and the question really caught me off guard, so much that I spit out my beer "What?" I looked at him with a confusing look.
"I'm serious! Maybe I could come during your yearly summer outing to Fire Island and see that side of your life. See how you gays party, we can celebrate our 30th together as well!"
I gave Cole a very strange look and said very nervously said, "I don't think this is a good idea, Cole." "Come on, Patty, nothing can shock me. Hell, Vanessa and I watch porn together and we even watched a few with two guys and a girl!" Cole went on to say, that he and Vanessa watched that HBO movie "The Normal Heart" and remembered the opening scene of Fire Island.
"WTF, really?" Like I said, Cole caught me off guard with this. He went on to say, that with his permission, Vanessa still likes to hook up with a women once every blue moon. He even went on to say, that he has joined them a few times. Vanessa is a freak, something that shocked me. Cole smiled and was looking at me straight into my eyes, knowing that this information caught me off guard, "Yep, eating pussy still turns her on and watching me eating another pussy puts her on overdrive and in the end, I get the best sex ever and she even lets me fuck her in her ass!"
Still looking straight at Cole "I have a feeling you're going to be bored and very disappointed about Fire Island, is not as wild as you're picturing it." "That means I can tag along?" Cole asked like a little kid waiting to open up presents on Christmas day. "Really, I won't cock block you Patty, it's just that I feel you never shown me that part of yourself before around me. It's been that way since college. It's like you're a secret spy, living a double secret life." Cole went on to say that recently new neighbors move in next door, a gay married couple in their late 40's. They became good friends with Vanessa and invite them over to hang out in their jacuzzi often.
"I don't live a double life" I stated. "But I do understand what you mean. I truly feel like myself, where I can feel free and safe with people just like me." I looked into the clear sky and thought for a few seconds, trying to think of any reasons to scare off Cole for coming to Fire Island, but instead I told him, "We do have a spare room in house. I'll check with the crew if they're ok with it."
Cole and I cheered our beers together and he stated. "Fire." Trying to act young and cool lol.
Chapter 2 -- Fire Island
A few weeks later and Cole met me in NYC to head off to Fire Island with the crew. After the first few hours of Cole being at Fire Island, I was starting to regret bringing him. He looked so out of place from the moment we got off the ferry, unsure of what to do or say. All around him were either naked or in tight speedos Greek gods. Many of them were in their early 20s to early 40s. There was a lot of dancing, drinking, bj's and even fucking being showcased in public at Pines Party, the main event of Fire Island for the summer. I tried to check in on poor Cole every half hour and finally asked him how he was doing.
"Do you regret coming, Cole?" I asked when we had a minute to ourselves while waiting for a drink at a bar. "Fuck no!" Cole answered, but he whispered in my ear, "I will admit I feel totally out of place, now I know how you felt hanging out with us straight folks in college and just recently a few weeks ago."
Secretly, it was adorable that my carefree, happy, and very good-looking buddy was trying to be empathetic, but I didn't like him feeling like this. "Yes and no, Cole," I answered. "I experienced living the straight life, up until I moved to San Francisco, while you're getting a quick crash course into my life, as a gay man living his happiest gay life." Cole just waived his hands in the air and showcased his award-winning smile. " It's not all that different Patty. Men, both young and old still like to party and their main goal is to get laid, rather straight or gay."
Cole did make a very good point. "Yeah," I agreed. Cole laughed and went on to say, "look at your friends Tim and Steve who play softball with you. They are married, but still love to play on the side as well." He learned about them within the first few minutes we all arrived at the house. While Tim and Steve were happily married, they were allowed to fool around with other people, even better if it resulted in a three way.
After two days have gone by being on the island and the conversation, we had seemed to break the ice and word got around about Cole, the married straight ex-jock. Man, these queens sure like to gossip. Cole was having a blast; people were buying him drinks left and right and was becoming popular with everyone on the island. During the day, we would go the beach, play volleyball and swim. At night, we would head down to the main bar area of Pines Party, drinking and dancing. I totally forgot how good of a dancer Cole was. My housemates for the week, fell in love with him and so did the rest of Fire Island, Cole was getting free drinks left and right and was chatting with everyone.
You would think a straight guy would be freaking out of many naked men on the beach, or guys wiping out their cocks at the bar to get free drinks and maybe a blowjob out of it, but it didn't. However, there was one thing that he noticed and was genuinely shocked as he kept watching a bunch of guys walk up into the dunes and walk back later with a happy smile on their faces and sometimes less clothing that they entered with.
"Are those guys?" he asked, pointing towards a couple walking up to the dunes. "Going to either blow one other or fuck," my friend Trevor pointed out laughing and slapping his hand on Cole's shoulder. "Wow, that's pretty crazy," Cole said to me after Trevor and few others around us laughed at his clueless of what is happening. A few minutes later, a young 20ish blond, slim, tanned kid shouted to Cole, "Hi Cole" and walked past us. This kid was not my type, but don't get me wrong, was very good looking.
"Hey Matt!" Cole responded back to him. Cole would then turn to me and state, he met Matt and a group of his friends at the bar earlier today while we were at the beach. They struck up a conversation waiting for drinks and Cole went on to say Matt told him he wanted to blow him. I don't know why that made me angry, but it did. I don't know if it was because Cole was becoming the talk of the island and making friends left and right or that I should be the only one getting in bed with him.
Later, that night, after having a few drinks and shots that were going down way too quickly after a day in the sun. The bartenders made sure that the shots and drinks were VERY strong. To top that, people were offering us weed and other stuff like molly. At this point, I was scanning the bar looking for potentials, as I was getting extremely horny. Cole started to notice me cruising the area, particular as this beautiful mix Asian, 6'1, with ripped abs.
"You into that dude?" Cole would ask asked. I broke my glance and laughed as I was a little embarrassed that Cole caught me. We have never talked about guys with one another, well not potentially someone I might hook up with. "Huh?" I asked. "Patty, we been here for a few days, and you've still not gotten your dick wet. I thought that was the whole point about coming to Fire Island, to have as much sex as you can possibly can." "That's not the only reason I come here." I said giving Cole a look of death.
"Whatever, Patty. Whatever you say, it must be like the main reason you come here. Am I totally cock blocking you right now?" "Come on, Cole, it's not always about sex here, it's also about being with friends, relaxing and having a good time." "Sure, it is. You say you like to come here to relax from your job in the city, but you're keeping your guard up and not being yourself with me around."
Knowing that Cole was right, like he tends to be, I said, "fuck it, you're right." I lifted my cup of Moscow Mule and said, "You ready for another beer and shot buddy?" "Duh, these guys keep giving us everything for free!" Cole said with a devilish smile. He knew these queens wanted his cock and he was living the best of his life at this moment.
After a few more drinks and shots, I decided to loosen up. I told Cole about this other guy I had my eyes on. He typically wouldn't be my type, a little older, but was a well-built, hairy chested Daddy. "I'm not sure he's, my type. I usually don't go for older men that look like the daddy type." "Daddies, what the fuck are daddies?" Cole was somewhere between amused and confused. "Some gay men go for older men, which they call them Daddies. And I guess some older men like to play the part." A good example would be Andy Cohn from Bravo.
"And you're not looking for a 'daddy'?" Cole almost spit out his drinking, laughing so hard. "Nah asshole," I responded with a bitchy response. "I'm into Asian Bottoms or Latino men if I am looking to get fucked hard, also guys my own age." I can't believe I just told Cole my sexual preferences! I went on to say, if I am really drunk, doesn't matter the ethnicity of the guy, I just looking to get laid.
With all this sex talk, you would think I might have grossed out Cole, but he nodded. "I've seen that in one of Vanessa's videos." It was funny and kind of annoying how he viewed porn like a study guide for Gay sex. Then he caught me way off guard and asked, "You prefer to be more of a bottom or top, Patty?" At this point, I don't know if it was all the booze or me being horny, but I felt comfortable discussing my sex life with Cole and let him know. "Well, versatile, it's 50/50." I'd probably regret this conversation later.
Cole put his hands on my shoulders and looked me straight in my eyes. "Patty with that body you could be scoring with anyone you want. You have a killer body, great abs and a nice ass." "I do fine in the sex department," I smiled and gushed like a little girl with, Cole's compliment.
"I mean, look at your killer body, you have packed on some muscle since college. How much work do you put in to get a body like that?" "You don't want to know Cole, I work out 7 days a week at the gym, for a few hours. Add in some cardio, running for the marathon and softball." I told him, bragging about myself made me feel good.
"Dam!" Cole smiled and patted me on the butt. "That's a lot. I'm glad I can let myself go a little with Vanessa. She likes I put on a little weight." "Well Duh! she doesn't mind," "Dude, you're still hot as fuck!" I stated, "You're an ex-jock with a smoking hot body. I see so many straight men who get married, and literally let themselves go, but not you, you still have a body of an older male model."
At this point Cole was feeling a little down and told me, "Patty, I got some serious love handles going on. I'm one of those bears you guys keep talking about." "Dude, you're not a bear." Cole smiled, feeling a little more comfortable in his skin. "You're just trying to make me feel better about myself Patty, and the reason why I am bringing this up, don't freak out, but..."
My heart felt like it wanted to jump out of my body, I have for so many years, kept my secret desire to be with Cole in check, but I knew I was crossing the line by outwardly hitting on him without even trying. "But?"
"Vanessa gave me a hall pass for the week." "Hall pass? What is that I asked?" Cole would go on and state that Vanessa one night after hanging out with our gay neighbors, while it started as a joke, she started to notice our neighbors wanted Cole bad. Many of times, they would invite them over, try to get Cole drunk and see if he would show his cock to them. Cole would go on and say Vanessa wasn't clueless and told him all these gay guys have been coming on to him, and Vanessa told me if I was interested, I should just do it."
"What the bloody hell?!" "I know, right?" I think the idea turns her on. My wife is a freak and feels bad that I allow her to go after pussy without being jealous or mad. She did make me promise if I did anything here this weekend, to let her know about it when I got home." Still very much in shock after listing to what Cole was telling me about Vanessa, "You seriously thinking about this Cole?" I asked.
"I don't know, I am curious what it would be like to be with a man." Cole saying this with this sexy grin on his face, but a seriousness to it as well. The thing is Cole went on, "you're telling me I still look hot and all these guys are googling at me, buying me drinks, it gives me this massive booster to my confidence that I needed and missed."
Then without thinking, Cole who still had on a tight form fitting T-shirt on, I told him to take it off. Cole looked at me and said "Yeah, should I?" With that, Cole took his shirt off and stuffed it into his back pocket. After he did this, I was memorized by his beefy body and kept looking at his body up and down. I couldn't believe how beautiful his body was up close, the perfect amount of chest hair on his chest and a nice patch of hair from his naval to what I imaged be to his cock. "A lot of guys go for a beefy body like yours," I said.
Just than Matt came back with a few of his friends and asked if Cole wanted to dance. Matt this whole time had been eying Cole from the other side of the bar and had eyes for Coles body. After he asked Cole if he wanted to dance, Matt kept sneaking looks over to his friends, grinning, pretty much giggling with these guys. "Oh yeah, he's into you, Cole." I grinned, slapping his back, "If you to experiment with a guy, this would be the moment." I told Cole and took his shirt and held on to it.
"Yeah?" said Cole. "Yes, very much!" I told him. Cole, a former sports guy, loved a challenge. He handed me his beer and went with Matt and his friends to the dance floor. My heart was racing. I wasn't sure how I felt with Cole potentially hooking up with this young kid, thinking it should have been me with this hot straight ex-jock. I sighed into my drink, pissed and jealous, but also happy that my straight friend was picking up another dude. It was so unreal, what just happened here.
I thought of going home and going to bed to jack off thinking of what Matt and Cole could be doing tonight. By the time I finished my last drink, I looked over at the dance floor and saw goofy Cole dancing like a clown that he was. "Cole my man, way to go!" I said to myself. Just then, the mix Asian guy I spotted before came up to me. With his gorgeous dimples, he smiled to me and spoke.
"Your boyfriend left you for someone else?" He asked. "He's just my best friend." The kid than pulled out his hand, offering to shake hands with me, "My name is Joey, what is your name?" He said. "My name is Patrick, nice to meet you, would you like a drink?"