Where do I begin? Well let me introduce you to my best friend, Mike. The story goes that back in kindergarten he walked up to me one day and asked, “Hey do you want to be best friends?” To which I responded, “Sure.” And that’s that. Best friends ever since then.
As we continued to grow up, Mike became hotter and hotter. Mike wasn’t the jock type at all. In fact, he was a kind and gentle teenager, who knew he looked good, but never flaunted it. While we remained best of friends, a lot of girls started giving him a lot of attention. How could they not?
Mike, to me, was heaven. Of course being a closet gay, I admired him from top to bottom. He’s a tall, 6’4″ drink of water, 100% Irish, with the bluest eyes and cutest face you could ever imagine. Perfect hair and to top it all off, the perfect personality. He was funny, yet kind. He was the biggest, most gentle sweetheart you could ever meet.
So of course, growing up, I’d have many a nights, fantasizing about him and imaging what his cock must look like. I blew many loads thinking about this. As we grew older, like late teens and early twenties, I noticed a change in him. Like I said, he was always trying to be funny and always the jokester. So one day we’re all hanging out at a friends house, drinking and laughing and having a good time. He said he had to piss, so he went behind the shed (why he just didn’t go to the bathroom in the house, I could never understand) to do his business. When he came back, he came back with his dick hanging out of his pants, swinging. Now this was the first time ever that I ever saw his cock and it was flaccid and huge. I was practically drooling. Of course he made some dumb remark, like “Is it windy out here?”
Everyone chuckled and of course a few of the bros had to scream out loud in disgust, yelling “put that shit away bro!”
I laughed but secretly was lusting to get that dick in my mouth. Now flash forward to us being 23. By this time, him having his cock out here and there became a regular thing. Always as a joke, but always showing off. He was pretty big. I’d say like 7 inches flaccid, so he used to do the classic “helicopter dick” all the time. I always enjoyed it but would roll my eyes here and there too, not to look suspicious.
Anyway, all the guys, a total of like 6 of us, were all hanging out at my house one day and we were talking about how we should plan a guys trip somewhere and escape the grind. My parents had a timeshare that could be transferred anywhere, so I offered it up and suggested Florida. I told them how they’d only have to pay for their plane ticket and food and drinks. Everyone got excited and agreed that we should do it.
So I went ahead and transferred the reservation to a place in Orlando. I paid the transfer fee and booked my flight. I texted all the guys and informed them, giving them ample notice to book their own flights. Well when it came down to it, everyone backed out last minute, giving some bullshit excuse. When I finally went to Mike, he claimed he couldn’t go. I was so angry because even my best friend was backing out on me. So he asked me what I was going to do and I said I was going to go because I already paid for my flight, rented a car and paid for the hotel. He thought I was joking and when he realized I wasn’t, he said he’d go, completely out of pity.
So we arrive in Florida and ended up getting a free upgrade to a Jeep. It was a great surprise and a great way for us to start our vacation. When we got to the hotel, they welcomed us and gave us the room key. When we got to the room, however, it was not what we expected. It was supposed to be a dual suite with two separate suites and instead we basically got a honeymoon suite. Legit, there was one bed, heart shaped and the only bathroom was in the bedroom where there was a door to the toilet by itself and the shower had a glass door where you could see in. There was a hot tub in the middle of the room. It was so weird that we both looked at each other, like WTF?!
So me being naive, didn’t think to go back and request a different room and just basically said let’s make the most of it. We agreed that we’d take turns sharing the bed and the couch, but it ended up that he just stuck to the couch and I stuck to the bed. When he needed the bathroom, I’d go out into the living room and give him his privacy and he’d do the same for me. We just made it work.
Luckily this place was more of a family resort, but it was off season, so there wasn’t a lot of families and we were allowed to bring in whatever we liked, since our suite had a full kitchen. So we went to the local Walmart and got food and a shit-ton of beers and alcohol. So one night we decide to check out the resort pool and hot tub. We brought a six-pack with us and chugged them down while relaxing. We started talking and the topic of getting laid came up. He asked if I’d give him the room if he could get some and I said sure, as long as I could watch, jokingly. He laughed and said sure.
As we finished the last of the six pack, we decided to head back to the suite, where we continued to drink. We turned on the TV but basically just sat and drank and bullshitted and talked. He’d go outside on the balcony every so often to have a cigarette. He would tell me stories about him and another mutual friend (one of the guys) would hang out naked or go to the nude beach or how they shared this one girl together in a threesome. He talked about being naked a lot and eventually the subject came up again about being laid. He said he hasn’t gotten any in a long time and mentioned how he’d even let a guy suck his dick, that he was so desperate. Of course that sparked my curiosity and I inquired more.
I asked him, “Did you ever get your dick sucked by a guy before?”
“Yeah,” he replied.
“Really!? When? Who was it? How was it?”
He then proceeded to tell me about this kid in high school that we both knew and how he let him blow him backstage a few times. He said it felt great but that he wasn’t gay and that how he’d never suck dick ever. I told him that that was some crazy shit and I’d never think that he’d allow that to happen. He claimed, “Why limit yourself to pleasure?”
So throughout the evening, we watched stupid shit on the TV and continued to drink. Now we’re at the point of us both being piss drunk, I turn to him and say, “Dude, you’re always talking about being naked with our other friends. Why can’t we ever be naked together?” He looks at me and says, “Why aren’t we naked now?” I reply back, “Good point” and we both strip down, swing cocks and all.
I had never been naked in front of anyone before, except the men that I had slept with, so I was nervous, but also confident, mainly thanks to the alcohol. He proceeds to go outside for another cigarette. At this point, it’s well into the early hours of the morning, so I go and join him. I have a raging hard on at this point and we’re sitting outside on the balcony naked. We’re talking about our cocks and I said, “Bro, you’re not even hard and look how fucking huge your dick is. I’m hard and you’re still bigger.”
He looked over at me and said, “Oh wow, you’re right.” As he continued to puff on his cigarette, I try to test the waters to see where this could possibly go. So without almost no hesitation at all, I say, “Bro I want to see it hard. I can only imagine how big it would get.” He starts to stroke it and play with it in front of me as he puffs on his cigarette. Once he finishes the cigarette, he doesn’t say anything and proceeds inside.
I follow him, now nervous that I said something wrong. He grabs another beer and sits down. Spreads his legs wide open and says “Do you have any porn we could watch?” I grab my iPad and say, “Yeah, give me a second.”
I walk over to the TV and attempt in my drunken state of mind to connect the iPad to it. As I’m trying to get it to work, I playfully bend over a few times and push my ass out to see if he’d take the bait. Of course he doesn’t, but it was worth a try. When I finally get some porn on, I sit next to him and wait to see what happens.
He grabs his big cock and starts stroking it while I sit next to him. I’m literally staring in complete awe and him, his dick and at the fact that he’s stroking his cock right now, right in front of me. As he continues to get hard, I’m already there. I’m just in complete shock that this is even happening that he stands up to go and take a piss and I didn’t even realize. He said he had to piss and he’d be back. I said I needed to as well and he basically invited me to join him, so I did. We crossed swords and then headed back to the living room. We sat down and jerked our cocks some more but then he said he was tired and technically I was on his bed, so I said ok and turned off the porn. As I was heading to the room, I turned to him and said, “Bro, you can sleep in the bed with me. It’s fucking huge.” Much to my surprise, he agreed rather quickly.
He was adamant about putting a body pillow between us, to which I obliged. Sometime throughout the night, the body pillow was removed and I woke up in his arms. He slept with his arms up and behind his head. I was right in his armpit, resting. I took one strong sniff and just basked in his manliness.
I decided to take a risk and I slowly reached down to touch his cock. I figured we were both piss drunk and he was passed out. As soon as I reached for his cock and touched it, he woke up. “What the fuck bro!?”
Never in my life did I ever, in one fail swoop, jump back and replace the pillow he had put between us. I was hoping I could confuse him and have him think he was dreaming, but it didn’t work. He got up and went outside to the couch.
The next morning, I woke up naked and alone in the bed. I wasn’t sure if I should put clothes on or stay naked. When I went outside, he was still asleep and completely naked. I decided to proceed naked and pretend to have a hangover and not remember much. I walked out and woke him up.
“Mike… Bro.. Mike… wake up bro.”
“What? What’s up?”
“Dude what the fuck happened last night? I can’t believe we drank so much.”
“Yeah bro. Are you naked man?”
“Yeah, so are you. Guess we decided to let loose? Haha”
“Yeah, I guess so.”
I never mentioned what happened and he didn’t either. Either we both decided to play the drunk card or he really didn’t remember. I had only wished that I had just sucked him then and there.
