For whatever reason, it just never happened. We had each other’s backs through our individual strings of shitty relationships throughout high school, college, and beyond. We always knew more about each other than anyone we were dating. There were some close calls, especially in college when alcohol was introduced into the mix, but there was always something that held us back. Maybe it was the fact that we already knew how bad we both were at relationships and didn’t want to fuck up our friendship.
As the years went on, we grew closer and closer. It was that closeness that ruined a lot of our own relationships. I can’t even count the number of guys and girls that left us in that time because we spent so much time with each other. I totally understand it now, too. Nick is a really attractive guy - a little over six feet tall, lean and muscular. Guys didn’t want me hanging around with him so often; they couldn’t believe we were just friends. Girls were the same way with me. I could tell the instant I met them that they didn’t like or trust me around Nick. And who could really blame them. I’m a petite girl with blonde hair and perky breasts - who would want that around their boyfriend all the time.
But like all things of this nature, lines were bound to be crossed at some point. Perhaps if we were not habitually terrible at being in relationships, it never would have happened. One night, after about two bottles of red wine, Nick and I were doing our usual bitching about our current relationships. She was too needy for him; mine was too insecure for me.
“Jesus, Nick, I swear we’re just going to have to forget this whole dating thing and just fuck each other already,” I joked.
“Tiff, you couldn’t handle it, trust me!” He shot back.
It was a joke we had made about a thousand times over the past couple years.
“Oh please, you and that little dick wouldn’t last two minutes!” I said, laughing.
“Little dick?! You must be talking about someone else!” Nick replied.
“Oh, yeah, Mr. Big Shot? Prove it,” I challenged him, the wine making me a little more aggressive than usual.
“Oh, don’t be ridiculous. We make the same jokes week after week and it always ends the same. It’s like a game of chicken!” he said.
“Chicken? You’re saying I would stop first?” I said, growing stubborn.
“I know you would,” he said, defiantly.
“Pull it out then. Let’s see who the chicken is.”
Lines were definitely being crossed as Nick stood up off the couch in front of me and hooked his thumbs into the waistband of his athletic shorts. He gave me a look as if he was looking from me to stop him. But I dug my heels in. I was not going to let him win this stupid game.
He shrugged and yanked down his shorts, revealing himself to me. My jaw must have hit the floor. I sat there staring at what was easily the largest cock I had ever seen. Even soft, it must have hung down six inches. Seconds passed but it felt like minutes. Time slowed down.
I remembered this was just a game and decided to step it up a notch. I reached out and grabbed it while looking up at him, smirking.
“What have you been hiding from me?” I asked, feeling him growing in my hand as I slowly stroked it.
No more words were spoken. The rest of our clothes were torn off in seconds and we spent the next twenty minutes sucking and fucking each other to powerful orgasms.
However, that is not the story I want to tell today. My story today is how that encounter changed our relationship for the naughty and turned us into a devilish sexual duo. Today’s story is about a game we started playing after a few months of being fuck buddies. Like I said, we weren’t the relationship types and knew it...
***
I’d won an all-expenses vacation for two after being the top salesperson for the fourth straight quarter. I certainly wasn’t going to waste the trip by taking the guy I was about to break up with so I asked Nick if he cared to join me for a free week in Jamaica. He had more vacation days than he knew what to do with so he took the week off and came along.
On the second night, we found ourselves in the hot tub next to the private pool that was only shared by a handful of other villas in the resort. We were drinking, laughing, and joking like we always did. The best part of our arrangement was the lack of pressure we put on ourselves. Our occasional romps in the bedroom did not affect our friendship in the least.
A young couple approached the tub and asked if we minded them joining us. We said of course not and invited them in. They introduced themselves as Tina and Phil. After a few minutes of small talk we found out that they were on their honeymoon after being married the previous weekend. They were probably in their mid-twenties and were somewhat nerdy in character. She was petite like me, with dark brown hair and smaller breasts. He looked like an accountant - a little paunchy but not terrible looking. They were a cute couple and seemed to be a great fit for each other, looks wise.
“How long have you two been together?” Tina asked us.
Nick and I shot each other a quick look that told us both all we needed to know. Time to play a little game.
“Oh, gosh, what has it been? About seven years?” I asked Nick.
“Eight. Eight years!” He playfully corrected me. “At least one of us can keep track of it!”
“Well, it’s tough because we’ve been together for so long and have been married for a little over two. Sometimes my math isn’t great!” I said and we all laughed together.
“Oh my, you two seem like newlyweds, too!” Phil said.
“Do you guys remember that gameshow? Newlyweds?” Nick asked them.
“Oh sure! The old one where they would ask the couples questions separately and the other would have to guess what their spouse said!” Tina said, excitedly.
“I think we should play, guys!” I said. “We can whisper the answers to each other's mate and see who knows who best!”
“That sounds like fun, Tiffany!” Tina replied.
“Alright, Tina, let’s switch places. We’ll go by the honor system. No cheating!” I teased.
The game was on.
We had done this before. Well, not this exactly but something similar. We knew what we were doing.
After a few questions and everyone getting more comfortable with each other, I started getting closer and closer to Phil when we would trade answers. On top of that, I wasn’t moving away quite as quickly. As the game went on, I noticed Tina noticing my actions just like I had hoped. No matter how cool a woman thinks she is, she will never be one hundred percent okay with a cute, busty blonde hanging all over her man.
That was part of the plan though. It was a tactic. Women are territorial. When she saw me getting close to Phil, she started to do the same to Nick. It was her way of trying to even the score and make me jealous, whether she was doing it consciously or not.
About thirty minutes had gone by and the game was still in full swing. Nick sent me a glance that told me it was time to make our moves. Now, had we brought up swinging or trading partners, they would have gotten up and left. The key is to not make it a rational decision.
Because of the bubbles, we were hidden from the chest down. I took advantage of that fact and let my hand make its way over to Phil’s crotch. He was startled but clearly didn’t want to make a scene so he just shot me a quick look that said what the hell?! I gave him a quick wink and turned back to the game. An advantage to looking like I do is that men aren’t very quick to tell me to back off.
Little did Phil know that something similar was happening across the hot tub from us. I knew Nick’s move. He’s smart too. Had he gone right for Tina’a pussy, she would have slapped him and left. He simply pulled out his monster dick and directed Tina’s hand to it under the bubbles. I knew when it happened because I was looking for it. Her eyes went wide with shock - first from his bold move, then because of what she felt.
There we were, a pretend couple and a newlywed couple playing with each other under the cover of hot tub bubbles. Tina and Phil were clueless as to what was going with each other and Nick and I wanted to keep it that way for now.
It was my turn to be bold since I knew what Tina was doing over there. Funny how women seem to be so much less jealous of how I act with their man once they get a handful of Nick. I saw my opportunity during the next question. When we got it right, I acted overly excited and leapt into Phil’s lap, giving him a big hug. As I did so, I was sure to grind myself down onto his hard cock, rubbing it against my bikini-clad pussy.
He knew what I was doing and gave me a look as if he didn't know what to do. He was a man with a woman all over his dick for the last ten minutes so, of course, he wanted to fuck me, but his brand new wife was sitting only a few feet away. He honestly looked tormented.
“Nick, will you come with me to grab a beer?” I asked sweetly.
“Aw, come on, honey. I’m pretty comfortable here. Phil, would you mind going with her?” he replied.
“Oh, uh… sure, yeah…” Phil stuttered. “Let me just finish this beer and I’ll be ready to go.”
What he meant was Please stop touching my cock for a minute so I don’t have a boner when I get up!
I got the hint and let go of him. I could tell that Tina had not stopped stroking Nick, though. Her shoulder muscles were rippling just slightly, so I knew what she was doing.
About a minute later, Phil asked if I was ready for that beer and we got up and exited the hot tub, leaving Tina and Nick alone. Once we got down the hall and around the corner, I turned and pushed my body up against Phil.