There are very few guys in my life that I can sleep with and be absolutely sure it won’t change our friendship. He is one of them. We had been friends for years with no sexual contact, not that I ever expected any from him. Sure, we flirted, but most of our conversations were soothing each other from our daily perils. We talked about our families, our jobs, the things that broke our hearts and made us the people that we are today. I considered him part of me almost instantly. It’s not often I feel that connection with anyone. Normally, in order to keep a wonderful, friendly relationship such as ours, sex is absolutely out of the question. I guess there are always exceptions to the rule.
“You up for lunch today?” he asked.
“Eh, I want to, but I really have to get ready for this trip. You know me, so overly organized. I get anxious!”
“Which beach are you going to this time?” he asked with a giggle.
“Hey!! Who said I always go to the beach for my business trips?!”
He looked over my shoulder at my suitcase contents: flip-flops, bikini, bikini, sunblock, sundress…
“Yeah, ok fine, I’m going east this time. You wanna come? I have an adjoining room because I thought my assistant was coming, but she’s not. You can have the other side and be on the beach for a few days sipping Mai Tai’s,” I said, trying to entice him into a much needed break.
“Um, yeah, about that…no girly umbrella drinks for me. I’ll take a manly beer haha! Ok well, it’s only a few hours away, can I just meet you there? I have a few things to finish first,” he said.
“Absolutely! Don’t be late!” I wrote down the hotel address and room number for him and he left.
Daydream driving
It was about a four-hour drive and usually I utilize the time making phone calls to the family, but this time I got stuck in a daydream. For almost four hours I envisioned us on the ocean front balcony, in the hotel room, on the beach. We weren’t just hanging out; we were fucking like wild beasts! What the hell was wrong with me?! He was practically family to me! I couldn’t have sex with him; it would ruin everything.
By the time I got to the hotel, I was so wound up from my visions of our bodies together and the fact that my fingers had wandered between my legs that as soon as I got to the room I had to take care of myself to relieve some built up frustration. I have to say, that was the hardest I had cum on my own with no toys in a long time.
As I was getting cleaned up and changed, I heard the adjoining door open.
“Hey! You got here fast!” I said, expecting him.
“Actually, I was here a while ago, but it sounded like you were… busy,” said the pretty girl who was none other than the assistant who wasn’t supposed to have been going to the meetings with me.
“Oh, um…yeah, you know. I thought you weren’t coming!”
“I thought you’d never cum,” she said with a grin as a blush crept up my neck and to my cheeks, “I had a change of plans and thought you could use my help.”
“Yeah, absolutely! This is great. I just um… I told my friend he could have the adjoining room. Guess he can just stay with me, no problem.”
“Are you sure? I can get another room,” she said.
“No, no. There is no point spending the money when the clients already bought the room for us. It’s all good,” I said, wondering how I was going to hold back my sexual urges when he was going to be staying in the same room with me.
Getting tipsy
After a late afternoon meet and greet with the clients, my assistant and I headed back towards our room. I caught sight of him at the pool bar as we walked by and grabbed my assistant’s arm to detour her towards the alcohol.
“Excuse me, Sir. Are these seats taken?” I asked, pointing to the lounge chairs on either side of him.
“No, but they are wet,” he said as he threw beach towels on each of them.
They’re about to get wetter, I thought. I introduced him to my assistant as we ordered umbrella drinks from the pool server.
“I saw the other room had stuff in it. I assume it’s yours?” he asked my assistant.
“Um, yeah, sorry. I made the trip out at the last minute, but I did offer to get a third room!” she said.
“Babe, I just figured you could stay with me. All I ask is that I get some room in the bathroom before my morning meetings. You know how I am. I hate morning!” I told him.
“Sounds like you had this planned all along, little girl!” he teased. “You just want me for my body, I know it.” he said with a smirk.
Again, a blush crawled up my neck, but I didn’t have to answer since our drinks had arrived so quickly. We all held a toast to the beach life and settled into an evening of drinking and light food to counter the alcohol…at least a little.
It wasn’t long before my assistant and I had a decent buzz and had stripped out of our meet and greet dresses, down to the bikinis we wore beneath. We had done this so many times; we knew the easy way to go from business to pleasure, and pleasure seemed to hit us harder than usual. The flirting between the three of us was nowhere near low key. We went from calmly hanging out in the pool looking at the beach, to skinny dipping at the beach in less than two hours. So much for the food countering the alcohol!
“We should head back to the room,” he said, putting his arms around our waists and reeling us in.
“Yeah, I should probably go to bed,” my assistant said.
“Oh no, this night isn’t over. You aren’t getting away that easy!” he said as he lead us towards the hotel, gathering our stuff as we went.
When we got to the hotel room, my assistant tried to walk to her door, but he caught her wrist. He used my room key to open the door and brought us both inside. With one hand, he pushed me hard and fast against the wall and began kissing me, still holding the wrist of my assistant. She tried to speak up, but he pulled her in closer and stood her against the wall.
There we stood, my assistant and I, our backs against the wall and him in front of us with his arms to either side, caging us in. For a moment, no one said a word. All we could hear were our heart beats and quickened breathing. He moved his hands behind each of our heads and began kissing my assistant. She put up a brief resistance but then gave in to him. I tried to move, but he grasped my hair tighter.
Fulfilling a fantasy
“Since I don’t have my own bed, I think you girls should make up for it,” he said in a tone I hadn’t heard from him before.
I tried to protest, to tell him we didn’t mean to not have an empty room, but he hushed me with a deep kiss as he led us to the bed. In no time, we were out of our bikinis and he out of his trunks, rolling around on the bed kissing on each other.
“Awww, poor baby wanted his own bed. Perhaps we should leave you alone and go into the other room?” I asked.
“Don’t you dare. I want both of you to fulfill a fantasy for me,” he said.
“Oh really. And what is that?” I asked, moving closer to my naked and blushing assistant.
“I have never had two girls suck on this hard cock of mine. If you two take care of me tonight, I promise to take care of you tomorrow night. We’ll just make this a fantasy weekend sexcapade,” he said stroking the 8 inch.
I looked at my assistant and we both smiled. We had all had so much to drink; it was a wonder we were not flat on our backs. I got off the bed and onto my knees with my assistant in tow. He looked down at us, grinning wildly. He stood and his cock stood proudly before us.
I reached for him, licking and flicking the head with my tongue. It was so smooth and full, just as I had imagined it. My assistant reached in and began cupping his balls, fondling so gently. He was so rock hard; it took all my might not to back my ass up into him, but I was a good girl. This was his night. I began sliding his cock slowly over my lips and tongue, then back out. Each time I would go deeper, never quite taking him all in but teasing as long as I could. Most guys would take control, not being able to handle the torture, but he was patient and very… receptive. As I moved my head back to the tip of his cock to lap up his pre-cum, I motioned for my assistant to get in on the action.
She wrapped her lips around his shaft as I sucked gently on the head and simultaneously we slid from tip to balls sucking and licking every inch as he watched, moaning. He put a gentle hand on each of our heads and somehow I felt comforted. I wanted to suck on him all night, please him, entertain and take care of him.
When we reached the tip again, I backed off and let my assistant get a taste of that amazing cock all to herself. I pulled her hair back into a ponytail, keeping it out of the way so we could see her pretty face doing such a dirty deed. Her lips stretched around his girth as she slid down to his balls and lingered there for a minute. I grabbed her ponytail a little harder and pulled her back. I helped her get her pretty little face fucked. I guided … or rather forced her head back and forth, making her choke on that huge fucking cock till tears were streaming down her rosy cheeks. I finally gave her a break and let her come up for air.
I took him slowly into my hot, little mouth, swirling my tongue around the tip, taking him all the way in, making sure my tongue circled the whole length on the way down and adding just enough pressure on the underside of his shaft to make his toes curl. My assistant took his balls in her mouth and sucked gently on them as I continued my slow torture.
When I looked up at him, I saw he was watching me, a smile on his face. My eyes grew wider as I realized it was my turn to get my face fucked. There was nothing gentle about it. He grabbed my head with both hands and fucked his aggression away while my assistant continued gargling his sack. Finally, he said he was going to cum. We both sat up just in time for him to spray our faces, necks, and tits with a hot, creamy load. It dripped from our lips to our nips, covering us so perfectly. I never took my eyes from him as I watched the ecstasy pass over his face.
When the last drop splashed onto our skin, I looked at my assistant and we reached for each other and kissed. We sucked and licked his cum from our cheeks and tits until every drop had been devoured. It was a perfect climax to a perfect day. Guess we’ll see what tomorrow may bring!