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Pleasure Before Business

Two weeks of sheer boredom in some small, one traffic light town. I shuddered at the thought. My company decided to send two representatives to a conference to get new ideas. Of course, I had managed to piss off my boss and earned myself one ticket to misery. My companion, I learned, would be one of the newer associates named Shawn. I had worked with Shawn for almost a year and we had become pretty good friends. At least I would have someone to hang out with. Shawn lived near me and offered to drive us both to the airport. Little did I know that I would be embarking on the steamy adventure.

When Shawn arrived at my front door, I was surprised at how handsome he actually was. The drab uniform we usually wore did nothing to accentuate his handsome six foot frame. Today, he wore simple tan Dockers and a black shirt that made him look absolutely hot. He noticed me looking and smiled. Blushing furiously, I grabbed my luggage and headed towards the back of his truck. Shawn got out and walked back towards me.

“Here, let me get that for you”, he said.

As he took the suitcase from my hand, Shawn brushed his fingers over mine. The touch was almost too much for me to handle. I pulled my hand away and turned so that I didn’t make eye contact. “We should get going, you know how airport security is these days”, I quipped.

Shawn paused and then he nodded. We both got into his truck without saying a word. I pretended to be fumbling through my bag to check and make certain that I had all my tickets and paperwork for the trip. We chatted during the drive, but I think we both avoided eye contact for a long time. The rest of the day was decidedly uneventful and we arrived at our hotel late in the afternoon.

“I’ll check us in. Why don’t you see if you can find a luggage cart for our stuff?” I said.

Shawn headed across the lobby, intent on fulfilling my demands. I gave my reservation slip to the desk clerk and smiled. The clerk had been watching as Shawn and I arrived.

“Well,” she quipped, “Aren’t you lucky traveling with a piece of work like that?”

Here we go, I thought. “No, this is just a business trip” I sighed.

The clerk chuckled, “Maybe I can make it more interesting for you. I’ll give you adjoining rooms.”

I shook my head. “That isn’t necessary, we aren’t together”.

The clerk looked me in the eye, “You look like you could use some relaxation. I’ve seen these conventions before.”, she glanced up at my approaching partner, “Do yourself a favor and have some fun”. She winked and handed my our room keys.

Flustered for the second time in one day, I shoved one set of keys in Shawn’s hands and rapidly walked towards the elevators. Shawn must have though I was insane, but he followed me anyway. On the elevator, Shawn suggested that we meet in a few hours for a late dinner in the hotel restaurant. I agreed, food and maybe a few beers would be the perfect end to this day. With that, we headed to our adjoining rooms.

I was admittedly surprised by the luxury of the rooms the company had bought us. It was actually a suite with a huge king sized bed and a hot tub.

“Well, if I get lucky at least I’ll have someplace nice to come back to” I chuckled to myself. With that, I started to think about Shawn.

I sprawled on the bed and thought about how handsome he actually was. Suddenly aroused, I slid a hand up along my thigh. God, I was already wet! Slowly, I pulled off my clothes and ran my hands along my breasts, stopping to caress each nipple. I imagined Shawn sucking on them, teasing them. I slid my hand between my legs and touched my throbbing pussy, jumping at the contact. I fingered my pussy rapidly, my mind focused on creating the image of Shawn fucking me wildly. With my other hand, I guided my breast to my mouth and sucked on my own nipple. That sent me over the edge, I bucked and moaned as I succumbed to my self created orgasm. Satisfied, at least for the moment, I willed myself off of the bed and into the shower.

Twenty minutes later, a knock on the door announced Shawn’s arrival. I hesitated before I answered, thinking about my previous indulgences. Should I try to seduce him? No, things could go so wrong. I had no desire to make my trip totally miserable. Deciding to behave, I opened the door and stepped in the hallway. Shawn was dressed in similar clothes, simple yet attractive. I thought I smelled the faint pleasant odor of cologne. Shawn motioned for me to walk ahead of him. As we headed down the hallway, Shawn mentioned the adjoining rooms.

“Well, if we have any work to do for this convention, at least we won’t have to travel far to get together”, he said.

I had to bite my tongue in order not to make any naughty comments. “Yeah, it could be convenient”

I decided not to mention the rooms had been the desk clerks idea. I smiled in her direction as we walked past the front desk towards the hotel’s secluded eatery. As it was late, the lighting had been turned down to the level that is acceptable to drunks the world over. The lighting, Shawn’s musky odor, and my own desires kicked into over drive. As we sat down at a corner table, I decided then and there that I was going to get laid as much as possible on this trip. I scanned the meager population of the bar looking for possibilities and was disappointed.

Shawn, noticing my behavior, asked “Is everything ok? You seem a bit out of sorts today”.

He seemed genuinely concerned. God, he was such a nice guy.

“Yeah, I’m fine. Lets get some beer and figure out what the heck we are doing tomorrow”.

A couple of pitchers later, Shawn and I were both loosened up and chatting freely. Naturally, the conversation turned towards matter of a raunchy nature. “Oh right,” I scoffed, “You probably read those sex magazines and believe that real people have encounters like that everyday”. I laughed as I downed yet another beer.

Shawn pretended to be hurt, “But, you mean they don’t”.

We both laughed again.

“Christ it’s late”, I glanced at the bartender who was glaring in our direction. “ I guess we should call it a night”.

I left a sizable tip on the table and tottered towards the elevators. Shawn reached past me to push the call button. As he did, he leaned rather close to me and I suddenly became soaking wet. This time I didn’t look away. I glanced up at his eyes and smiled. Now it was Shawn’s turn to blush. Before I could do anything else, the doors opened. Mentally, I cursed as I stepped onto the elevator. Shawn leaned past me again to select our floor. This time, he stayed close and leaned down towards me. I gasped as his lips brushed against mine. Too soon, the elevator reached our floor. I was dizzy from lust, confusion, and alcohol as I tried to navigate the hallway. Shawn steadied me as I struggled to open my door. I hoped he would kiss me again, but was heartily disappointed when he only told me good night. Thinking I had missed my opportunity, I went to bed alone.

The next morning, I had plenty of time to consider the events of the previous evening. As I sipped coffee in the lobby, I mentally berated myself for my actions. How stupid could I be, even thinking about having sex with Shawn. Glancing around, I noticed a tall figure headed my way. Bracing myself, I waited for Shawn to reach me, half expecting him to tell me he was headed home on the next flight. Instead, Shawn greeted me with a warm smile and an offering of aspirin if I had a hangover.

“I’m a professional at the drinking game, my dear”, I smiled back, “I already took aspirin and drank plenty of water”.

Shawn’s smile got even bigger, “Well then, you will be ready for the second round tonight then”, he gave my leg a playful pat.

We chatted some more, neither of us mentioning the previous evenings kiss. I paid for my coffee and we headed towards the convention rooms. Having never been at a convention before, we wondered around looking lost. A rather lanky gentleman took notice of our plight and wondered over in our direction.

“Hi there, I’m Don. Seems like you two are a bit lost.”

He seemed pleased with his obviously vast powers of observation. Fortunately, Shawn was far more diplomatic than I was and asked our new guest what was going on.

“Well, I’m going to fill you in” Don tucked his hands in his pockets before he continued. “ It works like this, the meetings are repeated twice a day. If you miss the morning one, just be here for the afternoon session. When everyone works together, we get done in about three or four days and have the rest of the two weeks to hang out and relax.”, he grinned at the look of astonishment on our faces. “Just don’t blow it for everyone, got it?”. Shawn and I were no dummies. We were both up for a little R and R from the business.

After a few hours we were free for the day. “Damn, I thought this was going to suck” Shawn said as he opened a beer for each of us. “I never thought we would be spending our days next to the pool”.

I grinned as I stretched out in a lounge chair. “Well, I’m not going to complain. I plan on having a good time, if you know what I mean." I suddenly froze, remembering the kiss the night before. I prayed that Shawn didn’t think about it.

As if he was reading my mind, Shawn turned to me and asked “What do you think about having friends with benefits?”

I nearly choked on my beer “What exactly are you talking about?”, I hoped my response was nonchalant enough.

Shawn paused and looked at me for a minute. Damn it, he knows what I am thinking. “You know, two people who are friends and enjoy each others company. Two people who might enjoy closer relations without the commitment of a relationship. That kind of thing”, he leaned back in his chair and looked away.

Aha, I thought, he is interested! I tried to play it cool. “Well, I don’t think that there is anything wrong with a little non-committal sex between friends myself."

I quickly took another drink to calm myself. Shawn smiled, but didn’t say anything else. After a while, I decided take a swim and head back up to my room. I dove in the pool and swam around a bit. I noticed that Shawn seemed to be trying to watch me. I smiled to myself. At least he thinks I’m attractive, even if he isn’t going to do anything about it. I tired of my current game and pulled myself out of the pool.

I walked past Shawn and said, “I’m going to the showers to rinse off. Want to get dinner later?” I realized that my nipples were extremely hard and obvious under my bathing suit. That fact wasn’t lost on Shawn.

“Sure”, he stammered.

I looked over my shoulder, “Ok, meet me at my room around seven”.

With that, I decided that I had tortured Shawn enough and headed for the poolside shower to rinse off. It was getting late and no one else was around, so I had the shower to myself. I climbed under the stream of hot water and relaxed as it cascaded all over my body. I nearly screamed when I felt a set of lips caress the side of my neck. Shawn pressed his body against my back and I turned my head to look at him. Holding me tightly, Shawn leaned forward and kissed me. I sighed as his lips parted and his tongue sought mine.

We finally broke apart and I turned to face Shawn, “What are you doing?” I gasped.

Shawn looked as though he could barely speak. “I, uh, I’m sorry. I’ll go.”

He started to turn away from me. I touched his arm, “ I never said I wanted you to leave.”

I pulled Shawn towards me. I slid my hands up his chest, feeling the muscles quiver at my touch. It pleased me to feel such a powerful body underneath my hands. I suddenly wanted more. I caressed his neck and face, wanting to spend hours exploring Shawn’s body. He looked embarrassed and unsure of himself. I kissed him this time, running my fingers through his hair as he slid his hands along my back. I felt his manhood slowly growing against me as I pressed towards him. I needed him, all of him, and I needed it now. I started to pull Shawn to the floor, I didn’t care about anything. My lust knew no limits, I had to have him. Shawn stopped me.

“No, not like this. I have to talk to you before we do this”, it almost sounded like a plea.

The seriousness of his voice made me settle down, “It’s ok Shawn, really. I to be with you. I..” Shawn pressed a finger to my lips.

“Please, lets go upstairs. I really need to talk to you before we do anything else.” I could feel his cock throbbing as we stood pressed together.

“Ok, lets head upstairs.”

I couldn’t believe how hot I was. Frustrated that I couldn’t immediately have what I wanted, I grabbed a towel and walked ahead of Shawn towards the hotel lobby. My friend the desk clerk looked up as I walked past. I glanced at her and offered the faintest smile. She grinned broadly and looked approvingly at Shawn, who was trailing behind me. It made me feel as though I had a new pet and made me feel powerful for some reason. I grinned at the thought as Shawn and I climbed in the elevator. While he was making me wait for sex, I decided that I was not going to wait to check out his package any longer. I smiled seductively and slid my hand down the front of his swim trunks. He gasped as my fingers caressed his manhood. Pulled him closer and licked one of his nipples, earning another gasp for my efforts. As the doors opened, I walked away quickly, forcing Shawn to almost trot to catch up. Two can play at the teasing game, I thought. I reached for my door, but Shawn stopped me.

“Let’s go into my room” he guided me to his door.

I was confused, but shrugged my shoulders in agreement. I was very horny and getting tired of playing the waiting game. My frustration quickly evaporated when we entered Shawn’s room. There were roses on the bed and a room service cart with fruits and chocolates. Of course, the ice bucket with several bottles of beer seemed out of place, but, the whole idea seemed so sweet. Shawn noticed that I was checking out his choice of beverage.

“I didn’t know if you liked wine or anything like that” he said sheepishly “I went with something I knew you liked."

I was overwhelmed by the whole thing and all I could do was nod. Shawn guided me to the bed, I thought he was finally ready to get hot and heavy.

“I have to make a confession”, Shawn’s shoulders sagged a little.

I immediately thought the worst and got a bit defensive, “Oh, is this where you tell me that you are married and have decide that you made a mistake?” I wasn’t certain where that came from, this was just supposed to be a romantic encounter. Why did I suddenly care so much?

Shawn shook his head, “No, I just am confused and I need to tell you something before…”

Good luck, at this rate you aren’t getting anything. I started to get off the bed.

“Wait, please. I want you so bad, please stay”. I paused and looked at Shawn. He looked so innocent, I relented and sat back down.

“This isn’t exactly what I was expecting, you know” I fidgeted with the corner of the bed spread, “You were so hot and seductive earlier in the shower and now you don’t seem interested."

Shawn blushed furiously. “I really do want you, but I don’t know how to please you.”, he deflated and looked away.

“Good God, don’t tell me your are a virgin!” I realized as soon as I said it that it sounded harsh. I quickly recovered, “You are so handsome, I figured you would have scores of girlfriends."

Shawn turned his head towards me, “I’ve been with plenty of lovers, but they were all guys.”

My mouth dropped. Being bi myself, I never saw a problem with anyone’s sexual preference, but I also though my gaydar worked better then that. “I never even thought that you were gay, Shawn. You never discussed anything about it”.

Shawn shrugged, “I haven’t been in a relationship since I started working with the company”, he rubbed his hands together. “ I didn’t feel like being with anyone for a long time. And then last night, when we were standing so close by the elevator, I couldn’t resist kissing you. I haven’t stopped thinking about it.” Shawn stood up, almost as if he expected me to reject him. “I thought that if I hinted about sex, maybe we could just play around and I could see what sex with a woman was like” he paused and swallowed, “But, when we started kissing, I realized that I haven’t ever felt like this before. I had to tell you. I just…”

He paused and turned around, almost as if to run away. I suddenly had to hold Shawn. I stood up and walked behind him, touching is back. “Its ok, Shawn.” I caressed his shoulders and walked in front of him. “I don’t have any problem with being your first woman” I was touched that he wanted to share that experience with me.

Shawn kissed my hand, “I think I might get a bit more attached than just being a friend with benefits. I just don’t know, I’m scared”.

I kissed Shawn’s lips, feeling the heat start to rise between my legs again. Shawn wrapped his arms around me, pulling me closer to him. I felt the hard, hot bulge in the front of his pants twitch as I again nibbled on his nipples. Shawn guided us towards the bed and groaned as I slid his swim trunks down and off of his legs. I gasped as I finally got to see his cock spring to life. It must have been eight inches long. I ran my tongue along its underside, flicking my way across its head. Shawn gasped and groaned. I stopped long enough to kiss his deeply before I returned to his quivering cock. I licked my way back down to his smooth balls and sucked each one into my mouth while I caressed his shaft. Shawn spread his legs and ran his fingers through my hair, “Oh God!”.

I smiled and returned to tasting his body. I licked my way up his washboard stomach, stopping every once in a while to nibble and bite. His entire body trembled as I teased him. Suddenly, Shawn pulled me up towards his face. He looked at me with lust filled eyes and begged me to make love to him. I kissed Shawn’s begging lips and pushed him down on the bed. If this was his first experience with a woman, I was going to make it last. I continued kissing him and a caressed his body, slowly rubbing my hands down to his cock again. I began stroking his engorged member with long, full strokes until he was thrusting his hips and moaning loudly.

“I’m going to cum if you keep doing that”, Shawn gasped.

Smiling, I continued. We would have plenty of time to get familiar with each other, so I was going to enjoy being in control this time. Shawn suddenly went rigid and reached for me. As I allowed him to pull me towards his waiting mouth, I started stroking his cock even faster. Shawn’s hips started bucking wildly as our lips met in a lusty kiss.

I felt Shawn’s hot, wet seed empty out of his cock. I slowed my hand and let Shawn rest for a moment. He pressed against me, holding me tightly. Shawn’s hands started to explore my body, making me shudder. I rolled onto my back and Shawn began licking and sucking my nipples. Soon, I was the one who was groaning as he returned the teasing favor. Shawn began licking my body, slowly working lower and lower towards my simmering pussy. He spread my legs apart and kissed the insides of my thighs, driving my wild.

“Christ, lick my pussy! Please!”, I begged.

With that, I grabbed the back of his head and tried to push him down. “Easy, love. I’m new to this remember?” Shawn slid a finger into my pussy, making me scream out. Shawn lowered his head and started to lick my swollen lips. For a pussy virgin, Shawn was quite skilled in the oral department. He soon had me on the verge of orgasm. As I crossed that threshold, Shawn slid a finger into my twitching ass. The surprise of this penetration made me buck my hips wildly. As I lay gasping for breath, Shawn continued to cover my body with kisses. He kissed me deeply and then slid between my legs. I could feel the heat of his erection as he pushed his hips toward me and it drove me crazy.

I wanted him inside me, fucking me. Shawn paused for just a second, then plunged his cock inside my folds. His lips locked against mine as he slid his manhood in and out of my hot, lusty hole. I dug my fingernails into his back, encouraging him to fuck me harder. We transformed from two hungry lovers into one lust-filled beast, grunting and thrusting in a desperate attempt to satisfy our needs. Shawn’s thrusts became faster and more erratic and I knew he was about to share his cum with me again.

I ground my clit against him and bit his neck, crazed with lust. Shawn thrust deeply and I could feel his cum filling my pussy. I wrapped my legs around him and held him tight, not wanting the moment to end too soon. Shawn looked into my eyes and opened his mouth, wanting to say something. Words seemed to escape him, and Shawn satisfied himself by collapsing next to me and holding me. We must have lay there for hours, not speaking. Finally, Shawn rolled onto his side and looked at me.

“Well,” he looked embarrassed again, “How, um, how did I do?”

Honestly, it was the best sex I had in ages. “Not bad, I think we need to experiment more. Don’t you?”

Shawn looked eager to please. Now, I could say that we spent the rest of the trip in bed. What fun would that be. I think I’ll make everyone wait for just a bit, right now I’ve got more fucking to do

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