Date: Mon, 27 May 2013 21:10:52 -0400 From: Frank Grimes <fgrimes4@gmail.com> Subject: Better With Company Better with Company As a 36 year old married professional businessman, I consider myself fairly conservative and straight-laced. I don't travel for work often except for business conventions a couple times a year. I've always found that the moment I get off the airplane in an unfamiliar city by myself that a secret part of me awakens. It's as if secret inhibitions and teenage level hormones take over. Now, this change doesn't occur all of a sudden but starts off with a feeling of being a bit more energized and excited and once the trip is over subsides rapidly. For the most part, these trips and accompanying feelings result in not much more than exploring a city's bar district by myself or splurging on the pay-per-porn on the hotel TV. A couple times I've flirted with some ladies at a bar more than my wife would like to have known and sometimes I've explored that city's online personals postings but nothing more. Back in March, I took a trip to Troy, Michigan just outside of Detroit. It seemed a typical suburbia with usual chain restaurants and hotels. The difference this time was that I had to travel with my company's lead engineer to assist with the more technical aspects of the convention. I wasn't pleased I wasn't alone, a part of me felt frustrated that my inner horn-ball couldn't be let out but not much I could do so figured I'd make the most of it. My coworker engineer, Jay, is a lot like me. He's married, mid-thirties, pretty good looking, and fit but not all-star athlete shape. One thing I know for sure we have in common is a love of throwing back some rounds after work is complete. So while I couldn't explore myself in this new town I was ok with having someone that I could drink with and share some laughs. Jay and I got off the plane in Detroit and went to get our rental car. He has a professional assistant that took care of our travel arrangements so I was pleased everything went smoothly so far. The flight included upgraded seats and our rental car turned out to be a luxury SUV. We made the drive out to Troy and decided to check-in to the hotel before we hit the conference. We rolled into the Marriott, left the car out front, and proceeded to the registration desk. It was there that things got a little hairy. He went first and got his room key and then I followed giving the clerk my driver's license and corporate credit card. After a few minutes of the clerk typing furiously into the computer I started to get concerned. He looked up at me with a regretful frown and told me that he couldn't find a reservation under my name. I insisted that if my coworker had one that I too should have one but he checked what seemed like a fifth time and still couldn't find me. No sweat though, I have executive status at this hotel chain so I figured I'll just buy a room on the spot. I knew it'd be more expensive but hell it's not my money, the company makes me travel I figure I'm going to be taken care of. I couldn't believe it when he told me that the hotel was completely sold out as likely most hotels in the area were because of the convention. It seems this area didn't normally get conventions this size and the attendees really maxed out the room capacity. I started to get pretty enraged at this point and demanded to see a manager, call the 800 support line, scream some more but it was to no avail. They tried the 4 other only hotels in the area for me and all gave the same response. At this point I was ready to head back to the airport and forget this whole trip but then Jay came up to me sensing my anger and tried to calm me down. He called our CEO back home to give a summary hoping for some reprieve or solution but the CEO asked to speak to me. Once on the phone I got a torrent of yells from the CEO regarding my lack of loyalty to the company, how I was putting my comfort above the priorities of the company and the good I could do at the convention, and that I should stop being a baby and just room with Jay. My jaw was hanging as the CEO hung up on me making it clear it was my problem not his. I looked at Jay and recounted the one-sided conversation I just had. But instead of seeing anger that I expected, Jay just shrugged and told me it was no big deal. His old company apparently forced shared hotel rooms when they travel and he just got used to it. He said it'd even be fun and that we'd raid the mini-bar to run up a serious hotel charge and get back at the cheap CEO. I was still pretty pissed but Jay's reaction sort of helped to calm me down and get over this annoyance. Seeing him not frustrated at all made me feel sort of self-conscious about my outburst. I still hadn't roomed with anyone except my wife since my road-tripping days with college buds years ago so I was feeling somewhat self-conscious about how we'll manage dressing, showering, and general housekeeping. Fortunately, the convention was extremely busy and as the CEO guessed, seemed to be very profitable for the company and myself. I mostly forgot about the hotel debacle and got absorbed into the day of selling and networking. By six-thirty, Jay and I were exhausted but feeling good about ourselves. We decided to hit the happy hour circuit in the area and before I knew it we were 6 drinks deep and laughing about the suckers and nut-jobs we encountered that day. The only real interruption was Jay's constant elbowing whenever a hot babe walked by and his very detailed critique of her assets. By drink round eight we were starved and the crowd was starting to dissipate. I couldn't believe it when I checked my phone and it was already 11:30 at night. We must have tried 4 different places to get some food but being the suburbs everything was closed up for the night. Neither of us really wanted fast-food so Jay suggested we hit up room service back at the hotel. All of a sudden, I remembered the hotel room situation and I felt like I immediately sobered up, partly with renewed frustration (I really wanted to go to bed and jerk-off) and embarrassment that we were now going to the same hotel room. As we walked into the lobby to the elevator, we passed by the hotel bar which was still open with a light mixed crowd of other business types feeling the effects of too much booze. When we got to the room, my frustration turned to extreme embarrassment. How could I not have even inquired whether the room had two beds? I just assumed that when bunking together was brought up that Jay would have at least mentioned that he only had a single Queen bed. But strangely, Jay didn't even flinch as if it didn't bother him the least. However, I think expecting another outburst from me, Jay quickly went to the mini-bar and pulled out a ton of liquor and beer. He went to the phone and ordered almost a dozen items to eat which just got us both cracking up all over again. We started with a tequila shot and started drinking the beer while taking an occasional shot of whatever tiny bottle he pulled out next. Before I knew it, Jay and I were sitting on the bed together, wolfing down sliders, quesadillas, and shrimp cocktails. Although this was not my plan, I felt some of that traveling excitement surge in me. I was thoroughly buzzed and stuffed and our laughter and storytelling had me letting go of any pretention about the indignity of having to share a room with a coworker. In fact, while reviewing some of the talent we watched at the bar I was starting to really get horny and I felt a partial stiffening in my pants. Through our conversation, Jay and I both realized that although we considered ourselves faithful to our wives, we'd both been a bit frustrated lately with all the house projects and errand running we had to do in our little free time at home. We also both realized that some extreme flirting with another woman was ok as long as the wife didn't know. At this point we remembered that the downstairs bar had some ladies still hanging around and we decided to go and test our "skills" at picking up women. When we got down there I think Jay took this challenge more seriously than I did at first. I really didn't intend to go to the bar to try to fuck anyone, I just saw it as harmless fun talking up some middle aged hotties. Jay though made significant progress with one brunette in particular. Only a couple drinks in from getting there, he was rubbing her back and whispering jokes into her ear. After a few of the jokes I felt her look over at me and sort of size me up with her eyes. She was probably 45, very fit, and with a solid 36C rack. As the hotel bar cleared out, it became just the three of us although it sounded like a party of 20 people the way we were shouting and laughing. It didn't take long for the hotel manager to tell us they were closing up and asked us to leave. By this point both Jay and I were taking liberties with getting close to our new brunette friend, Annette and we certainly didn't want the party to end quite yet. We joked about coming up to our room for some leftover room-service and more mini-bar raids but I brought up the inequality in our matchup. Jay clearly had the edge with Annette and I saw an uncomfortable night ahead of sitting in the hallway outside the room while they fucked the night away. At that point, Annette strangely brought up that she had a friend in her room that'd likely be interested in joining us and pairing up our numbers. She warned me that she was younger than her but that she had a strong appetite for sex. I couldn't have been more thrilled. I already went this far and my wife was home asleep in another state, it was time I take this traveling adventurous edge to the next level. At the very least, I knew that Jay couldn't say anything because he would be just as guilty as me. So, Annette promised to get her friend and meet us at our room. Jay and I went up and the waiting started to feel like ages. I was just about to give up and assume we were ditched when a knock came from the door. Jay went to the door peephole, looked out, jawed dropped, and he gave me one of the most mischievous grins I'd ever seen. As he opened the door and they entered, I quickly figured out why. In walked Annette, in a change of clothes that definitely screamed "Fuck me now!". Behind her walked someone I could only describe as an angel. Her name was Andrea and Annette wasn't lying when she said she was younger. Looking at the two of them, it dawned on me that Andrea was not Annette's friend, she must be her daughter. She was easily 14 but well matured. Other than the dirty blond hair, she was a facsimile of her mother but over 30 years younger. They introduced themselves and quickly made their way to the mini-bar and grabbed what liquor was left, twisted open the top, and each downed 2 shots of something clear in a matter of seconds. The night then definitely u-turned from an innocent flirtatious evening into a full hardcore wet dream. I've never been one to lust over the young ones but somehow my internet porn searches always brought me to younger and younger girls until by the time I would blow my load I was staring at a picture of a 14 year old giving head to her boyfriend while his friends were groping and jerking off on her. I'd never really admitted this obsession, barely even to myself. But here was a goddess of 14 standing in my, excuse me, "our" room. I gave a last chance look at Jay to see if was going to freak out at this turn of events but he clearly was ready to get busy. He had Annette's top off and was greedily sucking her tits as she was unbuckling his pants in a lust filled fury. While observing all this, I didn't even realize that Andrea was cuddling up beside me and unbuttoning her top. But once I did all abandon was lost. I looked in her eyes to be sure she had her wits enough to be doing something like this and all I saw was eagerness and lust. As we started kissing and I laid her back on the bed I took a second to take in the scene. Very close to us on the same bed was my coworker and Annette, fully undressed and getting ready for penetration. Only a few inches away was Andrea and I well on our way to the same. She clearly had done this before and I was amazed at how skilled and comfortable a girl at 14 could be at having sex. Lord knows at 14 I was a fumbling mess. Second to that, I couldn't believe that her mom was naked and getting pounded inches away. But if they were ok with it, I sure as hell was ready to engage. Once naked I had to move down her body and explore the secrets that only live in young teenagers. The perfect and tight skin, the skinniest of waists and legs, and then wonderfully the fuzziest peach hair you'd ever seen. I began licking Andrea's pussy and marveled at how tight her slit appeared while at the same time dripping with wetness. She grabbed my head and began to push my face harder into her cunt. I licked and lapped as fast as I could making sure to bring out her little clit nub. Once out I was alternating between sucking and licking and could hear her moaning in appreciation. I decided she needed something to complement my focus on her clit and easily slid in 3 fingers to her damp hole. Within seconds she responded with a fierce orgasm and sounds my wife had never made in 10 years of marriage. When she subsided, I heard Jay laughing hard and turned to see them both watching us and the amazing results of my work. I honestly thought they would break out in applause. As much as I enjoyed tasting this little teenager, it was time to get my dick wet. I slid up Andrea's body to meet her cute face, eyes half open in post orgasm bliss, and placed my dick at her entrance. She gave me a nod and I reached down and guided myself in. Her wetness and my oral skills left her plenty lubricated which was needed considering the tightness of her hole. I had slid in maybe half way of my almost 7 inch dick and already felt like fireworks were going off in my head. As her legs wrapped around my ass, I decided to plunge all the way and feel the depths of this girl. I let out my own huge moan as I started slapping my balls against her ass with short fast strokes inside her. I wish I could have stayed on like this forever but I've fucked ass looser than this girls pussy and it didn't take long to feel the cum rising in me. I tried to pull out so I could shoot on her but her legs grip was too tight and told me to just stay inside, which is exactly what I did. I could feel my own cum pooling in her tight pussy around my dick and as I got softer slowly pulled out and watched my juices ooze out of her slit. My head was spinning and I probably had the biggest goofy grin on my face but that quickly changed as I saw Jay lean over and go to eat out Andrea. I was shouting out to him to hold up because I had just came there but either he didn't hear me to more likely that seemed exactly what he wanted. I backed away to give him some room and he began to urgently lick every bit of cum out of that tight twat while she began moaning towards her second orgasm. I looked at Annette who was eyeing my dick. It had been soft after jizzing but was starting to rise on its own at the site I was witnessing. Annette clearly saw my interest and came around behind me. She put her hands on my head and starting forcing me down toward Andrea's pussy where Jay was busy lapping. Jay scooted over a bit and before I knew it mine and Jay's tongue were dancing on this teenage pussy as squirts of cum would slide out to our awaiting mouths. Being that close, I could feel all of Jay's torso alongside mine, both of us slick with sweat and legs and arms beginning to entwine between themselves. Our tongues touched and played with each other while sliding up and down her mound. I was rock hard again as was Jay. I knew this because I couldn't help but to sneak some peaks at the cock only a few inches away from me. We sat up convinced this girl was cleaner than when she came in the room. Jay sort of leaned back on the bed exposing his hard dick and Annette again was trying to direct me into another position. I rested one leg over Jay's and slid my other leg under his other leg so that soon our crotches met in the middle as if we were some girls trying to scissor each other. Annette and Andrea quickly came over and jammed our dicks together and started sliding them around each other. I was so caught up in these amazing slick feelings on my dick I never really stopped to realize that what we were doing was kind of gay. All I was thinking was I needed to nut again and the feeling on my dick was heaven. Annette proceeded to get on top of us and positioned herself so that our dicks were squished together and close enough that she could slide on top of us. She was facing Jay and I got a great view of her ass as it bobbed up and down on our two dicks at the same time. I honestly only thought this could happen in porn and chuckled to myself that even the hotel porn wasn't this raunchy. Meanwhile, Andrea didn't want to get left out and slid up in front of her mom and began sucking and squeezing on her tits. All the while my dick is getting the benefit of fucking a pussy while rubbing against my new best friend's dick. Thankfully I had come just before so I could enjoy this a little longer. No one was in a rush, we all moaned and grinded together for a good 30 minutes when I realized I could last no longer. Andrea was now sitting on Jay's head riding his mouth at a vicious speed, juices clearly running down the side of Jay's face. I meanwhile announced my intent to cum and as I was gearing up to blow felt an intense slickness come over my dick inside Annette's pussy. Jay must have squirted right before me and the intense lubrication inside this mom's pussy made me pop and scream in ecstasy. We soon all collapsed together on the bed trying to catch our breaths and keep our heads from spinning too much. In a strange matter of fact manner, the pair got off the bed, got dressed, blew us kisses, and headed out the door. I ran towards them not wanting them to leave so suddenly and Andrea turned around and whispered in my ear. She told me that we were very hot guys and that we should really learn to enjoy ourselves. I responded asking if she meant like her and her mom did at which she laughed and told me they weren't related but that Annette was her 9th grade Algebra teacher who was giving her some outside "tutoring" in life. With that she turned and they walked toward the hall to the elevator and they were gone. Walking back into the room it seemed Jay turned out the lights and was under the covers. I couldn't help but laugh at how only a few hours previous I was self-conscious about sharing a room and bed with a coworker. Now I clearly was about to slide in to this bed stark naked and cum starting to crust on my dick. The booze and events had me exhausted and I closed my eyes thinking it was definitely time to pass out. But it was at that moment I felt a leg start to entwine with my leg and of course my dick start to stiffen under the sheets...