Wet T-Shirt Contest by McCool From a middle-aged; mid level exec who is average in every area but two, personality (with effort), and sexual ability (learned early and is now second nature). I am married (third time, for sure this time), and completely satisfied in every area but one(guess). My wife does like sex but as long as she is satisfied; is only occaisionally concerned with my satisfaction. But that's another story, sad but true; and only mentioned to give a little background. Having just left another college completing another major marketing deal involving free computers and sponsors and, well, boring details of everyday work are irrelevant here.. I thought that I could find a nice little bar and just have a beer or two before finding a hotel room. With the temperature around a hundred degrees and no flights back home until tomorrow and a big deal just consummated, it seemed appropriate and only natural for a guy who grew up in a shot and a beer town. The hotel/restaurant/bar I found seemed perfect. Everything I needed wrapped up in one place, and close to the airport. I decided to eat at the bar (watching the game), with my room for the night only a few steps away, I silently congratulated myself on a successful day and a convenient, comfortable evening. Before I was halfway done with my dinner, I realized that this bar was not only a co-ed hang out, but that they were also having a wet T-shirt contest that night. With one eye on the football game and one eye on the participants parading around the bar, I smiled, thinking that sometimes life does have it's own little unplanned rewards. My silent musings seemed to have attracted some attention; and the bartender said that since I looked to be a discriminating man (I took that to mean older) and was obviously a newcomer that I would be the perfect, impartial judge of the contest. It was such a good, close football game that I almost said no; but just then two of the contestants, Gretchen and Kelly, began practicing their moves. I hastily agreed, rationalizing that I was only there for dinner, a couple of beers and a night's sleep, judging this contest was only a form of entertainment, like the now forgotten football game. Sitting in a place of honor and watching the gyrations of the young and not so young contestants, I soon realized that there really was no contest. Even a knockout grandmotherly type (my age), whose wet T showed off a surprisingly taut body and deliciously highlighted nipples that had this old prick of mine too hard to hide was a distant second, (or would it be third?) to Gretchen and Kelly. And to make matters worse, I could not decide which of those two was the winner. With 20 contestants and over 100 onlookers waiting my decision, I decided that discretion was the better part of valor and declared a tie. Gretchen and Kelly tied for first place, and grandma-type in third. Beating a hasty retreat to my room with a raging hard-on and visions of sugar plum type things dancing in my head, I had a serious dilemma. Should I take a cold shower and try to save this hard-on for my wife, or lie down and jack-off, relieving tension and pressure only but hardly gratifying? My, what beautiful young (and old) things they were, dancing and shaking everything (and I mean everything) right in front of me. I wasn't in the market any more, but that sure reminded me of the good, way old days. What I would have (and had) done then!! Remembering that my wife had told me just today that she thought she was coming down with a cold and that probably meant no sex for a couple of weeks or so, I thought I'd better take care of this hard-on myself, right now while the visions and memories of hot, sexy women on stage trying to gain my approval was still fresh in my mind. Set with my decision and just about to commence, I heard a loud knock on the door followed by a shout of "Room service". Having meant to order a nightcap but not sure if I had (comes with old age), I went to the door hoping for the beer that I thought I'd forgot to order. There was the beer, all right, the whole six-pack, being delivered by none other than Kelly and Gretchen. "Compliments of the bar. It's your pay for being a generous and fair judge of the Wet-T-Shirt contest," said Kelly. "But Gretchen and I have a small side bet going, and we brought this beer up personally to give you an opportunity to take a little more time, a little closer look; to see if you can break the tie and declare a winner." What was a perfectly happily married man to do? I stood up, graciously accepting the challenge, trying to hide the impossibly large and throbbing bulge in my pants. After all, I was just finishing a job that I'd accepted. And it certainly promised more fun than watching the end of the game and jacking off in my hand. "Just sit over here (on the bed, this hotel room having no chair), and we'll start right where we left off," said Gretchen, removing her T-shirt. As Kelly did likewise, I think I said something about it being a wet T-Shirt contest, not a no T-shirt contest. "Yes, but this may help you break the tie," Kelly said, brushing her perfectly shaped boobs directly across my face. "A closer look is probably all you need to pick the winner. Is this close enough?", she demurred, putting a strawberry sized nipple into my open mouth. "Hey, no fair," cried Gretchen, placing each luscious, melon sized breast right on my forehead, so that her fully erect nipples dangled down in front of my eyes. "Now whose can you see better?", she said. "Since you've cheated and made him taste one of yours, it wouldn't be fair if he didn't try mine, too." Gently pushing Kelly's nipple out of my mouth, Gretchen proceeded to replace it with one of her own. "In order to judge the best, looks and taste are equally important. Now that you've had a much closer look and a taste as well, are you ready to declare a winner? "No. I can tell he's still unsure," said Kelly. "Am I right?" "Ah,..." was all I managed to get out before I felt her reaching down into my pants. In a flash she had my poor, old, throbbing really bad, very hard and pretty big prick out for us all to see. Before I could object (I wouldn't have, anyway), she had my dick sliding in between those big, beautiful boobs of hers. "This poor man has been suffering with this thing, hard and poking out, all night. I noticed earlier." "So did I," Gretchen said. I said something about it arising as part of the job, to which they both laughed at. "Now that you've felt Kelly's boobs around your prick, I want you to lay down on your back and let me do the same thing. It's only fair that judge both equally, so just grin and bear it and shove that dick between these two boobs. My poor dick was throbbing so hard it was almost ready to explode. I'm pretty sure it would have, what with Gretchen surrounding and almost swallowing my dick whole with those big boobs of hers, But just then I was distracted and pleasantly surprised by the taste of Kelly's sweet cunt juices all over my face and mouth. She had snuck up behind us, removed her shorts, and spread her musky scented hot box right above my mouth. My body at that point gave up all pretense of a contest and went, all by itself, into auto-pilot. As I clamped my lips around her pussy, my tongue knew exactly what to do. I barely heard Gretchen in the background saying that Kelly was going too far just to win a contest, and that she wouldn't be outdone. As Kelly's moans of ecstasy turned into a full blown orgasm, with my mouth and tongue dictating the pace and length and depth of another deep moan; I felt more than saw Gretchen mount my very hot rod. It took all the skills of my 40 years of love-making not to explode at that moment. It's not that it wouldn't have felt good to finally come, or even that the girls would have minded me coming so quick (under the circumstances), I just didn't want it to end fast. Calling on every ounce of reserve I had left, I willed myself to be steady, that there was much more to be done here. With Kelly's having had several huge orgasms (per my mouth), she lay down beside us for a moment to catch her breath and put those wonderful breasts that had started this whole thing (Boy was I glad I had declared a tie back in the bar, that seemed like hours ago: but if Gretchen or Kelly were to ask me again who had won I still couldn't answer. It just had to be a tie, but I couldn't bring myself to tell them that at that precise moment), back into my mouth. Pure heaven, sucking and licking and touching and rubbing those breasts. Gretchen was still bucking wildly up and down on top of me, and I sensed she was about to come, and so did Kelly. Kelly reached over and rubbed Gretchen's clitoris softly while we pumped in unison. There's nothing more exciting than watching a woman come and being a part of it, it makes me want to come, too. But there was more to do, I still wanted to be inside Kelly's cunt, its taste was still on my mouth and I wanted her juices on my dick. When Gretchen's third massive orgasm was achieved, largely with Kelly's help, although I felt fairly responsible for the first two, Kelly and I helped her lay back for a bit of a rest. I was sure that I couldn't wear these two out, but was having fun trying. Before I could decided what to do next, Kelly had wrapped her lips around my balls and began sucking. Then she worked her way up the shaft of my now fully engorged, bloated to almost 9 inches dick. Still maintaining my composure, I almost lost it for sure when Gretchen, having rested for all of two minutes, joined in to help Kelly. With both of them working on my flaming rod, I was sure it wouldn't be long now. Kelly sucking my balls and licking ever so softly along my ass, and Gretchen working the shaft, alternatively licking and sucking, licking some more and sucking some more. But Kelly must have been thinking what I was thinking; either that or she wanted me inside her box as much as I wanted my dick to be inside of her. No words were spoken, but as Kelly moved so did Gretchen, quick and smooth, a perfect transition. Gretchen was sitting on my face, asking me to do to her what I'd done for Kelly, and Kelly was climbing up and sliding up and down my pole, not fast and hard like Gretchen had, but slow and easy. She must have sensed that I was surely about to come and wanted to prolong the affair. But then the revelation came to me, listening to the moans and feeling the bodies begin to quiver again (mine especially), that a three-way, simultaneous orgasm would be a perfect ending. I'm sure Gretchen and Kelly realized that too, had probably been working towards that. Glad that I had caught on, I laid back and just let the girls do most of the work. As I sucked and licked Gretchen's steaming pussy I tried to keep rhythm. I felt but couldn't see Gretchen stroking Kelly's clit while she steadily picked up the pace, slamming up and down on my rod. With one last shove of my dick and a mighty lick from my tongue, I exploded to the beautiful sounds of Gretchen and Kelly coming again, all of us rolling together in the middle of the bed. "We'll consider it a tie," said Kelly and Gretchen, almost in unison. Saying goodnight, they left me wondering if they meant the Wet- T-Shirt contest.