It was the summer of 1996. Tom was a sales guy who had been calling on me for the past few months and our companies were now doing business together. Tom was born to sales. He was genuinely a nice guy who wasn’t pushy, very professional, always came through on promises. We had gone out for beers after work a couple of times and were becoming good friends.
When Tom called and invited Kelly and me to join him and his girlfriend for dinner on Friday, it seemed like a natural and logical thing to do. I accepted. Kelly and I drove the hour to his hometown, the nearest large city. We met them at the restaurant.
Kelly has dressed appropriately for meeting with a work acquaintance. It was a respectable summer dress. Probably the sexiest thing about it was the fact that Kelly’s boobs are so huge that nearly anything she wears does some straining to contain them, which makes it pretty obvious that she’s built. Kelly is five feet two inches tall, wears a 34F bra, has a bubble butt, a blooming rose tattoo on her pubic mound, and long legs. Her shoulder-length hair was back to her natural dishwater blond color after being platinum blond for some time. In those days Kelly only shaved her snatch during the summer, which she had on that day so it was baby-butt smooth.
Tom is about five feet ten or so. He has almost white-blond hair with a mustache the same color. He clearly works out and has a very broad and muscular chest. Overall, I have to admit that he’s a pretty good-looking guy. I’m six feet four inches tall, with dark hair and standard white-boy issue equipment in my pants. Kelly and I were thirty-six years old. Tom was twenty-seven and I’d guess Lisa to be several years younger than Tom.
When Kelly and I met them at the restaurant we both nearly gasped. Lisa, his girlfriend, was shockingly beautiful. I mean stunning! Like supermodel beautiful. Lisa was wearing heels and was about the same height as Tom. So maybe a bit too short to get a job as an actual fashion model, but amazingly gorgeous. Kelly was wearing flats and felt like a dwarf in the forest. We found out later that Lisa has some Asian ancestry which helped explain the straight black hair hanging to the middle of her back. She had cheekbones as high as skyscrapers. A shockingly beautiful smile outlined in Ferrari red lipstick completed the look.
I’ll do a quick summation of our first dinner of the two couples. It was hard for me to take my eyes off of Lisa for probably the first twenty minutes or so. But I was picking up on the vibes from Kelly and Tom. It was baffling to me. They clearly, clearly were extremely attracted to each other and both trying very hard to be cool about it. The longer the meal went on (we spent nearly two hours at the restaurant yapping away), the more I realized that, yeah, she’s crazy good-looking, but Lisa is a puke of a person. She’s clearly half as bright as anyone else at the table yet has a haughtier-than-though attitude.
We said our goodbyes. I shook Tom’s hand and thanked him for the invitation. We had a great time with him. He and Kelly hugged a bit longer than they probably should have. And I told Lisa that it was nice meeting her (I’m such a liar).
As soon as we got in the car Kelly was chattering away a hundred miles an hour. I finally interrupted and laughingly said, “I’m surprised you didn’t fuck him under the table!”
Kelly hiked her dress to her waist and said, “Feel my panties. I should have.”
“Holy crap! I mean Holy crap!” Kelly's panties were not damp. They were so fucking soaked I could have wrung them out and doused a campfire.
So that leads to a long conversation all the way home about what it was about Tom that had her going. Because here’s the thing: Kelly will tell you the kind of guys she doesn’t like are less-than-very tall, blond, have mustaches, and have lumpy muscles. Whatever was going on it defied logic and explanation. We settled on pheromones. It was the only explanation that made sense.
Kelly, the little attention she paid to Lisa, had the same opinion about her as mine. Neither of us cared if we ever saw her again. Tom? Different story. Kelly was upfront that she was going to fuck him. It was just a matter of seeing what worked out.
Tom called me on Monday. I could hear the same giddiness in his voice as I had in Kelly’s. “Vivacious” was the word he used to describe her. I made me wonder how long it took him to come up with a safe word to try to say he was in lust with my wife!
Tom called again about two weeks later. They have weekend festivals in his town and Greekfest was one of his favorites. He wanted us to come for Saturday and recommended we stay the night at the downtown hotel adjacent to the event. Turns out we’re familiar with the hotel as that was where Kelly and I attended the wild Halloween party the previous October.
Greekfest arrives and we meet Tom and Lisa at the event. Lisa, again, looked like something off the cover of a magazine. Kelly was wearing a sleeveless white sundress with pink flowers all over it, which buttoned up all the way from top to bottom. It came to just above her knees. This time Kelly was wearing some five-inch platform sandals that really showed off her legs and she didn’t feel like the shrimp of the group. She and Tom were like magnets in their attraction. Lisa, honestly didn’t seem to even notice.
Around seven o’clock Lisa announced that she had to leave as she had some event the next day. Kelly and I flashed looks and did all we could to not cheer out loud. After she headed off, I was a bit surprised Tom wasn’t taking her home. He explained that she lived downtown and her apartment was only two blocks away. I was all a little odd, but I didn’t care in the least.
We had enjoyed lots of food specialties and plenty of drinks. The music stage was getting going (classic rock, not Greek!). We had our lawn chairs in place. After the first quick act finished, Tom offered to go get drinks. Kelly said she had to pee and joined him. When she returned she discreetly dropped her panties into my lap as she handed me my beer. I noticed the bottom two buttons of her dress were undone and as she sat down it fell open to just below her crotch.
More great music and Kelly announced she needed to pee again. I offered to go with her and to no one’s surprise, Tom insisted that he go. Thankfully it was now completely dark. They returned nearly a half hour later with more drinks. After they sat down I saw Tom pull something from his pocket, hand it to Kelly, and then she passed me her bra and asked me to keep it in my pocket. You couldn’t wipe the smile from her face!
The next day Kelly filled me in that she used the porta-john and removed her bra while in there. She handed it to Tom to hold when she came out. They found a dark corner at the edge of the grounds and were making out like teenagers. They were hugging and kissing each other up and down. Tom pulled a boob out and sucked her nipple while finger banging her. Somebody walked by and said, “Get a room!”
Kelly replied “Great idea! Thanks!” and then came on Tom’s hand.
When she sat down she only had three buttons still buttoned. Depending on how she moved you could get a pretty clear side view of her boobs. At one point she was sitting with her knees wide open and you could see her shaved slit. Tom was rubbing his hand up and down the inside of her thigh and occasionally grazing her sure-to-be-soaked pussy.
When the band hit its most famous song they had everyone on their feet dancing and singing along. Kelly was standing in front of Tom and he had a hand on her pussy and I could see she was giving him a reach-around over his shorts. I moved in tight and got a handful of tits and tweaked her nipples hard. Tom and I grinned at each other as Kelly came hard and loud. Thank God she came to the beat so no one thought it odd she was yelling out. She reached over with her other hand and was stroking my cock as well. She yelled to both Tom and me that it was time to leave.
We packed up our chairs in the middle of the song, grabbed our drinks, and headed to the hotel, which was just a block or so away. We were walking fairly quickly, like people on a mission. Kelly’s tits were attracting plenty of looks from passersby as they bounced wildly, barely concealed by her dress.
She bounced through the busy lobby (the hotel was fully booked for the night) and onto the elevator. There were two other guys in the elevator with us. We were at the back. Kelly turned her back to the two guys, facing the back of the elevator, and unbuttoned the last three buttons of her dress. Tom and I were each sucking a boob and fingering her slit. Our eighth floor was the first stop. The guys stepped aside to let us out and their eyes popped out as Kelly brushed past them with her dress wide open completely showing her naked body.
As soon as we were in the room I really needed to pee. When I came out of the bathroom Kelly and Tom were standing up kissing and playing Roman hands. Tom said he had to go next. It took him some time to try to get down his hardon so he could piss. Kelly ripped my clothes off of me and was on her knees sucking my cock. Tom came out and Kelly said, “Get naked!” She took her turn in the bathroom peeing and wiping up her sopping wet cunt. She brought a bath towel out with her and laid it on the bed.
Kelly pushed Tom back onto the bed, laying him on the towel. She sucked him hard and then mounted his cock. She yelled out her first orgasm as she lowered herself onto his cock. She had wanted this so bad for weeks now. She exploded when it happened. She sprayed his groin with her cum. She kept bouncing away on him and came again, and squirted again, just a few minutes later. She was fucking him so wildly that her knees were starting to shake. She climbed off and grabbed the towel to dry him up. She laid it back down and laid down on her back.
Tom rolled over and plunged in. I stood at the end of the bed to watch the action. I couldn’t help but notice that Tom’s cock looked damn near just like my own. Considering how bad she wanted this guy, I was glad to see he wasn’t hung like a donkey! He was fucking her like a wild man. I could see a river of her cum running down her ass. She could hardly catch her breath from all of the orgasms. Tom stopped and pulled out. He was trying to hold off his own orgasm. Kelly pulled the towel up into her cunt to mop up all of her cum. The towel was soaked. It was also the first time Tom really noticed Kelly’s tattoo.
He told her he thought it was beautiful. Then he grabbed her thighs and started to roll her over and then gave her ass a little swat. Kelly hiked up onto all fours. Tom lined up his cock and stuffed it into her doggy style. Again, Kelly came on the first stroke. I could see her cum running onto the towel. Tom grabbed her hips and was slamming her ass for all he was worth.
Kelly dropped her face into the pillows and hung on for dear life. She couldn’t stop cumming. Her voice was hoarse as she grunted deep guttural sounds of orgasm. The cum was a steady stream dripping from her cunt.
Finally, Tom let out a huge grunt and shoved her ass nearly a foot up the bed as he nutted. It was wild to watch! My cock was twitching so bad I thought I may actually orgasm without touching it. I had just watched the most lustful sexual release I have ever seen in my life. It was two wild animals that just had to fuck it out of each other.
My eyes were glued to their coupling. Tom slowly pulled out. Kelly’s lips were swelled up and nearly purple she was so aroused! A huge stream of his cum flowed out of Kelly. She loved a guy who could make a huge load! Hopefully, he can shoot for distance also.
I couldn’t take it anymore. I jumped up and fucked for only one thing: To blow my load as fast as I could. And her cunt was where I wanted to dump it, not twitching it out onto the bedsheets. I didn’t last three minutes before I added my wad to Tom’s. A minute later we're all sitting down and kind of mumbling about how fucking wild all of that just was. Tom and I were in chairs. Kelly was leaning against the headboard. She was sitting on the towel and watching cum ooze from her pussy. She had such a goofy smile and was so fucking happy.
She started to play with our cum and smear it around her pussy. Soon she was rubbing all around her lips and lubing up again. Five minutes later she was rubbing her clit and had stopped participating in our conversation. She was slowly masturbating, lost in her own little world. Ten minutes later she had another shuddering orgasm.
I realized my cock was hard as stone and dripping precum. I looked at Tom and his was dripping at least five times as much as mine. My hardon stuck straight out. Tom’s was aiming at the sky. Kelly looked at Tom and blurted out, “Hey, it’s Greekfest. Would you like to fuck my butt?”
Tom and I both about sneezed beer through our noses! Me, because I know she’s not a big fan of anal sex, but if she’s drunk she’s willing. And she was past tipsy, so I guess? Later she told me that was the scenario she had played in her head while masturbating, having Tom in her butt.
Tom asked, “Are you serious? Doesn’t that hurt?”
Kelly replied, “If I have enough to drink it doesn’t hurt. It can make me cum. And I’m drunk, so you need to do it while I’m in the mood.” She could see something on Tom’s face. “Have you ever fucked a butt?”
Tom paused and then fessed up, “No, I can’t say that I have.”
Kelly grabbed a tube of KY from the nightstand and tossed it to Tom. She again got onto all fours. “Put a big glop on my butthole and stroke a ton of it onto your cock.” Tom complied. “Now push your cock against my hole. Okay, now push harder. Keep pushing until your head pops in.” I could see Kelly concentrating on relaxing her sphincter. Tom popped in. “Okay, okay. Hang on for a second. Okay now slowly push all the way in.” Tom was about halfway in and asked if she was okay. “Are you all the way in? I don’t feel your balls?” Tom kept pushing until he was finally as deep as possible.
“Okay give me a second. Alright. Start to fuck me. Slowly. Slowly. Slowly. Okay, that’s good. Yeah, all the way out and all the way in. Yeah, that's perfect. Fuck that feels good. Oh, fuck! Yeah, keep going. A little faster. Yeah, yeah, that’s it. God yeah! Oh, fuck! OH FUCK!! OH FUUUUUCK!”
And Kelly came.
“Fuck me hard now. Yeah! Oh shit! Faster. Oh, God! Oh, fuck me, baby, fuck me hard. Fuck my little butt. You’re going to make me cum again!”
Tom was really slamming her ass. And then he stopped. Kelly was shocked. Tom flipped her over onto her back and hiked her knees to her ears and stuffed his sausage right back into her ass and took up where he left off. Kelly got back into it. “I want to watch you cum!” was Tom’s explanation.
Kelly came as soon as he said it. Tom had just dumped a huge load. He was not going to cum soon. Kelly was perfectly fine with that. He fucked her for a long time with her feet up in the air. She came again. Then he flipped her back onto her front, he pulled her butt up, and shoved her face into a pillow. He fucked her like that for a long time while he was on his knees. Then he got up on his feet and crouched down. He looked like a monkey fucking a coconut! Kelly was screaming in ecstasy. I could tell Tom was close. His nuts were tight up to his cock. He was slamming her butt at a furious pace. Kelly came again and Tom blew his second load at the same time.
They were both a sweaty mess. I looked at the clock. We had been fucking Kelly for more than an hour. Again, I couldn’t take any more watching. Kelly was flat on the bed face down. I climbed up and slid my dick into her ass. I didn’t need any lube at all. Tom had been adding KY to his cock as he switched up positions. Kelly had most of a tube of KY and Tom’s cum in her butt. I sat on her hips and slid right in. I was in no hurry. I was just enjoying the heat from her butt.
And then she and Tom started a conversation about sex. It was the wildest thing. She was asking him a ton of questions. He was doing the same to her. It was kind of like Truth or Dare without the dares. They were clearly lubricated because Kelly was telling Tom things about her sex life I didn’t think she would ever share with anybody other than me. It started with the tattoo and then kept going. Stories from when she was a teenager and the wild sex she had when young with other guys, with me there and being okay with it. About her brother watching us fuck the night of her sixteenth birthday by staring right into her cunt as we both were ready to explode in orgasm. Stories about many of the times and places she’s exposed her body to strangers. She talked about many of the strangers that she’s had sex with. She told him that she and Patrick, my best friend, have fucked more times than anyone could count.
She told him how Patrick fucked her ass the first time and it hurt like hell. She eventually figured out that alcohol and something more than just pussy lube was what she really needed to make it work. And with every story of what she had done Tom was matching them with stories of things he hasn’t done. Lisa is his second girlfriend and she won’t do anything other than missionary under the covers in the dark. Both were leaving the other flabbergasted with their confessions. One thing that Kelly just could not accept was that Tom had never cum in a woman’s mouth, let alone have anyone swallow his load. She couldn’t fathom that even being possible.
I was fucking Kelly’s butt and getting the biggest kick out of all of it! It was true confessions that only can happen when people are loaded. I admit it caught me a little off guard. But we had been raiding the mini-fridge since we got to the room and everyone was buzzed. Kelly promised Tom that she would give him a blowjob and swallow his cum. And she would have any kind of sex he could think of with her anytime he wanted. He could stuff his cock in any hole she had any time that he wanted to.
When Kelly told Tom about the sex she had with strangers in this very hotel last Halloween he nearly lost his mind. And his cock was rock hard again and precum was running from his hole. She told him about the four strangers she fucked that night, including two of them in a room just like this on one of these same beds. I’ll admit that some of the details she shared about that night were new to me. My cock was getting close…
Then she told Tom about Heather, the girl I picked up that night and was fucking in the room when Kelly came in. She joined in and ate out Heather, who returned the favor. I thought Tom was going to have an aneurysm! That was the first story she shared with him about her enjoying eating pussy. She even told Tom about Heather spending a weekend with us last January and how they spent the weekend naked making each other cum. That did it for me! Heather has the most amazing tiny pussy and I pumped and pumped cum into Kelly’s hot little asshole. I nearly passed out from the orgasm.
Kelly jumped up and said, “I have to dump what you’ve left in my butt!” I followed her to the shower. When Kelly sat down on the toilet the most hilarious sounds came from her ass that I have ever heard! I was laughing so hard in the shower that my gut hurt. It went on for minutes. Tom was laughing in the other room. “Just shut up you bastards. You did this to me!” was all Kelly had to say. And she was laughing too.
She joined me in the shower and soon I was done and I stepped out. I told Tom it was his turn to save water. He hopped in with Kelly and they both thoroughly cleaned each other’s bodies inside and out.
I found the porno channel and decided to blow some money. When Kelly and Tom joined me, Tom sat on the other bed leaning against the headboard. His legs were spread wide as Kelly was using her mouth to lick and suck everything from his knees to his belly button.
I must have nodded off for a while. When I woke up a different porno movie was on and I saw it was after three o’clock. Tom was on his back with his knees toward his ears. Kelly was rimming his ass for all she was worth and he was moaning away. She was a blur between licking his asshole, shoving her tongue in his ass, sucking his cock, fingering his ass, stroking his cock with her hand, she was working him ever so close to a third orgasm.
Finally, she had the head of his cock in her mouth. Her thumb and index finger were circling his shaft and stroking him hard and fast. Her other middle finger was deep in his butt probing his prostate. I watched Tom buck his ass up and down off the bed. He let out a huge groan and I could tell that Kelly had found that spare load he must have been hiding.
After a few minutes, she slowly slid her finger out of his butt. It was a while after that his clean, empty and completely limp cock was released from her mouth. Tom was literally speechless as he looked at her. She scooted up to his face and opened her mouth showing him how much cum she had caught. She turned to show me too. Damn, her mouth was full! She looked back at Tom, swallowed twice, and then showed him her empty mouth.
Then she gave him a huge kiss and played some tongue hockey with him. She sat up and sucked in his limp cock for one last drop check, then crawled out of that bed and into mine. We all crashed within minutes.
I woke up first. I heard “Housekeeping” banging on the door of the room next to us. It was after ten o’clock. I had a serious case of morning wood. I tapped on Kelly’s ass and woke her. She could feel my hardon against her butt. She rolled over and looked at me with a “Do you expect me to do something about this?” look. I said, “Climb on.”
Kelly rolled over and tossed a leg over my lap, laid down on my chest, reached between her legs and guided my cock into her twat. I knew that she was wiped out from last night’s marathon, so I didn’t drag it out. Kelly had a nice soft orgasm, not real loud, but it woke Tom. He watched us fucking and said “Good morning!” Tom hadn’t slept with any covers. He rolled onto his side facing us and his hard-on grew as we fucked. Kelly was enjoying watching his cock get hard and she came again. She motioned for Tom to come over to her. He stood at the edge of the bed. Kelly leaned over and swallowed his cock.
Kelly was deep-throating him and licking all around his cock with her tongue. She was even sticking her tongue out of her mouth and licking his nuts with his cock in her throat. She can do amazing things with a cock! Soon enough Tom was gently holding her head as he face-fucked her. A few minutes of that and he stiffened up, stood up on his tip-toes, grunted, and erupted a fountain of cum into her mouth. I was fucking her faster watching what Tom was doing. Kelly was gulping down his cum and orgasmed quickly. That did it for me and I bucked her ass into the air as I filled her twat with my own load.
I slid out and headed for the shower. Tom laid down next to her and Kelly went about cleaning off his cock with her mouth. They were snuggled up in bed when I came out of the bathroom. They headed to the shower together and again cleaned each other up inside and out.
Kelly got dressed in clothes that she had thought would just be for the ride home. She had a short denim miniskirt with a bottom ruffle thing around it and an ivory crop-top peasant blouse. If she reached for the sky you could see her under-boob, right to the very edge of her areola. She wasn’t wearing a bra or panties.
Tom insisted he take us to brunch in the dining room downstairs. Kelly took a deep breath, knowing full well she was not dressed appropriately, and said: “Sure, why not?” Needless to say, she turned every head in the place. She had pulled the skirt as low as she dared to try to hide her butt. What she was showing was so much torso that it had the opposite effect. It was ten times sexier. The skirt was so low on her hips it was reasonably obvious that she shaved down there. The skirt was so short her bare ass and twat were directly on the chair. She kept her legs entwined to try to not flash her twat. The room was mostly older folks but the eyes of all of the men were on her. Of course, it was a buffet, so we had to go get our food. Tom and I insisted that Kelly get her own plate. It was fun watching the men ogle and the women glare! We even asked her to make a couple of runs for Tom and me. Of course, she could have said no. Of course, she didn’t and made the extra trips.
After brunch, we said goodbye to Tom in the lobby. Kelly had to reach up to hug him and flashed her cheeks to a few lucky folks walking past.
The car ride home was fun too. Kelly recounted her story of how the night went and what she enjoyed and how she felt about all of it. We both were thrilled that Lisa had left, leaving the three of us to play for the whole night. She was determined she needed to fuck Tom again. She got herself so wet that she had to jack off in the car. She took off her skirt so it wouldn’t get wet. While she was playing with her twat, I fished my cock out of my shorts and was stroking it. After she came she got up onto the seat with her ass in the air leaning over the center console to suck my cock. Her bare ass and shaved twat were aimed at the window. I passed a few truckers slowly enough that they got a good view. Two of them gave a blast of the airhorns!
We stopped at the rest area that was close to our exit so I could concentrate on an orgasm and not wreck the car. She made me cum in minutes. It was a gorgeous sunny day, warm but not hot. The rest area was very busy. Kelly had to pee so I watched her again get everyone’s attention as she made a trip into and out of the building. One group of college-aged guys must have said something to her. As she passed them I saw her flip up the back of her skirt and flash them her ass. They cheered! Fifteen minutes later we were home and crashed out.
Tom called me Monday afternoon and shared how he had the most amazing time of his life. He appreciated that I was willing to share Kelly and couldn’t thank me enough. I assured him that Kelly made her own decisions, but I had no issue with our fun night at all. I told him that Kelly had an incredible time and she hoped that it could happen again.
About an hour later Tom called and said he couldn’t concentrate on anything other than fucking Kelly and another opportunity to be with her. I shared with him that I had to attend a company event out of town in two weeks for a long weekend. Kelly wasn’t too happy because she hates lonely weekends. Tom said he had to visit a casino up north and could do it on that weekend. It’s business so Lisa wouldn’t raise an eyebrow. He asked if Kelly could join him for the weekend. I told him I was sure she would think it was the best thing she could possibly do for that weekend.
When I told Kelly about the plan that evening you would have thought it was Christmas morning. She spent the next two weeks planning her wardrobe, getting her body ready, you name it. She had plenty of stories to share afterward…