A Serendipitous Threeway

Anna decided to check out this swinger website she had read about. Since her divorce she had longed for the great sex she remembered from her single days, and the early part of her marriage. Dating men her age had been a huge disappointment since most of the single men were basically boys in older bodies. Why had the young guys she remembered into older men who'd forgot how to fuck? Some OK sex, but nothing that satisfied her increasingly hungry pussy. She thought that maybe swingers would be better at sex! She was also increasingly interested in exploring some of her fantasies about women, and group sex (a couple perhaps). A more open-minded community would be a great place to explore, she wasn't married anymore and wanted to live a little.

She created a profile on the site and filled out the basic description of what she was interested in. She uploaded a nice suggestive picture of herself although she wasn't sure about showing her face. Anna's body was extremely beautiful for a 48 year old woman who'd had a couple kids, her full breasts and round ass should get lots of attention. Her blond hair and pretty face weren't as obvious, but she was pretty sure that someone would be interested in her. She picked a name for the profile and hit the return key.... this should be interesting at least, and with that "HotCityMILF " appeared on the SLS site. She decided to see if any women on the site were interested in someone like her. Was she bold enough to do this?

Liam was looking at the SLS site to check for any new mail and see if any interesting women had joined the site. Nothing showed up until the new "HotCityMILF " came across his screen. He read her profile and she looked promising, not the greatest detail in her profile, but enough to pique his interest. Her picture was pretty exciting, she had a great body. He crafted her a letter introducing himself and hopefully sent it along.

Monica was hitting the SLS site before bed. As usual, there were the handful of emails from the tired old single guys who approached her in their standard clueless manner. She sighed, until one email stood out like a sore thumb. It was from a woman. She was new on the site and was looking to explore a woman. She had singled Monica out and was interested in exploring. This HotCityMILF was right out of her fantasies and something about her really made her heart skip a beat. It wasn't just her heart, Monica's pussy immediately told her what to do. Reply and hope this was real.

The next night Anna was examining the her SLS email, and she was absolutely overwhelmed with the response. She had 23 emails in one day, 15 single men, 7 couples and one woman. She quickly determined that most of the emails should be ignored. Only two of the men appeared to be remotely better than the awful single guys she was trying to escape from. Two of the couples had some potential, and the woman was a definite winner, it was that SexyEyedLady she'd written to. Her real name was Monica, and she was game, no excited about her. She could write 5 responses with her free account. She wrote Monica back immediately, she remained aggressive and wanted this to happen, Monica was hot, and she was hoping to make this fantasy come true. Next, she wrote the two couples back, she hoped these weren't the typical unicorn hunters she had read about. Finally, the two single guys were responded to. One of them was Liam. She was cautious with these guys, but hopeful. These guys have to be better lays than the losers she had dated.

Monica got Anna's response and immediately got so hot she could barely contain herself. Good thing her vibrator was at the ready for some quick relief. Anna was beautiful and looked interested in exploring girl-on-girl play. A few days later they got a drink together and immediately hit it off. Anna was an incredible kisser and her body felt as good as it looked. Monica was barely able to contain her excitement. The next night they got together to play at Monica's place. It was phenomenal, Monica loved eating Anna's pussy, and Anna, who had never ate pussy before took to it like a pro. Within minutes Monica was convinced that Anna had been eating pussy for years. She marveled at Monica's response and how easily she came. This was just the start, and Monica played with Anna for four hours and both women were spent. Anna was spellbound, this was so much better than she'd imagined! It was the best sex she'd had in years. Monica told her that this was common, she had a play partner that would fuck her for five or six hours. Anna said, "I've got to meet a guy like that!" Monica, said "they exist and its great!" They parted with a lingering kiss agreeing that they'd have to do this again, and soon.

Liam got Anna's response and the two immediately started chatting via text. Anna could see that Liam wasn't like the losers she had dated. She was getting her head around the fact he was married, and his wife was cool with all of this. His wife played too, and everything was open. After three days of intense chatting on text, Liam and Anna decided to get a drink and see how things worked in real life. After her fantastic date with Monica, Anna was starting to think that maybe swinging was for her. She and Liam met at a local bar and the conversation was great and easy just like texting, but better. Liam was very honest about what he was doing, and that he'd had a great time playing with sexy women. Anna asked him how long a playdate would last (thinking of the blizzard of sex she'd enjoyed with Monica). Liam told her three to six hours if we had time, although a mid-day quickie could be fun too.

Monica was right, these swingers could play for hours! They hit it off so well and Anna was so curious that they decided to play the next day. Anna came over to Liam's house. Liam took the afternoon off work and told her that he had the house till 6 pm. They had an incredible time together, doing everything they could imagine. Lots of fucking, and Liam loved eating her pussy. Anna couldn't help but pinch herself over all the amazing head she was getting. It was also great to enjoy Liam's cock and how it filled her greedy pussy. Damn! this was fun! Liam was taken with Anna's passion and energy, and what as kisser, It was an intense and satisfying experience for both of them. Two play dates and two memorable experiences. Anna was ecstatic with how this was going. She would have to see both Liam and Monica again. She almost kicked herself, the time she'd wasted with mediocre sex.

Three days later Liam came over to Monica's for one of their playdates. They got together every few weeks to fuck for hours. Tonight, was no different although both of them were very erotically charged from their dates with Anna. Usually they start off with a boiling hot fuck and suck session that usually ends up with lots of orgasms. Monica soaked her bed with multiple orgasms from fucking and his relentless oral attack on her clit, and tonight Liam shot a huge load down Monica's throat. As usual there was a need to recover for round two and three. They laid back on Monica's bed in the afterglow.

"Wow that was great," Liam said. "holy fuck!"

Monica quipped "not bad your self, sexy man"

"You were on fire" Liam fired back, "you too" Monica bounced back. "Can I be honest?"

"Sure, of course" Liam replied.

"I have a new play partner, we played a few days ago, and it was mind-blowing" Monica said. "It was a woman, and I enjoyed her so much"

"where'd you meet?" Liam inquired.

"On SLS" Monica responded.

"That's great" Liam said, "is she new?"

"Yeah, and she wrote to me" Monica said.

"That's awesome, I'm so happy for you" Liam beamed back.

"Her name is Anna and I can't wait to play again" Monica said,

"Anna? HotCityMILF?" Liam questioned. "Yes?" said Monica

"I played with her a few days ago," Liam said slightly amazed,

"No!" Monica said surprised, "Yes, and she is a really great fuck" Liam said, "wow, this is amazing, kind of makes the head swim"

Liam's cock had become rock hard again with the mere thought of where his mind was going, Monica was already there, and her pussy welcomed Liam's cock for their next fuck. They were both incredibly turned on. As they fucked and Monica came, Liam and Monica talked about Anna and how great it would be for both of them to fuck her. Liam was so turned on that he pumped a second load into Monica's pussy while she gushed all over him.

"We should fuck her together" Monica said, "Absolutely" Liam agreed. "How do we tell her?" Monica said, "she and I are fucking again on Saturday, I'll take care of it."

Monica and Liam had another four hours to play and the thought of Anna joining them made it one of their hottest play dates ever. Both of them were exhausted at the end, yet still turned on.

The Saturday play date with Monica and Anna was better than their first date. During their first bout of pillow talk,

Monica told Anna, "Remember the five or six-hour play dates I mentioned?"

Anna looked happily at Monica, "Yes, I had one of those, wow you swingers are incredible"

Monica said, "It was with Liam, right?"

Anna looked concerned, "Yes it was"

Monica said, "Liam and I play, we have for more than a year"

Anna continued to look concerned, "Is that OK?"

Monica said, "Oh yes, it's perfectly fine, I'm thrilled for you"

Anna looked relieved, "Oh good, because I want to keep seeing him"

Monica, "of course! you know there's something else we can do"

Anna smiled back, "can we fuck him together?"

Monica grinned back "yes we can, and Liam and I will fuck you together too"

Anna was looking wildly at Monica, "Yes we will, when can we do it?"

Monica said, "I'll ask Liam now, why you don't do the same"

Liam was sitting at home, he knew Monica and Anna were playing that night. All of a sudden, his phone vibrated, and it was a text from Monica.

"I'm with Anna, and we want to fuck you together!"

Liam was grinning from ear to ear, this was going to happen. Then he got a text from Anna,

"Monica and I want you, how soon can we all play?"

Liam wrote them back together,

"Let's plan something special, I want this play date to be as special as both of you are. How about next Friday night and Saturday morning?"

Monica wrote back, "yes!"

Anna replied "let's do this"

The three of them went about planning for the playdate with Liam and Monica taking the lead. Anna hadn't had a threesome since college and that was a drunken hookup. This would be something special and memorable. They both wanted their new lover to have a great time. Liam found a wonderful boutique hotel with a sumptuous suite with a king size bed, walk in shower and Jacuzzi tub. It would be perfect for the three of them to fuck all night, and the next morning. Monica made dinner reservations at a romantic bistro and got some flowers for the room.

Friday arrived and all of them were brimming with excitement anticipating the evening to come. Liam took off early from work and secured the room with an early check-in. Dinner was at 7, and they could start playing before dinner. None of them could wait any longer for this. Anna arrived at 3:15, beaming as Liam let her in the room. She dropped her overnight bag just inside the room. They embraced kissing passionately, "you ready for a great time?" Liam said, "I can't wait another moment" Anna breathlessly replied. They kissed and tore at each other's clothes. Everything coming off as they tumbled onto the bed. Anna immediately grasped Liam's hard cock, licking the head and shaft before swallowing it whole. She gave him vigorous sloppy head. Liam temporarily paralyzed by Anna's oral assault came to his senses and reoriented his body until Anna's pussy and ass were over his face. With a smile and he buried his face in her gorgeous pussy and ass. He licked every inch of her savoring the taste, as Anna continued pleasuring his cock.

Then there was a knock at the door. It was Monica. Anna got up, confirming it was Monica and opened the door letting her in. Monica was grinning, "couldn't wait, could you?" Anna gave her a deep embracing kiss while Liam came around putting his arms around both of them. Moments later Liam and Anna were taking every stitch of clothing off of Monica. Leading her to the bed to enjoy. Monica immediately took Liam's cock in her mouth, while Anna ate her pussy. Liam was continuing to eat Anna's pussy as they had naturally formed a daisy chain, and after a few minutes they switched so that Monica could savor Anna's ripe pussy. Both women were soon cumming over and over. Monica suddenly got up and explained, "Let's fuck!'

The women got on their hands and knees kissing each other. Liam got behind them and slid his cock into Monica's pussy, and his right hand into Anna. He fucked like this for several minutes and then pulled his cock out of Monica and slid into Anna while his left hand vigorously fingered Monica. This went on for a while getting a great rhythm going. Anna had a great orgasm and decided to slide underneath Monica offering her pussy, while Anna could tongue both Liam and Monica while they fucked. They kept this up for a few minutes, then Liam pulled his cock out of Monica's juicy pussy and fucked Anna's face. He walked around and slid his cock into Anna's pussy, fucking her for a minute then let Monica clean his cock off all the way to the balls. He repeated this process five or six times looking like a kid opening presents under a Christmas tree.

Anna exclaimed to him, "you sure look pleased with yourself" to which Liam replied, "damn right I am, this is the most fucking fun I have ever had!" As Liam extracted his cock from Monica's hungry mouth, she chimed in "Oh God I'm loving every minute of this!" Liam laid back against the pillows on the bed and the two hungry cumsluts descended on him. Both of them took turns sucking his cock and tonguing his balls, making intense eye contract the whole time. The scene was soon too much for him and he could feel the cum welling up from deep inside him.

Anna had slid one of her long fingers into his ass, as Monica repeatedly look his entire length in her mouth and throat. She handed his cock to Anna saying, "finish him! But I want to taste his cum too" With that Anna went wild sucking his cock then flicking her long tongue all around his cock head. Liam's eyes were closed, and he was convulsing, and then he erupted into Anna's mouth while cursing "oh fuck! oh fuck! oh fuck!" When he opened his eyes, he saw Monica and Anna deeply kissing sharing his generous load and passing it between them mouth to mouth. Their eyes were closed as they caressed each other. He watched for a moment then seized the opportunity to run his tongue around each woman's winking asshole for the first rimjob of the evening. The whole scene was so sensuous and deeply naughty, two beautiful women kissing, sharing Liam's load while he tongued their asses, and this was just the start!

Liam went and joined the kissing women on the bed, caressing their supple bodies and enjoying their beauty in a bath of post-orgasmic bliss. They laid there together catching their breath, holding hands and touching each other. All three of them were grinning wildly. It was now just past five and they needed to think about getting cleaned up. All three of them smelled deliciously of sex, so off to the shower they headed. The room Liam picked had a huge walk in shower and the three of them could comfortably fit, plus a bench that would be perfect for a bit of playing. The shower was hot and steamy, and the three of them went about washing each other from head to toe. Each lady got a special shampoo treatment with lots of suds and four hands massaging their scalps. They took extra attention making sure Liam's cock was clean too.

The attention of two very hot and horny ladies had the desired effect and Liam's hard on returned with a vengeance. Monica took the initiative and leaned against the shower bench urging Liam to fuck her eager pussy hard, Liam took the hint and slid in to her, fucking her vigorously as the shower allowed. Anna sat on the bench and kissing both Monica and Liam, taking turns between rubbing Monica's clit and Liam's taint. After a few minutes Anna took Monica's place at the bench, and Liam's cock inside her. Monica sat on the floor and ate Anna's well fucked pussy and ran her tongue up and down the shaft of Liam's fucking cock. The trio was in deep danger of being late to dinner.

They finally left the shower behind and hurriedly got ready putting on their nice clothes. None of them looked their absolute best except the beaming smile on their faces. Anna wore a beautiful blue dress, and Monica a form-fitting black dress. Both of them simply breathed sex completely. Neither wore panties. Liam looked sharp in all black with a sharp sports coat. Since the girls had smoked some primo weed, Liam needed to drive the short distance to the Bistro for dinner. They managed to arrive almost on time, and were seated at a cozy candlelit table. They got a bottle of wine and ate lightly. The three of them flirted relentlessly all still giddy from the hours of sex they'd already enjoyed together. The wait staff clearly got the message that these three were all lovers, which none of them were hiding in the slightest. The dinner and wine were finished in record time as the trio was eager to return to the room, and round three of fucking.

The three of them were quite blissful and happy upon returning to the suite. The women were interested in getting nice and blazed for the evening as they both found it helped make them horny and cum even more easily. They got out of their clothes, and piled nude onto the bed, cuddling, kissing and caressing. They were simply enjoying all three bodies from head to toe. As the sensuous experience continued the play got hotter and hotter as the exploration of the bodies became more aggressive. Liam's hard on was returning, and Monica was eager to take it in her mouth. Anna mounted Liam's face letting him eat her pussy for a luscious dessert, Monica quickly decided to mount Liam's cock ride him with her incredibly wet pussy. Then the ladies switched positions, and they continued.

Finally, Liam grunted and unloaded into Anna's pussy. Anna laid back on the bed and Monica started eating her pussy, enjoying Anna's juice mixed with Liam's cum. Liam decided to put his tongue into Monica and use it to fuck her from behind. After a few minutes Liam decided to lean back and relax, he was a bit fucked out for the moment. Monica and Anna were quite fired up and continued to pleasure each other with their mouths and fingers. They ended up in bed kissing deeply and finger fucking each other into a frenzy. It was enough for Liam to get a second wind, and totally turned on. He licked their fingers off and then proceeded to powerfully and totally finger fuck Monica until she squirted massively all over the bed. He then repeated the treatment for Anna. At this point all three of them were tired and ready for sleep.

They curled up in bed together with Anna in the middle. They all drifted off to sleep. It was a restless night with three horny naked people in bed. They were cuddling and touching each other throughout the night. At various times all three of the twosomes woke up and played for a half hour here and there. Finally, very late they all slept and awoke to sun and a beautiful morning. They were refreshed and approached each other with a renewed sense of excitement. They had enough time left with the room including late check out to have one more phenomenal fuck session.

Monica walked over to her overnight bag with an incredible mischievous smile on her face, reached in a pulled out a harness and dildo, saying

"Anna, I'm going to fuck you! Liam want to help?"

Anna was sort of amazed then began to smile, as Monica put the harness on with mischief and fire in her eyes, "spread your legs" she ordered Anna, as she penetrated her pussy and began to fuck her. Liam was hard and put his cock in Anna's hungry mouth. Then Anna got on her hands and knees, so Monica could fuck her doggy style and she continued to suck on Liam in a wonderful spit roast position. Anna was cumming hard already.