Carolyn and Jason's Threesome!

This is the second installment of Carolyn and Jason's 'Sexventures'. The first installment was titled 'The Walk'.

Carolyn occupied a booth at the neighborhood pub the 'Fox and the Owl'. Carolyn was nervously waiting for a woman she has never met before. It was Carolyn's birthday soon, and as a present to herself she was planning a threesome for her and her boyfriend Jason. Carolyn explored a dating app that aids couples in searching for a person to join their threesome.

Carolyn lifted her eyes from her wineglass and spotted an attractive woman speaking to the hostess. The hostess pointed towards Carolyn. The woman smiled and made her way towards where Carolyn was seated. Carolyn got up and moved towards the woman to greet her.

The woman extended her hand and said, "I'm Janelle. It's a pleasure to meet you."

"I'm Carolyn, it's a pleasure to meet you as well. Would you like a drink?"

"Sure Carolyn, I'll have a Pinot Grigio, thank you."

Carolyn signaled the server and requested a house bottle of Pinot Grigio. Carolyn was certain that she would need more than just one bottle.

Janelle had beautiful black skin and wore her shoulder-length black hair in a ponytail. She wore modest clothing, which differed from Carolyn's expectations based on her online profile.

Jason and Carolyn have previously discussed a threesome, although in a joking manner. They came up with two rules; the third person must be a woman and be someone they don't know.

After some light conversation and three quarters of the pinot, Janelle broke the ice.

"How many threesomes have you and Jason had, Carolyn?"

Carolyn glanced down at her glass. "Zero."

"Ah, you and Jason are rookies. Excellent! I love breaking in rookies."

Janelle continued, "For the record, I'm bisexual. I now only do threesomes when I'm not in some sort of relationship. Done it before, it's way too complicated.

Also, I only do theeesomes far from home, so no one will recognize me. I'm a 5th grade teacher."

"Holy fuck, an elementary school teacher! I was not expecting that!"

"Why not? What do you and Jason do?"

"I work as an administrator for the county Parks and Recreation Department, while Jason serves as an IT Specialist at an engineering firm. Don't worry, he isn't the least bit nerdy!"

Janelle chuckled, "See Carolyn, individuals who choose to do threesomes are just normal people like us, not all swingers and porn stars."

"Let me offer helpful advice about threesomes so that we have a fantastic experience. Are you familiar with the term edging?"

"Sure, the hump before you come."

"I love that! Orgasms are great, but in this situation, it's best to have one huge orgasm than a series of smaller ones. For some women, reaching orgasm a second time after coming turns out to be difficult. You just don't realize how your body will react. Taking part in the threesome from edge to edge can create a highly erotic atmosphere. I also recommend Jason wear a cock ring."

"Cock Ring?"

"Yup, it keeps the man harder longer and helps him from coming too quickly. Also, nothing spoils a great threesome more than the dude blowing his load right off the hop. The most enjoyable threesomes are slow and steady, building to an orgasmic conclusion."

"Carolyn, have you ever had sexual experience with a woman?"

"Ahhhh, nope, but I have a thing for lesbian porn!"

"No problem, girl, not as weird as you think!"

"And finally, will you be okay with Jason fucking me? This can go either one of two ways; I've seen some women lose their minds and go batshit crazy or get super turned on when I'm screwing their partners."

"I'd like to think I will be the horny type. I'll leave my gun at home," Carolyn laughed.

"I still need to ask...."

"Girl, he has no idea, does he?"

"Oh... No... He... Does... Not," Carolyn said sheepishly.

"Sister, I can't wait to hear how that goes down!"

Carolyn laughed, "Neither can I!"

"I need to ask you a few questions, Janelle. Anything off limits?"

"We are more alike than you think. What do you and Jason enjoy?"

"We love to fuck. We really enjoy doggie."

"What's Jason's cock like? Is it a monster?"

"It's a very nice cock, big but not too big, thick but not too thick. He has a very attractive head."

"Oooh, that's great to know!"

"We both love giving and receiving oral. We both enjoy toys, and we both appreciate having our nips taken care of. Also, I love when Jason plays with my ass!"

"I have a few toys I can bring to the party. I love my ass played with too. You can play with mine Carolyn."

Unexpectedly, Carolyn found her panties soaking. She felt a surge of arousal.

"I think me, you and Jason will be a good fit. I'm getting excited!"

Carolyn said to herself, "I already am."

Carolyn and Janelle ordered some appetizers, another bottle of wine, and chatted for about an hour. Carolyn appeared at ease with Janelle. They set up the date, time, and venue for what is now officially called 'The Party'. Janelle stood up, embraced Carolyn, said their goodbyes, and they both headed home.

As Carolyn was leaving the pub and moving to her car, she looked up, smiled and mouth the words, "This will be fucking awesome!"

While heading home, Carolyn considered how she should approach telling Jason. She was pretty sure he'd be okay with 'The Party', but this was still out of the box for their relationship. Ultimately, Carolyn chose the nutty girlfriend reveal everything at once method. Continue speaking fast without breathing and prevent Jason from having a moment to think. This seemed like a reasonable plan. Think Phoebe from 'Friends'.

Jason often stays at Carolyn's house now. He was very fond of the hot tub. When Carolyn arrived, Jason was sitting at the kitchen table studying work stuff on his laptop.

Without raising his eyes, he inquired, "Did you have fun with your high school friend at the pub?"

Without pausing for a breath, Carolyn said, "Next week is my birthday... I went online and found this stunning woman named Janelle... not someone from high school... for my birthday present, I'm hoping to have a threesome... next Saturday at 8:00 PM at the Hilton... I've already booked the suite... she suggested you wear a cock ring... she wanted to know about your cock... she's a Grade 5 teacher... she made me dampen my panties... did I tell you it's my birthday?"

Jason peered over his laptop screen. "A Grade 5 Teacher?"

"Was there nothing else you heard? Dude, I've just organized a threesome!"

"Hilton next Saturday, right?"

"Stop screwing with me, Jason! Sooooo?"

"Happy Birthday Carolyn!"

"Sooooo?"

"Okay, okay! I am screwing with you! You're obviously in, so I'm in! I'm open to trying anything once. So, tell me about Janelle."

Carolyn spent the next several minutes describing Janelle and their conversation.

Jason thought Janelle seemed intriguing and very sexy.

Carolyn felt relieved. She was in, Jason was in, Janelle was in. There was only one thing left to do.

"Jason, I'm super horny, wet, and my nipples are cutting a hole in my bra. I need you to screw my brains out, right fucking now!"

Jason closed his laptop shut, rose, took Carolyn's hand and said, "One brain screwing coming up!"

And away they went.

One week later...

At the door of the hotel suite, Jason paused and used his key card to tap the lock. He and Carolyn entered a beautifully decorated suite after the lock clicked open. The suite featuring an extra-large king-sized bed, a bar fridge, and an ensuite bathroom with an incredible walk-in shower.

Jason and Carolyn brought wine, portable speakers, and smart lights to enhance the mood. Carolyn set her 'bag of goodies' on one of the bedside tables. The 'bag of goodies' had a special treat for Janelle. Jason also had a 'bag of goodies' and also had a special surprise for Janelle as well.

They planned to meet Janelle at the hotel bar in an hour. The plan was to have Jason get comfortable with Janelle, have a few drinks, and then let 'The Party' begin.

Jason wore a black suit jacket, paired with matching pants and shoes, along with a stylish white dress t-shirt. Carolyn had on a black sleeveless dress that stopped right below her ass. She decided to keep her lingerie choice a secret from Jason until the big reveal later.

Once they got the room set up the way they wanted with the smart lights and speakers connected to 'Alexa', Carolyn and Jason headed down to the hotel bar. They both experienced a mix of nervousness and thrill. Carolyn was apprehensive about being with another woman and to be honest, if she would be jealous when Jason and Janelle were with each other. Jason, however, felt nervous about finishing too soon even though a few days earlier, he and Carolyn tried out the cock ring with outstanding success. Carolyn thoroughly enjoyed his extra hardness, and Jason loved how long they could fuck. He found his orgasm was even more intense! He didn't trust how his cock would react being in a threesome.

They both secretly wondered what it would be like to be with Janelle.

Janelle walked into the hotel bar and drew everyone's gaze. She was tall, wearing a tight sleeveless, low cut, navy-blue shimmering dress resting halfway up her thigh. Carolyn didn't notice before, but Janelle had beautiful long legs. Jason noticed her substantial cleavage and outstanding ass. Janelle warmly welcomed Carolyn and Jason as they settled around a small, tall table. Janelle ordered a glass of wine, and they all fell into conversation like old friends. Janelle liked Carolyn and Jason and couldn't wait to fuck them both. Janelle caught sight of Carolyn's nipples, clearly visible through her dress. She eagerly anticipated playing and sucking on them. Janelle also couldn't wait to suck on Jason's cock while Carolyn watched. She was hoping for the super horny Carolyn, not the batshit crazy, gun toting Carolyn.

When Janelle arrived, Carolyn found herself embarrassingly turned on. Carolyn spent the past week watching a load of lesbian porn to learn how to please Janelle. Carolyn couldn't wait to go down on her, and she had a big surprise for Janelle's ass.

Jason shook his head, believing he was the luckiest man alive. Two beautiful women to fuck tonight.

The three of them shared a noticeable sexual tension. Carolyn took charge since it was her birthday gift. She filled a glass with wine for each of them and proposed a toast.

"Jason, here's to lovers, Janelle, here's to new friends, and here's to the best fucking birthday a girl will ever have!"

All three clinked their glasses. "Cheers!"

Carolyn waved towards the bar exit and asked, "Shall we go?"

With Carolyn leading the way, all three headed towards the elevator.

When the elevator door opened, there were several people going up. The three of them stepped in, Jason pressed the button for the 23rd floor and up they went. Each member of the impending threesome was thinking the same thing, the strangers in the elevator had no clue that the three of them would fucking for the rest of the night and beyond. Janelle had a wry smile. She was confident that this was going to be her best threesome ever.

With a tone from the elevator bell, the door opened. Carolyn, Jason, and Janelle made their towards the room. Jason unlocked and held the door, and Carolyn and Janelle went in.

Carolyn instructed, "Alexa, turn on the lights and play the naughty music playlist."

The vibrant mood lights created an intimate atmosphere in the room. The tunes gave the room a seductive vibe.

After looking around the suite, Janelle set her purse down on the nightstand and dropped her travel bag in a corner on the floor. None of her earlier threesome experiences established such an intimate and sexy mood. Janelle was impressed and so horny!

Janelle took the lead and walked over to Carolyn and said, "Jason, I bet you were wondering what is under our dresses? Jason, take a seat and enjoy the festivities. Your time will come soon enough."

Janelle wrapped her arms around Carolyn's waist and pulled her close. Carolyn draped her arms over Janelle's shoulders, and they shared a deeply passionate kiss. Each of their tongues explored the others, resulting in both their pussies to become slick. Jason's cock got very hard, fast!

After breaking the kiss and embrace, Janelle reached down to carefully remove Carolyn's dress and dropped it to her feet. Carolyn donned a matching purple lace bra and thong. To Jason's surprise, Carolyn was full Brazilian. Jason's cock was about to explode!

Janelle was eager to have Carolyn's nipples!

"It's your turn, Janelle. Let's discover what your dress kept hidden."

Carolyn bent down, grasped the hem of Janelle's dress, and gently lifted it over her head before letting it fall to the floor. Janelle wore a black lingerie set that was the same shade as her skin. She almost appeared naked. Jason admired these two contrasting women standing facing each other. They were beautiful.

Jason watched as Janelle reached around Carolyn, took her thong in her fingers and slowly moved it down past her ass, thighs, knees and finally helped her step out of them. Janelle playfully tossed the soaked thong at Jason. Janelle, who was on her knees, leaned in and ran her long tongue the full length of Carolyn's soft bare pussy and eventually a quick flick on her large and hard clit. As Carolyn quivered, she listened to Jason softly utter, "Oh My."

Janelle then unfastened Carolyn's bra from the front and playfully tossed it in Jason's direction. Carolyn's tits and nipples did not disappoint. With a turn towards Janelle, Carolyn took off Janelle's bra over her head. Her tits were larger than Carolyn's, with tiny areola and perky erect nipples. Carolyn gave each nipple a quick suck and ran her fingers along Janelle's soaked pussy. She inserted two fingers in and found her G-Spot. With a moan, Janelle showed her approval. Carolyn removed her fingers and allowed Jason to taste Janelle.

As Jason was sampling her moistness, Janelle approached Jason and said, "Show me how you pleasure Carolyn's tits."

Carolyn backed away and settled onto the bed, paying close attention to Janelle and Jason.

Jason used his tongue to explore Janelle's nipples, giving them a quick flick, followed by a strong suck.

Janelle shifted her gaze from Jason to see Carolyn pleasuring herself by playing with her clit and nipples on the bed. Janelle trembled. Carolyn's nipples really turned her on!

"You are so hot Carolyn!"

Janelle positioned herself on the bed and ran her tongue along Carolyn's thigh, exploring the side of her pussy with a quick lick around her clit, then continuing to her belly button and those remarkable nipples. They were so large and hard. Janelle moved her tongue in a swirling motion around each nipple, alternating between the two. She tenderly kissed the tops of both nipples and then fervently took each breast into her mouth. Carolyn let out moans every time Janelle used her tongue or mouth on her nipples. Janelle knew just how to pleasure her! Thanks, Jason!

From the foot of the bed, Jason watched! His cock was rock hard, but he dared not touch or stroke it! Janelle's panties were still on, so Jason came up from behind and pulled Janelle's panties off while she was playing with Carolyn's tits. Janelle's ass was spectacular and even more fascinating with the heart-shaped glass butt plug inserted in her asshole. Jason ran his hands around Janelle's ass with his fingers, caressing her toy.

"Jason you can remove it, I'm hoping someone does my ass tonight." Janelle went back to tending to Carolyn's nipples.

Jason carefully removed the glass toy with little effort. Janelle's asshole was pulsating as she pleasured Carolyn. Jason could feel pre-cum dripping from his cock.

Janelle turned to Jason, "It's time for your cock ring. Get it and bring it to me."

Janelle leaned over to the nightstand, rummaged through her purse and retrieved a bottle of lube.

Carolyn moved herself to the top of the bed and propped her head up on a couple of pillows. She wanted to see what Janelle was up to with Jason.

Jason stood at the side of the bed, holding his cock ring. Janelle positioned herself at the foot of the bed and pulled Jason's speedo underwear down far enough for him to step out of them. She exposed Jason's impressive cock. Like Carolyn's nipples, Jason's cock did not disappoint. Janelle gave Jason's cock two gentle strokes, noting its' remarkable hardness and width. She then licked a drip of Jason's pre-cum off the tip of his throbbing head. She couldn't wait for Jason's cock to be pounding her pussy, asshole or hopefully both. Janelle squeezed some lube into her hand and spread it along Jason's cock. She next took a smaller dab of lube and with her fingers and covered the lube on the inside of the ring. She then stretched the ring out and slid it along the full length of Jason's cock. Likewise, she then took the larger ring and gently pulled it around Jason's balls. Jason's head instantly swelled hard as Janelle slid her tongue along Jason's cock. Janelle wrapped her lips around the edge of Jason's cock and slowly moved them up and down his highly sensitive head. She caressed Jason's balls. Janelle could sense Jason's head pulsed slightly in her mouth.

Carolyn watched the entire event. She fervently rubbed her clit and fondled her nipples. She was incredibly turned on.

"I want your pussy, Janelle!"

Janelle obliged. She positioned herself over Carolyn's face and lowered her hips. Carolyn's tongue was wicked. Carolyn ran her tongue along the length of Janelle's slit, stopped to circle her clit and a good solid tongue fuck. Janelle then guided her pussy so that Carolyn concentrated on her clit. This was Carolyn's first experience with a woman. The taste and wetness of Janelle's pussy was exhilarating. Carolyn enjoyed the way Jason satisfied her, so she eased her tongue back and forth over Janelle's clit. Janelle was going crazy, and Carolyn knew it. She was thrilled that she could make a woman feel this way. As amazing as this was, Janelle really wanted to get fucked by Jason and for all three to engage at once.

Janelle went towards the foot of the bed, spread Carolyn's legs, pushed her ass off the bed and slid her tongue from Carolyn's clit to her asshole. This was merely a tease. Janelle had better plans for Carolyn's ass. More importantly, Janelle purposely raised her sexy ass in the air to invite Jason to fuck her. This was an invitation that Jason couldn't refuse.

Janelle sensed Jason kneeling behind her, placing his hands on her ass and drawing himself closer to her. Janelle felt Jason's cock gradually enter her tight vagina. At first, Janelle was disappointed. She wished Jason was going to do her ass. She soon forgot her disappointment when she experienced the pleasure of his thick and very hard cock. Janelle moaned as she noticed Jason's hips press against her ass. His cock filled up her tight pussy. Carolyn established eye contact with Jason and gave him an approving wink. That's all Jason needed!

Jason moved his hips slowly in and out so that his cock almost came out of Janelle's pussy and then all the way in so that Janelle could feel his balls against her ass. Slow and steady. Jason was teasing her, and she loved it.

Every time Jason pushed in; Janelle thrust her tongue into Carolyn's pussy. Whenever Janelle inserted her tongue into Carolyn's vagina, Carolyn would tug at her nipples and then play with them using her thumb and forefinger.

Every thrust prompted a moan, starting with Janelle and followed by Carolyn. They all found themselves turned on, reveling in the pleasure exchanged among them.

Jason's cock and his movements were touching all the right spots. She wanted Jason to bring her to orgasm, yet she appreciated the thrill of being edged. She had more plans for the night. Coming now would be selfish.