Shuffle At The Virtual Literoticon

Dramatis Personae:

Jessica: a Literotican at the convention, 25 year old white collar professional seeking...she wasn't sure what, exactly.

Danny: former high school classmate of Jessica, 26 years old, carpenter.

Robby: Danny's roommate, a 28 year old electrician.

Paula: Jessica's roommate, 30 year old store manager, feeling left behind by the dating world.

Beatrice: 50 year old divorcee, Danny's Saturday night match

Evan: 22 year old in Jessica's Saturday night gangbang

Frank: 40 year old in Jessica's Saturday night gangbang

George: 44 year old in Jessica's Saturday night gangbang

Charlie: 29 year old in Jessica's Saturday night gangbang

Wilbur: 33 year old in Jessica's Saturday night gangbang

Adrian: 21 year old in Jessica's Saturday night gangbang

Tess: 29 year old, Robby's Saturday night match

Jae: 23 year old, Paula's Saturday night match

Hosts: unnamed Literotica staffers, all between 33 and 55 years old.

All other unnamed characters are at least 18 years old.

Friday night was a "meet and greet" event with lots of casual conversations. There were a few surprise meetings as people who knew each other but were unaware of each other's participation in the world of Literotica compared notes and shared stories.

Jessica and Danny were singles at the convention who had known each other in high school but never dated. They'd gone their separate ways to college and careers. Now they saw each other in a very different light. This was, after all, a convention hosted by an adult website. They talked about their series of short-term relationships in college and failures to hit it off with any co-workers. It was heading toward an interesting evening, except for one issue.

"I'm sharing a room to keep costs down," Danny admitted.

"Me too," Jessica replied.

"Maybe we can swap roommates?" Danny asked. "I've got two beds, so they wouldn't have to sleep together together, just in the same room."

"All we have to do is find them and ask them," Jessica replied.

"I've got my roommate's cell number," Danny volunteered.

"I don't, alas," Jessica lamented. "Finding her in this big crowd could be challenging."

"Do you have a picture of her?" Danny asked. "If we both look, it may go faster."

"Unfortunately, no. And there are a lot of women who meet her general description," Jessica admitted.

"There was something in the handout about how to find people in the convention," Danny remembered. He took out the brochure and scanned thru it.

"Here it is," he finally announced. "The sponsor has requested everyone's cell number. All hosts have the list. Hosts can be found at the main entrance to each meeting room."

"They apparently thought of that detail," Jessica sighed with relief. "I'll go get my roommate's number from the host."

"I'll try calling my roommate," Danny said.

He dialed the number, and his roommate picked up after a few rings. "Hey Robby, it's Danny. How are you doing so far?"

"Good," Robby replied. "Meeting a few women who aren't put off by an electrician, but no sparks yet."

"Not surprising, if that's the level of your humor," Danny retorted.

"What's up with you?" Robby asked.

"I ran into an old high school classmate, and we're trying to figure out how to spend some time in private."

"So you need me to not be there for awhile, I take it," Robby surmised.

"That's the idea. Jessica is trying to contact her roommate to see if the four of us can swap roommates."

"That could work as a blind date for the other gal and me," Robby allowed. "Let me know what you two come up with. Bye."

Danny wandered over to the host, where Jessica was still waiting for her turn to ask about her roommate.

"Robby thought the idea of a blind date with your roommate could be interesting," he told her.

"Good," Jessica replied. "The line is slow, but moving."

They chatted as the line inched forward, one seeker after another getting what they needed. Finally, Jessica's turn came and she got her roommate's phone number.

Jessica dialed Paula's number. It took several rings to get an answer. "Hi, Paula, it's Jessica. How's it going?"

"Good," Paula responded. "I've never had to deal with so many interested and interesting men in so short a time."

"I've got a proposition for you," Jessica began. "I ran into an old high school classmate who I'm now seeing in a different light."

"Oh?" asked Paula.

"As in we'd like to spend tonight together," Jessica got right to the point.

"Which means?" Paula played dumb.

"Which means I'd like to swap with Danny's roommate," Jessica explained.

"A blind date?" Paula asked.

"You could look at it that way. Or, just a different person in the other bed if you don't hit it off," Jessica offered.

"Can I meet this blind date?"

"Of course," Jessica answered.

"I'll have Danny call his roommate and we'll get together at the far end of the bar from the entrance," Jessica told Paula.

"See you there in a bit," Paula replied before hanging up.

Danny called Robby again, explained the next step. All four of them converged at the end of the bar.

"This is Jessica, my old classmate," Danny started. "Jessica, this is Robby, my roommate for this weekend and occasional co-worker."

"Nice to meet you," they said at the same time.

"Here's Paula, my roommate for this affair," Jessica introduced the final member of the quartet.

"I'm Danny," he said.

"Robby," the other man added.

"I've never dated a black man before," Paula began. "Is it true you're, how shall we say, well endowed?"

"Getting right to the point," Robby replied. "I'd rather let you see for yourself." He gave a Paula wicked grin and a wink.

"Well, that seems to be settled," Danny concluded. "Now, which couple gets which room? I assume both of you will need to get things from your original room. Robby and I are in 314. Where are you ladies?"

"Oddly, 315, right across the hall," Paula replied. "This place is starting to thin out, so our leaving now won't be a big deal to anyone."

They made their way to the elevator bank and waited for the next car. A few other couples joined them in the line. They got into the elevator, and quickly reached the third floor.

Robby and Jessica decided to move all their stuff across the hall so they'd have everything they could possibly want. Danny and Paula each waited for their new roommates to collect their stuff and then reposition it in their new room.

DANNY AND JESSICA

"So, how would you like to proceed?" Danny asked.

"Well, since it's a first date and we're already hoping for sex, let's take it slow and explore each other like the new couple we are," she replied.

"All we've got that will fit two is the bed," Danny noted.

"Bed it is, then," Jessica agreed.

They sat down next to each other. Danny put his arm around her and gave her a quick kiss. She kissed him back, with surprising vigor.

Feeling slightly emboldened, he stuck out his tongue. She opened her mouth to let him in for what was actually her first French kiss. Then she pushed is tongue out of the way to return the gesture.

He reached for her far tit, gave it a squeeze. She back away from the lip-lock, smiled.

"No bra?" he asked, since some bras are hard to get a feel for.

"No bra," she confirmed. "I don't really need one for support, and saw no need for modesty tonight."

He gave her tit another squeeze, then felt for the nipple. It was beginning to stiffen, so he gave it a pinch.

"Like what you feel?" she asked.

"Very much," he answered with a grin. "May I get a better feel?"

"Of course," she replied.

He reached up under her blouse and gave the tit another squeeze.

"They're a pair, you know," she prompted.

He shifted his grip and squeezed the other tit.

"You've got a pair of hands, too," she reminded him.

He shifted a bit so he could get both hands under her blouse and fondle both of her firm little breasts at once.

She gave him another kiss, then removed her blouse.

"They say seeing is believing," she told him as his eyes widened. This was the fastest he'd ever gotten to a pair of bare breasts.

"They are a sight for eyes that have too often been disappointed," he admitted. "May I?"

"Of course," she replied.

He bent down, and kissed one nipple and the other.

"MMM," she moaned.

He started suckling on her.

"MMMMM," she moaned, longer and louder. She reached for his crotch, was rewarded with the expected feel of a hardening cock. She gave it a squeeze. "You seem to be really enjoying this."

He came up for air. "Oh, yes," he gasped. "You also seem to be liking it."

She started to undo his pants, hoping for a better feel and even a look at his manhood. He stood up, dropped his pants but kept his briefs in place. She replaced her hand on his now more accessible organ. The tip was already wet with the first drops of pre-cum.

"Feels like you're ready to go further," she noted.

"Yes, indeed," he confirmed. She pulled down is briefs, freeing his swelling schlong. She smiled at the size of it.

"Your turn," he told her. She stood up, dropped her skirt and panties as he shed his shirt and t-shirt.

He turned down the sheets. "Get comfortable. I'll be right back."

She laid down on the pristine sheets. He went to the bathroom and fetched a towel and some flavored, edible lube.

"Put this under you," he told her. "This may get messy."

"Good thought," she replied. "I tend to gush a lot when I play with myself. I imagine you add significantly to the flow as well."

"Indeed, I do," he confirmed, sounding a little proud of himself.

He laid down next to her and gave her another kiss. As he reached for her womanhood, he asked, "May I?"

"I thought you'd never ask," she replied as she grabbed his now fully hard erection.

He reached for her pussy, and was pleasantly surprised to find it already wet. He stroked her labia for a minute or so before sliding a finger into her love channel. A few thrusts with one digit had her oozing more juice, so he added a second.

"Mmmmoooorrrre," she moaned.

He added a third finger, and started pumping her with increasing speed and depth.

"Oooooh, that's it," she screamed as she orgasmed. Her pussy clamped down hard on his fingers as it pulsed with pleasure.

"Damn, girl," he began. "I never thought you'd be that easily moved."

Catching her breath, she retorted, "You never thought!"

"Sorry," he replied.

"It's okay. I was forever playing so hard to get nobody in high school even tried," she confessed. "Even in college I never really loosened up much."

"So, is this your first time?" he asked.

"With a man, yes," she admitted.

"OH?" He intoned.

"There was a girl, once," she admitted. "A college classmate noticed I wasn't dating anyone and wondered if any mister was right for me. She offered to take me as far as I was willing to go with her. We got as far as you and I are now, and I had such a massive orgasm I almost broke her fingers. I made her cum with my hand, and we both decided that was enough for that session."

"What happened to her?" he asked.

"We went our separate ways and never spoke of that again."

"So here you are with a man at last," he observed.

"Yes, and not a total stranger, either," she added. "Now, what's next?"

"What do you want to be next?" he asked.

"Well, from what I've read we either go straight to the fucking, or go down on each other. What do you suggest?"

"I've always enjoyed having my cock sucked. Only one girl was okay with me eating her pussy, though."

"Well, I'm game," she told him. "How do we position ourselves for this?"

"The position is called 69, for the similarity to the number. I prefer to be on top, that old male control thing."

"OK," she said as she laid flat on her back and spread her legs.

"You need to move down on the bed a bit," he told her. She shifted herself and the towel.

He climbed on top of her, aiming his phallus at her face as he landed his lips on her labia.

"Now what?" she asked.

"Open wide and use a hand to guide me into your mouth. Take as much or as little as you're comfortable with. Lick it, pucker up and suck it. It's all good."

He kissed her labia, savoring her sweet secretions. Then he sucked her fleshy lips, making her moan. Once she quieted down, he darted his tongue between the gates of her pussy. That got her going again.

She kissed the head of his cock, then started licking it. Once she'd gotten over the taste and texture of his pre-cum, she closed her lips around the head of his penis and started sucking like she was dying of thirst.

When she came up for air, it was to ask for "MORE!"

He slipped three fingers into her cunt, and backed off to licking her clit. He felt her trying to raise her head to take more of his cock into her mouth, so eased it down slightly.

She moaned on his man-meat as his fingers found her G-spot. As her next orgasm developed, she clamped down on his cock.

"Gently, please," he requested.

"MMM, mph," she mumbled on his throbbing tool.

Her second orgasm was even stronger than the first. He backed off to just tickling her labia as she clamped down. Not being sure what her mouth would do, he backed his cock out. It wouldn't do for her to bite hard enough to draw blood.

Once her orgasm subsided, he got off her and laid alongside her, head-to-head.

"That was wonderful," she panted. "Even my best toys never make me cum so hard."

"Glad to hear that the real thing is still better than the substitutes," he replied.

"Now, what about the actual fucking?" she asked.

"I suggest we start with missionary and see if we last long enough to try other positions," he suggested. "Lie on your back and spread your legs again."

She did as he directed. He positioned himself on top of her, penis poised to penetrate her pussy.

"I take it some of your toys are dildoes?" he asked.

"Yes," she confirmed. "Several sizes and some vibrators. My favorite Jackrabbit is a little bigger than you."

"So, as I plunge in, you won't be surprised by the feeling?"

"Only in that it will be my first flesh and blood cock," she assured him.

"Last question," he continued. "You realize that as soon as my cock parts your labia, you won't be a virgin anymore?"

"Shut up and fuck me already!" she commanded.

He plunged his waiting tool into her receiver until their groins slapped together.

"OOOH, yeah," she moaned.

He withdrew slowly, then slammed his piston into her again. It only took a few more revolutions to make her orgasm again, squeezing his cock tight as waves of pleasure swept over her as he held himself deep inside her.

Once she had calmed down to where she might be at least semi-coherent, he backed his still stiff cock out of her hot cunt.

"Next I suggest cowgirl," he told her.

"As in me on top?" she asked.

"As in you on top," he confirmed. He laid on his back.

She checked the towel. "I think we need a dry towel," she said. "I'll get one."

She came back with a dry towel, and he lifted his ass so she could slide it under him. She straddled him, and guided his cock to her cunt like she knew what she was doing. She slid down his shaft til she couldn't slide any further, then raised back up so just the tip was still inside her.

"I like this," she said. "Feels different, but as good as the first position."

"Any position that puts cock in cunt is good," he agreed. "Now keep fucking me til you cum again."

She kept up a slow, deliberate motion for several strokes, getting a bit faster as she went. She pulled up too far once, and his cock slipped out. "OOOPS," she said as she guided it back inside. Several more strokes, and she was getting tired.

"Can I just sit her while I catch my breath?" she asked.

"Of course," he assured her. "How are you doing otherwise?"

"Great," she said. "Much slower build up this time, though. Any idea how much longer it'll take to cum again?"

"I have no idea," he admitted. "Could be a few more strokes, or a few dozen."

"I might manage a few, but not a few dozen," she admitted.

"Well, we could try yet another position," he offered.

"What would you suggest?"

"Doggy style," he told her.

"So, you want to make me your bitch?"

"You could think of it that way," he replied. "Some women don't take kindly to being called that, but others take it as a sign of submission to their man."

"Well, not sure I'm ready to claim you as my man yet," she told him. "I am willing to assume the position, though."

"Well, if you're ready for it, do it," he ordered.

She got off him, and onto all fours. He positioned the towel under her pussy. Then he knelt behind her and aimed his prick at her pussy. He eased himself into her from the rear.

"How's that?" he asked.

"Keep going," she replied.

He pushed all the way inside her, then backed out. Since she seemed okay with the position and penetration, he started slowly thrusting in and out, gradually picking up the pace. Several minutes into the new sensation, she collapsed her arms down to the bed. The new position suited her, and she started moaning louder and louder. He felt her body tense, and held his aching cock as deep inside as possible as she had another screaming orgasm.

"I'm coming too," he yelled as his balls emptied into her spasming snatch. As her orgasm subsided, he withdrew from her overheated pussy, letting her collapse full down on the bed. He kissed her back, then went to wash their sexual smear off his slowly waning wang.

He returned to bed to find her still prone, exhausted from her first time with a man. "You'll sleep better if you clean up," he said gently.

"I don't have that much energy. If I roll over, can you clean me?"

"I'll be right back," he said. He got a washcloth, dampened it, and returned to the exhausted woman. She'd made it onto her back, at least, but was sound asleep. He wiped her down as best he could, slowly spreading her legs to get between them. She murmured a few times, but didn't seem to wake up. When he'd cleaned as much as he could, he put the wet rag in the bathroom and got another towel. Lifting her hips, he got the wet towel out from under her and put the dry one in its place.

Finished with the hygiene, he laid down next to her and promptly fell asleep.

He woke a few hours later with a raging piss hardon. He carefully got up, trying not to disturb her. When he returned to be, she was awake and also needed to go to the bathroom. Her gait was a bit ginger, even a few hours after her first fuck. He heard the toilet flush, then heard her say "I think we need more towels."

He looked at the clock. "It's three AM in the morning. Maybe the front desk can send up a fresh set."

He called the front desk, and was told he'd have to go fetch them because they were short-handed tonight. He put on the minimum clothing required for decency, and told Jessica he'd be back in a few minutes.

She was already in the shower when he returned with the fresh towels. It was a big enough shower he could join her, and did so without asking.

"Seems like a good idea," he said as he stepped into the shower.

"Good, you can do my back," she replied.

"Only if you do mine," he told her.

"Deal," she agreed.

He washed her back, all the way down to her ass. Setting the washcloth aside, he soaped up her crack. Then, feeling bold, slid a finger into her back door.

"Oh, you naughty man," she scolded playfully.

Feigning disappointment, he withdrew his finger and made a big show as he washed it off. He turned around, and she washed his back, duplicating his crack scrub and even the butt finger.

"Oh, you naughty woman," he mocked her.

They finished their shower, dried each other, then went back to bed in hopes of more sleep. They talked a little before actually drifting off.