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Regan and Liz go to an Orgy PART 1 by

by November 29, 2021 Leave a Comment

A literotic sexstories: Regan and Liz go to an Orgy PART 1 by ,

This is by far the longest sex story I’ve ever written. Sorry if the events leading up to the juicy parts are little long, but I hope everything is made up once things start to get going. If there’s something you were hoping to see but it didn’t happen, it will most likely happen in PART 2. Enjoy, and comments are always welcomed.

“You’re going to be a virgin the rest of your life.”

“Excuse me?”

“You heard me, Regan. You’re going to be a virgin for the rest of your entire life…unless you come to this party.”

Sixteen year-old Regan Hanks looked at his best friend, Liz, in pure confusion.

“Why?” Regan asked. “What kind of party is it?”

“That kind of party,” Liz replied with a sneaky grin.

“But we’re only teenagers… we can’t go to some orgy!”

“There will be other teens there, too.”

“What about adults?”

Liz makes a pouty face, mocking Regan’s question. “Oh, are you not allowed to go to a party unless the parents are home?”

“Shut up… you know what I mean.”

“I think I heard someone say there will be some 21 year-olds. That’s about it.”

“So you don’t know anyone else there?”

“Nope.”

“Damn it, Liz…”

“Think about it,” she says, making her way to the front door. She calls out as she leaves the house, “You gotta get laid sometime or another!”

Upon hearing this, Regan instinctually looks around the house, expecting a frowning parent to have heard that. Then he remembers that they’re both at work, not planning to be home for at least another two hours. This leaves Regan an empty house and plenty of time to think over Liz’s proposal. And boy, was it a big one.

Through Facebook, she had caught wind of a massive party happening in the mountains, at some remote cabin. A friend of a friend told Liz that it was something every teen should experience. It was perhaps the craziest thing she had and might ever do. Being the thrill-seeker that she is, Liz came to Regan’s house today, expressing to her closest and oldest friend her complete interest in attending this year’s party. Like many friendships, these two friends were often total opposites in personalities and interests. Unlike Liz, Regan was a virgin—the most he had ever gotten on the proverbial baseball diamond was first base. Despite his absolute desire to finally get “wet” as the kids called it, the idea of attending what appeared to be orgy composed of total strangers made Regan highly nervous.

For one, Regan had a fear of being naked with another person (let alone multiple people) –something that is quite common at an orgy. It’s not that he wasn’t much of a looker… in fact he was told on multiple occasions from various family members and sports coaches (the latter he is still slightly bothered by) that he was in excellent physical shape. Countless nights he had spent in his room looking himself over in the mirror; examining his narrow, chiseled face, deep brown eyes, and auburn hair… but he still felt uncomfortable with sharing his body with another person like that. It was mainly because his sexual partner would be exposing herself as well, he didn’t think it was fair for him to do that.

Secondly, he would not know what to expect. Sure, he had seen x-rated videos of orgies online, but this one would be not only real, but full of total strangers. Well, he surely wouldn’t attend an orgy full of his closest friends, would he?

But once again, Regan returned to the aspect of finally losing his virginity. He had girlfriends before, but all three of them had their share of insecurities or abstinence pledges to keep him out of their pants. Plus, Regan was incredibly shy.

That’s it, he thought, that’s it, right there. As a shy wallflower, there was no way he would survive an orgy. He picked up his phone and texted Liz his response. “That actually sounds pretty fun, honey.”
“What, mom?”
“That…event you were telling us about at dinner? It sounds like a good time.”
The confused feeling returned to Regan once more, as he looked up at his mother from their living room sofa.
“The thing in the mountains, you mean…”
“Yes, the…what was it? A camping trip?”
“Right.”
Regan tried to remember exactly what he had told his parents over dinner… A camping trip with Liz and some of her friends in the mountains… why the hell did he even mention it? Sure, he had described it as some boring trip with absolutely no mention of any sort of debauchery, but why had he brought it up in the first place? He was so adamant in his text message to Liz…
“I think you should do it,” Regan’s mom said, looking to her husband lounging in the Lay-Z Boy. “Right, Gary?”
“Sure,” Regan’s dad said, not looking away from the television.
“I want to go!” Jeremy, Regan’s thirteen-year-old brother chimed in.
“No!” Regan sat up quickly, trying to hold back his anxiety. His mother eyed him almost suspiciously and then turned to her younger son, who had a look of both disappointment and surprise from Regan’s outburst.
“What Regan’s trying to say, Jer, is that this is a trip meant for… older kids. More experienced kids. Right, Regan?”
“Um, yes, mom.”
“Fine,” Jeremy pouted, “I’ll let him go off with his girlfriend all alone.”
“She’s not my girlfriend! We’re just friends going on a camping trip together!”
“Then it’s settled! I’ll call Liz’s mom tonight—“
“—Let me talk to Liz first,” Regan cut in, his body subtly shaking with nervousness.

“She thinks we’re going on a camping trip?”
“Yeah… she was almost about to call your mom and settle it all.”
“Well then I guess you have no choice to come with me then,” Liz giggled over the phone.
“You were going to go without me?” Regan asked, surprised.
“What? You can’t always be there to protect me.”
“I still wished you had told me you would go anyway no matter what I said…”
“And then you would’ve tagged along anyways.”
“That’s not what I’m saying.”
“Yes it is, you would’ve come for two reasons: A) You don’t want me to get hurt, and B) You want to pop your man-cherry. I know you too well… and it’s sweet. The protecting me part—not the cherry-popping… but that will be sweet too!”
“There’s stopping you, is there?”
“Nope.”
“Elizabeth…”
“Don’t call me that! Jesus, my mom calls me that. C’mon. It’ll be fun. Plus, I bet there will be other virgins there… I’ll call you in the morning. Start packing, we leave tomorrow at noon!”
She hangs up before Regan can protest any more.

“Wake up, Regan.”
Regan wakes in a daze to find Liz standing over his bed, gently pushing his shoulder to coax him awake. He is almost mesmerized by the sight before him: morning light from his bedroom window billows across her face, making her shoulder-length blonde locks glow. Her blue eyes are wide, looking down at him, almost in surprise. Her jaw is slightly dropped, but turns into a shy smile. Regan followers her gaze down his body…which is naked. Aside from the blanket blocking his crotch, he is completely nude. He looks over the side of the bed to see crumpled tissues sprawled across the floor and on the edge of his bed. Liz takes a casual sniff of the air around them.
“Cute,” she smirks.
Regan feels his face heat up with blush, and he scrambles to cover more of himself with the blanket.
“Don’t worry about it,” Liz says, tossing aside some tissues so she can sit. “But you really want to waste all that load before your big night?”
“Oh, I’m OK. I’ve always been able to go more than a few rounds…”
“Gross, dude. That’s pushing it.”
“Sorry…”
“I’m fucking with you, bud.”
Regan took a sigh of relief. Liz stood up and walked towards the door. “Get your stuff together,” she said.
“We’re leaving earlier?” Regan called.
“It’s nearly noon already, loser!”
As soon as he was sure she was out of sight, Regan leapt from his bed and closed the door. He grabbed a handful of clothes and headed to the bathroom for a quick shower. Surely enough, there was still some dry cum caked around his flaccid penis. There was, in fact, another insecurity to Regan… he was a grower, not a shower. Of course he wasn’t completely inadequate when he wasn’t hard, but his three-inch uncircumcised shaft was nothing compared to his true, nine-and-a-half-inch erect form—something he was extremely proud of, but never would be confident enough to show off.
After a quick scrub-down in the shower, Regan emerged a fresh kid. He hurriedly packed a bag for the weekend and was about to zip the bag up when he remembered one last thing. Liz suddenly entered again to find Regan in another embarrassing situation; there he stood in front of his open drawers with an unopened condom. Regan had it stashed away in his sock drawer.
“You probably won’t even need them…” Liz said, catching Regan by surprise. He nearly threw it out of his hands before stuffing it back in its hiding spot.
“What are you saying?” He stammered. “That I won’t have the guts to use it?”
“No,” she almost laughed, “I mean I brought a whole new box of ‘em in my bag. Plus, it’s an orgy. I’m sure they’ll have tons more.”
“An orgy?!”
Both Liz and Regan turned quickly to see Jeremy standing at the bedroom doorway.
“You’re going to an orgy?!” He exclaimed.
“Quiet! Mom will hear you!” Regan ran over to his brother and pulled him into the room, slamming the door behind him.
“Calm down, she’s outside talking with Mrs. Christian.”
“Don’t you dare tell her.”
“What’s gonna stop me?”
Regan sighed heavily, looking at his smirking, devilish brother that he has known for most of his life to be a sneaky prankster and perpetual pain-in-the-ass for Regan.
“Look… I’ll… give you my PornStash.com password.”
“Really?!”
“Shh! …Yes. Just don’t tell mom, OK?”
“Deal!”
Regan moved passed Liz, avoiding her eyes as he opened his computer desk drawer to pull out a folded up sticky-note. He unfolded it and handed it to his little brother.
“My friends are gonna be so jealous!” Jeremy said.
“Don’t tell anyone you got that from me.”
“Fine,” Jeremy shrugged and ran out of the room, most likely to test it out on his own computer.
Regan stood awkwardly from Liz, who was trying to hide a smirk.
“PornStash.com?” She asked.
“It’s this site—“
“—the biggest porn site on the internet, I know. I have brothers too.”
“It’s kinda hard to get an account without a credit card, but I found a way to hack in.”
“Is that what you used last night?” She said, nodding to a missed tissue still poking out from under the bed. Regan blushed as he scrambled to throw it away. He retrieved a can of air freshener for good measure.
“Um, no…” he replied.
“Ooh, got an imaginary lady in your head?”
“Not really.”
Just then, Liz’s mother can be heard from downstairs, calling to them both. They didn’t say a word to each other as they made their way to the driveway outside.

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