Theatre kids adventures at backyard parties [Group]

I apologize in advance if there are typos in here. I was too tired to go back and edit…

The girl who took my V-card was two grades ahead of me in high school and we started dating right after I graduated. She was more experienced than me. She had had sex, drank, and smoked weed on occasion. Her name was Becca.

Becca had shoulder length hair that she had dyed cherry red. She was about 5’2”, had a little belly, pale white skin, and large boobs. She had a eyebrow ring and a tattoo on her hip that her parents didn’t know about. Even though we were only two years apart, she was light years ahead of me when it came to experience.

We mostly hung out with other people from our theater click at school. This particular event occurred at my friend Josh’s house during summer after graduation.

School had just ended so the first two or three weekends were spent driving around the town we lived in going to our friends house for cookouts and pool parties. I tagged along with Becca because they were mostly her friends even though I knew them all. Like Becca, they were all about one or two years ahead of me in school but theater throws kids together from all different grades.

Josh was going out with Laura and they were kind of our “couple” friends. Josh was a big dumb redneck and Laura was super slutty. She cheated on Josh ALL the time and he either didn’t know or didn’t care. Laura was fun to hang out with, though. She was much taller than Becca and much louder. Laura was Italian so she had a darker, olive complexion. She wasn’t overweight but she had thick thighs and a beautiful bright smile. She also had short brown hair and big tits that she loved to show. Literally all you had to do was ask and she would show them. Her nipples were these perfect, light brown circles on her big, bouncy tits.

The four of us hung out a lot. We would do kinky stuff like play truth or dare but on this particular occasion we were hanging out with a third couple, Courtney and Drew.

Drew had just graduated too. He was this big, oafish dork who Becca HATED. Drew was like 6’4”, pimply, and though he wasn’t fat, he had those awkward man-boobs some guys get. His girlfriend Courtney was a total goody-goody. She was known for being a big deal in her church choir and was incessantly perky. She was awkwardly tall too, which made her a good match for Drew, aesthetically speaking. Courtney had a big butt and wide hips. Her hair was short and blonde. She wasn’t small chested but she wasn’t in Becca or Laura’s league.

Courtney was friendly with Becca and Laura in school and in theater but they didn’t really hang out outside of that. Becca and Laura were a little wild and Courtney was probably a little intimidated by the two of them. However, there were a lot of people at Josh’s party, basically everyone who was in our theater group and some of Josh’s family and neighborhood friends.

It was a pool party. Josh’s dad was grilling and people were playing volleyball in the backyard. Becca and I got there around 2 p.m. and hung around for several hours. As the evening closed in, people started heading home. Josh’s parents eventually went inside and the last people left outside at the party were me, Becca, Josh, Laura, Courtney, and Drew.

We cleaned up all the empty solo cups and paper plates that were left sitting out then we all settled in on beach towels in our bathing suits around a little fire pit they had is Josh’s backyard. I come from a kind of rural area so Josh had this huge backyard that was surrounded by woods. Josh’s dad is kind of a good old boy and he had conspicuously left a case of beer out for us.

The sunset over the trees and were all having a few beers and laughing around the fire. Myself, Becca, Laura, and Josh had a flirty relationship. Laura and Josh were in the room the first time Becca gave me a handjob which coincidentally, was my first handjob ever. It’s safe to say we were comfortable with each other and I don’t think Courtney and Drew were used to how dirty and vulgar we could be. Becca and Laura liked to brag to each other about sexual stuff they had done.

Laura told a story about a time she went on a trip with Josh and his family. They were in the backseat of their parents minivan and Laura had given Josh a handjob without anyone noticing.

Courtney and Drew were clearly shocked. At the time I wasn’t close enough to them to know if they had ever had sex or done anything for that matter.

“You slut!” Becca scolded lightheartedly.

“What? You’re no better!” Laura shot back, “What about the time you two did stuff in the back row of the theater?!”

“What happened in the back row of the theater?” Courtney asked, shy but intrigued.

“She gave him a blowjob during Saturday rehearsal!” Laura divulged.

“You did not!” Courtney replied, giddy with excitement.

“He didn’t cum or anything!” Becca said defensively.

“BOOO!” Josh howled in disappointment.

Conversation went on like that for a while. Becca and Laura went back and forth trying to one up each other, outing all kinds of dirty secrets. I was feeling really horny talking about all these stories so openly. Turns out I wasn’t the only one.

Laura squirmed a moment as she was sitting in Josh’s lap.

“Josh! What is that? Do you have a fucking boner?!” Laura accused with no regard for embarrassing him.

“I can’t help it! It just happens sometimes!” Josh replied defensively.

Laura stood up and everyone could see Josh’s erection pitching a tent in his bathing suit.

“Well don’t show everybody!” Josh said, feigning embarrassment.

“He’s got one, too. Don’t worry,” Becca interjected to my surprise and embarrassment.

“You got wood too?! Sweet!” Josh reached over and posted up for a high five.

I’m always one to go along with a joke no matter how awkward so I high fived him back. Drew was conspicuously holding a jacket over his lap as Courtney sat next to him. Becca noticed and wasn’t about to miss an opportunity to embarrass him.

“Courtney I think Drew is trying to hide something from you.”

Courtney looked over at Drew and then away quickly in embarrassment. She was giggling uncontrollably.

“Aw don’t be embarrassed. You’ve seen it before, haven’t you?” Laura piled on, prodding at Courtney’s obvious mortification.

“I mean… Maybe…” Courtney managed to blushed out between giggles.

Courtney’s face was bright red and she was shaking with embarrassment. I could tell she wanted to be like Laura and Becca. She wanted to be brave and sexual but she was so scared.

“That’s a definite yes!” Josh teased without remorse, “Drew’s got that big D, doesn’t he, Court?!”

“Shut up, Josh…” Drew replied in a tone that wasn’t angry or offended but was clearly meant to deflect embarrassment.

“Is that TRUE, Courtney? Is Drew packing heat?” Laura asked bluntly.

Courtney froze.

“That’s a no!” Becca chimed in.

Josh, Laura, Becca, and I all broke out laughing at poor Drew’s expense. That was the wrong time to hesitate and I think Courtney hurt Drew’s feelings. Courtney could tell Drew was wounded so she scrambled to try and fix it.

“No! That’s not what I meant! I was just embarrassed and I didn’t know what to say!” Courtney pleaded defensively as she giggled compulsively.

“Can we please change the subject?” Drew said nervously.

“Awww I’m sorry! We’re just playing around, sweetie,” Laura said, genuinely feeling bad for him.

“Why don’t you show him your boobs. That’ll make him feel better,” I suggested.

Like I said Laura wasn’t shy. I knew she wouldn’t be offended. I just wasn’t sure how Courtney would react.

“That’s up to Courtney. Courtney, is it ok if I flash your boyfriend?” Laura asked.

“I mean the least you could do after hurting his feelings is let him see some boobies,” I said to Courtney, hoping to help Drew out.

Courtney seemed taken aback. She considered it for a moment then, with a mischievous grin, she put her hand on Drew’s knee.

“Just this once.”

“Dude, you’re in for a treat. Her boobs are freaking sweet!” Josh blunty interjected.

“If you’re OK with it. Sure. Go for it!” Drew said, warming to the idea.

Laura looked around for a moment. We were obscured from the house behind Josh’s parent’s above ground pool so no one could see what was going on. She was wearing a white, two piece bathing suit with green flowers on it. She walked around the fire pit to where Drew could see better and lifted her bikini top exposing her tits.

“Feel better?” Laura asked.

Drew’s mouth was agape but he composed himself and managed to stammer out a, “Y-Yes. Much better.”

“OK! You’ve seen enough!” Courtney interrupted.

“I haven’t! Laura, turnaround!” I said playfully.
“Hey! Quit eye-balling my girls boobs!” Josh said, feigning offence.

“What? Drew got to see ‘em!” I shot back.

“He got his feelings hurt. If you get to see Laura then I should get to see Becca!” Josh retorted.

“That’s up to Becca,” I replied.

I looked at Becca.

“I don’t know why me and Laura have to flash when Courtney is the one who started all this,” Becca argued

“I didn’t start anything!” Courtney protested.

“I’ll flash if she flashes,” Becca proposed.

Josh and I shot looks at Courtney and Drew, eager to see their reaction.

“I don’t think so. Maybe later,” Courtney said.

“BOOOO!” Josh and I howled in unison.

Laura, still with her tits out, interjected, “I don’t see why the girls are the only ones expected to flash. How about one of you guys pulls out your dick!”

“I volunteer Drew!” Josh shot out of the holster, raising his beer.

Drew was clearly uncomfortable with that proposal.

“Well If no one else is flashing, I’m putting my tits away,” Laura declared.

I pleaded with Becca to flash but she wouldn’t budge.

“If you want to whip out your dick, go for it,” she said.

“If I whip it out, will you flash?” I asked.

“I’m only flashing if Courtney flashes,” Becca insisted.

“What do you say, Courtney? You gonna do it if I do it?” I asked.

Courtney looked at Drew for approval.
“If you want to do it. Do it,” Drew gave in.

“We’ll see after you do it,” Courtney shot back at me.

I scooted back from Becca and stood up in the grass. I was already sporting an erection and there was no way of hiding it as I was just wearing my swimming trunks. Courtney gasped and playfully covered her eyes, peaking through the slots between her fingers. I reached down and stretched the waste of my trunks down in the front and let my dick flopped out for everyone to see. Josh, Laura, and Becca had all seen my cock previously and I’m average sized so I’m not really embarrassed about my size. The thing I was embarrassed about was the my dick was rock hard.

“Your turn!” Josh shouted at Becca.

“Oh no. Not until she does it,” Becca deflected to Courtney.

Courtney bit her lip and repositioned herself sitting on her knees. She was wearing a one-piece bathing suit. She hesitated for a moment and took a deep breath. I could tell she had never flashed anyone before. She pulled her left shoulder strap off of her shoulder, then her right. She pulled her arms up and out of the loops of her bathing suit’s shoulder straps and pinched the tip of her suit where it draped across her chest.

“Ready?” Courtney asked.

She was shaking with nervousness and asking if we were ready was clearly a stall tactic.

“Don’t be shy, Court!” Laura encouraged.

Courtney smiled, closed her eyes, and pulled the front of her bathing suit down exposing her boobs. They were probably a large B-cup and she had these bright pink little nipples. Her nipples were stiff and erect with excitement. She left them exposed for what was probably another ten seconds and then she pulled her bathing suit top back up.

“Damn Drew. You’re a lucky man!” Josh said, raising his beer again.

Courtney blushed but it was clear she liked the compliment.

“OK I did it. Now it’s Becca’s turn,” Courtney deflected.

Becca didn’t hesitate. She had been leaning back on her hands in the grass. Then she sat up and reached both hands behind her back and undid the tie of her bikini top. The bikini strings fell to her sides and she pulled the neck loop over her head and tossed her top aside entirely. Becca had really big tits with big pink nipples that were probably three inches in diameter. Becca was not shy at all and was not concerned with putting her top back on. Laura followed suit and discarded her bikini top entirely.

“Jesus, doesn’t that hurt?” Laura asked me.

“What?” I asked.

“You dick is rock hard,” she point out.

“I’m sorry! I can’t help it!” I said defensively.

“Just touch it if you want to touch it, Laura,” Becca chimed in.

Laura just looked back at Becca.

“I know that’s what you are thinking. Just do it,” Becca reiterated.

Laura turned to Josh, “Is that OK with you, baby?”

Without missing a beat, Josh replied, “You can touch it if Becca touches mine!” as he rushed to stand.

Laura’s hand was already wrapped around my veiny shaft. Josh ran around excitedly to where Becca was sitting. Becca lazily threw her left hand up in the air and didn’t even look up. Josh walked up next to her and pulled his dick out. Becca just left her hand up but didn’t grab it so Josh took the initiative, grabbed her hand and wrapped it around his dick. It didn’t even phase me. My hormones were raging so hard, I was just excited that Laura was touching my dick. Josh’s dick was thinner than mine but with a very pronounced mushroom head.

“You guys don’t deserve us,” Laura commented.

“You guys are crazy!” Courtney whisper shouted incredulously.

“I think Drew is feeling left out, Court,” Laura said.

Courtney smiled and furled her eyebrows at Drew. Drew was still covering his lap with a jacket. Courtney cautiously reached her hand under the jacket into Drew’s lap.

“Ohhhh no,” Becca said as she took her hand off Josh’s dick, “Don’t be shy.”

In a flash, Becca reached over and snatched Drew’s jacket away revealing his dick in Courtney’s hand. Drew squirmed in discomfort but Courtney was beginning to enjoy herself. Drew’s dick was small. Not tiny or anything just small. Probably four and a half inches and he had red pubic hair.

“Courtney! You slut!” Laura shouted.

Courtney laughed and stuck out her tongue mischievously. She clearly hadn’t given many handjobs because she was vigorously, almost violently jerking Drew’s dick. Seeing his discomfort Becca decided to intervene.

“Take it easy, Court. Not so hard.”

Becca then reached over and wrapped her hand around Drew’s dick and started smoothly stroking him. I was surprised Courtney didn’t stop her but I think she was in “fuck it” mode. As Becca began demonstrating on Drew’s hard pink cock, Drew immediately came.

“Oh shit!” he yelped as cum started spurting out of his dick.

Laura, Josh, and I all started laughing. We didn’t mean to make him feel bad, that was just our instinctual reaction. Drew grabbed his jacket, jumped up and ran into the house. Courtney, feeling bad followed him in.

We waited until they were out of earshot and began silently laughing hysterically. I fell back down to the ground next to Becca. Josh went back to his towel and sat down with Laura. We kept drinking and talking and everyone was still exposed. Becca just sat indian style next to me, lazily flopping my dick around.

Courtney and Josh had been in the house for a while. Then we heard the sliding glass door to the house open and close again. We could hear faint whispers but we couldn’t hear what they were saying. Then we heard the gate the backyard open and close. Then the sound a of a car starting and driving away.

“Guess they left,” I said.

“Aww, poor Drew,” Laura said sympathetically.

“Whatever. He got to see a bunch of tits and got jerked off by two girls. He’ll live,” Josh said, “Hell I’m jealous of him! I think I should get some head!”

“Oh you do, do you?” Laura replied as she lightly stroked Josh’s cock.

Laura slid down and took Josh’s dick in her mouth and started sucking him off. Josh put his hand on her head as it bobbed up and down. Becca had begun to stroke me with purpose while we watched.

“Sorry guys.”

We heard Courtney’s voice as she came around the pool. She was stopped in her tracks at the sight of Laura vigorously sucking Josh’s cock. Becca and I turned and looked back over our shoulders up at Courtney as she stood there with a pool towel wrapped around her waist.

“Oh wow,” Courtney said.

“Where’s Drew?” Becca asked.

“Oh… I think he was a little embarrassed. Things got a little too crazy for him so he left,” Courtney answered.

“You’re not going to go with him?” I asked.

“I drove myself,” Courtney answered plainly as she sat back down in the grass between Josh and Laura and me and Becca.

“Well you are welcome to hang out with us!” Laura said as she pulled Josh’s dick out of her mouth.

“Thanks… Um… Don’t let me interrupt,” Courtney said bashfully.

Josh impatiently pushed Laura’s head back down to continue giving him head. Courtney turned to me and Becca.

“Do you guys do this all the time?!” she asked.

“No way,” I answered, “Becca gave me a handjob once one a dare in front of them once but that’s it.”

Becca continued stroking me while we talked. Courtney kept looking down.

“It’s OK. You can look. We are WAY past modesty at this point,” I insisted.

“Do you want to touch it?” I asked.

Becca slid her hand down to my balls and held the base of my shaft in place on display for Courtney. Courtney looked at us for a moment, thinking about it. I reached my left hand up and grabbed her left breast. Courtney gasped and pulled away slightly but not all the way. I kept squeezing and found the outline of her nipple and pinched it lightly. Then I felt a second hand wrap itself around my dick. Courtney’s hand.

“You don’t want to pull to hard or it will hurt,” Becca instructed.

Courtney stared intently at my cock as she started to stroke it. She caught on fast. I leaned back on my elbows and enjoyed myself for a bit.

After about thirty seconds I heard Laura say, “Court, have you ever given head before?”

“No…” Courtney replied.

“Might be a good time to learn!” Laura teased.

Courtney looked at me and Becca and said, “I… I really don’t think I should.”

“It’s OK.” I assured her.

Then I reached up and pulled the strap of Courtney’s bathing suit top off her shoulder. She stopped and sat up so she could pull her arm up through the loop and then did the same with the right shoulder strap and pulled the top of her bathing suit down revealing her boobs again. Courtney then went back to stroking my hard cock.

“Guys… I think I’m going to cum,” I warned.

“What should I do?” Courtney whispered.

“Here…” Becca interrupted her, leaned forward and began sucking my cock aggressively.

Courtney just sat back awkwardly watching. I was writhing in pleasure waiting to cum when after a few seconds, to my surprise, Becca stopped. She took my dick out of her mouth and looked up at Courtney while she stroked me.

“Do you want to try before I finish him?” Becca asked Courtney in a whisper.

Courtney took my dick back in her hand and looked at me then back at Becca.

“It’s OK. Really. Go for it.” Becca encouraged.

Courtney lowered her head and closed her eyes. The tip of my dick was straining right at the purse of her lips. She opened her mouth and lowered it down onto my dick. I felt the warmth of her tongue on my cock and I could not believe this was happening. I sat and watched as the first few inches of my dick disappeared into Courtney’s mouth. I massaged her tits as the swung below her. She began bobbing up and down and I felt myself starting to cum. I underestimated how inexperienced she was. I thought she could tell by my body language that I was getting ready to cum but she didn’t stop. I couldn’t control it and I started cumming in her mouth without warning. She pulled up as the first spurt of cum came out and Becca didn’t hesitate to jump in and continue the blowjob until I was completely finished.

“Oh my god! Did she do it?!” Laura paused from her blowjob momentarily to ask.

“Oh shit!” I cried as I finished cumming in Becca’s mouth.

“Bleh! Eww! Is there any beer left?” Courtney asked, looking for something to wash the taste out with.

When I had finished shooting the last of my cum into Becca’s mouth, she lifted her head and spit my cum out into the grass beside us.

“Uh oh! Better not tell Drew!” Josh said teasingly.

“OH MY GOD! You guys can NEVER tell ANYONE!” Courtney pleaded.

“Don’t worry you big slut. Your secret’s safe with us,” Laura assured her as she sipped from a can of coors light.

I laid back with my head in the grass for a moment, completely out of breath. Becca got up and climbed into the pool, most likely to wash any stray cum she might have gotten on herself. Courtney was now just standing around the fire with her tits just freely hanging out as she sipped her beer.

“Well you might as well go skinny dipping at this point,” I looked up and suggested.

“I was actually thinking about that,” Courtney replied.

Courtney sat down her beer, walked over and awkwardly climbed over the side wall to join Becca in the pool. After a few seconds I picked myself up and joined them. Laura was still giving Josh head and he was taking FOREVER to cum.

I took my swimming trunks off completely and jumped in the cool water. We each swam around for a bit, playing and splashing. I finally settled along the wall nearest the fire pit where I could see Josh and Laura. I felt myself getting hard again as I watched Laura decide the best way to get Josh to cum was to fuck him. Laura stood up and untied the strings of her bikini bottoms and dropped them to the ground. Josh laid flat on the ground with his dick sticking straight up. Laura stepped over him and lowered her pussy down onto his cock without a condom. She leaned forward to kiss him, obscuring her tits. Then she leaned back and began aggressively rocking her hips on Josh’s cock. I was entranced watching them as Becca and Courtney swam up on either side of me to watch as well. Laura was fucking Josh hard and fast. She leaned back and I could see the dark, trimmed strip of pubic hair that lead down to the lips of her pussy. Her hands were behind her in the grass and her big tits bounced as she fucked him.

I was transfixed when suddenly I felt a hand on my dick underneath the water. I turned to look at Becca assuming it was her but she was resting her folder arms on the rim of the pool. Courtney was stroking my cock right next to my girlfriend without her knowing. Granted they had just both sucked my dick but that was squarely within the purview of Becca’s permission. I was nervous that Becca might get angry at Courtney for touching me without asking for permission first. I got nervous as Courtney started stroking faster and the water began to slosh with the motion but she wasn’t stopping.

“Are you jerking off my boyfriend?!” Becca accused.

Becca didn’t say anything, she just slowed her strokes.

“Excuse me,” Becca motioned for Courtney to move out the way.

Becca moved into position in front of me and grabbed my cock which was rock hard once again. Becca leaned back against the wall, raised her right leg and pulled my cock into her warm pussy. I slid myself all the way inside her and began slowing fucking Becca’s pussy. Courtney just ran her hands over my shoulders as she stood next to me. Over Becca’s should I could see Josh and Laura had moved to doggy style. Laura’s tits swung below her with each pounding thrust from Josh.

I started fucking Becca faster and harder. The water between us began to slosh around loudly and Becca started to moan. Becca’s legs were wrapped about my back. With my left hand I supported Becca under her lower back. With my right hand I reached over under the water and found Courtney’s unshaven pussy. I spread her pussy lips with my fingers and began rubbing her clit, a move Becca had taught me only a few months before.

Courtney lurched forward in a spasm and grabbed my arm. I could feel myself getting ready to cum again. Courtney was now leaning against the wall of the pool right next to Becca. I fingered Courtney’s pussy as I continued to fuck Becca. I felt the wave an orgasm hit me and immediately pulled out sending clouds of cum into the pool water. I kept fingering Becca as she quivered and convulsed. She might have cum but I was too young and inexperienced to tell the difference. I fell forward in exhaustion, laying against Becca and kissing her neck.

After a few seconds we caught our breath only to realize… Josh and Laura were still going! We all turned toward them to watch.

“You guys aren’t done yet?!” Becca shouted at them.

Neither one answered but Laura looked with a smile and laugh as Josh continued pounding her pussy from behind. They kept fucking for another two minutes while we watch. Then Josh suddenly started thrusting much harder and faster.

“Oh shit. I’m about to cum,” he warned.

He continued pounding Laura’s pussy at an incessant rate.

“Come on, baby. Cum for me!” Laura urged him on.

Josh’s fucking reached a fevered pitch when he suddenly stopped, pulled out his veiny cock, and shot cum all over Laura’s back and ass.

Becca, Courtney, and I gave them quiet golfer clap in approval.

Josh and Laura eventually joined us in the pool to clean off. After another two hours is was late and we all went inside to catch a few hours sleep. At the crack of dawn Becca woke me up and told me to get my stuff so she could drive me home. Courtney was already gone.

I’m still friends with Becca, Laura, and Courtney on facebook. Becca and I broke up before the end of the summer but we would hooked up occasionally over the years until she moved out of state. Laura and Josh eventually broke up and I don’t know what became of Josh. Laura is married and lives a few states away now but she will occasionally send me a message on facebook when she is bored at work and we will reminisce about stories like this. I think she gets bored and a little horny sometimes and that’s a safe way to get her rocks off a little without jeopardizing her marriage. I haven’t actually talked to Courtney since she graduated college.

Hope this wasn’t too long for you :)

Source: reddit.com/r/gonewildstories/comments/60t4z8/theatre_kids_adventures_at_backyard_parties_group