Strip High Card and Blowjob Roulette, [F19, F19, F19, M19, M18, M19]

So I originally meant this to be posted in two parts but decided to repost with both sections consolidated into one post so it’s a long one. This happened a year after I graduated high school.

When I was in high school all of my friends were in the same clique. We were theatre kids, and theatre kids, not unlike band kids, are horny as fuck. We had a close group of friends and after graduating most of just started going to the local community college. We’d party and do a fair amount of underaged drinking.

One boring night I’m laying in bed and I get a call from some of my friends. They are all drunk and hanging out at our friend Megan’s house. Megan’s mom was out of town so that meant they could drink and party without getting in trouble. My friends were clearly drunk. They were talking to me and I heard music playing in the background and it sounded like a great time. They were passing the phone around so everyone could give me crap for not being there. Then Ashley got on the phone…

Ashley was tall and blonde with full perky tits and pale nipples. I know this because Ashley likes to have fun and is never shy about showing her tits.

I said to Ashley, “My feelings are hurt.”

Ashley replied, “Why?!”

I responded, “Because you guys are all hanging out without me!”

Pityingly, Ashley said, “I’m sorry, I’ll show you my tits next time I see you”

I knew she would, too, but I had already seen them in person so I was hoping maybe I could get her to text me a pic of her tits so I would have something to jerk off with.

I responded, “Nice try but that won’t cheer me up this time.”

To my surprise Ashley said, “I’m sorry, sweetie. What if I blow you the next time we are all hanging out?”

I laughed and said, “Well that would certainly make me feel better!”

I didn’t think for a second she was serious but just her saying that was enough to get me so hot that I jerked off as soon as we got off the phone.

Three weeks later I was hanging out with my friends Anthony and Justin on a Friday night at my house. We were drinking in the basement and decided to call Megan and see what she was up to. Megan told us the she was out at the mall with Ashley and our other friend Casey. We invited Megan and the others to come over my house when they were done at the mall because we had a bottle of vodka and a safe place to drink.

The girls showed up around 10:30pm. Megan had red hair. She was short, a little heavy-set with big tits and a really pretty face. Casey had auburn hair, was of medium height, with little boobs and a nice ass.

We put on some music and we start drinking. I had a pool table and a TV in the main section of the basement so it was a good hangout spot away from parental types. There was also an area attached to the back of the basement that contained three smaller rooms (a computer room, a bathroom, and a laundry). People would float in and out of each room, playing on the computer, using the bathroom, etc…

At one point Ashley was a few drinks in and said she wanted to play pool. I’m really good at pool but didn’t feel like cleaning off the table (we had a bunch junk on top of the pool table that I would have had to put away). Also, at that point we had settled in around the TV watching a movie.

Ashley said, “If you beat me I will show you my boobs.”

I laughed and jokingly replied, “You still owe me a blowjob!”

Ashley, without hesitating said, “oh yeah I forgot,” took my hand and started walking towards the back room.

I wasn’t sure what to think and I was really nervous. We got into the next room and she closed the door behind us. It was really dark so I couldn’t see what she was doing. Next I felt her tugging at the button on my jeans. She struggled with the button at first, but then she got it. She then unzipped my jeans and pulled out my dick. I was really hard and though I couldn’t see, I instantly felt her wet mouth on my dick, fervently bobbing up and down.

I nearly came right away but before I could there was a knock on the door behind us. I panicked and pulled my penis out of Ashley’s mouth when the light crept in as our friends opened the door. They were clearly trying to embarrass us. Well… embarrass me. Ashley had no shame…

I ran into the computer room and buttoned myself up. Ashley, Casey, Megan, Anthony, and Justin all followed. Anthony and Justin were teasing me mercilessly. There were a bunch of folding chairs in the computer room so we put a couple in a circle and started drinking and the only light was the dim glow of the computer screen. After a while, Megan said she was bored.

I asked her, “What do you want to do?”

Megan said, “Is there a game we could play?”

I offered, “I have a deck of cards.”

Ashley excitedly interjected, “STRIP POKER!”

Anthony and Justin both expressed enthusiasm for this idea. We all turned to Megan and Casey who were sitting arm in arm, cuddling in a cutesy, girlish way. Casey leaned over and whispered something in Megan’s ear.

Megan let out a laugh and said “Fine, whatever.”

I ran out of the room and my dick was so hard it was pitching a tent in the front of my jeans. I’d never seen Megan or Casey naked and there is something WAY hotter about getting to see a girl you know naked than just some rando on the internet. The possibility had me shaking with nervous excitement. I really wanted to see Megan’s tits. She was definitely thicker than the other two but she had the prettiest face and I’d fantasized about seeing her big tits for the past 3 years.

I came back to the room with the deck of cards and we started playing. We played for a little bit and everyone lost a little clothing but no nudity yet. It started getting frustrating because Justin, Casey, and Ashley didn’t know how poker hands worked so it was taking forever.

Finally after a particularly confusing round I put my foot down and said, “Ok, forget poker, I’m just going to deal everyone a card and the person with the high card gets to tell the person with the low card what to do.”

At this point Justin was already in his boxers. Anthony just had a t-shirt, boxers and socks left. I still had my jeans, but lost my shirt.

As for the girls, Ashley was in her bra and jeans. Casey was in her panties but still had on a t-shirt. Megan had the most still on, having only lost her shoes.

In the first round Anthony got the high card and Casey got the low. Anthony told Casey to make out with Justin for 30 seconds. She nervously agreed and they started kissing. Justin was really drunk at this point. All of a sudden while they were making out, Megan reached over and grabbed Justin’s dick then quickly pulled away. Justin was so drunk he didn’t realize who did it. Megan was clearly feeling mischievous.

The second time around, Ashley drew the high card and I got the low. Ashley told me I had to strip, run out my back door, and run through my yard naked. No big deal, we lived in a small town and I had a big fenced-in yard back in the woods so no one was likely to see. I was more embarrassed at the idea of them all watching me run around like an Idiot with my dick flopping around. I walked to the sliding glass door at the back of the house and stepped out onto the concrete slab patio outside. Everyone gathered around the door to watch. I took my jeans and underwear off and was standing naked in the midnight air when suddenly Casey turned on the patio light and I no longer had darkness to obscure me. It was cold but my dick was at full attention. I took off running around the yard with them hooting and hollering in approval.

The third time around, Casey got the high card and Megan got stuck with the low.

Casey said, “I don’t think it’s fair that we are are all half naked and you have all of your clothes on. I order you to take off your shirt,”

Megan screeched back, “What?! No fair!”

“It’s just like a bathing suit, who cares?!” Ashley added.

“So just my shirt? The bra stays?” Megan asked.

“For now,” Casey replied.

First, Megan took off her denim jacket. Underneath she was wearing a tight brown t-shirt that hugged her boobs. She stopped for a moment. She took a deep breath and said, “I’m really nervous, don’t laugh.” Then Megan closed her eyes and pulled her shirt up over her head revealing her massive tits and the colorful bra struggling to hold them in. She tried to cross her arms to cover them but that was no use.

The fourth time around, Anthony drew the high card again and Ashley and Justin both drew twos.

Anthony immediately said to Ashley, “I want to see some boobies.”

Casey and Megan went on the offensive pointing out Justin should have to do anything Ashley did.

Justin responded, “I’m already shirtless! See my boobies!?” and started rubbing his chest in a faux seductive manner meant to mock the girls.

Ashley chimed in and said, “I’ll show my tits, if you lose your boxers.”

Justin drunkenly stood up and abruptly yanked his boxers to his ankles, exposing his dick. It was long and veiny, and I felt self conscious because it was bigger than mine. The girls were surprised to see such a big dick on such a skinny guy. Casey and Megan both remarked about how big it was. Justin brazenly stood tall turning his body back and forth, wagging his dick. Then it was Ashley’s turn. She reached behind her back with both hands and unclasped her bra. She let her bra slide down the length of her arms, showing off those perfectly perky C-cups.

“Go ahead and look, I’m not shy. They’re just boobs!” Ashley said proudly.

Casey reached over and playfully squeezed Ashley’s left boob.

I said, “Hey no fair, I want to touch them too!”

“Then you better hope you draw a high card,” Ashley teased.

In round five, Megan drew the high card and Anthony drew the low.

Megan commanded, “Strip naked and go lay face down on the the floor of the laundry room.”

The laundry room floor was bare cement and likely freezing cold that time of night. Anthony stood up and went to walk into the next room

“Where are you going?” Megan interrupted.

“To the laundry room like you said…,” Anthony replied.

“I thought I told you to strip!” Megan said playfully yet forcefully.

“Right here in front of everyone?” Anthony asked nervously.

“Hey I did it!” Justin rang in, “No big deal.”

Anthony sheepishly undressed, eventually dropping his boxer briefs to the floor and revealing a flaccid dick. Anthony was Italian and had a really thick bush of pubic hair. His dick was short but thick. He didn’t receive the same awestruck response that Justin had but the ladies still seemed to enjoy seeing it. Anthony went and laid on the cement floor wailing about how cold it was. The girls began to count to ten but Anthony tried to get up at six. The girls told him he had to start all over, poor guy.

The sixth time around, Justin got the high card while Casey drew the low. Justin told Casey she had to take her shirt off and sit in my lap for whole next round.

“…I’m not wearing a bra,” Casey said.

“Even better!” Justin replied.

Casey pulled her her right arm inside her sleeve and covered her boobs while she lifted her shirt off with her left. She sheepishly tip toed past Ashley and sat down on my left knee. Her arm was still covering her boobs but they were right in front of me. My hard cock rubbed right up against her hip and she must’ve felt it. I’ve always thought Casey was really hot but I never thought in a million years that she would be sitting topless on my lap.

We dealt the cards again for round seven. Finally I got lucky and drew the high card and Megan drew the low card.

“I think I’m going to get revenge for my boy, Anthony and make you do something embarrassing,” I said, “I think you should take off your bra and do 10 jumping jacks.”

“Do I HAVE to?!” Megan pleaded.

Anthony, “Hey you made me lay my junk on the freezing laundry room floor, now get to it!”

Megan stood up and stepped behind her chair. She turned her back to us and cupped her face in her hands trying to shake her nerves. The, still with her back to us, she reached behind her back and unclasped her bra. This was it. I had jerked off thinking about her tits so many times and now I would finally get to see them. She dropped her bra to the floor and turned around with her hands covering her massive tits.

“Ten jumping jacks, Megan. Let’s go!,” Ashley encouraged.

Megan closed her eyes tight then lowered her hands to her sides clenching her fists. Her bare boobs were now on display for us all to see. Here areolas and nipples were perfectly proportioned with her huge boobs. Her nipples were stiff with excitement. I felt like I could cum without even being touched. She started doing her jumping jacks. Her enormous boobs bounced wildly and she began laughing uncontrollably, barely able to keep jumping. Megan finally finished her last jumping jack, returned to her seat, and we moved on to round eight.

In the eighth round, Anthony drew the high card and Ashley and Megan both drew fours. Taking his inspiration from Justin, Anthony pointed toward Ashley.

“You have to sit on Justin’s lap and hold his dick in you hand for the whole next round,” He ordered.

He looked at Megan and said, “You have to do the same to him,” and pointed to me.

My heart was racing and my dick was so stiff it almost hurt. Ashley sprung right up and walked over to Justin without apprehension.

“If I’m doing it, you have to do it too, Megan,” Ashley insisted.

Megan slowly walked over to me and sat down on my left knee. I leaned back in my chair to give her arm room. She looked straight up in the air, too embarrassed to look me in the eye.

“Oh my god, I can’t believe I’m doing this,” Megan said to no one in particular as she reached her right hand down and wrapped it around my rock hard dick.

Ashley was giggling as she was sitting in Justin’s lap. She only had to hold it but she was playfully stroking his cock as he lazily laid back and enjoyed himself.

Ashley and Megan stayed where they were and we dealt the cards for round nine. Ashley drew a jack and Casey drew a three. Casey was still sitting with her arms covering her boobs and I think Ashley wanted to her to loosen up.

“You have to let Anthony suck on your nipple for 10 seconds,” Ashley ordered, knowing Anthony wouldn’t object.

“Oh my god, Ashley!” Casey said, incredulously.

Anthony walked over and got down on one knee next to Casey. Casey was shivering nervously.

Anthony looked up at her and said, “Are you ready?”

Casey nodded with her eyes closed tightly and lowered her arms exposing her perky little titties. Her nipples were pointing straight up in anticipation. Anthony lowered his head to her boob and took her nipple into his mouth. Casey let out the tiniest high pitch moan.

“I think she likes it!” Ashley said.

“Shut it,” replied Casey.

The ten seconds went by and when it was over everyone returned to their seats.

We dealt the cards for the ninth time and Justin drew an ace and Ashley drew a five.

Justin, ever the magnanimous sort said, “Ok now for the real fun. You have to finish what you started earlier.”

A confused Ashley replied, “Finish what?”

Justin motioned toward me and suddenly we all knew what he meant.

Ashley replied, “Oh! Ok but I’m not going to be the only one with a dick in my mouth. If I’m going to do it, they have to do it too.”

“Hey, I’m all for it but that’s up to them. They didn’t draw the low card,” said Justin.

Ashley turned to Casey and Megan. Casey and Megan looked at each other.

“Are you going to do it?” Casey asked.

“I’ll do it if you do it” Megan replied.

“Oh my god, this is happening,” Casey giggled.

Ashley crawled over to me. Megan moved over and positioned herself in front of Justin. Casey was clearly the most nervous but she got up her courage walked over to Anthony and got down on her knees.

Then Justin interrupted and said, “If we are doing this let’s make it interesting.”

“This isn’t interesting enough?!” Megan replied incredulously.
“Let’s make this blowjob roulette. You girls rotate every thirty seconds until we cum.” Justin suggested.

“Oh lord,” Casey groaned, “Fuck it. Why not!”

The next thing I knew, Ashley’s mouth was wrapped around my dick again. She was bobbing up and down aggressively. She was taking the entire length of my shaft into her mouth and I could feel my dick hitting her in the back of her throat. She was noisy and slobbering all over my cock. In that moment I could tell she wanted to be seen as the best of the three girls when it came to giving head. She was taking pride in her skills. She was aggressively stroking my shaft with her right hand and she swiveled her head as moved my dick in and out of her mouth. I felt like I was going to cum so I looked up from her to try and distract myself so that I could last long enough for the to rotate.

I looked around the room and saw Casey cautiously bobbing up and down on Anthony’s still flaccid dick. She was in a seated position and she had a little thong on. She had such a nice and and for a moment I just stared and the strip of fabric that disappeared between her ample buttocks.

Next I saw Megan. She was still wearing her jeans. I watched the back of her red head rise and fall as she sucked Justin’s big veiny dick. She was considerably more aggressive than Casey but not quite as fervent as Ashley. Her big tits were sway below her with every move.

I knew that I really wanted to cum in Megan’s mouth but I also knew I wouldn’t be able to hold on any longer with Ashley sucking me the way she was.

I knew no one was keeping track so I abruptly said, “Time!”

Justin was visibly perturbed. He was content to lay back and enjoy his nut. Anthony didn’t seem to mind. His dick had grown but wasn’t fully hard.

Now my goal was to distract myself well enough to last thirty seconds of head from Casey. All three girls side stepped on their knees to their right. Casey positioned herself in front of me. My dick felt huge in her tiny hands. She looked me in the eyes as she touched her tongue to the base of my cock and then ran it all the way up to the tip of the head. I had my work cut out for me. I almost blew my load when I watch this shy girl take my dick into her cute little mouth. She could take it as deep as Ashley had, but bless her heart for trying. She had a very different technique. Casey treated my dick like an ice cream cone, liking it all over and occasionally taking it into her mouth. It was clear she didn’t have much experience but then she did something unexpected. She looked me in the eyes and took my dick into her mouth again, this time pushing my dick into the inside of her cheek and causing a bump in her cheek on the outside of her face. It was unexpectedly kinky from this shy girl.

I had lost track of time but in the interest of not looking like I was fast forwarding, I counted down from ten in my head.

When I reached zero, I shouted, “TIME!”

I made it. Megan was moving over to me. THIS was IT. Megan was going to suck my dick. All three girls rotated again. Poor Casey was now going to have to try to handle Justin’s big dick. Megan had successfully gotten Anthony hard and Ashley was more than happy to step in and finish the job.

Megan sat on her knees right in front of me. I couldn’t help but stare at her big tits. They were more perfect than I ever could have imagined. I saw Casey start sucking off Justin. Ashley started aggressively sucking Anthony. For a second Megan and I watched together as Ashley went to work. While we were watching, Megan reached over with her right hand and started stroking my cock. We were both still watching Ashley. I started to freak when all of a sudden it looked like Anthony couldn’t hold on anymore. Anthony started running his hands on Ashley’s shoulders and squirming in his seat.

“Oh fuck! I’m about to cum. I’m about to cum,” Anthony shouted.

In that moment, Megan turned her attention to my dick. She took my hard dick in her mouth. Like Ashley, she was able to take the entire length of my shaft down her throat. Unlike Ashley, Megan used her left hand to play with my balls. I’d had a handful of blowjobs in my life up to this point but no girl ever played with my balls. The sensation was so new and different.

Ashley sat up and took a sip of vodka to wash down Anthony’s cum. To mine and Justin’s surprise and delight, neither Megan or Casey stopped. Ashley decided to go help Casey. She stood up and walked around to Justin’s side and put her nipple in his mouth. Casey started sucking Justin more aggressively taking her cue from Ashley and Megan.

“Shit, I’m about to bust!” Justin said has he stood up.

Casey wasn’t sure what to do. Luckily Ashley was there to help. Casey sat back and Ashley reached down and started jerking Justin’s cock hard and fast.

“Oh shit! Oh shit! Oh shit!” Justin huffed as his cock began spurting cum all over the place. Casey flinched as some landed on her face and in her hair.

Megan had stop sucking me to turn around and watch what was happening but her left hand was still jerking me off.

“Two down, one to go!” Megan called to Ashley and Casey.

Ashley walked around to my left and Casey to my right. Now all three girls were in front of me on their knees. I reached out and touch all of their tits. I was preoccupied with squeezing their tits, when Ashley pushed me back in my seat.

Casey put her right hand on my balls and Ashley wrapped her right hand around my wet dick. Then Megan smiled up at me as she leaned forward once more and took my dick all the way down her throat. Ashley was holding the base of my shaft as she licked my nipple. Casey just sat awkwardly as she massaged my balls. Megan was going to town. Almost violently bobbing her head up and down on my cock. The wet sound of her mouth working my dick was almost as loud as the little gasps for air she would make every time she pulled my dick out of her throat.

“Are you going to cum in that pretty mouth?” Ashley asked.

“I’m ready to. Megan can I cum in your mouth?” I asked of Megan.

Megan moaned an affirmative moan, unable to speak with my dick in her mouth. The sound of that moan sent me over the edge.

“I’m fucking cumming!” I growled as I felt a warm throbbing wave come over my dick.

I started spasming cum into Megan’s mouth. Megan paused with my dick all the way in her mouth and waited as my hot cum shot into the back of her throat.

I was shaking from cumming harder than I’ve ever cum in my life. Megan sat back and swallowed as Ashley applauded. I reached forward and squeezed Megan’s perfect tits one more time.

We all layed around drunk and naked after that. I ended up making out with Megan and fingering her while everyone else was still in the room. Eventually we all went to sleep but when I woke up the next morning, the only person who hadn’t gone home was Ashley. She didn’t have a car.It was a sunny day so we went and laid out at the pool. I lent Ashley a t-shirt and boxer briefs should could swim in if she wanted to. Eventually we went back in the house to get out of our wet clothes so I could take her home. Ashley cornered me in the bathroom and we fucked. I think she wanted to have the last word on the previous night’s escapades.

This was a true story and I have more so let me know if you want me to post more.

Source: reddit.com/r/gonewildstories/comments/4bq4dz/strip_high_card_and_blowjob_roulette_f19_f19_f19