I didn't mean to cheat *PM interest*

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ForeverIllinois

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Name: Judy Westminster
Age: 18
Height: 5'11"
Cup size: 34G

~​

It was the beginning of March and like most young adults here in Florida, I was excited for spring break. Especially still, because of my best friends and I have been planning a trip to Miami for months now. None of us actually owned a vehicle, hell I didn't even know how to drive, but thankfully my best friend Melissa and my boyfriend, Mike did. My parents even loaned him one of my dad's car and before I even knew it, we were off with our bags packed and driving into the sunrise. Yes, we were a little spoiled but so what? You only live once, right?


Oh, I should probably talk about us a bit more right?

Well, in the car was five people - Mike, myself, Melissa, Rick and Patricia.

Mike has been my boyfriend for about two years. We met around the start of high school and pretty much adored each other ever since. No, our relationship wasn't like that ; we haven't even made out yet. That's right, I was saving myself, though some of my friends wondered why. Mike was a stud and I was a bombshell, so it was assumed that we were going at it like rabbits but it was far, far from that case.

Melissa was my best friend and a bit more wild than the rest of us. She partied with the college crowd and knew where to get things. Booze, cigarettes, or even marijuana, she had it all. Her little rebellious side actually got me to get piercings done on my nose and belly button, much to the chagrin of my parents.

Rick was Mike's best friend and honestly, my least favorite of the crowd. He was a bit of a perv and I swear to you, when Mike wasn't around that I could feel his eyes all over me. It was just plain gross. Needless to say, I avoid him whenever we're not in a large group.

Patricia was the new girl around and was a little jealous of me. She was never outspoken about it, but certain comments of hers would hint at it. Such as, I was so lucky to be with Mike and that I was the luckiest girl in the world to have a body like mine. Once she told me that I didn't know how good I had it, etc. Hell, she even stuck to my room and took a photo of a bra, before putting it up on Instagram.

http://i1080.photobucket.com/albums/j328/Nomoremtvsoda/2cd4129a-df32-4ec1-95ed-73bb098e894b_zpsuoyobheg.jpg
@PatriciaFlorida: Can you believe how big @JudyOnARoll's boobs are?? I could eat soup out of this thing!​

...Needless to say, Mike and I flipped at her. All well, all was forgiven.

As for me, I'm a high school senior like the rest of my gang, just trying to make my way through this crazy world. I'm writing this all at in the room that I'm sharing with Melissa. We all needed a shower, so I took one and wanted to write this in this diary of mine. I should probably stop now and actually enjoy my vacation. Toodles!


* OOC: I'm looking for one dominant male writer. PM me if you're interested. Thanks! :) *
 
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Mike, Judy, Melissa, Rick and Patricia were all on their way to Miami for Spring Break. The car had been cramped on the way down, but Rick Anderson didn't mind. He had been Mike's best friend forever, or at least since he moved in across the street when they were 6. It was hard on Rick as Mike got popular in high school. Rick stopped growing at 5'5 unlike Mike who was now over 6 foot and blessed with handsome features. To his credit Mike never forgot about Rick though and always pulled him along to the best social events despite his girlfriend Judy's constant stink eye.

Rick was against the wall with Judy in the middle and Mike on the other side. He couldn't help but notice the subtle curvature of Judy's immaculate breasts pressing into him as the car weaved from side to side. Taking out his phone he held it up to snap a selfie of him and possibly Judy's ample cleavage. Rick savored showing off his elite friends even though he knew it was a little slimy. He didn't care, figured it would probably help him get hot girls later on. He had turned off the shutter noise so Judy wouldn't know...and now was savoring looking at it back at the hotel. Melissa knocked on the door, "Rick what are you doing in there I have to peee!" Rick almost dropped his phone, breaking his trance and flushing really quick just to cover his creeping. "God Melissa, such a brat" he whispered under his breath as he opened the door and went out into the hotel room.
 
It was a little crowded in here, what with all the people in this small room. God, this room was supposed to be shared with Melissa and I - not everyone in our god damn group. I nearly rolled my eyes when Rick walked in and decided to use our bathroom; why the hell did he need it?

Melissa was first to snap, by knocking loudly on the door, yelling:

"Rick what are you doing in there I have to peee!"

I just eyed Rick as he walked out of the room and didn't say a word. Jeez, I wonder what was his deal?
 
Mike walked up to Rick and grabbed him around the neck in a playful way, "What are you doing in here knucklehead. Come with me I have an errand for you."

Mike and Rick walked out into the hall. "Look I want you to go scope out some day bars and see if you can find us any party favors..."

Rick disliked that Mike made him go do his dirty work, but understood it was part of the price of admission so to say. "Alright buddy, sure thing." Mike handed him $200, "and don't let Judy know I asked. This is all your idea, remember?" Mike said winking.

"Yeah no problem, it was all my idea to go find some rolls so you can finally try and hit it with your own girlfriend." Rick shot back a little to heatedly. Mike slapped him across the head.

"Shut up you little perv. I never should have told you that when I was drunk. Now go!"

Rick left and went down the elevator and out onto the crowded street. He saw a place with a lot of college students getting hammered and wormed his way in trying to solicit the goods. He saw a guy with a backpack and figured he would go ask.

"Hey Bro what's your name?" Rick said trying to act cool. The guy was obviously unimpressed, but responded, "Mitch, what's your deal small fry."

***Cut to Mitch first person***

"I uh wanted to try to get some party supplies if you know what I mean." The wormy little dweeb said. What the heck did this little doofus want, rolls, pills?

Sure kid, but before I point you the right way who are these for, just your own little stash. I'm sure someone like you probably doesn't have many friends that like to partake. I didn't know what he was going to say, but did not expect him to whip out his phone. He showed me a selfie of him next to...one of the hottest girls I had ever seen. It looked like she wasn't paying attention as this guy, what was his name, Ricky? Gloated about all the hot girls back at his hotel room. I thought about it and decided I needed to make that hot little senior come out to play.

Sure Bro I can get you whatever tonight. Why don't you bring your crew out to the Palm Club. Tell them you know Mitch at the door and they'll let you in. Now scram creep.
 
We were all in the hotel room, save for Rick, while we were discussion where the first place we should go on our spring break adventure. Melissa was going on about how we had to go to some college party - there were many in Miami and we were missing out already. Patricia, on the other hand, wanted to see if we could sneak into a club or something.

That's when out of nowhere, Rick came in.

"Hey guys, I've got an idea.." he said out of nowhere.


...

How Rick managed to convince us, I have no clue. He went on about how we bumped into some college guy called Mitch, who was supposed to meet us at some placed called the Palm Club? We got lose a few times, thanks to Rick being an idiot and eventually found our way there. Rick told something to the bouncer and we were in...
 
I went to the Palm Club and got my normal table. One of my friend's Uncles owned the place and our bottle service was always comped as long as we brought pretty girls. Dan sat down beside me asking how hot these girls I had coming actually were. I told him I only saw the one, think that little punk said her name was Judy, but a girl like that is bound to roll with hot friends.

What is she has a boyfriend Dan asked. I thought for a minute, meh screw him he's a high school boy he won't be able to hang after a couple games of quarters. You just focus on distracting them while I peel her off to one of the vip booths. Ok Dan said, when are they gonna be here? I sipped my beer and then saw her. She was so slamming, with that little tag a long Ricky behind her and two other cuties. All headed up by a big blond guy. Ha he must be the boyfriend. What a chump I thought.

Dan you see them over there. Dan squinted, oh damn dude she is a 10! Yeah I know, order some beers and a bottle of tequila. Let's start playing and see if these guys can hang. I stood up as I saw Ricky looking around. Hey man up here I yelled and waved them over. As they came up the steps I shok hands with the blind guy who said his name was Mike and both the girls. Then I extended a hand out to Judy... and may I ask what is your name gorgeous...
 
The place was a bit packed. Honestly, if it weren't for the facts that I was here with my best friends, I'd say that I'd be downright terrified. Cigarette smoke engulfed the air as we entered the first floor. Rick quickly moved ahead of Mike, leading us to the guy he met earlier. Mitch, I think his name was?

He introced himself to each one of us individually, but paused when it came to me. He asked:

"May I ask what is your name gorgeous?"

Mike's face was already filled with jealousy. With a nervous laugh, I took his hand in mine and said:

"Judy's my name. Nice to meet you!"
 
"Judy, what a pretty name." I said as I led to sit beside me with her oaf of a boyfriend sitting on the other side of the table.

"This game is called 'never have I ever', if you bounce a quarter in the cup then you get to pick who drinks a shot of tequila and say never have I ever blank. And if you have done that thing you have to drink. Is that cool with everyone? Mike I bet you played before, right?" I said goading him. "Bet you're pretty solid. And you girls look like you know what you're doing."

Patricia and Melissa had already began sipping their drinks.

"Don't worry it's all on us. Just enjoy yourselves. It's spring break!" I raised my glass and toasted Judy's as we all shot the tequila back. I took a quarter and bounced it in. Not wanting to lay it on too thick too fast I pointed to Melissa. Also I thought it was always a good move to show some interest in a girl's friend to keep her guessing.

"Melissa, why don't you go ahead and drink up." I wanted to start out slowly, "Never have I ever... given a hand job..."
 
"Judy, what a pretty name."
"Thanks." I answered timidly.
He patted the seat next to him, which I took. Little did I know two things:

  1. There was no stool next to me. Meaning, Mike had to sit all the way on the other end of the table. The facial expression that he gave showed that he was most definitely not happy about this.
  2. That my denim shorts were not made for this seat. I mean, as I leaned over, anyone behind me could see a bit of my cotton pink panties.

"This game is called 'never have I ever', if you bounce a quarter in the cup then you get to pick who drinks a shot of tequila and say never have I ever blank. And if you have done that thing you have to drink. Is that cool with everyone? Mike I bet you played before, right?"

What was that supposed to mean? I eyed Mike carefully, seeing a look of anger on his face as the other girls took a sip. Wait, was I supposed to too?

"Don't worry it's all on us. Just enjoy yourselves. It's spring break!"
"Y-Yeah!" I answered hesitantly, toasing Mitch's glass. He then took a quarter and nounced it in, and pointed to Melissa. She grinned as he saod:

"Melissa, why don't you go ahead and drink up. Never have I ever... given a hand job..."

Patricia and Melissa drank and I didn't...because well, I never gave a hand job. That's how it worked right?
 
My eye brows rose when I saw that Judy didn't drink, but I tried not to let on my surprise. I glared over at Mike with a smug look. He laughed really uncomfortably, and drank to hide his embarrassment.

"Oh you too Mike, haha" He chortled on his drink, "very funny." Melissa and Patricia laughed, but I noticed Judy was looking kind of anxious. I decided to lay off her BF for a bit.

"Hey there's nothing wrong with that. You got to find the right guy, right time, right place."

I passed quarter to Ricky, "go ahead small fry." I chirped. He actually bounced it and got it in. Rick pointed to Judy to drink her shot then said, "Never have I ever gone to second base..."

Mike was quick to drink, but I noticed Judy paused after swallowing her shot and making a face.
 
Oh, poor Mike. He was obviously uncomfortable with this game, because it showed how little we fooled around. I wanted to tell Mitch to shut it, because it wasn't doing him any favors, but figured that since he was paying for the drinks and all...that I'd let it slide. For now.

Rick then, had to play along, by asking:

"Never have I ever gone to second base..."

Mike was quick to drink and I figured that he did that just to make it seemed like we fooled around a bit. I drank too but paused...because we didn't actually ever get to second base and well...this drink was strong!

Finally, my conscious got the best of me and I said "Okay, fine. I never got to second base."
 
I could tell the alcohol was working when Judy blurted out that she hadn't after Mike had already drank. Then again I didn't know them, but guessed they must not have been going out for very long. I didn't mind Judy being a total virgin, I thought it was sweet actually.

I was starting to feel it myself and decided to redirect my attention to Melissa. Judy seemed like she wasn't digging her and Mike being the sore spot of the conversation. I saw the way she stared at Rick though. I don't think she liked him so I decided to capitalize.

"Rick, you sure you should drink for that?" I eyed him. Melissa laughed and chimed in. "Yeah Rick, who have you gotten with and please don't say homecoming with Michelle. She came out and said that you cried after she wouldn't let you feel her up."

"Haha, Melissa. I least I didn't get caught going down on Bobby Reynolds in his new BMW. He told me it was the worst head he ever had and you couldn't even swallow without staining his leather seats."

"Hey now, woah" I said as Melissa looked like he was about to through her drink on Rick. "Thats no way to talk to a lady. Why don't you go get some more drinks for us." I threw my black card at him and Mike nodded glad the heat was off him.

"Yeah Rick, go get some drinks" Mike added on.

"Mike, why don't you go ahead bro." I said as Rick got up. Mike sunk the quarter and pointed to me. I wasn't surprised as he seemed like an alpha male. "Never have I ever made all state Tennis." Mike drank pleased with himself, thinking he would be the only one- even though that isn't how the game was supposed to be played. I drank too though- throwing him off.

"Yeah I was first team all state for Dade County, thats how I got my scholarship and first endorsement deals on the amateur circuit." I took the quarter and gave it to Judy.

"Here you go Judy, why don't you go next?"
 
I wasn't sure if it was by luck, or it was on purpose, but soon enough Mitch's attention was directed towards Melissa. I breathed in relief, and eyed everyone's expression around the table.

I grinned when Mitch focused his teasing towards Rick, and I basically said 'thank you' with a smile directed at him. I laughed with Melissa as those two began to tease him even more. "Serves you right" I thought to myself as I sipped my drink some more when no one else was looking.

Mike, of course, was having problems with Mitch. After all, my boyfriend was normally the one who called the shots in our group of friends and he didn't like to be challenged. I watched as those two basically tried to one up each other, with Mike saying "Never have I ever made all state Tennis.", but was surprised (along with me) when Mitch drank as well.

"Here you go Judy, why don't you go next?" he said, right as he passed the quarter to me. Mike got up and said "I'll check up on Rick. I'll be back later." right before darting out of here. I guess he was afraid that I was going to embarrass him.

Oh well.

I took the quarter and sunk it. "I have never worn pink underwear." I said, trying to go with the obvious as I drank my tequila shot. Michelle and Patricia did as well.

I playfully eyed Mitch and gave him the quarter. "Your turn" I said with a grin and hoped to god that I didn't have to do that again.

But then...

"Hey, Mitch." Patricia said "Why don't you try to sink that one in Judy's cleavage?"

"Patricia!" I cried out in shock.

"Oh come on, it's for fun! Besides, Mike isn't around. Right Michelle?"

Michelle seemed a bit confused, but was a bit daring for my sake. "Yeah...go ahead Judy. It's spring break!"

I eyed our surroundings carefully before turning to face an eager Mitch, saying "Well...I guess it wouldn't hurt."
 
I smiled when Mike got up to go check on Rick. I thought that he was probably pissed and wanted to aid the situation along. "Dan why don't you follow up with Mike and make sure all their drinks are on us." Dan nodded knowing I meant to get them hammered. He left and the girls giggled as Judy mentioned wearing pink underwear. I drank as well and they looked at me.

"What I have pink boxers," I said breaking the ice. I was starting to feel a little loopy myself when patriia went and dared me to bounce the quarter in Judy's perfect cleavage. I laughed trying to read if Judy would be ok with it, but after Melissa and Patricia egged her on, plus mike not being there... She gave me the ok. I know it was juvenile, but it did make me feel kind of naughty. I noticed a slight bulge in my jeans and used the opportunity to readjust myself as I aimed the quarter at Judy's chest.

"So just right in the middle or should I aim to have it slide down your chest I joked. Of course I would never do it on your face" The other girls laughed and I saw Judy blush. "I'm joking I'm joking, sorry I couldn't resist. Why don't you turn to me a little and put your arms on your side, perfect."

I practiced once, twice, and then bounced it up perfectly and it spun landing just below Judy's neck. It stayed for a minute then rolled down and slipped perfectly half way into her beautiful cleavage.

"Not bad huh?" I grinned, thinking about the best way to retrieve it.
 
"So just right in the middle or should I aim to have it slide down your chest? Of course I would never do it on your face"

Oh god, oh god, he was looking at my chest.

I breathed in heavily, anticipating what was going to happen while those two jerks laughed. I might have even blushed a bit in my embarrassment, as Mitch grinned and teased me about it. Anyway, I tucked my arms to the side and watched as it threw that quarter.

It bounced on my skin and for a second, I felt the cool metallic surface right below my neck...before it rolled down and spun right between my boobs and stayed there, right in the middle with half of it digging between both mounds.

"Not bad huh?" he said with a proud, and slightly perverted, grin on his face.

"Yeah...not bad." I replied, blushing a tad while he thought of his next 'I never'.
 
"So I guess it's my go then huh." I thought for a minute and glanced over at the bar. Dan had pulled a hot bar tender over and was distracting Rick and Mike to the fullest extent to say the least. I decided to take a chance.

"Never have I ever been to the VIP room." I drank and watched the girls hesitantly hoping I hadn't over stepped.

Judy looked nervous but excited as the alcohol made her face flush.

"I mean not that we have to go or anything I quickly clambered back. I could give you a quick walking tour if you wanted to though. It does cost a little extra soooo I better get this back." I had excellent reflexes and snatched the quarter our of Judy's cleavage before any of them even noticed.

Melissa and Patricia were giggling hard at this point and Judy even smiled. "So what do you say," I asked playing up my confidence.
 
So, Mitch brought up the 'VIP' room. Whatever that was. Melissa face seemed kind of flustered, so I couldn't help but shy a little too. I mean, if she was hesitant about the idea, I sure the hell had to be too...

"I mean not that we have to go or anythingI could give you a quick walking tour if you wanted to though. It does cost a little extra soooo I better get this back."

And in an instant, I gasped as his hand quickly snabbed the quarter back from my cleavage. But then...his grin was infectious and I couldn't help but giggle at this. "Well played." I said with a smile.

"So what do you say,"

"Sure." Patricia said as she got up. Melissa soon followed and I was the last to get off the bar stool. I wasn't too crazy about this idea, but...

"It's upstairs, right?" Melissa asked as she went first. I quickly followed her lead and before I knew it, we were there.
 
I led them up the stairs, daring to take Judy's hand lightly. I said hi to the door guy and he ushered us in. Beyond the curtains was a center room with a square bar in the middle. I ordered three cosmos and handed them out.

"Wait until you see this, they actually have aquarium rooms up here." Patricia, Melissa why don't you take that one," I said as I pulled Judy over trying not to stare at her gorgeous breasts. Patricia pulled back the curtain and saw the one love seat that was provided to each booth.

"Ohh looks like it's gonna be a tight fit," Patricia said and winked at Judy. I decided to pretend I didn't hear it to make Judy more comfortable. I sat down and tried to give her enough space, but it was cramped so she sat on the arm. The exotic fish were quite elegant and they had lights that made the water color appear shaded. The curtain swung shut and I casually placed my arm around the back of the chair subsequently pressing my arm against Judy's hip. Her toned legs where at my eye level now and I began feeling the pressure in my jeans again. I rotated my hips so that it allowed for my cock to rotate up and expand as much as it could in my jeans. Pulling up one leg I laid it over the other to try and hide the obvious.

"So its great isn't it?" I asked Judy, " Definitely can't beat the view" I said staring up at her. I noticed her having to make an effort to stay on the arm and so 'accidentally' gave a little nudge with my arm...
 
Patricia and Melissa were too quick to leave me alone with this guy. His hand lightly touched mine still, and I can't believe that I let him hold it while we waited for them to pull the curtain, which revealed a single love seat in the booth.

"Ohh looks like it's gonna be a tight fit," Patricia said and winked at me.
"Yeah...looks like it." I answered back as Mitch and I went into ours. He sat down first and tried to give me some space, but it didn't work out as planned. I sat on the arm of the chair however, so I could see more of these exotic fish. The curtain closed behind us, which helped me get a better view, seeing as it blocked off the distracting light from behind. Hell, I barely even felt Mitch's arm on my hip.

"So its great isn't it? Definitely can't beat the view" he said, giving me a nudge. I laughed and played it off as a joke.

"Yeah, thanks." I said, before something came to me in my head...maybe it'd be fun to sit on his lap? Yeah, I know - it was a stupid thought and I should have felt horrible for it but this guy clearly thought that I was hot and well...maybe a little attention wouldn't be so bad?

I slid down the arm and landed my butt right on his hips. "Sorry, I hope this is okay." I said, a bit timidly.
 
I moved my leg as Judy slid into my lap landing softly, squarely, on my groin. It felt heavenly her supple butt was warm and shapely under he jean shorts and I felt more confident that she had made the move. I was kind of worried about what she would think of my bulging crotch. It was too late now though. The minute she landed I'm sure she felt it. Perfectly nestled between her cheeks. I had to say something.

"Haha um Judy, sorry about the um... well hope I'm not too uncomfortable a seat." I smiled at her and brought a hand softly to her hip.This total hottie was resting her perfect ass right on my manhood and it felt incredible. I couldn't even help it as it flexed of its own accord. I laughed a little embarrassed, "Sorry about that haha"
 
"Oh my god" I thought to myself as I felt something poking between my cheeks as I slid on his lap. Was that his penis? It was large and hard, poking my ass while I tried in vain to only focus on the pretty fishes that were swimming in front of us. Damn it, I blamed blamed my decision on the ambiance in this very room...

"Haha um Judy, sorry about the um... well hope I'm not too uncomfortable a seat."

This liar. He wasn't sorry about anything; his gaze said it all, especially with his hand landing right on my hip. I smiled back and didn't say anything back as I stared in front of us. In fact, I gave my butt a little push against his hip to tease him back.
 
I grinded back making sure she felt me. God it felt so good, feeling her warm curves. I tightened my grip on her hips a little and pulled down.

"This is comfortable. Forgive me but you must be an athlete with such a great figure. What sports do you play or are you more of the yoga type?"

I wanted to reach around and caress her breast, but held myself steady not wanting to take it too fast. Her boyfriend was just down stairs after all. And I was sure her friends were going to bust in on us at any minute trying to catch us in an embarrassing situation.
 
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