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Titty Drops, Butt Stuff, and Blowjobs (bi)
My frat hosted these contests periodically. This was my first one but my brothers were telling me they were awesome. So when everything started one guy acted as, like, the MC.
He spoke loudly so even those in the back could hear, "Are we all ready for the fun and games to start?" People cheered.
He went on, "Today we're announcing a T and A contest."
Some girl in front yelled out, "Booooriiing!"
He singled her out, "Not at all. Wait and see or leave now. Because just like all of our contests, once you start you gotta stick it out to the end. And once you leave you can't get back in."
I turned to Ethan next to me, "What if a girl, a contestant, or me, wants to quit because he or she can't hack the trials?"
She would be kicked out of the sorority and shunned till she drops out. Besides. These contests are mapped out till the end of the year. Think of anything sexual you want to do to any of those girls and there's a pretty good chance you're gonna get to do it. That's why you don't want to drop out."
"How did you get these girls to agree in the first place?"
"Because we're going over to the sorority next week to participate in their contest. They'll have their own fun then. That and the prizes."
Todd was introducing this week's contest, "So for part one the T stands for titty drops. In part two the A is gonna stand for, well you all know, just be ready for it to get wild."
"So how many of you girls wanna come up here and show us your best titty drops? The best four move on to part two."
A whole fucking line of girls lined up to perform for the crowd. When all was said and done four winners were chosen. Each one had larger than average boobs since, well, bigger ones just drop and jiggle better. Each one was hot. And each girl had a beautiful round plump ass. Naturally, since small titted girls tend to have smaller butts and bigger boobed girls would have a little more junk in the trunk.
I was quite revved up after looking at all the bouncing boobs. As a red blooded American guy I think T and A are amazing.
Then Todd announced part two, "The A part is gonna take the form of a Family Feud gameshow. Our four winners are going to answer the question of the day so we can compare their answer to the survey that was conducted in Mr. Anderson's intro to sociology seminar. Ladies, first pick your partner."
I was paired up with a real cutie named Paula.
Todd was still speaking loudly with that game show host quality in his voice, "The category is, 'Things to stick up your ass.' "
The first girl to go was some bottle blonde, "Um, I'm gonna say, 'finger' 'cause every guy I'm with eventually sticks his, well you know."
Todd yelled out, "Survey says?"
Another dude, Brett, was reading a print out and he pretended make the sound of a bell, "Ding, ding, ding."
"You're right - off to our winners circle for you and your partner."
The next contestant was this gorgeous brunette who kept her shirt pulled up so her bodacious boobies were still on full display, "I'm gonna say..." she bit her lip nervously, "wooden spoon."
Todd asked, "Survey says?"
Brett replied with the sound of a buzzer, "XXX".
"I'm sorry, Brenda, that's not correct. You're out."
My girl, Paula had her turn, "Todd, I'm going with one of those jeweled butt plugs!"
He asked, "Survey says, butt plug?" And he was promptly answered with the three dings. "Congratulations Paula and James. Off to the winners circle."
Next up was a girl I knew from one of my classes. She thought that 'Hair brush' would be on the list. I thought she was way off.
"Survey says?"
"Ding, ding, ding." Honestly, I was surprised that enough respondents had any interest in putting a hair brush up their butts.
Todd told her to go to the winners circle, adding, "Very creative. I bet all the guys want to date you."
The last girl was this mousy librarian type, yet somehow she had made it to the finals after the titty drop, "Todd," she proclaimed confidently, "obviously the best answer on the list is coconut oil."
"Survey says, oil?"
"Ding, ding, ding."
"Ok everyone," continued Todd, "For the rest of this contest you're all gonna be so glad that Rebecca here was right, because you're gonna need that coconut oil when the guys stuff the winning items up their partners bums." A hush washed over the spectators.
He turned, as a cart was wheeled out with the various winning items on it. "Unfortunately, you guys are gonna kick yourselves too, other winning answers could have been, vibrators, bottles, anal beads, or penises."
A big timer appeared on a screen as Todd told us, "Standard judging rules apply. Now... go!"
Lickety-split Paula dropped her pants and climbed up on a stool with her ass high in the air, "What are you waiting for, James? Start stuffing!"
I grabbed the coconut oil pushing it into her upturned and beautiful ass with the only tool I had - my fingers. Someone announced, "James has already completed 'fingers' and 'oil'. Score two points for James and Paula."
Next, I thought that the smallest item left would be the sparkly shiny amethyst butt plug. Quickly I jammed it into Paula's cute puckered hole. She let out a yelp, "Careful there!"
As quick as it was in I yanked it out, which was a lot harder than it sounds. "Get ready, Paula, here comes the hairbrush."
"Well you just be sure to do it handle end first." Our audience laughed."
My only reply was, "I sure hope this isn't your brush. Because it's gonna be garbage after this."
"You mean you don't want to stuff it in me again tomorrow?"
Pushing the brush in and immediately taking it out I said, "Oh, I'll stuff you anytime, Paula."
Paula looked over her shoulder, "Stick the jewel back up there!!"
"Why? We already won,"
"Bonus points. Now do it fast." As soon as the butt plug was back inside her she jumped up, holding my hand in the air as a symbol of victory. Then marching back and forth and addressing the audience she declared, "I'm leaving it in all night!!" You wouldn't believe how loudly they cheered.
Todd was back in charge, "OK, everyone, all four couples have finished and we all know that Paula and James were the fastest. But that's not the only criteria for winning. Which couple went the deepest??"
"It turned out that Rebecca and Steve pushed their items in the deepest." Talking to Rebecca he asked, "You're kind of an expert on this, aren't you?"
"Todd, I'm an expert at everything."
Todd ate it up, "Judge, who wins?"
Brett told us that Rebecca and Steve won points for deepest while Paula and I won for quickest. But since Paula was still strutting around and bending over for the crowd she and I came out ahead.
Todd took over again, "Paula, James, you two have won an all expenses paid trip to the Pizza Palace tomorrow night. Paula, are you really leaving it in until then?"
"You betcha, Todd. In fact, it's staying in until my new friend James takes it out." I couldn't believe my luck to have been paired with the wildest and hottest girl.
At that moment I thought joining the frat was the best decision of my life.
Paula and I had a delightful time with plenty of sexual tension, but also we had a lot in common, and apparently shared life goals. I could see being with her after college. Maybe someday she'd be my wife.
Naturally I bragged and boasted and put my best foot forward so she would see me as the most manly and competent of anyone she knew. Anything to impress.
And we did end up making love.
The next Friday we gathered at the sorority for whatever contest they had planned. I made sure to stand near Paula so we could choose each other as partners.
This bossy girl, Theresa, was the MC. She called out, "The contest is... "Put Some Lipstick On It."
As she explained how it would go she said, "OK, for part one, you guys pair up with each other."
I asked Ethan, "Aren't I supposed to be paired with Paula, or at least a girl?"
"Apparently not. Be my partner." I agreed so as not to be left out of whatever fun we might do with the girls.
Theresa droned on, "You guys have no idea how challenging it is to be a woman. So we're gonna give you a taste of just how hard it is." All the girls in the audience wooped and hollered.
So now that you have a partner, the taller guy has to dress the shorter guy in the best clothes he can find on the table over there." On the table was a pile of girl's clothing.
"At the end of part one the dresser must apply sexy lipstick to the dressee - with his left hand."
"On your mark, get set, go!"
We rushed to the table trying to get the most outlandish clothing and matching items before anyone else got to them first. I looked back to see Paula cheering me on: I could be a good sport by wearing crazy clothes.
I ended up being dressed in a red bra, yellow panties, black thigh high stockings, a green tube top, and a blue mini skirt that was so short the bottom of my panties showed.
When Ethan applied the lipstick I looked like a clown. But no more than anyone else.
"OK, for part two we have something really special planned. Now that we know who wears the pants in each partnership and who the girl is..." A drumroll was played on the sound system.
"... each 'girl' has to put lipstick on the guys dick." Before there was time for any objection or negotiation she yelled, "Standard scoring rules apply and the timer ends when the real man cums. Now go!"
At that moment I thought joining a frat was the worst decision of my life.
Dropping his jeans to his ankles in a flash, Ethan pushed me down to my knees roughly and grabbed my head firmly, "James! Standard scoring is always based on how deep we go and how fast we go. Now get on with it."
Thoroughly disgusted I recoiled and resisted. "Fuck it James, you're wasting time." Somewhere out there Paula was watching. There was no way I could let her see me with a dick in my mouth. And yet, if I got drummed out of this college how could I court her?
Ethan was rubbing his stinky glans on my lips forcefully. I turned my head and could see that most of the other kneeling guys were also rebelling.
A second later my dilemma was solved for me: Paula was right there next to me on her knees. "You can do it, James. No one else has even started."
"But it's not manly."
"Is it manly to lose? The prize is a trip for two to Cancun. I'll go with you and you can do whatever you want to my body to reaffirm your masculinity."
"I've already done everything I want to your body, except..."
"Suck that cock and you can do it. I want Cancun. With you."
"You don't know what you're saying, I've been fantasizing about... maybe in a few years... I want... it's crazy."
"Spill it and suck, James! You KNOW I like crazy."
"It's only been a week. But I've got this dream where your daddy walks you down the aisle and I'm there waiting for you."
"James, that's the craziest thing I've ever heard. But at this moment I'm thinking that joining a sorority was the best decision I ever made."
She waved Ethan's cock at me, "But know two things, someday I want a real proposal, and two, I want a ceremony on a volcano in Hawaii."
Paula nudged me toward the big pole, "Now hurry the fuck up, Brandon and Jimmy are half way there."
With an inspired vigor I attacked Ethan's cock in a full out assault. I had two minor goals and a major one. First, I was going to leave a smudge of lipstick as far down the cock I was sucking as possible. Then I was going to milk Ethan's cum into my mouth as fast as possible. Lastly, I was going to impress Paula by being the most manly cocksucker a guy could be.
I made my lips crawl down toward the base, bit by bit, leaving red smears as I went. I had to make it all the way. When it touched my epiglottis I gagged. But with determination I pushed the thick head into my throat. Why did Ethan have to have such a big one?
I was almost there. Maybe a half inch to go, but something was stopping my progress. The more I pushed the more it just got lodged short of my goal.
Then I had an idea, reaching and grasping around I found Paula's hand. Lifting it up I placed it on the back of my head in the hopes that she would understand what I wanted.
Paula shifted til she was behind me, then she pushed, like real hard. I felt the shaft bend just a little when with a pop that only me and Ethan felt it pushed past the obstruction.
Before relenting I made sure to rub my lips roughly into his pubes and on his belly. Pulling back just a bit I felt success when I saw red.
Now I needed to get him off fast. I bobbed, I licked, I sucked as hard as I could. It felt like it was taking forever. When was he going to cum?
Paula was whispering how I was doing a good job but while that helped me, it didn't help Ethan.
So I added my hands. Caressing and rubbing my friend's balls I hoped it would be enough. I felt Ethan's dick grow thicker but something was missing.
So I started tugging on his balls and urging him to fuck my mouth by pulling on his buttocks.
Looking up into his eyes Ethan shrugged his shoulders mouthing the words, "You're just not sexy." He was right. No tube top or lipstick was going to make me female.
With yet another flash of insight I now lifted Paula's hand, placing her soft feminine fingers on his scrotum.
I sensed that it was working but sneaking a peek down the row of cocksuckers I feared I had some catching up to do.
I racked my brain while never stopping my cocksucking. Then I had it! Ethan needed to be able to imagine that he was plowing a woman's mouth. A pretty one.
I pulled Paula's face next to mine. Cheek to cheek, I knew she could feel the big cock where our faces touched.
But Ethan was clueless. Rather than imagining that he was fucking Paula's face instead of mine he was looking up at the ceiling. I waved my arms and tapped his chest but he steadfastly refused to look down.
All hope seemed lost when we heard the crowd chanting for another team who were clearly very close.
It was Paula who had the winning idea. Tilting her head she craned to get her lips under there and started sucking on Ethan's nuts with great enthusiasm.
That's all it took. Ethan thrust into my mouth releasing a great torrent of slimy goo.
I jumped to my feet, holding his hand up in the air in a symbol of victory, while simultaneously holding open my mouth to show the puddle of cum pooling there.
Jimmy claimed we cheated, but when the video of Theresa laying out the rules was replayed the judges ruled for me on both depth and speed.
Paula and I enjoyed Cancun greatly. We graduated and have jobs and live together six years later.
I wish I could say it was a storybook happy ending. But we never got engaged. She cheated on me a couple times and we're working on our problems. Who knows? Maybe someday if we can figure a few things out...
Author's note:
If you liked my story please comment and give it a good rating. Add it to your favorites to read later if you want. Follow me and you'll see all my stuff.
I try but don't always succeed in creating a good story. Please add comments so I know what I'm doing well and what to improve on. If you want to talk I'll answer your friendly comments.
I often attempt to create tension in the main character's motives. In turn, this often means that characters in the story have flaws and might not even be nice to each other all the time.
I really appreciate polite comments! It's what motivates me to write more.
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