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I had an experience when I was nineteen and in college that I’ll never forget. My college was not a “commuter college”. Most of us lived on or near campus and there weren’t any restrictions on overnight guests so hooking up with coeds was my favorite pastime. I had more than my share of luck my first semester because word quickly got out that I sported a solid 10 inches. It’s funny how women will talk about things like that and how best friends will stab each other in the back just to get to a cock like mine. 

Halfway through my freshman year, however, everything changed when I met Liz. She was thin and athletic but had tits you would normally find on much larger girls. As she wasn’t big on giving blow jobs, she never once swallowed, and because of my size I could never go balls deep in her pussy, but she more than made up for it by letting me fuck those gorgeous tits seeing my huge cock side between them was a turn-on. She explained that my dick nestled in between those beauties gave her immense pleasure. She would sometimes get off when I squirted on them “just like in the movies” she used to say. 

I was disappointed when she would get off that way because she was like me, a one shot wonder. Both of us would roll over and go to sleep we were just both too sensitive to continue. An hour later was a whole other story. 

Women on campus continued to flirt and ask me if what they heard was true but I was in love with Liz and getting more than enough sex from Liz to keep me happy so I became a one woman man. Things were great until she got a grant to study abroad the second semester of our sophomore year. We lived off phone sex during the separation until we got our first phone bills. We were college students and there was no way we could afford more bills like that. We agreed to email erotic letters instead but it wasn’t the same. Luckily or not, most women had given up on me, assuming I was taken so I wasn’t faced with the female temptation that I’m sure I would have given into I was getting so horny. 

The only upside was my grades were going way up and my body was getting ripped. I had nothing to do but work out and study and both my grades and body were getting A’s. I was always skinny but my 5’ 11” frame with my 32” waist finally grew shoulders and a chest. I was riding on advice from the bigger guys I met in the gym. They seemed to give me more attention than the women around campus but I never thought twice about that until one night while studying.

I was in an area known as the “vault”. It was at the bottom of the library and almost no one ever went there. There were rumors it was haunted but not really, it was just a quiet place to study. At about eleven at night I needed to stretch my legs and pee so I made my way to the vault’s restroom. For security reasons there was only a men’s room on this floor, women had to go up two flights.

While I used the urinal I was caught off guard by someone stepping up to the urinal next to me. I thought I was alone on the floor. The k** looked my age and was a bit shorter than I was and looked like I did before I started lifting weights, trim and sleek. We both did business in silence until he said, “Twenty bucks.” 

“What?” I said, not understanding.

“How about a bet Buddy for twenty bucks?”

Here we go I thought. One thing I forgot to mention about my school was how expensive it is. I was a scholarship k** but many here were from very wealthy families. Twenty bucks meant a lot to me but was probably nothing to this k**. Boy I could use twenty bucks.

“What’s the bet?”

“Twenty bucks says I’m bigger than you.”

Oh this is gonna be easy I thought. Only once in gym in high school had I seen someone bigger than me. Rich boy was bluffing, which made me think it was a trick. I asked him to show the cash and he pulled out far more than a twenty. He had a huge stack of bills and I had a huge something else.

“Let’s make it forty, I said.” I had a hunch.

“Okay, I call, let me see.” He turned, with pants pulled up and I flashed. I swear he sounded just like the women who see it for the first time. I was relieved when he said I won without bothering to show me his. He extended two twenties but his hand brushed my dick on the way. I twitched as my cock pulsed. It had been a long time without Liz.

“Jesus, it’s getting bigger!” he said as I grabbed the money and went to zip up before I embarrassed myself. I couldn’t believe I was getting a hard-on in front of this guy. My dick got even harder, however, when he said, “how about double or nothing?”

I was definitely interested. I continued to zip but he grabbed my wrist to stop me. His other hand grabbed my dick and started to stroke it. I was going to smack him but I thought of the money and, surprisingly found myself getting very stiff. It had been a long time since Liz touched me. 

He bet me eighty bucks that he could get me off twice in ten minutes. I figured this was a no lose bet. I’d get a hand job, even though I’d never thought of being with a guy before and I’d get eighty bucks because there was no way he would win. One, though I was young I lasted a long time, and two, once I got off once I knew that would be it. 

As soon as I agreed, Ryan, which I learned later was his name, got serious. He shoved me into a stall and forcefully ripped my pants to the ground. He only jerked me a few times before he went to his knees and took me in his mouth. I have been with many women and I never felt anything like that! 

His lips were smoother than any pussy I ever had. I don’t know what he was doing but I found my legs shaking and thought I might collapse. His hand reached up and twisted one of my nipples. I enjoyed it more than I thought I would but truly I was lost in what his mouth was doing. His lips where further down on my cock than any woman had ever been and his hot wet mouth was beyond description. 

Just when I thought it couldn’t get any better I felt him slide me down his throat. I groaned as he took me all the way! He would go fast then slow and it was all I could do to hold back. I suddenly felt my orgasm rising and though time seemed to stand still I knew it was nowhere near ten minutes. He sucked even harder as I felt my dick start to throb one step away from eruption and suddenly he grabbed my balls, pulling them and rolling them in his fingers as my ball sack got tighter , I felt his middle finger touched my asshole as my cock got even harder. I screamed with relief as my cock was all the way down his throat I let go and squirted like I never had before. The wall of the stall kept me from dropping to the ground as I shot my cum into his month repeatedly. Oh God it felt good, and unlike Liz, he kept those wonderful lips wrapped around me the whole time.

He sucked me until the last drop was gone and I started to go soft. This was my ace, as good as he was, and he was the best, I knew I couldn’t get it up again within the ten minutes. He sensed this and finally let me go. I wanted to kiss him for the pleasure he gave me but I held back. He checked his watch and I was shocked to find that it had only been four minutes. Still, it would take a long time to recover from my first orgasm, so another blow job wouldn’t do it in the next six minutes.

That’s why I was shocked when he dropped his pants, revealing a very impressive nine inch cock. I thought he would concede and just beat off but he pulled out a condom and put it on. I was shocked when he told me to bend over. I begged off saying that wasn’t the bet but he rightly reminded me the bet was he would get me off twice in ten minutes, he didn’t say how.

I was nervous but the discomfort in my dick let me know the six minutes left wouldn’t matter and the money would be mine. I did as he said and bent over. A small part of me was thrilled to be so exposed like the people I had fucked so many times. I felt a cold liquid spread around my cheeks and up my asshole. He had brought a lube, why should I be surprised? He was here for a reason.

I felt pain as something warm entered my asshole. It was pain at first but it started to feel surprisingly good and my cock started to get hard again. He moved faster and faster and my body started to warm but I knew I would win the bet until he pulled out. I figured he had gotten off and I had won but that’s when he let me know that had been only his finger. 

Still with only minutes left, the eighty bucks was surely mine, or so I thought until he pressed his dick against my ass. Immediately it felt good and as he pushed deep into me it was as if a dam burst. This was obviously not his finger but it slid in me just as easy. I felt heat and a little pain but most importantly my rock hard cock began to leak pre-cum as his cock massaged my prostate. I heard grunting and groaning and figured he was enjoying my virgin ass until I realized it was me making all the noise. I was shocked by what came out of my mouth. I was telling him how much I loved his thick cock deep inside me and how good he was fucking me. He asked if my ass belonged to him and I swore it did. He could do this to me anyplace, anytime. I found myself harder than I had ever been even harder than I was when he sucked me off and dick was begging for relief. I didn’t care about the bet anymore, I just knew what was happening inside me demanded I get off. 

I reached for my wanting dick and knew it wouldn’t take much to explode but he grabbed my wrist and said, “You, don’t need that.” I argued and babbled that I did and who cares about the bet but he said, “trust me, you don’t need that, and you’ll going to enjoy what’s coming.”

I didn’t believe him and reached for my hardened dick but he grabbed both my arms which left me helpless as he fucked me with a newfound fury. He groaned about how tight I was as my own body reacted in ways I had never known. As his groans built I matched him sound for sound and my large cock stretched itself thicker than I had ever known and I suddenly breathed hard as my dick and screamed as my dick erupted without even touching it. Oh Goooood I’m cumming! I shot more than I ever thought I could and knew I lost the bet but won so much more.

He pause as my orgasm squeeze his cock, as my mind came back from my second orgasm I asked if he had cum as well? I got my answer as he started to slowly thrust in and out again, man his cock feels so good
in my ass my cock started to grow again.

Since I already lost the bet he asked me if I want him to cum in my mouth or ass but either way I cum the condom coming off. I'm not gay, I never sucked a cock before and my ass and cock did my thinking for me as my cock was leaking pre-cum again. On his next deep thrust balls deep in my ass I reach back with my hand and grabbed the end of the condom, as he pulled his cock back out of my ass the condom slipped off his cock. He moaned that's a good little bitch as he buried his cock bareback in my ass.

His cock was hitting my prostate again as he began to pick up his pace pounding his cock in ass. I could not believe my cock was throbbing building to another orgasm. My ass began to grip his cock as he moan Oh Fuck I cumming as I could feel his hot cum shoot into my ass. I grabbed my cock and jerked-off to my third orgasm of the night.

He pulled his cock from my ass, that was great to bad you lost the bet, I told him how about we double the bet same time next week. I think I may be giving up pussy and switching teams as I just had the most intense orgasms of my life.

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Authors Note: I quote in part from a review on one of my stories Painting The Rose. The review Stupid is as stupid does 01/20/09 By Anonymous in USA: ‘The sex was minimal, and for the most part, not there. Hence, some might not have liked it for its lack of vicarious luridness. This Story does not contain vicarious luridness. To Anonymous in USA: Thank You! I am a Correction Officer assigned to a maximum-security prison of some notoriety in Western New York. I have lived alone since my wife...

4 years ago
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How I Became Mistress Mischelles sissy maid babette

How I became Mistress Mischelle's maid babette sissy babs This is the beginning of a multi-part story that I am working on with my wife. She wrote the part "Mischelle's maid babette's training" and submitted it to Fictionmania. It was added on 7/24/2007. I suggest that you open up another Internet window and have that story ready but don't read it until the character in this story is reading it. After reading my wife's story then return to this one but...

3 years ago
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Uther

Uther By Ellie Dauber (c) 2006 Introduction According to the legends of King Arthur, Merlin changed Uther Pendragon into a double for Duke Gorlois, so he could spend the night with Ygraine, the Duke's wife. Ygraine and Gorlois had three daughters: Elaine, Morgause, and Morgan le Faye. During their time together, Ygraine became pregnant with the child who was to become King Arthur. Uther's men killed Gorlois that same night. This is my TG (of course) version of what...

2 years ago
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Carruthers Bride

The the wind howled around the quayside as I stepped onto terra firma for the first time in weeks, the wind threw sharp shards of ice to sting our faces as we looked up at the sails as they were finally furled and stowed as our captain grinned at our discomfiture, "Au revoir!" he joked as if he knew we should soon be recalled. Those such as were left, and we were few enough, I shuddered. My best uniform packed securely in my Valise, awaited me, and just a few more duties before I...

2 years ago
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Bettes Bar Bet

First off I live way out in the country. The closest neighbor is almost a half mile away across a creek and behind a hill. I walk around the house and yard naked whenever possible. It make going out and doing things like feeding the horse and dogs or doing something that required me to bend over or be on my hands and knees interesting sometimes. We have six outside dogs, all male, and there were times that one or more of them tried to mount me. My friend Bette kept telling me I should let them....

1 year ago
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Brothers Incestous Bet Chapter 5 Mom and Dads Incestuous Surprise

(An Incestuous Harem Story) Chapter Five: Mom and Dad's Incestuous Surprise By mypenname3000 Copyright 2018 Note: Thanks to wrc264 for beta reading this! Maria Reenburg My brother's words, claiming that Daddy was an idiot for not wanting to fuck me, gave me the sexy confidence to do this. There was no dumb Vanessa to cock-block me. That bitch wouldn't swoop in and steal Daddy's erection this time. I would get his dick in me. I would finally fuck my sexy father. I marched back to...

1 year ago
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Motherless Vintage

Do you know of the porn site Motherless.com? You should. I’ve reviewed it a few times on my site, The Porn Dude, although it was for different genres every time. This time around, I’m going back to this place and looking at a specific and niche little category many of you are just begging me to cover. We’re looking at vintage porn today. While it doesn’t have the same resolution and quality as the porn you can find today, it’s definitely a genre of porn that has a lot of personality to it and...

Vintage Porn Sites
2 years ago
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Althea

I should have known better. I should have remembered that old saying, "If it looks too good to be true, it is." I was in love. She was damned near all I thought about with the exception of my studies and it didn't make sense to me. I prided myself on my intellect and my ability to think logically, but there wasn't anything logical about the way I felt about Althea. She was beautiful, smart and very popular and I was not. I wasn't a bed looking guy, but I was nothing exceptional. I was...

1 year ago
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Motherless Images

Motherless. A one-word website title that says everything it needs to say. This is a site where the rules are, more or less, completely thrown out the window, morality means absolutely nothing, and there is nobody to save you from it. Hedonism is God here.The site likely is also called this due to the fact that the girls who end up on motherless.com likely have no positive female influence in their lives to keep them from it. Motherless is the place parents spend their whole lives fearing that...

Porn Pictures Sites
1 year ago
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Motherless Amateur

I always considered Motherless the “4chan” of porn. Not only because Motherless was somewhat popularized there, but because Motherless also encourages users to share their own content in a very open way. This means minimal bullshit like moderation and censorship, and a strong “anything goes” attitude that leads to free and extreme content. It encourages people to create and upload their own homegrown content, like videos of their girlfriend pissing or spycam videos of their cousin....

Amateur Porn Sites
1 year ago
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Motherless BBW

What is it about Motherless that makes me fucking cum every time? Maybe it is how raw and amateur the porn on the site comes across as, or the content is just that fucking hot. Perhaps it is the fact that there is an astronomical amount of pornography just waiting for a dumb fuck like you to beat off to! I really don’t know, and frankly, I’m not going to pretend that I do.But what I do know is that if you love BBWs, the Motherless.com homepage will not be of much use! Preferably, head on over...

BBW Porn Sites
1 year ago
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Motherless Voyeur

Have you ever heard about a website called Motherless? Home to all kinds of kinky porn niches, with a side of the mainstream crap? If you are into some questionable fap content, you might want to check this website out. Plus, Motherless is a free porn website, so you can browse as much as you fucking want. Now, I am not really here to talk about the website in general… I am here to tell you about their amazing category, called voyeur porn.The world of voyeur fucking is a rather interesting one....

Voyeur Porn Sites
3 years ago
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Elizabeth To BethChapter 2

"How peaceful he looks when he is sleeping, my big stubborn sweetheart...my love, with not a care in the world. I'm so happy, I won't get a wink of sleep at all tonight.... my mind is just racing...isn't it wonderful. Poor Stanley, how did Margaret put it, hmm... yes that's it, she said, "hum dinger" and "smitten, Richard is smitten with you." Stanley is going to have one hum dinger of a shiner, a black eye when he say's the early Mass tomorrow morning. Dear Margaret, you...

2 years ago
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Aether Guardians

The Five Kingdoms of Arstoria had been embroiled in the Great Ancient War for centuries. The war came to an end when Kalace, the Wizard King conquered the five lands and brought them under his rule. Kalace, the Wizard King of Arstoria, conquered all of his opponents who were unable to deal with his overpowering magic. When Kalace had united the five kingdoms, he brought peace to the warring kingdoms and was revered and celebrated by his later generation. Kalace, however, had a dark weakness in...

Fantasy
1 year ago
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Motherless Creampie

Woah, did Motherless.com get a facelift? I know I suggested it in my review, so I guess they listened to me! Well, I’m not going to brag too much about it, and instead, I’m going to focus on what I’ve set out to bring you today. We’re looking at an amateur website, and I just know that many of you are begging for amateur creampie content, so that’s what we’re looking at. I know how much you think Motherless can look sickening and pretty gruesome at times, but the creampie content can be quite...

Creampie Porn Sites
1 year ago
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Motherless Cuckold

No matter what type of porn you may be in the market for, Motherless has an ample supply of it, and cucking is no different. Actually, this might help to explain how you ended up being such a pussy little cuck.The journey that brought you to my website reading cuck porn reviews started in your childhood. A fair portion of my readership is actually motherless. Why, you ask? Your guys' moms chose a life of cucking and riding cock instead of raising you fucks properly.Don't worry, gents. I'm in...

Cuckold Porn Sites
1 year ago
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Motherless Horror

I browsed the horror stash at Motherless all morning, and now I don’t know if I should jack off or go hide in the closet until the danger has passed. Then again, hiding out might give me the perfect opportunity to rub one out in the peace and safety of the dark. Who knows who—or what—might be peeping in the windows with nefarious intent if I sit at my desk and shake my dick at the screen. Just like when I masturbate at the local Starbucks, I’ve got to be sure to balance the potential pleasure...

Extreme Porn Websites
1 year ago
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Motherless Incest

Incest porn has been a staple of pornography since the very first incel caveman realized that he couldn’t find fresh pussy out and about. He resorted to sniffing a whiff of his mother’s loincloth when she wasn’t looking, and beating his old cave meat into a leather sock.Now personally I’m not into the whole mommy-son dynamic – I’m a classy guy. But it’s no secret people like to get freaky when the lights go out, and if you’ve got a stiffy in your hand and you’re on Motherless, you gotta go...

Incest Porn Sites
2 years ago
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Bets a Bet

I take my daughter to a dance class each week. Her teacher is Nicky and I have to admit I have always had a thing for her although as a married man I never intended on acting on my desires. What is more I always thought the fit and bubbly dance instructor was way out of my league. Standing about 5 foot 6 inches tall and weighing around 110 pounds, Nicky is 30-years-old. She has long, brown hair that is rarely not tied back in a ponytail while one of her most outstanding features is her...

3 years ago
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Betsys JourneyChapter 8

Betsy felt good about letting Jim down easy and she was glad he took the breakup without any hard feelings. The fact he got a great job offer in the Midwest, skillfully arranged by his father, was probably the biggest reason Jim didn't get hurt badly by the breakup. There was no doubt in Betsy's mind that Bernie would, and could, do almost anything to achieve a goal. Whether it was a business or a personal goal didn't matter to a man with power and influence. Her life story continued with...

2 years ago
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Absinthe Makes the Heart Grow Fonder

Thanks to my usual cast and crew of Editors and Advance Readers, most of whom prefer to pretend that they don’t know me and wisely wish to take no responsibility for any part of my addled writings... Il n’est rien de réel que le rêve et l’amour - Nothing is real but dreams and love (from Le Coeur innombrable, IV, Chanson du temps opportun by Anna de Noailles) She was my one true mistress and ever faithful lover, my Green Lady and guardian of my dreams and now that I was back home...

3 years ago
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Poker Bet I get FUCKED Gay

It was our Friday poker night and we’d been playing for about 3 hours. Tonight we all seemed to be getting bored with the same old thing. When everybody got up from the table for a stretch, Mark jokingly suggested that we should play strip poker. "Sure," said Tom, even though there were only guys in the house. "You’re k**ding," I said. "What, you got something to hide?" Tom said.So all five of us sat around the kitchen table and started playing strip poker. Only the loser had to remove a piece...

2 years ago
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Thea Chapter Four

When the car with Jake in it became a dot on the horizon, Thea turned to go back in the house. Suddenly Floyd appeared. “Mrs. Thea, how you be?” Smiling, she knew immediately what he wanted. He had that look and a glance at his crotch confirmed it. The imprint of his cock was prominent as it pushed against the material. “Looks like everyone is gone.” Floyd said. His eyes looking out over the farm. “Yes, I am by myself for at least the next few days.” She replied in an...

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