Lost Porno Contest - My CFNM Pain

Everyone in this story is at least 19 years of age.

I couldn't believe all the women I know were having so much fun having me naked the whole weekend. I couldn't believe how they aggressively fucked me and sat on my face as I ate their pussies. This all started with a lost bet among a neighborhood couple and my wife and I. The person with the least viewed Literotcia story would need to spend the weekend naked and have whatever sex done to them that the others wanted. After this naked weekend, I was blackmailed to do this 4 times a year. Do I regret losing this bet? No, not at all.

It began 18 months ago, when we were at our neighbors' house. We had grown quite fond of and comfortable with Blair and Henry. So much so that none of the four of us wear bathing suits in Buffy and my secluded backyard pool. And the four of us don't wear towels when in Blair and Henry's home sauna that looks out onto their also secluded back yard.

It was late Winter when Buffy and I were with Blair and Henry in their sauna. As usual, the four of us were naked. After about a half hour, we sat and had drinks in the inside lounge area next to the sauna. The indoor lights were low so that it was easier to see outside. Both the sauna and this lounge area have large windows that looked out at the fluffy snow slowly coming down. It was only 6pm, but it was dark outside. With their landscaping lights on, it was a beautiful sight.

Let me describe each of us for you. Blair, our friend, is 40 and overweight, and she is sexy and fuckable. Her shoulder-length black hair frames her cute, slightly chubby Irish face. Blair's skin is milky white. Her stomach and sides show a bit of fat, but her H-cup breasts makes her extra weight well worth it. And her butt cheeks have some slight fat dimples. Blair stands 5"6" and has a fully shaved pussy. Her aureola's and nipples are smaller than I would imagine with breasts as large as hers. For their size, Blair's breasts are fairly firm. Oh, and she loves to wear very low cut tops to show as much of her tits as possible.

Henry loves when men drool over his wife's tits. He started her on exposing herself before they even were married. He bought her special bras for plunging tops, and even introduced her to a lake where nudists go. Henry is 6'2" with no body fat and tone muscles that make him look younger than his 42-year-old age. But this story isn't about Henry.

My wife, Buffy, is 32 years old and also has all the men drooling over her. She stands 5"8" has a flat and tone stomach and DD cup breasts. Her breasts are firm, but they still are soft and have amazing sway. Buffy's slightly puffy aureola's are larger than Blair's. And her nipples can poke through any bra and top, when she decides to wear a bra. Her sandy blonde hair is shorter than Blair's, but it fits her German face perfectly. And she has tan skin with some faint freckles on her face. Her ass is as tone as the rest of her. She always wears tight clothes to show off her great body. And she loves wearing tops that show off her amazing cleavage, but not as deep as Blair's tops.

Now me - my name is John. I'm 6 feet tall and can stand to lose 15 lbs., but I'm still in good shape. My blond hair usually is a tussled, curly mess. At 6 inches, my cock is slightly longer than the average length. But my girth is what always has driven the women crazy. In college, I only had to place a date's hand on my clothed fully erect cock, and she was pulling my pants down. Even when they first thought I was being too aggressive for placing their hand on my cock, they were glad I did.

Back to the Winter night with the four of us having drinks naked as we watched the fluffy snow coming down. My wife, Buffy, started talking about how she loved reading Literotica stories.

Buffy said, "Many of these stories get me hot and I grab John for great sex with his, as you know, big, thick cock. But there is an equal number of stories that make me think that I could write even hotter ones."

Henry replied, "I know what you mean. I even wrote some sex stories just for Blair."

Blair said, "Henry's stories were so hot. Sometimes they were fantasies that we carried out on vacations."

I joked with Blair, "You little slut - how come no action between me and Buffy with you two?"

"It never came up, I guess" said Blair with a slutty smile on her face.

At that very moment, Henry and my cocks became half mast.

Buffy continued, "With your cocks popping up, I have an idea for a contest we can have. We each will publish one story on Literotica. The loser will have the lowest number of views."

Blair exclaimed, "I love this, but to make it interesting, there has to be an punishment for the loser."

Henry said to his wife, "Even if you are the loser?!"

Blair replied, "Especially if I'm the loser!"

Buffy spelled out the punishment, "The loser will have to spend an entire weekend naked with their spouse and the matching spouse here tonight. So, if Blair loses, she spends a full weekend naked with Henry and John. Henry and John can invite special guests for the weekend, and anything goes as long as it is safe and doesn't leave any permanent marks."

Blair said, "I'm not so sure about this now"

Buffy said, "This is a punishment, not a thrill - this way we all won't try to throw the contest."

I jumped in. "Let's talk about all the other rules and conditions."

After 20 minutes of talking, we came up with the following rules. We each would need to submit our stories three days from then, no sooner or later. To allow time for review, publishing and exposure, the contest ended three months from that night, at 8pm. We each would know the other contestant's postings when posted. Then at the appointed day and time we would show each other the screenshot of our posting, showing the number of views each of us had.

Each of our stories turned out to be exaggerations of our own past sexual exploits. Blair's was a story about a full-on lesbian sex party with her fellow field hockey players in college. Henry's story was about having a reverse gangbang with his company's senior female managers at his first job out of college. Buffy's story was about having her cuckhold husband watch her get fucked by 20 older men on a cruise. And my story was about stripping for my busty girlfriend and her 6 friends with them taking turns massaging my prostate and having them take turns sitting on my face so that I eat them out. Each of us thought we would win and that our spouse would lose.

It was three months later as the four of us had a naked pool party of four at my and my wife's house. At the appointed time, all of us pulled up our Literotica stories and did a screenshot of our views. We sat on a poolside couch and chairs so we would be fully exposed during the contest reveal.

My wife, Buffy, started it off with, "Since it says that I have a hot story, I will start it off - I have 121,870 views!"

Henry jumped in with, "I also have a hot story, but I beat Buffy with 135,029 views"

Blair and I nervously looked at each other, both knowing we didn't have hot stories.

Blair said, "John, I'm too nervous to reveal my views - please go next"

I nervously said, "I have 60,450 views"

Blair jumped up and down, with her huge H-cup breasts practically bouncing up and hitting her in the face.

"I have 61,192 views!" exclaimed Blair.

Buffy said, "well, Blair, you and I and some special friends will be enjoying playing with a naked John for an entire weekend."

Blair said, "let's go inside to start planning this great weekend."

It was now just Henry and me. I still hadn't said a word since the bomb dropped.

Henry made a stiff drink and handed it to me.

"John, are you OK?" asked Henry.

I gulped down the drink and said, "I'm so fucked. You know how cruel Blair and Buffy will be with me"

A few days later, Buffy sat me down and told me that the coming weekend was going to be hell for me. After work, I was to go out for dinner by myself and arrive home at 6pm. Blair and Buffy will be in the backyard along with their special guests. Without saying a word, I was to stand before the women and take off my clothes. Buffy also recommended that I drink lots of water between our talk and that Friday night.

When I pulled into the garage a few minutes before 6pm on Friday, there were no cars parked in front of the house. I found out later that they parked on another street.

When I walked onto the back patio, I was in for the shock of my life. The first person I noticed was a woman from my company, Melanie. She was my work wife until I became her boss - our relationship hasn't been the same since. Melanie is a few years older than me. She is pretty, with long red curly hair and is very thin. She has perky B cups.

Next to Melanie, stood the girlfriend I left for Buffy, Sandy. She still looked hot, with her short black hair and busty hourglass figure. Sandy hasn't spoken to me since I broke up with her, which was a few months after we became engaged. I heard through mutual friends that she still was single.

On the other side of Melanie stood my college friend's MILF of a single mother, Beth. She still was hot. She stands at 5' 9" with long blond hair, beautiful D-cup breasts and a slim waist. When I last saw her, she got mad at me because I quickly slept with her while her son, my friend, was sleeping upstairs at her house. She told me it was a "wham, bam, thank you mam" insult, but I told her that I was afraid my friend, her son, would catch us. This is the thanks I get for telling Buffy about my past.

As Melanie, Sandy, and Beth separated, two women walked from behind then to stand in front of them. On my left I saw my 19-year-old neighbor, Nancy. She was less than half my age, and I secretly lusted after her - or maybe not so secretly. She is so thin and tiny, and always wears the shortest shorts. Though she only had B cup breasts, her tiny frame still makes Nancy extremely hot.

And last but not least was my boss, Anne. She was the oldest woman standing before me. She has the same body type as Blair, but without the H-cup breasts. But her D cup breasts still made her very attractive. Anne often would complain to me about how she would have to make out and more with male bosses when she started work. Now I would be her revenge with all those men. I will never share such stories with Buffy again.

All the women were dressed in highly sexy clothes. Plunging and tight tops, full cleavage for those with it, and tight and short skirts or shorts.

Buffy kicked the weekend off by saying, "Ladies, before I welcome you to our special weekend, my husband John with strip naked before you."

I decided to make the best of it, and started taking my clothes off as quickly as possible. With each article I removed, the women would clap and whistle. Once I was fully naked, Blair came up to me, started stroking my cock until I was hard. Then she gave my ass a smack. More clapping and whistles from the women. The women who never saw my penis before, exclaimed how thick it was and how it made them wet.

Buffy returned to her greeting, "Ladies, Blair and I wanted each of you to be here because we knew you would fully embrace the femdom weekend of fun that we have planned. Each of you will have at least two turns playing with my husband's cock and ass. You each will have one turn sitting on John's face so he can bring you to climax with his mouth and tongue. And each of you will have one turn to aggressively fuck my husband. You can do to him what he or other men have done to you!"

As the women hooped and hollered, I was amazed at how far my wife had gone, and how much she got off with it. But I also was proud of how she put this together, whether it would cause me considerable pain or not.

Buffy continued, "since John will be made to cum many times this weekend, let's have our first lady fuck him in front of all of us."

More hoops and hollers.

Blair walked up to me and pushed me on my back onto the double chaise lounge that was folded down like a bed. She then tied me spread open on my back. She took off her short skirt and panties and straddled me.

Blair said, "you don't get to see any of us topless - everything is for our pleasure this weekend, not yours'. But we all have dressed sexy to tease you with what you can't have."

Blair had her back to me as she quickly sat on my cock so that it would be buried balls deep into her pussy. Then she roughly fucked me like I was a piece of meat.

Blair fucked me like a horny man who just viewed a woman's pussy as a cum hole. She pulled herself up so only my tip was in her and quickly slammed down on me. After a minute of this, she ground her pussy on me while quickly fingering her clit. My ex-work-wife, Melanie came up and wet two of her fingers in Blair's juice, stuck them in my anus and started massaging my prostate. Blair then had a quick, violent, and loud orgasm. I received zero satisfaction, but Melanie pushed me to have an explosive orgasm. A mix of Blair's pussy juices and my spunk flowed onto me.

While putting her panties back on, Blair said to me, "Next time you should write a better Literotica story"

Buffy turned to my boss, Anne, my boss, saying, "Anne, please feed the mixture of Blair's juices and John's cum to him."

Anne sat next to me on the double chaise lounge while I was still spread open. She scooped up Blair's juices and my cum from my limp dick with her fingers and then put them in my mouth. Anne made sure to shove her pussy and cum dripping fingers down my throat so I would gag. When finished, Anne licked her fingers clean.

After standing up, Anne said to me, "don't worry young man - this is how men make it in business."

So that I wouldn't end up in the emergency room, Buffy let me rest on the double chaise lounge while the woman had cocktails around me. All of them took selfies of their faces near my slowly growing cock.

About an hour later, Buffy untied me and whispered in my ear how proud she was of me, but she said I can't let the women know she said it without experiencing extreme pain.

Buffy stood up and said, "Nancy, you have a choice between fucking John with a strapon or giving him a prostate massage."

"The strappon!" said Nancy.

I knew to lay on my stomach and accept what was coming.

My 19-year-old neighbor, Nancy, quickly had her shorts off, showing that she had no panties on. She lubed me and one end of the big double-headed dildo and had it deep in my ass very quickly. She then straddled me and inserted the other end into her pussy and pressed the remote control to vibrate.

As Nancy was grinding my ass, she said, "Is this what you dream of doing to me, John, fucking me silly?"

"Yes" I said.

"Well, I'm the one fucking you." said Nancy as she started rubbing her clit.

Nancy had a loud, shaking orgasm. She stopped the vibration yet stayed in me and had the dildo still in her. There would be no orgasm for me. Then she hopped off me and pulled out the double dildo from me with a quick jerking motion. The lube and other nasty stuff started spewing out of my ass as I now lay on my side.

Nancy laid down facing me and said, "you were so good, I'm willing to do that anytime you want." She then stood up and put on her short shorts.

Buffy said, "ladies, let's walk down to the pool house so that we can watch my husband shower all that pussy juice, spunk, lube, and shit off himself."

I opened the outdoor shower doors and did as I was told. This included turning around and showing the woman my asshole as I put my finger in it to clean it out. The soap stung my anus, but it turned me on.

"Time for our sex slave to go to bed" said Blair.

I was to sleep naked under the stars on an air mattress while the women slept in a few raised platform tents around me. It was a warm night.

I was awoken early in the morning as the sun was rising. I was being spooned and groped by Sandy, my fiance before Buffy. All the other women were standing around us. When I felt her behind me, she already was naked from the waist down. I knew I was going to be fucked by her.

Sandy said, "C'mon my love, I love sharing morning wood with you. Does this sound familiar to you, stud?"

"Yes" I admitted. I loved waking Sandy up at all hours to fuck her. Sometimes I woke her up by inserting my fully hard cock into her pussy and pounding away at her.

Sandy instructed me to sit up with my legs crossed. Then she pumped my cock until it was fully hard. She faced me then squatted down onto her knees until my cock was deep in her pussy. Then she quickly pumped me by rising up and down with her knees staying on the mattress. There was no passion or love, just a furious pumping of my cock.

As Sandy could sense I was ready to explode, she quickly diddled her clit so that we could have a simultaneous orgasm. But she quickly dismounted me - she did her deed and didn't want to cuddle. Very quickly she put back her panties and short skirt.

Before Buffy could ask, Beth came up to scoop up my spunk and Sandy's pussy juices and thrust it into my mouth. Beth was the MILF mother of my college friend.

Beth said, "I'm fucking you next!" as she stood up and licked her fingers.

Buffy said, "ladies, John will serve us breakfast by the pool. Then we will let him rest in front of us as we go swimming. I'm sure you brought bathing suits that will show what he can't have."

Buffy added, "yes, Beth, you will be the next lady to fuck my husband's brains out"

It was hard for me to take a morning nap with all these sexy women showing their revealing bathing suits in the pool. Blair's was semi-sheer, which showed her areolas and nipples and cleavage with her massive tits quite well.

There were side boobs, ass cheeks, high hips, under boobs, and a fully exposed body through a see-through bikini.

While the woman still were in their sexy bathing suits, my wife spoke.

Buffy said, "ladies, it is time for us to have Beth finally get to fuck John again after all these years."

Beth stripped off her fully sheer thong bikini bottoms and her c-cup breasts bounced as she ran up to me. Her top also was fully sheer. I wanted to lick and bite those tits, but I wasn't allowed.

Without a word, Beth knocked me down onto my back on the grass, stroked my cock so it was fully hard, faced me while straddling me. She raised herself up and down on my shaft while working her inner thigh muscles to tightly grip me. She furiously diddled her clit. It felt like only a minute when each of us had explosive orgasms.

Just as quickly, Beth jumped off me and said, "wham, bam, thank you man" as she was pulling up her sheer thong bikini bottom.

Buffy wanted to finally join in on the fun, so she scooped up the pussy juices and my spunk with her fingers and shoved them down my throat. I was used to eating my own cum at this point. Like the others all did that weekend, she licked her fingers clean.

By Sunday night, all of the seven women sat on my face and had me make them orgasm and cover my face with their pussy juices. All seven women fucked my cock like I was just a piece of meat. All seven woman either massaged my prostate or used a strapon in my ass. All seven woman forced fed me a mix of pussy juice and my cum.

Most importantly, all seven woman had given their phones to someone else to film them abusing me.

It was time for the women to say goodbye to me. I stood still naked in front of them. Buffy roughly stroked my cock until it became hard. Then one by one they said goodbye.

My boss, Anne, was the first. She came up to me and tugged on my bouncing cock and slapped both of my ass cheeks.

Anne said, "we all have videos of you and won't show it to anyone, as long as you agree to doing this four times a year until we get bored with you. See you in the office tomorrow!"

Next to say goodbye was Nancy, my 19-year-old neighbor. She tugged on my hard cock, spit on her finger and inserted it up my ass.

"Nancy said, "Buffy said I could come over whenever I want and that you will have to be nude when I am. See you around the neighborhood, neighbor"

Sandy, my ex-work-wife was next. She reached under and squeezed my balls, then smacked my cock left and right.

Sandy said, "I still won't be your work wife again, but I will expect you to be naked in my hotel room when we travel together."

Beth, the MILF mother of my college friend was next, she cradled my balls, then tightly held my cock while she talked to me.

Beth said, "This was great stud - by the way, I told my son about you quickly fucking me years ago. Be very careful around him during your upcoming reunion."

Melanie was the next to say goodbye. She stood before me, put lube on my cock, then put it between her tightly closed legs with my cock up against her clothed pussy. Then she moved her hips back and forth until I spewed my last load of the night onto the back of her pants.

Melanie said, "you have to find me a serious boyfriend within 3 months or I will post my videos of you online."

It was now just Blair, Buffy and me.

Buffy looked at her watch and said, "your naked weekend officially is over".

Buffy and Blair then took off all their clothes.

Blair excitedly asked me, "did we do this weekend right?"

I said, "I don't think you could have done it any better. Your guest selections were brilliant."

Buffy said, "I so wanted to make passionate love to you, but couldn't"

Blair said, "after this weekend, I want us to finally swap with each other. How about next weekend?"

We then relaxed with drinks by the pool. Henry walked in through the back gate and took off his clothes as he walked toward us.

Henry asked, "so John how was your naked weekend with the ladies?"