Lost Bet equals Sex

[wildp]

Has anyone lost a bet and ended up getting fucked maybe by a nerd or ugly person? Currently have a beautiful lady friend in her 20's that bet an ugly fat guy from the other team fan base that if our team loses (we are the away team) He gets to fuck her

 

[wildp]

Update. I said she is beautiful she is but is actually a hottie. We ahead st halftime. He will fuck her in the parking lot no matter who is around if we lose

 

[phil1955]

What does she get if your team wins? At this point I am hoping your team loses and you tell us how she got fucked.

 

[wildp]

We won so he had to take off his teams shirt and bow down and kiss her feet in front of all. She was nervous as we only won by 3

 

[KyleR215]

in college, our frat had had an ugly fuck challenge

being a freshman, pledging for the frat, i lost the bet, the challenge

i was the guy that lost the bet, had to give it to the "Ugly girl"

I gave as good as I could. I ate that pussy. I gave my all.

I lost that be but gained a girlfriend at that time

 

[zoso682001]

Gained a girlfriend ? Tell us more .

 

[wildp]

in college, our frat had had an ugly fuck challenge

being a freshman, pledging for the frat, i lost the bet, the challenge

i was the guy that lost the bet, had to give it to the "Ugly girl"

I gave as good as I could. I ate that pussy. I gave my all.

I lost that be but gained a girlfriend at that time

Tell more please. My friend is hot but I kept thinking about this overweight ugly guy bending her over and fucking her in the parking lot with people around

 

[SluggerOToole]

I love this idea. My wife lost a bet to me and had to do the "fill the ice bucket" challenge in a hotel wearing only her panties. It was quite a long walk down the hallway and back, but no one happened to see her. Oh well. Too bad my pics of the adventure are not very good.

Obviously, this lead to sex later that night.

 

[Sheana_V]

John and I had been friends since we were freshmen at school together. We both loved video games, comic books, movies... well, he was into comics too but his favorite movie genre was action films while my favorites were horror flicks so it worked out pretty evenly for us. We were definitely not the kinds of people likely to have hung out in high school. I was a gothic freak and he was your classic nerd who wore glasses and read science fiction novels instead of playing sports or anything like that. But when you're 18-years-old and looking for someone else to hang around with, having some common interests can make all the difference. And there's no better place than college where everyone seems to be doing something similar as opposed to being stuck in their own little cliques from back home. So after a couple years of hanging out, one night we decided to watch The Empire Strikes Back because I insisted to him that the phrase in the movie was "Luke, I am your father." He insisted it's "No, I am your father."

"There's no way. The line's a classic!" I insisted.

"I have watched the movie a hundred times and every time I see it, the line comes up as No, I am your father." His tone was serious and his eyes were locked onto the screen.

I scoffed, "Fine, put the movie on."

He reached for the movie and hesitated, "Let's make a bet."

We'd made bets before and usually they ended up with him losing and this one felt more important than usual so I agreed without thinking about it. I said, "You're on, what do I get if I win?"

His face lit up and he replied, "Anything you want."

Well, okay then! That sounded great to me. What did I want from John? He had a really nice collection of comic books and graphic novels, some DVDs and even an Xbox. I smirked, "Okay, I want your Xbox."

Money was not something I'd ever had, so naturally I'd never owned a game system. I knew this was precious to him, and I felt bad that I was going to take it from him. However, he did say anything. He looked at me and seemed a little nervous which at the time I assumed was because the price was steep. He nodded, "Okay, then I get to ask for whatever I want."

I shrugged, "Okay, what's that?"

After a moment, he smiled and asked, "Will you let me fuck you?"

My mouth dropped open in surprise, "What?!"

His smile grew wider, "If you lose the bet, will you allow me to fuck you?"

My heart raced a little faster as I tried to find the words, but finally managed to reply, "Yes."

The word came out of my mouth like a gasp and he grinned, "Awesome."

I was a little nervous, but I had seen the movie multiple times I knew the words. He got his DVD player and we sat down on the couch together. He put the disk in his computer and quickly found the scene.

I could hardly believe it when those words came out of Vadar's mouth, "No, I am your father."

"What!" I exclaimed, but he ignored me and continued watching the movie. When he says it, the camera zooms in on Vader's face. Then, suddenly, he pulls away to Luke and he screams, "Noooooo!"

I said, "Play it again!"

He hit the button to replay the scene and I felt my stomach turn when the words once again came loud and clear. "No, I am your father."

My face flushed red and tears started forming in my eyes as he kept replaying the same line over and over. He paused the movie and turned around to face me. He grinned, "You lost. I warned you."

I couldn't speak, but somehow managed to nod my head. I looked back at him, "Really, John? You really want to lose your virginity like this?"

His grin widened, "Yeah."

I rolled my eyes, but still didn't stop staring at him. I thought to myself, 'This guy must be crazy.' But he wasn't acting weird, he was actually acting normal. If anything, his voice was a little deeper than usual and he was smiling as he spoke. I raised an eyebrow, "Um, like now? Or do you want me to come back? Or..."

I trailed off, unsure how to finish the sentence.

John's smile faded, but he recovered quickly and shook his head, "Now would be best. Let me undress you."

I stood up. I was wearing knee high combat boots, fishnets, a miniskirt, and a tight black shirt. My hair, naturally red but dyed black, was pulled into a ponytail and tied with leather straps.

As soon as he saw me standing there, John moved towards me. Without any hesitation, his hands unzipped my skirt and pushed it down to my ankles. As it fell to the floor, I stepped out of it and tossed it aside. My panties were plain black cotton, nothing special. Again, I didn't have a lot of money. However by the look in his eyes they were plenty sexy enough for him.

I looked down nervously as his hands glided up to the hem of my shirt and began pulling it over my head. His touch sent shivers through me as his fingers brushed against the bare skin of my shoulders. My bra was a plain black bra, my tits required a lot of support and the cups barely covered them. The material slid easily off my arms and chest and I watched with fascination as it pooled at my feet. John's gaze followed every movement as he slipped my shirt off and threw it to the side. I wanted to cover myself, but I felt like I owed this to him.

When he lifted his hand to cup one of my breasts over my bra, I gasped. It was so unexpected and yet, I loved it. I leaned into his touch and closed my eyes as he gently massaged the nipple in between his thumb and forefinger. I bit my lip as I heard him moan softly and my body tingled.

He reached behind me and tried to unhook my bra, but after a moment of struggling I put my hand up to indicate that I would do it for him. I tugged the clasp behind my back and the fabric fell away from my chest, leaving my pendulous breasts hanging out and my large nipples completely exposed. His eyes widened and his hands eagerly grabbed onto them, squeezing the soft flesh of my boobs. I moaned, "Oh yes, John. Squeeze those puppies."

I felt his warm breath on my neck as he whispered, "Thank you."

I giggled, "For what?"

A hint of a smirk crossed his lips, "For letting me fuck you."

My heart fluttered in my chest and I replied, "Well, I did promise."

He grabbed a tit with both hands and guided my nipple into his mouth. I groaned loudly as he sucked hard on it, making sure to flick my sensitive nub with his tongue. I tilted my head back and enjoyed the sensation of his hot wet mouth sliding across my breast. While his mouth continued his hands reached down to my panties and he literally tore the flimsy garment apart.

Once he'd freed my pussy from its confines, I began to object to the destruction of my clothes, but I was silenced by his hand touching my folds. I was always wet, and when turned on I always became extremely wet. His had was immediately coated in my sexual juices.

I whimpered, "Yes, John. That feels so fucking good."

His fingers spread my open lips and teased my clit. I could tell he was enjoying playing with me because his breathing was becoming heavier and more ragged. I knew he was a virgin and was surprised that he'd found my clitoris so easily. I wrapped my arms around him and gyrated against his hand. "How did you learn to do that?"

His voice was low, husky, and filled with lust, "I read about it online."

I laughed, "So you're a nerd after all."

"Nah, I'm a geek," he said as he pushed me onto my back on the bed. I stared up at him as he looked intensely on my body and removed his own clothes. His body was skinny and pale, but his cock was already hard. It was considerably larger than I had anticipated from a boy like him. I licked my lips and asked, "Are you ready to lose your virginity?"

Without a word, he climbed onto the bed with me and positioned himself above my waiting pussy. With a few quick strokes, his erection entered my slit. I cried out in surprise and pleasure as his girth stretched my tender hole. Then he slowly thrust into me.

I moaned, "Fuck, that's deep."

John smiled and pulled his hips back before slamming forward again. Each time he slammed inside me, I felt my insides stretch further and further. I squealed, "Oohh! Ohhh!"

I expected him to fuck me quick but he was clearly intent on making this last. He moved slowly, deliberately, and I could feel each inch of his shaft slide past my opening. Finally he stopped moving entirely and looked into my eyes. I looked back at him and then saw his hand move up to reach for my hair. I froze, but he kept his hand there. I whimpered, but he didn't say anything and instead started to pull my ponytail. This caused my head to go sideways and he continued to slide in and out of me while he removed the hair tie. I closed my eyes and sighed as I felt his fingers running through my black locks.

John gripped a handful of hair and said, "I'm going to fuck the shit out of you you fucking slut."

I was shocked by these words, I'd never heard him say anything like that and had never expected anything like that from him. However, I was also incredibly aroused and it was starting to take control of my mind. My body was shaking as he fucked me harder and faster. I wanted to protest, but I couldn't speak. He pounded into my pussy, my juices splashing between us, and I desperately tried to wrap my legs around his waist to try and trap him inside me. But he wouldn't let me. Instead he pulled my hair even tighter and made me beg for more.

He said, "Beg me to fuck you, bitch."

I moaned, "Please, John. Fuck me. Please."

With that, he released my hair and suddenly plunged his cock into my cunt with force. He grabbed a thigh with each hand and held himself inside of me as he slammed his hips against mine. I screamed, "Oh God!"

Then he growled, "Tell me what a whore you are."

My voice cracked, "I am a whore. A filthy little slut who needs to be taken like the cheap tramp that I am."

John grunted, "You're making such a mess, you're wet like a fucking fountain."

I gasped, "God yes. Your cock is filling me up so much. You can fill me so full of your manly essence."

Suddenly he leaned over and kissed me hard. I kissed him back as he continued to eagerly fuck me. His tongue slipped between my lips and danced with mine. I moaned, "Your dick feels so good."

When I said that he stopped and pulled out. He made a circular gesture with his hands and said, "Face down, ass up."

I rolled onto my stomach and lifted myself up onto my knees. As soon as I was in position, he quickly slid his cock back into me and began pounding away. I groaned loudly, "Yes, oh god yes. Fill me up. I need to be filled up."

As he rammed his cock into my pussy, I could feel the tension building within my body. My orgasm was coming and I knew I was close when I felt him grab my hair again. This time he pulled my head back so far that my hands came out from under me and he released me causing my face to land roughly on his mattress. His hands gripped my hips so he could keep using my body like the fuck hole he'd turned it into. I moaned, "Ohhhh, yes. Yes, please fuck me."

John grunted and slammed his hips into mine, forcing me to bounce back onto his cock. I cried out in copulatory vocalizations that doubtless penetrated the walls of the dorm room. Suddenly he tensed up and his whole body stiffened. I could tell he was about to come because his movements became erratic. I yelled, "Don't cum inside me!"

I felt his reflexes as he emptied my pussy of his cock and turned around to see it in his hands aiming at me and ready to burst forth with its load. I looked directly at it and was shocked when the first jet burst forth from it toward my face. The stream hit me square in the forehead and instantly covered my entire face with his seed. The emission was so long it left a trail from my forehead to my pubis and I stared in awe as his spunk ran down my cheek and onto my neck.

The flow continued as another gush splattered across my face and landed on my tits. Then a third and fourth blast struck my chest and belly. I watched with fascination as the sticky fluid spread across my body. When the final spurt landed on my tummy, it pooled in an area about half way between my breasts. I thought to myself, 'I should have made him wear a condom.'

A few seconds later, he collapsed beside me.

After that night we had sex a few more times. When drunk, or bored enough. I still wasn't attracted to him, but he was fun enough to play with. Eventually he got a girlfriend, and our friendship drifted apart over the years.

 

[Erosfan]

A lost bet led to me being driven around my home town totally naked by my then girlfriend.
It wasn't too eventful, but led to some great sex when we got back to my house. She kept my clothes and made me walk in naked. The front porch light was on.

 

[gtnlynn]

My wife lost a bet playing strip poker when she was a teenager and had to let a neighbor boy have sex with her, taking her virginity. She didn't like him at all, and she never had anything to do with him after that.

 

[Lindsey90]

Our big bet through college and a few years following was if you lost, the next game you had to answer the door when pizza came in just your underwear or if you did twice naked.

 

[5watcher]

Sheana V- awesome story

 

[Sheana_V]

Sheana V- awesome story

Thank you.

 

[KyleR215]

Gained a girlfriend ? Tell us more .

Being a college freshman, my sexual experience was not all that experienced. Thankfully her experience was not all that experienced either.

She was the "ugly girl" in her sorority that my frat often engaged with. She was overweight and frumpy. She wore a lot of make up which made her look a little too made up all the time.

Since it was a college bet everything was all arranged a head of time and during a weekend party we were sent to a room to get it done.

It was a lights off situation but there was enough ambient light in the room to see enough.

We undressed, performed oral on each other and in due time I slid that condom down my cock and entered her. It didn't take long before I came. But we made sure to be loud enough during our first session to let the spies through the door know that the bet was being fulfilled.

After removing my condom I remained hard and she asked if I wanted to keep going. I put on a new condom and lasted longer this time. Again, my experience and hers being what it was, it seemed like we rocked each others world.

We exchanged numbers after and continued to see each other for 2 semesters. We built up each others experience for sure. It was fun while it lasted.

 

[AficionadoAngel]

The closest I ever came to this was playing "bathtub roulette" at a party once. The name of a guy and a girl was chosen at random and the "couple" had to go in the bath together. Somehow my name came up along with that of a boy I happened to be interested in at the time. I wonder how many others knew that we were interested in each other, or if the game was fixed somehow. It turned out that he was interested in me as well and the situation was actually a little awkward since our friends were all there outside. We just got down to our underwear, which meant panties and a t-shirt for me and him in his undies. Maybe if we'd had more privacy, things would have been different, but the experience was pretty tame, other than the fact that he got a fairly clear view of my breasts through the wet shirt and I saw quite a noticeable bulge in his underwear when he got out of the bath. Now I think what a shock he'd have gotten if I'd pulled down his wet underwear and started sucking his cock as I later fantasized about.

 

[zoso682001]

Being a college freshman, my sexual experience was not all that experienced. Thankfully her experience was not all that experienced either.

She was the "ugly girl" in her sorority that my frat often engaged with. She was overweight and frumpy. She wore a lot of make up which made her look a little too made up all the time.

Since it was a college bet everything was all arranged a head of time and during a weekend party we were sent to a room to get it done.

It was a lights off situation but there was enough ambient light in the room to see enough.

We undressed, performed oral on each other and in due time I slid that condom down my cock and entered her. It didn't take long before I came. But we made sure to be loud enough during our first session to let the spies through the door know that the bet was being fulfilled.

After removing my condom I remained hard and she asked if I wanted to keep going. I put on a new condom and lasted longer this time. Again, my experience and hers being what it was, it seemed like we rocked each others world.

We exchanged numbers after and continued to see each other for 2 semesters. We built up each others experience for sure. It was fun while it lasted.

Nice , that's how we learn .