Literotica Lost Bet
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Literotica Lost Bet
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Grace & John bet her body and lose, but find a way through.
Mark & Sheila bet her body, and karma catches up with them.
Fremeny couples argue, play strip-tennis, & raise the stakes.
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The Aspiring Actress Young hot-wife gets an opportunity to star in a movie.
Becoming His Slut Ch. 01 Deciding to gain a friend with benefits goes much further.
Defining Roles: Slaves Of interest to those who want to get into BDSM.
Accidental Gangbang Wife-to-be ends up fuck-slut at her fiancé's bachelor party.
Katie's House Party Exposure Conservative college girl loses bet and her inhibitions
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One Sunday last summer Jon was watching a F1 Grand Prix. Trying to show some interest I asked Jon who was winning. His reply didn't make much sense to me, but just for a bit of a laugh I said,
Jon took me up on the bet, which I eventually lost. Jon was happy when he told me that I had lost and told me that as the forfeit, I would have to do something special for him. Nothing really different there, as I always do what Jon tells me, whatever he asks.
Jon kept me waiting for about a month before I had to pay my forfeit. Whenever I asked him he said that there was a lot of organising to do.
Eventually, one Friday afternoon Vicky and Bridie arrived at our house at 8 o'clock. We all piled into Jon's car and he drove us to somewhere in West Yorkshire. It was a rugby club, but I've no idea where. Us 3 girls were to provide waitress service for the drinks whilst a comedian did his show. We were the only women there. The comedian was real down-to-earth and quite disgusting really. Quite funny as well. Oh, we had to wear just ultra short skits and shoes – nothing else.
I'm sure that Vicky and Bridie got groped as much as I did, by the time the show ended I was soaking.
As the comedian was coming to the end of his show he asked me to go to a room at the side of the stage. Jon was waiting for me and he gave me a schoolgirl's uniform (complete with bra and horrible schoolgirl knickers) to put on, and then a pack of cigarettes to put down my blouse. He then told me that we were going to give a show similar to the one that we'd put on in the Canaries a few years ago.
Jon put on one of those teachers' flat hat things and a gown, and we went out. On the stage Jon pretended to be the teacher who had stopped a girl who he suspected had some cigarettes. He asked me for them and I said I didn't have any. He said that he didn't believe me and that he'd have to search me.
He told me to take my blouse off. I did, tucking the cigarettes into the band of my skirt as I did so. Next it was the bra, then the skirt. Finally it was the navy blue knickers. As they came off the cigarettes fell onto the floor.
Jon then told me that schoolgirls who smoked and lied got punished. A cane then appeared and I had to bend over, with my backside facing the audience. Jon gave me 5 strokes in quick succession. As always, after each one I thanked him.
I then had to spread my legs as wide as I could giving the audience an even better view of my dripping pussy. As I did so I saw Vicky and Bridie through my open legs, each of them was sitting on a man's knee with the man's hand on their bald pussies.
Jon then gave me 10 more strokes harder than before. Some of them were getting just one cheek as the end of the cane whipped round onto my pussy.
I came during the next and last 5. I needed to put one hand down on the floor to stop myself falling over. I was still shaking when Jon told me to stand up and face the audience. As I calmed down I could hear all sorts of comments from the crowd.
Next Jon asked if it was anyone's birthday. When he go no reply he asked if it was a stag night. The whole crowd pointed at one young man and called out the name Martin. Jon then asked Bridie and Vicky to bring Martin up onto the stage.
Poor Martin, he was so embarrassed, even though he was a bit drunk.
Jon then asked the audience if Martin should help to punish the naughty schoolgirl. Guess what everyone said?
I then had to bend over again while Martin first stuck a couple of fingers in my pussy, then hit my backside with the cane. He wasn't very good at co-ordinating his movements so Jon told him to lay down on the floor. When he was down, Jon told Vicky and Birdie to strip him. Vicky and Bridie were on him in a flash, and got his clothes off, even though he was struggling a bit. He had a semi that he was trying to cover-up. Pointing at Martin's semi, Jon told Vicky and Bridie to do something about that. While Vicky and Bride played with and sucked Martins dick, Jon told me to squat down on Martins face.
Poor Martin, he was in heaven and hell. After a couple of minutes, Jon got a condom out of his pocket and gave it to Bridie. She didn't need telling what to do. When it was on Vicky and Bridie stood up and Jon told me to impale myself on Martin's dick.
That was the first time that Jon has told me to fuck another man. I was a bit surprised at first, and as I was standing up I looked at Jon who gave a little nod.
I lowered myself down and then started going up and down on my knees. While I was doing this Jon told Vicky and Bridie to do a 69 with each other. They didn't need to be told twice.
It wasn't long before I could feel Martin cum so I went down as hard as I could and then lay back. As his dick went soft I could feel it sliding out of me.
When Martin finally flopped right out, Jon told me to get Martin's clothes, take him into the changing room then come back.
When I got back, Vicky and Bridie were still at each other.
I though that the show would have been over then, but Jon had one more thing that I had to do. He told the audience that I would be walking round the room, and if anyone wanted to put me over their knee and spank me, they could, but for no longer than 20 seconds each. He asked everyone to play fairly so that everyone who wanted to could have a go.
I looked round and there must have been 50 or 60 men in there. I was a bit scared, but I knew that Jon would make sure that I was okay.
I looked at Jon then went over to the corner of the room and asked the young man if he wanted to spank me.
In the next 30 or 40 minutes my backside got redder and redder and more painful. My pussy got more and more sore as it got finger fucked by about 50 young men. My nipples got twisted, pulled and pinched until they were very tender. I even got a couple of fingers pushed into my backside.
After about the 15th knee it all got to be a bit of a sexual high haze. I came 2 or 3 times and the men had to lift me from knee to knee. I remember slipping out of the hands and falling onto the floor once. It wasn't the men's fault, I was covered in sweat and pussy juice.
To be fair to the men, not one of them tried to take advantage of me, they all (I think) took no more than the 20 seconds that Jon had told them.
When I finally got back to where I started I was absolutely shattered, I could hardly stand up. Vicky and Bridie had to hold me up.
The fun was over and with Jon thanking everyone for helping to punish me we all went to the changing room and into the showers. The four of us in the big shower area. Jon had missed out on having the fun so Vicky and Bridie were taking care of his hard-on while I just stood under the warm water soothing my painfull backside.
I was just starting to feel something like normal when Martin came in with a tray of drinks. Jon invited him to join us but he declined.
On the way home Bridie and Vicky both told me that they'd been very nervous before it all started, but that had all disappeared once they'd had the odd finger or two in their pussies.
All together, a most unexpected by pleasurable forfeit. I think I will have to have a few more bets with Jon.
One Sunday last summer Jon was watching a F1 Grand Prix. Trying to show some interest I asked Jon who was winning. His reply didn't make much sense to me, but just for a bit of a laugh I said,
Jon took me up on the bet, which I eventually lost. Jon was happy when he told me that I had lost and told me that as the forfeit, I would have to do something special for him. Nothing really different there, as I always do what Jon tells me, whatever he asks.
Jon kept me waiting for about a month before I had to pay my forfeit. Whenever I asked him he said that there was a lot of organising to do.
Eventually, one Friday afternoon Vicky and Bridie arrived at our house at 8 o'clock. We all piled into Jon's car and he drove us to somewhere in West Yorkshire. It was a rugby club, but I've no idea where. Us 3 girls were to provide waitress service for the drinks whilst a comedian did his show. We were the only women there. The comedian was real down-to-earth and quite disgusting really. Quite funny as well. Oh, we had to wear just ultra short skits and shoes – nothing else.
I'm sure that Vicky and Bridie got groped as much as I did, by the time the show ended I was soaking.
As the comedian was coming to the end of his show he asked me to go to a room at the side of the stage. Jon was waiting for me and he gave me a schoolgirl's uniform (complete with bra and horrible schoolgirl knickers) to put on, and then a pack of cigarettes to put down my blouse. He then told me that we were going to give a show similar to the one that we'd put on in the Canaries a few years ago.
Jon put on one of those teachers' flat hat things and a gown, and we went out. On the stage Jon pretended to be the teacher who had stopped a girl who he suspected had some cigarettes. He asked me for them and I said I didn't have any. He said that he didn't believe me and that he'd have to search me.
He told me to take my blouse off. I did, tucking the cigarettes into the band of my skirt as I did so. Next it was the bra, then the skirt. Finally it was the navy blue knickers. As they came off the cigarettes fell onto the floor.
Jon then told me that schoolgirls who smoked and lied got punished. A cane then appeared and I had to bend over, with my backside facing the audience. Jon gave me 5 strokes in quick succession. As always, after each one I thanked him.
I then had to spread my legs as wide as I could giving the audience an even better view of my dripping pussy. As I did so I saw Vicky and Bridie through my open legs, each of them was sitting on a man's knee with the man's hand on their bald pussies.
Jon then gave me 10 more strokes harder than before. Some of them were getting just one cheek as the end of the cane whipped round onto my pussy.
I came during the next and last 5. I needed to put one hand down on the floor to stop myself falling over. I was still shaking when Jon told me to stand up and face the audience. As I calmed down I could hear all sorts of comments from the crowd.
Next Jon asked if it was anyone's birthday. When he go no reply he asked if it was a stag night. The whole crowd pointed at one young man and called out the name Martin. Jon then asked Bridie and Vicky to bring Martin up onto the stage.
Poor Martin, he was so embarrassed, even though he was a bit drunk.
Jon then asked the audience if Martin should help to punish the naughty schoolgirl. Guess what everyone said?
I then had to bend over again while Martin first stuck a couple of fingers in my pussy, then hit my backside with the cane. He wasn't very good at co-ordinating his movements so Jon told him to lay down on the floor. When he was down, Jon told Vicky and Birdie to strip him. Vicky and Bridie were on him in a flash, and got his clothes off, even though he was struggling a bit. He had a semi that he was trying to cover-up. Pointing at Martin's semi, Jon told Vicky and Bridie to do something about that. While Vicky and Bride played with and sucked Martins dick, Jon told me to squat down on Martins face.
Poor Martin, he was in heaven and hell. After a couple of minutes, Jon got a condom out of his pocket and gave it to Bridie. She didn't need telling what to do. When it was on Vicky and Bridie stood up and Jon told me to impale myself on Martin's dick.
That was the first time that Jon has told me to fuck another man. I was a bit surprised at first, and as I was standing up I looked at Jon who gave a little nod.
I lowered myself down and then started going up and down on my knees. While I was doing this Jon told Vicky and Bridie to do a 69 with each other. They didn't need to be told twice.
It wasn't long before I could feel Martin cum so I went down as hard as I could and then lay back. As his dick went soft I could feel it sliding out of me.
When Martin finally flopped right out, Jon told me to get Martin's clothes, take him into the changing room then come back.
When I got back, Vicky and Bridie were still at each other.
I though that the show would have been over then, but Jon had one more thing that I had to do. He told the audience that I would be walking round the room, and if anyone wanted to put me over their knee and spank me, they could, but for no longer than 20 seconds each. He asked everyone to play fairly so that everyone who wanted to could have a go.
I looked round and there must have been 50 or 60 men in there. I was a bit scared, but I knew that Jon would make sure that I was okay.
I looked at Jon then went over to the corner of the room and asked the young man if he wanted to spank me.
In the next 30 or 40 minutes my backside got redder and redder and more painful. My pussy got more and more sore as it got finger fucked by about 50 young men. My nipples got twisted, pulled and pinched until they were very tender. I even got a couple of fingers pushed into my backside.
After about the 15th knee it all got to be a bit of a sexual high haze. I came 2 or 3 times and the men had to lift me from knee to knee. I remember slipping out of the hands and falling onto the floor once. It wasn't the men's fault, I was covered in sweat and pussy juice.
To be fair to the men, not one of them tried to take advantage of me, they all (I think) took no more than the 20 seconds that Jon had told them.
When I finally got back to where I started I was absolutely shattered, I could hardly stand up. Vicky and Bridie had to hold me up.
The fun was over and with Jon thanking everyone for helping to punish me we all went to the changing room and into the showers. The four of us in the big shower area. Jon had missed out on having the fun so Vicky and Bridie were taking care of his hard-on while I just stood under the warm water soothing my painfull backside.
I was just starting to feel something like normal when Martin came in with a tray of drinks. Jon invited him to join us but he declined.
On the way home Bridie and Vicky both told me that they'd been very nervous before it all started, but that had all disappeared once they'd had the odd finger or two in their pussies.
All together, a most unexpected by pleasurable forfeit. I think I will have to have a few more bets with Jon.
I like the idea of lost-bet-sexual-forfeits, too bad I've never had one - win or loose.
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She lost a bet, now she must pay the price.
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Note: You can change font size, font face, and turn on dark mode by clicking the "A" icon tab in the Story Info Box.
You can temporarily switch back to a Classic Literotica® experience during our ongoing public Beta testing. Please consider leaving feedback on issues you experience or suggest improvements.
The bet had been for high stakes and she had lost, now she was his for the night. The bet had been simple, whoever lost had to submit to the winner for the night willing to do anything that the winner demanded, no limits, nothing taboo, just pure submission, their body a toy to be used in any way the winner saw fit. She was fully expecting to be sore in the morning.
He'd seen her naked a thousand times but somehow this was different. He had dressed up for the occasion, a crisp white shirt over dark trousers and now he was sitting just a few feet away from her, fully dressed and just looking at her as she stood before him completely nude.
"Feet apart and hands on your head," he ordered.
She did as she was asked, her large firm breasts lifting as she raised her hands, her nipples as hard as bullets. Spreading her feet apart exposed her perfectly clean-shaven pussy to his view, her lips parting slightly and revealing the slight glisten of moisture to his gaze.
"Very nice," he murmured as he reached for his phone and opened the camera app.
She flinched slightly every time she heard the shutter sound. She didn't like her picture being taken at the best of times, much less when she was stood naked displaying herself to him.
"Turn around, spread your legs, and bend over," he commanded.
She did as she was told, cringing slightly as she heard the unmistakable sound of his camera taking extremely close-up pictures of her tight, puckered ass and her dripping wet pussy.
"Why am I so turned on by this?" she wondered to herself. "Is it being watched? Is it having him commanding me? Not being responsible for my own actions?"
His next order for her broke her away from her thoughts and brought her back to the night that still stretched out ahead of her. "Lie on the floor, open your legs, and put on a show with this," He handed her a thick, glass dildo. "I want to see you cum as you plunge this into your wet pussy."
She gasped at the thought. She never used toys, always preferring the feeling of her finger when she masturbated but she took a deep breath and thought "tonight isn't about what I want, I'm his toy and I've agreed nothing is off limits tonight."
She started slowly, licking the cold bulbous head of the glass toy. It wasn't so thick that she thought that she would need the extra lube afforded by her spit but she did think that he would enjoy watching her giving the large glass cock a good suck before she got down to business and sunk it into her tight pussy. Eventually, she stopped sucking and started to trail the glass toy down her body, making sure to circle her hard nipple with the slippery, spit-coated head. She rubbed the head of the toy across her extremely sensitive clit and around her wet hole and make a cute little whimper as the bulbous head of the toy slipped inside her.
Slowly she pushed the toy deep into her dripping wet pussy, groaning as the thick cold glass sank into her. She paused for a moment as the toy reached its limit, s
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