A Bad Bet

by Ann Onominos


© Copyright 2018 - Ann Onominos - Used by permission

Storycodes: F/f; M/f; college; wager; enslave; hum; foot; bond; collar; leash; public; hum; bdsm; pins; punish; dungeon; susp; lesbian; strapon; oral; anal; climax; cons/reluct; X

Chapter 1

When I started college, my new roommate, Carol, and I became good friends right away. She was tall and slender, had long blonde hair and a very pretty face. Of course we both wanted to do well in school, so we made a little bet. The bet was simple, whoever had the higher GPA at the end of each semester, was the winner. The stakes were simple as well; the loser had to be the winner’s slave for the entire weekend after grades were announced.

We both studied hard and did our best. When I got my grades and got a 3.76, I thought I would be the winner. WRONG! Carol got a 3.85! Shit! Now I had to be her slave for the weekend.

Carol informed me that the weekend started at 6:00PM on Friday and went until 8:00PM on Sunday. I thought that sounded about like what I would have suggested if I won, so I didn’t object.

I reported for my duties promptly at 6:00. “Your first assignment is to give me a manicure.”

“Fine, I’ll give you a manicure,” I said a little disgusted.

After I manicured her fingernails including nail polish, she said, “Very nice, now I want a pedicure.”

“You’re joking, right?” I asked.

“No, I’m not joking, slave.” I gave her a pedicure, under silent protest. When I finished, Carol said, “My feet look so pretty now, rub them. Yes, I want a foot rub.”

“No, I’m not rubbing your feet, Carol.”

“Yes, you are, slave. Rub them nicely. You lost the bet, so you must do as I say, all weekend.”

I could see I was beat, so I rubbed her feet nicely. “Kiss them now.”

I always thought Carol had nice feet but, I never thought I would be kissing them. “I don’t want to, Carol.”

“I see you have a lot to learn about being a slave. Stand up, hands in front.” Carol slapped a pair of handcuffs on my wrists! She then put a collar on my neck and attached a leash! “Now slave, kiss my feet!”

I got on my knees and started to kiss her feet when I felt the sharp pain of her belt on my butt! “You will learn to listen to your Mistress or you will feel the pain of my belt! Now suck on my toes and act like you love it!”

I could see that I’d misjudged Carol. I thought I would have to get her meals at the cafeteria and carry her books, stuff like that. I never thought she would humiliate me all weekend. I thought she was my friend.

“Rub my legs now!” she ordered. I didn’t want the belt so I did as ordered. I rubbed her legs for a few seconds and she told me to go higher. I moved my hands higher up her legs. “Take my panties off.”

I didn’t like where this was going, but I felt I had no choice. “Rub it!”

I started rubbing her pussy. She was very wet. I slipped a finger inside her without prompting. Before I knew it, I was licking her pussy. I knew she was close to cumming. She was not whipping me anymore; she was lying back in the chair with her legs spread wide. My mouth found hers and I kissed her. We kissed for several minutes until she said, “My bottom drawer, under my pants, get it.” I had no idea what she meant, but I went to her bottom drawer and slid my hand under her pants and touched something. I pulled it out. It was a strap-on dildo. “Put it on, slave, and fuck me now! I am ordering you.” I did as I was ordered. “I’ll tell you when you can stop, slave.” I kept fucking her until I was exhausted. It seemed like hours and I know she had several orgasms. Finally, she told me I could stop. I was hoping she would don the strap-on and fuck me half as much as I fucked her, but no, I got nada. She just tied my hands behind my back and told me to go to sleep.

The next morning she led me to the dining hall where I had to bring her breakfast. I was not allowed to eat until she was finished, and then I was only given a couple of minutes to eat the cold oatmeal I was given. She enjoyed bacon and eggs and I had cold oatmeal! I vowed right then and there that I would win the next semester’s bet. I would make sure of it!

For the rest of the morning, I had to do her laundry, clean her room, make her bed, and brush her hair. In the afternoon, she took me to the park where she led me around by a leash. Before we left, she gave me an old t-shirt to wear. Written on the shirt was “slave for hire”. How humiliating! Several guys came up talked to her. I assumed that they were asking about me and my availability. Fortunately she didn’t give me to any of them.

When it was time for dinner, I was led to the dining hall by a leash again. I had to serve her dinner and sit and watch while she ate again. After she was finished eating, she let me eat the scraps from her plate, but first she tied my hands behind my back so I had to eat like a dog.

Then it was back to our room with my arms still bound. She took some scissors and cut my t-shirt to shreds before removing it completely. She poured a huge pile of clothes pins into a bowl. Now I had to suck her bare feet. Every few minutes she would say, “Break time,” and put a clothes pin or two on my tits or other places.

After a couple of hours I had all the clothes pin on me. She then tied me up a different way. I was tied spread eagle on her bed and blindfolded with one of her scarves. Then she slowly removed all the clothes pins. The pain of the blood rushing into the pinched skin was excruciating. After the first couple of pins, she said I needed to be gagged.

Then I got a totally unexpected surprise. She started rubbing my tits. She soon moved to my pussy. I may have put up a fuss if I wasn’t gagged, but I had no say in the matter. She began to lick my pussy and all the pain and humiliation from the past two days was forgiven. “Do you want me to get the strap-on and fuck your brains out, slave?” I nodded in the affirmative. For the rest of the weekend, we took turns fucking each other while wearing the strap-on.

Sunday evening arrived and Carol announced that my slave debt was now paid. “Are you mad at me, Jane?”

“No, I’m not mad, but be warned, I plan on winning next semester’s bet!”

Chapter 2

I studied extra hard all semester and was determined to win our bet. The problem was Carol was also studying just as hard. I had to come up with a plan to give me an edge.

Math was my weakest subject, so I went to visit my math professor after class with about a week to go in the semester. I explained to him that I needed to ace the class. His answer was to study more.

After several minutes of pleading and begging, he moved his chair away from his desk and spread his legs. He pointed to the floor and said, “Get on your knees.” I knew what he wanted. I got on my knees and crawled toward him. I slowly unzipped his pants and pulled his now erect cock out of his drawers. I started to stroke it when he reached over and put his hands on my head, pulling my head to his cock. I knew I wanted to win my bet so I took his cock in my mouth and sucked him as he moved my head up and down.

After he exploded in my mouth, I looked up at him and licked his cum off my lips and swallowed his load. “Congratulations, girl, you just improved your grade to a C+.” A C+! I needed an A!

“Sir, I need a higher grade than a C. I need an A. How can I get an A?” I asked.

“An A? You want me to give you an A? You need to do a lot more for me to get an A,” he said. “I have a proposal that can get you an A, but it will cause you a considerable amount of pain. You see I am quite a sadist and a bondage freak. I enjoy whipping and punishing pretty girls. I love to see pretty girls struggling in bondage. If you agree to my terms, I will give you an A. I am warning you now though, it will be quite painful and once you agree to start, there is no quitting.”

I thought about it for a minute and then agreed to be his wench.

I was taken to what I can only call a dungeon. I was given a quick tour of his dungeon and each device was briefly described, just in case I didn’t know what a rack or a pillory was I suppose.

“STRIP!” he ordered. I was soon locked in a pillory that was positioned at a height which forced my torso to an angle that resulted in my butt being forced out, giving him a nice target. After my tush was sufficiently reddened by his flogger, I felt his cock slide into my virgin asshole.

“Please don’t do that,” I begged.

“Do you recall I stated clearly there would be no quitting once we started this exercise?” he asked. The pain of his cock soon turned to pleasure as he pumped his body into mine.

I was released from the pillory and given two rolls of duct tape. “Start with your feet and wrap yourself up in this tape as tightly as you can. I will enjoy watching until only your arms are free. I shall tape those myself.” I did as ordered, all the time thinking how painful it was going to be when the tape was removed. I just resigned myself to endure the pain, vowing to make Carol endure the same when I won my bet. After I had taped myself as much as possible, he took over and completed the taping. I was now a silver colored mummy!

“Now struggle to get free!” he ordered. I tried to get loose from the tape, knowing full well it was impossible. The bastard made sure I kept struggling by encouraging me with a riding crop. It was exhausting rolling around on the floor trying to get loose. It seemed like hours before he called time and proceeded to rip the tape from my body.

I thought I had earned my A, but he had other ideas. He attached suspension cuffs to my ankles and they were attached to a winch. I was elevated several feet until I was suspended completely and my head was at the same height as his exposed cock. I now gave him an inverted blow job, as if I had a choice.

After he came in my mouth for the second time, I was let down and told I had earned my A. I thanked him for letting me earn my grade. As I went to leave, he said, “It is so ironic that two girls in one week came to see me to get their grade changed. Another girl, Carol I think, she said she needed her grade changed for some reason also. You may know her, she is about your age, tall, blonde, very pretty.”

“Yes, I think I know her. I’m afraid I know her all too well.”

Our grades were posted the next week. Before I even looked at mine, I checked to see what Carol had gotten in math; A of course. I checked my GPA and should have been happy with a 3.84. I checked Carol’s only to find she got a 3.86.

When I got to our room, Carol was all smiles. On her bed she had laid out an arm binder, a shock collar, three rolls of duct tape, and a new riding crop.

I knew I was in for another long weekend as her slave….. again.