Me and my roommate bet on marble races during Covid. The bets got incredibly sexual. This is the whole story.

Covid was a difficult time for all of us, with everything shut down. At the time I (24M) had a roommate (22F) who had just moved in a couple of months prior to covid. Since the lockdown seemed to have us isolating together, we spent a good amount of time getting to know each other. Eventually we got bored of Netflix and working from home when discovered the beauty of Jelle's Marble Runs.

After watching a few of the segments we were hooked. And then I suggested that to make things interesting, we should bet on the game. "How about 5 dollars?" I asked. "Money? what will you even do with it now. We can't go out, we can't travel." She said.

"How about." she said- "If you win, I will- flash you my boobs.". "Interesting, go on" I said- "and if I lose, I drop my pants?"

"Haha. No, that doesn't interest me at all. If you lose, you need to stand outside our door, and drop your pants." she said.

"That's a freaking felony, no way am I doing that." I said.

"Oh come on. Everyone is locked in, there's going to be no one on the streets. So, decided. You win and I flash my boobs for 5 seconds. If I win, you stand outside with your pants down for 5 seconds." she said.

At this point, we were so bored that I accepted this stupid wager. We picked our marbles and whoever came first amongst those or got eliminated last- won. It was the most exciting 5 minutes of my life to watch the race- and I won. At the end of it, she got up, took off her top and bra and flashed me her boobs. They were round and perky with small but pointy pink nipples. They were the most beautiful thing I had seen since the stay-at-home started. I panted like a excited dog till she put her shirt back on.

Ever since then, the bets were on every day, and the stakes got increasingly higher.

The next day's wager was that if I won, she would get completely naked and sit on the couch and spread her legs. Just the thought of that made me so incredibly horny, I forgot my side of the wager. If I lost, I would have to get completely naked and get the mail.

After a spirited marble run- I lost. After I saw the UPS truck disappear into the corner, I stripped completely down, dashed to the mailbox, grabbed the mail and got back. I was red from the embarassment. As I got into the house, she was sitting on the couch with her legs spread- but fully clothed. "Too bad," she said- "Maybe next time."

The next day the wager was straightforward- Whoever lost would have to strip down naked and make breakfast the next morning. Except if I lost, I would have to wear her pink thong. The thought of me wearing a thong crazily grossed me out. And lo and behold- I won.

I woke up extra early the next morning (let's be honest here- I barely slept) and knocked on my roommate's door. She opened the door with a sleepy face and went, "Boy, you're really excited about this aren't you." She lifted her arms, and said, "Okay, go on. Claim your victory!"

I took the hint and pulled her tshirt off- she wasn't wearing a bra. And then I pulled down her pants and underwear. She had a little bit of hair down there, but her pussy looked so clean and tempting. I saw her naked curvy body in full display in front of me. She walked to the kitchen and put bread in the toaster and coffee on the machine. Then she went on fry a couple of eggs- all with me watching her.

She went to the coffee table and put the breakfast down and with a snigger said, "Fine, that's all you get. I am going to put my clothes back on." and went back to her room.

This started a series of bets that slowly evolved into oral sex, humiliation, blueballing, and for the marble race finale- the chance for me to fuck her.

\------- Part 2------- We were scampering for ideas for our next bet, till we finally landed on an agreement. For our next bet, if I won, she would let me touch, feel and grope her boobs as much as I wanted, all for a full duration of a FRIENDS episode. If she won, I would have to strip down, get down on my knees and suck her feet and toes as she commanded me to. It was a little weird ask of her, but we came to an agreement.

I prayed so hard for a win, and lucky enough- I won, again- twice in a row. That day after I finished work, I found her lying on the couch under a blanket. I told her, "okay- time to settle our wager." She lifted her head and signalled me to sit on the couch, and placed her head on my lap. She then removed her tshirt and bra, and lowered the blanket to her waist, and grabbed the remote and put on an episode of FRIENDS on Netflix.

She looked so beautiful lying down with her breasts out I stopped for a moment to take a mental picture. She stretched her arms behind her head and closed her eyes and smiled, and I could see that she was probably getting ready to enjoy this. I started to cup her breasts and gently touched her nipples. I could see her nipples get erect. I circled her nipples with my fingers and gently flicked it and pinched it. She tried to be expressionless at first, but her breathing slowly got heavier and she started to moan softly. She put her hands below the blanket and under her pants and touched herself. I gently massaged and caressed her breasts and lightly slapped them and she started to moan and rub herself. I was getting incredibly turned on and there was a huge bulge in my pants. She turned her head around and sucked my bulge over my clothes.

I took a hint and pulled my dick out. She made a motion like she was going to suck my dick. She opened her mouth and put my dick in, but without her lips and mouth touching it, and made a bobbing gesture and smiled. "No, this wasn't in the bet. Let's save something for later." She said, and winked.

The teasing made me a little mad so I pinched hard on her nipples and she let out a loud moan. I tugged at her breasts by the nipples and the grabbed her breasts and played on her nipples with my thumbs. I could see her quivering and stroking herself harder as she moaned. I kept at it as she rubbed herself to an orgasm. I softened the play on her breasts and caressed them with a feather touch as she settled in.

"Well, you won," she said, "but you really missed out." She said.

"What do you mean?" I said.

"You should have pulled the blanket off." She said, proceeding to remove the blanket to reveal that she was completely naked under the blanket. She had set herself up by being bottomless under the covers to play me and it had worked perfectly- I did regret not being able to see her masturbate.

"Okay, now we're even on the bet." she said, as she got up from the couch and went back to her room.

The wagers for the next bet started immediately after the blood got back to our brains, and we mutually agreed- for the next bet, the loser has to give a massage to the winner, in whatever way the winner wanted, wearing whatever the winner wanted. I pictured in my head- her being completely naked, rubbing her whole body over mine while stroking my dick. However, my fantasy was short lived- as I infact lost the next bet.

"That's fine, I thought- I still need to give a massage- that's still a win", I thought. Or was it?

The next day my roommate asked me to come to her room. She had set up candles and instrumental music on her speakers. She was definitely going to make the most of this. She handed me a bottle of massage oil and a pair of leather shorts.

"What's this?" I asked.

"You have to wear it. It's my size, so it will definitely be a little tight on you, and so it will make sure you can't get a boner." She said.

This was plain cruel. But a bet was a bet, so I put on the pair of pants. She got naked and lied face up on her bed. I could feel myself immediately get a boner and it hurt with the tight pants which had no elasticity. She made me start with her feet, then her calves and thighs and then her shoulders and lower back. I am used to giving good massages so I tried my best to focus and not get turned on. She then lied face up again and told me to start on her breasts. As I massaged her breasts, she let out loud moans and bit her lower lip and made the sexiest face she could- to get me turned on. It was burning around my groin but I kept on. I massaged her breasts and nipples and she groaned harder and harder. I moved downwards and separated the lips of her vulva and gently touched on her clit. She let out a moan as I ran circles around her clit with my fingers and massaged it. She was incredibly wet down there and I put a finger up her vagina and felt it loosen up. I then put two fingers inside and arched them forward to massage the walls of her vagina. She bit down on her finger and moaned as I thrust my fingers in and out. I held on her nipples with one hand while I used the other to finger fuck her. Her groans got louder and louder as she slithered in pleasure, till I could see her arch her back, and her vagina grip my fingers as she orgasmed.

I put my fingers back and I could see her high from her orgasm. "Okay, you know what- that was great. Pull your dick out." I was never more eager to hear it. I pulled down the tight leather shorts and my dick almost bounced out. I started to stroke it near her, when she reached for my dick and started to stroke it herself. She stroked it lightly and then harder till I was almost about to cum.

She could feel I was about to cum, and she pinched hard on the tip of my dick and flicked at my balls. "What the hell", I said, as I could see my orgasm being denied. My balls started to ache.

"And there- your lost wager is now complete", she said with an evil smile.

I was beyond frustrated. At that moment I wanted to bend her over and fuck her hard. The humiliation was intense. As I masturbated by myself thinking of what had happened, it was time to plan the wagers for the next bet. I imagined her down on her knees as I fucked her face, or as I fucked her bent over. Thankfully, the marble race season was only midway- and there were plenty of bets to go. ​ \------- Part 3 ---------- For the next two bets we decided to keep it rather simple- we were tired of coming up with innovative ideas and we decided that the loser has to go down on the winner. But the catch was, this could happen once, anytime the winner wanted.

I won the next bet. While I wanted to grab her head and shove my dick in her mouth at the moment I won, I decided to hold on. I waited for her till she went to the bathroom to take a shower, I then knocked on the door and claimed my win. I got into the shower with her and she got down on her knees and put my dick in her mouth. As I felt my dick enter her warm wet mouth for a moment all my frustrations disappeared. She played around the tip of my dick and ran her tongue around it for a while when I grabbed her by the hair and proceed to fuck her face. I realized that as she was sitting down, her bare pussy was just a few inches off the ground. I put my feet below her pussy, and proceeded to rub my toe on her clit. She got a little aroused and her lips tightened around my dick and she started to go harder at it. In the excitement of it all, I could not hold on, and within a few minutes, I came in her mouth. She spit my cum near the shower drain and got up. "And there you go. Now let me finish my shower.", She said.

I was a little pissed at myself at this point. Even though I just had an amazing blowjob a part of me wanted to see her- well, for the lack of a better word- broken. She always seemed to one-up me even when I won.

It didn't help that I lost the next bet. She texted me while I was working, to come to her room. I got in to find her on a work zoom call with the video on. She was sitting bottomless. She texted me, "Crawl under.". I crawled under her desk and proceeded to lick her pussy. I played with her clit and then thrusted my tongue down her vagina. I looked up to see her maintaining a straight face while desperately trying to hold her moan. I went harder at it, when I knew she had to talk, and I could see her stammering short responses, "Yeess- I think that's good tteam.". Eventually the call ended and she thrust my face harder at it. I licked her pussy hard while gasping for hair, till she finally let me off, and started fingering herself to an orgasm, all while I sat there below the table.

That evening she came into the hall, hiding something behind her back and asked, "So, we have the last bet left. What do you want?". "If I win, I am going to fuck you so hard." I said. "Done. And if I win.", she proceeded to pull out a rubber dildo. "I am going to fuck you in the ass with this."

"What?" I exclaimed, "Nuh uh! No way!". I could picture in my head the pain already- whatever the stakes was, this was way too hard to risk.

"Oh come on! Take a little risk", she said. She sat on the couch chair. She was wearing a skirt and she spread her legs to show her bare pussy. "Don't you want to go balls deep into this?"

I was still nodding my head, when she said, "by the way. I am on pills, so you don't even have to wear a condom. You could just fuck me raw." She said while rubbing her pussy.

A mix of emotions flocked my head. I thought of all the things I would do to her if I won, and it somehow outweighed the odds in my head. "Fine," I said.

She extended her hand, "Shake on it?".

As I got up to shake her hands, she pulled down my pants and "shook" on my penis. "See you loser", she winked.

That evening's game was the most nervous I had ever been in life. I desperately needed a win. Finally at the end of the race- I won. She gave an unenthusiastic face, and spread her legs next to me. "Fine, come have your two minutes of glory", she said mockingly.

Regardless of how much I wanted fuck her right then, I held on. I told her that we are going to settle the bet in the evening.

Till the evening I planned in my head all the way to humiliate her. I masturbated twice so that I didn't cum early, and I decided no matter what- I will break her.

I walked upto her and pulled apart her shirt. I sat on the couch and dropped my pants and she proceeded to suck my dick while I groped her breasts. I pinched and played with her nipples. I thought of everything in my head that would keep me focused. I watched her suck my dick and desperately try to jerk me off with no luck. This went on for a full ten minutes till I could see her getting tired. I then asked her to bend over on the armrest of the chair. I yanked her panties down and put my dick in her pussy. It was still tight so I thrusted around a few times till I was balls deep.

I kept thrusting at her slowly but firm with every thrust. With ever thrust I heard my balls clap her ass. Her moans kept getting harder and I could feel her pussy start to get wet. She let go of her hands supporting her and was lying flat on the couch with her ass held up by the armrest as I continued to fuck her. I was almost 20 minutes in, when i felt that I was about to cum . I pulled out and lied down on the couch trying to clear my head. She got off her bent over position and sat down on the chair. "Woah! that was really good." she said with an exhausted look.

"Wait. It's not over." I said, "I haven't cum yet. Which means you're not done getting fucked."

I cleared my head and waited for my dick to go a little soft. I then pulled out my next massager from beside the couch and turned it on. I put it on the floor and held it in place with my feet and made her sit on it while sucking my dick. I turned on the TV and my Xbox and started a round of Mortal Kombat matches. I saw her desperately trying to suck my dick as the massager made her go crazy. I could see her face go horny, crazy and tired, all at the same time. She tried to jerk me hard with her hands to get me to cum. I abandoned my game and took her hands and held it over head. I drove myself balls deep into her mouth and watched her gag. I finally let her let go and picked the vibrator up. She sat on the floor exhausted. I picked her up and spread her on the coffee table and began fucking her. I could see her vagina start to go a little dry so I grabbed some lube and kept going (yes- I had come really prepared). I kept fucking her almost lifeless and I could see her zone out. It had almost been an hour since this started. I pulled out again and went to the other side of the coffee table and put my dick in her mouth. I could see her mouth just hang open as I fucked her throat as I pulled on her nipples.

When I finally pulled out, she was gasping for air and said, "okay! you win. I can't go on. Please finish this soon." I fucked her for one last time now, the hardest I could. Her exhausted moans got louder and louder. I was almost going to cum when I pulled myself out, aimed at her face and came. I had ropes and ropes of cum from all of the edging.

I could see her face and breasts drenched in cum as I saw her pass out on the coffee table.