Tuesday 22 June 2021

Would You Rather (Part 5)

 Last we left off, I was stuck with the dilemma of choosing between doing everything in past THREE rounds, or take a gamble and accept that I will have to do everything in the next TWO rounds.

My mind was a blur and my heart was racing. This was a crazy decision to I had to make. 

If I chose the former, I will have to do the following:

  1. Post a nude on Instagram
  2. Give the person to my left (Toby) a blowjob
  3. Finger my own butthole in front of everyone
  4. Lick Toby's butthole!
  5. Jerk off the person opposite to me (Jon)
  6. Let Jon jerk me off

If I chose the latter, I will only end up with four tasks, but I had no clue what they were gonna be.

As I ran through the scenarios in my head, I decided that I was going to take a gamble. I chose the latter!

Choosing the latter meant that my night was essentially over. I would sit out of the next two rounds of Fun Run since I am an automatic loser anyway, and whoever loses the next two rounds would draw the lots, and he/she would pick one thing to do, while I would have to do both no matter what they are.

I sat by myself on the bed and watched the 5 naked people on the floor start their round of Fun Run, and Cherie emerged as the grand loser.

She picked her lot: "Give the person to your right a lap dance for 1 minute OR Get spanked once by all other players".

I actually breathed a sigh of relief. Both were not too hard for me to do. While Cherie was given time to make her decision, I was asked to immediately commence with doing both tasks.

Poor Nick was already drained by the two girls, but his night was not yet over. I pulled him up to sit down on a chair, and immediately spread my legs and sat down on his lap. His dick wasn't entirely hard, as he had already cummed twice today, but that's okay, I knew what I had to do. 

I grabbed him by his wrists and held them to his back, while leaning forward and rubbing my boobs on his chest. Our nipples touched each other, and I could feel his dick slowly grow as it stroked my belly. I moved my hands up his back, and grabbed the back of neck as I went down on his mouth, and put my tongue inside of it, fighting against his tongue. I was completely dominating him!

His hands were now free and squeezing my boobs tightly, rubbing my rock hard nipples between his fingers. I was gyrating my waist, and rubbing my wet pussy along the length of his dick. Unfortunately, 1 minute passes by very quickly when you're having fun, and our time came to an end.

Nick was really the true winner of the whole night! He got a handjob and boobjob from Cherie, a blowjob from Novi, and a lap dance from me!

By now, Cherie had also made her decision, and decided to give Toby a lap dance!

Not gonna lie, I thought I was good, but Cherie just trashed me once she started her routine. Right off the bat, she strided over Toby, but did not sit down on him. Instead, she grabbed his head and pushed it down onto her boobs and motor-boated him, rubbing her large boobs and small nipples all over his face. His dick was super erect now, but Cherie wasn't done.

She turned around, and sat down on his lap, placing his hands on her ass. As he grabbed her ass, she bent downwards, lifting her butt up at his face, giving Toby a perfect view of her beautiful asshole as she started to twerk on his lap and dick! Toby cheekily poked her butthole with his finger, and Cherie let out a short moan. Feeling encouraged, Toby started to finger her asshole as she was shaking her ass vigorously! 

By the end of the 1 minute, Toby's whole index finger was inside Cherie's asshole, and she was moaning really hard, as her juices dripped onto his lap. Toby withdrew his finger with a "pop" sound, as we saw Cherie's asshole shrink back in size. 

Now that Cherie was done, I was not!

I still had to do the other task... which was to be spanked once by all the other players. Which means a total of 5 times!

As I prepared myself by leaning onto a chair and bending over, sticking my bare ass out, Novi had an idea! Among the 5 of them, they will have their own little competition to see who can leave the reddest handprint on my ass. The loser will have to be spanked by me 5 times at the end!

I protested this stupid idea, but it was quickly overruled. The remaining five of them drew lots, and Jon was the first one up. I clenched my fists and shut my eyes, pretending for the huge spank that was to come. Jon was a big guy who did cheerleading, so he had really big arms and was really strong too. He did a little warm up stretch, and before I knew it, PIAK, I felt my ass burning as though I had been whipped, and the rest of them let out a loud cheer. 

I turned around, and there was an entirely red handprint on my right cheek, which was now throbbing in pain. Toby was up next, and I think he felt motivated to do better than Jon. With his left hand, he held me down by my back, and let his right hand rip right into my left butt. Now, I had two handprints, clear as day, on both my ass cheeks!

By the end of all 5 slaps, my whole ass was burning, and I stood up and turned back to observe, it was fully red too! In the end, Novi herself was the one to lose! KARMA'S A BITCH!

I made her bend over, but not over the chair like me. Instead, I insisted that she go on all fours on the floor, and stick her butt up in the air. Her cleanly waxed asshole was on display for all to see. I did my warm ups stretches, and took my revenge. Five of the hardest slaps I've ever given in my life! Novi's slightly tanned butt was bright red by the end of it, and even my hand was throbbing!

Finally, we reached the last round. Both Novi and I sat on the bed as our butts were hurting so badly, but as before, I had to sit out on the game as I had lost by default.

The last loser of the night: Novi again!

Our challenge: Blindfold yourself and allow each player to do something to you OR Draw a new slip and do both.

???

That raised a few questions. This was the last round, so it'll be impossible for us to draw anything new. PLUS, I had to both technically, so I was I to do that!

After much debate and discussion, the group came to a decision.

Novi had no choice for this round and she MUST pick the blindfold option. 

As for me.... I had to do the blindfold challenge AND pick a slip out of the first three rounds and do BOTH....

This really backfired on me huh.

I decided to take my pick first and ended up with Cherie's first challenge...

"Finger your own butthole OR Lick the butthole of the person to your left."

This is truly the most challenging night of my life, and as the sun begins to rise at 6.45am, I have to be blindfolded, finger my own butthole AND lick Toby's butthole.

Now I just really wanted to sleep...

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