Sasha, the Cheating Anal Slut: The Blowjob Competition — Part 7

“There’s something we haven’t told you. We decided to up the ante a bit. If I win, you get to take Naomi’s anal virginity. But if she wins, I have to do whatever she says for the rest of the night.”

If you’re new to the series, please start from the beginning:

Previous parts: 1, 2, 3, 4, 5, 6

The second day of the convention went by faster than expected. By late afternoon, I started to get butterflies in my stomach. Being the referee in a blow job competition had been lingering in the back of my mind all day, but with it just hours away, it had forced its way to the front. I was no longer worried about getting caught, I was worried about performing. What if Sasha and Naomi combined to be an intimidating duo, and I shrunk in the spotlight?

When Sasha and I met at the elevators, I sensed she was experiencing similar trepidation. Alone on our ride to the 10th floor, she grabbed my arm with her trembling hand. Her head was tilted toward the floor.

“I’m nervous,” she said in a hushed tone.

“Me too. But are you nervous, or are you scared?”

She came to me, and her head fell sweetly against my shoulder.

“How do you distinguish those in a moment like this?” she asked.

“Nervous as in you’re nervous that you won’t perform, or that you’ll be intimidated and chicken out. In that sense, I’m nervous. Scared is: you’re scared that Naomi might tell your husband.”

“Oh, no, I’m not scared, then. But I’m definitely nervous the way you defined it. I feel like this is my opportunity to redefine myself as a sexual being and I don’t want to turn back into the woman I was before we got together. I don’t know why. “

It was adorable to see Sasha like this. I almost forgot about her timid side, which hadn’t been apparent since I first fucked her ass in the office.

“Look,” I said, as we walked to her door. “I’m the one who should be nervous. Do you have any idea how hard it will be for me to perform with two beautiful women? I want Naomi to be jealous of the man you’ve been fucking.”

“You’re sweet, but…” she said, smiling. “… I guess, more than anything, I’m worried you’ll want her more than me after tonight.

“That, Sasha, is not possible,” I responded, lowering my voice and looking into her eyes. “You and I are each other’s one and only affair.”

She smiled in a way that reminded me of all the things I love about her. I seem to have said the right things.

“Thank you, Brett. I’m confident I can do this. Now go get ready. I’m going to suck your brains out in an hour.”

We each went our separate ways, and as soon as I entered my hotel room, I stripped down for a shower. As the hot water cascaded over the back of my head and steam enveloped me, it dawned on me that I hadn’t considered all the possible hiccups that could happen tonight. Not only could I potentially underperform, but I could perform too quickly. What if I was so overcome by the sight of two beautiful women servicing my cock that I came in five minutes? That would certainly put a damper on things.

Wanting to prevent that possibility, I rubbed one out right there in the shower. I envisioned Sasha’s eyes looking up at mine as she wrapped her lips around my scrotum. As she flicked her tongue around my balls, Naomi bobbed her head up and down my erection. I realized at that moment that I had no idea what Naomil looked like. Sasha hadn’t shown me a picture, nor had she described her. Then, as I got close to cumming, I put my hands on the backs of each of their heads and pulled them closer, allowing me to deposit my load right on their faces.

I shot my load onto the glass wall of the shower, then washed it away. I still had plenty of time to recuperate, but at least I wouldn’t blow my load five minutes after dropping my pants. I toweled off and wrapped myself in a robe before grabbing a need from the minibar.

I sat on the couch and stared at the serene skyline presenting over the tumultuous city below. It was a pleasing view but after a couple of minutes of meditation, my phone buzzed and disrupted my serenity.

“She’s here. Give us fifteen minutes and then join us.” Sasha texted me.

The following fifteen minutes were the most anxious of my life. I stroked my cock a bit to bring it back to life, wanting to make sure that it was ready to go. Once it was firmly halfway, I headed next door.

Sasha, the little sexual minx answered the door in her fluffy white robe. I was anxious to see what Naomi looked like, but I didn’t want to disrespect Sasha by looking beyond her, so I kept my eyes locked on hers.

“Come in,” she said, opening the door further and stepping aside.

As I moved past her, I smelled a hint of alcohol on her breath and then saw a half-consumed bottle of red wine on the floor, next to the bed.

I stepped further inside, and immediately Naomi’s feet came into view, with her right leg crossed over her left. Two more steps and I could take her in completely. She had many striking features, but what captivated me most was her long, auburn hair. It contrasted smartly with the light blue lingerie she was wearing. A cup-less bra framed her breasts, which were noticeably larger than Sasha’s, and the matching garter belt perfectly accentuated her slim waist. She was leaning back with her hands braced on the bed behind her. By the pillows, there was a large purse that I presumed was hers.

“You must be Brett,” Naomi said.

“And you must be Naomi.”

“Well done, honey. He’s very handsome!” Naomi told Sasha.

These two were a study in contrasts. Where Sasha had a tight yoga body, Naomi had a bit more weight on her, but it sat on her in all the right places. While Sasha was sexy and cute, Naomi was a voluptuous sex goddess, oozing sexuality.

I heard a gentle thud and turned to realize that Sasha’s robe just hit the floor and she was now standing naked before us.

“I told you,” Sasha said, approaching me and reaching for the belt of my robe.

“And Sasha’s told me a lot about you,” I said, smiling.

Naomi smiled, bobbing her right foot up and down, still swinging over her left leg.

Sasha took over the conversation from here.

“Brett, there’s something we haven’t told you. Naomi and I texted while she was on her way here, and we decided to up the ante a bit. If I win, you get to take her anal virginity. But if she wins, I have to do whatever she says for the rest of the night.”

I was utterly dazed but still trying to act cool.

“I can get on board with that,” I said. “But, I’m surprised Naomi. You’ve never taken it up the butt before?”

Naomi scoffed.

“Well, the idea never appealed to me, and honestly, a few guys asked, but they were more than happy to get with the rest of this,” she said as she stood and gestured to her entire form.

This was certainly something new and the idea of shoving my cock in Naomi’s asshole was more than appealing to me.

“Now, let’s do this the right way,” Naomi said and then reached for her purse and started pulling out a few items and laying them on the bed.

I couldn’t believe my eyes: a Hitachi Magic Wand, two pairs of leather cuffs, a strap-on dildo, and finally, a blindfold. Who was this woman?

“You sit on the chair, and we cuff each of your wrists to the armrests. Then, we put this blindfold on you so you won’t be able to tell for sure who is blowing you. We’ll take turns sucking your cock, one minute at a time. Whoever gets you to blow, wins.”

This wasn’t exactly how I envisioned this competition thing, nor was it the double blowjob I had been fantasizing about since agreeing to this. But it did still sound fun. And the cuffs were a nice touch.

I looked at Sasha for reassurance. She smiled and nodded.

“It will be ok,” Sasha said and without waiting for my confirmation, she pulled open my robe, exposing my naked body… And my already erect cock.

My first thought was to hide my erection, but seeing Naomi lock her eyes to my member, gave me all the encouragement I needed.

“Wow!” Naomi said when she saw my dick. “Again, nice job, girl. I’m impressed you could fit that up you asshole.”

We both blushed at her remark.

I was transfixed as these two, beautiful, women each took a hand and guided me down into the chair and cuffed me to the armrests. Before blindfolding me, Naomi made one final adjustment. She pulled Sasha’s hair back and tied it into a ponytail, before repeating the process on herself.

“Don’t want our hair giving us away,” she said.

It was awe-inspiring watching her breasts jut out and jiggle as she reached behind her head to arrange her hair. She was the classic depiction of beauty and she was here to suck my cock.

“Ready, baby?” Sasha told me as she approached with the blindfold.

“Ready as I’ll ever be.”

A second later, everything was black. I heard some scuffling and tried to envision Naomi and Sasha deciding who would go first. Rock, paper, scissors maybe?

After a couple of seconds, I sensed one of them approach and kneel before me, a touch of skin against my inner knee being the first contact.

And then it began.

A warm tongue pressed against the top of my cock head and my whole body flinched as my dick throbbed. In an instant, whoever was before me, took the entire head into her mouth. It felt unfamiliar; this tongue was fuller and wetter than what I had experienced recently with Sasha, so I made a mental note that Noami was blowing me first.

The tricky part was, I didn’t know who I wanted to win. Would it be fun to take Naomi’s virgin asshole? Sure. But there was a part of me that wanted to keep the anal fucking to just me and Sasha, each other’s one-and-only anal partners. At the same time, I wanted to see Sasha serve as Naomi’s sexual slave for the night. The things this sexual goddess would make her do… But I also wanted Sasha to win for her own self-confidence.

I decided I should just allow myself to enjoy the moment. Most guys would kill to be in my spot so the last thing I wanted to do was ruin it for myself.

The first minute passed and whoever was blowing me, dislodged from my hard cock. It proved to be a good idea that I had drained my balls before coming over here, otherwise, I wouldn’t have lasted so long.

The next mouth closed around me and I immediately recognized the technique. Sasha flicked her tongue against the underside of my head in a similar manner to how she had done earlier, as if to provide a hint that she was now before me. Then, she lowered my cock so it was parallel to the floor and slid it all the way to the back of her mouth. I felt her try to force it into her throat, and I recognized her gagging ministrations.

Following a quick moment where she repositioned herself, she pushed forward and overcame the tight barrier. Her throat clamped down tightly around my bulbous head and her lips touched the base of my cock. Fuck, she was getting better and better at this! But as soon as she got into a rhythm, she had to back away, leaving my cock twitching with excitement and bobbing in the cool air.

Naomi, I was now certain, replaced her and upped the ante. Using only her mouth, she lifted my cock and slid her face below it to suckle my scrotum. She nuzzled my balls lovingly, sucking them into her mouth and dancing her tongue between them. Halfway through her turn, my balls fell out of her mouth with a plop and she returned to my shaft, which was now eagerly waiting for her warm mouth.

She worked harder this time, moving halfway down before returning to the head, and repeating this as quickly as she could. While Sasha’s throat was tighter and more mentally stimulating, it was hard to compete with the effect of focusing on the head, and Naomi certainly knew how to do that.

I was probably a good couple of minutes away from blowing, but luckily for me, Naomi’s time ran out and she obediently backed away. If Sasha had been faster about replacing Naomi’s mouth, she probably could have maintained the momentum and finished me off. Unfortunately for her, it took a bit too long, and she needed to build it back up.

Sasha’s delicate mouth fluttered over my cock, quickly bringing me back. It seemed that she was now trying to replicate Naomi’s technique, having seen the effect it had on me. But Naomi was more skilled at this method, and while I certainly found it enjoyable, she was unable to get me off before her minute was up.

“Fuck,” I groaned in frustration as Sasha pulled away from my cock, leaving me on the edge.

She was only a couple of seconds away from winning, and I was craving release.

Naomi eagerly replaced Sasha and wrapped her lips around my member. Unlike the last transition, she didn’t waste any time and quickly had me on edge. She also seemed to sense it, because she paused for a minute to gloat.

“Sorry, girl,” she said. “I think I won this round.”

She then returned her attention to my head and sucked hard. I felt her saliva sliding down my shaft, toward my balls, then pooling onto the chair, and between my ass cheeks. I felt her silky soft lips working wonders on the head of my cock. I tried my best to hold back but there was no preventing it. My arms strained as far as the cuffs allowed them and I slid forward in my seat as my orgasm hit.

Naomi made a giggling sound as the first shot landed in the back of her throat and continued sucking hard until I had completely drained myself inside of her mouth. I slumped forward, breathing heavily as my cock fell out of her mouth. She giggled again, unmuffled this time, and I could hear her elaborately smacking her lips, indicating how tasty she thought my cum was.

“Before you tell me who won, I just want to say that it was incredibly close. Whoever went right before this would have won if she had just a couple more seconds. And the same is true for the round before that,” I said, perfectly knowing it was Naomi who had won.

In a flash, Sasha removed my blindfold and my eyes blinked rapidly, trying to adjust to the light. Naomi was kneeling between my legs, with a finger still in her mouth from scooping up cum.

“That’s sweet, but it looks like you won’t be fucking my ass tonight.”

Sasha was now standing behind her, with a look of anger on her face, but with a hint of a smile creeping up the sides of her lips. I was relieved that she wasn’t too devastated by losing the blowjob competition. Naomi rose from her knees and sexily strode over to her.

“Sorry, girl. I know this meant a lot to you, but for what it’s worth, I think you’re the real winner here.”

Sasha scoffed.

“No, seriously. If you were trying to prove yourself to me, consider yourself proven. I’m seriously impressed by your deep-throating skills.”

“Whatever, I still wanted to win. I really wanted to see you get your ass fucked raw,” Sasha said, jokingly pushing Naomi away.

“Oh, I’m still going to get fucked raw. Just not in my ass. And not before I spend a little time with you first,” Naomi responded, with a mischievous smile on her face.

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