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My GF's Cruel Little Arrangement [Part 7]

· 4 min read

We continued with this “deal” where Becca and I would fulfill the sexual needs of both John and Emma (separately). Becca, Emma, and I had a blast together. It was honestly fucking amazing, and everyone got what they needed. Emma got the dicking down of her life, I got two tight pussies and the kinkiest sex of my life, and Becca got to run the show and have every fucking fantasy fulfilled along with the release of all the stress from the workweek.

John’s sessions continued to progress under Becca’s guidance. At some point, Emma stopped attending his sessions. She kept making excuses or planning stuff specifically at that time, and Becca was left to deal with him on her own. She tried hard to convince him to do a lot of other crazy shit (cuck tattoo, cock cage, etc.) but he successfully resisted her in these areas. Despite this, he kept taking (fake) cock up the ass… and enjoying it. He clearly had mixed feeling about it. He had described to Emma that he felt a mix of severe shame, guilt, but also intense pleasure. Emma didn’t really want to talk about it with him and just kinda let it be. He insisted that it was fine and “just play” since the cocks were fake.

It’s a good thing that Emma stopped attending the sessions, because she definitely would’ve recognized the cock from the mold I used. It was about 12 weeks before Becca introduced it into their sessions. By far the biggest dildo and with a slight curve, John was pretty nervous, but Becca helped him relaxed and took it really slow. It took a few sessions, but he was eventually able to about 80% of it in and relax.

At some point after that, Becca started cancelling a lot of Emma’s sessions. She had to work late, she made other plans, we took vacations, etc. Emma went about 4-5 weeks without getting dicked down, while Becca tried her best to maintain John’s sessions. According to John, Emma had become very visibly sexually frustrated, and it was impacting their relationship.

Hearing this, Becca made a pitch to them. Since our schedules were all getting really busy, perhaps we should consolidate their sessions? Kill two birds with one stone, right?

Neither Emma nor John were keen on the idea. John clearly felt a ton of anguish watching Emma’s soul leave her body as she got railed, and Emma felt likewise seeing her boyfriend emasculated and taking cock up the ass.

Becca pressed the issue in our groupchat: “Guys, I’m currently working on a huge deal with [BIG TECH ACQUISITION]. My schedule is really tight. I only have availability this Friday night. Otherwise, one of you will have to wait another 3-4 weeks.”

“Okay,” Emma responded. “We’ll both come yours on Friday.”

Now, this would be the first time that the four of us would be… intimate together since that very first Sunday during game night.

Becca got some more pot brownies and sent a pic in the group chat, “don’t worry, it’ll be a chill night 😎”

I was anxious and ready for Friday. Becca was, too. She’s such a little minx and she was so bubbly and excited the entire week, much more than her usual bubbly self. Friday finally comes around, and Becca had the whole apartment prepped. She had a speaker setup with music, she brought out some candles, and she had me program a command in Alexa so that we could give an order to dim the lights.

As the night went on, we were anxiously waiting for Emma and John. We had agreed to 9pm, but it was 9:30, and they still hadn’t arrived. Becca was starting to pace, constantly checking the time, and she was getting nervous that they’d gotten cold feet.

Despite the anticipation, we got a buzz from the foyer. They were here. Becca buzzed them in, and they were at our door after 2 minutes. We both greeted them, and I gave Emma a quick hug. She had done her hair and makeup and was wearing a divine perfume. She smelled fucking delicious. As we broke from the hug, she subtly slid her hand across my crotch. John, despite being in his early 20’s, was wearing a polo and cargo shorts, also rocking the white, New Balance dad-sneakers (what a fucking legend). I dapped him up and offered him a drink to try and ease any tension between us.

Despite fucking Emma for the past several months and having already fucked her in front of John, this was nerve racking. This was the first time we all knew what was about to go down.

Becca quickly passed out the edibles and instructed everyone to eat. John and Emma looked at each other hesitantly, but followed her command after Becca and I popped ours in.

We spent the next hour just chilling, waiting for the edibles to hit. Just over an hour in, they started to hit hard. These were pretty strong, and I started to really feel myself even without any stimulation.

Becca suddenly switched gears and blurted out, “Okay, who wants to go first?”

Silence. Nobody responded.

“I think Emma should go first,” Becca continued.

“Why her?” John piped up.

Becca plainly responded, “Because she hasn’t had her needs met in over a month. She’s waited longer, it’s only fair.”

John didn’t respond, and Becca took this as his approval. She got up and pulled over a chair, placing it a safe distance away from the sofa.

“You can sit here until it’s your turn,” she instructed. She then reached out for Emma’s hand, sweetly cooing to her, “C‘mon baby.”

John, in a bit of disbelief but probably just wanting to get to his turn, took his seat in the chair.

Becca walked over, gave him a sly smile, and lovingly brushed his cheek while whispering ever so softly into his ear, “Enjoy the show.”

And with that, she turned around, and we began Emma’s session.