A visit from Ella

A/N: I am not sure how this works for everyone since it has been a while since I posted the branches that get to this chapter. If you are just looking at my new posts, it may appear as though I posted this chapter 4 times. This is because there were multiple ways that Isaac could lose the challenge given to him and arrive at this chapter where Ella visits him the morning after her night with Trent. Hope that doesn't cause too much confusion.

Sunday morning there was a knock on my door which woke me up. I looked at the clock. 7:47. That was way earlier than I wanted to wake up on a Sunday morning, especially after what had happened the night before.

“Who is it?” I asked quietly.

The door opened and in stepped Emma. Or was it Ella? I wasn't entirely sure.

This was getting to be a regular occurrence with her. She was once again dressed for a workout, looking incredibly sexy in her sports bra and spandex shorts, a sheen of perspiration evident on her skin. God she was beautiful!

“Hey,” she said to me as she came and sat down next to me on the bed. Her hand reached out and rested itself comfortably on my thigh.

“Hey,” I replied back. “How’d things go last night?”

She shrugged.

“Are you sure you want to know?”

I nodded.

“I definitely want to know,” I said. “Did you sleep with him?”

She shook her head.

“What happened then?” I asked.

“There was no sleeping involved,” she said with a grin. "I was with him until 2:30 in the morning. Neither of us slept a wink.”

“You know what I meant,” I replied.

“Of course I do,” she replied, “but it’s more fun to tease you.”

She began stroking her hand up and down my thigh, causing me to moan a little at her electric touch.

“It’s really too bad that you couldn’t keep Trent away from me last night, Isaac.”

“Why’s that?”

“Because I am going to want him again.”

At that moment, the very tip of her finger found my balls under the sheet and began to lightly caress them.

"Oh fuck," I moaned at that sensation. I was, by then, making a considerable tent under my sheet as Emma touched me.

"Trent was not at all what I was expecting," she went on, her finger tracing a path up the pole that had formed the tent in my bed. "He told me all about a woman in his neighborhood that has taken a rather unhealthy fascination with him. Her husband is out of town all the time, and she uses Trent to keep herself from being lonely."

She was swirling that finger tip all around the head of my cock, still under the sheet. Her touch was light and delicate and incredibly erotic, and I was moaning at the pleasure it was giving me.

"She's taught him how to pleasure a woman," she explained, "and she has taught him quite well. I think part of the reason he is so shy is that he hasn't needed to learn how to talk to girls. He's been getting all the sex he could want from the lonely cougar in his neighborhood."

"Oh my," I declared. I had never even suspected anything like that. I think both Emma and I had naturally assumed Trent to be a virgin based on how unbelievably shy he was.

Jessie pulled the sheet off of me revealing the pole that had been holding that sheet up and creating the tent inside of it. I had chosen to sleep naked that night as I had gone to bed thinking about what Ella and Trent had been up to.

She smiled at me.

"What is it that has you so excited, Isaac?" She asked. "Is it my stroking of your cock, or me telling you that Trent was a rather amazing lover?"

"Both," I admitted.

"Oh? You like hearing that your friend knew how to pleasure me? He made me cum multiple times last night, Isaac. I've been with a lot of guys that have had a lot of sex before. But none of them had ever been taught how to really pleasure a woman. At least not at the level that Trent has been taught."

She had wrapped her hand around my shaft and was stroking it. It felt so damn good to have her touching me like that.

"Trent was the best I have ever had, Isaac. It surprised the hell out of me, but damn if he didn't know exactly what he was doing. It also didn't hurt that he has a lovely cock. He is longer than Mike and thicker than Grant. And he knows how to use it. I am most definitely going to want to fuck him again."

Jesus. She had me so close to the edge with the combination of her words and her hand stroking my shaft.

"And," she continued, "he agreed to come back and play D&D with us, so that will give me a chance to fuck him right here in your bed."

That was all it took.

My orgasm exploded inside of me as my cock jerked and twitched inside her hand, shooting the cum out from my balls and all over my stomach and chest.

Emma smiled at me and licked off the remnants of cum that she had gotten on her fingers when I had ejaculated.

"Have a good day, Isaac," she said to me with a kiss before standing, turning, and heading towards the door. "I'll see you at school tomorrow."

And, once again, she was gone, leaving me a rather large mess to deal with.