Read Story: SEASON 1 EPISODE 34
"No," she laughed. Then she grinned at me. "I kept my promise from last night."
"Did you now?" returned her excited grin.
"Mhmmm. And obviously I recruited Ashley for help. She came in here and at first, we just masturbated together."
"Right" My dick was already leaking precum in my boxers. I don't think I'll ever stop getting ridiculously turned on by my girlfriend and her sister masturbating together..
"And then when I decided I was ready, we discovered that the positioning was a little awkward. Like I couldn't easily prop myself up to comfortably rub my clit and touch my butt at the same time, which is what Ashley suggested I should do. It just wasn't particularly comfortable."
"Sure," I said. I guess I understood what she was saying. I mean, don't think it would've been particularly difficult to get a finger in her ass while she masturbated, but I imagine she was nervous and whatnot.
"So Ashley offered to play with my butt herself so I could focus on rubbing my clit and being comfy."
My jaw dropped. "And did she?"
Madison just smiled and nodded.
"Ho-ly shit," I said. My girlfriend actually fingered her sister's asshole! Or at least, I assumed she did. Madison hadn't explicitly said that yet.
"Yeah, it was admittedly pretty awesome," Madison said. She was all smiles right now. "At first, she just rubbed the outside of my butthole. Once I was ready though, she stuck her finger inside me."
"Did you like how it felt?" I asked. My cock was throbbing at this point. I wish I had been there to see this. Ashley fingering Madison's asshole? Holy fuck.
Madison nodded. "Yeah. It was a little weird at first for sure, but I got used to it pretty quickly. I actually had Ashley put a second finger Inside me. Now that really felt good."
"Two felt better than one, eh?" I asked, amused. "Seems like your 'poor little butthole' can handle more than you thought."
Madison laughed. "I guess so. Ashley said it took her way longer to start enjoying the feeling than it took me." She shrugged. "I thought it was great."
"I have to ask, did the fact that your own sister was the one, you know, fingering your ass make it better or hotter or whatever?"
"Yes," Madison said, blushing. "Fooling around with Ashley feels so dirty and so wrong. That makes it a lot hotter."
"I mean, I agree," I said, shrugging. "So is that all the details you have for me then?"
"Basically," Madison said. "She did, like, actually finger-fuck me. She didn't just leave her fingers inside me without moving them or anything."
"Jesus," I said. "I really wish I was there to see that."
"Yeah, it must've been quite a sight to behold," she giggled.
"Did you come?" I asked with a slight grin.
"Yeah, it felt great," she said with a smile. "Aren't you proud of me? I managed to have two fingers in my butt!"
I laughed. "Yes Madison, I'm proud of you. She laughed with me.
She let out a sigh and then was silent.
"I guess I've gotten you pretty worked up, huh?" she asked after a moment. She was looking at the large bulge in my boxers.
"I'd say so, yeah," I chuckled.
She blushed and then looked back down at my bulge. "Isn't it a little unfair that I'm sittin' here naked and you've still got underwear on?"
"Y'know, I do see your point," said, playing along. "You reckon I should take these off?"
"Well, it would only be fair," she said.
I smirked. "I suppose you're right." I stood up and hooked my thumbs into my boxers, sliding them down off my legs, allowing my cock to spring free. I kicked them off my feet, and they settled in a clump behind where I was sitting. I stayed standing for a in a clump behind where I was sitting. I stayed standing for a moment, letting Madison get a good look at my cock. She looked at it hungrily.
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