Madison reached over and lifted my soft penis up with her index finger. “This might be the first time tonight that you aren’t hard,” Madison giggled.
I laughed. “Oh, I imagine he’ll perk up soon.”
I decided to take the opportunity to brush my teeth. (I kept a toothbrush at Ashley’s house as I stay over frequently.) Madison followed suit.
“How are you feeling?” I asked after we had both spit out our toothpaste.
“Fine,” Madison asked. “Physically, that is. Mentally I am also fine, though. You?”
“More than fine,” I grinned. “Tonight was pretty great.”
“Yeah, it was,” Madison giggled. “I’ve wanted that for a long time.”
“Me too,” I said.
“Honestly, I wish you weren’t limited to fucking me in the ass,” Madison sighed.
“Yeah?” I chucked. It was still amusing to see Madison speaking in such a brazen fashion, given I originally knew her as Ashley’s shy little sister. I suppose that version of Madison was long gone though. That Madison wouldn’t have let her sister’s boyfriend and his best friend take turns cumming in her ass, of course.
“Yeah,” Madison said. “I haven’t been fucked like that in a long time. It would feel so good.”
I nodded in agreement. “Yeah, it’d be pretty great.”
“And it’d be so dirty, y’know? My older sister’s boyfriend fucking my pussy. God.”
“Yeah,” I said. My cock was rapidly getting hard again. “But to be fair, taking my cock in your ass is pretty fuckin’ dirty.”
“That’s true,” Madison laughed. “And letting your best friend fuck me in the ass is also pretty wild.”
“I have to ask,” I said, hesitantly. “What would Alyssa think of all this?”
“She wouldn’t be happy,” Madison said grimly. “Honestly, she was so turned on by you and Ashely having sex that one night. If I had just been open about this from the beginning, I bet she would’ve been on-board.”
“Yeah,” I said softly. “You’re probably right.”
“But I actually don’t think she’d be too upset.”
“Really?”
“Yeah,” she sighed again. “Obviously both she and I are bi, right?”
“Mhm,” I said. I was quickly typing out a message to Ashley that Madison and I were about to shower, and we’d probably still be in the shower when she got back. As we talked, I walked over to the shower and turned it on. Madison followed, and once the water was warm enough, we got in together.
“So she actually has a couple of guys she hooks up with sometimes,” Madison said softly.
“What? Really?” I was a bit shocked by this.
“Yeah,” Madison said. “Before we started dating, she explained that, although she’s attracted to both guys and girls, it’s hard for her to be completely satisfied sexually without dick, basically.”
“Wow, okay,” I said.
“She told me that, if she and I dated, she would want to still hook up with these two friends with benefits that she had. And to be clear, she didn’t force me into agreeing with her. Like she wasn’t manipulative. She said that she completely understood if that made me uncomfortable, but that she didn’t want to be sexually exclusive in that respect. And she said that I was obviously allowed to have one or two friends with benefits of my own.”
“How often do they hook up?” I asked.
“I’m not sure,” Madison said. “We don’t talk about too much. She’d tell me if I asked, and admittedly it’s a bit of a turn-on to imagine her getting fucked by some guy for reasons I don’t care to explore right now, but I usually just don’t ask her about it.”
“I see,” I said. “So you don’t think she really would’ve cared if you had wanted to hook up with me?”
“Right,” Madison said. “I mean, obviously it’s more than a little weird, given you’re my sister’s boyfriend. But I doubt that Alyssa would have cared too much. It might have even been a turn-on for her the way it is for me.”
“Why didn’t you tell her then?”
“I don’t know. Maybe I’m just used to not talking about this kind of thing with her. But obviously that doesn’t make any sense.”
“Right,” I said. “And I guess she’s open to you and Ashley messing around?”
“Well, yeah,” Madison said. She was shampooing her hair at this point while I was washing my body. “I mean, we all fooled around that one night a few weeks ago. And I think everyone knows what the expectations for tonight are.”
“But she doesn’t know that you and Ashley have had sex, or whatever, aside from that one night?”
“Right,” Madison sighed. “I’m gonna talk to her after tonight, assuming everything goes well.”
“About what?”
“I just want to be transparent with her going forward, at least. Like I want her to know that Ashley and I have sex and you and I have sex.”
“Makes sense,” I said. I also thought Madison should come forward and be honest about how she was already hooking up with Ashley and I regularly, but I didn’t say anything about that. Not yet, at least.
“And I also want to make it clear that she’s welcome to hook up with you and Ashley one-on-one, like without me there, as well, of course. It’d be more fair that way.”
I chuckled. “Do you think she wants to do that?”
“Well, I’m not completely sure,” Madison said. “But she has said that she thinks Ashley is super hot. And she’s very much into you as well. I don’t know if she actually wants to fuck you guys or not though.”
“Wow,” I grinned. “That’s good enough for me. We’ll see what happens, I guess.”
“Yep,” Madison said. She had finished washing her hair and was almost done washing her body. I was done.
I was about to step out of the shower when I heard the door open and then quickly shut. My heart skipped a beat, but I knew it must’ve been Ashley.
“Hey guys,” she said. Indeed, it was Ashley.
“Hey,” Madison said.
“Hey baby,” I said, peaking my head out from behind the shower curtain. Ashley smiled and came up to give me a quick kiss.
“It sounds like y’all have had a fun evening,” Ashley said, grinning. She was stripping off her clothes as she talked.
“Uh, yeah,” I laughed.
“It was pretty great,” Madison said.
“Well, I hope you guys are still horny enough for tonight,” Ashley giggled. She was completely naked now.
I stepped out of the shower. “I’m done, you can get in if you want.”
Ashley quickly handed me a towel as I was dripping everywhere before joining Madison in the shower.
“I mean, I’m never not horny,” I laughed.
“Me too, honestly,” Madison said.
Suddenly there was a loud SMACK followed by a series of giggles from both sisters.
“What happened?” I asked.
“Ashley just slapped my butt,” Madison said, still giggling.
I pulled back the external shower curtain (like, the one on the outside of the shower; there are two), which was opaque. The inner shower curtain was translucent so I could see them in the shower. Madison was closest to the shower head, and she was facing away from Ashley. Ashley’s nipples were hard.
“Good idea, Brian,” Ashley said, referring to me moving the shower curtain out of the way so I could see.
Ashley reached down and squeezed her sister’s ass. Madison bit her lip. Ashley stepped in close and pressed her naked body against her sister. Madison could feel Ashley’s hard nipples pressed up against her, especially because of Ashley’s piercings.
Ashley maintained her grip on Madison’s ass as she leaned in and whispered in her ear, “I hear you let my boyfriend fuck you in the ass tonight, huh?”