“Is there still cum leaking out of my butthole?” she asked.
“Yeah,” I laughed. “A fair amount, really. I guess we both came a lot.”
“That’s so hot,” Madison said. “Jordan, feel free to shoot a load inside me whenever you come over, honestly.”
“Holy shit, really?” Jordan asked.
“Yeah,” Madison said. “If it isn’t obvious, I very much enjoy being butt-fucked, and I especially like it when guys cum in my ass, apparently.”
“Good deal,” I laughed.
Madison glanced at me. “How’d it feel to finally fuck my butt, Brian? Was my butthole as tight as you imagined?” She giggled.
“Honestly, it was fucking incredible,” I said. “You were so tight. I’m shocked I lasted more than a few seconds.
“Agreed,” Jordan said.
“What about you?” I asked. “Was anal as good as you imagined?”
“Oh yeah,” Madison said. “Fuck yes it was. I can officially say that I love taking cock up my ass.”
“Lucky me,” I grinned.
We just chilled for another couple minutes, not really saying much. After a little bit, Jordan broke the silence.
“Y’all mind if I shower real quick?” Jordan asked. “I have a change of clothes in my backpack. I’ll probably call an Uber right before I get in.”
“Sure,” I said. “Just grab yourself a towel from the linen closet in the hallway, you know where it is.”
Jordan nodded. He grabbed up his clothes and dashed into the hallway, quickly grabbing a bath towel before ducking into the bathroom. Madison and I heard the shower turn on. She grabbed her phone and started browsing, but otherwise stayed laying on her back as she was. The sight of her legs spread like that with her pussy on full-display and her abused little asshole clearly visible was honestly making me hard again, despite the fact that I must’ve had three or four orgasms by now.
Madison glanced over at me and saw me staring at her ass. Her eyes darted to my cock and she giggled at the sight of me being hard again already.
“If you wanna have another go, be my guest,” Madison said.
“Can you roll onto your stomach?” I asked.
Madison nodded and adjusted herself so that she was laying flat on her stomach. I grabbed the bottle of lube and scooted over to her. I used one hand to spread her ass cheeks while I squirted some lube onto her asshole with the other. I shifted again so that I was standing on my knees, straddling her ass. I spread her ass enough to align my cockhead with her asshole.
“Ready?” I asked.
“Yep,” Madison said. She was still browsing her phone, clearly more than happy to let me use her asshole to get off again since I was still horny.
I thrust forward and sank my cock into her asshole, which gave very little resistance this time around. Madison moaned softly as I immediately began to fuck her. I had no intention of making this last. I just enjoyed the feeling of her butthole gripping my cock. I thrust my cock all the way inside her and stopped fucking her long enough to squeeze both of her asscheeks. Then I braced myself on one arm and resumed pounding her ass while I squeezed her buttcheeks with my free hand. I gave her a good spank and began to fuck her harder. With each thrust my cock plunged deep inside her ass. I fucked her hard and fast for another two minutes before I climaxed.
“Fuck,” I grunted. “I’m gonna cum again.”
I sank my cock inside her and gripped her ass as I began to ejaculate inside her. Madison actually moaned softly as I filled her butt for the second time tonight. I didn’t cum as much as I did the first time, but she still got another sizable load in her bottom — the third one of the evening.
Once my orgasm finished, I slid my cock out of her ass and collapsed on the bed next to her.
“Thanks for that,” I chuckled.
“My pleasure,” Madison giggled. “You’re welcome to use my ass whenever you want too, as long as I’m not busy. Except for right now — I think my butthole needs a bit of a break. Just for a little while, at least.”
“That’s fucking awesome,” I laughed. “Thanks.”
I laid there with my eyes closed until Jordan came into the room. “Alright y’all, I finished showering and my Uber is gonna be here in two minutes. I’ll catch you next weekend if not later this week, Brian. And it was nice meeting you, Madison,” he said.
“I’d get up and hug you, but I’m kind of gross at the moment,” Madison laughed. “It was great meeting you too though.”
Jordan laughed. “No worries, I’ll see y’all later.” He closed the door behind him and went upstairs.
“See ya,” I called after him.
I closed my eyes again. I was ready for a nap, as was Madison, apparently. She turned her phone off and laid next to me, closing her eyes too. It wasn’t long before we were both asleep, laying naked on Ashley’s bed, with my cum still dripping out of Madison’s ass.
We awoke maybe three hours later. Ashley would be home in less than an hour, most likely. Alyssa would be here shortly after that. I was the first to wake up. I grabbed my phone and saw I had several missed texts from Ashley. I groggily typed out a response and hit send.
I put my phone down and slowly sat up so as not to disturb Madison, who was still asleep. She was laying on her stomach with her arms folded beneath her head. She looked so peaceful, which was almost funny considering this same girl just let her sister’s boyfriend and his best friend take turns fucking her in the ass. I traced the length of her naked body with my eyes, starting with her feet, running up her calves and her thighs. I paused and admired her ass for a moment. Part of me couldn’t believe that I had pumped several loads into that big butt of hers just a few hours prior. I ran my eyes up her back and paused to admire her face. She really was quite beautiful; she had pretty eyelashes and gorgeous hair. She looked a lot like her sister.
I spent another few minutes sitting there in silence, not really thinking about anything. I guess I was mostly just processing the events from earlier in the evening. To be clear, there were no regrets on my end. Tonight was easily one of the hottest experiences of my life to date, and I think Jordan felt similarly. I made a mental note to check in with him tomorrow after he had some time to process what happened. But as I believe I’ve mentioned several times now, he and Kristen have an open relationship of sorts, so I doubt there would be any issues from him (or Kristen for that matter). Plus I don’t know if Kristen is a big fan of anal or not (she could be for all I know), but if not, then I’m sure she’d be happy that Jordan could fulfill his “anal desires” elsewhere.
My phone buzzed. I picked it up and checked the notification; Ashley would be home in about twenty minutes or so. As I was typing out my response, Madison stirred a bit and then woke up. She opened her eyes and blinked twice before stretching and yawning.
“Hey Brian,” she said sleepily. “What time is it?”
“Nine thirty-five,” I said. “Ashley will be home soon, like twenty minutes or so.”
She sat up and rubbed her eyes gently. “I need a shower.”
“Me too,” I chuckled.
“Do you wanna join me?”
“Of course.”
I grabbed some clothes from my backpack, along with my phone, and followed Madison to the bathroom. I locked the door behind me, but realized Ashley might get back before we finished showering, so I unlocked the door. Madison stood in front of the mirror. I came and stood next to her. Our eyes scanned over our naked bodies.