Want to support CHYOA?
Disable your Ad Blocker! Thanks :)

Chapter 4 by tcorbett691 tcorbett691

What does Act 2 involve?

One more hole to explore

She got up and walked to the bedroom though she was having trouble standing much less walking. My eyes zoomed in on that butt plug, again, and we followed her to her bedroom. There, she laid on the bed with her ass at the edge hanging slightly off while holding her legs back.

"So, what's with the butt plug?" I asked.

"Isn't it obvious? I've had it in all night to open my asshole a little. I doubt it's enough but I've got a bottle of lube on the nightstand."

"Are you saying what I think you're saying?!"

"Yes, John. I want you to fuck my virgin asshole. But use plenty of lube! And when I tell you to stop, you have to stop." I looked over at the night stand and sure enough there was a bottle of lube. I grabbed it an applied a generous amount to my cock. Then, I grabbed the jewel and slowly pulled it out of her ass. "Aah," she moaned pleasurably. Then, I put the head of my cock against her asshole and pushed until it popped in. "Ah! Okay, go slooooow!" I nodded and slowly pushed my cock in a few inches.

"Fuuuuuck, this is the tightest hole I've ever been in!" I'd always wanted to try anal but no one I'd dated had been willing.

"Before today, the only thing that had ever been in there was my finger and tonight that plug. Oooooh, and now a big, black cock!" Once I bottomed out, she rested her legs on my shoulders. "Give me a minute, okay?" She clearly looked uncomfortable.

"Are you okay?"

"Yeah, I'm fine. I just need to get used to it." After staying like that a few moments, she smiled, though I could tell it was ****. "Okay, you can move now." I pulled nearly all the way out and then slowly pushed back in. "Ohhhhh!" Then, I did it, again. "Ohhhhhh!" I kept fucking her ass with these long, slow strokes until I noticed a change in the tone of her moans. "Ahhhh! Ahhhhh!"

"How are you feeling?"

"It's starting to--Ahhhhh! Feel...good! Maybe go...faster?" With that, I started to move faster while not going out as much. "Ahhhh! Ahhhh!" Soon, I was thrusting hard and fast. "Ah! Ah! Yes! Oh god, fuck me!" Her tits were bouncing crazy and I couldn't stop looking at them. I never wanted this to end but I knew that eventually I'd hit my limit and then I'd fill her ass with-- "Stop! Stop!"

I managed to stop myself. "Is something wrong?"

"No, no, I just didn't want you to cum yet. And now it's Steve's turn." I had completely forgotten that Steve was there watching this whole time. While clearly disappointed, I managed to slowly pull out of her ass. "Ohhhhhh!" Then, she surprised me by sliding off the bed and taking my cock into her mouth.

"Oh shit!" The shock of her going ass-to-mouth unexpectedly nearly made me cum right then but she only sucked it for a few seconds.

"I wanted to taste my ass on your cock! Doesn't really taste that different but that was hot at least, right?"

"Y-yeah."

"Okay Steve, I want you to lube up and lie down on the bed."

"I was really hoping you'd give me a turn with your ass, too!" Steve said as he lubed up his cock and then laid on the bed.

"Of course. I wasn't going to leave you out." Then, she turned facing away from him and shook her ass. "Are you ready to be the second cock to be in this ass?"

"You know I am!"

"Then, hold your cock up for me." He grabbed his cock and she climbed into bed. Facing him, she straddled him and placed the head of his cock against her asshole. Then, she started to push down until the head popped in. "Oh! Oh fuck!" She lost her balance and fell into his lap driving his cock balls deep. "Jesus Christ, not all at once!"

"Oh fuck!"

"Don't move! Just... Just give me a minute." While Steve's cock wasn't bigger than mine, I had gone into her ass slowly and gradually. And even though I had just been fucking her ass hard and fast, this was still only her second time taking a cock in her ass so she definitely wasn't ready to take his all at once like that. Steve grabbed her tits and started massaging them which seemed to calm her down because she started to move. "Ohhhh! Ohhhh! Ohhhh, fuck!" She started moving up and down slowly but soon sped up till she was bouncing on his cock. "Yes! Oh fuck, yes! I love getting my ass fucked!" It was so hot watching her but I really wished it was me she was riding! I wanted to jack off but I didn't want to cum yet since I was hoping there'd be another round.

Suddenly, Mary arched her back, crossed her eyes, and let out a loud "Ohhhhhhhhhhhh!" before falling forward. Steve's cock popped out of her ass which is probably a good thing. Mary's whole body was shaking and I'm sure being inside her during that would have sent me over the edge.

"Hey, you okay?" Steve asked.

"Huh? Y-yeah. I just...never came that hard before. You didn't cum, did you?"

"No, I managed not to."

"Okay, good. Stay right there." She turned around and took his cock into her mouth like she did me.

"Fuuuuck!"

"Still doesn't really taste any different but it's still hot. Now, hold my hips this time." She moved back over him but facing away this time. Then with him holding her hips, she lowered her ass back onto his cock. I was about to object when she laid back and spread her legs. "For our next act, I want both of you at once!" With that, I got in bed and slid my cock into her waiting pussy. "Oh my god! I feel so full!" She was even tighter than before I assumed due to already having a cock in her ass but she was super wet. I started to thrust into her with Steve thrusting from below and eventually we found a good rhythm. Mary's eyes looked completely unfocused and the only thing that came out of her mouth was loud moans. Soon, her moans got louder and louder till she came, again. I pulled out and Steve managed to not cum yet.

"Hey Mary, are you still with us?" I asked as I gave her shoulders a shake. That snapped her out of her orgasmic bliss.

"That...was...incredible! Let's do it again but change it up a bit." She got up and flipped over so that Steve was in her pussy. Then, I slid into her ass. "Ohhhhh! Try not to cum, okay? Save that for the finale." I really didn't know if that was going to be possible. Her tight ass felt amazing. Maybe even better than her pussy. Either way, we started thrusting into her, again. This time she didn't get as overwhelmed as, instead of moans, a stream of dirty talk came out of her mouth. "Oh god, yes! Fuck my pussy! Fuck my ass! Fuck me!" But even that soon turned into her saying "Fuck me" over and over again. "Fuck me, fuck me, fuck me, fuck me!" I knew I was close to my limit but I kept going.

Just then, she said, "Stop! Stop! Pull out, John!" Very confused, I pulled out of her ass. "Roll us over, Steve! It's time for the finale!" They rolled over so that he was on top. Then, she wrapped her legs around him and he started to pound her. "Yes! Yes! Fuck me! I'm gonna cum! I'm cumming! Ahhhhhhhh!"

"Fuuuuuuuuuck!" I watched as Steve hilted his cock and shot his load deep inside her.

They lay there panting for a few moments and then she said, "Okay, you've had your fun. It's John's turn." Steve slowly pulled his not soft cock out of her and when he moved off the bed I could see the massive creampie he left in her pussy. I wasn't looking forward to having sloppy seconds but I still wanted to cum inside her. But then, she surprised me by getting in a downward facing dog position and spreading her ass. "John, you did take my anal virginity so it's only right that you be the first guy to cum in my ass!" Without hesitation, I got behind her and slid into her ass. She propped herself up on her elbows and I grabbed her tits before starting to thrust hard and fast. "Yes! Fuck my ass! Fuck me like the dirty, anal slut I am! Use me like your personal whore, John! Oh fuck yes!" That encouraged me to go over faster! "Yes, yes, yes! Fuck me, fuck me, fuck MEEEEEEEEEEEEE!" She actually came, again, and her convulsing asshole pushed me way over the edge. With a loud groan, I shot what felt like gallons of cum into her ass.

Completely spent and exhausted, I pulled out of her and rolled onto my back. She rolled over and laid next to me. "Oh wow, I've never had this much cum inside me before. Like in either hole!"

"Oh shit, I'm sorry!" Steve said as he sat up with a look of concern. I had been so focused on Mary that I forgot Steve was laying on the other side of the bed that whole time. "I was just so close that I didn't even think about pulling out!"

"What? Oh, it's okay. I got back on the pill last month."

"Wow, you really had been planning this for awhile," I said.

"Well yeah. I was determined to fuck at least one of you once the divorce was final. And I started taking the pill early just in case I wasn't able to wait. I'm glad I did, though. Tonight was fucking amazing!"

"So, what all did you cross off your sexual bucketlist?" I asked.

"My first threesome. First black cock. First tit fuck. First skull fuck. First anal. First ass-to-mouth. First double penetration. First anal creampie. Oh, ads first anal orgasm! Fuck, I lost track of the number of times I came. ...You two are spent, right?"

"Yeah," Steve said as he looked down at his soft cock.

"Definitely," I said doing the same.

"Oh well. You don't mind spending the night, do you? There's some stuff I want to talk to you about in the morning." With that, we got under the covers together still naked and with cum leaking out of both of her holes. Then, she gave us both a goodnight kiss, turned off the light, and went to sleep. Quickly, exhaustion set in and I drifted off to sleep, too.

What does she want to talk about?

Want to support CHYOA?
Disable your Ad Blocker! Thanks :)