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

Chapter 11 by OppositeOfMiddle OppositeOfMiddle

What do I want to do?

Sleep with Phoebe

“I haven’t thought of that yet. I was concentrating on the set up,” I say. “I guess my room will be taken up by them.”

Phoebe says, “There will be room in my bed if you want to join me after you set them up.” She squeezes my dick, and then walks out of the bathroom. I watch her ass in the mirror.

Now the tricky part of this whole thing: I have to convince my wife to sleep with my friend. I join Monica in the bedroom. She is already ready for bed. She’s wearing a T-shirt and underwear. She has taken out her contacts and is wearing glasses.

I’m still drunk from all the whiskey and have the courage to ask, “What do you think about making Joey’s fantasy come true tonight?”

“The one where he walks in and I’m tied up to the bed?” She asks.

“Yes that one.”

“I’m in. But how are you going to tie me up?”

I show her the handcuffs.

Monica smiles, “You are a sneaky, sexy man. Yes. I’ll do it, as long as you’re okay with it.”

“I’m the one who brought it up,” I say. “So I’m cool with it. But according to his fantasy, you would be wearing sexy lingerie. I think you look sexy as you are, but did you bring anything like that?”

Monica shyly smiles. “I did bring a little something to wear for you. But it got so late I didn’t feel like putting it on tonight. But I will now.”

She goes to her travel bag, and pulls out a few items. She tosses some lacy black underwear on the bed, black stockings and a black corset. She asks, “Think these will fulfill his fantasy?”

I say, “I’m not sure what type of lingerie he imagined you in, but he won’t remember it once he sees you in this.”

My wife changes into her sexy outfit. She looks incredible. My dick has gotten hard just watching her. She lays back on the bed. “Okay. I’m ready. Tie me up.”

I handcuff her to the bed. She looks so sexy. I bend down and kiss her. She kisses back passionately.

I text Joey: “Can you come to my room right now? I need some help.”

I slip out the door, and quickly walk to the kitchen. The house is pretty dark, but I see Joey come out of his room and walk to my room which is the next door over. Our rooms share a wall. He enters my room and closes the door. I move and go into his room.

Phoebe is in bed under the covers. I say, “He’s in there. I wonder how long it will take.”

She says, “Knowing Joey, all night. You might has well get in bed with me. We can get some sleep.”

“You think he’s going to sleep in there?” I ask.

“Yes, I told him to. Before he left the room, I said he can fuck Monica tonight, but he has to sleep in there. So he probably wasn’t totally surprised when he walked into your room. By the way, this bed has a no clothes policy, so you’ll have to strip nude before you get in.”

I take off my clothes. I turn my back to Phoebe before I take off my pants. She says, “Woo what a nice ass. And you better turn around. You’re not hiding your penis from me. I hope it’s not shy.”

I look down at my penis. It’s still a little engorged from the excitement of seeing Monica change into her lingerie. I turn around and then get into bed. Phoebe says, “Now that’s a fat cock. At least he won’t be a total shock to Monica’s vagina when Joey fucks her.”

“Does he have a big cock?” I ask?

“Oh yeah. He’s really big. Shhh. Listen. I think I can hear Monica.”

We lay there listening. I can hear some moaning through the wall. “Sounds like they’ve started the fun.” I say.

Phoebe reaches over and grabs my dick beneath the blankets. “We can have some fun too.”

In response, I reach over and slide my hand down her stomach. My fingers graze through her pubic hair. I part her pussy lips and insert the tip of my middle finger. She moans slightly. She takes my hand off my dick and brings it up to her mouth to spit on it. She then brings her lubricated hand back down to my cock, and starts stroking me.

We pleasure each other as we listen to my wife’s moans. I ask, “What do you think he's doing to her right now?”

She responds, “He’s definitely eating her out. He needs to make sure she’s dripping wet before he puts her cock in her. Did she have anything sexy to wear tonight? I was worried she didn’t. I didn’t bring any lingerie.”

“Surprisingly she did have something. She looked so sexy. I was about to say ‘Fuck Joey’s fantasy’ and have my way with her. But I didn’t want to ruin our plan, and I remembered how sexy your ass was.”

She laughs. “I knew you were checking out my ass! You should feel it. Give me a little ass massage.” She lets go of my dick and rolls over onto her stomach. I straddle her legs and massage he ass cheeks with both my hands. Phoebe emits soft signs of pleasure. She says, “I don’t hear her moaning anymore. He must have his cock stuffed down her throat.”

I spread her cheeks and guide my cock into her wet pussy. She moans, “Oh fuck yes Chandler. Mmm you feel so good.”

I slowly start to fuck her prone body. She feels so tight keeping her legs close together, I can’t get all of my cock in her. I just enjoy the feeling of her pussy on my cock head while I continue to massage her ass.

We hear a loud scream come from the next room. Phoebe says, “He just put it in her.” I thrust harder driving my cock deeper into her. Phoebe moans loudly, so loud that if Monica and Joey were listening, they’d be able to hear her. Monica and Phoebe become a choir of moans of pleasure. The more I can hear my wife through the wall, the harder I fuck Phoebe.

I grab Phoebe’s hips and pull them up more, allowing my cock to penetrate deeper into her pussy. I maneuver one hand so I can massage her clit while I fuck her. Phoebe is loving it and screaming, “Oh fuck Chandler! Yes. You’re going to make me come so hard.” She comes loudly. I pull out before I come in her pussy.

If Ross and Rachel are still sleeping, that yell probably woke them up. Both bedrooms are loud with grunts and moans. I hear Joey loudly say, “Open your mouth bitch. I’m going to come all over your face.”

I stop and listening as he moans. A moment later I hear my phone vibrate. I grab it from my pants. It’s a picture of my wife’s face. Covered in cum. Phoebe says, “Let me see.” I show her. “Oh fuck that’s hot. Have you cum yet?”

“No not yet. I’m really close though,” I say.

She jumps off the bed and grabs some lube from her bag. I want you to put it in my ass and take a picture to send to him. Then cum in me, and take a picture of the cum leaking out of asshole.”

She puts rubs some lube on my cock. Then bends over the bed and takes her lubed finger and sticks it up her asshole. She moved it in and out then sticks a second finger me. She says, “Okay. Put it in me.”

I put my cock into her asshole and push in. Her ass is tight. When I’m about halfway in, I spread her cheeks and take a picture. I send it to Joey with the caption “Your wife said her asshole was feeling too tight tonight.”

I put the phone down and fuck her tight ass. I don’t last more than a minute. When I’m about to come, I take all of my cock out except for the head. I orgasm and pump my cum into her asshole. I make sure a little in on the outside before I take the second picture.

I text, “Don’t worry. I took care of it for her.”

Phoebe says, “Oh fuck that was hot. I hope you don’t think I’m a dirty skank if I fall asleep without showering. I just get so tired after good sex.”

I say, “You’re cool. I’m going to shower though. But I’ll be back to sleep, so leave some space for me.”

I grab a towel and head for the bathroom. As I’m walking through the living room, I hear a door open. Joey pops his head out. “Hey Chandler.”

What does Joey want?

  • No further chapters
Want to support CHYOA?
Disable your Ad Blocker! Thanks :)