Yes

As soon as you say yes, Alyssa smiles and sucks your ballsack into her mouth. It. Feels. Amazing. After being blue balled so much, you're desperate for any kind of release. Sid just smiles, and goes behind the chair you're in. His cock, now red-ish and spent, is just in your side view.

Sid: "I'm so glad you can finally see reason, Matt. Alyssa needs me to feel satisfied sexually, and you've given her permission to fulfill her needs whenever she wants."

Alyssa pops your balls out of her mouth, and says: "I...honestly didn't think you would say yes....but....thanks...."

You: "w....what?"

Alyssa: "y...yeah. I was worried that I was cheating on you, so Sid told me to say those things, and....if you said yes, then you were fine with it...."

Sid: "You've got yourself a wonderful girlfriend there, Matt. She was so worried about losing you, she was ready to give up everything we worked for."

You: "wai..." but before you say anything, Alyssa takes your balls in her mouth again, and really starts sucking. All you can do is moan and drool, desperate for the release.

Sid: "But now....she doesn't have to worry. Once you cum into the cage, you're the cuckold of the house, officially."

It doesn't take long after Sid let's go of the last word of that sentence before you erupt. But it doesn't feel as good as it normally does, the cum just kind of leaks out instead of being pushed out by the erection, likely because you can't even get hard.

You: "ooooohhhhhh......fuuuuckkk....."

Alyssa: "That's it, baby.....you like getting milked....?"

You: "yeeees...." you say as you breathe heavy. The situation is...strange to say the least. All three of you naked, Sid's hand on your shoulder and his cock swinging in your peripheral, and your fiancée on her knees in front of you, smiling as she licks up your cum.

Alyssa: "oh....it...tastes different than Sid's cum...."

You: "...hm?"

Sid: "If you like mine better, just spit Matt's cum out. He'll clean it up."

Alyssa spits your cum out on to the chair, that's gonna be a bitch to clean up: "Sorry, babe. It has such a weird taste...."

You: "o...okay..."

Sid: "Hope you enjoyed it, cuck. You get one in a month. IF Alyssa is in the mood."

You: "What...? why?!"

Sid: "Gotta keep you on your toes, bud. Plus, it's just extra incentive for you to get the wedding preparations in order. Then the cage can come off..."

Alyssa: "Please clean this up, babe. Sid and I will put on a movie...."

As you clean the cum off the chair, you can see Sid and Alyssa cuddle up naked on the sofa. After you're done, you go to Alyssa's side to cuddle her too.

Sid: "I'm hungry after fucking Alyssa, Matt. Mind fetching something to eat?"

Alyssa: "oooh, I could eat..."

You: "Fine....I'll order takeout for home delivery..." so you stand up and find your phone, leaving them to cuddle to the movie. After ordering some food, you go back to the sofa to cuddle Alyssa. But before you can sit down, Sid says: "Cucks sit on the floor, Matt."

You: "It's my apartment, Sid...."

Sid: "And you're paying me to cuck you, so sit on the floor."

You: "I thought I was paying you for...."

Sid: "....advanced sex lessons, yeah. Welcome to them. It's not just Alyssa that needs to learn, it's you too. Sit."

You: "No!"

Alyssa: "Babe, just sit, you're ruining the movie...."

Pissed, you sit on the floor in front of Sid and Alyssa and try to enjoy the movie. In twenty minutes, the door rings. No one get's up.

You: "Guess...I'll get dressed and get it..."

Sid: "You're fully dressed as far as I'm concerned...."

You: "You don't expect me to...."

Sid: "Alyssa has increased her confidence through these lessons, you need more confidence too, answer the door like this."

Alyssa: "Be brave, baby..."

Slowly, you approach the door. Your heart is beating a mile a minute, and, strangely, your cock is getting aroused again. Not believing what the hell you're doing, you actually open the door, and let the driver see you.

Driver: "Eveni....woah...what the fuck, dude!"

You: "Sorry! I...uh, didn't have time to get dressed...."

Driver: "hahaha, what's that on your cock...?"

At that moment Sid opens the door further, also revealing his naked body to the driver.

Sid: "It's a chastity cage, he wears it because his fiancée and him are not having sex until marriage."

Driver: "heh...okay....so you're nudists....that'll be $59.50..."

Sid: "You know what, Matt? This is on me, fetch my cash in the bedroom..."

You turn face and walk quickly to the bedroom, and to your horror, Sid invites the driver in. "While he gets the cash, please make yourself comfortable in the living room." but....Alyssa is in the living room, naked! What if he sees her? You try not to think about it and hurry to get the cash from the bedroom. When you get to the nightstand, it isn't there.

You: "SID? Where's the cash? It's not where I left it..."

Sid: "Oh, maybe it's in one of the bags still...."

After a minute of searching, you still can't find the money. Panicking because there's a strange delivery driver in the living room with your naked fiancée, you hurry to the living room to check on them. Sid is sitting on the sofa with the cash in his hands. The driver is in the chair, looking down, you can't see his legs, he must be looking at the food.

Sid: "Nevermind, I found it...but we don't need it..."

You: "What? Why...?"

As you walk into the living room, you can see what the driver was looking at, his pants are down and Alyssa's mouth is wrapped around his cock! You gasp in shock. You've never gasped before, it was weird, but totally warranted.

Sid: "Tony here was fine with taking payment in another form..."

You: "Alyssa! What the fuck...."

Sid: "Don't blame her, I told her to do this. I also told her to say this...:"

Alyssa sucks Tony's cock up to the head and pops it out of her mouth and says: "Shut up....cuck....and get me....a condom....." then she starts sucking Tony's cock again....

You: "You're gonna fuck him??"

Sid: "Alyssa needs more experience with men before marrying you, Matt. This is a prime opportunity. You should hurry."

You: "Dude...just go away, I'll pay you double...."

Tony: "No way man....I'm not gonna miss this opportunity...."

Then Tony just moans when this gorgeous, sexy young woman goes down on him again. He is pretty young himself, about 20-22 or so. Alyssa stops sucking him for a moment and goes on her back on the carpet in front of the TV, splays her legs and says in her most sensual tone: "Fuck me, Tony....fuck my pussy...."

It seems it really is up to you to make sure Tony puts on a condom, so you run to the guest room, where you moved all your condoms after Sid and Alyssa took over your room. After getting back to the living room with a condom in your hand, you can see Tony has undressed completely, revealing a pretty jacked physique. His muscles are toned, and you can see his abs. He has placed himself between Alyssa's thighs, his erect cock just resting on her pussy folds, grinding back and forth in tiny motions.

You: "h....here..."

Tony takes the condom from you: "Thanks...but...I don't know how to put this on....I'm a virgin...."

Sid: "Matt, help him out...."

You: "What?"

Sid: "Put the condom on Tony....or I'll allow him to fuck her raw...."

Not wanting yet another man to cum in her unprotected pussy, especially this virile, young man, you oblige. Taking your spot behind Tony, ripping open the condom, and gently placing his cock inside the condom, leaving enough space at the top for his....cum. Tony's cock is....quite large, the condoms barely fit him, and they were big on you. Sid's cock is larger, still, but this is putting your own dick into quite the perspective.

"Thanks...." Tony says as he tries to line his cock up to Alyssa's pussy entrance, but he fumbles and can't quite get it in.

Sid: "Help him out, Matt..."

You look at Sid and realize you have no choice, so you again take hold of Tony's virgin cock and place it on Alyssa's pussy entrance. You wish whole heartedly that was your cock, but, somehow, this is happening right now. Tony can clearly feel he's in the right spot, and pushes in halfway. "ohhhhmmmmfffffuuuuuck...that feels good...." he groans and moans as he pulls out a little and then pushes his cock balls deep. So deep his balls cover her puckered asshole.

Alyssa: "mmmmm....that's it....that feels nice....suck my nipples, Tony..." He doesn't have to be told twice as he grabs one of Alyssa's large breasts and puts her aroused nipple in his mouth and starts sucking, twirling and twisting her other nipple with his other hand. "ohhhhhg.....fuck me....fuck my pussy with that strange cock, in front of my fiancée...."

Then, Tony starts fucking her. He's actually quite athletic, slamming his pelvis down in rapid succession, pounding Alyssa's pussy as hard as he can. His balls slapping her asshole again and again, giving Alyssa even more stimulation. Alyssa grabs his hips as much as she can and thrusts upwards to meet his cock on the downswing, generating louder and louder slaps as their flesh meets over and over. For a virgin, Tony is showing remarkable restraint, enduring stroke after stroke inside Alyssa's tight, warm, pussy. Something you have never felt, yet he was able to get both her mouth and her pussy in less than five minutes after meeting her.

Alyssa and Tony are now moaning in unison, to the rhythm of the slaps of their hips meeting again and again. Your fingers and toes are numb from....excitement. Something about this is so arousing, but you....know it's wrong, it's SO wrong. This shouldn't be happening, this guy shouldn't be...fucking her...but you can't bring yourself to stop it.

Tony: "oh my god....fuck.....this feels so good.....I love your pussy....."

Alyssa: "Cum for me, Tony.....cum in my pussy....."

Tony: "Should I....take the....condom off....?"

Alyssa: "...yes..."

As Tony excitedly goes to pull his cock out of her pussy, you freak out and push on Tony's ass cheeks with your hands, pushing him inside her again. "No...!....no, just....the condom...."

Alyssa and Tony: "....fine...."

After a few more minutes of fucking, slapping, moaning, Tony finally ejaculates with a deep groan, inside the condom, inside her pussy.

Alyssa: "ughhmmm....I can feel you spasming...inside of me....but...can't feel your cum...." she looks at you annoyed.

You: "s...sorry...."

Tony: "ggrrnnnn......fuck. me. That was amazing...." he starts pulling his cock out, and Alyssa reaches up and takes the condom off.

Alyssa: "Let's see...." she says as she turns the condom over in her mouth, pouring Tony's cum inside. She swallows it all.

Alyssa: "Much tastier than Matt's.....I think I just don't like your cum, babe...."

Sid: "That's understandable, I've heard cuck cum is rancid."

Tony starts playfully sucking on Alyssa's nipples now, alternating between them. "I could get used to this...." he says as he taps his still erect cock on her bare pussy. "But....I gotta go, before my boss fires me....."

So then, he gives Alyssa a deep loving kiss on the lips before getting dressed and out the door, quick as he came in the door and then....Alyssa. Now, two guys have been inside Alyssa, your fiancée, before you.

You: "w...was that really necessary...."

Sid: "Oh yes, I'm not so selfish to keep Alyssa all to myself. As much experience I have, I can only teach so much."

Alyssa: "You wanted this, babe....remember?"

You: "I....didn't want this..."

Sid: "Nonsense, you cucks never really know what you want. I bet your dick is pressed hard against that cage right now, yes?"

Alyssa feels around your cage with her hand: "Yeah....he's hard. Or trying to be."

Sid: "See? You even helped make that happen, you guided his cock to her hole. Think about that for a second before you start freaking out."

Was that really how it happened? Or is Sid messing with your mind? You recall things a bit differently, as you were forced to put the condom on Tony and guide his dick in the hole. But, you could have just dragged his ass out the door, he wasn't so big. Did that really turn you on, or was it just a reflex from watching people have sex? Your mind is a bit confused now, the memories rearranging themselves in your head. Finally you give up and just decide to trust Sid and Alyssa.

You: "I don't.....I....."

Sid: "Trust your fiancée, Matt. And me, what just happened was beautiful, and natural. Why wouldn't Tony want to fuck Alyssa's brains out? She's gorgeous, absolutely stunning." Alyssa smiles and thanks him, then sits on his lap, and gives him a kiss.

You: "I...also want to...."

Sid: "And you will. You'll have her for the rest of your life. You just need to allow her to explore her sexuality."