First time writing!!! Take it easy on me, please!!!

A few weeks back, for St. Patrick's Day, my wife and I and several of our friends went out in downtown Chicago. There were nine of us, all in our mid-30s, roaming the city like we were 21 again. There were four couples, and the last single guy in our group was also out with us. All day, we joked calling him the 9th wheel; it was a good laugh throughout. He was a good sport laughing it off, or so I thought.

As the day went on, couple after couple disappeared and left. After a late dinner, it ended up just my wife and I and our single friend... Planning this for the past couple of weeks, we reserved a spot at a somewhat 'clubby' type of bar. So the three of us, still rearing to go, decided to go!

It is worth mentioning the entire group has known one another for the past 15 years. And the better part is that none of them knew my wife and I enjoyed the lifestyle and some extracurricular fun!

So we are walking towards the bar, wife walking in front of us, I'm next to my buddy, and I ask, "You good man", he said, "Yeah, today sucked, starting to feel like I’m going to be the single guy for life.” We go on, and I’m feeling awful; the guy is an awesome dude and honestly sucks none of his relationships have worked out.

Without showing all my cards and somewhat jokingly, I tell him (fake name) Rose can be his girl tonight. She’ll be your date and I’ll be third wheel. We both laugh about it, I joke, “Look at that ass man; you’re a lucky guy.”

He looks down at her in front of us and laughs.

I told him, “In all seriousness man treat her like she’s yours. You’ve known her damn near as long as I have. She’ll understand”. He nodded, I nudged him forward, and I basically put their hands together. I couldn’t believe he didn't let go (I knew she wouldn't!), she looked back at me completely confused!! I gave her a shrug and mouthed, “Help him out.”

The wife and I have talked a lot about him still being single. She's attempted to set him up with her friends, but nothing worked out. I would love to say he's a creep or something like that, but all the girls we know who dated him just boiled it down to no spark with him. They all and my wife acknowledge that he's a hot guy, so in their minds, it's just a matter of time.

So I knew deep down she was having fun. They kept walking; she moved a lot faster than I expected. He dropped his hand and guided it to her lower back as they walked. She looked back at me. I shook my head and smiled at her.

A few minutes later, we’re walking up to the bar. She leaned into him and said something. They laughed, and then she reached behind her and pushed his hand lower onto her ass. This time, they both looked back. She said, “I hope you don’t mind”.

Keep in mind, we’ve been partying for basically 10 hours at that point, harmless drunk fun, right?!? I said, “I’m good if you guys are good” with a laugh.

I could tell my friend was a bit uncomfortable. We got into the bar; we got a different table since we lost damn near everyone! It's a small booth in a dark corner of the bar. He’s next to me, she’s across from us but heads to the restroom. The second she left the table, I could tell he wanted to say something, so I broke the ice.

Me - “Bro, I said she’s yours. Get out of the dumps you're in and have some fun. Just don’t fuck her in the bathroom!” I laughed, and he did as well.

My wife texted me from the bathroom, Her - “How far do I take it?”

Me - “As far as you want, I told him he can’t fuck you in this place!”

Her. - “Oh, so I can have him tonight?! 😍"

Me - "Do you want him?!?"

Her - "You know what I think about him."

Me - "Then I won't be in your way."

Her - "You're so dirty!! I love you baby ❤️"

She comes back I could tell she was flustered and horny. Her tits were pulled up and out a bit more than I remember them being. She was now on a mission. She sat down opposite us, "(fake name) Ryan, baby, why aren't you sitting by me?" she said with a wink.

I'm holding back the laughter, and I loved how committed she was, but deep down I know it was real flirting. He got up and moved to the other side and sat next to her but acted like a 5th grader at his first dance. I could have driven an 18-wheeler between them. She wiggled closer, "I'm not a monster. Come close".

They nussle in close. She grabbed his right hand and draped it across her lap. That day, she was wearing a simple green short dress and it was short. With her sitting, I know it didn't cover much of her legs. His hand was for sure on her bare leg.

We sat there for a while bullshitting and I could see him getting more comfortable by the second. It was a bar with a big dance area; not shockingly, a Taylor Swift song came on and she looked at me. She was itching to dance. I gave her a blank look, and she looked at Ryan, "Alright babe let's go." She pushed him out of the booth and dragged him to the dance floor.

She loves to dance and has a kink to be touched and groped in public. Her hands were all over him. At one point, her hands were locked behind his neck and I could see her whispering to him. They were laughing, chatting, and VERY close.

Some poppy dance song came on, she turned around, and I knew where the night was going. Her ass was all over his dick. She was on a mission, and she was damn near fucking on the dance floor. I was 100% a happy spectator. That lasted a few more songs before they headed back over to me. He sat down, and she wandered off to the bathroom again.

There was an awkward silence as he didn't know what to say.

Me - “You having fun, man?"

Ryan - "Yeah man she's unbelievable."

Me - "Is that a good unbelievable or bad?!" I laugh.

Ryan - "good, like very good. You're a lucky man."

Me - "You're the lucky man tonight. I would have been rock hard with her dancing on me like that."

Ryan - "Bro, don't hate me, but I was. Lord hope she didn't notice it."

Me - "You would know if she did, I'm sure she would have laughed and said something. You know how she is.”

Ryan - laughs. “I hope she liked it then.” we both laughed as she walked back up

FINALLY, I knew he was comfortable and in the same boat as her. I was playing Cupid with my wife and good buddy!!

She got back to the table, and I realized my phone dinged; she texted me that he was hard and huge.

She was right across from me, and I texted back, “Go for it!!!”

She sat down next to him and checked her phone. He scooted down and she again got right next to him. She was snuggling at the booth. Her right hand slipped under the table, and she locked eyes with me. I'm pretty sure that’s when she started rubbing him over his jeans. She gave me a smirk, and he went stiff. It was honestly comical looking back. He was so nervous, and I understand, but we couldn’t be more open and welcoming!

Again knowing I have to kill the uncomfortable/awkwardness. I look at them, “Everything good over there guys?”. Without hesitation, she said, “Oh, it’s fantastic!” She said excitedly and looked up at him smiling. She at this point, was going to town. I watched her arm move like crazy, and we continued the conversation like nothing was happening! Eventually….

Me - “I’m kind of jealous of what’s happening on that side. I’m lonely over here!”

Her - “You’ll get yours later, let Ryan enjoy it.”

Me - “Ohhhhhhh, so that is what’s happening. Hope that’s alright man?!”

Him - “It is, if you're cool with it,” he uncomfortably laughs.

Me - “hell ya, man, I told you she’s yours tonight. Enjoy it!”

Her - “Oh, I’m ‘his,’ huh?! I thought he was mine!!” She joked.

Me - laughing “I don’t care who's who!!”

Now, probably with a bit of liquid courage, she made her move. “He’s mine…”

She reached up, grabbed his face, and laid one on him. Gave him the longest kiss from my perspective….

They kiss, and I smile.

Me - “You two are about to put on a show for me.”

Her - “So what if we are”

She kisses him again, still rubbing him. Now, you could feel the tone of the table and the conversation turn. It went from friendly banter to sexual immediately.

At this point, I see her hands fumbling on his pants. She was unzipping him, “I hope you’re not shy.” He says, “Not right now!”. She pulled out his cock and began stroking it under the table. Thank god for dark bars!!!!

She starts teasing me across the table, “I think this is bigger than you.” I laugh, “Oh yeah, you think so?!”

Her - “I know!”

So she was stroking him under the table; his head was a damn periscope. He was so nervous, and I later discovered he couldn't keep it hard. But she powered through. She must have started to think or feel like he was close, and she stopped. He put it back, and she looked at him. “my turn now, right?!” With the most sexy, innocent look! :)

She wiggled in her seat, pulled her dress up further, and pulled her thong off. Like the little slut she is, looked at me. “This is for you.” And handed it balled up to me.

Of course, I pocketed it. And just sat there waiting for him to continue. I give him the vote of confidence, “Go, man, see what you have done to her!”

He then slowly, which felt like it took ages! He slides his hand under the table and I see the look on her face. She was in heaven the second his fingers touched her slit.

I could see her face as he played with her. He must have been rubbing her button the entire time. She was quivering every 20 seconds for about 5 min. He was working her well but did a good job not letting her explode.

So they are playing, I’m rock fuckin hard watching them. My buddy’s night turned around and I looked at them both and asked what’s next.

My wife, without any hesitation, looks at me and says, “I’m ready to go.” I close out the tab and we walk out.

Here we ran into a problem: we don’t live close to the city, so we really had nowhere to go.

By this time, it’s almost midnight, we’re in downtown Chicago, and we all live a long drive away.

My wife, again on her mission, starts looking up hotels. Mind you, it’s St pats day in Chicago. Like shopping on Black Friday, a mess nothing available!! No hotels in the area.

So we agreed we’d head back toward my buddy's condo, a 30-minute drive away. We walked towards the parking garage, which by this time was a 20-minute walk, and my wife was in front of my buddy and me. I ask him, “Having fun right?”

Him - “Of course, man, you're okay with this right?”

Me - “Okay with what? You guys playing around?”

Him - “Yeah, I feel awkward.”

This is when I let him in…

Me - “You’ve seen that cuck and hot wife porn right…”

Him - laughing “yeah.”

I just point at her in front of us.

Me - “ I’m no cuck, but she can fuck and play with who she wants. I’m cool with it. She’s a ‘hot wife’ man”

Him - “Bro, so many questions” half laughing and half serious

Me - “I’ll fill you in later, but whatever happens tonight, I’m cool with.”

Him - “fuck I would have never known, does everyone else??!”

… We continued to chat about it; details I can share if ya’ll interested.

We’re still walking towards the parking garage. I look forward to and at him.

Me - “Rose, let’s see that ass.”

She pulls her dress up, flashing her bare ass.

Me - “Now spin around”

She turns, giving us a complete view. About 5 feet ahead of us.

I ask if he likes it, and he simply nods, smiling.

We keep walking, and she’s now next to me. I point towards the little plaza park by the garage. I ask if that’s a decent area. She agreed, and we took a detour. Like her kink of being groped in public, she loves public play as well.

He - “Hey man, let’s go over here.”

He’s obviously confused but follows along. We find this dark spot; it was a small corridor between the garage and the condo building that led up to a small plaza/park. I tell her to pull her dress up and I start to finger her. I could not believe how wet she was. Like a damn hose went off, I whisper to her. “Stare at Ryan”.

She locks eyes with him; I’m basically fucking the shit out of her with my fingers. She’s leaning with her back on this stone wall; I’m to her right, and her dress is all the way up. And I’m piling her. He’s probably 5-6 feet away, rubbing his cock over his jeans.

I ask her if she wants more. Mid orgasm she says, “Yes, both of you.”

I’ll be honest I’m hard just remembering her saying that. This whole situation evolved so differently for us than normal. And so damn hot.

I smile and look at Ryan. “You or me man?”. Per usual, he’s flustered. “You, she’s your wife.” I look at her, making sure she's okay and start to unzip my jeans.

Like the good little slut she is, took her coat off, put it on the ground, kneeled on it, and immediately put my cock in her mouth.

I reposition us so that we’re both along the wall. Hoping it provides some cover. I have the wall to my left and her right. He’s in that same spot to my right and going to town rubbing it over his jeans. I look at him “Bro, just take it out.”

He, unsure, slowly pulled his dick out. This is where I confirmed his size: unreal soda can thick!

She doesn’t miss a beat, sucks a great cock, and she’s putting in work. Girl on a mission is the theme that night. She’s taking all of me. She loves eye contact and looking up at me. I nod my head toward Ryan, and Rose starts looking at him.

He starts stroking faster. I could tell she was in his head. I look down,

Me - “Ryan looks lonely, baby.”

Her - muffled agreement. And then motions with her arm for him to come closer.

He does, of course, and she, with her other hand, grabs his cock and starts stroking it.

I look down at her and ask,

Me - “You want to taste his cock don’t you.”

Her - muffled yes

Me - “You think you can make Ryan cum”

Her - muffled yes

Me - “Ryan, you want your cock in her mouth, right.”

Him - quickest yes ever

Me - “ alright Rose, you need to take all of that cock”

She pulled off mine, still stoking me, did her typical lick from base to tip and throats him all in one motion…

This was the most pornstar thing I’ve ever seen her do. She was throating every inch of that cock of his. The bad thing is he was a moaner; he was getting loud. She went into overdrive and worked that cock. Probably 2-3min in, he says, “Oh fuck, will she swallow?!” I say, of course. And he cums, moaning like a woman, all in her mouth. He’s so large it went right down; she couldn’t even show us!

So we wrap up there and finally get to the car. He took the train into the city and we drove. His condo was on our way home, so we drove him back.

As we are in the garage:

Ryan - “I can’t believe that just happened, bro. We can’t say anything about that.”

Me - “No fuckin shit man!!”

Him - “Feel bad I nutted so quick, but her mouth is amazing.”

Me - laughing “no shit man.”

Him - “You want me to drive? You guys can do your thing in the back.”

Me - looking at Rose, who’s walking next to me and holding my hand, she says, “Sure” with a devious smile.

We have a fairly large SUV. As we get to the car, I hand him the keys, the parking ticket and my CC. “You good to drive?”

Him - “She sobered me up!” Laughing.

We get into the back seat; her coat comes off, her dress was all hiked up. I can see how flustered she is. She needed to fuck something. We’re on one of the top floors of the garage. By the time we got to the bottom and the ticket machine, my pants were off and she was sucking me.

Downtown Chicago was a mess that night, so I let her go for a bit; a little later, I told her to get on top. I scoot toward the middle on the back bench seat where there's more room. She drops the dress and is now completely naked and gets on top.

She was sitting on my legs facing forward. I can see that Ryan can't keep his eyes off the center mirror. He's staring back like crazy. She's riding me pretty slow, just getting her bearings.

She leans to his right ear, "Keep your eyes on the road."

He laughed, and then she kissed his ear as she was riding me.

We're still going down city streets not yet to the expressway, and she's starting to moan. She's doing more of a grinding than riding at this point. We hit a red light, and she said something to him to get him to look back. She leans forward on the center console and lays a massive kiss on him as she is fucking me. I feel her pulsing as she's kissing him. It was so fucking hot.

She keeps riding. She might have had 1-2 baby orgasms at this point, and I tell her I'm close. She looks over her shoulder and nods. I blow a fuckin massive built-up over the last 4hr load in her. If I had seen it, it would have been like a 5 roper!! Ha!

She gets off and sits in the seat next to me. "Hey, do you have my panties?"

I grab my jeans and pull them out of my pocket. She grabs our back seat tissue for the kids and gets what she could. Then puts the panties on. ( Basic black thong, if I remember right).

She - “That was some unexpected fun tonight guys.”

Me - “Ryan, what do you think??”

Ryan - “You guys are fuckin nuts….and I think I’m a fan.”

We all laugh; she’s still sitting there in just her thong.

She then gets up and hops into the front seat. I didn’t have to say a thing on her own, fuckin owns the situation and hops into the front seat next to him. He triple-checked her, and that was the trip to his condo. Once we got there, I handed her the dress, she pulled it over her but also slipped off her panties. Mind you certainly my cum filled panties…

He pulled into a visitor parking spot; we were all pretty jovial and laughing at this point; it was just a good convo. He says his goodbyes, she leans in, lays another kiss on him and hands him her panties. I busted out laughing; so fuckin good on her part. He laughed and immediately put them in his pocket and got out of the car.

I get out of the back seat to greet him. We say our goodbyes.

Me - “Remember don’t say shit man” Him - “fuck, of course I won’t.” Me - “Otherwise, this can’t happen again!” Him - “again?!” I completely dumbfounded him. Me - “I’ve never seen her enjoy it like she did tonight.”

We say goodbyes, and I hop back in the car.

It felt like a few minutes of silence went by. She’s back in her dress, about 20min from our place. I get to a red light near our place.

Me - “Sooooo” Her - laughing, “he has a massive cock” Both laughing hysterically Me - “I could tell you wanted it.” Her - “I wanted you both to fuck me tonight.”

FUCKKKKK was my thought….

Me - “Maybe next time” Her - “sooner than later,” with another chuckle. Me - “I’ll figure something out”

So now he might be headed to Vegas with us in May!!

Again first time writing and posting, feedback is welcome but take it easy on me!!