Earlier this year, Deb and I decided to make a trip to Las Vegas to see the Eagles while they were performing at the Sphere — a bucket list trip for us, and we booked a hotel and flight and looked forward to a fun time! The concert was amazing, and we stayed an extra day just to enjoy the visit. The first day we arrived, we spent some happy hour time at the hotel bar, and I noticed a guy — probably mid-40s, professional, well built — kept looking over at Deb and I would occasionally catch his eyes on her. He wasn’t embarrassed about it, and at one point just gave me a nod when I noticed it. Deb was enamored by the crowds and activity in the bar and didn’t notice it, so I didn’t say anything.

We went back up to the room to get ready for the concert, and while showering, I asked if she had seen the guy eyeing her. Deb said she did see the guy (so she noticed him!) but that she didn’t see him checking her out. I laughed and said, “He seemed pretty focused on you. I better watch out or you might be having a visitor before we leave!” Deb laughed as well, but I was wondering if we would see him again.

We came back to the hotel after the concert, and we were both hyped up and wide awake from the experience, and I suggested we stop at the bar for a drink to wind down. Deb agreed, and we walked into a pretty lively bar scene when we got back. I grabbed a table for us and ordered a couple of drinks. We sat there talking about the concert and watching the crowd around us. As I looked up towards the bar, the same guy was sitting there talking to another guy and looking over at Deb again! I knew Deb would be flattered, so I pointed him out. She said to me, “Yeah, I saw that. I did see him earlier today and he’s a cutie!” Of course, my mind is now starting to go astray thinking about getting her and him together tonight in Vegas (no better place to be wild, right?). Deb smiled at him the next time he looked at her, and he raised a glass to her and smiled back.

We finished our drinks, and I went up to the bar to grab two more. I decided to walk up to our mysterious friend to place my order. As I was waiting, he said to me, “Hey there, I’m Ryan. You’ve got quite a beautiful lady there with you — you’re a lucky guy!”. I thanked him and told him I agreed.

“I’m here finishing up a conference and heading back home tomorrow. Where are you from?” Ryan asked.

“We’re from Texas and came in for the concert tonight," I told him.

“Wow — I’m envious! I would love to see them perform, but couldn’t get a reasonably priced ticket, so I just stayed here to relax on my last night. I’m from Chicago but come out here 3–4 times a year for work,” Ryan said. “Well, just wanted you to know I thought your wife was beautiful and was surprised to see you both here tonight.”

“Thanks, Ryan — I noticed you looking at her earlier today. She likes the attention, and I know she would find you to be attractive. Why don’t you come finish your drink with us?”

“Well, why would I turn that down? Sure, if you don’t think your wife would mind?” he said.

We both left the bar, and Deb watched us walk back over to the table. She had a smile on her face as I introduced her to Ryan. Ryan bent over and kissed her hand and told her what a beautiful lady he thought she was, and he couldn’t help but notice her!

“Well, thank you, Ryan! You’re a very handsome man as well. I appreciate the compliment!” Deb replied.

Ryan grabbed a seat next to Deb, and we sat and talked about the concert, where we were from, and our lives. It turns out that Ryan was divorced and a professional from Chicago. We told him that we had lived there years ago and had a very nice chat about visiting large cities and Las Vegas. We ordered another round of drinks, and Deb was getting giggly, so I knew she was feeling no pain. Ryan excused himself to visit the restroom and said he would be back.

“Ryan seems to be unable to get his eyes off of you while we were talking!” I said to Deb.

Deb laughed and replied, “He’s cute — a little young, but a nice guy."

This was my opportunity to propose extending our visit with Ryan! I said to Deb, “Well, we have that suite upstairs that’s going unused. Want to see if he wants to take this next round upstairs and enjoy the view from the living room?”

Deb gave me a mischievous grin and said, “What do you have in mind? You’re not trying to play matchmaker, are you?”

“ME?” I asked playfully, “I’m just thinking about relaxing in less of a crowd! But whatever happens, well…” Deb laughed and said she wanted to get her shoes off, so she was fine with asking him up.

Ryan came back over a few minutes later just as our drinks were arriving. I asked him, “Ryan, we have a nice suite upstairs. Deb wants to get her shoes off — want to take our drinks upstairs and finish a nightcap there?”

“Sure! I wouldn’t mind quieter surroundings!” Ryan replied. He offered to pay for the drinks, and we headed to the elevator. We were in a different bank from him, so I had to tell the security guy that “He was with us”. He just smiled and nodded, and it made me think he probably sees all kinds of arrangements in his job.

We got in the elevator and chatted all the way up. Ryan told us his main hobby outside of work was running and working out. Deb squeezed his bicep and said, “Yes, you keep yourself in good shape." This was heading right where I wanted as we got out on our floor and walked to the door. I opened the door, and Ryan walked in behind Deb and was complimentary of the view in the room. We had a small kitchen, a living room area, and a separate bedroom. The floor-to-ceiling windows gave an amazing view of the Strip, and we all stood and looked out at the activity below us. I invited Ryan to have a seat on the couch while Deb excused herself to change shoes. We sat and talked while she was in the bedroom.

“Ryan, if Deb wants to play with you tonight, it’s fine with me. She’s had a little to drink, and I can see how she looks at you. She will decide if she wants to and how far it will go, but no issues from me," I told him.

Ryan had a big grin on his face and said, “Man, that would be a dream come true! She's hot and would love to experience her…respectfully, of course!”

“Let’s just see how it transpires and go with the flow, “I said.

Deb came out a few minutes later. She had taken off her shoes and changed into a sundress. “Sorry guys, I had to get out of those clothes. Hope it’s ok that I got more comfortable!” she said.

Ryan was staring at Deb in her sundress — she had no bra on, so the shape of her boobs was very evident. I also suspected she had no underwear on, but assumed we might find out soon.

“You are amazing, no matter what you’re wearing!” Ryan complimented. Deb sat next to Ryan on the couch, and I was sitting across from him in a chair.

We chatted for a bit, and Deb pulled her legs and feet up onto the couch to get comfortable. She was talking and rubbing her feet when Ryan said, “Put your feet on my lap! I’ll rub them for you!”

“That’s so nice of you! All this walking is killing my feet," Deb said to him and stretched her legs out. Ryan started massaging her feet, nothing sexual, while we talked. He would massage each foot and rub her ankles and lower leg as Deb sipped her wine.

While he was doing this, Deb accidentally dropped her phone on the floor, and she reached down to pick it up. Ryan saw it and attempted to pick it up as well, and they both arrived at the phone at the same time! He laughed and said he was sorry, and when Deb raised her head to reply, they were face to face. Instead of saying anything to him, Deb gave him a peck on the lips to say thanks. I was surprised she did it, and Ryan chose to take advantage of that to kiss her back. It started as just innocent pecks from each of them, and then quickly turned to Ryan deeply kissing her as they sat facing each other on the couch.

Deb was breathing heavily as she kissed him back, and I saw lots of tongue action going on! Deb leaned back against the back of the couch, and Ryan leaned into her to make out with her. He broke away for a breath, and Deb looked over at me with a “Are you ok with this?” look. I smiled and winked, which was all she needed to see. Ryan leaned back in to kiss her, and Deb slowly slid down to lie down on the couch. Pretty quickly Ryan moved his hand up to start massaging her boob, and Deb moaned as he grabbed her and ran his finger around her nipple. She was getting into the make-out session, and both were kissing very deeply while Ryan slid the strap of her sundress down to expose her now erect nipple and breast. He moved down to her neck, kissing it as he moved down her shoulder and to her breast. He ran his tongue around her nipple several times before he took it deep in his mouth and sucked on it. Deb was getting pretty worked up and was pushing her head into her boobs while he kissed, sucked, and kneaded them.

Her leg had come off the couch, and I could see that my earlier assumption was correct that she had no underwear. Ryan moved his hand down to her leg and rubbed it while he kissed. I watched as his hand slowly worked her dress up and moved closer and closer between her legs. When he found her already wet pussy she arched up slightly and pulled his head into to kiss him deeply. I was sitting across from both and had to unzip my pants to pull my erect cock out while I watch his hand move up and down stroking and fingering her pussy. She was moaning into his mouth as he stroked her, and I could hear her wetness as he played with her.

Ryan broke the kiss and went back down to suck on her nipples as Deb laid there with her eyes closed enjoying the attention. Ryan slowly slid down until he was on the floor on his knees — I could tell he was hard by the large bulge sticking out of his slacks. He used his hands to push her dress up and then lowered his head to lick and suck on her bald pussy. Deb arched her back and pushed his head into her pussy as he licked her clit and sucked on her engorged lips. Her other hand was massaging her tits and pinching her nipples, and I knew she wasn’t going to last long. Pretty quickly she began to shudder as he teased her swollen clit, and she cried out as she came on his mouth. Ryan lightly kissed the inside of her thighs as she came down from her orgasm.

Deb smiled at him as he stood up and pulled his shirt off. He was very tan and well-defined, with a noticeable six-pack. Deb just said, “Wow!” as he unbuckled his belt and dropped his pants to the floor. He must have had a solid 8” of cock sticking through his underwear as Deb sat up so that her face was looking right into his crotch. Deb reached up and grabbed his cock and playfully stroked it through his Jockey’s while Ryan stood there enjoying it. Slowly she grabbed the sides of his boxers and slide them down, releasing his erection and no being eye to eye with his cock. She looked up at him and smiled while she reached down and massaged his balls, slowly working her hand up the underside of his cock. She gripped it and moved her hand back and forth while she moved her lips to the head of his dick. She ran her tongue slowly around the head before pulling his slowly into her mouth and sucking it. Ryan about collapsed, but reached down and pulled her head in as she took him in her mouth. She was pretty loudly sucking on him, and I could see saliva coming out of her mouth as she tried to take as much of him as she could into her mouth.

Deb moved both hands down to his legs and rubbed them as she worked him over with her mouth. Ryan moaned as Deb moved his cock in and out of her mouth. He started to increase his thrust, and I could tell he was pretty close to cumming. I was close as well as I stroked myself and I said, “Guys, should we retire to the bedroom where it’s a little more comfortable?” Deb gave him one last long suck and said yes!

They were both naked at this point, and I had no pants as we walked into the bedroom. The king-sized bed was perfect as Deb pulled him around and laid him down on the bed. Very quickly she went to work again on his cock, licking it and sucking it while he tried to maintain composure. Ryan reached down and pulled her up, kissing her deeply as he tasted himself. He turned Deb over onto her back and got up between her legs. Deb was now lying there with her legs spread and his long cock close to her pussy, reaching down trying to pull him towards her. Ryan grabbed his dick and started rubbing it up and down on her wet pussy, teasing her while she raised her hips to try to take him in. I was close to cumming at this point and had to slow down watching this playout in front of me.

Ryan rose off of his haunches and slowly separated Deb with his cock, just putting the head into her. He told her, “I probably should put on protection," which we both appreciated and agreed. I went back out to the living room and got his pants, as he said he had a condom in his wallet. He jumped up to retrieve it, and Deb motioned me over to her on the bed. She kissed me long and hard and asked me to finish getting undressed. When Ryan came back into the room, I couldn’t wait to see how this scenario was going to play out.

Ryan got back between her legs and pulled the condom onto his still fully erect cock. Deb has lightly massaged her clit while he did that and watched him get himself ready. He sat back up again and slowly slid his cock into her, very easily she was that wet! She moaned, as he did, as he buried himself into her. I was lying beside Deb, and she told me she wanted my dick, and I obliged by sitting up and letting her take me in her hand. She pulled on me a couple of times and then turned her head to take me in her mouth. Ryan was slowly fucking her, rocking back and forth, as Deb started sucking on my dick. I last about a minute before I came in her mouth, watching her swallow my cum as he fucked her.

I gave Deb my shirt to wipe her mouth off, and Ryan slowed down pumping her — he lay down on his back and pulled her over on top of him. She very easily slid him in her and slowly started riding his cock cowgirl style. Sitting there watching her ride him, her plump titties bouncing as she slid up and down made me start to get hard again! Deb looked at me, winked, and then lowered her head and kissed Ryan deeply. It took me a second to realize that my cum was still in her mouth and they were swapping it with their tongues! Ryan grabbed her hips and started to pull her up and down quickly, and then he grunted loudly as he emptied his load into the condom deep inside Deb. She sat back and started rubbing her clit while we both watched — Ryan started massaging her breasts and flicking her nipples. Within a minute or so Deb moaned loudly as she made herself cum on his hard cock still in her and shuddered as she orgasmed hard on him. Such a fine sight to see!!!

Deb rolled off Ryan and lay next to him, catching her breath. Ryan was telling her how gorgeous she was and how great the orgasm was — Deb lay there with her eyes closed and a smile on her face. What a way to experience Las Vegas!

We exchanged information with Ryan before he left, and we are already talking about a trip to Chicago soon!