The Ugly Duckling

by Lee Obrien

23 Jun 2023 1545 readers Score 9.6 (88 votes) PDF Mobi ePub Txt


Chapter 7

I left Reggie’s hotel room with a big smile and even more confidence than I had after my night with Matt. Again, I was surprised that Reggie didn’t recognize me either. As I drove home, I thought back to when Reggie spilled his drink, did he do that on purpose? He was checking me out all day, he seemed very anxious to have me take my shirt off, and he commented on my body first.

When I got home, I checked to see if Kyle had sent me a message today. I smiled when I saw the message from QBKyle. I had already made reservations at the hotel for the week of our ten-year reunion. In my last message to Kyle, I told him I was coming to town for a business meeting. The reunion was on Saturday night, I was getting in on Thursday, I hoped he would be free that night or Friday. In his latest message, Kyle said that he was free both nights. In almost every message, he kept saying that it was very important that we keep this on the down low. I, of course, told him not to worry, I would not tell anyone. I wasn’t sure if I was going to keep that promise, but I didn’t want to scare him away.

I kept searching for more info on Travis, I still had no idea how I was going to get him alone. I checked the Facebook page that someone had set up for the reunion, Travis had responded that he and his wife were going to attend, so I knew I was going to get to see him.

Over the next two weeks, I and my team were busy working on the project for Reggie’s company. This required me to call him every couple of days. The first time was the most awkward, but I was professional and never mentioned what happened in his room that night. Once he knew I wasn’t going to bring it up, I could hear him relax and we were able to discuss business. We only talked about the project and my team was making good progress.

It had been a while since I had talked to Andy, so I gave him a call, he answered on the first ring.

“Hey Tyler, what’s going on?”

I said, “not much bud, how’s married life?”

I could hear him smile, “it’s going good, Jenna is great.”

I chuckled, “I am happy for you, will we be hearing the pitter patter of little feet sometime soon?”

He choked down a laugh, “well, not yet, but we have talked about it, maybe next summer.”

I laughed, “just had to bust your balls a little bit.”

He said, “yeah, I know, you are starting to sound like my mother, she really wants to be a grandma.”

Kyle changed the subject, “hey, how is work going?”

I said, “My team is working on a real challenge right now.” I told him a little about the project then continued, “you will never guess who the rep is for the company that hired us.”

Andy said, “I give up, who?”

“Reggie Thomas.”

He paused, “you’re shitting me.”

I said, “nope, he came here to my office two weeks ago, and I had to take him out for diner a couple times.”

Andy asked, “what did he say when he saw you?”

“He just said it was nice to meet you.”

He said, “you didn’t tell him who you are?”

I said, “sure I did, I said, I’m TJ, it’s nice to meet you too.”

Andy laughed, “he didn’t recognize you?”

I chuckled, “nope, not a clue.”

He asked, “so what happened?”

I said, “We went to diner, he spilled his drink on me and insisted we go up to his room so he can clean the stain from my shirt.”

He said, “ok, what else?”

I continued, “I took my shirt off, he said I looked good, and I left him in the same condition I left Matt when I was back for your wedding.”

All Andy could say is, “Jesus Christ Tyler.”

“But wait, I haven’t told you the best news.”

He sighed, “oh God, now what?”

“I’ve been talking to Kyle on a gay dating site for the past month.”

After a long silence, I asked, “are you still there?”

Andy said, “yeah, I’m here. Are you saying Kyle McCain is on a gay dating site, looking for dates?”

I said, “yep, and I have one set up with him the week of the reunion.”

He sighed, “this could only happen to you.”

We talked for a while longer then made plans to get together before the reunion. I was looking forward to seeing him and Jenna again.

 Over the next week, Kyle and I exchanged a few more messages and set up a meeting at my hotel room on Thursday night, after I got into town.

I arrived in town around 3 pm. I went straight to my hotel and checked into room 415. Once I got settled in, I checked to see if Kyle had sent me a message. I saw that he had and thought, oh shit, he is getting cold feet and wants to cancel. I was relieved when I open it and read:

“Looking forward to tonight, hit me up when you get in.”

I answered back, “just checked in, room 415.”

He replied, “I have a question, if you don’t want to, that’s ok, you can say no. I have a friend that I play with from time to time, if it’s ok with you, can he join us?”

I wasn’t sure how to respond, I thought for a few minutes, I know this was Kyle, but I didn’t know the other the other guy. All those stay safe tips that are listed on all the online dating sites flashed before my eyes.

Then I got another message notification, there was a picture attached. I opened the picture and saw a long pale dick surrounded by ginger pubs. Holy shit, was that Travis? Had these two been messing around with each other since high school? I decided it was worth the risk and answered back.

“Nice pic, yes bring your friend along.”

He replied, “thanks, we’ll be there around 7.”

I went across the street from the hotel and bought a six-pack and went back to my room. I took a shower a put on a pair of shorts and a t-shirt, then sat in the chair to wait for my guests. Right at 7, there was a knock at the door.

I opened the door, Kyle and Travis were standing on the other side.

I smiled, “hey, come on in.”

Kyle smiled back, “thanks, it’s nice to meet you in person, this is my friend Travis.”

I held out my hand, “hi Travis, I’m TJ.”

He shook my hand, “hi.”

Kyle asked, “how was your trip?”

I grabbed the beer from the mini fridge, “it was good, you guys care for a beer?”

They both took a bottle, we all had a drink, Travis looked extremely nervous, they had both sat on the edge of the bed. I set my beer on the table and walked over to Kyle and gave him a kiss. Travis’s eyes went wide, and he looked even more nervous. I turned to him and put my hand on the back of his head and gave him a kiss.

He pulled back, “um, I’m not sure about the kissing.”

I kissed him again, “well get used to it, if you want to play with us, it’s part of the game.”

Kyle smirked, “I have been trying to get him to do that for years.”

I said, “I broke the ice, now is your chance.” Kyle leaned over and started to kiss Travis, pushing his tongue into his mouth. I leaned in and we took turns with each other, as I started to rub my hands over their hardening cocks. I pulled them to their feet, and we fumbled with each other’s buttons and pushed our shorts down. I pulled their shirts over their heads and Kyle did the same to me. We shared a three-way kiss as our hard cocks brushed against each other. They continued to kiss as I went to my knees and sucked their dicks, I looked up and Kyle was looking down at me and he smiled, then went back to kissing Travis. I stood up and pushed Kyle down and kissed Travis as Kyle went to work on our cocks. A few minutes later Kyle stood, and we started to push Travis down, he looked at both of us and said, “wait, you want me to suck…”

I looked to Kyle, “your friend complains too much, he needs something in his mouth to keep him quiet.”

Kyle grinned and pushed Travis to his knees and pushed his dick into his mouth while we kissed some more. I pulled him off of Kyle and onto me, then back to Kyle until he had both of our cocks covered in his spit. We pulled Travis back up and gave him another kiss then I pushed him down onto the bed, on his back. Kyle crawled on top of him, so they were in a sixty-nine with Kyle’s ass sticking up in the air. I started to rim Kyle and once again, Travis’s eyes went wide as I pushed my tongue in and out of Kyles hole. Once I had Kyle’s hole lubed, I stood and rubbed my cock across Travis’s face, just for the fun of it and aimed it at Kyle’s ass. I slowly pushed in and felt my nuts resting on Travis’s forehead, Kyle was moaning as he continued to suck on Travis.

I slowly pulled out of Kyle and told him to roll over on his back with his legs up, I then guided Travis over so he could fuck Kyle. Once he was deep inside, I spread his cheeks and ran my tongue across his hole, He jumped and looked back at me. I said, “just worry about that ass in front of you and relax.” He went back to pounding Kyle and I rimmed him some more. I climbed on to the bed behind Travis and pushed him down to kiss Kyle. I rubbed my cock along his crack, he tried to turn back to me, but I held his head toward Kyle and put the head of my cock at his entrance. Kyle noticed what I was doing and grabbed Travis so that I could push in all the way, he had an evil grin on his face the whole time. I leaned forward and kissed Travis’s neck and smiled down at Kyle. Travis has started to relax a bit and I am pretty sure I heard him moan a few times. Just before I was ready to cum, I pulled out of Travis and told Kyle to trade places with me.

Travis, just looked at me, I said, “I know you want your buddy to fuck you, and he sure as hell wants to fuck you.”

Kyle laughed, “yes I do.”

Kyle went balls deep, and I moved around and shoved my cock onto Travis’s mouth, we showed no mercy as we spit roasted him. I’m pretty sure he was starting to like it. And the big smile on Kyle’s face told me he was enjoying himself too.

Kyle panted, “I’m getting close.” A few seconds later, he pulled out and shot his load all over Travis’s ass, then pushed his cum covered cock back in his ass. The sight of Kyle shooting pushed me over the edge, and I let my first volley go in Travis’ mouth and the rest fly across his face. I smiled when I looked down and saw the gooey mess running down his cheeks. Kyle and I crawled off the bed, Travis just stayed there on his hands and knees, he turned to us, and we both laughed. I said, “we can’t just leave him hanging like that.”

Kyle smiled, “you’re right.”

Kyle pushed Travis onto his back and we both went down and started to lick both sides of his shaft, Kyle played with is ass as I kneaded his nuts. We would kiss each time we came up his dick to the head. Travis’s breathing quickened and his dick erupted, sending cum flying everywhere. We each licked cum from Travis’s chest and fed it to him with a kiss. Travis just laid there in silence and Kyle, and I lay next to him.

I sat up, “how about we clean up with a shower?”

Travis had still not said a word as Kyle and I washed him clean in the shower, as well as cleaning each other.

I was sitting in the chair, still naked, finishing my beer, as they dressed to leave. I was pleased that they didn’t recognize me, just like Matt and Reggie. Travis couldn’t get out of the room fast enough, Kyle seemed to enjoy me watching him dress and gave me a little show. As they walked out the door, Kyle turned back to me.

I gave me a sly wink, “see you at the reunion Saturday night, Tyler.”

 

 To be continued…

by Lee Obrien

Email: [email protected]

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