A Straight Bet

by Lee Obrien

10 Oct 2022 6621 readers Score 9.4 (132 votes) PDF Mobi ePub Txt


I woke the next morning with Jace’s arms wrapped around me and his morning wood nestled against my ass. I remembered the events from last night, a silly grin flooded my face, this had really turned out much better than I had ever imagined. I felt Jace shift, and he gave me a kiss on the back of my neck.

I said, “good morning.”

After another kiss, “good morning to you too.”

I asked, “how do you sleep?”

He said, “very well, thanks.”

I turned to Jace, “so, are you ok with everything that happened last night?”

He smiled, “yes, I am, was it everything that you hoped it would be?”

I nodded, “and more. I was a little surprised you asked me to spend the night though.”

He asked, “did you not want to stay?”

“Oh of course I wanted to stay, it is all I have wanted since the day I saw you in the workout center in college.”

Jace thought for a moment, “can I tell you something?”

I looked at him, “sure, you can tell me anything.”

He paused, “if I am being honest, I seriously thought about taking you up on your offer to take a shower with you that day.”

I sat up, “why didn’t you?”

Jace shook his head, “I guess I was afraid. I had a girlfriend and was always taught that I was supposed to meet a nice girl at college and then get married and have a few kids. I had never been approached by a gay guy before, I wasn’t sure how to respond.”

I was trying to take all this in, “maybe I was coming on a little too strong.”

He laughed, “do you think?”

I chuckled too, “yeah, that’s the problem, I don’t think before I speak. But that was like 5 years ago, we have been friends ever since, hell we lived together for 3 years. I gave you lots of chances.”

Jace said, “I know, but I guess I just thought I blew my chance after that first day.”

I smiled, “well, I am glad you “blew” me last night.”

Jace turned my face toward his and we began to kiss, we rolled our bodies together our hard dicks rubbing against one another. A few minutes later, I was on my back and Jace was on his hands and knees above me, sucking each other’s cocks. I was playing with his nuts and letting a finger wander up to his ass crack. Jace leaned forward a bit, I gave him a little push further, he released my dick, I lifted my head and ran my tongue across his crack. Jace gasped, I pulled his cheeks apart and shoved my tongue in deep as I could.

Jace lay his head on the bed, “damn, I guess this is the great rim job everyone was talking about.”

I muttered, “I guess so.”

He said, “holy shit, they were right, it is incredible.”

I sat up and really went to work on his hole, he was writhing and moaning as I continued my assault. Jace fell onto his stomach and looked back at me, “I want you to fuck me.”

He was just full of surprises today, “are you sure?”

He nodded, “oh yes” as propped himself up on a pillow.”

I slowly eased my cock into Jace’s tight ass, we were soon going at it like dogs in heat. Jace urging me on with every stroke, I bit into the back of neck each time my nuts slapped against his ass. From the sounds Jace was making, I think he was enjoying this as much as I was. After a few minutes, I pulled out and turned Jace onto his back, I pushed his legs up and eased back into his warm hole. I leaned in and shoved my tongue down his throat, Jace responded in kind.

We broke our kiss, Jace moaned, “oh God, this is an even better position, you feel amazing in my ass.”

Jace reached back and grabbed my ass, he held me tight and started to pull me into him faster and harder, his breath began to quicken. I could tell he wasn’t going to last much longer and the way his ass was squeezing my dick, I wasn’t going to either. Jace pulled my face to his for another kiss and felt his cock squirt his seed between our stomachs just as my dick unload in Jace’s ass.

After another kiss, I fell off Jace and was laying there panting, Jace said, “holy shit.”

I asked, “are you ok?”

He nodded, “oh yeah, I am good, that was incredible.”

I chuckled, “you liked that, huh?”

He said, “for sure, probably the best sex I have ever had.”

I said, “ever?”

Jace blushed, “well, I guess we are being completely honest, the last time I had sex was with my girlfriend right before she left after college, and full disclosure, she is the only other person I have ever had sex with.”

I wasn’t sure what to say, I finally settled on, “wow.”

Jace laughed, “you mean I was finally able to leave you speechless?”

I said, “I guess so.” Then, “that was over a year and a half ago, and I am the second person that you have ever had sex with?”

He said, “yep, lame right?”

I shook my head, “no not really, it’s actually kind of cool.”

Jace smiled, “thanks.”

I paused, “so, what does all of this mean, I mean you, me and what we did last night and this morning?”

Jace asked, “what do you mean?”

I answered, “well, it seems you only have sex when it means something to you. Does this mean that I mean something to you?”

Jace looked at me, “of course it does, um, maybe I should have asked you if I mean something to you before I asked you to spend the night.”

I quickly answered, “hell yes you mean something to me too. With the other guys, Danny, Brad, Chad, Harrison, and Bubba, that was just having sex. With you today, that was making love.”

Jace asked, “so if we decided to take this whole thing further, you would stop going after other straight guys?”

I grabbed his hand, “absolutely, you realize I am a lot of talk, don’t you? Since we are sharing, in high school, Brady was my only partner, and I only had two hook ups in college. Since then, there has been only one guy, we have sort of a friends with benefits thing. We only call each other for a quick session and don’t really talk until the next time. Of course, our little bet changed things a bit.”

Jace tighten his grip on my hand, “ok, well then, what do you think?”

I gave him a look, “so, are you asking if I want to be your boyfriend?

Jace looked down, “I think so, if that is something you want.”

I thought for only a second, “yes, I would very much like to try that.”

Jace smiled, “so you would quit going after straight guys, and save all your rim jobs for me?”

I laughed, “yes, I would. Wait does that include Danny? I mean did you see his dick? I only got to play with it once, that’s like going to Disneyland and getting to go on only half the rides, you have to back for the second day.”

Jace raised his eyebrow at me, “I knew you couldn’t be serious for more than 5 minutes.”

I winked, “you do know me, don’t you? Now how about I teach how to give one of those great rim jobs.”

The next week at our card game, Jace told all our friends that we were now together. They were all ok with our announcement, Bubba was actually excited for us, Brad and Danny were sort of indifferent and Harrison just seemed to be deep in thought. Our game nights continued and now that I was done with all the straight guy chasing things were very relaxed.

Jace and I did suspect that Bubba and Danny did get together, there was one week when Bubba was eying Danny a little more than usual, it also seemed Harrison wasn’t telling us about his latest babe.

Over the next year, Brad found a girlfriend and became engaged, Bubba and Claire told us they were going to have a baby. Jace and I privately joked that would look like Danny, we thought the three of them were still getting together on a regular basis. When the baby boy was born, we were relieved to see that he looked exactly like Bubba.

I was over at Jace’s place one evening, he told me that his company had recently bought a newly renovated building with some nice loft apartments.

He said, “since my company owns them, my boss said employees could have first chance to rent the lofts. I went and looked at one today, I told my boss, I would like to take it, but the rent is quite a bit higher than what I pay now.”

I said, “so does that mean you aren’t going to take it?”

He looked at me, “well, I really want to, but if I could get someone to share the rent with me, it would be a lot easier.”

I fanned myself, “why Jace Collins, are you asking me to move in with you?”

He gave me a look, “it is a great place, and if you share the rent with me, be would both actually save some money.”

I gave him my best evil grin, “I will agree to move in with you on one condition.”

Jace shook his head, “oh God, what is it?”

I said, “show me your wiener.”

He rolled his eyes, “you have seen my wiener almost every day for the past year, when will you ever get enough.”

I batted my eyes, “I will never get tired of seeing your wiener, it is a really nice wiener.”

Jace sighed, “ok, fine, show me yours and I will show you mine.”

We moved into “our” new place, it really was a great apartment. After Brad was married, his new wife got a job offer out of state, they moved, and we were down one player for our poker nights.

Harrison asked, “since Brad is gone, would you guys mind if I invited my buddy Jack to play with us?”

Bubba said, “it’s ok with me, it will be fun to have some fresh meat to win money from.”

I perked up, “oh fresh meat, I’m…”

Jace stopped me, “Adrian, behave. We would be happy to add your buddy to our game, Harrison.”

Danny added, “it’s fine with me too Harrison.”

After the game that night, Jace asked, “you aren’t going to try anything with the new guy are you?”

I grinned, “well, I will have to see him first, he might be fat and ugly, so…”

Jace shook his head, “when will I learn?”

Harrison and Jack arrived at the card game the following week. Harrison introduced him to all of us and I did behave, to the shock of Jace. As I was looking at Jack, I couldn’t help but think that he looked familiar. He was tall with dark hair and had jock type body, he was very attractive, I just couldn’t figure out why he looked so familiar.

We all got our drinks and started the game, Jack fit in well and was soon teasing and joking with the rest of us. As we played, I was noticing that there may be something more between Harrison and Jack than them just being buddies.

I got up to get us all another round of drinks, as I was setting them down on the table, I finally figured out why Jack looked familiar. He looked a lot like the guy that was fucking the redhead in the video I played for Harrison. I looked down and saw Jack’s socks.

I grinned to myself, “hey Jack, I like your socks.” I saw Harrison blush.

Jack pulled his pants up to let us all have a look, “thanks Adrian, I like them too, they were a gift from Harrison.”

The End.


Thanks for reading I hope you enjoyed the story. As I finished it, I decided to end it with the last little conversation. I was thinking about writing another story with Harrison and Jack, what do you think?

by Lee Obrien

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