A Straight Bet

by Lee Obrien

7 Oct 2022 5075 readers Score 9.4 (133 votes) PDF Mobi ePub Txt


I was still chuckling to myself the day after Harrison and I hooked up, we had always teased him about all his matching clothes, but this was too funny. It was a good thing he was a good sport about it.

Since Jace and I had made our bet, we had perfected our system for me telling him how I was doing. It was our card game night, and I was talking with Jace when Harrison arrived.

Jace asked, “how is that project going.”

I replied, "3 down, 1 to go.”

He raised his eyebrow, I turned to Harrison, “hey Harrison, thanks again for helping me with laptop last weekend, it's still working fine.”

I smiled at Jace, he just shook his head and went to the kitchen to get a beer. The rest of our group arrived, and we got busy with our card game.

Several weeks had past and I still hadn’t come up with a plan to snare Bubba, he should have been the easiest to seduce, I just needed to get him alone at my place.

It was Saturday and I was looking through my cupboards, shit, I needed to go to the grocery store. I hated going to the grocery store, but I was going to starve if I didn’t go soon. I wrote out my list and was on my way, I was pushing my cart through the store, I stopped to pick out a couple boxes of cereal. As I was trying to decide I heard the familiar voice.”

“Yo, Adrian.” Then that goofy laugh.

I turned to see Bubba standing there with that silly grin. “Hey Bubba, what’s going on?”

He said, “just getting a few groceries.”

From behind me I heard, “Darrell, just pick a box, and let’s go.”

I turned to see Bubba’s wife, Claire. “Hey Claire, how are you?”

Claire was a sweet girl, small and petite with blonde hair, blue eyes, and cute smile. We always teased Bubba that he married up, he would usually agree.

She grinned, “oh hey Adrian, I haven’t seen you in forever.” She gave me big hug.

“Yeah, I know, where have you been hiding?”

She hit my shoulder, “me hiding, you are the one that’s been hiding, has Bubba asked you to come over for supper yet?”

I looked at Bubba, “no, he hasn’t.”

She gave him the look, “well, we will have to talk about that when we get home. So, what about it, when can you come for supper?”

I said, “I can come anytime, it would be nice not to have to eat my own cooking.”

She said, “ok, you're coming over tonight, we will pick up some pork chops, you and I can sit and drink a beer while we make Bubba grill them.”

I nodded, “sounds great, I’ll bring the beer.”

We said our goodbyes and we went on our way. I got home and after putting my groceries away, I did some laundry and cleaned up around the apartment.  I took my shower and made my way to Bubba and Claire’s.

When I arrived, the table was already set, and Bubba was on the patio grilling the pork chops. I handed him a beer and Claire and I sat down to keep Bubba company while he cooked. After we finished eating, we were sitting in the living room talking. Bubba went to get us each another beer, when he came back, he sat next to me on the couch. He looked a little nervous.

He rubbed his hands together, “hey Adrian, do you remember that night I found out you were gay, and I was asking all those questions?”

I studied Bubba’s face, “yeah, did you have another question?”

He looked to Claire and back to me, “well, no, but I was telling Claire about it, and we were talking about it, I was telling her that you kissed other guys.”

I slowly said, “yes, and we other things too, remember?”

He nodded, “yeah I remember, well I was wondering, I mean we were wondering, I mean if it is ok with you…”

Claire interrupted, “Bubba, just ask him.”

Bubba blushed, “I will, I am getting to it. Would you be willing to…”

Claire again jumped in, “Adrian, I think it would be hot to see you and Bubba kiss, like really kiss.”

I was a little stunned, I looked at Bubba, “are you sure you want to do that?”

Bubba nodded, “yes I do, I mean ever since that night I have been really curious about doing something with another guy.”

I turned to Claire, “and you are ok with this?”

She blushed a little, “it was sort of my idea, after Bubba told me about your conversation, we even went online and watched a few gay videos, we both kind of got turned on.”

I asked, “so you want to watch us?”

She said, “sure, Bubba and I are very open, we love each very much and we like to try new things to splice our sex life up.”

Bubba jumped in, “yeah, the last time it was with Claire’s friend Nicole.”

Claire added, “and since Bubba got to watch me and Nicole play, I think it’s only fair for me to watch Bubba and one of his friends play.”

I was trying to process what I had just heard, damn, was this really happening? I looked to Bubba, then to Claire and thought what the hell, this would complete the bet, I could never have planned this.

I cleared my throat, “well if you are both ok with it, I guess we can give it a shot.”

I saw Claire start to look a little excited, and Bubba even had a slight smile on his face.

He moved a little closer to me, “so how do I do this?”

I chuckled, “just relax, kiss me just like you would kiss Claire.”

We moved in and our lips met, I put my hands on Bubba’s shoulders and pressed tight against his mouth and pushed my tongue through his lips. Bubba took the hint pushed his tongue into my mouth. I was surprised at how soft and gentle Bubba was, he was also a very good kisser. I pushed ahead further, and Bubba laid back on the couch as I lay on top of him kissing him as deep as I could. I saw Claire watching us, she was getting more turned on the longer we kissed. After a few minutes, Bubba started to pull back, I assumed he wanted to end our kiss. To my surprised, he started to pull my shirt out of my pants and pulled it over my head. He pulled me back down, and we resumed our kiss, his hands explored my chest and Bubba started to roll my nipples between his fingers. I shifted my weight and felt Bubba’s hard cock rubbing on my leg, my cock was equally hard and was begging to be released from my jeans. I sat up and pulled Bubba’s shirt over his head and ran my hands over his hairy chest. It was so different from Harrison’s pale, smooth skin, Bubba’s dark skin was covered with dark fur, and he was bigger as well. I leaned back in for another kiss just so I could rub my bare chest against his. My cock was starting to ache, I was past the point of turning back now, I opened my jeans and unzipped them. I stood up and did the same to Bubba, then it was a race to see who could get naked first.

Bubba and I were both standing there naked checking each other out, I smiled, “I like what I see, how about you?”

Bubba giggled, “yes I do too.”

I had almost forgotten about Claire until she said, “it looks pretty sexy form here too.”

We gave her big smile and I turned back to Bubba and ran my hands up and down the furry body and moved closer so I could stroke our hard dicks together. We both moaned as we shared another deep kiss, I went down to my knees and licked the precum off the head of Bubba’s cock. He put his hands on the back of my head as I took his entire length into my mouth, he was fucking my face within a matter of seconds. Claire had removed her clothes as well and fingering herself and licking her lips as she watched us. I was playing with Bubba’s balls as I sucked him, he paused, “dude, you are going to make me cum.”

Claire said, “don’t cum yet Bubba, I want to see you suck Adrian’s dick.”

Bubba looked down at me, “can I?”

I stood up, “of course you can.”

Bubba fell to his knees and was trying to swallow me whole, he started to gag, “whoa, big fella, take it slow.” I said as I put my hands on his head.

Claire spoke up again, “why don’t you guys sixty-nine?”

We were on the floor before she finished the sentence, I grabbed Bubba’s hairy ass as we sucked each other. We had come this far, so I decided to go all the way and worked my finger into Bubba’s crack and brushed across his hole. It was like I pushed the magic button as his leg shot straight up in the air.

Bubba gasped, “yes, stick your finger in my ass.”

I was happy to honor his request, I minute later, I had two fingers massaging Bubba’s warm hole. He let go of my dick and moaned, “God yes, Claire can Adrian fuck me? Please I want to feel a real cock inside me.”

Claire walked over and sat on the floor next to Bubba and gave him a big kiss, “of course Adrian can fuck you dear, anything you want.”

She handed me a condom and some lube as she went back to making out with her husband. I rolled the rubber on and spread the lube in my dick and Bubba’s hole. Bubba was on his back, I pushed his legs up in the air and Claire grabbed his ankles as she squatted her pussy over his face. I pushed into Bubba’s tight ass and began to piston in and out, Bubba was groaning into Claires pussy as I fucked him. We were all breathing heavy, Bubba panted, “I want to ride your cock, Adrian.”

I lay on the floor as Bubba lowered himself onto my waiting cock, Claire purred, “oh, that is so hot guys, is he filling your ass baby?”

Bubba’s eyes rolled back, “oh God yes, it feels amazing.”

Claire sat next to us and started to stroke Bubba’s bouncing dick with one hand, and she fondled my nuts with the other. She asked, “is it everything you hoped for baby?”

Bubba just grunted, she asked me, “do you like my teddy bear’s sweet ass?”

I panted, “oh fuck yeah.”

Claire’s dirty talk and with what she was doing to my balls was sending me over the edge, my nuts were starting to tighten as I said, “I am getting close.”

Bubba groaned, “me tooooo.” As his cock exploded all over my stomach and chest and I filled the condom.

Bubba fell onto the floor and gasped, “holy shit.”

I was trying to catch my breath, “I agree Bubba.”

Claire smiled, “that was so hot you guys.”

Bubba and Claire were on each side of me, Bubba lifted his head and looked at Claire, they then both began to lick Bubba’s cum from my chest and meet above me for a cum swapping kiss. Both took another lick and moved down to kiss me, giving me a taste of Bubba’s cum.

Bubba sat back, “thanks buddy, that was great.” then to Claire, “and thank you too baby for helping me set this up.” She smiled and gave him another kiss.

I thought back, “so Bubba, what did you mean when you said you wanted a real cock in you?”

Bubba blushed, “well, it’s just that, well I like it when… oh hell, Claire got a strap-on dildo as a gag gift for her bachelorette party and one night when we were fooling around, I let her try it on me. Well, I kind of liked it so it’s kind of a regular thing for us.”

I laughed, “that’s nothing to be embarrassed by, if you like it, you like it.”

Claire said, “see I told you.”

Bubba sighed, “sorry Claire, but the real thing is a lot better.”

She laughed, “well I know that, I have used that dildo too, it’s one of those cheap plastic ones. They have those new silicone ones now that have a more realistic feel.”

Bubba was suddenly excited, “oh really, can we get one of those?”

She smiled, “well of coarse baby, we can go the adult store on 5th Street tomorrow.”

Bubba beamed, “cool, hey maybe we can get a couple different sizes.”

Claire’s eyes widened, “oh yes, that is a good idea.”

After listening to the exchange for a few minutes, I cleared my throat, “ahem, I’ll just show myself out, so you two can decide what other sex toys you want to buy for each other.”

by Lee Obrien

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