Daddy Bear and My Straight Buddy [MM] 30s/40s

8/14/21

Anyone else have/had that straight buddy who goes full on gay after a pint or two? MM 30s/40s

Edit: I merged pt1 and pt2 and the final pt3 into this single post. I had no idea if I would even be able to finish this. This is all three parts. If you’ve already read pt1 and pt2, simply scroll down to the line of star emojis for the start of pt3. 🌟 Thx for all the feedback guys!! You guys are the only reason I took the time type all this out. I’ve since reposted this in a number of NSFW fiction threads.

“Daddy Bear and My Straight Buddy”

– August 14, 2021

I hung out with my buddy Jason for the first time in over a year (thx covid). He texted me after he got vax’d and then 2 weeks pass (which was last night) and he almost begs to come over to my apt. It’s the first time in about one and a half years. He even offered to bring beer. I told him of course he can hang out at my place now that we’re both vax’d.

It’s almost like it’s a code word now “I’ll bring the beer”. Lol, he’s really funny and cute. He’s the guy next door type. A bit scruffy like me, but he’s definitely got the cute look down pat.

I started hanging out with Jason after his divorce a few years ago. He really liked coming over to get away from his brother and his sis in law. That’s who he moved in with after he got divorced. He also liked the fact he could not only get away, but talk to me about random stuff. He’s an actual friend who became a FWB. He’s in his early 30s and I’m roughly 10 yrs older. So we had a lil bro / big bro thing going. It started out 100% platonic. That changed quite quickly.

A couple years ago, one thing led to another and we end up being jack off buddies whenever he had ONE FREEEEKIN BEER. We’d watch straight porn at my place. Well, he’d watch straight porn; I’d watch him. He knows I’m into guys and he eventually confessed to me that he likes me to watch him jack off. He’s got a thick uncut 7 incher vs my 6-6.5 average sized cut daddyish dick. He has a great body IMO. We both have huge low hangers. We love to argue about who has bigger balls (I totally do lol, I win that contest).

When we first did the jack off thing, he’d bail quickly after cumming. One beer, he’ll be ok driving. But if he had more than that, I’d make him stay for safety reasons. I got the sense that he eventually learned if he drank two, he’d have no choice but to hang out with me *after* cumming. It’s almost like he needed that as an excuse. I quickly learned he loved to be the little spoon on my big leather couch. When it comes to cuddles, I’m a full on top. When it comes to sex, I’m verse. And I’m the kinda guy that loves to hang out after an orgasm. I’ll probably get downvoted by some ppl bc of that fact, but I can’t help it, I’m not the type to cum and then leave – hook ups just aren’t my thing usually bc of this (there are some exceptions).

After about an hour or so, I’m ready to start jacking off again for round two. And so was he. But I wouldn’t let him turn the porn back on. And I wouldn’t let him jack himself off, I told him he should either go home or let me give him a hand job. He flashed that cute smile and dropped his pants so fast. I was really glad he chose to stay; I was afraid he’d call my bluff.

I told him to get fully naked. He did. I’m dominant with guys that are into it, so I was kinda testing the waters since he really doesn’t know what he likes when it comes to guys. He told me that back in the day he jacked off with a few buddies but other than that, he’s straight. TBH, I would consider that being bi. But I don’t care what he is bc at that very moment he was a totally naked good looking bro on my couch who was allowing me to boss him around regarding his fuck stick.

I told him to lay back on the couch. He was rock hard but nervous. I gave him his (supposed) first guy-on-guy hand job. I noticed that he kept looking at his dick and my hairy tatted forearm pounding his dick up and down. That visual right there almost made him cum. So I stopped and he had a bit of a WTF look on his face. I took off my clothes right in front of him and he was really into my bearish dad bod. He ran his fingers across my hairy thigh. Most guys that are into me are definitely into the hairy daddy look. I went back to stroking his meat. I told him to tell me when he’s about to let his sperm fly. He said ok.

As he got closer and closer, he was at that point where he started to moan. God I fucking love that sound. You all know what sound I’m talking about. Some guys hold in the moans, but Jason definitely was not like that… Especially since I was in the process of edging him.

I let go of his dick even before he said he’s about to cum. He asked why I keep stopping. I explained what I was doing – edging him. He had that look of desperation and of wanting to cum so bad. I told him that there was no way I’d let him cum unless he let me suck him off. If he wasn’t into that idea, he could go and finish himself off at home. He said YES SIR and flashed that killer smile again. I think it was at that moment he knew what he really liked. He liked feeling as if he had zero control of his own pleasure.

So I got to work using my amazing (if I do say so myself) dick sucking skills. He didn’t say much, but he did make a comment about my beard feeling incredible. He came long and hard and made those great orgasm sounds. I jerked myself off as his cum went down my throat and also into my beard.

I told him if he wanted, he should follow me to my bedroom. Otherwise, I’d see him some other time. I jumped in bed and he followed right behind me almost like a lost puppy. We were both half hard still. He assumed the lil spoon position and I big spooned him for a while until we fell asleep. That was the *first* time we did anything aside from jacking off together…

…Now flash forward to yesterday afternoon/evening, Saturday August 14th.

Like I said, I hadn’t seen him in forever. He’s standing at my door when I opened it and he had his tank top off and tucked into the back of his basket ball shorts. He was clearly free ballin it. He had flip flops on. I noticed that he had gained some covid weight – he’s one of those guys that looks amazing no matter what, I’m jealous of guys like that!! Anyway, he’s so ready to get naked, I can tell. But one of those pints in that six pack was the key. I told him that the two beer rule still applies. He nodded. It’s funny how we go through this ritual, but it’s oddly erotic to me (and I assume to him as well). We never talk about it. It’s like sex has never happened before between us.

We stood there on my small front stoop, cracked open a beer each, and caught up on random topics. It was hot and humid yesterday. We didn’t stand outside for long bc it was too hot and bc I was getting so turned on by the sight of his sweaty chest. I told him to go inside and I’ll toss the rest of the beer in the fridge. As I passed by him, I could smell his musky and sweaty pits. I got so hard in an instant, I love his manly scent. He already downed his first beer and grabbed another and said something to the effect: looks like I’m staying over night, is that ok boss? I nearly came in my shorts when he called me “boss”. He’s never called me that before. I fuckin loved it. ♥

Edit: below is technically part two of what happened on August 14th. I cut my story short bc it was taking me forever to type it up. This is the merged version.

Anyway, as I was saying about Jason last night…

He came over barely dressed. As he chugged his second beer, he kicked off his flip flops and was literally only wearing rayon basketball shorts freeballin style. Any time he moved, I could see the outline of his flopping dick. Jason is a Sandy blond. His chest has a bit of lightly colored fuzz. He’s got thick bushy pits. And he’s one of those guys that is extremely hairy from the belly button down to the tops of his toes. He’s got a medium trimmed beard that’s a slightly darker blond than his wavey mop top head. His build is very nice and he now has a bit of a gut bc of covid. He may not be everyone’s type, but I think his blue collar self is hot af. I’m just under 6ft, based on that, I’d say jason is about 5’10”. He looks kinda like a Viking.

I went to grab my second beer and when I came back to the living room he was gone. For a split second I panicked thinking he bailed and got cold feet. I walked down the hall, there he was, browsing Netflix. He’s got his legs crossed at the ankle, and one of his hands behind his head LYING ON MY BED. Fuck, he looked so good. I didn’t realize how much I missed him.

“I hope this is ok boss”.

There he goes using that word again. That’s twice in less than 30min. He’s gunna make me have a spontaneous orgasm if he keeps that up.

I plopped down on my bed and asked him what he wanted to watch. He picked a horror film. About 20min in, he gently reached over and lifted my shirt a bit and started running his fingers through my dark curly belly fur. He’s dropped hints before to get things started, but hasn’t ever made the first move physically until yesterday. I guess maybe not having physical/sexual contact with anyone for over a year really brought up his confidence level. I dunno, but either way I was going to bust. His look, his smell, and now his touch? I was in such heaven.

Him: “Can we do that cuddling thing?”

I told him hell yeah. But as the little spoon, he’s going to feel my boner in the small of his back. He said he didn’t care. I rolled to my side and he backed right up into me. He smelled amazing. I nuzzled the back of his neck as I’ve done many times in the past. And it got him rock hard. NGL, it’s amazing to know that doing this to him makes him hard. It’s a total ego boost. I reached around and played with his boner and big nuts through his shorts. He immediately pulled them off. I took that opportunity to get totally naked as well. We snuggled into each other again and I resumed playing with his naughty bits. I smelled my hand and it smelled of manly balls.

Normally I would ask him if he wanted to stream porn. I decided it definitely was not needed. I turned Netflix off and immediately full on deep throated him. All his pre cum coated the back of my throat while he let out a little whimper. I looked up at him and he was staring at me with a dazed yet very happy look on his face. My face, however, was full of dick. :D

Since I knew Jason was coming over, I had already prepared myself with my Shower Shot. If you know what a Shower Shot is, then you kinda know where this story is going. Jason had no idea what was about to happen.

He’d never fucked a butthole before. Not even his ex wife. We talked about it before, almost two years ago in a hypothetical way. He said he wasn’t sure if he could handle the thought of his dick in another dudes ass, so I never pushed the topic. But I was determined to get that big 7incher into my hole last night. The only thing that would stop me is Jason saying no.

Without telling him, I quickly mounted him, pinned both his hands above his head with one hand and guided his fuck stick to my hole using my other hand. I used the fact that he’s a massive pre cummer to my advantage. My spit and his pre cum made the perfect natural lube. The look on his face was partially disbelief and partially ecstasy. I told him straight up that I was going to use him as a human dildo and essentially there’s nothing he can do about it except say no. He didn’t say a word, just stared at me as I impaled myself on to that amazing uncut cock.

I let go of his hands and leaned back a bit. Sweat was pouring down on to him. I started to goon my dick. He leaned up and tried to prop up on his elbows. I pushed him down. I only did it bc he needed to know who the *boss* was.

This is the first real dick I’ve had in a long time and I’m treating it like a dildo. Lol. I guess this is my *real* confession: I love submissive tops! I don’t bottom often, but when I do, I still cannot stop being a dom. Don’t get me wrong, I love sub bottoms. It’s just submissive tops are so difficult to find, y’all are like unicorns!! 😂

I couldn’t hold out much longer. And I started to cum all over his chest. When we’d jack off in the past, sometimes my massive loads would get him with a few drops. But this was the first time I intentionally came all over him. I kinda wanted to mark my territory. He was mine. All mine. At least til the morning.

I got off his dick, scooped up my copious amounts of cum off his chest and belly and used it as lube for his dick. He watched every move I made and I loved that my kinks weren’t scaring him off. I stroked his dick with my seeded hand and he started making that beautiful sound again. I knew he was close. He loves to be edged by me, but I didn’t do that this time. I went straight to orgasm mode for him. Jason is a dribble cummer. But he’s also loud as fuck. And I love that. He came pretty quickly after that but I continued to stroke his blue collar cock until he begged me to stop. Of course I did. He started to laugh and I joined in. Fuck I missed him so much.

I asked him if he wanted to jump in the shower with me. We hadn’t ever showered together before. He said sure if there’s enough room. I told him I can fit 3 full grown men in my shower (that’s a whole different post). He looked at me funny and laughed again.

As I was soaping up his back and shoulders, he asked me what that was while pointing at my Shower Shot. I told him vaguely what it is for and asked him if he wanted to try it out, I told him I wouldn’t mind teaching him… 😈

🌟 🌟 🌟 🌟 🌟

So straight buddy Jason isn’t as straight as we thought, huh? Who knew?

I gave him a crash course in using the Shower Shot right there in the shower, just tips and tricks. I rinsed off and dried and let him figure out the rest and told him to take his time. I got dressed bc I was going to take him for a late dinner at an all night diner. We were both starving after our romp. I decided to free ball it as well. The restaurant is within walking distance from my apartment. We flopped our cocks all the way there. There are some sections of the sidewalk where you have to go single file. I always told him to go first whenever we got to one of those sections. I’m a nice guy, but I had an ulterior motive for allowing him to go first: those shorts clung to that amazing ass and I couldn’t get enough of him. I wasn’t going to touch him in public, but I’ll be damned if I can’t stare at him.

We got back to my place after dinner and I asked if he needed another beer since it had been hours. He said nope, and flashed a naughty smile and turned towards my bedroom. I immediately went in for a reverse bear hug. I’ve never really wanted to hug or kiss Jason bc I was afraid he would be sketched out and bail. But with my other buddies, they know that if you are in my place and you physically turn your back on me, you’re going to get a reverse bear hug… *it’s the law* 😂

I quickly broke the hug long enough to pull off his tank top and pull down those basketball shorts. Then I went back to hug him and he pulled away and gave me a forward facing hug *and a full on wet kiss*. Woah. I did not see that coming. He grabbed at my waist band. Dude was horny as hell and that made me want to wreck his holes and make him howl.

I sat on the edge of the bed and told him he was going to suck my dick. Bro was a natural. The only thing I had to tell him was to slow down. Personally, I’ve never like a fast porn style BJ. I like it slow and with no hands. That’s just me tho. I did have to remind him a few times to “look me in the eye”. I love to stare a dude down while they suck and constantly encourage their talent. I love to see a guys scruffy lips stretched around my shaft.

Now, as we all know… sucking dick is different than deep throating. I told Jason to give it a try. I told him to relax his throat and go slow. As he did this, I explained that guys have the natural ability to deep throat and his throat just opened right up. He didn’t have to think, just do. I did the thinking for us both. I had to keep reminding him to look at me. His eyes were watering. I love that look. I couldn’t resist, I pulled him off my bear cock and pulled him in and kissed him. I could taste my dick on his lips. I told him he was doing great but I wanted to give him a break while I showed him something.

While he was standing at the foot of my bed, I gently turned him around and started rutting around his blond hairy ass crack with my face. He tensed up. I told him to get on all fours on the bed and assured him that he would love a good old fashioned ass eating. He got into position, but his legs were too close together. I simply took control and spread those beautiful furry legs apart and told him to spread his ass cheeks. I didn’t say it in the nicest tone – I was at that point that nothing was going to keep me from tasting that ass. I’d been thinking about it since he got out of the shower before dinner. I made sure his chest was all the way down to the mattress and that his back was arched. I told him to keep those cheeks spread. He did as he was told. I feasted like a horny king. The faint smell of ass sweat and ball sweat was over the top. And the sound he made was pure music. If you couldn’t see what we were doing you’d think he was gently crying or sobbing. Man, he doesn’t say much with words in bed and he’s not all that verbal during cuddling or sex, but the sounds he makes says it all. Just thinking about it and writing this post makes me want to bust a nut in my undies.

As I licked my way into that furry blond hole, I decided to play with his dick. The massive amount of pre cum was astounding. I milked out strand after strand. I wasn’t going to let it go to waste. I was tempted to just lick it off my hand and fingers. But I didn’t bc it had a much more practical purpose. I used it to lube and finger his lil bro hole. He tensed up again. I let him know that he just needed to relax his lil bro hole. He did as he was told. My thumb slid right in. My index finger and middle finger latched on to either side of his fuzzy taint. I push in and towards his happy spot (prostate). There are not enough letters in the alphabet to describe the sound he made. I told him to look back at me. I did this so that I could read his face and as he looked back at me, I could tell he was hooked. Both figuratively and literally. He couldn’t go anywhere even if he wanted to. I had a “love grip” on Jason’s hole. I did ask him if he wanted me to stop. I wanted to hear his words and I wanted some info. He asked me not to stop. I told him to say please. He did. I told him it’s time we had a talk. He said ok with a whimper in his voice. I told him he was going to get fucked, but if he didn’t like it I’d stop. He said “yes boss”. That was it. He’s getting pounded right then. That is apparently my new “horny trigger word”. I can’t say how much I love hearing Jason call me boss. Especially when I’m knuckle deep in his lil bro hole…

But I wanted a change of venue. I wanted to fuck him on my couch. I told him to back up off the bed and as he did, I didn’t let go of my grip. I walked him down the hall to the black leather couch we had jacked off on so many times in the past. He practically had to prance and to keep him from falling over I braced him by wrapping my other arm around his neck. As I escorted him to the living room, I’d be surprised if his feet touched the floor more than twice. I finally got him to the couch and bent him over the arm of the couch. I gently pulled my thumb out and slowly slid my fuck stick into him. He was making noises again. I asked him what he wanted. I told him if he didn’t tell me, I’d stop. He begged for me to fuck him. I sternly reminded him to say please. He complied. I told him he was a good lil bro and that his hole felt like fucking magic.

I pulled out of that naturally talented hole so I could flip him on to his back in the middle of the couch. There was no way on this earth that I wasn’t going to get to see that sexy little face of his when I nutted inside him. I’m just as loud, if not louder than Jason during sex, especially when I cum.

I may not have a big dick, but I definitely know how to use it. I’m a huge cummer and most guys like it. I dropped a massive load into his lil bro hole and made a ton of loud grunts. I looked him in the eye as I came and told him to jack that thick dick. He did as he was told. He started to cum and I made sure I stayed balls deep inside him so that we could both feel his huge orgasm. I could feel the spasms and twitching of his hole around my fuck stick. It literally milked out the last of my cum. I fell into him while we were still coupled together and we kissed. He pulled away from our kiss to thank me and he hugged me for several minutes. He whispered in my ear and asked me to please stay inside him for as long as possible. After taking it like a champ, how could I deny his request? Especially since he said *please*. The entire apartment smelled of great sex. He wouldn’t let go, and you know what, I kinda didn’t want him to.

But… He had to go to a second shift today (Sun Aug 15th) and lil bro needed time to rest and I’m sure he needs time to process everything that happened.

It’s actually Monday morning now and I’m at work trying to finish this 3rd post as fast as possible. About 15min ago Jason sent a kissy face emoji. I also have things to process in my head as well; I think I’m crushing hard on him. ♥

Source: reddit.com/r/Erotica/comments/p5j510/daddy_bear_and_my_straight_buddy_mm_30s40s