Brother In Law situation

[deleted998701]

So, uh, not sure if I'm putting this in the "correct" section, but I needed somewhere to post this out because it was fucking incredibly hot. And this story is 100% true, just happened last night, and I'm open to questions here or in DM about it.

I'm a bisexual married man. My wife knows this but no one else does, until last night. There's always been some sort of sexual tension between myself and my BIL. We talk about our dicks and balls to each other but more in a playful joking way. Like the last time talked on the phone, he told me he was letting his balls air out because he had just shaved them. And then he asked me if I kept me balls shaved, which I told him I did and we discussed that a little further. Theres been a lot of dick talk over the years with him.

Last night reached a boiling point into physical touch. We were playing a tabletop game and we had a few drinks while playing. The game has a huge rollable mat with a plastic sleeve to put it in. We finished the game and were putting everything back in the box when he asked me to grab the sleeve. He said "I want you to hold it open and I'll slide the mat in. Kind of like helping a buddy put on a condom." I laughed awkwardly, but then he said "what youve never helped a friend put a rubber on?", And I said "no, can't say I have haha". He said "well it's kind of like that", so I made (what I thought was) a slight joke and said "oh, you say it like you've actually done that before" and he said "I'm just saying, maybe I have or maybe I haven't" putting emphasis on the maybe.

When he stood up shortly after I noticed he wasn't wearing any underwear and I could see a decently sizeable dick print. Couple minutes later we have everything boxed up and I say "don't forget this big dick" handing him the mat and then it all went up to a level 10 from there. Before he grabbed the mat, he said "already got it" and flopped his dick a bit. Rush of blood straight to my head (and dick) and then I caught him twitch his dick for good measure. He was clearly semi hard.

A minute or so later we were putting the stuff away on the shelf and he said "okay grab the big dick mat and put it over here", and I don't know what came over me but I just fucking went for it. I grabbed his cock through his shorts with my hand and said "you mean this big dick?" And he was startled. He didn't try to pull away so I know he liked it and he let my hand sit there and hold his pretty hard cock for a moment before I took my hand off. I apologized and said I shouldn't have done it. But I know we both liked what happened. He said it was all good and then we kind of moved past it. But we haven't spoken today since last night.

It's something well will have to talk about because I know I can't get his cock out of my head. And I wonder if he's thinking about it too.

 

[batnballs67]

He wiggled the worm and you took the bait, it seems. LOL

I'm not sure where to go with the situation, other than giving him an apology while fully sober. Maybe the talk about dicks will end, but an apology goes a long way to sorting things out with a dude you will have a relationship with for the rest of your lives.

Maybe the dick talk won't end and he'll ask if you were surprised / impressed by the size.

 

[wikke1]

So is he your sister's brother?
I fantasise about my sister's husband. He has an amazing bulge.
If he would ever 'propose'/'present' to me, it would take allll my moral strength not to go ahead.
I mean, we all know it is wrong to do anything with your BIL.

 

[Clinden]

Ages?
Cut or uncut?

 

[piscesminded]

Does your wife know?

 

[deleted998701]

So is he your sister's brother?
I fantasise about my sister's husband. He has an amazing bulge.
If he would ever 'propose'/'present' to me, it would take allll my moral strength not to go ahead.
I mean, we all know it is wrong to do anything with your BIL.

My wife's brother

Ages?
Cut or uncut?

I'm 35, he's 33

Does your wife know?

She does not know

 

[wikke1]

My wife's brother


I'm 35, he's 33


She does not know

Haha omg, yes of course that's what I meant.
If he was your sisters brother, he was your brother too

 

[Torontoguy411]

Damn that's a hot story. In my opinion he was trying to bait you into doing exactly what you did. Sounds to me like he was wanting that to happen, but sometimes it's easier for a guy to openly invite something like that if he's horny, but then struggles with the follow-through if it happens.

But I agree there is something about a brother in law situation that can be hot.

I'm a divorced dad, and went through a messy divorce. My ex wife's younger brother (my BiL) and I were friends while I was married to his sister, but during the divorce he sided with me because of how poorly she was treating me as the marriage broke down. I still joke with him that I got him in the divorce.

Anyways, after the divorce I ended up exploring guy fun with my best friend, also a married dad. I had no idea he was curious until one night he made a drunken move of challenging me to a dick size contest, and when he lost, he got so turned on we ended up jacking and sucking each other off.

A while after that first time happened, my ex-BiL and I were hanging out at my new condo, as we had done often after my separation/divorce. He was telling me about how his gf and mother of his son and he were having a lot of problems, and that he suspected she was cheating on him. I was obviously sympathetic, and we continued drinking and I think we coudl both tell our bond was even stronger since we could both relate to what the other was going through.

My recent adventures with my best friend had made me a little more confident and I when I was home alone I would often just be in boxer briefs or naked - it was something my ex wife was opposed to (naked around the house), so it was also kind of in defiance of her wishes of being able to do what I wanted now. A few times my ex brother in law would drop by and I'd be in just underwear, and when I'd get us beers, I would tell him the price of admission was joining in on the underwear only dress code. He would eventually give in, and it was clear neither of us were shy about checking out each other's bulge. One night when we were in just underwear I got up to go take a piss on the grass at the end of the back deck. This was something I did a lot at night when I was outside rather than going in to the bathroom. As I usually did, I pulled my dick out the fly and stood with my hands on my hips with my dink hanging free. I hear my brother in law make some drunken mumbled comment behind me, and I asked him what he said. He mumbled it again, but made out the end of it and heard "...convince me you have a big dick or something?" and I turned to the side so I was in profile. I saw his eyes go right to my cock hanging out the fly. I asked him again what he said, and he just stared (we were kinda buzzed). I made a point of taking extra time to shake it while I still looked at him, and then put it away and walked back to the chairs. It was clear we were both a little chubbed up. I asked him "what, you don't let it hang free when you piss too?" He mumbled something about not everyone does that.

Another beer in, he just blurted out "there's no way your dick can be bigger than mine - my feet are larger than yours". I asked him why he thought feet size was an indicator, and he replied with he had read something about that. And I said, I'll admit your feet are bigger, but I don't know if my dick is bigger than yours unless you show me. He paused for a bit, and I watched his eyes quickly look down at my dick then back up, and said "I don't think I'm drunk enough for that yet", and I argued "I think we both are drunk enough for that", and I stood up and dropped my boxers and gave him a full view of my cut dick that was half hard. I told him that it was his turn. He just stared for a bit and didn't move. I was worried I had crossed a line, until I heard him say "fuck...this might be embarressing". He slowly stood up with a full tenting in his boxer briefs, and dropped them. I moved closer and put them side by side - I was thicker and longer (7" compared to 6" long). I told him he had a nice dick and groped it. he moaned, and I felt precum on my fingers. So I kept going. I grabbed his hand and put it on my dink, and he slowly started to stroke it.

I was so turned on as we stood there stroking each other. There was just something revengeful feeling about stroking my ex wife's brother's cock. Eventually I got down on my knees and sucked him, and took his load. He ended up crashing at my place, and although it was a bit awkward between us the next day, things quickly went back to the way it was. We've jacked to porn together, and stroked each other off, but he said that's as far as he could go, and said it would feel awkward for him if I blew him again. Not sure why there's a line between jacking and sucking for him, but I respected it.

A couple of times we played around (always when drunk) he held my cock and said he had no idea I was that thick. He also made a couple comments about "so my sister used to take this inside her" - the first time he said that I shot instantly - just something about him admiring the cock that used to fuck his sister. I also taught him how good it feels to have your balls tugged on hard just before he would shoot a load from me jacking him off. He admitted that he does that to himself regularly when jacking off now - he had never had that done before. It's been a mutually beneficial situation of him and I getting off together

So, I thought I'd use this story to encourage you to keep pushing the boundaries with your brother in law. My suspicion is that he's just as curious as you are!

 

[edonline]

Here's to horny brothers-in-law. My only advice would be, before you take anything sexual further, ask yourself seriously if you can live with crossing that boundary. If you have any second thoughts or qualms about doing it, reconsider. If not, go for it!

 

[deleted998701]

So, an update: we talked on the phone last night for a couple of hours while my wife was at work (she works third shift) and I eventually mentioned it and we discussed it. We both agreed we left that situation a bit awkward and confused. But we also both admitted that we jerked off to it afterwards because it was hot.

And then deep into the conversation it turned into some sort of phone sex stuff. I was complimenting the size of his cock and he told me he was getting hard. So one thing led to another and we were both jerking together while talking.

It went pretty far verbally. I built up enough confidence at one point to say "I want that big cock in my mouth" and he said "maybe you should come over" but I didn't because it was late. We both ended up cumming though. So, I was originally supposed to go by his place to help with something tonight (this was planned in advance of all this) while my wife is working and I texted him earlier to see if he still needed me to come by and he said "yes" with a winking emoji. We will see what happens tonight.

 

[deleted998701]

Holy shit, the morning after is... something. This all happend over the course of about 3-4 hours at his place last night. I think I left his place just before midnight. I went over to his place after my wife went to work last night and of course we were both awkward about the whole thing for a bit, and we both wanted to discuss it kind of quickly but were feeling each other out for a bit while we did other things. He eventually broke the ice and we talked about it for awhile, like the implications of being married to his sister and what not. Heavy shit, but there's been sexual tension for so long between him and I that we eventually just decided we felt comfortable to "experiment" and keep it entirely discreet but only occassional, and to not let it become some repeated thing that we are doing often or any chance we get.

So step one was telling the truth to each other about our past experiences with guys, and we both have done some general touching and oral with guys in the past but nothing too far. We talked about that for a bit and then moved into some of our fantasies, desries, etc and that's when we started getting noticebaly hornier. We grabbed some drinks and kept talking through it all.

We reached a point where we agreed that if we wated to experiement and were going to be discreet, we might as well throw on some porn and just go for it. I mentined a BBC fetish to him so he put some of that on, and we started touching oursevles, which eventually led to whipping our dicks out and jerking together.......... which eventually led to me going for it again and grabbing his cock. He grabbed mine after some time and we just started jerking each other. From there it escalated into grabbing some oil and using that on each other, squeezing each other's cocks in our hands, just playing around more innocently.

I asked if he felt comfortable shooting a load, and he got bold and said something like "yes, but do you feel comfortble with it in your mouth?" - paraphrasing here. My whole body tensed up with excitement. He suggested we take things to the shower which was a hot idea, and so we did. Excitement for both of us went up to 100 in the shower and we did nothing but jerk and suck while we were in there. I finished him off sucking his big dick until he shot down my throat, and he returned the favor and let me shoot down his. Hottest fucking thing of my life by far and I can't quit thinking about it this morning. Good news is we left things a bit less awkward than the first physical encounter.

Sidenote: I remember a long time ago when we worked together at a restaurant in college, he was in the kitchen and jumping up and down over somehing, some girl who had the hots for him mentioned when he was jumping up and down she could see his dick flopping and that it looked big. It was kind of a running joke for a bit after that. Let me say, she was not joking and that dick did not disappoint last night.

 

[ASK JEFF]

So, uh, not sure if I'm putting this in the "correct" section, but I needed somewhere to post this out because it was fucking incredibly hot. And this story is 100% true, just happened last night, and I'm open to questions here or in DM about it.

I'm a bisexual married man. My wife knows this but no one else does, until last night. There's always been some sort of sexual tension between myself and my BIL. We talk about our dicks and balls to each other but more in a playful joking way. Like the last time talked on the phone, he told me he was letting his balls air out because he had just shaved them. And then he asked me if I kept me balls shaved, which I told him I did and we discussed that a little further. Theres been a lot of dick talk over the years with him.

Last night reached a boiling point into physical touch. We were playing a tabletop game and we had a few drinks while playing. The game has a huge rollable mat with a plastic sleeve to put it in. We finished the game and were putting everything back in the box when he asked me to grab the sleeve. He said "I want you to hold it open and I'll slide the mat in. Kind of like helping a buddy put on a condom." I laughed awkwardly, but then he said "what youve never helped a friend put a rubber on?", And I said "no, can't say I have haha". He said "well it's kind of like that", so I made (what I thought was) a slight joke and said "oh, you say it like you've actually done that before" and he said "I'm just saying, maybe I have or maybe I haven't" putting emphasis on the maybe.

When he stood up shortly after I noticed he wasn't wearing any underwear and I could see a decently sizeable dick print. Couple minutes later we have everything boxed up and I say "don't forget this big dick" handing him the mat and then it all went up to a level 10 from there. Before he grabbed the mat, he said "already got it" and flopped his dick a bit. Rush of blood straight to my head (and dick) and then I caught him twitch his dick for good measure. He was clearly semi hard.

A minute or so later we were putting the stuff away on the shelf and he said "okay grab the big dick mat and put it over here", and I don't know what came over me but I just fucking went for it. I grabbed his cock through his shorts with my hand and said "you mean this big dick?" And he was startled. He didn't try to pull away so I know he liked it and he let my hand sit there and hold his pretty hard cock for a moment before I took my hand off. I apologized and said I shouldn't have done it. But I know we both liked what happened. He said it was all good and then we kind of moved past it. But we haven't spoken today since last night.

It's something well will have to talk about because I know I can't get his cock out of my head. And I wonder if he's thinking about it too.

Again, I tell it like it is, but always with love…

Dude….seriously?
1) This is your wife’s brother. Consider that for a moment;
3) Consider the situation you’d put yourself into should you go any further with this behavior. You aren’t 18 anymore, so don’t act like it! You’re going to get yourself, and your BIL, into very hot, uncomfortable water;
4) Cool down and think of your marriage. Do you want to remain married and these play games, or, do you want to stay married and be with your wife, or, do you want a divorce and do your own thing?
5) Besides you, there are several family members who will be hurt by this very inappropriate and teenage-like “flirting”. This will only end in disaster.
6) STOP!

kisses on all your pink parts,
JEFF

 

[Torontoguy411]

Again, I tell it like it is, but always with love…

Dude….seriously?
1) This is your wife’s brother. Consider that for a moment;
3) Consider the situation you’d put yourself into should you go any further with this behavior. You aren’t 18 anymore, so don’t act like it! You’re going to get yourself, and your BIL, into very hot, uncomfortable water;
4) Cool down and think of your marriage. Do you want to remain married and these play games, or, do you want to stay married and be with your wife, or, do you want a divorce and do your own thing?
5) Besides you, there are several family members who will be hurt by this very inappropriate and teenage-like “flirting”. This will only end in disaster.
6) STOP!

kisses on all your pink parts,
JEFF

So, if you're so offended by this, why are you reading this post? These are consenting adults. You have no context of the situation other than what we've all read here, and you're condemning this man's choices.

To quote you, let me tell you like it is - STOP offering your advice on things you cannot possibly understand.

 

[Nabil.solo]

In the end you will lose everything your wife your children your house even your brother-in-law don't be fool

 

[piscesminded]

There are so many other men out there you can fool around with and who would happily engage with you since you're married meaning they have no strings but you choose to do it with your BIL. Confuses me.

Still, do you. Hopefully your BIL isn't close to his sister as that'd be a slip up and a half.

 

[heky21]

It's very hot to read!

I had experiences with the brother of one of my exes, after our relationship ended, but he also clearly turned me on from the start.

I've also jerked off to one of my current husband's brother's underwear before. And on at least one occasion I'm sure he left them available for me on purpose. He knows a lot about our sex life and regularly makes jokes or hints about it (especially on the cuckolded and submissive side.). He's strictly heterosexual, and he's made it clear that nothing's going to happen between us, but you can tell he enjoys getting me excited and provoking me from time to time.

 

[ASK JEFF]

So, if you're so offended by this, why are you reading this post? These are consenting adults. You have no context of the situation other than what we've all read here, and you're condemning this man's choices.

To quote you, let me tell you like it is - STOP offering your advice on things you cannot possibly understand.

I‘m not offended and never said I was. Further, I am here to offer advice, and alway great advice. If you feel that you disagree, that’s fine by me, and I truly couldn’t care less what or how you feel.

His decisions are his to make. I don’t understan? Oh, okay, so this is about feelings now, not about facts? I get your angle now.

I was pointing out the inevitable shit show that will happen if he entertains this any longer, this only pertains if the story is even true or not. It does have many chapters, so perhaps there’s another story or two to jerk off to sometime soon. I feel a few more stories coming in the distance, so go put your ear to the very, very close to tracks and listen.

BIG kisses on all your pink parts, bud
Jeff

 

[Jake1973]

Haha omg, yes of course that's what I meant.
If he was your sisters brother, he was your brother too

As opposed to sister's husband

 

[Twunk2001]

Honestly you should keeping fucking him, men are so sexy and I bet he’s beautiful, also it’s so hot that he’s your wife’s brother like it’s so taboo and sneaky. Keep sucking his big dick

 

[San Clemente]

Life is short and I could feel the excitement in your words when u blew him…. Go for it again