Best Friend

BlakeFan19

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This is gonna be long so I'll try to get to the major points.

I have known my best friend for over 14 years now. We became friends through some mutual friends. Typical 20 somethings partying, drinking and just hanging out.

Last year he decided to leave his wife(who I am also friends with). Said he didn't love her anymore and there was another woman but he says he didn't mess around with until after he left. I don't know if I believe that as I found out he has cheated before. I have stayed friends with both of them but probably closer to him because a lot of his friends stopped talking to him when the news came out about the divorce.

Now I'm married but have always thought of my self as bi because I do like dick. My wife doesn't know and would not be ok with that. So I have cheated as well by sucking some dick and getting sucked. Since our second shield was born we haven't had sex. That was in October of last year. And it had been awhile before that. So I was good for a while and not doing anything but that has changed recently.

Now I have never been attracted to my best friend or thought about anything sexual until recently. Back in the days of partying, we were drunk and been naked around each other several times. So I have seen his soft dick before. And him me.

So a couple months ago, I took a pic of my dick and sent it to him though text. We had been talking earlier in the day about hanging out that week. When I sent the pic, I said "You got me so hard! Gotta go back to work though!" After like 10 mins he said " Ugh your welcome! Buddy we gotta talk about your sexting habits lol" I pretended like I had accidentally sent it to him and was like I'm so sorry but don't tell my wife. He was like I won't say anything but we need to talk. I honestly have no idea what I was thinking because I could of fucked up our friendship. I was so worried to talk to him. We went to dinner later that week. We ate and then when we were leaving he was like so what's going on. He was concerned because he doesn't want me to ruin my family and be like him. I apologized about sending the photo and he was just like I'm glad it was me and not someone else. I was yeah but i sent a pic of my hard dick to my best friend. He was like stop apologizing. Its just a dick, we both have one. I had also explained my wife and I sex life.

Then hung out a couple weeks later and he asked about my wife and I sex life. If it had gotten better. I told him no and told him that I actually meet up with a girl and got a blowjob. He was disappointed because he didn't want me to be like him. We talked about where the blow job happened and he asked how did you stay hard! Then told him I was tired of jerking off anywhere and everywhere. He was like where have you jerked off. I told him and he was like oh wow. I have never done it there.

This past weekend he had messaged me and was talking about what he was gonna do that day and said "Got to clean up th house, got laundry to do and if I get time might rub one out! Yep! Gonna be a great day!" I was so taken aback because he has not really ever text me that or anything about that. I honestly didn't know what to even say. I just said "yeah find the time! I rubbed one out every day this week!" But then it took him a while to respond back. I tried to actually hang out with him the next night but he said he had stuff to do but could still hang out on Wednesday. We then talked about me wanting to fuck my wife but probably wouldn't happen. He then text me yesterday asking how'd it go last night. I just said me and my hand and youporn lol.

I would love to jerk with him but have no idea how to bring it up. I would never want to ruin our friendship but just been confused with the texts lately.
 

BlakeFan19

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next time you're both together alone and in person, ideally at his place, show him some hot porn you've been watching you think he might like. Maybe find a hot fucking scene and ask him "do you think his dick is as big as mine?"

Then talk about how your libido is off the roof lately and how you feel it's being wasted not having sex with your wife. Test the water see how he reacts to that first.

Then next time you're both talking about sex just say, "damn you're giving me a boner..." - see what happens. Make sure you're both alone and ideally at a private place like his house.
We hung out this past week and I did ask him if he found time to rub one out and he said no, didn't find time. I was like do you not jerk off that often and he laughed and said no. When he is alone without his kids we get depressed and doesn't think to do that. I said you should. The release would be good for you! I then said again how I have been so horny lately and jerking all the time. He just said yeah. Nothing more and them asked about if the sex with my wife lately has been good or just going through the motions. I said going though the motions with her on top. He was like oh she like being on top. I said yeah. He said he always like doggy style. That was the conversation. I didn't want to keep poking at it because he wasn't giving much. He was also in a mood because he hadn't had his kids for a couple days. I will keep trying. I don't know how to bring up porn videos without being weird lol. And I don't know about saying the bones comment yet. Gotta work up to that.
 

oliverKj

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I’ve been in the same situation as u bro, going thru that right now, and I also thought I was crazy or was reading it wrong; Turns out I wasn’t too crazy after a couple years of noticing certain comments and behaviours. Long story short, We ended up playing a bit, watching porn and jerking each other.
If u feel some time of way, I’m sure there’s something there. Doesn’t mean it’s easy for him either to cross that line, not just friendship wise but also the whole “Gay” thing.
The only thing is, it could be a one time thing or a regular thing, u gotta be prepared for the outcome of it if it ever happens. Also it could be according to his terms.
it’s a hard pill to swallow for some, and I get it, things can get messy but if u communicate things if it comes to it and u both clear with what it is, I think it is doable.
I think u r doing great by not being pushy, let is happen naturally.
Best of luck and can’t wait to hear the updates
 

PutItInHere691

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I had a friend of mine would come over and we would watch porn and we’d jerk off .. clean up the mess .. which he would make his mess all over his chest and stomach and I would loved to cleaned it up for him..

mine night we were watching a new porn I had bought and it came to a scene .. bisexual scene .. that I didn’t know was in the movie .. when the guy started sucking the other guy and deep throating it my friend was like fuck wished the girls he’d been with could do that to his dick..

Not measuring it I’d say he was nearly 9 inches.. I was 8 inches and he was long than me ..

I was like . For real.. he’d say a few can do it but wished more can do it .. and he was jerking off to that guy sucking dick.. the girl was getting her snatch licked by the other guy. They moved around and the guy that was sucking dick was taking that guys dick in his ass .. as he kept licking the woman’s snatch ..


It was then he said .. if he’d meet a guy that would let him go balls deep in his ass he’d fuck him.. ..

It was then I kind of reminded him I was gay and he said he had thought about it before but didn’t want to ruin our friendship if he asked and I got pissed and said no..

That bisexual part in that porn got me a great dick to suck on and an awesome fucking ..

next time he didn’t want to see any kissy in a porn. Just dick.. and I had plenty of gay porn..

We did it often for few months then his ex came back into his life and they got back together and got married.. he told me one time we were visiting that she lets him do her in the ass .. he never seemed so happy
 

BlakeFan19

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Sounds like your friend is depressed. Can’t get him to that if he’s in a foul mood. Does your friend work out? If you lifted weights together more often, this conversation is much more fun in the showers / lockers ;)
Yes I do think he is depressed and more so then my want to jerk with him, I want to make sure he is ok. So I told him I'm here for anything he needs. Just to talk and I'll listen. I might not know what to say but I'm here to listen and be his friend. He said you have been the best friend I could ask for through this.

I do go to the gym and he did ask about tagging along sometime, so we are gonna do that soon.
 

BlakeFan19

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Man, that is something sweet. You two clearly have a strong bond, regardless of sexual interest or not. It just really sounds so interesting to me that he is open to telling you about when he is going to rub one out.

This has worked for me in the past with other “straight” guys: I usually try to let my load build up for days from time to time, and at the peak of my experiment, I build it for 21 days and the cum after that feels glorious. You could tell your friend that you’ve been trying this experiment and that the orgasms have been unreal/so pleasurable. That he should try it. Then see what he says. And if you’re at the gym lockers post shower, that’s the perfect time to tell him this, maybe while you rub your dick a little and make eye contact with him.

What does your friend look like? He sounds attractive.
Yeah like I said I was super thrown off when he said that because he never has and then in person didn't mention it or talk about it until I brought it up and then didn't give much lol. So I'm so confused.

Thanks for the tips and I'll let you know how it goes!
 

BlakeFan19

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Little update. Nothing to exciting lol.

He had text me last Sunday to see what I was doing. But before I responded he said never mind. Was wanting to see if you wanted to go see Oppenheimer but it's sold out. Told him I could this weekend but to let me know because I would have to talk to my wife. As we usually spend Saturday ay swim class for our oldest boy and then spend the rest of the day with her parents and sisters. On Tuesday he text me saying Saturday at 1045 there was a showing. I said let me ask my wife but it should be good. He then asks if he should just order them because it was selling out. I called my wife and she said yeah, she would just spend the night at her parents Friday. I was so excited because I never get time alone, let alone a while night.

Then Wednesday he texted me and said he forgot that he worked 8 to noon on Saturday. He would send me the email so I could go and take my wife. I was like, "Hold up, you can request a refund, and there is a show at 130pm Sat." Called him, and he was like I'm supposed to go to my dad's after the movie, but let me call him in the morning. So I messaged him Thursday and he said he hadn't heard from his dad. So maybe we would have to go another day. I was like ok but I'm telling my wife we are still going because I never get out of going Saturday and have Friday night to my self. He was like don't lie. I then explained all of that and said if you want to have dinner on Friday let me know.

Friday came and he hadn't said anything, so I texted him. He said he couldn't but like a half hour later said he could. So I met him at his house and he was like I'm gonna go change. He went upstairs and was fuck my shorts are downstairs. He then came down in his t-shirt and underwear. Which isn't normal for him to do. I tried not to stare but was looking at his bulge.

We decided on Five Guys burgers. I said I hadn't had five guys I'm a while and he joked and said I bet you haven't lol. Then he said some joke about five guys and a mom. We went back to his house and just were smoking cigarettes and talking. He again asked if my wife and I had sex again and if it got better. I was like no buts its only been a little over a week since we last talked. Somehow we got talk about eating pussy and he doesn't like doing it. Didn't know that about him. He talked about how it was gonna be weird that his ex wife would find another guy and he would where himself out to a bunch of women. He said he tried Tender out for a minute last month but didn't want to pay for it.

I went home about 9pm and when I got on pornhub to jerk off the first video was five guys fuck a girl or something. I was like that is to much of a coincidence and I shared the link with him through text. He hasn't even responded to it. I figured he had fallen asleep when I sent it but for sure thought he would say something the next morning. I texted him asking about work and he called me and said it went good but he had heard from his dad but wanted to try and get some errands done and that he would call me later. He never did, which can be normal for him. He had talked about sleeping in today. So I texted him asking about it and he said he slept from 9pm to 11am.

So that is the update. I don't know if I should bring up the porn link I sent or just let it be and see if he brings it up next time we hang out.
 

Giorgio broughton

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Yes I do think he is depressed and more so then my want to jerk with him, I want to make sure he is ok. So I told him I'm here for anything he needs. Just to talk and I'll listen. I might not know what to say but I'm here to listen and be his friend. He said you have been the best friend I could ask for through this.

I do go to the gym and he did ask about tagging along sometime, so we are gonna do that soon.
Man, that is something sweet. You two clearly have a strong bond, regardless of sexual interest or not. It just really sounds so interesting to me that he is open to telling you about when he is going to rub one out.

This has worked for me in the past with other “straight” guys: I usually try to let my load build up for days from time to time, and at the peak of my experiment, I build it for 21 days and the cum after that feels glorious. You could tell your friend that you’ve been trying this experiment and that the orgasms have been unreal/so pleasurable. That he should try it. Then see what he says. And if you’re at the gym lockers post shower, that’s the perfect time to tell him this, maybe while you rub your dick a little and make eye contact with him.

What does your friend look like? He sounds attractive.
 

malakos

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He was concerned because he doesn't want me to ruin my family and be like him...

He was disappointed because he didn't want me to be like him.

You should listen to your friend. He's trying to steer you in a good direction.

Now I'm married but have always thought of my self as bi because I do like dick. My wife doesn't know and would not be ok with that. So I have cheated as well by sucking some dick and getting sucked.

This doesn't make sense. Nobody truly needs to have sex and lacks the ability to control his urges. Even more so is this true of bisexuality. If you have a partner, you definitely don't also need flings with members of the other sex. You're using bisexuality as a lame justification for refusing to be faithful to your wife. Another aspect of your story confirms this, if the principle alone did not:

Then hung out a couple weeks later and he asked about my wife and I sex life. If it had gotten better. I told him no and told him that I actually meet up with a girl and got a blowjob.

The only way that the "I need dick" angle of your story would make any sense at all (though it still wouldn't be a justification), would be if you were a homo. But clearly you're not. So your bisexuality is irrelevant. You can have sex with either men or women. You don't need to have sex both with men and women.

Effectively what your friend is telling you is that he is a loser, and doesn't want you to be like him. He's right, he does sound like a loser. So far it sounds like you're behaving in a similarly dishonorable way. But you don't have to. Stop being a loser. Work things out with your wife.
 

Giorgio broughton

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This is gonna be long so I'll try to get to the major points.

I have known my best friend for over 14 years now. We became friends through some mutual friends. Typical 20 somethings partying, drinking and just hanging out.

Last year he decided to leave his wife(who I am also friends with). Said he didn't love her anymore and there was another woman but he says he didn't mess around with until after he left. I don't know if I believe that as I found out he has cheated before. I have stayed friends with both of them but probably closer to him because a lot of his friends stopped talking to him when the news came out about the divorce.

Now I'm married but have always thought of my self as bi because I do like dick. My wife doesn't know and would not be ok with that. So I have cheated as well by sucking some dick and getting sucked. Since our second shield was born we haven't had sex. That was in October of last year. And it had been awhile before that. So I was good for a while and not doing anything but that has changed recently.

Now I have never been attracted to my best friend or thought about anything sexual until recently. Back in the days of partying, we were drunk and been naked around each other several times. So I have seen his soft dick before. And him me.

So a couple months ago, I took a pic of my dick and sent it to him though text. We had been talking earlier in the day about hanging out that week. When I sent the pic, I said "You got me so hard! Gotta go back to work though!" After like 10 mins he said " Ugh your welcome! Buddy we gotta talk about your sexting habits lol" I pretended like I had accidentally sent it to him and was like I'm so sorry but don't tell my wife. He was like I won't say anything but we need to talk. I honestly have no idea what I was thinking because I could of fucked up our friendship. I was so worried to talk to him. We went to dinner later that week. We ate and then when we were leaving he was like so what's going on. He was concerned because he doesn't want me to ruin my family and be like him. I apologized about sending the photo and he was just like I'm glad it was me and not someone else. I was yeah but i sent a pic of my hard dick to my best friend. He was like stop apologizing. Its just a dick, we both have one. I had also explained my wife and I sex life.

Then hung out a couple weeks later and he asked about my wife and I sex life. If it had gotten better. I told him no and told him that I actually meet up with a girl and got a blowjob. He was disappointed because he didn't want me to be like him. We talked about where the blow job happened and he asked how did you stay hard! Then told him I was tired of jerking off anywhere and everywhere. He was like where have you jerked off. I told him and he was like oh wow. I have never done it there.

This past weekend he had messaged me and was talking about what he was gonna do that day and said "Got to clean up th house, got laundry to do and if I get time might rub one out! Yep! Gonna be a great day!" I was so taken aback because he has not really ever text me that or anything about that. I honestly didn't know what to even say. I just said "yeah find the time! I rubbed one out every day this week!" But then it took him a while to respond back. I tried to actually hang out with him the next night but he said he had stuff to do but could still hang out on Wednesday. We then talked about me wanting to fuck my wife but probably wouldn't happen. He then text me yesterday asking how'd it go last night. I just said me and my hand and youporn lol.

I would love to jerk with him but have no idea how to bring it up. I would never want to ruin our friendship but just been confused with the texts lately.
next time you're both together alone and in person, ideally at his place, show him some hot porn you've been watching you think he might like. Maybe find a hot fucking scene and ask him "do you think his dick is as big as mine?"

Then talk about how your libido is off the roof lately and how you feel it's being wasted not having sex with your wife. Test the water see how he reacts to that first.

Then next time you're both talking about sex just say, "damn you're giving me a boner..." - see what happens. Make sure you're both alone and ideally at a private place like his house.
 

Giorgio broughton

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We hung out this past week and I did ask him if he found time to rub one out and he said no, didn't find time. I was like do you not jerk off that often and he laughed and said no. When he is alone without his kids we get depressed and doesn't think to do that. I said you should. The release would be good for you! I then said again how I have been so horny lately and jerking all the time. He just said yeah. Nothing more and them asked about if the sex with my wife lately has been good or just going through the motions. I said going though the motions with her on top. He was like oh she like being on top. I said yeah. He said he always like doggy style. That was the conversation. I didn't want to keep poking at it because he wasn't giving much. He was also in a mood because he hadn't had his kids for a couple days. I will keep trying. I don't know how to bring up porn videos without being weird lol. And I don't know about saying the bones comment yet. Gotta work up to that.
Sounds like your friend is depressed. Can’t get him to that if he’s in a foul mood. Does your friend work out? If you lifted weights together more often, this conversation is much more fun in the showers / lockers ;)
 

Steve6M

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This is gonna be long so I'll try to get to the major points.

I have known my best friend for over 14 years now. We became friends through some mutual friends. Typical 20 somethings partying, drinking and just hanging out.

Last year he decided to leave his wife(who I am also friends with). Said he didn't love her anymore and there was another woman but he says he didn't mess around with until after he left. I don't know if I believe that as I found out he has cheated before. I have stayed friends with both of them but probably closer to him because a lot of his friends stopped talking to him when the news came out about the divorce.

Now I'm married but have always thought of my self as bi because I do like dick. My wife doesn't know and would not be ok with that. So I have cheated as well by sucking some dick and getting sucked. Since our second shield was born we haven't had sex. That was in October of last year. And it had been awhile before that. So I was good for a while and not doing anything but that has changed recently.

Now I have never been attracted to my best friend or thought about anything sexual until recently. Back in the days of partying, we were drunk and been naked around each other several times. So I have seen his soft dick before. And him me.

So a couple months ago, I took a pic of my dick and sent it to him though text. We had been talking earlier in the day about hanging out that week. When I sent the pic, I said "You got me so hard! Gotta go back to work though!" After like 10 mins he said " Ugh your welcome! Buddy we gotta talk about your sexting habits lol" I pretended like I had accidentally sent it to him and was like I'm so sorry but don't tell my wife. He was like I won't say anything but we need to talk. I honestly have no idea what I was thinking because I could of fucked up our friendship. I was so worried to talk to him. We went to dinner later that week. We ate and then when we were leaving he was like so what's going on. He was concerned because he doesn't want me to ruin my family and be like him. I apologized about sending the photo and he was just like I'm glad it was me and not someone else. I was yeah but i sent a pic of my hard dick to my best friend. He was like stop apologizing. Its just a dick, we both have one. I had also explained my wife and I sex life.

Then hung out a couple weeks later and he asked about my wife and I sex life. If it had gotten better. I told him no and told him that I actually meet up with a girl and got a blowjob. He was disappointed because he didn't want me to be like him. We talked about where the blow job happened and he asked how did you stay hard! Then told him I was tired of jerking off anywhere and everywhere. He was like where have you jerked off. I told him and he was like oh wow. I have never done it there.

This past weekend he had messaged me and was talking about what he was gonna do that day and said "Got to clean up th house, got laundry to do and if I get time might rub one out! Yep! Gonna be a great day!" I was so taken aback because he has not really ever text me that or anything about that. I honestly didn't know what to even say. I just said "yeah find the time! I rubbed one out every day this week!" But then it took him a while to respond back. I tried to actually hang out with him the next night but he said he had stuff to do but could still hang out on Wednesday. We then talked about me wanting to fuck my wife but probably wouldn't happen. He then text me yesterday asking how'd it go last night. I just said me and my hand and youporn lol.

I would love to jerk with him but have no idea how to bring it up. I would never want to ruin our friendship but just been confused with the texts lately.
If you really want to remain friends, don’t pursue anything else.
 

dreamer20

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"We gotta talk about your sexting habits lol" I pretended I accidentally sent <the dick pic>..I would love to jerk with him but have no idea how to bring it up. I would never want to ruin our friendship...
Although you knew he was disappointed by your extramarital sex activities, you foolishly sent your friend a dick pic & claimed it was sent in error. Thus you presented yourself as a messy person who literally can't keep his affairs in order - someone he won't be having sex with and to be wary of. You should have been direct with regard to the question of jerking off together. For many that activity is personal and private. A simple "Yes" or "No" answer was all you needed. Ask the question and get your answer Blake.