Straight friend showing sex tape and getting intimate

[Mtlbidude]

I'm super close with a straight friend and we always share very intimate stories or point pf views - made a post about it already if you want more context. We are both in our early 30s.

Whenever we are just the 2 of us, I always feel a sexual tension and I dont think i'm imagining it as I am very good analyzing a social context and he is also ! Whenever we go too far in our convos, one of us cool it down right away amd switch the topic. I've been wanting to bring that intimacy to the next level and make it official between us (either jerk bud type of situation or even more). Whenever we joked about gay sex, I always say how comfortable I am with my sexuality and wouldnt mind exploring in the right situation but he always say that maybe one day but he is not there yet. Wondering if 1. he's saying that just to keep me on the hook or 2. if deep down he is interested but wont admit it to himself or 3. If he wants me to backoff.

So recently we were hanging out and smoked a bit, as usual we started talking about sex and I mentioned a sex tape of me and my girl and I know he has some as well. He dared me to show and I dared him. We were so stressed but ended up putting the videos on the tv. We joked a bit and switched topics right away.

We talked about it after a few days of silence and he admitted feeling guilty about it but that he trusted me enough.

Have you ever shared sex tapes with a buddy ?
Have you ever got to the level of sending and receiving nudes from a buddy ?

I am curious to know your story and how to entertain/maintain that intimacy level with him (eg. Keep sharing this type of content or even nudes of him or wtv). And how can I make him comfortable enough to share that side of him with me ? I really feel that deep down he is just as filthy as I am hehe

 

[Lucius2s1]

That’s a real friendship there.

 

[Greg66]

We have a couple who are good friends, we meet for dinner frequently. A year ago, mentioned to him that i have xxx pictures of my wife. He admitted he also had some. I let him look at my phone to see what i have. We’re in our 60’s so most of my pictures are from when we were 40-50. Some recent ones, too. He showed me the few he has, not nearly as xxx as mine. Eventually led to him sharing with me his visits to the local cruise spot. I had no idea he crossed over to bisex behavior. I admitted to him that I also have given oral to a few guys. We now share our pictures, always faceless, and stories about recent encounters. Out of the blue that we discovered our shared interests

 

[J32]

Have you ever shared sex tapes with a buddy ?
Have you ever got to the level of sending and receiving nudes from a buddy ?

I am curious to know your story and how to entertain/maintain that intimacy level with him (eg. Keep sharing this type of content or even nudes of him or wtv). And how can I make him comfortable enough to share that side of him with me ? I really feel that deep down he is just as filthy as I am hehe

This happened just recently. I have a buddy who I talk about sex all the time. He gets laid as much as I do but he was in a 15yr relationship so he’s constantly asking me for tips on positions and different sex acts. I was trying to explain to him how I fucked a girl from behind while crouching (like a baseball catcher), but we had been drinking so he had trouble picturing it. So I just whipped out a video on my phone of me fucking this girl like that. I showed it to him like it was nothing and he took it in his hand and just watched. It was only 2 minutes long but I forgot that at the end I pull out and stroke my cock for like 15 seconds. He was kinda in a trance until I pulled out my dick. Then he was like “woah” and handed me back the phone. I thought it would be weird and started to regret it but then he had questions about my cock. He commented that he didn’t know I was uncut and he was as well. Then said I looked huge and asked if I had ever measured. I told him I had and I was 7”. He told me he was 8”. We kept talking about fucking with a big cock and I kept thinking of ways to ask if he had a pic of his cock but didn’t want it to get weird. He did say he had no idea how to take a good dick pic and needs some since he’s now single and meeting a lot of women. So maybe that could be an opportunity.

 

[P.B]

I'm super close with a straight friend and we always share very intimate stories or point pf views - made a post about it already if you want more context. We are both in our early 30s.

Whenever we are just the 2 of us, I always feel a sexual tension and I dont think i'm imagining it as I am very good analyzing a social context and he is also ! Whenever we go too far in our convos, one of us cool it down right away amd switch the topic. I've been wanting to bring that intimacy to the next level and make it official between us (either jerk bud type of situation or even more). Whenever we joked about gay sex, I always say how comfortable I am with my sexuality and wouldnt mind exploring in the right situation but he always say that maybe one day but he is not there yet. Wondering if 1. he's saying that just to keep me on the hook or 2. if deep down he is interested but wont admit it to himself or 3. If he wants me to backoff.

So recently we were hanging out and smoked a bit, as usual we started talking about sex and I mentioned a sex tape of me and my girl and I know he has some as well. He dared me to show and I dared him. We were so stressed but ended up putting the videos on the tv. We joked a bit and switched topics right away.

We talked about it after a few days of silence and he admitted feeling guilty about it but that he trusted me enough.

Have you ever shared sex tapes with a buddy ?
Have you ever got to the level of sending and receiving nudes from a buddy ?

I am curious to know your story and how to entertain/maintain that intimacy level with him (eg. Keep sharing this type of content or even nudes of him or wtv). And how can I make him comfortable enough to share that side of him with me ? I really feel that deep down he is just as filthy as I am hehe

If he's shared his home made porn then... he IS just as filthy as you! When he says he's "-not there yet" maybe he means just that; that he's into you sexually and one day when he's got his boundaries sorted in his head he'd like to get it on with you. Is he doing more stuff to initiate sex talk? Is he moving your relationship in that direction, however slowly?

In my experience from when I was single there were guys who I had sex with, guys who I had sex with who became mates, occasionally mates who I ended up getting sexual with as well as mates I couldn't imagine getting off with, either because they didn't turn me on or because some instinct told me that getting it on would obscure or distract from some of the good things we had on. Maybe he needs to work out which one of those kinds of mate you are to him. Either way it sounds like you are in a good place; one or both of you is getting a sexual buzz from hanging out with each other, while you've also got a strong honest, supportive relationship.

 

[daftman]

I had one of those friends...even let him have mild fun with my wife....as I was getting more bi (this was 10 years ago, alas), he was still swapping pics with me etc...he is or was pretty sexually focused and not bi. I would have sucked his dick in a minute. BUT, I think his wife found out about his activities with my wife...and she went distant, and he did too. Life sucks that way.

 

[Mtlbidude]

If he's shared his home made porn then... he IS just as filthy as you! When he says he's "-not there yet" maybe he means just that; that he's into you sexually and one day when he's got his boundaries sorted in his head he'd like to get it on with you. Is he doing more stuff to initiate sex talk? Is he moving your relationship in that direction, however slowly?

In my experience from when I was single there were guys who I had sex with, guys who I had sex with who became mates, occasionally mates who I ended up getting sexual with as well as mates I couldn't imagine getting off with, either because they didn't turn me on or because some instinct told me that getting it on would obscure or distract from some of the good things we had on. Maybe he needs to work out which one of those kinds of mate you are to him. Either way it sounds like you are in a good place; one or both of you is getting a sexual buzz from hanging out with each other, while you've also got a strong honest, supportive relationship.

When we are together - we both initiate sex talk. Either he makes a comment then I jump in or the opposite. I feel like we both get a sexual buz from hanging out - he often puts his hands in his pants while we hang out. However, he always sit on a separate sofa and never next to me... its as if he is trying to be careful and avoid any escalation of our current situation. When we are with our group of bros/friends, we never talk about these stuff, and if sex is being discussed, either me or the friend in question will look at the other and smile or talk in each other's ear to joke at something (eg. How big or small one of us is, or how make a gay joke on one of the guy in our groups). Its like we share this complicity that no one else in the group know about. But sometimes I wonder if he does it to please me because he thinks i'm more into those talks or if he actually enjoys it as much as I do.

 

[Mtlbidude]

Bump

 

[kbndamp]

Mate, if he is showing you sex tapes of himself and daring you to show yours, he is as filthy as you (in the best possible way).

I got to a place of sending nudes to a friend as a joke which started from us getting naked when drunk and thus more comfortable and flirty with each other - nude runs, pants down if you lose a game of pool etc.

I would just keep gently chipping away - don't be afraid to take the lead which might mean putting your own nudes etc out there to see if he follows your lead.

If you were both single, I'd say go and try and hook up with a girl together.

 

[Mtlbidude]

Mate, if he is showing you sex tapes of himself and daring you to show yours, he is as filthy as you (in the best possible way).

I got to a place of sending nudes to a friend as a joke which started from us getting naked when drunk and thus more comfortable and flirty with each other - nude runs, pants down if you lose a game of pool etc.

I would just keep gently chipping away - don't be afraid to take the lead which might mean putting your own nudes etc out there to see if he follows your lead.

If you were both single, I'd say go and try and hook up with a girl together.

Yeah this is also what I think. But although he often initiates sex talk, I'm always the one going to the next level like when I sent him a dick pic a few times which he always complimented in a "no-homo" but flirtatious way. I also noticed that when he drinks or smoke, he gets way more comfortable and this is when it usually gets hot. For instance a few months ago he was chillinf at my place just the 2 of us, we smoked and drinked and were talking about our dick. We always joke on who is bigger/smaller. He got close to me, took my fingers on his hand to show me how big he gets...but the way he did it was sexual and I could feel the hornyness in the air.

 

[Mtlbidude]

Bump

 

[RussellPeters]

Bump

 

[HotdogsUpLate]

Show him more sextapes of yourself and see if he shows you more of his. You gotta give a bit to get a bit.

 

[Shucks]

Nothin hotter than sexual tension with your bros

 

[Mtlbidude]

Went on a trip recently with a group of friends and shared a room with my buddy. We openly talked about porn jerking off etc. In the morning, he would often be sleeping on his bed without the sheets so I could see his boner, and I would do the same. He even undressed in front of me once thinking I was sleeping and got a glimpse of his semi dick. As a joke, before showering he got naked in the bathroom then got out and showed me his soft dick while laughing. When it was my turn to shower I did the same, although I was already rocking a semi. Several times during the trip he joked with me about how he is sure that I want to see his dick and jerkoff next to him. I tool action and jerked off once while he was asleep. Another time while he was awake, he didnt believe that I had the gut to do it so I removed the sheets and showed him that I was naked. One of the hotel we went to only had 1 queen bed so we had to share it. During the night I tried to spoon him discretly and ended up with his hands cupping my dick, after a min or so tried to move closer and he quickly turned and pushed me while "sleeping". In the morning he joked about me trying to spoon him, but when I told him about his hands cupping my balls, he denied that it happened and said "maybe with only 1 hand and by mistake". Knowing out history, I cant help but wonder if he did all of this on purpose to tease me or to throw some signals or whether this was just some bonding time. What do you think ? And what should I do next now that we are back in town ?

 

[Mtlbidude]

So what do you guys think ?

 

[johnweek1]

Honestly this reminds me highschoolers. You're both playing the game of show me your dick, dropping all the hints, waiting for the other person to get the hint and ask first. Dude wants your D. Offer it up.

 

[Mtlbidude]

Honestly this reminds me highschoolers. You're both playing the game of show me your dick, dropping all the hints, waiting for the other person to get the hint and ask first. Dude wants your D. Offer it up.

Yeah... you're right ! But its like both of us (or just me?) try to be careful and dont want to risk the friendship... dont really know, but for sure there is always a sort of sexual tension between us. I wonder if he also feels this tension or if its just me...

 

[johnweek1]

His hints are there. You're both too afraid to act. One of you has to. So being the openly bi one, be the one to cross the aisle. Dude wants your D and you want his. Go for it man.

 

[Mtlbidude]

His hints are there. You're both too afraid to act. One of you has to. So being the openly bi one, be the one to cross the aisle. Dude wants your D and you want his. Go for it man.

And how do I take the next steps without risking a rejection and potentially putting awkwardness in the friendship ? Like is there a way to mutually confirm our interest in a very subtle way or to have him open up more to me ?