I really want to (finally) hookup with my closest friend

[CockMySuck]

Hi everyone! It's crossed my mind to start a thread for the longest while... Yes, this is a 100% real story, and someone I'm currently navigating, which is why I finally decided to make a thread and ask for input, helpful advice, or other similar stories.

***

For the last 5 years, I've been best friends with someone I'll call Anderson – mostly because he reminds me of a young Anderson Cooper: handsome, well-spoken but funny, stoic at times, looks amazing without a shirt, an explorer type. We're both young millennials, and have known each other since our teen years but grew closer 5 years ago.

Up until the start of the pandemic, I figured that Anderson was straight. As with most of my "straight" friends, I entertain the possibility that they might not be straight. But, a few years ago, I remember being stoned on his couch with him; I shared my experience being bi and I remember talking vaguely about what it's like, but I never got the impression that he was bi. That was one of a few times where I opened the door wide for him to share his sexuality or curiosity, though I never explicitly put him on the spot and asked.

We had a lot of these conversation while at his family's big house, alone for the weekend. Honestly, I remember being really horny at this time and hoping any mention of sex or sexuality or horniness would escalate into us hooking up. He's a really touchy feely guy and, the way he looks at me (especially when we know we won't see each other for a while) is filled with sexual tension, when we hug (which we do a lot) and look into each other's eyes. The sexual tension has been there but, again, I assumed he was straight.

I settled into being (just) best friends and not hooking up... Then the pandemic happened (while he was thousands of miles away from me) and he told me he might be bi or even gay.

This set off a string of calls with him where we talked at length about sexuality and where he opened up. Anderson not only shared how he was feeling with his sexuality with me (which he's still not "out" about) but also his horniness... at length. It makes me hard to think about it – his stories about hooking up with certain women, his jerk off habits in quarantine, how he just wanted to fuck, what we wanted to do or wanted done to us by other people, open relationships, threesomes, etc. A few times, I got so hard during the conversation that I'd start playing with my dick, and I think he would too – the moments it might get a little quiet on the line while we were talking about these horny topics and laying around. At one point, every time we'd talk, it was about how much he wanted to cum (or, by that point, "explode"), not fucking in quarantine or for a while before. All of these conversations, of which there were hours and hours, brought us even closer together, but we were thousands of miles apart and each quarantined.

Well, when we were finally able to be in person again, we were indeed closer. This is the part I'm going to sum up because there's a lot that has happened over the last year and a half after those calls:

• Anderson started dating someone (a woman) he used to date, and they're still dating now with their own bumps in the road and struggles finding a good flow sexually. Everything below has happened since they started dating.
• We've gone on at least a dozen trips together, mostly to houses or cabins with hot tubs. While he already had the habit of walking around, at times, without a ton of clothes (which we'd talked about before) he actually started our habit of skinning dipping in the hot tub. He's always been pretty comfortable with nudity, so it's not a huge surprise and I've read this as an overtly sexual thing. Don't get me wrong: I've been hard many times seeing him naked, including in hot tubs, but he doesn't seem horny.
• When we started talking those trips, we also started giving each other massages. This was something I offered at first and did with Anderson clothed at first (and he returned the favor). That same trip, we eventually did it again while he was in his boxers. After that first trip, we've actually done these full body massages (which happen at least once every trip) completely naked. So we're comfortable being naked in front of each other (to the extent that I don't have a boner) and rubbing each other down from head to toe. But again, neither of us has crossed a line into anything blatantly sexual. We also cuddle and nap together from time to time.
• We still have these deep conversations about sex, sexuality, horniness, how close we are, etc. One of the recent trips we had, we were casually talking about how I love sucking dick and Anderson was talking about how he likes to be jerked off more than he likes being blown. I thought that was notable – I've probably never heard that before. Shortly after, he revealed that he used to have a friend growing up who he used to jerk off with, stroking each other's dicks; he shared this as he opened up more about his sexuality and emotions he was/is dealing with. In retrospect, I wonder if this was his was of saying that he'd be open to me jerking him off, or us jerking off together.

As the title suggests, I want to finally hookup with Anderson and I'm taking another trip with him in the next couple of months. It'll be just the two of us and, hopefully, there will be a hot tub.

I'm not afraid it will end our friendship if I ask or I try; I'm just not sure how to ask or try, because I get so nervous but also haven't been in these situations, so I'm not sure what I should say or do. I know we're close enough to where having a conversation about fucking with each other, while new ground, wouldn't hurt our friendship; maybe it could bring us closer together. Again, I'm not sure how to have that conversation, how to build up to it, or when. I mentioned that he is dating someone and I wonder if that's part of his hesitation in addition to his sexuality; conversely, I'm dating someone (a man) and in an open relationship where I explicitly have permission to hook up with Anderson and others, if it goes there.

I'd love to hear from others here with any 1) good advice or reactions you have and 2) any similar stories you have about wanting to hook up with or actually hooking up with your best friend.

 

[Haz2021]

Just tell him straight how you're feeling or send him this post

 

[WadWorshipper]

Unlike most friendships, you two seem to have a very deep foundation, so as you say, if you accidentally went further than he would in the conversation, it wouldn't damage things. You could creep on it with "I have to admit, that I get so hard when we talk about stuff", or "I love feeling good with you, and with how open we are", and maybe the next time, you're massaging him, tell that, knowing how much he loves to be jacked off, you'd be perfectly willing to do that for him. I would use this next trip to try for it, frankly. Good luck!

 

[CockMySuck]

Unlike most friendships, you two seem to have a very deep foundation, so as you say, if you accidentally went further than he would in the conversation, it wouldn't damage things. You could creep on it with "I have to admit, that I get so hard when we talk about stuff", or "I love feeling good with you, and with how open we are", and maybe the next time, you're massaging him, tell that, knowing how much he loves to be jacked off, you'd be perfectly willing to do that for him. I would use this next trip to try for it, frankly. Good luck!

Thanks, this is really helpful and something I can do, and I hope others have some advice to share. Usually, I feel like I'm at a loss for words so these examples of what I can say are great and don't feel unrealistic.

 

[Aphradight]

He’s touchy-feely. Maybe accidental flirty touching (light). And see if he reciprocates. If not back up and think the situation.

 

[email12345]

Honestly, deep down, I think you know he has “feelings” for you too, for sure. Why would any person let their friend give him a massage (naked). And trips that are just (for) you two?! Come on. It’s clear you both want it (badly). It all comes to who is gonna act on it first. (Ps: unless he is still with his GF. Don’t be a ho)

 

[Willo]

In my experience, avoid having a conversation about it. If you go up to him and start talking about feelings and all that it's gonna put a lot more pressure on the both of you when you're already so open, specially when you both already have a partner. You seem very close, physically and emotionally, to the point I think you could easily just go for it without talking about it advance and if he's not interested then he'll let you know and I don't think it would ruin your friendship as you seem so close and talk about all that stuff. If something does happen you can assess after the act how you both felt but also keep it simple then like would you ever like to do it again yes, no or maybe. Not sure if you should do it while drunk/high or not, being like that usually makes people let loose and feel more relaxed, as you also seem kinda tense about trying it, but it can also create a lot of feelings of shame and regret when you come down from the high. I'd say to try to do it while you're both sober and just trust that you shouldn't feel shy or embarrassed as you're both close enough to attempt something to happen.

 

[Smallrelics]

Hi everyone! It's crossed my mind to start a thread for the longest while... Yes, this is a 100% real story, and someone I'm currently navigating, which is why I finally decided to make a thread and ask for input, helpful advice, or other similar stories.

***

For the last 5 years, I've been best friends with someone I'll call Anderson – mostly because he reminds me of a young Anderson Cooper: handsome, well-spoken but funny, stoic at times, looks amazing without a shirt, an explorer type. We're both young millennials, and have known each other since our teen years but grew closer 5 years ago.

Up until the start of the pandemic, I figured that Anderson was straight. As with most of my "straight" friends, I entertain the possibility that they might not be straight. But, a few years ago, I remember being stoned on his couch with him; I shared my experience being bi and I remember talking vaguely about what it's like, but I never got the impression that he was bi. That was one of a few times where I opened the door wide for him to share his sexuality or curiosity, though I never explicitly put him on the spot and asked.

We had a lot of these conversation while at his family's big house, alone for the weekend. Honestly, I remember being really horny at this time and hoping any mention of sex or sexuality or horniness would escalate into us hooking up. He's a really touchy feely guy and, the way he looks at me (especially when we know we won't see each other for a while) is filled with sexual tension, when we hug (which we do a lot) and look into each other's eyes. The sexual tension has been there but, again, I assumed he was straight.

I settled into being (just) best friends and not hooking up... Then the pandemic happened (while he was thousands of miles away from me) and he told me he might be bi or even gay.

This set off a string of calls with him where we talked at length about sexuality and where he opened up. Anderson not only shared how he was feeling with his sexuality with me (which he's still not "out" about) but also his horniness... at length. It makes me hard to think about it – his stories about hooking up with certain women, his jerk off habits in quarantine, how he just wanted to fuck, what we wanted to do or wanted done to us by other people, open relationships, threesomes, etc. A few times, I got so hard during the conversation that I'd start playing with my dick, and I think he would too – the moments it might get a little quiet on the line while we were talking about these horny topics and laying around. At one point, every time we'd talk, it was about how much he wanted to cum (or, by that point, "explode"), not fucking in quarantine or for a while before. All of these conversations, of which there were hours and hours, brought us even closer together, but we were thousands of miles apart and each quarantined.

Well, when we were finally able to be in person again, we were indeed closer. This is the part I'm going to sum up because there's a lot that has happened over the last year and a half after those calls:

• Anderson started dating someone (a woman) he used to date, and they're still dating now with their own bumps in the road and struggles finding a good flow sexually. Everything below has happened since they started dating.
• We've gone on at least a dozen trips together, mostly to houses or cabins with hot tubs. While he already had the habit of walking around, at times, without a ton of clothes (which we'd talked about before) he actually started our habit of skinning dipping in the hot tub. He's always been pretty comfortable with nudity, so it's not a huge surprise and I've read this as an overtly sexual thing. Don't get me wrong: I've been hard many times seeing him naked, including in hot tubs, but he doesn't seem horny.
• When we started talking those trips, we also started giving each other massages. This was something I offered at first and did with Anderson clothed at first (and he returned the favor). That same trip, we eventually did it again while he was in his boxers. After that first trip, we've actually done these full body massages (which happen at least once every trip) completely naked. So we're comfortable being naked in front of each other (to the extent that I don't have a boner) and rubbing each other down from head to toe. But again, neither of us has crossed a line into anything blatantly sexual. We also cuddle and nap together from time to time.
• We still have these deep conversations about sex, sexuality, horniness, how close we are, etc. One of the recent trips we had, we were casually talking about how I love sucking dick and Anderson was talking about how he likes to be jerked off more than he likes being blown. I thought that was notable – I've probably never heard that before. Shortly after, he revealed that he used to have a friend growing up who he used to jerk off with, stroking each other's dicks; he shared this as he opened up more about his sexuality and emotions he was/is dealing with. In retrospect, I wonder if this was his was of saying that he'd be open to me jerking him off, or us jerking off together.

As the title suggests, I want to finally hookup with Anderson and I'm taking another trip with him in the next couple of months. It'll be just the two of us and, hopefully, there will be a hot tub.

I'm not afraid it will end our friendship if I ask or I try; I'm just not sure how to ask or try, because I get so nervous but also haven't been in these situations, so I'm not sure what I should say or do. I know we're close enough to where having a conversation about fucking with each other, while new ground, wouldn't hurt our friendship; maybe it could bring us closer together. Again, I'm not sure how to have that conversation, how to build up to it, or when. I mentioned that he is dating someone and I wonder if that's part of his hesitation in addition to his sexuality; conversely, I'm dating someone (a man) and in an open relationship where I explicitly have permission to hook up with Anderson and others, if it goes there.

I'd love to hear from others here with any 1) good advice or reactions you have and 2) any similar stories you have about wanting to hook up with or actually hooking up with your best friend.

Omg, omg I have an Idea... why don't you wake up early(right before he usually wakes up or maybe 30mins before you set a time to wake up?) maybe the second day there... and just put some porn on and jerk off... either in your room or living room?

When we comes in just act like you "thought you had more time to finish" and "how you've been so horny lately"... just depends on his response and his vibe.... that's why I say do it in the living room so there's more of a chance he sticks around... then if he just walks away, just tell him that he has to watch this blow job or whatever so pick something hot where they get jerked off and then goes into a blow job or opposite.... and keep jerking off like you are really into it... and you can ask him when the last time he came? And invite him to sit and enjoy it as well...

You could also wait and he is he gets horny... in shouldn't be so hard if its early enough... and if he does seem like he is into it.. you can mention how you dont know how he enjoys getting jerked off rather than getting head and how good it feels to give head and how he probably hasn't gotten good head and you can reference the video and bring up deep throating or gagging or something and hopefully he is increasingly into it...

You should also make it where there is a perfect way where it makes sense to sit next to you and not in another chair or across... if maybe when you first are talking and he walks over to see whats "so good and he needs to check it out"... maybe you scoot over where there is enough room for him to comfortably sit....

Should I keep going?

 

[johnjohnston]

It mostly depends on how much you value your friendship. One hook-up can loosen a really tight friendship (I’ve experienced that a couple times). Also, don’t assume his sexuality is close to yours simply because you both have dimensions. “Straight”, “bi”, “gay”, etc. are just words. Everyone has their own dimensions and their sexualities and their own journeys. If you’ve had in-depth conversations about dimensions, struggles and journeys, I hope that you have a more complete understanding of him. A willingness to flirt with you or to be naked with you or being touch-feely doesn’t always mean someone wants you. While some guys use queers for attention, gratification, an ego boost, a free therapist. And that’s pretty much all it is for them. There’s a pretty good chance that he knows you want him.

If you’re catching feelings and perhaps would want a legit relationship then I’m hoping all these conversations are leading to you understanding him more. Do you know if he contends with mental health struggles, fluidity, paraphiliacs, struggling to be “out”, internalized phobias, masculine fragility, self-misandry, gay insecurities, queer resentments? Do you feel that you have an understanding of the dimensions of his sexuality and where he is in the gender, sexual, affection, affirmation, romantic attachment, emotional investment, commitment spectrum? Getting an understanding of that stuff is important if you’re looking to have a relationship with someone who’s closeted and trying to suss out who they are and what they want.

So, if the friendship isn’t that deep to you and it’s about a hook-up then it’s whatever. If you really value the friendship or you have some real feelings for him and might want a legit relationship then proceed with caution and get a clearer understanding of what and who you’re dealing with.

 

[Merwinner]

Hi everyone! It's crossed my mind to start a thread for the longest while... Yes, this is a 100% real story, and someone I'm currently navigating, which is why I finally decided to make a thread and ask for input, helpful advice, or other similar stories.

***

For the last 5 years, I've been best friends with someone I'll call Anderson – mostly because he reminds me of a young Anderson Cooper: handsome, well-spoken but funny, stoic at times, looks amazing without a shirt, an explorer type. We're both young millennials, and have known each other since our teen years but grew closer 5 years ago.

Up until the start of the pandemic, I figured that Anderson was straight. As with most of my "straight" friends, I entertain the possibility that they might not be straight. But, a few years ago, I remember being stoned on his couch with him; I shared my experience being bi and I remember talking vaguely about what it's like, but I never got the impression that he was bi. That was one of a few times where I opened the door wide for him to share his sexuality or curiosity, though I never explicitly put him on the spot and asked.

We had a lot of these conversation while at his family's big house, alone for the weekend. Honestly, I remember being really horny at this time and hoping any mention of sex or sexuality or horniness would escalate into us hooking up. He's a really touchy feely guy and, the way he looks at me (especially when we know we won't see each other for a while) is filled with sexual tension, when we hug (which we do a lot) and look into each other's eyes. The sexual tension has been there but, again, I assumed he was straight.

I settled into being (just) best friends and not hooking up... Then the pandemic happened (while he was thousands of miles away from me) and he told me he might be bi or even gay.

This set off a string of calls with him where we talked at length about sexuality and where he opened up. Anderson not only shared how he was feeling with his sexuality with me (which he's still not "out" about) but also his horniness... at length. It makes me hard to think about it – his stories about hooking up with certain women, his jerk off habits in quarantine, how he just wanted to fuck, what we wanted to do or wanted done to us by other people, open relationships, threesomes, etc. A few times, I got so hard during the conversation that I'd start playing with my dick, and I think he would too – the moments it might get a little quiet on the line while we were talking about these horny topics and laying around. At one point, every time we'd talk, it was about how much he wanted to cum (or, by that point, "explode"), not fucking in quarantine or for a while before. All of these conversations, of which there were hours and hours, brought us even closer together, but we were thousands of miles apart and each quarantined.

Well, when we were finally able to be in person again, we were indeed closer. This is the part I'm going to sum up because there's a lot that has happened over the last year and a half after those calls:

• Anderson started dating someone (a woman) he used to date, and they're still dating now with their own bumps in the road and struggles finding a good flow sexually. Everything below has happened since they started dating.
• We've gone on at least a dozen trips together, mostly to houses or cabins with hot tubs. While he already had the habit of walking around, at times, without a ton of clothes (which we'd talked about before) he actually started our habit of skinning dipping in the hot tub. He's always been pretty comfortable with nudity, so it's not a huge surprise and I've read this as an overtly sexual thing. Don't get me wrong: I've been hard many times seeing him naked, including in hot tubs, but he doesn't seem horny.
• When we started talking those trips, we also started giving each other massages. This was something I offered at first and did with Anderson clothed at first (and he returned the favor). That same trip, we eventually did it again while he was in his boxers. After that first trip, we've actually done these full body massages (which happen at least once every trip) completely naked. So we're comfortable being naked in front of each other (to the extent that I don't have a boner) and rubbing each other down from head to toe. But again, neither of us has crossed a line into anything blatantly sexual. We also cuddle and nap together from time to time.
• We still have these deep conversations about sex, sexuality, horniness, how close we are, etc. One of the recent trips we had, we were casually talking about how I love sucking dick and Anderson was talking about how he likes to be jerked off more than he likes being blown. I thought that was notable – I've probably never heard that before. Shortly after, he revealed that he used to have a friend growing up who he used to jerk off with, stroking each other's dicks; he shared this as he opened up more about his sexuality and emotions he was/is dealing with. In retrospect, I wonder if this was his was of saying that he'd be open to me jerking him off, or us jerking off together.

As the title suggests, I want to finally hookup with Anderson and I'm taking another trip with him in the next couple of months. It'll be just the two of us and, hopefully, there will be a hot tub.

I'm not afraid it will end our friendship if I ask or I try; I'm just not sure how to ask or try, because I get so nervous but also haven't been in these situations, so I'm not sure what I should say or do. I know we're close enough to where having a conversation about fucking with each other, while new ground, wouldn't hurt our friendship; maybe it could bring us closer together. Again, I'm not sure how to have that conversation, how to build up to it, or when. I mentioned that he is dating someone and I wonder if that's part of his hesitation in addition to his sexuality; conversely, I'm dating someone (a man) and in an open relationship where I explicitly have permission to hook up with Anderson and others, if it goes there.

I'd love to hear from others here with any 1) good advice or reactions you have and 2) any similar stories you have about wanting to hook up with or actually hooking up with your best friend.

I don’t have any advice outside of telling you to just take the plunge! With a friendship as strong as yours, broaching the subject doesn’t seem like much of a risk.

Also, I made sure to watch this thread so I get any updates in the future, I’m rooting for you! Can’t wait to hear how it goes!!

 

[lordassriel]

I was legitimately crushed when you said at the end that you're in a relationship. I hope you and Anderson get married one day and have the best life ever. You two are adorable.

 

[RyanMars]

You are wasting your time and deserve better bestie. Move on.

 

[CockMySuck]

You are wasting your time and deserve better bestie. Move on.

Obviously, this is not helpful. My friend and our friendship is the furthest thing from a waste of time. Our friendship is so deep that neither of us would "move on". Considering the possibility of hooking up with him isn't a big leap from where we are, and I'm glad others could see that in the initial post and respond thoughtfully with that in mind.

 

[RyanMars]

Obviously, this is not helpful. My friend and our friendship is the furthest thing from a waste of time. Our friendship is so deep that neither of us would "move on". Considering the possibility of hooking up with him isn't a big leap from where we are, and I'm glad others could see that in the initial post and respond thoughtfully with that in mind.

I didn’t say friendship is waste of time, I said you agonizing over the possibility something can come of this. It shouldn’t be this hard. Keep him as a friend, but move from from wanting to have sex with him. Anyways it’s your life so do what you want. But don’t say I didn’t warn you when you get hurt.

 

[johnjohnston]

I didn’t say friendship is waste of time, I said you agonizing over the possibility something can come of this. It shouldn’t be this hard. Keep him as a friend, but move from from wanting to have sex with him. Anyways it’s your life so do what you want. But don’t say I didn’t warn you when you get hurt.

I’m starting to feel like queer males who genuinely have same-sex attractions, passions, romantic affections, emotional investment, relationship comfort, commitment ambitions should not be besties with “straight presenting” men that they find attractive or even “queer-ish” guys who make it clear that they have overall hetero leanings or just guys in general that they know they have attractions and some romantic feelings towards. Shit seems to frequently get messy, and someone ends up not getting what they genuinely want from the situation. Spending years pining after a “bestie” who doesn’t want you or who may only want you to briefly or occasionally can’t be healthy. While coming up with ways to pretty much “trap” or “entice” or “convince” him, it comes off a bit pathetic and creep-like.

 

[RyanMars]

I’m starting to feel like queer males who genuinely have same-sex attractions, passions, romantic affections, emotional investment, relationship comfort, commitment ambitions should not be besties with “straight presenting” men that they find attractive or even “queer-ish” guys who make it clear that they have overall hetero leanings or just guys in general that they know they have attractions and some romantic feelings towards. Shit seems to frequently get messy, and someone ends up not getting what they genuinely want from the situation. Spending years pining after a “bestie” who doesn’t want you or who may only want you to briefly or occasionally can’t be healthy. While coming up with ways to pretty much “trap” or “entice” or “convince” him, it comes off a bit pathetic and creep-like.

Exactly. Thank you for saying what I wanted to say. It’s not healthy for them. This unrequited love is mentally damaging to ones life and self worth. It starts with self love and what one deems they deserve. Imagine the years wasted pinning for your ‘bestie’ to reciprocate your romantic feelings. It is not worth it. Situations that start like this always end with one person getting hurt. There are many other gay men to pursue who are more honest and will let you know if they are interested. But gay men just love gushing over straight/straight presenting friends who are not emotionally available. It’s quite sad actually. We need to do better.

 

[johnjohnston]

Exactly. Thank you for saying what I wanted to say. It’s not healthy for them. This unrequited love is mentally damaging to ones life and self worth. It starts with self love and what one deems they deserve. Imagine the years wasted pinning for your ‘bestie’ to reciprocate your romantic feelings. It is not worth it. Situations that start like this always end with one person getting hurt. There are many other gay men to pursue who are more honest and will let you know if they are interested. But gay men just love gushing over straight/straight presenting friends who are not emotionally available. It’s quite sad actually. We need to do better.

Ultimately, you can’t control how people feel. While there are many queers who get off on someone being a “challenge” or a situation not being “basic” and having more complications. However, developing feelings for a friend is borderline normal stuff. While we’ve all been there as far as falling for a “straight”/straight-presenting/semi-queer-ish/seems kinda, sorta into you dude.

As I already said, a lot of guys are well aware that their queer male friends have crushes on them. And they egg at that for the ego boost or for some free therapy or sometimes for money and opportunities. It’s not about the dimensions of his friend’s sexuality, whether not he’s closeted, or where he is in the gender, sexual, affection, affirmation, romantic attachment, emotional investment, relationship comfort, commitment spectrum. Pining over a friend for years who is not unabashedly into you (even if they hook up with you sometimes) is often stunting and toxic and frequently leads to messiness and heartbreak. It’s not cute, especially after you hit a certain age. You do have to start thinking more practically instead of being stuck in fantasy or trying to “save” someone.

 

[AllDixNeedLuv69]

As much as we would like for everyone to be bisexual so increase our chances in getting to know someone we have a crush on .. but that isn’t the case

straight men and women need to be around to create more straight men and women as well as gay ones..

I had a friend he is straight but he was the biggest tease since knowing I was gay .. he’d show his bare ass. Spread his cheeks show me his asshole a done within inches and flash his hard cock at me telling me to enjoy it because that was as close as I was goi going

So after few times he did that I just ignored him .. and I think it upset him more that I quit acting interested in him ..z.. so after that he quit doing it


So as much as we like seeing sexy how straight men we need to move along and find gay men or bisexual o es

 

[RyanMars]

As much as we would like for everyone to be bisexual so increase our chances in getting to know someone we have a crush on .. but that isn’t the case

straight men and women need to be around to create more straight men and women as well as gay ones..

I had a friend he is straight but he was the biggest tease since knowing I was gay .. he’d show his bare ass. Spread his cheeks show me his asshole a done within inches and flash his hard cock at me telling me to enjoy it because that was as close as I was goi going

So after few times he did that I just ignored him .. and I think it upset him more that I quit acting interested in him ..z.. so after that he quit doing it


So as much as we like seeing sexy how straight men we need to move along and find gay men or bisexual o es

When they play games it’s best to ignore them. I am surprised you considered him a friend after he said enjoy it as this is close you will get to it. It’s cruel, like dangling candy over a kids head.

 

[skeezer]

You shouldn't pursue him much further. He told you he might be bi or gay, but now has a girlfriend? Sounds like he has a lot of issues to deal with and is keeping the door cracked for you to make the move hesitantly.
If you go for it on the next visit and you score, he might blame you for his sexual confusion going forward and it will damage your friendship. Tread lightly if you decide to make the move, like some other users posted try to arrange it so he catches you jacking off. If he doesn't join, you have your answer.