Recent weird experience with a friend / colleague

We had a nice hike..sat down for a chat..talked about the kiss, etc. He apologised, said he loves me and hoped I’d kiss him. He’s bi and fancies me.. I was massively shocked..He wanted us to be a couple. We spoke about work and he would be happy to leave (it really is quite easy for these well connected posh guys to get another job)
I'm happy to see you finally reciprocated the affection he gave you. Does your workplace actually have a policy forbidding its workers from dating? If not, he wouldn't have to leave for that reason
You've had a personal lovelife discussion. On the professional front supervise him and find out if he is capable of becoming a skilled, reliable worker too.
 
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Ok so I met him yesterday for the hike. I will preface this by saying that, given the advice some have given, what I did might not be hugely popular. That is not to say I didn’t read and appreciate every comment and person who has taken the time on this thread to help, because I do - but I acted with my heart and in the only way I feel I could have done.

We had a nice chilled hike for about an hour until we came across a bench and I suggested we sit down for a chat. I was pretty clear but not blunt, and said I wanted to talk about the kiss / the weird nakedness / the bed thing.

He reacted in a really uncharacteristic way - he started crying and looked really quite unwell. I did give him a hug because he was so upset and said he just needed to be totally honest with me and himself.

He said he is in fact bi at the very least, probably with a preference for men. He has, unbeknownst to me, been on apps like Grindr for years. He said that’s how he knew I wasn’t straight, because he’d been there before. He got very deep and said some really troubling things about his time at boarding school, and how that has influenced his relationships with men and his own sexuality.

He apologised for being so complicated with me, but said that he loves me and was hoping at each chance he was a bit flirty / whatever I’d take it and kiss him or give him a real reason to come out and make a move. He basically apologised for not having the courage to say that he’s bi and fancies me and acknowledged it was not fair on me. Obviously I was super supportive but massively shocked.

He said he’d realised we’re in a sort of relationship anyway - we spend loads of social time together (at least three nights a week), workout together, work together, he said he loves sharing a bed with me because it makes him feel safe and ‘complete’. He recognised I do a lot of looking after him - and I’m happy to, I’m a bit of a homemaker type I guess and do enjoy looking after people - and loves me for it. He’s seen me naked a few times (holiday, gym showers etc) and says he’s never found anyone more attractive. He’s saying all of this while crying and apologising a lot.

I gave him a big hug and said, “so what do you want to do?” and he said he wanted us to be a couple. We spoke about work and he said he would be happy to leave (it really is quite easy for these well connected posh guys to get another job)

I said but what about our friendship if this all goes wrong, and he, rightly in my view, said that after all this that friendship is dead so we either make a go of being a couple or go our separate ways. I do genuinely think he is right about that. We ended up kissing for a bit, headed back and I said I needed some time to clear my head but we should get dinner in town later.

We met for dinner, he looked and smelt incredible, he was his usual amazing captivating hilarious bubbly self, and we had a magical time. We went out for a few more drinks after, got very amorous, and went back to mine. We didn’t have sex but we did everything just short of that and went to sleep.

Coincidentally we’d both booked this week off because of the bank holiday. He has gone back to his for a change of clothes and to get some toiletries but we’re going to go for lunch later and hopefully have another great day.

As I say, I know this is not what some people advised, but I actually believe this could work.
Congrats bud.
 
Ok so I met him yesterday for the hike. I will preface this by saying that, given the advice some have given, what I did might not be hugely popular. That is not to say I didn’t read and appreciate every comment and person who has taken the time on this thread to help, because I do - but I acted with my heart and in the only way I feel I could have done.

We had a nice chilled hike for about an hour until we came across a bench and I suggested we sit down for a chat. I was pretty clear but not blunt, and said I wanted to talk about the kiss / the weird nakedness / the bed thing.

He reacted in a really uncharacteristic way - he started crying and looked really quite unwell. I did give him a hug because he was so upset and said he just needed to be totally honest with me and himself.

He said he is in fact bi at the very least, probably with a preference for men. He has, unbeknownst to me, been on apps like Grindr for years. He said that’s how he knew I wasn’t straight, because he’d been there before. He got very deep and said some really troubling things about his time at boarding school, and how that has influenced his relationships with men and his own sexuality.

He apologised for being so complicated with me, but said that he loves me and was hoping at each chance he was a bit flirty / whatever I’d take it and kiss him or give him a real reason to come out and make a move. He basically apologised for not having the courage to say that he’s bi and fancies me and acknowledged it was not fair on me. Obviously I was super supportive but massively shocked.

He said he’d realised we’re in a sort of relationship anyway - we spend loads of social time together (at least three nights a week), workout together, work together, he said he loves sharing a bed with me because it makes him feel safe and ‘complete’. He recognised I do a lot of looking after him - and I’m happy to, I’m a bit of a homemaker type I guess and do enjoy looking after people - and loves me for it. He’s seen me naked a few times (holiday, gym showers etc) and says he’s never found anyone more attractive. He’s saying all of this while crying and apologising a lot.

I gave him a big hug and said, “so what do you want to do?” and he said he wanted us to be a couple. We spoke about work and he said he would be happy to leave (it really is quite easy for these well connected posh guys to get another job)

I said but what about our friendship if this all goes wrong, and he, rightly in my view, said that after all this that friendship is dead so we either make a go of being a couple or go our separate ways. I do genuinely think he is right about that. We ended up kissing for a bit, headed back and I said I needed some time to clear my head but we should get dinner in town later.

We met for dinner, he looked and smelt incredible, he was his usual amazing captivating hilarious bubbly self, and we had a magical time. We went out for a few more drinks after, got very amorous, and went back to mine. We didn’t have sex but we did everything just short of that and went to sleep.

Coincidentally we’d both booked this week off because of the bank holiday. He has gone back to his for a change of clothes and to get some toiletries but we’re going to go for lunch later and hopefully have another great day.

As I say, I know this is not what some people advised, but I actually believe this could work.
It was not what "some people advised," but it was predictable.
 
Congrats! Been following along for the last few days and was hopeful for this sort of outcome for you. Admiittedly, I had similar reservations to others who've replied but am very happy it's worked out the way it has for you.

Appreciate its early days but concur with others about not shitting where you eat. Witnessed many workplace romances (as I'm sure we all have) and, yes, not all work out and it can lead to awkward situations. Equally I've seen several work out and lead to longstanding relationships, marriage, kids, etc. Secret seems to be a level of seperation in the business. If there is an option to be in different teams at some point its potentially worth considering. From how you've described your bond and social life with him outside of work, I'd think its unlikely to impact how close you are; could even have the opposite effect. That you supervise him would mean a change could take some potential future stress of the relationship in trying to seperate work from personal life, if you need to have any challenging conversations with him (if its you that would need to address lateness or turning up to work wasted, for example) or with colleagues suggesting or feeling a level of bias or favouritism from you towards him - whether there is any validity to it or not.
Realise there are assumptions built into some of that about the type of workplace you're in, people you work with and at some being open with colleagues about the two of you but something worth considering over the weeks and months ahead.

Congrats again! Good luck and hope you keep us updated about how it goes :)
 
Ok so I met him yesterday for the hike. I will preface this by saying that, given the advice some have given, what I did might not be hugely popular. That is not to say I didn’t read and appreciate every comment and person who has taken the time on this thread to help, because I do - but I acted with my heart and in the only way I feel I could have done.

We had a nice chilled hike for about an hour until we came across a bench and I suggested we sit down for a chat. I was pretty clear but not blunt, and said I wanted to talk about the kiss / the weird nakedness / the bed thing.

He reacted in a really uncharacteristic way - he started crying and looked really quite unwell. I did give him a hug because he was so upset and said he just needed to be totally honest with me and himself.

He said he is in fact bi at the very least, probably with a preference for men. He has, unbeknownst to me, been on apps like Grindr for years. He said that’s how he knew I wasn’t straight, because he’d been there before. He got very deep and said some really troubling things about his time at boarding school, and how that has influenced his relationships with men and his own sexuality.

He apologised for being so complicated with me, but said that he loves me and was hoping at each chance he was a bit flirty / whatever I’d take it and kiss him or give him a real reason to come out and make a move. He basically apologised for not having the courage to say that he’s bi and fancies me and acknowledged it was not fair on me. Obviously I was super supportive but massively shocked.

He said he’d realised we’re in a sort of relationship anyway - we spend loads of social time together (at least three nights a week), workout together, work together, he said he loves sharing a bed with me because it makes him feel safe and ‘complete’. He recognised I do a lot of looking after him - and I’m happy to, I’m a bit of a homemaker type I guess and do enjoy looking after people - and loves me for it. He’s seen me naked a few times (holiday, gym showers etc) and says he’s never found anyone more attractive. He’s saying all of this while crying and apologising a lot.

I gave him a big hug and said, “so what do you want to do?” and he said he wanted us to be a couple. We spoke about work and he said he would be happy to leave (it really is quite easy for these well connected posh guys to get another job)

I said but what about our friendship if this all goes wrong, and he, rightly in my view, said that after all this that friendship is dead so we either make a go of being a couple or go our separate ways. I do genuinely think he is right about that. We ended up kissing for a bit, headed back and I said I needed some time to clear my head but we should get dinner in town later.

We met for dinner, he looked and smelt incredible, he was his usual amazing captivating hilarious bubbly self, and we had a magical time. We went out for a few more drinks after, got very amorous, and went back to mine. We didn’t have sex but we did everything just short of that and went to sleep.

Coincidentally we’d both booked this week off because of the bank holiday. He has gone back to his for a change of clothes and to get some toiletries but we’re going to go for lunch later and hopefully have another great day.

As I say, I know this is not what some people advised, but I actually believe this could work.
Never mind what we advised before. An open conversation is all you both needed to have. Now that he confessed his feelings and everything is clear, the only issue I see is if you’re ok with working with someone you date. If that doesn’t concern you, that’s fine.
I think it’s a great thing he is willing to quit if you ask him to. That shows he’s being considerate of your feelings and position in the company.
Good luck, man!
 
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Hey, sorry I haven’t updated this! I’m surprised by the level of interest too!

We’re together now and he spends 5 or 6 nights a week at mine and is going to move in fully fairly soon, with an eye to us saving up and moving elsewhere in the not to far future.

We went on a short holiday together and had the best time and some insanely hot nights.

I’ve found a new job and start in a few weeks and he’ll tell his family then.
 
I use to sleep with my best friend in the same bed after partying on Saturday nights. Last weekend he did that as usual but I don't have a good sleeping quality, so I get awake from moments until I fall asleep again for a while and wake up again and so... While I was a little awake, my friend turned around facing my back and intertwined legs with me. We have done it several times before but this time it got weird because he frotted his bulge thrice against my butt. I didn't feel his erection because there was a blanket between the two but I could feel his movements. He always set boundaries between the two regarding sex, kisses and even changing clothes in front of the other, but I felt like he broke his own boundaries doing that. What do you think about it? We're both gay.
 
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I use to sleep with my best friend in the same bed after partying on Saturday nights. Last weekend he did that as usual but I don't have a good sleeping quality, so I get awake from moments until I fall asleep again for a while and wake up again and so... While I was a little awake, my friend turned around facing my back and intertwined legs with me. We have done it several times before but this time it got weird because he frotted his bulge thrice against my butt. I didn't feel his erection because there was a blanket between the two but I could feel his movements. He always set boundaries between the two regarding sex, kisses and even changing clothes in front of the other, but I felt like he broke his own boundaries doing that. What do you think about it? We're both gay.
If it wasn't for the risk of a friendship It would be the start of something that maybe both of you kinda feel. I wish that would happen to me. Growing up I never had a thought about guys. Fast forward I am in the army. Off Post there's strip joints. Drinking , watching strippers and I end up at an adult bookstore. Never been before. Next I'm watching a video of an Asian girl being seduced by a white girl. Notice a hole and peek through. In the dim flickering light I see a guy slowly pulling on his cock. I was mesmerized. He put it thru and without any thought I was on my knees. I licked,pulled, sucked it . I asked for my turn and he sucked me furiously. He never came when we switched so when I came I got nervous and tried to leave. He caught me in the hallway asking if I could go home with him. I bullshitted that I had to return. After that, I put it out of mind. Years ago by,decades. It's as if it never happened. Then one day I sent away for a soloflex brochure. I get it and something about the guy on the cover did something to me. Ext thing I know I am drawing cocks and erotic art. At this point I am trying to figure out what I s happening. So I story board that night off post. Really thinking about that night and the memory is so vivid like I went back in time. I wonder what it I had sent with him. Am I gay? How could something lay dormant for so long and resurface now? . I've gone on dating sites yet still not booked up. Still haven't sucked a cock but I practice on a dildo. Rubbing precum on it licking it off as if real so I know I have a desire for this and since I'm drawing cocks I needed good reference pics so that's how I ended up here. Been here years but still haven't gotten to finish what I started.
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It seems like your friend might have crossed a boundary that he set for himself, maybe without even realizing it. Sometimes feelings and desires that have been suppressed or unclear for a long time can surface in unexpected ways. Since you're both gay and close, it's possible that his feelings for you are evolving, or that he’s testing the waters to understand his own boundaries better. The best thing to do would be to have an open, honest conversation about it. Make sure to approach it without judgment, and just try to understand where he’s coming from and how he feels.
 
Hey, sorry I haven’t updated this! I’m surprised by the level of interest too!

We’re together now and he spends 5 or 6 nights a week at mine and is going to move in fully fairly soon, with an eye to us saving up and moving elsewhere in the not to far future.

We went on a short holiday together and had the best time and some insanely hot nights.

I’ve found a new job and start in a few weeks and he’ll tell his family then.
Good luck, man! I wish you both happiness!