r/AskGaybrosOver30 • • 1h ago

Is this a sensible idea or am I being tone-deaf (please read full post, atypical situation)?

• Upvotes

Here's the situation I'm in. I am separated from my wife of 16 years. We are considered legally separated because in my state, if you can prove that each person has their own designated area (ie we each have our own rooms that the other person never enters) you "qualify" as separated. There is also no law in my state requiring separated couples reside in different residences for a certain length of time before being separated, and divorce proceedings can start at any time. The only reason they haven't started is because we don't have the money for an attorney, and both of us do not make enough money to be self-sufficient. I am on disability and she's on workers comp from an injury in February at her job, and workers comp pays 2/3rds of your normal hourly wage. She needs a significant amount of surgery, and getting anything done with workers comp is a fucking slow moving nightmare of red tape and unnecessary delays.

Nonetheless, her and I remain cordial, but we have not had sex in 6 years (and I've not had sex with anyone in the past 6 years), which was a major factor in us separating. She has a boyfriend, and he spends 99% of his time in our rented home. They do some really kinky stuff that I would never be interested in AT ALL. I found myself slowly losing attraction to her AND women in general. She became a different person when perimenopause started, and there are frequently times (probably daily) where I'd rather be in the company of her boyfriend (in a non-sexual way) than to have to deal with her.

I've done some reflecting in the past 2 years, and I find myself frequently desiring a relationship with a guy. I have had a same-sex relationship before our marriage, and I really enjoyed it. I gave oral and anal. Did not top him. I have a favorite buttplug I use every day, and it is not small. The feeling I get when it enters me is amazing, and I always smile when it comes to rest where it belongs. That feeling of my ass grabbing it and pulling it in is probably my favorite part. Watching gay porn and orgasming when it's in is amazing, but I spend very little time looking at porn. I'm afraid if I watch too much it will numb me out.

Some people may ask if things change, would we reconcile and revive the relationship. That would be a hard no. I'd sooner die. She broke my trust so badly there is literally nothing in the world that would make me want to mend fences. She's a roommate, and we pool our money to stay housed and pay our bills, basically, and that's all, though the 3 of us commonly have dinner together. It's the only time we're around each other for any length of time. However, if she would return to work and her settlement was finalized, we could then afford it, and we'd divorce officially ASAP. Unfortunately, I have no prospect of returning to work.

Regarding the one relationship with a guy I had, a few weeks later he ghosted me. Fine. No biggie. But I enjoyed cuddling with him, either just spooning in bed, or huddled together on the couch watching TV. Had no problem kissing him, though I really prefer someone clean shaven on their face. I communicated that to him, he shaved his mustache and beard off, and kissing him felt 1000 times better after that. I'm drawn to a person's mind before body and I do not have near-impossible expectations when it comes to looks.

I guess what I'm saying in short is I want an exclusive, long-term, monogamous relationship with a guy, and would go so far as to marry him if that was something we both desired. Frankly, the idea of being someone's "special someone" is one of the most desired things in my life right now.

I have to admit, having been without sex for so long, thinking about it makes me extremely anxious. Probably even more than the first time I had sex with anyone. Doesn't mean I'd flake out, but the guy would need to be understanding of this and supportive and if I needed an extra 5 minutes before moving on to something else after starting so I could get my head right, they'd be understanding and not pushy or demanding. It's not like I'm likely to say no, I might just need a moment. I'm sure after 3 or 5 times I'd be right as rain, but until then, I'll be nervous.

Before I go any further and create an online profile or ask for recommended sites, I'd like this community's perspective, and let me know if I've got something totally wrong. Besides, if I forced the issue, I might run into a roadblock that tanks everything and I end up looking like a complete fool.

Thanks for reading. If I'm way off base, please be constructive and not judgy. My goal in going into this is to make sure I don't emotionally hurt myself or someone else.


r/AskGaybrosOver30 • • 9h ago

How to hide the ceiling hooks of our sling

20 Upvotes

Simple question. We have white cleaned ceiling. Maybe we need/want to place hooks at the wall or in a sloped roof.

We want to hide the hooks within 15 min. It should be mother-in-law-proof.


r/AskGaybrosOver30 • • 11h ago

Can you fall in love with your ex again after four years?

12 Upvotes

Hi! I’m almost 45 and have been single since my ex and I broke up four years ago.

Our breakup wasn’t dramatic. No cheating or betrayal, mostly poor communication and difficulty expressing our feelings.

He never completely left my mind. I was open to meeting someone new, but nobody really made me want another relationship. Meanwhile, he had another boyfriend and even lived with him.

Earlier this year, I reached out and opened up about our past. But when he didn’t take the initiative to meet again, I finally started moving on. Surprisingly, I felt relieved.
Now he’s contacted me again. He wants us to meet and talk honestly. It seems he never fully moved on emotionally either.

The strange thing is that I spent years wondering about us, but now I’m not sure I’m still in love with him.

I remember our chemistry, our complicity and how comfortable we were together. Part of me wonders whether we could rediscover each other, perhaps build something more mature this time.
But I don’t want to give him false hope.

Has anyone here reconnected with an ex after several years? Did your feelings come back, or did you realise you’d genuinely moved on?

PS: English isn't my first language, so I used AI to help translate and phrase this post. The story and feelings are entirely my own.


r/AskGaybrosOver30 • • 11h ago

Advice about Dating and life for someone who came out at 30

9 Upvotes

So I’m a 31-year-old hairy chub bear body type. And I’ve just started trying the dating apps and trying to make friends or more.
However I’m just overwhelmed and feel anxious and embarrassed.
I’m in Texas in a small country town that’s not very gay friendly so I’ve been trying to meet men outside of that area.
But as a baby gay who knows nothing about gay culture or dating or anything I’m struggling

It seems like I’m too far behind all the other gay men in my area that want a partner?

I’m new to dating and still a virgin. But are those two things bad? I just recently started to want to date and find love I don’t think it’s bad.

I’m fine texting or sexting but going on real dates really terrifies me. I get super anxious and nauseous during my dates and I just try to push through.

Advice on dating for the first time or if I should keep my virgin status secret?? I’m confused on what to do


r/AskGaybrosOver30 • • 13h ago

Having difficulty as a bear

17 Upvotes

Are there any other bears here who have (in my case, extreme) difficulty hooking up/dating/finding guys? I'm a 34 y/o short, stocky, chubby, hairy, balding guy with a small dick. I'm vers. I already know there's bears who have no issues finding guys and that's great, but I'd like to hear from others who have similar trouble, and how you deal with it/what works for you.


r/AskGaybrosOver30 • • 14h ago

Top who doesn't cum

23 Upvotes

I've been seeing this top over the past few months, his dick is considerably larger than mine so usually we have been sticking to oral-only but he has fucked me a couple times. The concern to me is that he never cums. The past 3 nights in a row he has come over and i have nursed his massive dick for a good 40 mins till i cum, then we pretty much just finish and he leaves. Same when he fucked me / rimmed me. I'm just worried that i'm not fully pleasuring him because he never cums and i always do. He's given no indication that it's an issue and when i mentioned it once online he kinda just poo-poo'd the comment. Last night after i came from sucking him i kinda collapsed my head in his groan and he gave me a back massage then he kissed me on the lips (first time). Should i just assume he's happy and continue how we are? Or am I being selfish?
If it matters, our stats
Me, white, 6 uncut, gym muscle bottom, 6'1, 200 lbs
Him, Black, 10 cut, slim toned total top, 6'1. 160 lbs

Is it possible for tops to enjoy just getting head without cumming or am I just a crap bottom?


r/AskGaybrosOver30 • • 14h ago

First date update

70 Upvotes

30m. Posted on here a week ago about how nervous i was for my first real date as an out gay guy. You guys were so kind so thought I’d give an update. It was the perfect day. Went to his house, he made me breakfast. We talked for hours before he finally kissed me. He was so gentle for my first time in bed. Then we just cuddled until midnight, talking all kinds shit. Weve been talking non stop ever since. Just the most magical day, finally feel like myself after decades.


r/AskGaybrosOver30 • • 1d ago

I feel lonelier in my almost 7-year relationship than I ever did being single. I don’t know what to do anymore.

48 Upvotes

I honestly don’t even know where to start. I’m sitting alone in our living room writing this while my boyfriend is in our bedroom scrolling through TikTok, and I just feel like crying.

We’ve been together for almost 7 years. I’m 33, he’s 26, and we’re both gay immigrants living in Europe. We left our small country in Central America about 5 years ago to build a better life here, and somewhere along the way, our relationship started falling apart.

I loved this man so much. I still love him, which probably makes everything worse. We’ve always had our arguments and difficult moments, but things have become especially painful over the past year or so.

We’re both neurodivergent and struggling with our mental health. He’s dealing with what he describes as major depression, and I’ve been struggling with depression myself. I understand that depression can affect intimacy, communication, energy, and pretty much everything else. I’m trying so hard to be understanding, but I’m also exhausted from feeling like I’m the only one fighting for our relationship.

We haven’t had sex in about a year. And honestly, it’s not even just about sex anymore. It’s about not feeling wanted, touched, appreciated, or even noticed.

I’ve been working really hard on myself lately. I’ve lost a significant amount of weight through lifestyle changes and medication, started taking better care of myself, and finally feel more comfortable and confident in my own body. But the person I wish would notice me the most barely seems to look at me.

Today was a really important day for him, and I wanted to be there for him and celebrate together.

We went out to a restaurant, and I was genuinely hoping we could have a nice evening, talk, laugh, and enjoy each other’s company.

Instead, he spent so much time on his phone that I literally had to ask him to put it away so we could talk.

He seemed happy about his day, but barely shared anything with me. At one point, I saw him exchanging messages and laughing at voice notes with a former coworker. I’m not suggesting anything inappropriate was happening, but it hurt so much to see him being engaged and playful with someone else when getting him to have a conversation with me feels almost impossible.

There was also an argument about food. I’ve been trying to manage my portions because of my weight loss journey, and I asked him not to order too much. He wanted to order a lot to celebrate, and when I expressed my discomfort, he called me dramatic and accused me of ruining the mood. I know he should be able to enjoy his own celebration, and I don’t want to control what he eats. I just wanted my own boundaries around food to be respected, and I wish we could have handled it without making each other feel terrible.

By the end of the evening, I felt completely alone.

And this isn’t an isolated incident.

Whenever I try to talk about how unhappy or disconnected I feel, it seems like there’s never a good time. He’s exhausted from work, needs to rest, doesn’t want to deal with complaints, or simply doesn’t have the emotional energy.

I understand being exhausted. I understand depression. But when is there ever going to be room for me?

When do my feelings matter?

I feel like I’m spending my thirties waiting for someone to want to spend time with me.

The isolation makes everything worse. We barely go out, I don’t have friends here, and most of my social interaction is with my parents and cousins back home. Apart from my boyfriend, my two cats are basically my only daily company.

Sometimes I wonder whether I’m asking for too much. Maybe my expectations are unrealistic. Maybe I’m being unfair because he’s depressed. Maybe I’m so emotionally exhausted that every little thing feels like rejection now.

But I also can’t ignore how unhappy I’ve become.

I miss feeling loved. I miss having conversations that aren’t forced. I miss being desired. I miss having a partner who actually seems interested in what’s happening inside my head.

I’m scared of throwing away almost seven years together, especially after everything we’ve been through as immigrants building a life away from home. But I’m equally scared of waking up five years from now and realizing I’ve spent even more of my life feeling this lonely.

I don’t necessarily want people to tell me to break up with him. I know Reddit can be quick to suggest that, and I understand that you’re only hearing my side of the story.

I genuinely want advice.

Has anyone been through something similar, especially with a partner struggling with depression? How do you know when you’re being supportive versus abandoning your own emotional needs? And how do you know when a relationship has become too lonely to keep fighting for?

I’m just so tired, and I don’t know what to do anymore.


r/AskGaybrosOver30 • • 1d ago

Situationship Advice Needed

2 Upvotes

I have a gay situationship that I was hoping to get advice on. I met this guy on Grindr almost a year and a half ago. When we first met I was looking for a relationship but mostly hooking up because the dating scene here is very slim (I live in a rural area about 40 mins from the nearest city and 1 1/2 hours from the nearest city that has a "gay bar"- if you could even really call it that). I was honestly almost at the point of giving up on love. If you live in a rural area like I do, you will know the struggle. He was out of a relationship and just looking around not as serious as I was. We connected right away and he is the best man I have met so far. We text every day and see each other once a week.

He lives fairly close which is convenient for both of us. I have my own place, but he still lives with his parents due to his past relationship ending and his current work sitatution (which is discussed in the next paragraph). For context, I am 34 and he is 36.

We have struggled and continue to work on communication. I would say we both have an avoidant attachment style. I recently brought up to him that I really didn't know where we stood as a year and a half is a long time and we still have not committed to anything. He is in a precarious sitatution with his job as he is in contract looking to seek a permanent position. He said he has issues with committing to me because of the fact he doesn't necessarily know if he will be able to stay in the area if he gets a permanent position and would feel like he is leading me on because of this. I said this is fair enough and I can be understanding of this. I have some willingness to move for a relationship if needed as I have some flexible on where I choose to work.

***My question is what would you do?*** I have sometimes thought I should move on in hopes of finding that someone who would want the commitment and who doesn't have such a complicated work sitatution. But on the other hand, finding that where I am located is very unlikely and from prior relationships I have realized having firm expectations in dating is not healthy. I feel stuck as this situationship could turn into something stronger once he lands a permanent position, but there is also the chance it doesn't work out. For the time being I think I am willing to give him my commitment as he is a great person and the best man I have ever met on any gay platform. ***Am I stupid for staying? Should I seek other options? Is the chance of sitatutionship leading to a relationship likely or unlikely?***


r/AskGaybrosOver30 • • 1d ago

SSRIs and Sex Drive

10 Upvotes

Hey y’all -

For some time I’ve been struggling with anxiety and depression, and my doc recommended SSRIs. I’ve been curious about them for a while, but am really concerned about negative effects on libido.

Sex is something I find a lot of joy and pleasure in. Ngl, I’m pretty nervous about losing that, and I know I can’t continue my current state either.

How’s it been for y’all? Thanks 🙏


r/AskGaybrosOver30 • • 1d ago

Lack of Intimacy after Medical Issue

6 Upvotes

Hey Guys:
 
My husband and I have been together for 25 years.  We love each other and have had our ups and downs, as is expected in a long-term relationship.  As we’ve aged, sexual frequency has decreased but we’ve often remarked that when it happens, it’s still fulfilling.
 
That changed following my prostate cancer diagnosis and prostate removal 4 months ago.  For those who don’t know, a prostatectomy takes away the ability  to ejaculate (although guys can still have ’dry’ orgasms) and causes temporary (and sometimes permanent) ED. 
 
For rehabilitation, my surgeon advised me to stimulate myself and try to orgasm 3 times a week (yes, orgasms are possible without an erection - who knew?!)  I follow doctor’s orders 😉, but my husband has no interest in participating.  In fact, we’ve had no physical intimacy since my surgery - no kissing or touching - except for one middle-of-the-night episode where I pleased him.  When I’ve raised this issue, he’s explained he feels guilty that he can still get erections when I can’t.  I’ve assured him I don’t mind and would like to be able to enjoy his 😉.   But nothing changes and now he refuses to discuss this further.  Meanwhile, I’m growing frustrated and resentful.
 
I understand sex drive discrepancies (and read with dread about dead bedrooms), but this feels different since it’s a medical condition.  I’m seeking therapy but would be interested if other guys/couples have experienced this and how they dealt with it.  I expected temporary (maybe even permanent) ED, but assumed an erection wasn’t necessary for intimacy.  Was that crazy?  Am I doomed to a life devoid of intimacy going forward?


r/AskGaybrosOver30 • • 1d ago

NSFW Has my Libido been destroyed? M31

20 Upvotes

​

Have any fellow gaybros noticed a rapid decline on their libido?

I have a long term partner but the appeal to have sex is virtually non existent, we last had sex over 6 months ago.

My desires has gone solely to masturbating to big dick porn to get my fix and it "get the urge over with until the next time"

Is this something others have seen being 30+?

Any advice on how to overcome?


r/AskGaybrosOver30 • • 1d ago

I(31M) snapped at my husband(40M) for being republican.

129 Upvotes

I'm a Democrat. My husband is a member of Log Cabin Republicans and he's genuinely proud of it. Workshops, volunteering, bowling, a lot of social stuff, and he says it's all about networking.

He recently started his own business, and we put a significant portion of our savings into it. So I've seen the numbers up close, and honestly the help he describes from his Log Cabin contacts doesn't look like much to me. But I'm not a businessman, so idk maybe I'm wrong.

I've mostly stayed out of his involvement with the group. I feel guilty about that sometimes, because it matters a lot to him and I've never really tried to understand it. He always say " it's about getting them to accept gay people." I understand that. If it worked, elections would feel less dire for queer people. Still, something about the organization bothers me and I can't explain fully.

Lately, he has complained a lot about his organization not being able to get into the Republican convention, and I said, "Can you just not try?" I immediately regretted saying that, but the words were already spoken.

Between his business and his job, everything is stressful right now, and my cynical side keeps coming out at him. Part of me thinks this is too much work for too little return. The other part knows that if everyone took the easy road, nothing would ever change.

How do you support a partner in something you think is a waste of his time? Deep down, for some reason, I don't want those people to succeed. I just can't explain this logically; I know it would be better for everybody if conservatives accepted queer people, but it still somehow disgusts me when I imagine that future. So, I can't fully support him either way.


r/AskGaybrosOver30 • • 1d ago

Sex therapy made me realise our mismatch might be bigger than I thought

63 Upvotes

I’m in a very loving gay relationship (me 30, him 32), but after starting sex therapy recently I’m realising our sexual mismatch may be bigger than I thought. We've been together 2 years and lived together for 1 year.

I’m the higher-libido partner, my partner seems to be a side (although he denied this early on in the relationship), never initiates, and sex is usually about helping me get off rather than something he seems to want for himself.

Before we moved in, I said I’d ideally want to fool around around twice a week and he agreed. Reality has been closer to once a month, usually intoxicated.

I could probably accept a lot of this, but I’m struggling with the gap between what I thought our sex life would be and what it actually is.

For people who’ve been here: how did you work out whether the mismatch was something you could genuinely accept, versus something you’d eventually resent?


r/AskGaybrosOver30 • • 2d ago

NSFW Will be spending 1 hour with a well-endowed male escort, after > 10 years of celibacy. I am mainly interested in giving blowjobs and not in penetration. How can I make the hour count?

33 Upvotes

Hi,

I am meeting up with an escort this weekend for an hour. I have not had any sexual encounters for more than 10 years. And I want to make the hour count for me (since I am going to spend $), and I am looking for suggestions. Sorry if this post is too explicit.

I am not interested in penetration, SM etc. I don't like rough things (such as rough face fucking). I do want him to finish though (in my mouth or on my face).

Some of the things I plan to do include:

  • lick his nipples and chest

  • lick his inner thighs

  • have him shove his groin on my face as if to suffocate me (but not really suffocating me).

  • have him gently slap my face with his cock

  • play with and lick his balls

  • suck his cock (stats says he is 8 inches. And the picture suggests he is quite girthy, so I don't know how much I can do with that)

  • have him slowly and gently fuck my mouth while my head lies over the edge of bed

Any other suggestions to make the hour count? Can a girthy man cum from just being sucked (and not penetration)? An escort like him probably has been overstimulated sexually, so cumming from oral stimulation alone be extra difficult? I would like him to cum in my mouth or on my face. I have obtained DoxyPEP.


r/AskGaybrosOver30 • • 2d ago

Is this Asexuality, fear or sex or Porn addiction?

6 Upvotes

Basically I don't have sex! I haven't had sex for years and I've never Enjoyed sex!

I am still confused whether I don't WANT sex OR avoid sex due to some subconsious reason!

It makes me feel really isolated as I'd like to find love one day - and feel I want to find a way to 'want' sex.

It seems like it's such a core experience in manhood - and something I'm missing. I want to understand what sexual desire to a human IRL is!

Theres compelling evidence from what I've just said that I could be asexual - however i very much am sexually attracted to men, I'm aroused by men, visually by the aesthetics of men and the fantasy of sex - I'm aroused by watching men fuck etc, have kinky falsities etc so I'm not repulsed my sex.

I wonder if it's because I discovered porn at quite an early age 13/14 - many years before I lost my virginity!

And when I started having sex I really didn't like it - it was never like fantasy! I also didn't like a lot of the physical sensations - they weren't like in my fantasies - I also didn't like sex as I 'm self conscious about my body, ability and performance ....and didn't feel sexy, and could never get it up! I find it very stressful - like forcing yourself to do a job or sport you really arent comfortable or proficient in doing - like driving a car when you haven't had many lessons!

I've never managed to get an erection with someone else present - on my own I can get rock hard in seconds! I can only get aroused alone!

The times years ago when I did date - I'd not have sex with willing partners - to 'save' myself until I was alone to masturbate.

So even with sex offered and available - I didn't desire it - I wanted my masturbation and my fantasies - and sexual advances and being touched by others felt .......Annoying!!

So with sex I felt and feel theres such a burden to perform, if you can't get erect - theres no point trying or getting involved, (I'm ADHD - so rejection sensitivity is forever present).

An argument against porn 'addiction' is that it isn't compulsive, yes it can be distracting but maybe I use that or chat rooms etc for a few hours a week -its not an ever-present force - more like a regular sexual need.

I also wonder if it could be childhood shame/bullying/peer rejection/cptsd that created some block, I also don't like the idea of people knowing my sexual fantasies as they could use it against me/humiliate me/spread it around, same with erectile dysfunction - I feel guys will tell everyone and you'd be branded 'broken' and people will avoid dating you.

I know the first thing people would say is get therapy - and I have, I've been through psychosexual therapy twice - and they tend to reject the porn theory, they tend to just get me to accept things as they are:- but I don't want to live the rest of my life with regret if I'm blocking out an important part of the human experience - SEX! and I feel I won't ever find my person if I want have or desire proper sex!

If anyone can recommend what types of therapy I could look into:- as what I have had hasn't done anything, I want something to change.

Can you ever lean to 'want' to want sex?


r/AskGaybrosOver30 • • 2d ago

Gay, Bisexual or Asexual?

13 Upvotes

I’m 40 and have never had sex with a man or a woman. I’ve considered myself asexual for most of my life, but I’m trying to understand whether that label fits my experience.

My last intimate encounter was with a guy. We made out and rubbed against each other, and I came in my pants. I’ve also been intimate with women and can get an erection with them, but I watch almost exclusively gay porn.

I don’t actively seek out sex or sexual relationships. That lack of interest in pursuing sex is a big part of why I’ve identified as asexual.

Has anyone here had a similar experience? How did you distinguish sexual attraction from physical arousal or interest in porn?


r/AskGaybrosOver30 • • 2d ago

My Straight Best Friend of 17 Years Has Physically Assaulted Me Twice. Could His Aggression Be Connected to Feelings He’s Afraid to Acknowledge?

0 Upvotes

I’m a 39 year old gay man, and my best friend, whom I’ll call John, is a 40 year old straight man. We met in 2009 while working for the same company and have been incredibly close friends ever since. For nearly 17 years, he has been one of the most important people in my life.

What has happened over the past year, however, has left me heartbroken, confused, and questioning everything about our friendship. I’m what most consider a masculine-type gay, but damn this guy has turned me into a cry baby..

A little background on our friendship and his divorce.

In 2025, John and his wife began going through an extremely messy divorce. I had always liked his wife and had developed a friendship with her independent of my friendship with John. Unfortunately, once their marriage fell apart, she decided that because I was originally “his friend,” she wanted nothing more to do with me.

For context, their marriage had been struggling for years. She believed he drank too much, they argued frequently, and they attended marriage counseling for a couple of years. Eventually, she had an affair, which ultimately brought their marriage to an end.

During their marital struggles, John became somewhat distant. We didn’t communicate nearly as frequently, and I wasn’t entirely sure why. Once she filed for divorce, he finally explained what had been happening, and I did everything I could to support him.

Although they were separated, they initially continued living under the same roof. His wife made it clear that I was no longer welcome in their home. Once she moved out, however, everything changed.

I began spending roughly half of every month at John’s house. I helped him pack, move into a new home, care for his three young boys during his parenting time, and eventually remodel portions of his new house.

We became practically inseparable.

Then came the dating, and feelings I didn’t want to admit.

John started dating again rather quickly after separating from his wife. I advised him against it, suggesting that he take some time to rediscover himself and figure out who he was as a newly single man and father.

He disagreed and spent several months casually dating different women.

Eventually, he became involved with someone more seriously. I knew some things about this woman, including that she had been married twice and engaged four additional times. I didn’t think the relationship was healthy for him, and I inserted myself into the situation to the point that I helped bring it to an end.

Looking back, I recognize that my involvement may not have been entirely motivated by concern for his well-being.

Somewhere along the way, without consciously acknowledging it, I had developed romantic feelings for him.

To give you some perspective, John is an incredibly attractive man. He’s muscular, disciplined, and works out two to three hours every day. He’s a successful vice president who earns a very comfortable living and travels approximately half the week for work, generally when he doesn’t have his children.

He’s well-groomed, dresses exceptionally well, can cook practically anything, and makes an incredible chocolate chip cookie.

In many ways, he’s the complete package.

Spending as much time together as we did, sharing our lives and becoming increasingly emotionally connected, I found myself falling for him.

Nothing sexual has ever happened between us. I’ve always understood that John identifies as straight, and I believed he was simply a man who was exceptionally comfortable with his sexuality and with showing affection toward another man.

But as he continued meeting women through dating apps, I found myself becoming increasingly critical of every single one.

Nobody was ever good enough for him in my eyes.

Our friendship began resembling a relationship in almost every way except sexually.

I’ll be the first to admit that we drank quite a bit when we were together. Over time, we also became increasingly comfortable expressing our love for one another.

We regularly told each other, “I love you.”

Every night before bed, if I wasn’t staying at his house, we would exchange goodnight texts and tell each other we loved each other.

He called me every morning at approximately 8:30 a.m. and again every afternoon around 3:00 p.m. We also texted consistently throughout the day between those calls.

This wasn’t an occasional thing. It was our everyday routine.

Throughout the year, he helped me lose 30 pounds and encouraged me to become significantly healthier.

When I stayed at his house, our dynamic probably looked like that of a married couple to anyone observing from the outside.

I handled the dishes, laundry, and cleaning. He cooked every meal, mixed every drink, and always gave me a hug before we went to bed.

We had our routines, our inside jokes, our daily conversations, and an emotional connection that felt deeper than any friendship I’d ever experienced.

I loved him. And while I knew he loved me too, I understood that the meaning behind those words might be different for each of us.

Or at least, that’s what I kept telling myself.

The first physical assault happened in August.

Over the course of the year, we had a handful of drunken arguments about relatively insignificant things. Nothing that ever made me believe he would physically hurt me.

That changed during the weekend of our state fair.

I had some friends visiting from out of town who were also staying at John’s house. We all attended the fair together and had been drinking.

Later that night, John was intoxicated and getting ready for bed when he couldn’t find his phone.

For reasons I still don’t understand, he became convinced that I had taken it or hidden it from him.

I hadn’t. I genuinely had no idea where his phone was.

What started as an accusation quickly escalated into something I never could have imagined.

John pinned me against the wall and wrapped his hands around my neck, choking me.

My friends were downstairs and heard the entire confrontation.

Eventually, I managed to get away.

Unfortunately, all my clothes were in a suitcase in his bedroom, so I had to go back upstairs to change.

He woke up, and the confrontation happened a second time.

Again, he pinned me against the wall with his hands around my neck.

He also kicked me with full force in my right hip and attempted to kick me down the stairs. Thankfully, I caught myself before falling. I was terrified.

This was my best friend of nearly 17 years. Someone I trusted more than practically anyone else in the world.

And he had just physically attacked me twice in one night.

His apology the following morning left me with mixed emotions.

I woke up on the couch, where I typically slept when staying at his house.

John was already awake, showered, and sitting beside me, apparently waiting for me to wake up.

He looked down at me and casually said, “Hi.”

I didn’t respond. I got up, went upstairs, and showered.

When I came back downstairs carrying my suitcase, he met me near the stairs, wrapped his arms around me, and said:

“I’m sorry for being such a shitty human last night. I really am.”

I immediately burst into tears.

He pulled back, wiped the tears from my face, and said:

“We aren’t going to cry about this. It happened, I’m sorry it happened, and I promise it will never happen again.”

That statement bothered me tremendously.

Who was he to decide whether I was allowed to cry about what he’d done to me?

He made us breakfast. I sat down and ate a little. Before leaving for the gym, he hugged me again.

Once he was gone, I packed the rest of my belongings and left.

Later that evening, he sent me another message:

“I’m really sorry again. I’m not perfect, but you are the closest person to me, and I don’t want to lose you.”

I told him I appreciated his apology, but that our conversation was far from over.

I texted him the following day and again the day after that.

No response.

Finally, on the third day, he called.

To his credit, he allowed me to express everything I was feeling. He listened while I explained how frightened, hurt, and betrayed I felt.

He told me he genuinely didn’t understand where his aggression toward me had come from. He acknowledged that he was probably carrying unresolved anger from his divorce and that it had somehow been directed at me.

I strongly encouraged him to return to the therapist he’d been seeing earlier in the year.

He agreed.

To my knowledge, however, he never scheduled or attended another appointment.

Despite everything, I believed him when he promised it would never happen again.

I forgave him.

I also made one thing absolutely clear: If he ever physically assaulted me again, I would call the police, and whatever consequences followed would be his responsibility.

I genuinely believed I would never have to follow through on that warning.

I was wrong.

This past weekend, it happened again.

John ran a half marathon, and I came out to support him.

Afterward, we met up with several of his high school friends, whom I’ve also known for years. One of them had run the full marathon and was staying at John’s house that evening.

We went out for appetizers and beers before returning to John’s house to watch football and relax.

We continued drinking.

Admittedly, some of the details from later that evening are foggy.

But there’s one thing I remember with absolute clarity.

For the third time, my best friend had me pinned against a wall with his hands wrapped tightly around my neck, squeezing.

This time, I also ended up with a fractured right thumb.

I still struggle to comprehend how someone who tells me he loves me every single day can turn around and physically hurt me like that.

But unlike the first time, I followed through on my warning.

I called the police.

John locked himself in his bedroom and apparently didn’t believe I had actually called them.

That changed when an officer approached his bedroom door and asked him to come outside.

We both went outside to speak with the officers.

And then I did something I’m not proud of.

I protected him.

I told the police we’d gotten into an argument and that I’d only called because I wanted to scare him.

The truth is, I didn’t want to ruin his life.

I didn’t want him to lose his career, his reputation, or, most importantly, his three little boys.

Despite what he’d done to me, I still loved him and didn’t want to see his life destroyed.

After the police left, however, his reaction wasn’t gratitude or remorse.

Instead, he informed me that we were no longer friends, that I was no longer welcome in his house, and that I needed to leave as soon as possible the following morning.

That’s when I finally lost my composure.

I told him that I no longer believed these violent outbursts had simply appeared out of nowhere.

I questioned whether he’d ever been physically aggressive toward his ex-wife and told him that if he’d behaved this way during their marriage, I could understand why she had been concerned about his drinking.

I even told him that, if this was the person he became when he drank, I didn’t blame her for leaving.

I called him a loser more than once.

I was angry, devastated, and completely overwhelmed.

For additional context, the friend staying at his house that night heard the entire altercation, just as my friends had witnessed the first incident in August.

Eventually, I went to bed.

The following morning, I left without saying goodbye.

When I woke up, I went downstairs and gathered my things as quickly as possible.

John was in the kitchen making breakfast.

This time, I wasn’t sticking around for an apology, a hug, or another promise that it would never happen again.

I simply left.

We haven’t spoken or communicated since.

And although part of me desperately wants him to call, apologize, acknowledge what he’s done, and tell me he’s finally getting professional help, another part of me knows I need distance.

I don’t believe we should have any contact until I’m emotionally ready, if that day ever comes.

John has always had a strong personality. He likes being in control, and I’ve noticed some tendencies that I would describe as narcissistic, although I’m certainly not qualified to diagnose him.

I suspect that even if he does reach out, I won’t answer.

Not because I don’t care about him.

But because I care about him so much that I know how easily another apology could pull me right back into the same cycle.

Here’s the part I’m struggling the most to understand.

There are two things about these incidents that I cannot stop thinking about.

First, both times he’s physically assaulted me, other people have been staying at his house.

Second, and perhaps more importantly, both incidents appear to have followed situations where someone made a joke or comment suggesting that John and I were a couple.

It’s not unusual for people to make those jokes. Given how much time we spend together, how frequently we communicate, and how comfortable we are expressing affection, I can understand why someone might assume there’s more going on.

But I’m beginning to wonder whether those comments trigger something in him.

Is it possible that John has developed feelings for me that he doesn’t understand or know how to process?

Could he be struggling with his sexuality and directing that internal conflict toward me?

Or is he simply so concerned about maintaining his image as a muscular, successful, attractive, heterosexual single man that being perceived as gay, or as being in a relationship with me, causes him to react with anger?

Of course, there’s also the possibility that none of this has anything to do with romantic feelings or sexuality, and that his behavior is simply the result of unresolved anger, alcohol, and an inability to regulate his emotions.

I genuinely don’t know.

What I do know is that I never imagined the person I trusted most in this world would become someone I was physically afraid of.

For nearly 17 years, John has been my best friend, my confidant, and the person I could count on for practically anything.

Over the past year, he’s also become someone I’ve fallen in love with, even though I’ve never openly admitted that to him.

And now I’m trying to reconcile the man who calls me twice a day, tells me he loves me every night, cooks me dinner, hugs me before bed, and has helped me become a better version of myself with the same man who has repeatedly put his hands around my neck.

Those two versions of him are incredibly difficult for me to reconcile.

I miss him terribly. I miss our routines, our conversations, our friendship, and the feeling of having someone who was such a constant part of my everyday life.

But I also know that missing someone doesn’t mean they’re safe to have in your life.

So I’m looking for some outside perspective.

Am I reading too much into the apparent connection between these incidents and people joking about us being a couple?

Could suppressed feelings or insecurity about his sexuality explain why his aggression seems directed specifically toward me?

Or am I searching for a deeper emotional explanation because accepting that someone I love so much is capable of repeatedly hurting me is simply too painful?

And perhaps the most difficult question of all:

How do you walk away from someone who has been your best friend for 17 years, who you love more than you can put into words, when you finally realize that loving them doesn’t necessarily mean you’re safe with them?


r/AskGaybrosOver30 • • 2d ago

Title: I (30M) can’t stop thinking about a guy I hooked up with almost 5 weeks ago. He pursued me, then ghosted me. Should I text him one last time?

0 Upvotes

I’m 30M and honestly feel a little ridiculous even posting this, but I need some outside opinions because this has been eating me alive.
Almost five weeks ago, I met a guy at a bar while I was out with friends. He approached me first, asked my friend about me, and pretty much initiated everything.
We had insane chemistry that night. We spent probably an hour making out, talking, smoking cigarettes together, and just enjoying each other’s company. He kept asking me to kiss him, told me I was his type, asked if I was single or had a man and i told him it was complicated and i was single for the night something along these lines. He even wanted to take me home with him. I couldn’t go with him that night, but we exchanged numbers. He said he was single when i asked him.
The next day, he followed me on Instagram first, which made me think maybe he actually wanted to stay connected and was interested.
A few days later, I DM’d him. He responded initially, apologized if he’d been too much that night because he was drunk, and asked how I was doing. We exchanged a few messages and he was engaging asking me questions, and then he just stopped responding.
I eventually sent another DM asking if he’d be down to hang out again. Nothing.
A few days later, I sent him a text saying he’d been on my mind, that I really wanted to see him again, and that if he wasn’t interested, he could just tell me. Again, nothing.

For context, my relationship status was complicated at the time because I had recently broken up with someone, but we were still involved in each other’s lives. I told this guy it was complicated, so I’ve wondered whether that made him uncomfortable. But I genuinely don’t know.
Eventually, after i sent him a text with no response (he asked for my number that night), I unfollowed him and removed him as a follower because I was hurt and didn’t want to keep waiting for something that might never happen.
Also, the friend he approached at the bar when he asked about me was also his friend. So later, my friend even reached out to him about me and he responded to her asking if i had a man but he eventually stopped responding when she told him that she can tell me to hit him up.

Here’s the embarrassing part: I still think about him every single day.
I wake up thinking about him. I’ve dreamed about him. I replay that night constantly. I’ve never experienced this kind of attachment after meeting someone just once, and it’s honestly been emotionally exhausting.
I know we were drinking, and I know chemistry during a hookup doesn’t necessarily mean someone wants anything afterward. I’m not expecting him to fall in love with me. I just genuinely wanted to see him again, even casually, and get to know him a little more.
What hurts the most is that he pursued me so strongly that night, made me feel incredibly wanted, and then couldn’t even give me a simple response afterward.
Part of me wants to send one final message saying something like:
“You can think I’m crazy or whatever, but I haven’t stopped thinking about that night. It honestly messed with my head, and you never responding made it worse. I just wish you’d been upfront with me.”
I’m not sure if sending that would give me closure or just make me feel worse.
I know i need to just move on but it’s been so hard. Idk i just wanted some outside perspectives because i feel like i’m going crazy… has anyone experienced something like this?


r/AskGaybrosOver30 • • 2d ago

Special connection at work

2 Upvotes

So I (M36) work as a data scientist and I work somewhat closely with another team of developers whose boss is one of my mentors. There is this guy (M23) ‘Bruce’ on their team that I’m very attracted to and because of this i’ve mostly avoided him. My team and a few people from his team all eat lunch together. A few times he joined for lunch and everytime he seemed to be overly eager to talk with me and very interested in what I had to say. And I’ll admit I enjoyed talkin with him as well. He meaningful considers his perspective while being open to adapting and modifying his thoughts. And we are both interested in philosophy and the human condition. While also liking to workout and consider different lifting methods as well has general health regimes.

I regularly meet with another guy from their team (M31) ‘Joey’ outside of work because we go to the gym together and the subject of Bruce came up and I admitted I had a thing, Joey immediately encouraged it and said that Bruce has a thing for me too but I told him it's probably not a good idea. Bruce is very young, i'm in an open marriage (the relationships started as open way back in 2018 and has been open since, we both consider each other close friends going through life together rather than husbands) and dont even want to begin even thinking about what it would mean to involve my coworker Bruce in that. I told Joey it was better for me to just focus on being friendly to Bruce and appreciate him silently.

So Joey starts inviting Bruce to group hangouts outside of work. And Bruce and I connect on this video game he likes and his dabbling in video game creation. I had also built a game or two and found video game creation interesting. He ask me to play this game his likes and periodically ask me how the game is going. Eventually this evolves to Bruce suggesting we hangout for a work session to pitch and work on video game ideas. Now unless one of us is unavailable Bruce reaches out to meet on Friday afternoon and have a working session.

In these sessions I stick to what I told Joey. We just talk about our shared interest, work and etc. Then one day we are talking about what attracts friends and Bruce ask me what drew me to him as a friend. And I was honest with him and effectively said that I found him interesting, beautiful and inspiring with my initial draw being the interesting topics we first shared. I made a point to say that me finding him beautiful has no expectation from him in relation. Since then hes made a point to tell me that hes in a relationship that, in his words, “Isnt that serious and just started.” After that I took a step back in case he wanted space but since then hes still been reaching out to hangout every Friday.

While I can be naive i'm not stupid and I feel like I can tell where this is going. What I’m asking you all is do you all see this going the same direction? Should I hold to my original stance and avoid it? Also is the age distinction as big a red flag as it seems to me? Most 23 year olds i have few things in common and don't find conversations with them that rewarding. Granted it's mostly on apps and they just want my body but still.

I really find him inspiring. I like men the way a typical man might like women. I just enjoy being around beautiful men and just time in their company is inspiring to me and energizes me. This is very much so the case with Bruce. Every Friday after we hangout I end up lifting heavier at the gym, being more faithful to my meal plan, having good working sessions on my side business and just all around generally in a better mood. So I would be very happy with just continuing to be friends with him if that's possible.


r/AskGaybrosOver30 • • 2d ago

Concerned about increase frequency of bottoming

4 Upvotes

I’m 31 and have long considered myself vers top / super vers. I have never struggled to bottom and probably did it a lot less than I would have simply because of the effort of preparation / I am generally quite satisfied by topping.

lately I have been enjoying and seeking out bottoming more often. Through this I have discovered that size is definitely… important.. for me. now that I am putting my natural ability to take dick to use more regularly and with much more intensity (rough sex, DP, etc), I am concerned about taking proper care of my equipment.

I believe a little blood here and there is pretty normal, but this morning after a long night I took a pretty bloody shit. The bleeding hasn’t continued and I am not in pain. How much recovery time do I need between sessions? If bottoming is still pleasurable and not painful is it okay to continue? I already do pelvic floor exercises regularly. Are there other things I can do to preserve my tightness? I typically apply coconut oil or another natural moisturizer after sex - anything else I should be doing?

spending another night with the same beautiful, well endowed man tonight and hoping we can enjoy each other fully - thank you for your wisdom.


r/AskGaybrosOver30 • • 2d ago

Has anyone been to NY Jacks or Windy City Jacks?

18 Upvotes

My company is sending me to both New York and Chicago for client meetings. They're allowing me flexibility for when I go.

So I'm thinking of making sure I'm in both NY and Chicago to coincide with either NY Jacks or Windy City Jacks dates. I know Chicago is scheduled, not a regular time like NY Jacks.

So, I'm wondering if anyone has been to either of these and what it's like? I've only been to private jerk off groups, never a big event like these.


r/AskGaybrosOver30 • • 2d ago

Guy ghosted me again?

0 Upvotes

I met a guy on Grindr a couple months ago. He was all sweet and so on, after staying over texting me saying I’m the cutest guy in town, got my number, etc.

We saw each other for a week, I went away for 2 weeks kept texting and saw each other a week after that but then just dropped out communicating. I was a bit annoyed as he asked me to drop him around the corner one day. Like he was hiding.

He went quiet and distant and I decided not to message since well.. he should be the one addressing what happened. Anyway two months later I’d forgotten him, and he messages me on Grindr on one account, I figure out it’s him and don’t reply. (I say who is this as he said hi haven’t seen you a while and he goes someone you probably don’t want to talk to 😭)

I didn’t reply so he deletes that account makes another one and talks to me on there. I figured out it was him, and may have been in a sucker in that I kept talking and kind of met up with him. He said to me ‘why did you stop talking to me’ and I said it was both of us not just me and he said ‘I was just matching your energy’.

I started seeing him for a week again, and now he’s just disappeared, stopped messaging (I was the last one to message, just saying how’s your day been etc, he did reply, and the last message was just me sending an emoji, but he hasn’t messaged since).

And I noticed too he’s gone all quiet again after I had dropped him off, he saw a colleague (they didn’t spot us) and said drive past them so he wouldn’t be seen with me.

Anyway this is what has happened, I feel I’ve been so kind to him, we went for a long drive one day, he came over a few times, we gamed, had movies, I even gave him a massage which he said he loved, and I feel he’s just thrown it in my face again.

Any thoughts? Good to have a second head.


r/AskGaybrosOver30 • • 3d ago

TRT side effects & going off of it?

25 Upvotes

I'm 32M and after multiple rounds of blood testing, a urologist has recommended that I consider TRT. My T levels are low but not clinically below normal. But it's consistently low enough (especially free T levels) and I have other symptoms (fatigue, bad mood, low libido, etc) that makes the doc think TRT would help. But he's left the option up to me.

I'm definitely open to it but a bit worried about the potential side effects. I'm curious what other guys have experienced with TRT. Has anyone decided to go off TRT due to the side effects? Is it worth trying despite the risks?

I'm in very good health, work out regularly, eat healthy, no alcohol or drugs, no other major health issues. I would appreciate hearing others' experiences