Considering first time with a guy!??

[Thickbear96]

Hey there I have a few questions. So I’m married 41 have all the things in life a guy could want from a marriage. I have a hot wife who after three kids is a a straight up MILF who get better with age. She still let’s me fuck her just about any time anyway any place.

But I’ve always been bi curious. Like most on here I experimented a long time ago with friends. As I grew you all know what I mean when I say it just wasn’t socially acceptable to be bi curious. So I went to far as to even be a bit anti gay. Add to the fact I was in military and gayness was definitely not acceptable. Through the years I got hit on by gay guys and always just laughed it off. I’d get razed by my buddies and we would call it a night. Home horny and drunk I’d look at some porn mags of a DVD. I’d find myself checking out and admire the big strong porn cocks. I’m no small guy, either. I get turned on by my own throbbing cock........ And I’d wonder what it was like to feel one throbbing in my mouth and hands while I was on my knees.

Years went on and I fucked lots of women. It was great. But I’d have dry spells and considered i could be gay. Later hooked up with a cute busty blonde who had a good freaky side. One day she took my load in my mouth and then snowballed me. I was in shock! She looked at me and said relax it’s not gay it’s fuckin hot. A few days later she sat on my face after I came on her bald pussy and nice big hot load. Again..... shocked but I loved it. Both these things sparked my curiosity.......

So after about five years of off and on Craigslist searching and lots of no shows and fakes I have gotten someone. I have chickened out a bunch and two guys I did meet were not what they claimed.

I’m debating meeting tomorrow. I have done my homework on him. He’s very straight forward with who he is and has been very upfront during our conversations through email. He is openly gay but as he puts it “not flaming”. Seems like a conservative type like me. Likes good beer and guy stuff. Has a good job and a nice home he owns. He replied to my Craigslist post about looking for a FWB suck and stroke buddy.

My biggest hangups are this. One being exposed. I’m married happily and all but my curiosity has always been there. I don’t want to be exposed to the ones I work with. Gossip of the workplace and drama is nothing I want or need. Small town..... we are not in the same town but fairly close. It be completely possible to see one another in the local grocery store or Wal-Mart.

With all that I have a good vibe me and this guy may just even get along as friends. Which would be nice. No one would suspect the straight guy and gay guy are fuckin around behind closed doors. Just two guys hanging out doing guy stuff.

Suggestions and comments welcome. And spare me the “you can’t be happily married” BS or “you need to be more than 1%gay on your profile” shit. I’m bi curious and need some encouragement to go one way or another.
Thanks!!!

 

[thick_cock_306]

are you happy with your life right now? Are you feeling a desire for a little experimenting?

 

[Thickbear96]

are you happy with your life right now? Are you feeling a desire for a little experimenting?

I’ve been feeling the desire to explore and experiment for years. But I am also happy with my life.

 

[thick_cock_306]

I think feeling that need to experiment is natural for all men (I had been feeling it for many years too) but is it really worth ruining your and your family's lives? All that pain and suffering just so you can find out what it feels like to play with another guy's cock?

 

[Thickbear96]

I think feeling that need to experiment is natural for all men (I had been feeling it for many years too) but is it really worth ruining your and your family's lives? All that pain and suffering just so you can find out what it feels like to play with another guy's cock?

So have you ever explored your curiosity?

 

[thick_cock_306]

yup, absolutely I have but I was single at the time. I knew I wasn't really risking much by trying it out.

 

[Thickbear96]

yup, absolutely I have but I was single at the time. I knew I wasn't really risking much by trying it out.

I should have when I was single too. But I can’t go back to those times now.

 

[BillM]

Stud, @thick_cock_306 is correct however if you feel like cheating on you wife this guy does sound like he would meet your needs and have fun as there is nothing like sucking cock !!

 

[thick_cock_306]

I should have when I was single too. But I can’t go back to those times now.

that's exactly it, those times are over. You made a commitment, it doesn't matter what kind of desire you feel, you made a promise to your wife and it sounds like she's worth keeping that promise.

 

[N68]

Suggestions and comments welcome. And spare me the “you can’t be happily married” BS or “you need to be more than 1%gay on your profile” shit. I’m bi curious and need some encouragement to go one way or another.
Thanks!!!

MAN, there’s a lot I can contribute not as the straight guy, but as the recipient of THIS particular guy you describe.


BACK GROUND*********

I find the term THOT a tad bit, demeaning,yet kinda funny, as I hear some talk show hosts refer to it as a groupie( usually girl ) waiting to get fucked.


I bring it up because when I hear it said, I think of the MANY straight guys I can name who’d want me to be the convenient practice/ break in dude they’d like to experiment with, often flirt with when they’re horny. I hear "You’re a safe, not flaming/ non suspecting guy I feel safe in asking about gay shit with", until they put the moves on me.


The other day, I laughed to myself saying, “Oh my God!!, I WAS a THOT/kinda’ from back in the day.”

*** BACK GROUND ENDS ***


All this said, @Thickbear96 that reminded me of this situation your describing.

This hot fucking guy I'm surrounded with at work confides in me about finding trannies on Craig’s list.

In his case I personally think at 27, he’s paving his way to tap into his gay side. He says he’s only gay when he gets high.

But with the long background I gave, you’d figure, I’ve been there done that.


So when I hear this cat tell me about his Craig’s list exploits that’s NOW evolved into meeting a guy here and there to give them a “massage”, I bust his balls a bit about, “Dude, are you sure it’s a trans you want, because now your giving gay dudes massages for money? “

Gotta' love when there's more to their story each time they tell it.


There are various ways over a decade or so I’ve been THAT GUY when guys like you drop hints they were curious and wanted to cross over to the dark side.


Even though I’m still in the military, a good many of these guys that hit me up aren’t. I’ll share more later. Including updates on this complete flirt fest I’m having with this hot as fuck Latino that could be my son.

 

[FleshFan69]

Hey there I have a few questions. So I’m married 41 have all the things in life a guy could want from a marriage. I have a hot wife who after three kids is a a straight up MILF who get better with age. She still let’s me fuck her just about any time anyway any place.

But I’ve always been bi curious. Like most on here I experimented a long time ago with friends. As I grew you all know what I mean when I say it just wasn’t socially acceptable to be bi curious. So I went to far as to even be a bit anti gay. Add to the fact I was in military and gayness was definitely not acceptable. Through the years I got hit on by gay guys and always just laughed it off. I’d get razed by my buddies and we would call it a night. Home horny and drunk I’d look at some porn mags of a DVD. I’d find myself checking out and admire the big strong porn cocks. I’m no small guy, either. I get turned on by my own throbbing cock........ And I’d wonder what it was like to feel one throbbing in my mouth and hands while I was on my knees.

Years went on and I fucked lots of women. It was great. But I’d have dry spells and considered i could be gay. Later hooked up with a cute busty blonde who had a good freaky side. One day she took my load in my mouth and then snowballed me. I was in shock! She looked at me and said relax it’s not gay it’s fuckin hot. A few days later she sat on my face after I came on her bald pussy and nice big hot load. Again..... shocked but I loved it. Both these things sparked my curiosity.......

So after about five years of off and on Craigslist searching and lots of no shows and fakes I have gotten someone. I have chickened out a bunch and two guys I did meet were not what they claimed.

I’m debating meeting tomorrow. I have done my homework on him. He’s very straight forward with who he is and has been very upfront during our conversations through email. He is openly gay but as he puts it “not flaming”. Seems like a conservative type like me. Likes good beer and guy stuff. Has a good job and a nice home he owns. He replied to my Craigslist post about looking for a FWB suck and stroke buddy.

My biggest hangups are this. One being exposed. I’m married happily and all but my curiosity has always been there. I don’t want to be exposed to the ones I work with. Gossip of the workplace and drama is nothing I want or need. Small town..... we are not in the same town but fairly close. It be completely possible to see one another in the local grocery store or Wal-Mart.

With all that I have a good vibe me and this guy may just even get along as friends. Which would be nice. No one would suspect the straight guy and gay guy are fuckin around behind closed doors. Just two guys hanging out doing guy stuff.

Suggestions and comments welcome. And spare me the “you can’t be happily married” BS or “you need to be more than 1%gay on your profile” shit. I’m bi curious and need some encouragement to go one way or another.
Thanks!!!

I think you owe it to yourself to check it out with the guy if you're comfortable with him. Or wait for someone that's more similar to your situation if you fear being with someone who is openly out and you live in a small town. Of course, being in a small town means your choices are slimmer (although you said you've had quite a few responses on Craigslist...) too. There are other venues I could tell you about. I'm not a fan of the whole Craigslist thing...
Being happily married with a woman and a family and having urges to have sex with a man is a paradigm I've wrestled with and my viewpoint is that when you're really in love with someone and they are your soulmate then that cannot and will never change. It is possible to separate love and sex although in our current societal construct "cheating" is cheating.

"Years went on and I fucked lots of women." ...Was that during your marriage or before? Just curious...if during then the whole fidelity issue is not and issue. I'm not one of those people that says "you laid your bed getting married so you're damned to lay in it...too bad for you." That's bullshit. Every person is unique and different and there's no reason you need to live a Greek tragedy and live and unfulfilled life.

 

[N68]

And spare me the “you can’t be happily married” BS or “you need to be more than 1%gay on your profile” shit. I’m bi curious and need some encouragement to go one way or another.

Since you're new to the site. You'd be encouraged to view with caution, The ask a man sections. I personally don't engage with the banter of How straight is he really type stuff. That shit's personal and subjective.

A lot of new guys make the mistake of asking what someone new to a site like this would ask, if they have curiosities. You'll have people from all sides weigh in about what 100% Gay/straight would do........... from THEIR opinion..


It's just seared in my memory as I just described, some guys espousing some of the same rederick these guys do, then turn around to see who's looking and hit me up with, except you, if you wanna' suck my dick you can. You know, I just want to see what it feels.. or insert what you think someone in that situation would says.

It still cracks my face to see the hottest of hots> straightest of straights put some huge and obvious flirtatious mack on me, then hop in the car with a chick within 20-30 minuets after flirting like they were ordering a Happy Meal.

They can turn that switch off on an on.

But as some have implied, and I figured, it doesn't mean deep inside they aren't struggling with their actions and decisions.

 

[Mister2101]

Many guys on this site have been exactly where you are Thick---including myself---and went ahead and gave MM sex a try. It's a decision only you can make, because the implications of the action can be significant.

I can only speak for myself. I had been "curious" for a long time. Still, like many guys, only dated women, got married and had children. After about 10 years, for many reasons, my marriage was failing and it was at that time that I went forward and hooked up with a guy. What can I say----the sex was just really, really good. It was a powerful experience. Changed my whole thinking and feelings about sex and relationships. Made me accept that I was bisexual. I eventually got divorced....and have been dating and having relationships and sex with both men and women since......I don't think it was the sole reason I got divorced, but it certainly didn't help my relationship with my ex-wife either.

So I guess I'm saying...go into this with your eyes open. It could affect your wife, marriage and family life....Then again it may not be a good experience, and you'll never be involved with another man ever.....but if you like it.....and like it alot....you may have "grabbed a tiger by the tail"......

Hope this helps. Peace.

 

[Thickbear96]

Years went on and I fucked lots of women." ...Was that during your marriage or before? Just curious...if during then the whole fidelity issue is not and issue. I'm not one of those people that says "you laid your bed getting married so you're damned to lay in it...too bad for you." That's bullshit. Every person is unique and different and there's no reason you need to live a Greek tragedy and live and unfulfilled life.

That was all while I was single. But I did mess around on her a couple times.

Thanks for the response.

 

[FleshFan69]

That was all while I was single. But I did mess around on her a couple times.

Thanks for the response.

Thanks for that. And you're welcome - hope I was helpful.

 

[933295]

Having.sex.with."any".guy.is.not.the.same.as.having.sex.with.a.guy.you,find.attractive.
For.some.reason,we.lump.all.males.into.one.catagory.
If.the.guy.is.attractive,and.sexy.to.me.and.feels.the.same.toward.me,then.
there's.some.reason.to.get.with.him.
Make.sense?......
First.photo=yes
Second.photo=no

 

[itscomplex]

Please man if you love your wife, don't cheat on her. I get your feelings but a family is to be considered first. If you want ass play try easing your wife into a strapon maybe? Don't ruin your life. Peace!

 

[bi20sman]

Hey there I have a few questions. So I’m married 41 have all the things in life a guy could want from a marriage. I have a hot wife who after three kids is a a straight up MILF who get better with age. She still let’s me fuck her just about any time anyway any place.

But I’ve always been bi curious. Like most on here I experimented a long time ago with friends. As I grew you all know what I mean when I say it just wasn’t socially acceptable to be bi curious. So I went to far as to even be a bit anti gay. Add to the fact I was in military and gayness was definitely not acceptable. Through the years I got hit on by gay guys and always just laughed it off. I’d get razed by my buddies and we would call it a night. Home horny and drunk I’d look at some porn mags of a DVD. I’d find myself checking out and admire the big strong porn cocks. I’m no small guy, either. I get turned on by my own throbbing cock........ And I’d wonder what it was like to feel one throbbing in my mouth and hands while I was on my knees.

Years went on and I fucked lots of women. It was great. But I’d have dry spells and considered i could be gay. Later hooked up with a cute busty blonde who had a good freaky side. One day she took my load in my mouth and then snowballed me. I was in shock! She looked at me and said relax it’s not gay it’s fuckin hot. A few days later she sat on my face after I came on her bald pussy and nice big hot load. Again..... shocked but I loved it. Both these things sparked my curiosity.......

So after about five years of off and on Craigslist searching and lots of no shows and fakes I have gotten someone. I have chickened out a bunch and two guys I did meet were not what they claimed.

I’m debating meeting tomorrow. I have done my homework on him. He’s very straight forward with who he is and has been very upfront during our conversations through email. He is openly gay but as he puts it “not flaming”. Seems like a conservative type like me. Likes good beer and guy stuff. Has a good job and a nice home he owns. He replied to my Craigslist post about looking for a FWB suck and stroke buddy.

My biggest hangups are this. One being exposed. I’m married happily and all but my curiosity has always been there. I don’t want to be exposed to the ones I work with. Gossip of the workplace and drama is nothing I want or need. Small town..... we are not in the same town but fairly close. It be completely possible to see one another in the local grocery store or Wal-Mart.

With all that I have a good vibe me and this guy may just even get along as friends. Which would be nice. No one would suspect the straight guy and gay guy are fuckin around behind closed doors. Just two guys hanging out doing guy stuff.

Suggestions and comments welcome. And spare me the “you can’t be happily married” BS or “you need to be more than 1%gay on your profile” shit. I’m bi curious and need some encouragement to go one way or another.
Thanks!!!

I was a bit the same way. To make it in a marriage you need to be honest, you may not like my answer but don't cheat, Tell her your fantasy ask her for hers.
My wife and I had only had sex with each other. I stated by telling her my kinky thoughts and she told me hers. over some time she had be fucking me with a strap-on and I told her I thought I was bi. I know we would have have been divorced if she had just found out I was getting some, with a guy no less, on the side.
Sorry but I feel strong about this being Bi is not the real problem, I think most people are to some amount, but cheating and lying that will get you. If live in a small town like you say just imagine how that plays out with her mad at you and telling her fiends what you did.
My advice is to include her make it fun and don't push for the open relationship right away.
When I first asked I asked it was so we could have three some she freaked. We had been talking during sex about it but it was a fantasy, but she was not up for making it real. About 3 months later she asked what exactly I wanted. Once I explained it was not just that I wanted to explore my bi side but also that she would be fee to play we setup some "rules" and agreed on them.
We have had to talk much more about that as some of them turned out to be unrealistic and about how some actions impact her or me. But it worked out for me.

 

[FleshFan69]

Just wondering, your user name @Thickbear96 ..."bear" is a term that the gay community uses as a type. Is that why you chose it or was it another reason?

 

[Thickbear96]

Just wondering, your user name @Thickbear96 ..."bear" is a term that the gay community uses as a type. Is that why you chose it or was it another reason?

I realized that that term bear is used in that capacity in that side of the community. But I have heard it used on the strait side too. I think it’s becoming more universal.