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Working With Will

Speaking from zero experience, I'd say to see how much you like Kyle first, but go and have a good time. You are in no way obligated to Will really the way things are currently, but if he's dealing with admitting he's gay it might be kind of a blow to him if you and Kyle hit it off. Maybe keep flirting with Kyle to a minimum, and then next time you see Will, just tell him your friend is trying to set you up with her boyfriend's brother, that you just went to hang out and had a good time (if you did) and what you thought of Kyle. From this you can see how Will reacts, and maybe it could open a discussion between you two about what exactly is going on and where it can lead.

And maybe be up front with Kyle also, if he seems real into you, saying you are kinda interested in someone you work with, but still wanted to come and have a good time and see if you and him clicked. But then again if you do click and the thing with Will fizzles we wouldn't get to hear about your amazing progress with him :badgrin:

Anyways I'd say just be honest with both and keep in mind Will's feelings because as much as he's taking everything very well with a lot of maturity, he may be dealing with a lot in his head (as we all are) and just not show it at all. And once again, this could be a good thing in the end, allowing you and Will to discuss where you stand and if you wanna remain just great friends or something more.
 
That is a tricky one... How would it make you feel if Will started to flirt with another guy/girl? I'm sure (if it were me) there would be a measurable amount of awkwardness.

Also, if I was in your shoes today... I'd go for it, go out and have fun, bat some eyelashes and whatever else. But It would be a good interlude into a "so... what are we?" conversation with Will, to gauge whether or not your 'friendship' is exclusive, or more open.

Now, if I was in Will's shoes and you came to me and said you met a cute guy that's open and all that and you wanted to see where things go with him. I would say something like "that's totally fine, we are just really good friends" and then want to implode the minute the door closed.

I just wore a lot of shoes, and made things more confusing, didn't I? Sorry.
 
On the next "Working With Will", the drama continues.......................I can't wait for the update!
 
I know I'm coming into this too late (damned work schedule!), but what the rest of the guys have advised you, and what you are intending, seems really sound to me. ..|

Man! I hope you've had a Great Night!! And ... You bet your "Bippy" (old '60's/'70's term, from "Laugh In") that an (almost) Immediate update is demanded!! (!w!)

My "Gawd", James! I'm astounded, when I stop to think about it, just how many Millions of Guys wish they had your "problems"!!! (group)

Keep smilin'!! :kiss:(*8*)
Chaz :luv:
 
I don't think you have anything to worry about. First you and Will are not exclusive and when you speak of this to Will, should you choose too, could prompt him into taking things to a new level. I am not one for creating drama, but you can tell him the story - just as you have told us here - his reaction will speak volumes. Be interesting to see if he chooses to lose another friend or take things more serious with you.

You did the right thing - unless you hopped in bed with him - not saying I wouldn't but just saying....
 
Thanks guys. Lots of good advice. I'm honestly in panic mode right now. I'm about to leave to meet them at Kash's apartment and I still don't know what I should do. I feel so guilty even thinking of flirting with him because I've brought Will into all of this. But at the same time, Will hasn't shown any sign of wanting anything more than what's going on now. In fact, he still points out girls that he thinks are hot and would like to hook up with when we're at work. So why can't I just assume this is a casual thing? We never talk about our shenanigans, so I don't see how I can talk to him about our current status. It's all kind of an unspoken thing.

So, now that I got all that out, I've decided I'm going to just go have fun and flirt and consider it a date. If things go well, then I'll mention to Will that I may be seeing someone and see how he reacts.

Later guys.

Good luck!
 
Thanks guys. Lots of good advice. I'm honestly in panic mode right now. I'm about to leave to meet them at Kash's apartment and I still don't know what I should do. I feel so guilty even thinking of flirting with him because I've brought Will into all of this. But at the same time, Will hasn't shown any sign of wanting anything more than what's going on now. In fact, he still points out girls that he thinks are hot and would like to hook up with when we're at work. So why can't I just assume this is a casual thing? We never talk about our shenanigans, so I don't see how I can talk to him about our current status. It's all kind of an unspoken thing.

So, now that I got all that out, I've decided I'm going to just go have fun and flirt and consider it a date. If things go well, then I'll mention to Will that I may be seeing someone and see how he reacts.

Later guys.

I would see how things go with Shae's friend. Will has not told you if he has plans for a future with you, so I say go ahead you may be passing up something better.
 
Okay, so I have a question. I guess it could be considered a dilemma, but not a serious one, since I haven't acted on it.

I'm being set up with a really cute guy that I've sorta had a little crush on for a little while now. Now, before everyone starts getting upset because they enjoy the "willmance," just know that it's not my fault. It's Shae's. Her boyfriend's brother is gay. He's been out for about a year now, is very nice, clean cut, not into the whole gay scene (big plus), and is very attractive. Just to make things a little less confusing, Shae's boyfriend's name is Kash and his brother is Kyle. Kash lives up here, going to school at a different school than me, but lives pretty close to where I am. Shae and Kyle are coming up tonight to see him and Shae gets the idea that I should go out too so it will be a double date. Well, I'm going, whether I like it or not, because it's Shae. She's a feisty one and will kick my ass if I don't go. But do I fight millions of years of evolutionary programming and not flirt with Kyle? Or, since Will and I are strictly just friends, can I see where things go? I seriously need some advice as soon as possible because we're leaving at 7 and it's almost 5 now. Help!

Ugh! Ugh! Ugh!

I could kill Shae right now. She has to go and ruin everything for the 'Wamesmance'. I honestly believe that Will is going to come to terms with his sexuality, or at least come to terms with loving you. I believe he truly does love you. Sooner or later it'll all come out. I think if you tell him about your new 'friend' or whatever fake term you'd like to apply to Kyle, he's really gonna back off and never wanna do anything naughty.
 
Ugh! Ugh! Ugh!

I could kill Shae right now. She has to go and ruin everything for the 'Wamesmance'. I honestly believe that Will is going to come to terms with his sexuality, or at least come to terms with loving you. I believe he truly does love you. Sooner or later it'll all come out. I think if you tell him about your new 'friend' or whatever fake term you'd like to apply to Kyle, he's really gonna back off and never wanna do anything naughty.

Easy... Shae's trying to help out here. props to her. Well, i don't think Will and James are really dating. I say... why don't we give Kyle a chance to get to know him better? maybe James ends up with another great friend, i mean, at least he is out. I have to agree that Will is still figuring himself out... until then, we don't really know what the deal is.
 
Kyle is such a hot name, haha. Sorry, I had to point it out.
 
It's totally cool to give out your number.

I'm wondering how Will is going to take it... That is, if you tell him. If you do tell him and if he seems bothered, that'd be the perfect time to bring up where you guys are at... and if he's not, then you got Kyle.
 
It's totally cool to give out your number.

I'm wondering how Will is going to take it... That is, if you tell him. If you do tell him and if he seems bothered, that'd be the perfect time to bring up where you guys are at... and if he's not, then you got Kyle.
Exactly... There comes a point where too many options are bad, but not here ;) It's nice having alternatives and to be able to choose where you want this to go as opposed to no choice at all. Be glad your life is able to take multiple directions!
 
Hey how come you always bottom with Will ? I thought you perfer to top?
I haven't read your thread in sometime, so I kind of forgot if Will was gay or straight, or bi.
 
James, I think that Will is totally into you. Aside from the blowjobs and making out, the way you've written everything (ie. The text messages while on holiday, the grabbing of you leg in the car, the admiring your haircut) it really seems that way. If I were Will I'd be very hurt if I found out. Don't you dare hurt him. :(

Sorry that last sentence was really intense. :D Seriously though, don't. :D
 
Well, in James' defense... he can't wait around forever for someone may never want to persue something more than fooling around.

To Volumeee: I don't they've done the deed. I recall them coming close but there were no condoms and James wanted to set a good example and so he didn't give in... but I'm sure he'd bottom in that case since I doubt Will would.
 
Absolutely. James, the fact of the matter is that you are a gay man. In the end, what you want is a real relationship with another male. So while maybe you might decide, in all honesty, that the relationship you have with Will is something you are content to have, that really needs to be your decision. It's not right to expect you to wait on Will to decide he wants you, and owing to the fact that it doesn't seem to be something he's all that interested in, if he's talking about girls and such, then, yeah.

Plus, if you're willing, you could always lay it out to Will, and that'd be the decision maker for you. Explain that you want him, and will want to make things work with him if that's what he wants, but you can't play "chase the straight guy" forever.
 
Magician said:
...lay it out to Will, and that'd be the decision maker for you. Explain that you want him, and will want to make things work with him if that's what he wants, but you can't play "chase the straight guy" forever.

I ditto this.
 
Well, in James' defense... he can't wait around forever for someone may never want to persue something more than fooling around.

Its not like he wasnt aware Will might take a while to get used to the idea, its obvious the kind of progress Will has been making, and no offence to james or anything, but if he wasnt prepared to wait a while, then he should have cut out his whole coax out Will crap ages ago.

If I was Will and I found out, I'd be hurt, then I'd be pissed.

I also agree with Michael, months of agonising over Will, then one date with a hot guy and what, your ready to move on?

Friends can give each other their numbers, right? It's nothing serious--yet.

The fact that you're asking the question would seem to indicate you already know the answer to it.

I'm wondering how Will is going to take it... That is, if you tell him. If you do tell him and if he seems bothered, that'd be the perfect time to bring up where you guys are at... and if he's not, then you got Kyle.

Yea cause nothing says Im falling for you and want a relationship more than hedging your bets.
 
Okay, so I expected some barbs from at least some of you. I was prepared for that. But let me defend myself. First off, I said a long time ago that I wasn't wanting something serious with Will. We're, first and foremost, friends. I do still have feelings for him, so don't think that I'm over this and moving on. That's why I'm coming here, wanting some advice, because I'm NOT over him. But I am attracted to Kyle who seems like he'd be a cool guy and I'm not committed to Will, so why can't I talk to Kyle? And I am going to ask Will for his advice today. Here in a few hours I'll call him and see what he thinks. Then we'll see what's up.

you're not committed to will and although he seems like a great guy it still sounds like he's experimenting. kyle is an honest to goodness gay guy who sounds interesting and you find attractive. forgive me for being blunt but i think you would be better off chasing kyle. why? because he's out and looking (presumably) to date other gay guys. not to be negative here but i think at some point will is going to go back to dating women once the experimentation phase has come to a close. just my two cents...
 
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