Is this odd or is it just me?

engorged

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umm he's your best friend. He knows your gay. YOu probably look after your appearance more.

Its probably a conversation he is comfortable he is having with you.

Dont be a sterotypical twit. Just enjoy more your mateship, and if you are wishing for something more, man up.
 

hrdhatdad

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I wouldn't say anything to him. If he tries something like that again, just ignore him and don't text back. He'll get the message that he's crossing a line. I've had very straight friends who know I'm attracted to guys, have gone through a brief phase where they want to experiment (for whatever reason). Don't feed into it.
 

Stephenmass

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I don't understand the big deal either. You admit you know he generally wears boxers. Does he look better in boxers or briefs? If the briefs look good because he has a body to go with the briefs, just let him know that you either like the boxers better or the briefs look good too. Plain and simple statement that shows that you simply are making an observation, without commenting something like "Damn, you cock looks great in briefs"...that I would not say. Just say, briefs look good on you, you should wear more often or if he looks equally as good in boxers, something like mix it up, both look good on you and leave it at that. He already knows you are gay so it shouldn't be a big deal.
 

sdbg

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Give him your opinion. That's what he asked for. Don't say anything about feeling awkward. That will put a wall between you that may take time to break down. My straight married friend in AZ will often ask my opinion of a new Speedo or underwear when I visit him. It's no big deal for us, and I'll tell him "You look hot", or "I like the other one better".
 

joyboytoy79

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I'm guessing that you're feeling awkward because you don't want to be misinterpreted for having a crush or whatnot.... let that go.

You're best friends; and he clearly trusts your opinion. So my advice is to simply be objective. Look at the photo, ignore the reality that it's him and just give him your answer. You should have a thought whether a piece of underwear is too tight or not no matter who's wearing it.

This.

I wouldn't say anything to him. If he tries something like that again, just ignore him and don't text back. He'll get the message that he's crossing a line. I've had very straight friends who know I'm attracted to guys, have gone through a brief phase where they want to experiment (for whatever reason). Don't feed into it.

Not this.
 

dolfette

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i can't be bothered to read the whole thread.

i'm going with this:

assume that he wants to know what makes a man's package look attractive. if he's not dating a girl then who can he ask? you're his best buddy, he admires your style and he knows you'll have an opinion on whether he looks hot or ridiculous.

if you're feeling wicked, tell him chicks dicg leopard print thongs!
 
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Peter Wood

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You Americans always react very weird on tight underwear or tight swim trunks. If you are gay or a woman it can be quite sexy to see a nice guy in tight underpants. For me it is in the first place something you wear because you don’t like to have your stuff swinging around.
He’s your best friend. You know him almost all your life. What is wrong if he asks your opinion? In the US it is clearly not common to wear tight underwear unless you are gay? For him it is probably something delicate he only wants to ask you.
I will never understand why so many Americans act as if a man’s genitals have to be completely gone.
All men have a dick and balls. And yes, it shows in most pants. And yes it can grow (a little) sometimes. Is that wrong?
Women wear the tightest pants possible and they show as much of their breasts as possible so why would we men deny that we have genitals??
 

D_Ivanna_Wanka-Wang

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Thanks for the advice. I went with some early advice and just said what I thought. Ended up in a conversation about why most guys were boxers (or why it appears that way).

In the US it is clearly not common to wear tight underwear unless you are gay? For him it is probably something delicate he only wants to ask you.

I can't speak for the entire US, but when you grow up in a small town in a small southern Illinois town as the middle child in a pastor's family, there are things that are highly frowned upon. Even if it's something as stupid as underwear preference.
 

jjsjr

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I can't speak for the entire US, but when you grow up in a small town in a small southern Illinois town as the middle child in a pastor's family, there are things that are highly frowned upon. Even if it's something as stupid as underwear preference.




This I understand.... but he still asked for your opinion.

Frowned upon by your family/town doesn't equal the world.... this was half of my highschool conversations.
 

mattyacht

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I would be nothing but flattered that he felt comfortable enough with you to expose a vulnerable side of himself to you. It's great that you two are on that level. I think the world could use quite a lot more friendships like you two have.
 

flawdatiger

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Don't read into it. If he knows you are gay, then he might value your opinion on an aesthetics level. If you feel awkward, it's your call whether or not to say you feel slightly uncomfortable looking at your best friend'd dick.

I can tell you from experience, once you know a guy for a few years, you start to get very chummy and open. Just the way it is, doesn't mean he necessarily wants your ass for a ride through town.