Guys, How do I ask my best guy friend what his penis length is in a way that has the best chance of him answering honestly?

Summary:
- He has a really huge penis
- We’ve had a flirtatious history but never did anything sexual
- We’ve sometimes lightly touched on some sexual topics but only penis length once and briefly
- and should I mention I noticed he has a huge penis?

He has a really huge penis. I noticed a very clear outline of his penis a number of times through his pants.

We’ve had a flirtatious history but never dated or did anything sexual together. He’s single but in love with someone else and I’m looking to meet a new different guy to become my fiancé.

While I’ve often mentioned sexual things (like sexual jokes or sexual things that happened in books I read etc), there was only one time when we talked about something related to penis length specifically. One time he told me about how he was caught watching porn when he was younger and then I told him about a weird response I got to a question relating to penis length I posted on Girls Ask Guys. This topic didn’t make him uncomfortable, and he had a very confident look to him when sharing his opinion on the weird response about a guy’s penis length.

For years I’ve been dying to ask him what his penis length is, but I’m unsure about how to ask him. Especially since I want to know seriously. Like should I ask him in a serious way? Or in a playful/flirty way? And should I just blurt it out randomly or wait until we’re talking about a sexual topic? And should I give him a warning that I’m going to ask a weird question first? And before or after asking, should I mention that I noticed he has a huge penis or should I pretend I never noticed?

Anything would be helpful. And I’m definitely planning on asking him sometime.
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What Guys Said

(47)
  • I'm not sure why you would need advice on this. MOST MEN are exhibitionists and will readily show their erect penis to a woman, friend or not friend. I have discussed penis size with a somewhat distant relative, many times, and have even measure my penis with her on the telephone. She openly told me her husband's penis length at that time. I would just say: "I've got to ask you something", and go from there. He will probably gladly show it to you.

  • And why would you like to know it?

    • I’m very curious

    • Haha but there should be a reason You like having it inside you maybe?

  • Seymour, can I ask you a personal question? How long is your dick?

  • The next time you are hanging out with him, produce a tape measure and tell him that you want to know how big it is. He will be happy to show you, I bet.

  • Im hung. And I've had this conversation a few times. Unless you want to sleap with him just don't bring it up. It just adds an added awkwardness to the friendship.

  • Truth or dare.
    Good luck.
    Tell us how it goes and how big it is.

  • Say I’ll show you mine if you show me yours 😉

  • You already know it's big. What's the need to ask him?

  • Well, you obviously want his penis inside you right? So invite him over, dress sexy, have a few drinks, and then just ask him.

    • Thanks, but I’m not really planning on having sex with him.

    • Then you shouldn't ask all, because he is gonna assume you want that.

    • * at all

  • I had that question put to me before. At the time, I was friends with a teenage girl through an online environment. Her parents were quite strict with her so she had to keep stuff bottled up and kept the "relationship" a secret.

    She asked me via typed message. She opened with "Can I ask you something sexual?" I closed the bedroom door as not to be disturbed, and agreed. She then asked directly for it.

    In your case, I also would open with "Can I ask you something sexual?" and wait for the response. Tell him that it has been bothering you for some time, that you are curious about the size of his penis.

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