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So I'm straight and my friend is straight and I want to compare with and we talk about masturbating and joke about penis size and I was wondering how I could get him to compare

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Mmm, you could try teasing him. When the conversation gets near the topic tell him he has a small penis and that's why girls don't like him. When he tells you he hasn't a small penis just tell him to prove it. If he doesn't want to show tease him more. Things like "what happens, you don't have a penis?" or "your penis must be smaller than I thought". If he is still afraid to show tell him that you'll show first if he is afraid. I think this may work depending on your friend's pride.
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If he does how do we compare
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Get a ruler to see how long his penis is and compare with yours. You should be able to compare the sizes with just looking at his penis though. You could also compare your penis hard and soft.

By the way, what's your age and penis size? I'm curious xP
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14 and 6 inches hard and 3 inches soft
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Alright so i went over to my friends house twice in the past month. We talk about our penis size and he told me that he doesn't have much pubic hair and his penis isn't that big. But we've masterbated at the same time but in different rooms so how can I get him to do it with me 

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Hi I’m 18 cm hard and I’m 19 is that good size
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have yous watched porn or masterbated atleast near eachother?

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ill compare with you BTW I'm a straight male
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I am 21 and my penis is 2in. soft and 4ins hard. Its also skinny. So you are biggerthan me.
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I would suggest watching porn together and as it gets going tell him your going to jack off if he doesn’t mind. Listed to if her responds maybe just start pulling out your penis before telling him. Watch his reactions this is going to tell you how comfortable he is about it. This is what happened with me about my best friend but it was he who did this. I was shocked seeing the size of his penis it was huge compared to mine. I was also confused how the sight of his penis made me turned on. I ended up pulling my penis out and we started messing around after that.

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Just ask him how big he is ,then show him your penis
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you pull yours out and put it next to his.
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Don’t be afraid to have fun with it. Reach over to his area and if he does not stop you, then give it a small squeeze. If he seems to be fine with that then you can probably slip your hand in his pants or pull them down a bit. If you still have not seen his then just tease him while sitting next to him with the phrase above in the other comment and do it as you say it.
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Tell me how it goes
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