Tiny Tim
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Pencil dick?
It you still "get down" even after you told him then ydi
never had that problem. try doing it without feels better, especially filling the girl up at the end.
You could always tell him you want to use extra thin condoms ?! Tight fit and more sensation.
To everyone that says buy smaller ones and put them in a bigger box - don't you think that if the condoms, that were previously too big, suddenly magically start 'fitting' him he would notice and probably realise that somethings up? That'll probably hurt him more.
I suppose so, or maybe he'd think there was a little "growth spurt"
Keywords
My only advice is next time you do the condom shopping lol. Just don't let him see the box so he'll feel like a big boy when it actually fits.
Needle dick.