Mezametara Saikyou Soubi to Uchuusenmochi Datta node, Ikkodate Mezashite Youhei toshite Jiyuu ni Ikitai - Vol. 7 Ch. 34.1

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Yas!!! Our boi has officially popped Mei's artifical cherry!!! And I really doubt he won't do it again. Slightly annoyed with the virgin-ish behavior from his part, playing it hard to get at the beginning and then feeling "sad" for doing it. I am used to seeing an assertive Hiro so that was slightly out of character for him, methinks.
 
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Yas!!! Our boi has officially popped Mei's artifical cherry!!! And I really doubt he won't do it again. Slightly annoyed with the virgin-ish behavior from his part, playing it hard to get at the beginning and then feeling "sad" for doing it. I am used to seeing an assertive Hiro so that was slightly out of character for him, methinks.
He's not feeling sad, he feels dirtied.

It's a joke pose. It's used to indicate someone "lost" or was completely dominated in the encounter.

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Dex-chan lover
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Yas!!! Our boi has officially popped Mei's artifical cherry!!! And I really doubt he won't do it again. Slightly annoyed with the virgin-ish behavior from his part, playing it hard to get at the beginning and then feeling "sad" for doing it. I am used to seeing an assertive Hiro so that was slightly out of character for him, methinks.
I don't think it's out of character, tbh. Mei's a different situation than flesh-and-blood women who consent completely of their own accord, because Mei was literally created solely to serve him, so he feels kind of guilty about it. This isn't the first time he's shown guilt over Mei's existence/purpose either, he's been iffy about her and how she was "created specifically for him" from the start (with the girls having to be the ones to actually convince him to take her along).
 

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