Tag Archives: first experiences

I Couldn’t Find His You-Know-What! – And neither could my friend!

I promise this story is clean.

So when I was in high school, my good friend A was dating a guy, and she encouraged me to date his brother. The brother was the type to change girlfriends every few weeks, so I knew it wouldn’t be anything serious, but A said it would be good practice and I could have some fun. This guy’s “name” was B. (I swear that’s actually their initials, I’m just not revealing full names).

B and I were doing massages in my basement one weekend, and we started kissing, feeling each other out a bit.

So I tentatively let my hands travel down his chest and into his pants.

I didn’t feel anything right away.

So I moved my hand to one side but found nothing there, so I travelled to the other side, and still nothing. Keep in mind we’re kissing the whole time, and I’m not very experienced, so I figured,

“I’m just not looking in the right places or the right way.”

I thought, “maybe it’s sticking downwards?”

So I went lower but I still couldn’t find anything.

By this time, I’m feeling rather embarrassed, but I’m not giving up that easily.


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