Anticipating "romance" with a gal I'd been seeing when I was around 16, I stopped late one night at the store and bought a box of condoms.
At the register the gal behind the counter could tell i was somewhat uneasy with my purchase...she was a very attractive woman I might add so that didn't help my embarrassment...
She then asked if I knew the proper use of these? I just kinda mumbled and shook my head up and down and sideways at the same time...
So she pulled one out, and slipped it over her thumb and told me to make sure it's snug at the base.
Then she looked around the store, it was late, and empty. She told me to wait here, then went and locked the doors, grabbed me by the hand and led me to the back room.
She then took off her top, and bra and asked if I was excited about "these", I think I mumbled something and just nodded... Then she dropped her skirt and bent over the table and told me to make sure I use the condom...
Well I was young, and it was my first time so in a matter of seconds, I was done!
She looked over her shoulder with a suspicious look on her face and asked if I used the condom?
I said I sure did! And held up my thumb to show her!
And that's when she fainted.