[Gaboosh]

My wife went to a Christmas party that I was not able to attend. During the party my friend texted me and told me how hot my wife looked in her tight sweater. I was texting my wife asking how the party was etc and then asked her to sneak into the bathroom and send me a selfie. She sent me a topless pic which I then sent to my friend that was hanging out with her at the party. He spent the rest of the night knowing exactly what she looked liked under her shirt and she had no idea.

This may not fit perfectly in the category since I was not actually showing them in person but it is still one of my favorite memories of showing her to a friend. I haven't gotten around to explaining the background on showing this friend but he had seen a lot of pictures of her at this point. I also knew that he was very discrete which was the only reason I actually sent him the picture.