I once gave my ex a hummer. He asked, “Is that the national anthem?”

I told him, “If you don’t cum, the terrorists win.” And returned to my work.

On a more modern one; this requires a bit of backstory.

If you’re familiar with bad dragon, they sell sex toys one might use if they have… specific? Tastes. My current boyfriend and I have mutually interesting tastes. He got a toy known as a wearable. It’s purpose is to put your dick in, then use it to screw your partner, and they have fantasy or fetishistic shapes. My boyfriend surprised me with one at Christmas, that would’ve fulfilled that fantasy, and despite buying the largest size, he is unable to wear it.

He and I were eating lunch at Sam’s Club. I was making several innuendos about how his cock is bigger than the hotdog. He was being intentionally obtuse. This week, on Wednesday, while he’s at work, I’m going to buy one of those hotdogs, put it inside the sex toy, and send him a picture (to prove that it can fit where he cannot). I’m going to caption it something funny (if you have any ideas please let me know) and since we had this conversation over a week ago, he’s going to be taken entirely by surprise, and laugh about it forever.

After the first oral I gave to my partner, I complimented her, that her pussy tastes like a delicious salty meat. She was quite confused how to react to that :D And after some time together, we started to get crazy from the smell of the other one, so I drooled to her, that she smells like a tasty salty sauce. I think that destroyed her a bit xD

Damnit, not sure I remember any specifics anymore, but I’ve had sooooo many good laughs over the years while fooling around. I think very few situations benefit from being Taken Very Seriously, and I’m always up for a little giggle – something like cancer is serious, fucking absolutely shouldn’t be 😁

Actually now that I think about it, a partner once stuck a big peacock feather between my butt cheeks (no, not in me) during an… err… sex intermission because she thought my butt looked nice but could use a little decoration. That was hilarious; since we were taking a break from the hanky panky we were both nude, and I was prancing around with that thing in my butt doing my best peacock act (which I can assure you is surprisingly good.) Eventually we composed ourselves and got on with the fucking 😁

Also a few cases where I did or said something funny (this is a load-bearing sense of humor) and had someone start laughing into my pussy while eating me 😅 A) it feels super weird but actually kinda good, B) but it’s so hilarious in itself that the whole thing turns into a gigglefest