That Gift 

Herpes. The gift that keeps on giving.

Yeah, she broke up with me, but I got the last laugh! I gave her that gift!

That Gift by emo_mark August 9, 2006

The gift that keeps on giving 

A person, object, place, or thing that is constantly full of surprises and never fails to impress, giving happiness, joy, or providing endless entertainment.

"You two are literally the gift that keeps on giving, like I can never get bored of you."

The gift that keeps on giving by Lord Kinkster January 31, 2021

gift that keeps on giving 

syphilis, AIDS, gonorrhea, chancroid, chlamydia, hepatitiis, herpes, HIV, HPV, gonorrhea, any disease transmitted by sexual activities (STD). you get it from someone and you can give as many as you want.

you: oh man i gave my GF Gonorrhea
me: the gift that keeps on giving to your next partner

gift that keeps on giving by whhatup69 November 11, 2013

Gift that keeps on Giving and Giving and Giving. 

When you take your wife/girlfriend to a swingers party or gangbang. It's considered a "Gift" that keeps on giving even when you're done having sex with her. There are other people around to keep giving it to her.

Yea, for Valentine's Day I brought my wife to a swingers party and that's a "Gift that keeps on Giving and Giving and Giving...."

Gift that keeps on Giving and Giving and Giving. by VAFRIENDS January 29, 2022

The gift that keeps on NOT giving 

A woman who will date a loser instead of a winner.

Wow I’m glad I’m the first in one hundred years to win all those championships. Do you think my future girl friend will be excited? The gift that keeps on NOT giving.

The gift that keeps on NOT giving by RightTriangle October 7, 2019

The Gift That Keeps on Giving 

My dick

*after the 3rd succ*
Ophelia: "Oh my, you're still very hard Johnny!"
Johnny: "You know what they say, it's the gift that keeps on giving!"

The Gift That Keeps on Giving by Mary Mary Quite The Contrarian February 7, 2022

Gift that keeps on giving 

A lovely man/woman who is viewed as a gift that brings constant and continuous joy.

Babe, you bring me so much happiness. You're the gift that keeps on giving.

Gift that keeps on giving by Patrick Sway-Z April 5, 2023