The funniest proposals jokes, ranked.

4 comedians, one topic. Quoted from the source, funniest first by our laugh score: surprise of the turn (40), economy (30) and specificity (30).

  1. 1
    Ali Wong
    Ali Wong

    Baby Cobra (Netflix special), 2016 · on Proposals

    84
    “We got engaged on a Saturday. I bought my wedding dress the following Tuesday… because I had tried it on in 2012. I was ready. I was ripe. I was rotten. I need to be made into banana bread.”

    The ripe-rotten-banana-bread escalation is a perfect, specific build.

    Ali Wong: Baby Cobra – transcript (Scraps from the Loft) ↗All Proposals jokes →

  2. 2
    John Mulaney
    John Mulaney

    The Comeback Kid (Netflix special), 2015 · on Proposals

    74

    Before getting engaged he heard 'Why buy the cow when you can get the milk for free?'

    “You're not allowed to milk a cow that you don't own. That's not even a situation.”

    Takes the old marriage proverb literally and finds it legally absurd.

    John Mulaney: The Comeback Kid – transcript (Scraps from the Loft) ↗All Proposals jokes →

  3. 3
    Taylor Tomlinson
    Taylor Tomlinson

    Look at You (Netflix special), 2022 · on Proposals

    70
    “I got engaged a few years ago 'cause I was like, “I gotta get married before I'm dead” which is a super hot way to propose to somebody.”

    Morbid motive presented as a romantic line; the 'super hot' understatement sells it.

    Taylor Tomlinson: Look at You – transcript (Scraps from the Loft) ↗All Proposals jokes →

  4. 4
    Jerry Seinfeld
    Jerry Seinfeld

    Stand-Up Confidential (HBO), 1987 · on Proposals

    66
    “Being engaged is-- you know what it's like to me? It's like being on the first part of the rollercoaster, where you're just goin' up: (makes ticking noises) "Boy, this looks pretty scary!"”

    Apt analogy; relies more on the act-out than a sharp turn.

    Wikiquote – Jerry Seinfeld (citing Stand-Up Confidential, 1987) ↗All Proposals jokes →

More from Dating & sex

See the whole graph