40 Wholesome Proposals So Sweet They Might Just Give You A Cavity
Love might not solve everything, but let’s be honest—it comes pretty close when it involves surprise rings, emotional speeches, and one knee that may never fully recover. Proposals are the real-life rom-com moments we all secretly root for—whether they’re over-the-top with drones and orchestras, or just a whispered “Will you?” in a candlelit kitchen.
This collection of 40 wholesome proposals captures the awkward, adorable, hilarious, and heart-melting ways people ask the biggest question of their lives. From pizza-box confessions to pets holding signs that say “Say Yes to Daddy,” these moments will remind you that love, when it’s real, doesn’t need a script—it just needs sincerity (and sometimes a dog in a bowtie). If you’ve ever cried watching strangers propose in public… well, buckle up.
#1. My managers boyfriend proposed to him today in a special way
Source: Serial_BumSniffer
#2. If you’re in need of wholesome content, Robert Irwin helped Bindi’s now husband practice the proposal
Source: diveonfire
#3. So a guy I used to work with proposed the other day..
Source: shullmaster3000
#4. Marriage proposal from 1955
Source: HFentonMudd
#5. So it appears that ‘In The Way Guy’ didn’t ruin the proposal photos after all!
Source: lazyink
#6. In 2005, this man proposed to his girlfriend by sending her a letter in animal crossing. 15 years later, their whole family played the new game together.
Source: ninxaa
#7. My (now) fiancés immediate reaction to my proposal
Source: j_stop
#8. My boyfriend of 8 years flew out to surprise me with a proposal in my favorite place.
Source: averyelicam
#9. In 2019, a South African man proposed to his girlfriend at KFC and a journalist took picture and tried to shame him publicly. The backlash rained downed heavily on journalist with multiple companies offering gifts to fund the couple’s dream wedding and support their new life together.
Source: bendubberley_
#10. Someone in the apartment across from mine is about to get proposed to!
Source: Princess_Daisy_Dukes
#11. I Do!!! My uncle proposed to my aunt again after 50 years of marriage.
Source: rose_like_the_flower
#12. He wanted to help with the proposal!
Source: dont_touch_mybhole
#13. Police officer proposing to his partner.
Source: Reddit User
#14. My dog let out a big awoo after my fiancé proposed a few weeks ago. I hope this means she approves. 🐶❤️
Source: Reddit User
#15. Blessed_Proposal
Source: Reddit User
#16. I proposed with some help from our pets
Source: spannbowser
#17. Accept it
Source: mrmikezhan1
#18. Man proposes to girlfriend on dock, drops ring into water, strangers help look for it, and 1.5 hours later it is found. Man proposes to girlfriend (again) and gets it on her finger this time!
Source: hashtagonfacebook
#19. Girl surprises boyfriend with marriage proposal; he looks pumped!
Source: Ryan0617
#20. The singer of The Ocean just proposed to his gf on stage. They’ll be in Vegas tomorrow.
Source: FeelingCouple5880
#21. I proposed to my pregnant girlfriend of 14 years and got a photo of it
Source: tQto
#22. A beautiful beach in Albania. The perfect spot to propose to my GF. Pigeon’s Cave, in Albania. What a magic place.
Source: Little_Emu6055
#23. US Militant proposes to his boyfriend in Apple store
Source: RefrigeratorDry495
#24. This guy proposed to various characters at Disney World
Source: mattdeII96
#25. A passerby in the park took this photo right after my fiance proposed to me. Just had it pop up in my photos again today and it gave me the biggest smile. He proposed in May and I still just feel like the luckiest person alive to have him ❤️
Source: ImAHoe4Glossier
#26. Guy proposes to his girlfriend while training at the gym
Source: -N3ptun3-
#27. Late for eclipse pics, I know, but here goes. I proposed to my girlfriend during totality on 8/21/17, which also happened to be the exact day of our 8 year anniversary. Could not have picked a better moment. The universe works in cool ways!
Source: mattym00
#28. I proposed to my wife in front of gay protestors
Source: reallytraci
#29. Storm chaser proposes with Kansas tornado in the background
Source: radbrad7
#30. wedding proposal in the photobooth – worked out perfect!
Source: pondage
#31. Now that’s a way to propose
Source: doug3465
#32. A for effort. Prom proposal.
Source: ZildjianCymbals
#33. Girlfriend proposed to me. Wasn’t prepared for that. (said yes)
Source: mthornstrom
#34. Happy Pride Month. Brie Larson (Captain Marvel) is surprised by this Comic Con proposal
Source: Naweezy
#35. I proposed to my girlfriend on top of Mauna Kea!
Source: highschoolhero2
#36. Older woman’s reaction to marriage proposal!
Source: alpacab0wlls
#37. Proposed to my girlfriend and realized there is a heart in our shadows
Source: Orion_91
#38. Man proposes to girlfriend in front of entire StarTrek cast, gets real Picard Facepalm
Source: Luckboy28
#39. Our friend mid-chicken wing realizing I’m proposing to my girlfriend last night.
Source: hartzonfire
#40. Going to propose
Source: goatboy_96
Whether it was a grand flash mob in Times Square or a sleepy Sunday morning with bed hair and coffee breath, each proposal here carries the same electric, unfiltered magic—Will you share your life with me?
So, which one made you smile like a dork or wipe away a rogue tear? Have you ever witnessed a proposal so sweet it made you believe in love again—or cringe so hard you nearly secondhand declined it? Share your story in the comments, or tag someone who deserves a proposal that’s just as adorable.
And hey, if you’re planning to pop the question soon—take notes. Or at least remember: the best proposals come with heart, humor, and maybe a hidden photographer behind the potted plant.
