52 Times Women Matched With A Nice-Looking Gentleman On A Dating App Only To Get The Most Horrifying Opener Imaginable

A while back, Reddit user IBuki_Meoda_neo asked, "Fellow ladies of Reddit, what was the worst first message someone sent you on a dating app?" and the answers were SPOOKY, y'all. Here are some of the worst first messages people have gotten — along with a few more terrible examples from Reddit.

1."One of my pictures was me at an amusement park, and he sent a long, detailed story about a time he got diarrhea on a rollercoaster there. He sent each sentence as its own individual message; my phone was pinging for like 10 minutes."

u/ohno_ohdear

2."'How much of an Asian are you?' is what he led with because he can't date girls who are less than half Asian. They're less 'submissive.' 🤢🤢🤢"

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u/fudgemuffinsandtart

message: "Hey cutie, if a fat man with a beard pulls you in a bag, don't be scared, I told Santa I want you for Chrismas. You are so cute with those little eyes, I love Asian girls they are super innocent and cute. Don't be afraid, I'm a nice guy"
u/StrawberryPanic_V2 / Via reddit.com

3."'Call me Jim Crow because I wanna lynch that p*ssy.' Yes, he was white, and yes, I am Black."

u/Intrepid_Lecture_900

4."I'm South Asian, and someone sent me a message saying '💣🧕this you?' I was very shocked at how someone could be so racist and think that was okay?"

u/petiteslxt

Dating app message: "I'm getting horny from your Asian persuasion, can I make you squirt soy sauce"
u/goali319 / Via reddit.com

5."'Damn girl, you got that Casey Anthony swag.' I wish I were kidding."

u/vikinglady

6."I had one guy, somewhere in the 70-80-year-old ballpark, tell me that he and his buddy wanted to lock me up in his basement as a free-use enslaved woman. He also added that that he and his buddy are both grandparents, so they'd make good, caring owners."

u/PolioPride

7."'Let me flay you alive and wear your skin as a coat.'"

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clevernugget46

Dating app conversation: Person compliments the other's teeth, suggesting they'd look better on their bedroom floor. Confused reply follows
u/Then-Vermicelli-1684 / Via reddit.com

8.'"I'd give your dad a blowjob for a chance to taste the recipe that made you.'"

u/Gold_Dust_0709

9."'How's the tits?' I don't recall which app."

pissedoffprofessor

Man leads with "hi boobs" and woman replies "hi dick, is that really how you wanna start a conversation"
u/peach-plum-pear11 / Via reddit.com

10."The worst first message I've ever received was from a guy 20+ years my senior who asked me to be his mail-order bride. That is not an exaggeration; his pitch was, 'Leave your life in NYC, come to Texas, raise my children, and clean my house.' I matched out of morbid curiosity and asked him why he felt the need to date like it was 1850, and why me specifically, and his response was: 'You're not getting any younger.' Again, he was over 20 years older than I am."

lobster_lemon_lime

11."'I've been watching you.' He said he had been visiting my profile page numerous times a day and clicking through my three pictures non-stop. I ran like the wind."

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u/Royalchariot

12."A dude legitimately told me that I looked like Charles Manson in one of my photos and that he was into it."

happykitten988

Message: "Your appearance scares me a little but you look like you have one of those cute puffy vaginas so that's why I'm here, please confirm"
u/KaliKitty44 / Via reddit.com

13."I had a guy send me a small essay over several messages about how our life could look together living on a farm with me pregnant with his many children. It wasn't even copy pasted as it was filled with specifics about my appearance and profile prompts. It was really bizarre, especially for a first message."

u/bs48

14."One guy said hello and then brought up one of my photos that included one of my friends. He asked if she was single. What the hell, dude."

ihateredroses

message asking for the middle girl's Snapchat, saying she's beautiful
u/LocalLibraryDragon / Via reddit.com

15."A picture of him lying on his bed with his three cats gathered lovingly around his boner."

u/achalkyundertaste

16."'Is the downstairs ginger too?' Not even a hello first. Just straight into pubic research."

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u/MrsCosmopilite

A dating app conversation shows one person greeting "Hey hru :))" and the other responding with "Boiioioioing (Sound of my erection)" at 01:00
u/glitterflames / Via reddit.com

17."'I was three feet away from you today, and you didn't even know it.' (The guy was apparently in an elevator with me, recognized me in my picture on the app, and sent me this. I blocked him.)"

u/FedExorcism

18."One I got: I’m not attracted to women like you, but I will still fuck you if you want."

u/vftgurl123

A text conversation with one message stating, "Im looking for sex," and the reply saying, "Oh no! Hope you find it soon!"
u/Chocoyoyoloco / Via reddit.com

19."Some guy was asking me to hook up. I told him no, as we hadn't met in person yet, and then he said, 'What about anal?'...I told him I don't do anal with strangers either, and then he started sending death threats LMAO."

u/0mondo

20."I had a guy start with, 'why do you look like an eight in some pictures and a four in others?' Like damn, dude. That was unnecessary...but also which ones sucked?? 😂"

u/bekah1701

Text conversation where one person says, "If you lost like 5-10 pounds you would be perfect." Another replies, "Does insulting women on dating apps usually work well for you or?? Genuinely curious."
u/victoriabowie / Via reddit.com

21."Just a dick pic. I replied, 'leading with your shortcomings is a bold choice.'"

u/iaspiretobeclever

22."This one dude messaged me on this app with some big spiel about how he's a nice guy and girls don't always talk to him because he's so nice and they take advantage of him because he's a nice guy blah blah...So I took a look at his profile and was like, eh, we have nothing in common, and he's not my type. Not even five minutes later, he sent me this message about how I'm a bitch and fat and ugly and who would want me anyway. All because in that time frame — while I was looking through his profile — I didn't answer. I've never seen someone switch up so fast…it was actually scary. All I said was, 'Yeah, you sure are a nice guy, huh?"

"I did not swipe right on this dude. I thought this would go without saying. On some dating apps, you can message anyone."

u/Vegetable-Day5989

Text conversation. Gray text: "I can’t take you on a date? Why?" Purple text: "No is a complete sentence, senhor." Gray text criticizes purple text for rejecting good-looking men who treat women well and references personal dating experiences
u/SpecialFisherman1915 / Via reddit.com

23."'If you were mine, I wouldn't let you out of the house without a collar and a leash.'"

u/tightgoddess_

24."'Looking for some fun, those melons look sweet. Nip reveal?'"

u/ladyLucia00

Message from Carlos matched on 10/28/23: "I honestly find you super attractive ? You also got a nice pair of mommy milkers ? Sorry if I offend you, I just speak my mind. ?"
u/Adorable-Novel8295 / Via reddit.com

25."He said that he knew by my choice of comedy that I’d be cool with getting an abortion if he got me pregnant. This was his opening line."

u/feverhunt

26."Are you down to choke on this small white dick?"

u/ChibiSailorMercury

Text conversation with inappropriate message: Starts with "Make me cookies" followed by a sexual remark. Content is explicit and not suitable for all audiences
u/B00tycrumb / Via reddit.com

27."'Your eyes are so pretty, I want to gouge them out with a spoon.' 💀 I still don't think I've recovered years later; it was such an extreme way to say you like someone's eyes. 😭"

u/bznnii

28."'I have a Dom personality due to having an abusive childhood.' No hello, no small talk, just this. Never noped out quicker."

u/sunrae_

Screenshot of a dating app conversation. First person asks "Head?". Second person replies, chastising them for their approach, saying it's rude, especially on Christmas morning
u/friedeggsandtoast / Via reddit.com

29."'How pink is it?'"

u/drowsytonks

30."He typed hello...and then made a video call that I made the mistake of answering. All I saw was a dick being jerked off. I blocked him."

"Another time, a guy started chatting casually for like five minutes, then said he wanted to move in with me; I blocked him. He phoned me from a different number to shout and swear at me."

u/83Moonchild

Text conversation: Person 1 asks if Person 2 is free on Friday. Person 2 agrees. Person 1 then shares inappropriate content, and Person 2 responds with "????"
[deleted] / Via reddit.com

31."When I was nineteen, I was in a dating app, and this guy messaged me saying, 'Let me use your cum in a s’more' and I blocked him.💀"

u/No-Cover7141

32."'I'm golfing right now, but you can be the 19th hole.' Hard pass."

u/odimarty

33."'You seem fertile.' 🤢"

u/One-Yogurtcloset2138

Image shows a text message conversation. First message: "You trying to get impregnated? With love." Response: "I...I don't really know how to respond to that." Final message: "Two words 'Yes daddy'"
u/AmyMHouse / Via reddit.com

34."I have a small collection of vintage prescription eyewear that I use daily. I'm paraphrasing, but it was along the lines of, 'Women who wear glasses like yours have a lot of opinions.'.........Okay?"

u/cmissfit

35."'You look like my dead wife, kinda. What's your cup size?'"

u/miletharil

Screenshot of a conversation where one person asks, "May I be bold?" and another responds, "you can but don’t be stupid". The first person says, "I just wanted to guess your bust" and the other person replies, "and that is considered stupid"
u/elenash515 / Via reddit.com

36."'Wow, I can't tell if you're really good with filters or just really fucking pretty.' So, being a wise-ass I am, I told him I'm actually a hideous beast. He said back, 'I don't even know how to reply to that.' And I unmatched."

u/GreekGoddessOfNight

37."As an East Asian woman, one guy sent a DM just saying 'yellow fever.' 🤮"

u/GunnerT1

A text conversation between two people. One compliments the other and makes inappropriate comments, but the other person dismisses the remarks
u/Impossible-Figure871 / Via reddit.com

38.'Would you wear high heels and film yourself stamping a crab to death?'...When I responded with 'wtf,' he came back with, 'you could do it with a mouse.' Like that's better???! Freaky."

u/Fly-the-peacock

39."One guy opened by saying that I am probably really embarrassed about my big ears, but they make him just want to nibble on them. My ears are not even big. I am not embarrassed by them at all."

u/lucy_pevensie

Text conversation with an insult about eyebrows and a meme response. Buzz Lightyear meme reads, "you are a sad, strange little man."
u/Background_Sell_3251 / Via reddit.com

40."'Would you be willing to pretend you're a bird? Because I've got a little worm for you.'"

u/theworldneedsyou

41."'Good morning BIG BOOBS.' Note: there were no pictures of my boobs (or body generally) in the profile. And that was his capitalization."

u/beastmasterlady

Text message conversation: Person 1 expresses affection and attraction, while Person 2 rejects them, stating they'll move on to someone younger and get rid of toxic ties
u/llamadasirena / Via reddit.com

42."'We could make some beautiful blue-eyed Asian babies.' He was not Asian, and neither am I, but he apparently thought otherwise. Either way, a wildly inappropriate thing to say."

u/jannabjones

43."I had a guy try to correct me on what my favorite video game was. There have been a ton of cringey openers, but that always stuck out to me. The gatekeeping guys are the worst. I almost want to match with them to tell them off, but it's not worth it."

u/drewberryblueberry

44."I got, 'bitch who the fuck, why you look like the wendy’s logo' (which I didn’t). But I asked him if he had a problem with that, and his response was: 'No, I love Wendy’s, do you have a problem with anal?'"

u/marska77

A text message exchange where one person asks, "Can I take a Polaroid of you hitting it from the back?" Another replies, "What happened to hello how are you," followed by "Oh ok hello how are you? So can I?"
u/NerveCommercial7607 / Via reddit.com

45."'I like Asians.' 'I like not to be fetishized.' 'WELL, BASED ON YOUR SECOND PICTURE, YOUR SHOULDER INDICATED YOU HAVE TOO HIGH A BODY FAT PERCENTAGE FOR ME ANYWAYS.' I laughed, showed all my friends the message, and then blocked him."

u/CutieBoBootie

Profile text: Nurse, trilingual, seeking partner. Criteria: under 15% body fat, 100% sober, no tattoos, unvaccinated
u/xdeltax97 / Via reddit.com

46."'You look like my next ex-wife.' Kinda made me laugh, but starting out with a negative does not work for me. My 14-year old daughter suggested my response: 'You look like my next ATM.'"

u/mustbethedragon

47."'I will convince you that having children is actually a really bad idea.' My profile said I want kids; his said he didn't. Respectfully, just fuck off."

u/sunrae_

48."I once had a guy whose first message to me was, 'wanna shit on my chest?'"

u/sharkweekiseveryweek

49.Similarly..."'I bet your farts taste delicious.'"

u/hiswifenotyours

A text message conversation with a suggestive and inappropriate message being followed by a clear rejection
u/boomer465 / Via reddit.com

50."Dude started with, 'I want to wear your skin.' And I unmatched immediately."

u/strawberryyogurt_

51."That I look like Nicolas Cage, lol."

u/kxyrt

A text conversation where one person says, "What's up" and the other replies, "You look like a serial killer, no offense. You have a very distinctive face. I like it. It's just a bit scary, but I like it."
u/lichsadvocate / Via reddit.com

52.And finally, we'll end on one with a happy ending: "My first message to my wife was 'great rack.' I was drunk and just messaging tons of girls 'great rack' or similar messages, and I had no intention of ever meeting her. She came back with 'thanks, I grew them all by myself,' and I responded while sober the next morning."

"She ended up being very cool, very hot, very smart. We went on a date to an ice cream place, and I knew I was going to marry her at the end of the first date. Been together nine years now."

u/407407407407407

What's the worst first message you've ever received on a daring app? Let us know in the comments!

Submissions have been edited for length/clarity.