30 Hilarious Times People Were Oblivious to A Hint From Their Crush

‘Sorry, Caroline’
30 Hilarious Times People Were Oblivious to A Hint From Their Crush

There is no task quite as challenging as figuring out whether or not your crush likes you back, a fact very apparent to far too many of us. 

One Redditor remembered the time he spent a long, laborious day helping his crush move into her new home. At the end of it, she had one last request for him: if he wanted to “test out” the bed he’d assembled in her room. Instead of interpreting this like most down-bad folks would, he had a different, more SFW idea — jumping on the bed to make sure it was structurally sound. “Seems fine,” he observed, hopping away. 

Tragically, there are plenty of other ways people spectacularly fumbled their crush, the funniest of which feature thwarted pickup lines, a lack of cuddles and some strategically-placed cleavage.

profJesusfish 6mo ago Freshman year of college I was talking to this girl who lived like an hour and a half drive away. One weekend I drove down by her to go to concert afterwards we hung out in her apartment until like 2:30 in the morning when she tells me her roommate is out of town so I can spend the night. My response I'm good to drive and then I drove home. 1.5K Reply Share ... Apprehensive_Work_10 6mo ago priorities - 335 Reply Share ...
Shto_Delat 6mo ago Girl in college grabbed my arm and told me to come to her room. I said I had some reading to do. Share 4.8K Reply ... you matter. MRToddMartin 6mo ago Dedicated to the grades! 1.2K Reply Share ... ParkingAd364 6mo ago Prose before hoes 642 Reply Share ...
DeaddyRuxpin 6mo ago Way back around 1991, long before cell phones were common (an important fact), I was in a toy store looking for a particular action figure. I asked a hot goth girl that worked there if they had it. She told me they typically get one per shipment and to call the store on the day of their shipment to see if they got one. We then spent the next 15 or so minutes chatting about comics and anime. As we were finally about to part ways she says if you call the store you might not get
Karsa69420 6mo ago Eating lunch with my friends. The girl I was sitting next to would have made a great enemies to lovers story. We hated each other the first two years of high school but bonded over musical theatre. As we ate she held my hand. Like every time she wasn't eating her hand went right back into mine. The whole meal. Someone had to see it happening! I never acted on it because she was super pretty and out of my league. A few years later my grandmother ended up do at home nurse care for her mom
No-Owl697 6mo ago Was walking with my dad in Walmart when I was about 17 and a group of girls walked by and one said hey rather flirtatiously and kinda looked me up and down but I never went and talked to her or anything. A year later I just finished up a basketball tournament and saw the SAME girl at this table in the lobby. She waved and smiled and when I didn't wave, she waved again. I slowly looked behind me and turned back to her while she bust out laughing. I didn't talk to her that time
wdh662 6mo ago A girl and I had fooled around in my dorm room. She decided to spend the night. I got up to sleep in my chair because I was unsure if I should stay in my bed with her. She yelled at me. 19 years and two kids later I think she likes me. But...she IS canadian. 2.7K Reply Share ... Ham_Tar0 6mo ago Would be carefull with the signs dude, she might just be polite. - 726 Share Reply ...
Loki_lulamen 6mo ago Spent all night chatting with a girl at a house party in my teens. We ended up crashing in the same room. She asked me do you want to share the bed? It was a single bed, I said nah, I'll take the floor I still facepalm every time I think of this... Fuck! I was such an oblivious idiot. 1.4K Reply Share ...
CRO553R 6mo ago Many moons ago, when I (15M) was watching TV with a friend (16F), she got up to go to the restroom. When she came back, instead of sitting next to me (we were sitting on the floor, our backs against the couch), she sits in between my legs (facing the TV), grabs my hands and places them on her now bra-less boobs. We had never kissed or talked about anything beyond friendship. I just sat there and held them like an idiot. After she left, it hit me what she was intending, and I felt like a
david450 6mo ago I was about 20 and chatting with a friend I'd known for ages and she said she'd be interested in a threesome with me (I was single at the time). I said that's great but I didn't have a third person to join us. I still sit awake some nights kicking myself. 511 Reply Share ...
DaBigadeeBoola 6mo ago Edited 6mo ago Walking her home after a party we were talking and laughing and I made a joke about snoring and she got serious and said you want to come find out if I snore and | made another dumb dismissive joke like what? No way! Somehow ended up alone in my room that night kicking myself. I really liked her too. Never got a second chance. I think I probably embarrassed her too. 596 Reply Share ...
i-hate-all-ads 6mo ago but I was naked and ready Ya, no shit, you were going for a shower. You don't shower fully clothed. I felt and still feel like a moron for that 549 Reply Share ...
Scared-Ad-8366 6mo ago She called me while she was masterbating and I wasn't sure why... - 408 Reply Share ...
Romnonaldao 6mo ago Id love to have a dance practice session with you- girl from my dance class Took me about 4 years to realize what she was saying 404 Reply Share ...
DemolitionBoy09 6mo ago a girl literally wrote i love you on a paper and gave it to me and i though she was pranking me broooo - Share 816 Reply ... No-Owl697 6mo ago As someone who has been on the receiving end of those pranks, I still wouldn't believe it. It could be 40 years, 3 kids, 7 grandkids later and just think it's a VERY elaborate prank. 465 Reply Share ...
hoaxymore E 6mo ago Edited 6mo ago In high school, a girl greeted me with a kiss on the lips every morning, several days in a row. The idea that she could be interested was so unimaginable to me that it only clicked like 10 years later. Yeah, building my self-confidence has required civil engineering-level work. 781 Reply Share ...
PandaBunds 6mo ago Girl in highschool texted me at midnight on a Friday night literally telling me to come over because her parents weren't home. At that same time, I had a group of friends going to do a pokemon GO raid. My Articuno is pretty dang cool though 410 Reply Share ...
Sablemint 6mo ago A girl took her shirt off in front of me. it was ten years before it occurred to me that she might have been interested in something. Reply Share 569 ...
 6mo ago Back in freshman year of college, I was talking to this one girl. A couple weeks in, I started making these little jokes about a big blanket I had on my bed and how nice it was and she would respond with winky faces and stuff. But I was too stupid to take it any further. 106 Reply Share ...
petethepianist 6mo ago It took me until the 3rd or 4th time she'd grabbed me and kissed me before I realized she wasn't just trying to be nice/funny. Separately, we'd gone to the movies together and she warned me to not try anything because she wouldn't say no. 388 Reply Share ...
SpicyButterBoy 6mo ago High school. Making out with a girl from work when i snuck her over while the parents were away one summer. We were cannoddling in my room, which is in the basement. After a bit, she asks me im a litle hungry. Do you have any meat....downstairs? AND MY DUMBASS GOT OUT OF BED WALKD MY ASS TO THE KITCHEN TO TRY AND FIND HER SOME FOOD. She left shortly after and we never spoke again. 411 Reply Share ...
ha7zi 6mo ago A girl I was chatting to at a party was like oh here are my nudes do you like them. Like ffs 236 Reply Share ...
User1539 6mo ago Twice I had a girl strip down to only a T-shirt and sleep next to me, and I didn't make a move. To be fair, BOTH TIMES, each girl had started the whole interaction with how creepy other guys are. Please, women, if you want a man to pick up on any clue, you have to abstain from calling men 'creepy' for 24hrs to the guy you're trying to get to take a hint! Share 148 Reply ...
ZanyButterFist 6mo ago Edited 6mo ago I was in the car with my husband after months of tension and I outright said I would totally fuck you if you wanted. Не laughed it off. Не thought I was making a joke or making fun of him. Luckily, he got the hint later. Edit: I want to preface that we were not married at that time and had just been flirting back and forth. 69 Reply Share ...
October_Rusted 6mo ago She put herself in my line of sight, having already unbuttoned the top 3 or 4 buttons of her shirt, placed her cleavage in front of what I was focusing on, and smiled at me. Reply Share 209 ...
beerwithbatman 6mo ago She stayed the night at my apartment. She slept in my bed with me. She grabbed my dick through my pants. I went to sleep. 50 Reply Share ...
KJJM99 6mo ago Edited 6mo ago In a nightclub when I was 18/19 and drunk, a girl came up to me, caressed my face and said the bone structure in your face is perfection. I kind of smiled at her, replied thanks !  Before turning round and continuing to dance Share 135 Reply ...
NoTeslaForMe 6mo ago A woman I had hooked up with brought a woman she had hooked up with to my place, saying the two of us would be a good match. I was starting to see someone else at the time, though, so even had I realized that they'd wanted a threesome, nothing would have happened. Otherwise, I'd always be wondering what if, especially after the two women had a falling out. Share 99 Reply ...
Awkward-Ease-2051 6mo ago Edited 6mo ago I was 15, a cute girl from another floor of my apartments (she was 14 then). She sent me a reel on ig of a date when some constellations and planets were gonna be visible in night sky. She asked wanna watch these together from the balcony? . Dumb me wasn't interested in watching cold black sky at night. 82 Reply Share ...
Shodspartan 6mo ago I was quite clueless as a younger man. Had a coworker call me at 2:30 in the morning with a flirtatious Heeeey, were you asleep? I said yes, and hung up because I had to be up in a few hours for work. Another time a different coworker asked me to see a movie with her. I obliged, thinking it was meant as a friendly thing, and wanting to be polite and respect her space, I sat with an empty seat between us. My wife won't let me live these down.
Underwritingking 6mo ago Helped a girl move into her new place and assemble the bed We should test it out Me, bouncing up and down on it: seems fine Sorry, Caroline - 7.4K Reply Share ...

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