11 Stories of Nice Guys Who Got Way Too Creepy

Some of the most unsettling encounters women experience don’t come from obvious threats — they come from the men who insist they’re nice. The ones who hold doors or smile too warmly, all while crossing boundaries most of us never imagined. These stories reveal how quickly a friendly gesture can slip into something disturbing.

• Matched with a dude on Hinge last year, talked for a day or two, and exchanged numbers. Sent him a selfie of me without makeup, like just for fun, idk, it wasn’t flirty. And he got the metadata from that iPhone photo and sent me a Google Maps picture of the house I sent it from. Blocked him immediately.
  © elmie_ / Reddit

• A coworker I barely talked to brought me coffee “just to be nice.” I thanked him but didn’t drink it. He later asked if I felt anything yet. When I looked confused, he laughed and said, “Relax! I just added extra sugar. Thought you needed energy.” The lid wasn’t sealed when he’d handed it to me.

• I once went out with a “nice guy” named Matt, who said he loved “soft girls with deep thoughts.” Seemed poetic. Big mistake.
  On our date, he took me to this weird coffee shop with no menu because “real connoisseurs know what to ask for.” He then ordered for me without asking, because “he could tell what kind of girl I was.”
  He kept calling me “kitten” the entire time, I had never given him a nickname to use. He asked if I liked guys who cry and when I said “sure, I think it’s healthy,” he launched into a rant about how women "say they want sensitivity but always go for jerks. © Paula_pau / Reddit

• I met this guy at a commute, and he made small talk with me. I didn’t want to be rude, so I responded politely. As soon as I got out, he followed me.
  I was meeting my husband and kids. He saw me as I reached them, then walked up to me and said, “Why would you lead me on like that?” I just ignored him and told my family we should leave.

• A horrible date with a “nice guy” named Josh back in 2002. We went hiking on our date, he spent the entire time bragging about how smart he was, smarter than everyone he’s ever known, so smart, he knew not to go to a university because community college is just as good for much less. Everyone who doesn’t do things the exact way Josh does them has a low IQ.
  All of Josh’s co-workers are not as smart as he is; he was the best employee in history, and his workplace would fall apart without him. Josh also had a lot of trouble finding a woman because women often have low IQs and can’t keep up with his intellect, not me, though, I’m OK. I could not wait to get home and block the guy. © will_write_for_tacos / Reddit

• I matched with a guy online. He kept calling himself a “gentle protector.” When we met, he hugged me too long and whispered, “Finally.” I left early. That night, he texted, “You left your perfume on my shirt.” I hadn’t worn any... but he sent a picture holding one of my scarves from my gym locker.

• Date with a local guy while I was home for the summer (living abroad) many years ago. He was nice/cute but trying a bit too hard and wanting to move really fast (I think I was 25 at the time and not ready for marriage). After two dates, I just wasn’t feeling it as he was love bombing me with all kinds of expensive, lavish gifts from the beginning.
  When I declined a third date, he started sending the gift packages to my mom’s house, and always included a love note about how much he liked me and how desperately he wanted me to come over to his place for dinner sometime. © CletoParis / Reddit

• He helped me move, brought me coffee and always acted like a great friend until I started dating someone else. And he completely flipped, called me ungrateful and said I owed him a chance. Classic ‘nice guy’ behavior, kindness with conditions. © Salty_Squirrel535 / Reddit

• A friend set me up with a “sweet guy.” During dinner, he kept saying he felt like he already knew me. I thought he meant we had mutual friends. Then he listed my childhood dog’s name, the street I grew up on, and my college major. He said he’d read my “digital footprint thoroughly.”

• I went on two dates with a guy, and after the second politely told him that I wasn’t feeling anything romantically and didn’t want to continue seeing him. I woke up to 9-10 long paragraph texts about how I was making a mistake, that he would’ve treated me well, most guys aren’t as great as he was, etc. I spent maybe 5 hours total with this dude, including a movie. © scannalach / Reddit

• Met a guy in college with whom I got along really well. But I only ever saw him as a friend. One day, he asks to go get coffee.
  So we meet up at a coffee shop, and he confesses his attraction to me. I’m flattered, but I let him down gently, saying I just see him as a good friend. He says he understands.
  We continue chatting, and I bring up my sister. He instantly asks if I think my sister would go out with him. Like, dude...just. No. © breebree934 / Reddit

Not every “nice guy” has bad intentions — but these stories show how often creepiness hides beneath politeness. A smile can mask obsession, a compliment can cloak control, and a small favor can become a warning sign. Trusting your instincts isn’t overreacting — it’s protection. And if any of these stories feel familiar, you’re definitely not alone.