29 People Confess The Creepiest, Cringiest, Stalker-iest Thing They’ve Ever Done

20. I broke into my ex’s house and wrote him a letter

“My junior year of high school I went full-on psycho without even realizing it. I had moved a little further away from my boyfriend at the time and he didn’t take the distance well. After a couple of months he broke up with me.

Started with me driving by his house just to see if he was home or who he was with. He wouldn’t answer my calls or give me any closure, so it didn’t seem creepy at the time. I just needed closure, damn it.

Unfortunately, then it escalated. When I drove by I would go knock on the door. One day no one answered the door and I just happened to see if it was unlocked. It was, and I entered the house.

Now in my defense, we were together for a long time and his house was basically my house the entire time we were together. It felt normal for me to go in and out of his house, but this time ( in retrospect) it was a little creepy of me with us not being together and him not being home.

I will never understand why I thought what I did next would be OK. I went into his room and started writing him a note. It wasn’t too long but basically saying I miss him and wish he would contact me. I left the note on his dresser and left the house.

Turned out, he didn’t see the note until the next morning. He woke up and saw it on his dresser. He thought I had come in during the night, watched him sleep, and put it there. Needless to say a couple of his friends let me know what he was saying and I was mortified.

I stopped trying to contact him. I’m sure he was relieved.”

21. I would sniff my crush’s ass when she walked up the stairs in front of me

“During high school/early college my best friend was a girl with a pretty big caboose on her and I never had any desire to make advances on her because we had too much of a good best friend thing going on. Buuuuut I always walked behind her on steps at exactly the right distance where my face was practically in her ass and I’d just walk up the steps smelling her ass. I’m part dog, I guess.”

22. I followed her until she started running and screaming

“Watched one girl straight in the eyes for 20 minutes in the metro, then my station came and I got out to find out that she got out too, I guess she lived close to me, then I followed her for 5 minutes until she started running and screaming. I quickly got the fuck away.”

23. I fucked a mannequin

“Masturbate to my little sister’s Barbie dolls by placing them on lewd positions before discovering the wonders of Internet porn. Also, creating a life-sized mannequin made with pillow-filled clothing and towels in order to hold it as I slept so I wouldn’t feel so goddamn lonely. And yes. Yes, I did fuck that mannequin.”

24. I wore his clothes while sniffing them and jacking off

“In high school I was obsessed with my ‘best friend.’ I mean, most people get straight crushes in high school (which obviously never work out), but I was obsessed. I was pretty obvious thinking back on it, but my lowest moment was when I decided it would be neat to jack off while thinking about him one night. I realized that I actually had some of his clothing around my room (he would sleep over a lot and kept some of his stuff there) and so I decided that it would be better to take some of his clothes with me. Long story short I sat in the bathroom wearing his clothes (sweater and pajama bottoms) while I jacked off and sniffed at them. Eventually he got sick of me being so clingy and stopped talking to me and I decided to get his attention by cutting myself. Don’t worry, the ‘cuts’ were more like tiny scratches that I made using a craft knife, but at the time I had never done anything like that.

Obviously it didn’t work (he never even saw them, it wasn’t like I was going to shove my scratched-up wrists at him) and he eventually started talking to me again for whatever reason. After high school we just kind of drifted apart and I got over him. Thinking about it, it wasn’t even romantic, barely even sexual. He wasn’t even a good friend, he was kind of a dick and only kept me around because he was poor. I guess I just wanted him to like me. I haven’t done anything nearly as creepy since then, which I’m glad for.

I also managed to get his password from when he used my computer one day and logged into his Facebook to read his messages to see if he ever talked about me. He did not…”

25. I put on my friend’s mom’s panties and jerked it

“One drunken night in high school, I was at my friend’s house with his parents out of town. I was told to sleep in his parents’ bed. I stumbled into her room and being a drunk, horny teenager with a panty fetish, I started rummaging around her drawers. I ended up stealing a pair of her panties, went to the bathroom, put them on and jerked it. I put them in my pocket and fell asleep, forgot about them and found them when I got home. Felt ashamed and threw them out. Super creepy… But I was drunk, so. You know…Oh, I forgot to mention, his mom is pretty damn hot.”

26. I called a guy forty times in a row

“Woo boy. Freshman year of college I had this HUGE crush on a guy. We had met (and weren’t out of the closet yet), talked for hours until dawn, then finally had an incredibly hot make-out session in the grass outside his dorm. First time kissing a guy. It was amazing.

This happened a few times. Later that week, I called him to see if he wanted to hang out, but he didn’t pick up (he was probably busy). I tried again half an hour or so later, still didn’t pick up. Tried a third time, and at some point a fourth.

I realized that I’d called a fair number of times in a short period of time, and that was creepy. So—and this is where it gets bad—I decided to call him over and over as many times as possible to make it seem like a joke. Like, I was trying to see how many times I could ring him hahaha.

I think I called the poor guy like 40 times in rapid succession. I’m cringing just writing this. Needless to say, it didn’t work out.”

27. I placed a real human tooth in a new jacket at the mall

“Once I placed a real human tooth on the pocket of a new jacket at the mall…then returned the jacket to the shelf. I still imagine what happened to the one who bought that jacket.”

28. I’m a peeping Tom

“I used to look in peoples’ windows when I was a kid. I know how that sounds but bear with me.

I wouldn’t go into their backyards or anything and it was usually just living room or kitchen windows, windows easily seen from the street. If it was dark I’d go right up to the window…I was a small kid so it was easy to hide. Sometimes I’d sort of watch people with binoculars from my little seat I’d made in the top of a tree in our yard.

I think it stemmed from my parents’ divorce and my mum working 60-80+ hours a week, so I was alone or with my younger brother a lot. I was fascinated by other peoples’ homes and families and getting to see them in their natural habitat, as it were, was interesting to me. I think, in hindsight, it was that I missed my family being all together and thought that people who had that were lucky.

It wasn’t a sexual thing at all and it’s not something I’ve continued to this day, barring watching someone else’s TV from an opposing apartment when mine broke. I do like the idea of living in a high rise and getting to see snippets of peoples’ lives…kind of like watching commercials of peoples’ lives. As I’m sure you can tell I spend a lot of time watching people out and about, lol. People are fascinating.”

29. My friend and I were borderline sociopaths in high school

“My best friend and I were borderline sociopaths in high school. We each had a crush, and they were friends with each other. We stalked their lives. We did the following:
1 Stole items from their lockers (we left lockers unlocked in my school) and made little shrines from them.
2 I stuck my ass into my crush’s locker with the intention of pretending to fall backwards into it one day and getting ‘stuck’ so that he’d be forced to touch me.
3 Walked by her crush’s house on a regular basis, planning to go use his swing set late at night while the family slept and hoping he would catch us and just, ya know, HANG OUT with us after that…
4 She licked his sweaty drumsticks and placed them back in his locker. More than once.
5 My crush took a shit on a hill at a soccer game and I wrote him a song about it and had my entire soccer team memorize and sing it for him.
6 She located his skateboard wax and rubbed it on her face.
7 Snuck pictures of them playing soccer and all but masturbated to the things.
8 Devised plans nonstop to intentionally ‘accidentally’ run into them, whether it be in school or out in public.
If any man did any one of these things to me today I would fucking call the cops. But to us at 15 it was completely normal and acceptable behavior.” Thought Catalog Logo Mark


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Lorenzo Jensen III

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