Most hurtful thing someone said to you - Bonus points if it came from a loved one

I need to preface this by explaining a little about our family dynamics. My Mum didn’t get on with her parents so growing up, our grandparents on her side of the family were actually our great grandparents as they were the only people in her family she got on with and they basically raised her. We loved both of them to bits although as they were quite old, they died when we were young.

When I was about eight and my Great Grandmother was dying painfully of cancer, my Mum, in what I will charitably assume was a fit of grief, said that me, my younger brother and sister didn’t care that our Great Grandmother was dying, all we cared about was the next toy we were going to get out of her and how big it was going to be.

She denies ever making those comments, but I will never forget them.
 
Me and my friend got into a heated over how big we thought John Belushi's dick was. Things got tenser and tenser until we started hurling insults at each other. I was lost in a moment of madness, as was my friend. My heart sank when I heard my "friend" uttered these three words I'll never forget "Your grandpap a trap". I instantly broke down in tears and started bleeding in various places becuase of the insult. I was rushed to the hospital where I, so emotionally devasted by the sick burn attempted to take my own life. Its been 2 years and £20,000 worth of therpy but I have finally gotten over it.
 
When i was fresh out of high school and had only recently gotten my first job, i left home for a few weeks and stayed with a friend because my family situation was a big toxic shit show, largely thanks to my mother.

The night that I announced this to my parents they both seemed kinda indifferent, but the next day when i was ready to leave, my mother basically threw an enormous tantrum. Though she said and did a lot of objectionable, outrageously shitty things that morning, i think the worst was her telling me that she'd looked up ways she could kill herself with her meds the night beforehand, after I'd told them i was leaving. Then she followed that up with threatning to kill herself as soon as i left.

That was bad on its own, but a day or two later, after things had at least calmed down enough for her to quit screaming at me, she admitted (almost gloated, actually) that she made the suicide shit up because she wanted to "make [me] feel as bad as I made [her] feel."
 
It was late middle school and I was of course going through some mental brain chemical problems a la depression. Awkward and blah blah blah as I was, I found that the only way I knew for sure that people didn't hate me was if I made them laugh. I didn't care if it was at me or with me. To this day I don't feel comfortable with people I can't at least get a smile out of.

This girl, who probably cottoned on that I was having problems with myself and needed such positive attention from others, turned to me one day and said "You know that nobody likes you right? You know you aren't actually funny, right?" Of course I was devastated, because I was very retarded when it come to reading people and understanding their true motives (again, a smile or laughter was the easiest way for me to tell I was doing something good or positive).

We reconciled in my high school years, but that period of black tea dreg depression was certainly not helped with those kinds of comments directed toward me.
 
Ex gf called me a waste of life just because I didn't get her a gift for her birthday then proceeded to give me a oral fucking essay why my life was worthless and should end it.

I normally agree that I should end it but jesus bitch you cold and spoiled.
 
Me?
My self-esteem has already died by the thousand tiny cuts that were the years spent growing up with a mother like mine. It's hard to remember any one phrase but let's say being an adult is probably the best time I'll have in my life.
 
honestly? Some guy I barely knew kept badgering me to go smoke weed and proceed to have sex with him on facebook even though I was clearly pregnart and taken, told him this and he proceeds to try to explain to me how weed wouldn't affect the pregnancy. I sternly backed up my "No thanks" and he messages me telling me he hopes I get raped and my fetus miscarries so yeah, Pretty average NiceGuy™.

I also got blamed for an ex boyfriend in middle school's falling off of his bike and hitting his head which turned into him being comatose and eventually passing away because it was around the time when we broke things off and he was depressed, self harming, and pretty careless, the blame in question came directly from his mother so that was fun.
 
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