11.
“Buying multiple dildos. I didn’t really regret buying them afterwards but thinking how I only bought them because I was horny is still a little stupid.” –ProfKainzi
12.
“Was having some substance-enhanced sex with my ex and we were both so into it I told her I was gonna cum in a shot glass and she was going to shoot it. As soon as the load came, I vividly remember grabbing the shot from her hands and said “no baby, you’re not doing that.” –Encyclopeded
13.
“I may or may not have f–ked a really sexy looking tree successfully.” –ptapobane
14.
“When I was 15 I lost my virginity to a girl who was 14, I was so stupid and wanted it to happen again I ended up buying her a hamster and a cage with toys and food. It was like almost 80 dollars and that was all my fucking money I had.” –Snowfreak2507
15.
“I was a shy and weird 11 year old who’s got a huge crush on two of the prettiest girls in class. Rode my bike to an abandoned bridge, wrote my crushes’ names on my penis and whispered “I love you, Ella…I love you, Joanne.” –lickmyfeet14
16.
“Tried to take a dildo that was way too big up my @ss with minimal prepping or stretching. Ended up literally tearing myself a new asshole, still dealing with an anal fissure which makes pooping really painful and which is probably gonna last for weeks at the very least.” –y4mat3
17.
“Put my penis in a running vacuum hose to see what a blow job would feel like.” –booby_mcboobface
18.
“One time both my phone and computer were dead, so, with my back against the wall, I did what English class trained me for. I wrote a two page erotica, proceeded to get off to it, and then tore it to shreds.” –The_Hobo_of_Mexico
19.
“When I was a teenager I f–ked a jar of jelly. It wasn’t fun. it was just messy and sticky.” –Manwithnolife77
20.
“Carrot in ass.” –DeHeckk