15 People Share The Cringeworthy Details Of Their Most Mortifying Sexting Fail

Inside Amy Schumer
Inside Amy Schumer

1. “I was snapping my girlfriend a picture with my shirt off that said “hehe” but I ended up sending it to her little sister. My girlfriend’s sister asked her about it, I would rather buy a one way ticket to Europe and never come back instead of seeing her again.” – Jacob, 21

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2. “When I was drunk I was sending naked Snapchats to my boyfriend, but accidently sent them to my family’s foreign exchange student. I called my younger sister, who was at my parent’s house with him, and made her go to his room while he was sleeping and open them all so he’d never see them.” – Kylie, 20

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3. “My girlfriend didn’t answer her phone when I called her, but I was away on business so I was horny and missed her. Since she didn’t answer her phone so I left her a voicemail. She listened to it through her car Bluetooth with her mom in the car. I don’t know who it was more awkward for.” – Blake, 26

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4. “I took naked posed pictures to send to this guy I was talking to, but forgot my phone automatically syncs when it’s hooked up to my computer. So the pictures were now on my laptop, which my dad later saw. It was the most awkward encounter in my life. I would rather do just about anything than have anything like that ever happen again in my life.” – Michelle, 19

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5. “In 9th grade I was texting this girl with a foot fetish and she sent me nudes for a couple pictures of my ankles.” – Tony, 23

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6. “I accidentally put a nude on my snap story instead of sending it to the person it would as intended for. Like 10 people saw it before anyone let me know it was up. Luckily no family members saw it, but it was so embarrassing.” – Sarah, 22

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7. “Set a Snapchat of me fingering myself as my story for about 12 minutes. Whoops!” – Kim, 24

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8. “One time I was talking to this guy, and we were snap chatting so I decided to sent him a nude. The one time I decided to, I actually accidentally sent the naked snap chat to my cousin. My cousin’s name was right above this guy in my snap chat contacts. I was naked from head to toe and it was so obvious who it was. The worst part it, my cousin answered when he was drunk and told me I was ‘sexy af’ AWKWARD.” – Vanessa, 21

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9. “Accidently sent a super dirty text to my high school basketball coach…” – Keri, 23

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10. “One time in middle school, I went to go take a picture (on my Blackberry) for a guy. I didn’t have a mirror in my bedroom so I went into the bathroom and climbed up on the side of the bathtub to take a picture. I took one and the sound was on and my mom asked me what I was doing and I told her I had a big poop and had to show my friend.” – Liz, 25

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11. “In high school I used to take pictures of my iPod touch and have to send them to my email to email to my phone because I didn’t have a front camera. One day my mom went through my iPod and saw all my naked pictures and called me out on it. She asked me so many questions and all I could do was laugh because it was so awkward.” – Melissa, 22

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12. “My mom found my phone and read my sexts. She told me it was worse than 50 Shades of Grey and my little sister started crying.” – Brooke, 21

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13. “My dad meant to send a dirty text to my mom about what they were going to do after work, but sent it to me instead. I’m a dude and it was still weird…but hey good for him that he’s still getting it.” – Billy, 24

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14. “I got really fucked up and I wanted to make my ex-boyfriend jealous so I told his friend to write his name on my tits, and he did. But he also took a picture of it and made it his Twitter header.” – Marley, 21

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15. “I was blacked out and I thought it would be funny to take a Snapchat video of me doing this girl from behind, but instead of sending it to my friend I put in on my story. She had no idea and I didn’t realize it until the morning. A bunch of people texted me that night, but I passed out after the sex.” – Chris, 25 TC mark

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