Skip to main content

TIFUpate: allowing my coworker to set me up

TIFU by opening a condom with my teeth

I (M24) was told that you should not open a condom with your mouth, the reasoning being you could cut the condom with your teeth. However, in the heat of the moment one wants to be sexy and it's the only way (I've managed) to unwrap one with one hand while putting the other to good use. I figured that with today's latex technology and if I just tear the corner of the wrapper, that it shouldn't be an issue. Only did it for three months until today. What was a wonderful morning quickie turned into an awful start to the day when the second I finished the tip of the condom ripped... I felt it and pulled out but it was too late.

My poor girl was terribly stressed but thankfully she works from home. So I just got her plan B, some macaroons, and her favorite coffee. I hope it helps her but it marred a great night and what could have been a great start to the day.

Tl;dr I opened a condom with my mouth and it ripped as I came inside a girl.

Comments

Popular posts from this blog

TIFU almost so bad by not unlogging from this Reddit account

I use this Reddit account to mod r/hearhimfuck , watch my porn and answer NSFWAMA when I feel like it. I religiously log off completely after every time because I don't want my partner or anyone knowing about this account. It's the holidays and we are all busy so I had a quick session with myself and ran to get a shower and leave for another family Christmas dinner. My phone stayed in my purse the whole evening. By the end there's 6 of us left and we're sitting in the living room, having mellow conversation. Pets are discussed and photos shown. Someone asks about my dogs so I go fetch my phone and sit back on the couch. As soon as I unlock it, there's a full blown ANAL clip playing. Fortunately, the sound was off. I manage to turn the sound all the way down and shut the app without anyone seeing. TLDR; Iwas THIS close from having hardcore porn blasting surrounded by my parents, my partner, an aunt and a two cousins. I can't imagine the aftermath of what could...

TIFU by fucking my coworker

Happened a couple of days ago, but yeah, as the title says... Oops... We've worked together for about a year now; we've always been friendly, but I never really clocked her as a potential romantic option; she's my coworker, she had a boyfriend when we started working together, and to be honest I just thought she was completely out of my league: I'm a schlub and she is gorgeous So when she texts me asking if we want to hang out after work, I genuinely thought nothing untoward would happen; I thought we were just going to chill and watch cartoons; and for a while we were just having a nice platonic hangout. But we got very drunk, and eventually she was giving me the bedroom eyes and saying we should make out. I very emphatically said that was a bad idea, but she kissed me anyway, and at that point I really lost any semblance of self-restraint.. I am not proud of myself, at all. I can tell myself that she came onto me, but ultimately I also comepletly let it happen. No...

TIFU by shopping on Amazon

So I have an Amazon account, and a family. Anyhow, the person I'm seeing likes to do things with me... try new things if you know what I mean 😏 Recently I've ordered a few packages with adult toys, swing, etc. And... clone a willy. It came in yesterday while I was out. While I was out I got a notification that the cloning kit came in. I sent my son a text asking him to bring my Amazon package in. He said he had already. I didn't think much of it. Until last night when I went to go... use it. I asked my son where the package was on my way out the door. He asked "The plant stand or the cloning kit?". Mind you, the boxes DO NOT say what the contents are, nor were they opened. He must have realized what he said because my face is a goddam story book. I just stood there silent and shocked. He pointed towards the closet. This has been going on for ages, but he has NEVER indicated knowing what's in the packages. So now my teenage son knows his mom is a freak. ...