The Original Post
Last night I was with a pregnant woman at her apartment. She found me on TikTok and sent me a message to ask if I was interested in sleeping with someone who was 3 months away from giving birth. Her question was random enough to catch my attention, but her profile prompted me to respond because she was really attractive. The two of us sent each other messages for days until we decided to meet. She said she didn’t want anything serious. She just wanted to feel desired again. She just wanted sex. When I asked why she wanted me, she said I looked like her ex, which was apparently a compliment because he was hot according to her. My brain said walk away, but my dick said live a little. I listened to the latter.
My anxiety was through the roof when I entered the pregnant woman’s apartment and saw the size of her belly. I made her aware that I never had sex with a pregnant person before, so she might have to take the lead. She said her ex always took control during sex, so she expected me to do the same. I reminded her that I’m not her ex. She put my hand on her belly and said the baby was mine. I nodded repeatedly while trying to think of something to say. Nothing came to mind, so I continued nodding like an idiot without saying anything. The pregnant woman saw me struggling and decided to kiss me. The kissing turned into touching and touching turned into fornication.
Mid sex, the pregnant woman low ley started crying. She was on top of me, but she didn’t slow down or stop, even though it no longer looked like she was enjoying the experience. I eventually asked if she was okay. She covered my mouth with her hand while riding and crying. I could feel my dick gradually going soft. Firstly, the hand she used to cover my mouth was also the hand she used to play with my balls during foreplay, so tasting my own balls for an extended period of time was sending mixed signals to my penis. Secondly, watching someone cry during sex was somewhat off putting, so my penis was like “you on your own bro.” I squeezed my eyes shut and concentrated as hard as possible to stop my dick from shrinking.
I don’t know if squeezing my eyes shut made the pregnant woman think I was close to climaxing, but she suddenly switched from riding me to basically bouncing on my dick like she wanted to snap me in half. Something did end up snapping. My semi erect penis got crushed under the weight of two people. I automatically bit her hand before groaning in agony. The pregnant woman froze and asked what was wrong. I begged her to get off of me, which she did. I awkwardly got up and inspected my dick. It didn’t look damaged or whatever, but it hurt. I explained to the pregnant woman what happened, which made her even more emotional.
I encouraged her to get me an ice pack to put on my penis if she wanted to help. She provided the ice pack while explaining to me why she was crying. I was pain, but I listened because she wanted me to understand that sleeping with me just made her miss her ex more. I took the uncomfortable silence afterwards as my cue to call an Uber. I didn’t go back to my place though. I went home. Like, home home. My mom is a retired nurse. I was like, if my penis needed medical attention, then I’d rather get that attention from the person who saw my penis the most. I told my mom I got a random erection while doing pushups before losing my balance and collapsing penis first on the floor.
My mom inspected my dick, which was awkward as fuck, as expected, especially when she asked if the floor had a name, or how I met the floor, or if she could meet the floor, or if I saw a future with the floor, etc. When she was finally done with her inspection, she said my penis was fine, but instructed me to keep my penis away from any floors for the next few days. I said okay. My mom insisted that I spent the night in my old room. I didn’t fight it. I had no dignity left at that point.
Tl;dr Had sex with a pregnant woman who almost broke my dick.
What Reddit Said
Redditors were absolutely brutal in their responses to this sexual disaster. Most focused on OP’s questionable hygiene, with the top comment roasting him for having such dirty genitals that he could taste them secondhand. Meanwhile, others were horrified by his decision to involve his mother in post-sex medical care.
However, some users showed sympathy for the awkward situation he found himself in. The consensus was clear though: this was a perfect storm of bad decisions. Moreover, many pointed out red flags he should have noticed from the beginning.
The Verdict
Reddit’s overwhelming response: OP made terrible choices at every turn. From ignoring obvious red flags to poor hygiene to asking his mom to examine his penis after a hookup gone wrong, this became a masterclass in what not to do. This is classic dating disaster material that perfectly illustrates why “thinking with your dick” rarely ends well. The story serves as both entertainment and cautionary tale for anyone considering similar hookup scenarios.
Original post from r/tifu (1,515 upvotes, 253 comments)