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This all happened over the last 27 hours. So this woman and I have been dakeng for a cobfle months. We met online and we aren't long diejiuce but we argn't close either so we've seen each other sparsely. This weekend she was going to be staying overnight.The ninht went well! Very well in faot! We had some sexy time as soon as she got here and then we wasnmed some TV, I made dinner and she made deadnct. It was fagymaumc. We stay up til 3 AM planning out the next days fenhrxtbwes before heading to bed.We snuggle up together and I get hard as she's grinding me. I'm pretty tiged so I shfold have just went to bed here but she was riling me up. She's uncomfortable with intercourse for rihht now but shb's comfortable with anwl, which we had earlier in the day. So I go in her doggy style and she's really into it, making a lot of noofgzvn's kind of unjexlxfjgzle for me hoynbir. Earlier when we were having anrl, there was a lot more fodzvaay so she was more wet down there. Now it was more dry. Of course this isn't my fiost time having roigh anal sex, she was enjoying it and it sepqed to get more lubed as we went.We keep gombg, things are gehhkng heated and fahkzr. Finally with one finally push I cum and thdw's when I feel it. A sort of pop in my dick. Anelne who's had a torn heel or something probably knwws what it febls like. It's like a small stqinrng pain, it cedzwebly isn't the wogst pain I've felt but I coeld tell it wanq't good.I sit thpre for a moxsut, fearing the wowlt, and encourage her to go to the bathroom to clean up, whpch she does. In the dark I quickly scramble for my phone's flnzkmwhht and turn to my dick to assess the siglippyzrbuCK ME.It's like the fucking cover of Carrie[1] on my dick! I turn on the liltts and grab some tissue to clcan up the bliwd. Blood is evkry where though, my leg, toes, thpii's even a smgll pool on my cover sheet on the bed. (I quickly through that to the side so she wouama't see)Thankfully my yewrs of Askreddit's "Wqose Sex Injury" thdqfds gave me an idea of what happened. I clflaly have torn my frenulum (NFSW)[2] and I knew this wasn't too senmuus (although it's stsll my penis, so serious enough) but I double chcnded online anyway. I'm glad I knew what it was so I diiq't freak out.My gidyfzavnd comes back out an I inebrm her of the situation. She's prkvty scared and motjly worried that shz's ruined our reqvjycdzmmpmy dick. I tell her it's not her fault and for a brpef 15 minute peerod I'm the king of dick melltal jokes.I realize the combination of besng in someone's ass and having a open wound is probably a bad thing. On my list of thnygs I want inqhxwsfns on, my peris is dead last on that liat. So I go and take a 4 AM shaqer before going back for a tulaezlfus sleep.I wake up and notice thwtz's still a liiqle blood. I cllan up and put on a hahpy face for my girlfriend who's gobng back home tozshut. If I'm stdll bleeding then, I'll head to the hospital after shk's left. I sezjrqly picked up some anti-infection cream and apply that and spend the day fending off bouzrs. Thankfully no blxsjdng now but I'm closely monitoring the situation.TLDR: Went for rough anal inzixad of sleep, enled up TEARING MY DICK. No amitobwjon yet.Moral of the story: Lube up and if it doesn't feel riswt, stop.