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Everytime we had sex he will insist on the anal and we did all the time. Last night this jerk called me to go pick him up somewhere, we ended up at his place and ended up having sex. He asked for anal, I told him I wasn't prepared for it. He kept saying "please" so to shut him up I said ok but kept telling him I wasnt prepared for it today.
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ladies take a sit cuz I'm about to tell you tell most embarrassing experience of my life. So, I had anal with my boyfriend about 2 times before this incident …
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My worst consensual anal experience was this black dude. Huge. Really really huge. I wanted it badly and dealt with the pain because he made me come so many times.
After unprotected anal sex with my boyfriend, I went to have a shower to clean up. While, ahem, removing his semen from my bum, I learned the hard way what a waffle stomp is. I'm so sorry you had to read that.
What was your worst anal sex experience? [NSFW] Archived post. New comments cannot be posted and votes cannot be cast.
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worst experience by niceman111 » Fri Aug 05, 2011 11:39 am pierre, what was the worst reaction you have ever seen a girl have from getting anal or facial/cum in mouth on a shoot.
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For the most part all of my experiences with anal have been great and there hasn't been any issues. I dated a girl for a while who was really into anal and we always took the time to do prep beforehand.
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Worst Anal Story ever!! Jump to Latest 83K views 131 replies 95 participants last post by NuKidOnDaBlock Jul 18, 2013
You're making a post asking for women's "worst anal experience" as though it's some happy-go-lucky thing, mentioning that you're anal obsessed with a big smile emoji, but for a pretty large percentage of the population the answer to your question is "rape".
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Oct 12, 2025
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