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Anal. It Doesn t End Well

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January 29, 2013
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Met Krystal through my favorite dating site. Her pics don't do her justice, she's even hotter in person. Glasses. Killer body. Cute as a button. Delight! Shy and hesitant at first, and I wish she'd stayed that way. Today doesn't end well for her. We're supposed to go on a real date after her 'demo tape'. The last thing I would want is hurt the girl. Unfortunately her casting ends in tears during anal. She's on her monthly so vajayjay sex is out. I tell her the producers need to see something. I suggest anal. I try my "straight to the ass" approach - no lube. Ironically I actually get it in eventually, and she doesn't flinch, but her ass is so tight, I can't pump. So we try with lube. She's happy to give it a go again. I finally get my cock all the way in her ass - SUCCESS!, I think. A few pumps later she's in tears and says she can't do this audition anymore. She runs to the bathroom crying...and that's that. I turn off the cams and feel like shit. Not what I wanted. I debated even putting this video up. It's not what this site is about. Surprisingly, we did end up going on that date and she was really cool about everything. That's the only reason I'm even showing you this. Do not watch if you're...or just don't watch it.
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All Comments (17)

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luke
January 31, 2013

hahahaha one of the funniest things i've ever seen i literallly laughed while i came, her face is priceless

Lucy Goosey
March 11, 2013

Gorgeous girl, but no panties on her period? That's just sloppy And when will Rick learn that great anal takes preparation? His "straight to the ass" cum-first-ask-questions-later attitude could get to be a problem

jj
March 13, 2013

Jeez, toughen up, it doesn't hurt THAT bad. If she would have just relaxed for a minute at first it would have been fine

CptAm
June 30, 2014

Im thinkin some shit made an appearance or blood, he asked her after to go to the bathroom, since she was on her period its a lot harder to keep both areas clean, so either of those options are (grossly) possible Anal sex is pros n cons, I wont do it with my girl when its her time 4 that exact reason reason

assfuck
April 7, 2014

She barely took his dick at all! He should have kept fucking her ass anyways