Anal sex - pics gifs and confessions

Training.
Yup! I love anal and I think it's because I started playing anally after I had been doing enemas which made my hole clean and relaxed...I then began playing with really small dildos and butt plugs with lots of lube and gradually started using bigger dildos and plugs...but I do think that always doing enemas first makes for really fun and comfortable anal play...at least it does for me 😉...
 
My wife was having sex with her friend with benefits in college. He pulled out of her pussy and rammed his cock into her anus with no warning. It hurt like hell! She screamed and he gave a few thrusts and pulled out. There was some blood and a lot of tears. She never let another man's cock, including mine, to come close to fucking her back there.
 
I don’t think there’s a woman I’ve been with who’s submission to me hasn’t deepened after anal sex. If done right (and seriously, prep and research) it is a gateway to just a whole new level of dynamic.
 
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