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I 26M have a gf 22f. We enjoy sex with each other but wanted to spice it up as she wanted to try something new and I was all for it. She had me order cuffs, a blindfold, and a vibrating plug which I thought would be fun to try. I let her know when they arrived and a few days after they arrived she came over and we got ready. She had me out the cuffs on her and blind fold first before I did anything else, followed by getting the plug ready. I put what I thought was a good amount of lube on it as one does. Well sadly when I slowly put the plug in, it immediately went all the way in as off it was just sucked in followed by a loud “AAAAAAAAAGGGGGGHHHGHHHHH” which my dumbass at first thought “Oh she must really like it!” Until i realized it was from pain. I started panicking for a second then realized she was in pain, blind folded, and handcuffed. When I asked if she wanted me to take them off she said no and just sat there for about another 5 minutes. It didn’t completely ruin our spicey t...