Pegging - when someone who doesn't have a penis dons a strap-on and anally penetrates someone who does - can be a lot of fun and verrrrry pleasurable if done right trust me, I've tried it. But as it involves something going up the butt, there is an element of preparation that is absolutely necessary to the success and pleasure of the act. If you're thinking about giving it a go, please do it safely and read our guide on how to do that before you pop it in. I'm thinking some of the couples below will wish they'd researched how to peg safely beforehand Giving what lives there, it gets infected. It was so painful that [pain relief] did not work and I needed surgery on the day after Christmas. I was young. Never again" [via]. My wife agreed, we bought the equipment.

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The disappointed
He wants it. He always likes me to tie him up and gag and blindfold him and then do my nails real slow next to him or read a book or even go for a walk around the block. So I strap this thing around my waist.
She Began By Sucking My Cock Just How I Liked…
The closest you'll get to doing it, without actually doing it. She was slapping his buttocks hard while using him. He was screaming and yanking on his dick fast. He was loving what she was doing to him. Mike got off the bed and went on his knees. He opened his mouth and sucked on Brenda's cock.
I love a good first time. He lay on his back on the bed, naked from the waist down, and I could see how much he was looking forward to this. His cock stood straight up in the air, solid and thick and glistening at the tip. I pushed his knees up towards his shoulders, knelt on the bed between his splayed legs, then wet the tips of my fingers and traced them around and around the head of his cock. I had one hand on his dick while my other hand squeezed the best part of half a tube of lube onto my own. There was no pain, no spanking. He obeyed immediately.