Mistress Talia: a sadistic domme

Usually, when someone is an anal virgin, it's best to introduce them gradually so as to avoid traumatizing them and turning them off the experience entirely. One uses lots of lube, ramps up gradually starting with a very small butt plug or a single finger, and proceeds slowly with patience in order to introduce them to anal sex in a way that ends up enjoyable for them even on a first time.

Of course, if it doesn't matter if the virgin is ever going to like anal sex, if you intend just to use this person's ass for your own pleasure regardless of theirs, if you actually prefer that it be painful for them, one doesn't need to proceed with quite so much care.

Puppy was an anal virgin when I met him, though he's been very thoroughly de-virginized by now!

His first time was a couple years ago. We had managed to arrange both our lives so we could spend the weekend together at a hotel, a rare occasion.

I had decided that his first time was going to be rough, so I chose not to do any foreplay, but at the time I took his ass for the first time, we'd been scening on-and-off for a day and a half; he had not cum the entire time, so the level of arousal in the room was incredibly high.

It's hard to say if that helped or hurt the proceedings. Arousal makes everything hotter, submissives can take a lot more pain the higher their level of arousal; beat a masochist just *after* he's cum, and you find he's a complete wimp.

On the other hand, arousal is a state of tension, so it's unlikely that his sphincter was relaxed in any way, and likely much tighter than if he had not been in a state of arousal for 2 days.

When I decided to proceed, we were taking a break from scening. He was blindfolded and cuffed spread-eagled to the bed and we were chatting informally after having been playing with clamps and clothespins for a while. He was unaware as I put on the harness and placed my dick in it.

My dildo is not huge, it's not one of those insanely arm-sized things, but it's not exactly a small dick either. I got to choose the size of my dick and I didn't sign up for some tiny thing; puppy is average-size himself and I often tease him that my dick is bigger than his. Mine is 7 inches long and one and a half inches around, so we're talking a substantial dick, but not a monster.

When I was ready, I unclipped the cuffs on his hands and feet, told him to stand up, and clipped the cuffs on his hands together behind his back. I walked in front of him, put my finger through the ring in his collar, and walked him over to the desk. I ordered him to lean over it, and walked around behind him and shoved his feet well apart until he was positioned as I wanted.

I think he was expecting a paddling about then. We'd previously discussed me using a strap-on on him, and he knew I wanted to do it hard and rough the first time, but he didn't know specifically that it was happening *now.*

No lube, no warning, no warm-up... I just rammed my seven inches into his ass all the way to the hilt in one powerful stroke. His first scream bought him a reprieve, not because I had any compassion on him, but because it triggered an immediate orgasm in me and my knees were a bit weak. It took me a minute or two to regain my composure and catch my breath.

When I began again, he was squirming a lot, bucking me. I leaned forward and held his shoulders down and proceeded to fuck the hell out of his ass. None of the later screams were quite as good as that first one, which I think expressed a good bit of shock as well as pain. But he did continue to scream with each stroke, and bucking like an unbroken horse.

That has got to be one of the hottest anal scenes I've ever participated in. He seemed to enjoy it too and has asked me to fuck his ass since. Though with no attention ever paid to either his penile bulb or prostate, I suspect his enjoyment comes from that deeply submissive head-space.

Being fucked up the ass doesn't seem to be physically pleasurable for him, he's never cum during it. I think he just likes being used as the dirty slut he is.