Her punishment continues

"Oh goddess! That poor girl is going to be taken so hard." You grin victoriously as you lift her feet into the air and hold her down. With a little care and effort you could make this first time a little less painful for the pretty maid, but even with all the care in the world you doubt it would make all that much difference. Besides, you've waited far longer than you thought you could, and if you don't get the release you need soon, you might just explode.

"That's right." You grunt and lean in until you can feel the restriction that you plan to rupture. "It's time for you to be a woman."

With a hard thrust you drive deep into Cassieopia's virgin sex and watch her as she screams in response and jerks in your grasp. You knew she would be tight, but the feeling of her muscles clamping tightly around your shaft as you draw it back to see the evidence of her deflowering makes you want to cum then and there.

"That hurts!" Your grin widens into a broad smile. "Oh goddess, you're too big." Her pretty eyes open and search yours for any sign of mercy.

"Remember, this is part of your punishment." You remind her as you thrust deeply again eliciting another cry of pain. This second exclamation is not as sharp as the first, and you hope that in time her pain will turn to pleasure, but for now, you are far more interested in your pleasure than hers. Between the blood on her thighs and the loud squeal as you first drove into her there is no doubt that you have deflowered this innocent maiden claiming her virginity in a way that no man could ever do again. There is something primal about being a woman's first man, you're not interested in causing pain, but you cannot deny the fact that her wiggling and pleading is adding to the experience. For the next minute or so the only sounds that fill the room is her whimpers and gasps and the sound of slapping flesh

"By all the gods this feels good!" By now you have collapsed onto Cassieopia's slender body pinning her beneath you as you plunge into her again and again. Her struggles are now replaced with a rocking in synch with your thrusts and the shrill cries have changed to soft yelps and groans. "Your sweet pussy is so tight, so hot ... oh so fucking good."

"Thank you, Captain." Cassieopia surprises you as her legs wrap around your waist and her hands grasp at of your short hair pulling sharply at you each time you push into her. "It's not so bad now ... " You wonder if you can hold out long enough to turn this acceptance into needy pleasure. It was only a day ago that you had a similar experience with Adriana, and the feeling of her climaxing on your cock was an amazing triumph that you would love to repeat.