Older Woman Adventure - Sex Stories

Older Woman Adventure

... bathing my cock, holding her hips tightly I thrust one last time as my body starts shaking and I feel my cum leaving my balls and traveling up my rock hard cock, and shooting deep inside her tight pussy. Slowly I move her legs to lay at my side, flipping them both over. Her on top of me, still holding her hips I slowly move her back and forth, my cock sliding back and forth until we slowly fell asleep. Waking up with a painful aching from my hard cock. With my right hand, as roughly as I can manage, I pull her ass crack open. Before she realized what is happening, I spread the vaseline across her puckered brown hole, coated both fingers, and jammed them inside up to the second knuckle. " Aaaunggh!" This time the gasp of pain and groan of pleasure are all rolled into one. I shove my cock as far in as I can and start twisting my fingers around inside her asshole. My cock feels my fingers moving around in her ass as she whimpers repeatedly into the mattress. As I feel her ass start to relax around my fingers, I slowly start spreading them apart as I resume pumping in and out of her pussy. I pull my fingers back a bit, increasing the spread of her butt hole. She is moaning like a foghorn now — I can't tell if it is from pleasure or pain, and I don't know if she can tell the difference either. Now it is time for phase 2. Without interrupting my stroke, I pull my fingers out of her ass. I hear her sigh with relief as I once again pick up the vaseline dipping my fingers in, taking ...

... a bigger glop than before. Timing myself carefully, in one smooth motion I pull my cock all the way out of her hot cunt, smearing the vaseline all over it, and shoving the first inch or so straight into her virgin butt. " AaaaAAAAAAahhhh," she screams, "Oh my god ...oh my god...oh my god. It hurts...It hurts...Holy fuck it hurts...Ahhhh...Ahhhh." I practically came right then, what with the feeling of her sphincter squeezing the hell out of my dick and her screaming and moaning from the pain. Looking down at her face half-pushed into the bed, I see tears running onto the mattress. Her breathing slowed, as I feel her asshole relax around my shaft. She opens her eyes and met my gaze. I tilt my head slightly, and she nods slowly, never taking her eyes off mine. I nod back, and then look down to where my dick disappeared into her tight ass. The unexplored frontier. Not for much longer...I pull back until I feel the head of my cock just inside her puckered ring, then push forward again, sliding a third of my dick inside. " Ummmmmm," she groans. I realized how much this must be hurting her, and just as quickly noticed how much the fact of her pain is turning me on. I stroke in and out a few more times, slowly increasing my depth, until my rock hard member is buried inside her. Time to add some pleasure into the mix. Keeping my dick pressed all the way in, I reach my right hand down to her pussy. I slip my index finger into her pussy — still dripping wet and hotter than ever — just ...