The Late Night Swim

(Part 4 from 5)

We swam towards the other end of the pool. The shallowest part was only 3 feet deep. As we neared the other end, I slowed down and felt my feet touching the bottom of the pool. We continued a little more until Cassie could also touch bottom. My hands quickly found her breasts, cupping them in my palms. Her hand was back on my cock. I searched for her waiting wet little cunt and started to finger her again.

Oh my...oh...oh...oh yes, Cassie moaned. I slipped in a second finger, and she gasped sharply. Oh...oh...owe, she moaned. It was very tight at first but within a few moments her pussy was taking my two fingers just as easily as the one. Oh my...oh...yes...oh fuck yeah, she moaned. I felt her fall towards me and I grabbed hold of her holding her up in the water. I felt her pussy tightening up on my probing fingers. Oh yeah, she moaned again. Don't stop faster, she moaned again. I moved my fingers in and out of her pussy faster and faster. I could feel her pussy contracting and gripping my fingers. Oh...shit...oh...oh...yeah, she continued moaning. A few moments passed and her pussy stopped contracting. I withdrew my sticky fingers from her cunt and held her.

That was wonderful Jason; I think I had an orgasm. I'd say so, I said. I never imagined it would feel that good. Oh my goodness, she said a little dazed.


Cassie wrapped her hands around me tight, and said thank you Jason that was great. I could feel my cock rubbing up next to her naked body. Oh yeah right, we almost forgot about you, Cassie said. As she continued hugging me her legs rose up and she wrapped them around my waist. I could feel her mound of hair on my stomach as she let her body slowly slide lower. Then I felt her coarse pubic hair on my cock as her pussy approached it.

I suddenly realized what she wanted. I looked up into her eyes as if asking for the go ahead to enter her pussy. She just smiled back at me nodding her head. I grabbed my cock and positioned it at her entrance. I grabbed her by her hips and pulled them towards my cock.

Please...go slow Jason, it's my first time, Cassie said. It was my first time too, but I didn't tell her that. All I could think about was real pussy, and a virgin too boot. This would be my first attempt at busting a virgin's cherry.

I felt the entrance to her pussy begin to open as I pulled her on to me. The head of my cock had barely penetrated her entrance when it seemed as if it wouldn't go any further. I grabbed her hips tightly and pulled her towards my cock trying to penetrate her deeper. As I pulled harder, I heard her making noise. Owe...owe...it hurts...ouch. Then with one quick motion my cock lunged forward sinking all the way in her pussy. Ooh...owe, she moaned again. I paused for a minute, my cock buried all the way in her pussy. I thought I would wait a minute to let her pussy stretch and get used to my cock.

Are you ok, I asked her? Yeah, I'm ok, it hurt a little at first, and I think I'm all right now though, she said. I lifted her up slightly allowing my cock to withdraw from her pussy. Then I pulled her towards me until my cock was fully engulfed again. Oh we, she said. What, are you ok, I asked. Oh I'm fine, just do that again, she said. I lifted her up again and then pulled her back down on my waiting cock. Oh yeah, she moaned.

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