Don't want to scare her...

You smile at Cassie gently, "No problem. I'm not going to hurt you."

She nods at that, and then leans back onto you shoulder and stare into your eyes, as your hand moves it's way down to virgin territory.

You gently cup her vulva massaging with eh the heel of you hand. You are rewarded by a soft sighing smile from the younger girl. You lean your head in and kiss her gently as you fingers trace her lips, teasing and gently prodding her sex. You smile inwardly as her hips move to your tune, and her moaning becomes a bit more intense.

You feel her slickness on your fingers as you take two fingers and insert it into her pussy's entrance. You feel your way carefully to her hymen. She gasps a second at the intrusion, and the touch on her nerve ending filled hymen. She tenses as well. You lift you head up a second, "Cassie. I want to make you cum. I want to hear you whimpering into my mouth."

"Okay..." She says, her voice lustful but nervous.

"But...for a couple seconds this will hurt. Just know that after the pain it will feel wonderful. I swear. If you don't want me to just say so now, and I'll do it from the outside. But it won't be as satisfying." You say this in a gentle tone, and fight the urge to just start fingerbanging the younger woman.

She stare into your eyes, first nervously, then a little scared...then..."I...I trust you. Make...make me cum please. I...I want to feel loved...you'll do that right? Make...make it as special as you can? Please?"

You smile at the girl, "I will. I'm not going to lie and say I love you...we barely know each other...but I'll kill for you, that I know." You lean in and kiss the girl, and she reciprocates wholeheartedly, bringing a hand up to stroke your face. You use the opportunity to shove your fingers into her pussy, feeling her hymen break at the intrusion. She shrieks into your mouth, tensing up tremendously, in fact lifting her ass off the makeshift bed you were on.

You leave your fingers buried in Cassie's virginal sheath, and caress her clit with your thumb.

You can tell the pain has subsided when Cassie starts grinding her crotch at your thumb. You start sloshing your fingers in and out of her tight flower, her moaning picking up speed and volume, though you are muffling it with your own mouth. Her tongue invades yours.

You feel the spasms start, and you relish the feeling of her first orgasm by someone else's hands at least being brought on by you. You'd never had a virgin before.

You hear her voice getting louder, and you wonder if Ritter can hear this. It's raining hard, but...