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Chapter 85 by grimbous grimbous

What's next?

A Night with Casey Part 3

You hold her shuddering body right through her orgasm. Her cock continues to pulse in your hand and fill her panties. Well, unlike with Allie, you knew damn sure Casey wasn't faking this! And that felt pretty nice.

"Mmmmmm." Casey moans into your mouth.

You feel her tensing body relax and she lets a long breath out through her nose. Another shudder runs right through her. You squeeze her cock one last time as she finishes up.

Your lips part and she moans. "Ohhhhhh Jesse."

Guiding her like you might a willing dance partner you turn her back around to face you and kiss her once more. Her hands in your you walk backwards and pulling her with you. She glides along to your guidance as if on air, graceful and effortless. You take a seat on one of the kitchen chairs and she smoothly moves with you. As you sit she kneels in front of you.

Her wide green eyes gaze at your standing cock.

"Ohhh, it is magnificent!" She gasps. She takes it gently in her hand and just admires it. "It is...ohh...it is beautiful! It's so big!"

You feel yourself tense up and for a second, just a second, you thought she was teasing you. Her honest smile and sparkling admiring eyes tell you she's not.

Then you had to bite your lip not to laugh. Ever since the big family reveal, and especially after that night with Allison, you had felt like you had the puniest saddest little dick in the land. Your aunt and sister had done wonders in building back your confidence but there was nothing quite like having a woman tell you what Casey had just did...and mean it. Compared to her you were big. This was the first cock besides her own she had touched, it must be quite the experience for her.

She lightly strokes it, openly admiring it, and playing a tickling finger through your curly pubes.

She knew what you wanted from her now. She helps you off with your underwear. You spread your legs and Casey settles down on the floor between them. She presses her hands up your thighs then continues them on up your stomach. She looked upon you with such transparent desire you could not help but be flattered by it. Allison never looked at you like this. You had seen your Aunt playfully eye you up, but that was simple lustful appreciation. You'd only seen that particular look once before, in the eyes of your little sister.

Seeing her reddened right hand you take it and bring it to your face. You kiss her bruised knuckles tenderly.

With her index finger she very lightly traces around the super sensitive edges of your lips. You kiss her finger, then again, then again with your lips slightly parted. She watches intently. Another kiss, taking the finger between your lips now. You lick her tip and she lets out sharp sigh. You then the top end of her finger into your mouth and tighten your lips around it. Sucking lightly you very slowly slide it a bit further in and then out again. You kiss her finger tip once more.

Holding her hand by the wrist you kiss her soft palm and back up her fingers. Your other hand moves to stroke that lovely long red hair of hers.

Her other hand snakes down your stomach takes your hard manhood in it. She kisses the front side of your shaft.

"Mmmmm." You moan. You let go her wrist and settle back into the chair a bit further. She shifts in further and straightens up as she prepares to go down on you. As you see her shoulders and upper body once more you are struck that your she was a he. A boy like you. No...not like you. A beautiful precious perfect boy. And a lady.

"Casey." You whisper.

He looks up as he kisses your cock once more. "Mmmm?"

"I like your body. I very much like your body."

He smiles and blinks his big eyes.

"You make me so hard for you. You are so fuckin sexy. I want you so bad."

He kisses your cock harder as his right hand cup your balls. "Tell me what you want baby."

"Suck my cock Casey. Suck my cock you beautiful man!"

Casey's smile widens. Taking a big nervous breath his eyes lock on your rock hard member. Gripping your shaft he licks his lips, parts his lips, and leans down over you. With his head in the way you don't see it, but you sure as hell feel it, as your cock enters his hot wet mouth.

"Ohhhhhhh." You sigh. "God yes. That's it."

He sinks down on top of you, taking you over halfway into him, before he wraps his lips around your shaft and begins to suck.

"Mmmmmm."

He sucks up to your tip then back down again. Then again. Then again. Slowly and smoothly bobbing up and down. You comb your fingers through his long silky crimson locks and just settle into a wonderfully pleasant blowjob. The bright clean kitchen around you a strange contrast to this intimate oral you were receiving.

Up and down he sucks with care and attention.

Was it great? Honest no. The suction was light and unwavering and his tongue lay motionless. He never went faster or took you very deep. It was quite evident he had zero experience with this and was holding back. Still afraid to experiment or explore. Allie had given way better head, but this was Casey's first time and he had plenty of room to grow. And YOU had to be his guide.

When you went down on him you could show him what you like. You repeat that in your mind to allow yourself to come to grips with it. When you go down on him you could show him what you like. You could teach him by demonstrating yourself. Yeah, you were going to suck Casey's cock at some point. And probably a lot more. You knew that without a doubt.

Make no mistake though, it felt plenty good! Plenty fuckin good!

Up and down he went, sucking you off with loving tenderness.

"Mmmm, that's it Casey. Ohhhh, that feels so good." You sigh. "Suck a bit harder baby. Mmmm, yeah, that's it. That's a good boy."

"Mmmmm." He hums happily.

Up and down, up and down, he sucks your cock. He mouth warm and wet and wonderful.

"Ohhhhh." You stroke his long hair. You feel his shoulders and firm upper back. "Ohhhhh, you're going to make me cum soon baby."

"Mmmmm!" He hums, unconsciously quickening his pace at this knowledge. His long thin fingers grip lightly around your sack and he squeezes just hard enough to really feel good. His other hand he now had around you, grasping at your upper buttock as you watch the back of his red head bob up and down. His long soft hair cascades down around his face and over your crotch.

"Mmmm. Nmmm." He moans as he feels your passion building. You feel his copious saliva running down your shaft. Up and down, up and down, he continues his oral attentions.

You weren't sure if he'd spit, swallow, or let you free but the moment you found out was fast approaching.

Your breathing had picked up and you squirm and non-consciously begin to thrust back into him. "Unnhhh...nnnnn..." You groan softly as you feel your climax build steadily.

"Mmm...mmmm...mmmm..." He hums as he feels and hears the change in you. He sucks you harder and faster, his bead bobbing at an even tempo, and you feel more drool slurp out from his lips as he slides up and down your super slick shaft

"Unghhh..." You groan. "...oh baby, let me see your eyes. I wanna see your face. Look at me. Ohhhh Casey, let me see those eyes baby."

Shifting your cock up he tilts his angle as best he can to gaze up at you with those marvelous emerald green eyes, though they were peeking out from a curtain of red hair. His lips were out and wrapped around your cock, his cheeks sunken from the suction. You brush the bangs across his forehead then trace two fingers down his fine soft jawline.

"Dear God you are beautiful!" You say, his eyes twinkle and smile back at you. "Oohhh fuck. I'm gonna cum soon baby." You start to tense up. "Casey...unghhhh...that's it baby. Just like that."

"Mmm..nmmm..mmm..ymmm..." He moans with his mouthful as his pace quickens even more. You watch your hard cock slide easily in and out of his ruby red lips. About halfway down your length, at the deepest point he'd go, was a ring of his lipstick. Still his one hand fondled your balls as his other gripped your ass.

"Gunhhhh...oh fuck...yes! Yeah...oh Casey...oh Casey....I'm gonna cum!" You grab his shoulder and the seat of the chair and you raise and tense.

He grabs your cock with both hands and slips his mouth right to your very tip. His lips wrapped the top half or your knob he suckles as you let loose.

"GUNGHHHHH!" You jerk once then get really still as your pleasure centers sparkle and pop and your cock pumps your load.

His eyes locked on your Casey sits quiet and still as he takes your cum in his mouth. You saw the moment of confusion in his eyes, he wasn't really sure what he should be doing right now so he just takes you nut into his mouth neither spitting nor swallowing.

"GUNGHHH!" You groan again as you crest and begin your descend down the other side. Your body slowly relaxes.

Casey milks the last of your seed from your dick then pulls back. His lips tight and, you hated to admit it, a down right comical look on his pretty yet conflicted face. It looked like he wanted to spit but didn't know where to do it. A milky smear of your jizm can be seen across his lips.

You let out a breathy sigh then chuckle. "Whoo... Casey... he he he... Casey..."

Before you could say more you see a look of determination cross his face. Dipping his chin he closes his eyes and makes a big swallowing motion as he gulps your load in a single go. He smacks his lips and takes breath. He sticks his tongue and his face twists into a cringe. Classy beautiful Casey suddenly looked like a kid tasting grapefruit for the first time.

"Ugh." He grunts.

Covering your eyes you begin to laugh. "He he he. Sorry. He he he."

He tickles your stomach. "Don't laugh! Ha ha ha! That's not nice."

"He he he! Was it good?" You ask him as you look back down.

He gives you a playful look of annoyance. "Oh yeah! Delicious!"

Your laughter subsides leaving a warm smile on your face. You stroke his cheek. "I guess I'll find out soon enough."

He smiles back. Leaning in he tenderly kisses your spent cock. "It really wasn't THAT bad I guess." He swirls his tongue around his mouth. "No, not so bad actually."

With an impish grin you point. "You've, uh, you've still got a bit...right there..."

Your impishness is reflected right back up at you. He rises and begins to crawl up your body. It take you a second to realize what was happening.

"Oh...oh no!"

"Oh yes." He purrs.

Crawling right up he straddles your legs and settles down to sit on your thighs. His hands on your shoulders he leans in, his jizzy lips coming closer and closer, and gives you the deepest and most passionate kiss yet!

You feel your cum smear between your lips and you could taste yourself in Casey's mouth. A little salty, a little bitter, a little sweet, and a little bit like rubber. It was a taste unlike any other. It was your taste. He was right, it didn't taste good. But it also wasn't that bad. Wrapping your arms around him you hold his warm naked body to yours, his wet panties pressing into your stomach, and you kiss this stunning creature with everything you had.

(I debated with myself whether to do the she-he switch and decided to go for it. I think going forward I will refer to Casey by the gender Jesse is seeing her as in the particular moment. Hope it doesn't get too confusing.)

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