Take it out and let she come in your face

That's a rather stereotypical fantasy, you figure. But it's less about she wanting to do it and more about you wanting to be on the receiving end. It disturbs you when you realize that, you were already feeling you're fucked up, but this sort of confirms it.

You take it out of your mouth nonetheless, you give a few more licks on the head and start jerking it along, licking your lips and admiring it. "Who'd have figured you were such a slutty girl beneath the appearances?" you hear Jessie say among the heavy breathing, instead of answering, though, you look up at Jessie, smile and bite your lips.

That does it for her, instantly you hear a loud moan and feel the warm, sticky fluid landing over your face. Then another spurt, and another, and another. The feeling sends the most intense a wave of pleasure you had all night, you shiver in the feeling closest to an orgasm you figure you'll have tonight.

Jessie still has you under her, and stares at you with her ever so present grin "Are you sure you never sucked cock before {girlname}? You were really good at it. Or is it just your inner slut eager after years of confinement?". You stare back, smiling and licking her cum from the corner of your mouth, then using a finger to clean part of your cheek and sucking it clean.

"Still not satisfied I see." she says "Maybe if I make you come too?"

You think you know how she's planning to do so, but by this point, you figure it's far too late to be ashamed, scared or ****.