Caitlin begins to cry

Caitlin starts to whimper. At first you think it's in pleasure, but then you realize tears are running down her face.

"Are you okay, babe." you say kindly as you slow - but don't stop your thrusting. "Do you need me to go slower for you?"

"I... I..." Caitlin stammers, "I was a vir... virgin." Caitlin confesses.

Caitlin is deeply shamed by her virginal status. She believes in saving herself for marriage - she just wished it wasn't something everyone else mocked. But now you've spoiled all of her years and years of saving herself. She's had so many fights with so many boyfriends. She's given sooo many tit fucks in lieu of spreading her legs.

She feels stupid for going all that just to bend over on her boss's desk. But also, you've taken a huge weight off of her.

"That's why you're so wonderfully tight. You feel really good," you say casually.

Caitlin doesn't know what to say. She was a virgin. And now she's not. Her boss has taken her virginity. And... she thinks maybe she's happy about that.

"I could fuck your cunt all day, but I can also go easy on you since it's your first time."

So you begin to fuck Caitlin faster, but not nearly as fast as you would have. And when you feel yourself ready to cum, you don't push down that urge as you would have otherwise. Instead you warn Caitlin that you're ready to cum.

She remembers the deal and quickly pushes herself off the desk and goes back down on her knees as you step back and jerk your dick off into her open mouth. Your cum all lands in her wide open mouth, mostly on her tongue, where it rests until you stop coming.

Then Caitlin slowly closes her mouth and happily swallows what might be the biggest, creamiest, sweetest load of pure white semen she's ever had. She might have been a virgin, but she's suck plenty of cocks dry before.

You can see by her smile that Caitlin finds you cum surprisingly delicious. She's not crying anymore.

You take out the wet wipes you now keep in your desk and first wipe off your dick, and then you have Caitlin stand in front of you as you wipes down her amazing breasts. You even wipe her pussy clean for her. The wipes go red with bloody which makes her go even brighter red with embarrassment.

You tell Caitlin that you want to keep her panties as a memento of this special moment and send her on her way, thanking her for her services and hard work.