I haven’t got a clue how “far” Penny is willing to go so i’ll write multiple endings for this one.
As always the cameraman is called “you”.
The flight home.
This scene can work 2 ways.
Scenario 1, Stewardess Penny.
Clothing: Stewardess outfit or blouse with knee high skirt and a scarf (something that makes her looks like a stewardess)
In this scene Penny plays the stewardess and you play the pilot.
In the last flight there where problems with the jet but you managed to land the plane safely at the airport.
Penny was one of the attending stewardesses on board and because of the events following the “near” crash, she can't get home and you have offered her to sleep at your place for the night.
The scene starts with the 2 of you arriving at home and Penny who can’t stop talking about your heroic actions and the fact that a cute guy like you is still single.
You give her a drink and she starts to talk how the wants to reward you for your actions.
The scene can go to multiple scenarios (depending on Penny).
She can either start to give you jerk off encouragement video with the video ending with Penny wishing you a good night.
Penny can also give you a blowjob/handjob and you’re cumming on her face or breasts and the scene ends with Penny who again wished you a good night.
Scenario 2, Pilot Penny.
Clothing: something regular, jeans with a tank top or something like that but with the pilot shades.
In this one Penny plays the pilot and you one of the stewards.
In the last flight Penny and her co-pilot have fainted but you've saved the day by landing the plane safely.
Penny isn’t still feeling well and you’ve offered her to sleep at your place so she can recover, because you believe that Penny going home alone is to dangerous.
The scene starts with the 2 of you arriving at home and Penny who can’t stop talking about your heroic actions and the fact that a cute guy like you is still single.
You give her a drink and she starts to talk how the wants to reward you for your actions.
The scene can go to multiple scenarios (depending on Penny).
She can either start to give you jerk off encouragement video with the video ending with Penny wishing you a good night.
Penny can also give you a blowjob/handjob and you’re cumming on her face or breasts and the scene ends with Penny who again wished you a good night.
Scene 2: Charity auction
In this scene Penny plays a model who’s been auction of for a charity to go on a “date"(or dinner) with her “buyer”.
The scene starts with Penny arriving at your place for your “date”.
A bit of dialogue start with Penny who’s talking about the charity and that she loves a man who’s trying to do the right thing (something her previous boyfriend didn’t try to do).
She then has a bit of a breakdown as she starts talking about her ex (who was a total a-hole) and that she wants a man who’s good to her.
During that talk Penny tries to make clear that she likes you, but you somehow don’t notice or the signs don't reach you .
All the sudden Penny pulls down her top and reveals her bra (or breasts), saying that she wants you now!
The scene can turn in to 2 scenarios, the jerk off encouragement or the blowjob/handjob video.
The scene ends with a satisfied Penny who says she wants to go on a real date with you sometimes.
And perhaps you can use one of the scenes in "More scene ideas" (perhaps the Army interrogation or the the gymnast/bodyguard